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RE: Application level pentesting
From: Gadi Evron <ge () linuxbox org>
Date: Tue, 4 Jul 2006 05:50:00 -0500 (CDT)

On Mon, 3 Jul 2006 salexander () frontporch com wrote:
Sending random data over a network connection will only flush out the most obvious bugs.

I disagree, but say you are right, how is that bad? I call it raising the
bar.

The world of Fuzzing advanced considerably in this last year.

        Gadi.

 Try sending data that is mostly correct but deformed in particular
ways.  For instance, include trailing data on an otherwise valid request/command/etc or trim off a few bytes from an 
otherwise valid request, if there is an application-level header, set invalid options and lengths.  What you can do 
depends on the expected structure of the traffic.  Are there optional attributes that can be included?  What happens if 
you duplicate them?  If the application uses multi-stage transactions (such as DHCP with 
discover/offer/request/acknowledge/release vs DNS with request/reply), try fudging data at different stages of the 
transaction.

Does the program store encryption keys in memory longer than needed?  This is easier to find in a code review than 
during testing but you may be able to find out using a debugger and a known key.

What is exposed to an attacker (open network ports, registry, files, etc)?  What can the attacker control?

I hope this helps,

Steven  


-----Original Message-----
From: intel96 [mailto:intel96 () bellsouth net]
Sent: Fri 6/30/2006 9:42 AM
To: pen-test () securityfocus com
Subject: Application level pentesting
 
To all,

I am pentesting an application that is written in several languages but
is complied into a single application.  So looking at the application
with FxCop or Reflector for .NET apps does not work.

The application draws an image on the screen that cannot be moved.  The
image has two values username and password.  The application only
accepts mouse entries on a virtual keyboard, which rotates every 60
seconds.  The application form fields which are masked with "*" cannot
be read with applications like Foundstone's Showin.   Microsoft Spy++
does cannot see the values in the form fields once they are entered. 

The application writes nothing to the registry that can be used.  

The application uses the following items when running:

1.  InternetFortezzaCard - part of WININET.dll
2. InternetInitializedAutoProxyDll - part of WININET.dll
3.  MSWSOCK.dll
4.  USER32.dll
5.  Kernel32.dll

Sending random data to the open UDP (Foundstone UDPflood) and TCP
(Foundstone Blast) ports does not crash the application. 

Cramming random data into the username field does nothing.

Does anyone have any recommendations on how to pentest the application
deeper?

Thanks,

Intel96

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------------------------------------------------------------------------------
This List Sponsored by: Cenzic

Concerned about Web Application Security? 
Why not go with the #1 solution - Cenzic, the only one to win the Analyst's 
Choice Award from eWeek. As attacks through web applications continue to rise, 
you need to proactively protect your applications from hackers. Cenzic has the 
most comprehensive solutions to meet your application security penetration 
testing and vulnerability management needs. You have an option to go with a 
managed service (Cenzic ClickToSecure) or an enterprise software 
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And, now for a limited time we can do a FREE audit for you to confirm your 
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------------------------------------------------------------------------------
This List Sponsored by: Cenzic

Concerned about Web Application Security? 
Why not go with the #1 solution - Cenzic, the only one to win the Analyst's 
Choice Award from eWeek. As attacks through web applications continue to rise, 
you need to proactively protect your applications from hackers. Cenzic has the 
most comprehensive solutions to meet your application security penetration 
testing and vulnerability management needs. You have an option to go with a 
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And, now for a limited time we can do a FREE audit for you to confirm your 
results from other product. Contact us at request () cenzic com for details.
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