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This page is still a draft. Thank you for your understanding.


What are proxies and firewalls?

Below is the architecture you will face in most cases in your company:

Why proxies and firewalls?

Proxies and firewalls have different objectives.

The firewall:

  • Ensures that only the authorized protocols go through the network (e.g. FTP, SSH, ... could be blocked)
  • Can split/define the networks (e.g. on one side the corporate network, and the DMZ on the other side)

On the other hand, the proxy:

  • Prevents from downloading unauthorized (illegitimate) content or from browsing unauthorized sites (blacklists, string pattern, ...)
  • Controlled/limited freedom on the internet

Why bypassing proxies and firewalls

  • Bypass organization's restrictions or censored networks
  • Penetration-testing
  • Share tools over the network, that are considered as non-authorized/unclean
  • Protect your privacy

Bypass methods

Proxify the traffic

Proxy (HTTP, Socks)

Web proxies

Lots of web proxies on the internet:

  • ...

Use Content Distribution Networks


Tunneling consists of encapsulating a protocol in another one (e.g. encapsulation of a non initially authorized protocol in another one that is authorized).

The special case of HTTPS (HTTP over SSL) could be considered as tunneling in a way. Indeed, it can enable to bypass proxy rules.

Some proxies have the ability of interfering with encrypted traffic by generating their own certificates. This is the principle of Man In The Middle (MITM) attacks.
This section/article is being written and is therefore not complete.
Thank you for your comprehension.


  • Encryption can enable to bypass a proxy / firewall and is quite effective (e.g. PGP encryption)


  • Attachments in a mail can be checked and purified by firewalls
  • Ways to bypass: put the file in one or more archives (jar, arj, cab, 7z)
  • All gears don't handle attachments the same way; compressing the attachment may be a solution to bypass.
  • For most of gears, default politic for out of the limits values is "PASS". Following table shows an example of implementation for archives:
Parameter Max. value Default val.
Max. number of layers 16
Individual file size (archive) 100MB 10MB
Uncompressed file size 500MB
Num. of files in archive 10,000

Content-Range header

  • Fragment file in multiple files


  • Exploit non-checked tags (e.g. <img src="data:MIMEType..." />) enables to include an encoded file (e.g. base64).

Include files in PDF

  • This method is less effective now (implemented in gears rules)
  • See Metasploit module: embeddedFiles

XMLHttp Requests

  • Used with chunk
  • Data in XML format

Use your mobile as a modem

  • Tethering


If the proxy supports authentication, it is probable that rules are conditioned by the user who authenticates. Spoofing this identity could enable to elevate your privileges.

Another filter could consists of detecting privileges with computer physical addresses (mac address) or worse, by IP addresses. Spoofing mac addresses could lead in this case to privileges elevation.

Take over a server in the DMZ

Taking over a server from the DMZ and use it as a proxy could enable to bypass corporate filtering rules.