bypassing employer's proxy to surf anonymously

["" <gimeshell () web de>]

Hi,

perhaps subject sounds a little bit hard, but hard words are often
much clearer than polite words.

Someone is trying to find smartest way to bypass employer's
proxy from intranet. You can see it as a principle: there is someone
who don't want you to do something, but you know you will be
better...because you are an geek.

First of all, it works but i need help in fixing some flaws.

Situation:

Server: Windows 2000, proxy and simple packet
filtering to eliminate icmp traffic, dns traffic and some more packet
types,
Client: Windows 2000l, putty tunneling local port
There is no ip forwarding enabled on server so i fortunally must use
proxies facilities. Proxy has following 'special' ports open: 1080,
2121,
3128.

For port 3128 you must login with username/passwort. It is known.
Fort port 2121 there is only username without pass required.

Host A INSIDE...localport 4444--->ssh tunnel--->through PROXY/FIREWALL
(3128)--->Host B OUTSIDE (22) running privoxy (proxy server).

Problem:

Proxy is monitoring traffic and shows much suspicious traffic flowing to
xxx.xxx.xxx.xxx (https). That's the ssh tunnel to destination
with dynamic ip address.

Question:

Is there a solution to prevent proxy traffic monitor (and therewith
big brother) to see SSH traffic to dynamic ip? So that there isn't any
suspicious line in proxy traffic monitor's output? The best: Proxy
doesn't get notice of nasty traffic at all.

Perhaps there is some technique to hide data in unsuspicious packets?

regards,
gimeshell

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