Transparent Remote Proxy Server

ms419 at ms419 at
Mon Sep 27 20:25:28 CEST 2004

On Sep 24, 2004, at 12:01 PM, Aleksandar Milivojevic wrote:

> ms419 at wrote:
>> I'm setting up a transparent proxy to a remote proxy server & can't 
>> figure out why it doesn't work.
>> My gateway is tor; it's running Debian unstable, iptables 1.2.11-2, & 
>> a custom 2.4.27 kernel. My proxy server is wum; it's also running 
>> Debian unstable, squid 2.5.6-8, iptables 1.2.11-2, & a custom 2.6.7 
>> kernel.
>> Physically, tor is connected by each of 3 NICs to an ADSL modem, to 
>> wum by a crossover cable, & to the rest of the network by a hub.
>> Logically, tor & wum are in; tor & the rest of the 
>> network are in
> Haven't done something like that myself, but wouldn't it be much 
> simpler to implement it like this (using filter table for filtering, 
> and nat table for NATing, as they were intended to be used):

Thank you sincerely for your suggestion! You are correct: It is simpler 
to use DNAT & MASQUERADE. I tried it & it works. But now, I am trying 
to avoid using NAT.

The problem with NAT (as I understand it) is it rewrites the 
destination address, which breaks HTTP/1.0 requests without a Host: 
header. By using policy routing, I hope to route traffic through wum 
without rewriting the destination address.

I'm using as my guide the Transparent Proxy HOWTO by Daniel Kiracofe.

I'm still not sure what is wrong - thank you very much for any help!


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