[tor-talk] Tor transparent proxying over OpenVPN

[mirimir]

On 06/15/2013 09:46 PM, ef2k at tormail.org wrote:

> Is it possible to do Tor transparent proxying over OpenVPN i.e. My
> connection -> OpenVPN -> Tor ?
> The purpose of this would be to stop the ISP from seeing that Tor is being
> used.
> At the moment I'm using the rules from
> https://trac.torproject.org/projects/tor/wiki/doc/TransparentProxy
> By modifying the rules slightly to allow non-Tor traffic to the VPN server
> I am able to establish a connection with OpenVPN, however, I can't access
> any content online after that.
> I understand that a normal setup of OpenVPN and then setting Tor as the
> SOCKS5 proxy in my web browser, IM client, etc would work, but it doesn't
> provide what I want - for every connection to go through Tor without fail.

The simplest solution would be to use a VM. Run the VPN client on the
host machine, and the Tor setup in the VM. You could also run the VPN
client in a pfSense VM, and the Tor setup in another VM that uses the
pfSense VM as its LAN router.