Anonymous SSH Sessions With TOR
OpenSSH is a great means to protect your connection from being sniffed by others. However, this isn't always enough. Simply proving that you connected to a server is enough to get incriminated. Unfortunately, SSH doesn't provide a native way to obfuscate to whom it connects. Instead, a proxy server can be set up. And this is where TOR comes to play. This howto covers installing TOR on a Debian based system and setting up SSH to use TOR.
Read more: http://howtoforge.com/anonymous-ssh-sessions-with-tor