First, don't bet your life on this technology or OpenSSH or other tech.
Second, rather than run TOR on an everyday personal or work computer (Windows or Mac or Linux) with sensitive data and identifiable traits, I'd recommend booting a LiveCD: TAILS (v0.7.1 is the latest) and Liberté Linux:
http://tails.boum.org/
http://dee.su/liberte
or get Knoppix and harden it:
http://knoppix.com/
Change your MAC and connect at a coffee shop (if paranoid-- on the other side of town, and wear sunglasses in case of surveillance), not from home. Or connect to someone else's open WiFi, or get the key with Backtrack. Less secure is running a LiveCD in a VM (virtualbox or vmware). Another less secure option is running a hardened Linux, or at least running the Bastille script.
What am I missing? The main trouble with the LiveCD/DVDs is the NIC driver/module, but Knoppix is good for that.
integral-fellow