Combining SSH and Tor [on hold]

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http://serverfault.com – I have an OSX setup for an SSH tunnel and one for Tor but I want to run both. First, should I run Tor over SSH or SSH over Tor ? This morning while running Tor on its usual port I ran this from the command line ssh -L 8080:localhost:9050 myhost I was able to connect to the server, but this brings me to my second question. While I can check the torproject page to see if I'm on the network, how can I tell that my SSH tunnel is actually working with Tor and tunneling traffic properly ? I also read some things about ssh leaking either DNS requests or my local username, any ssh best practice (HowTos)