This is a short guide on how to setup an obfsproxy obfs2/obfs3 bridge on a Debian/Ubuntu system. Step 0: Install Python To use obfsproxy you will need Python (>= 2.7) and pip. If you use Debian testing (or unstable), or a version of Ubuntu newer than Oneiric, this is easy: # apt-get install python2.7 python-pip python-dev build-essential libgmp-dev Step 1: Install Tor You will also need a development version of Tor. To do this, you should use the following guide to install tor and deb.torproject.org-keyring: https://www.torproject.org/docs/debian.html.en#development You need Tor 0.2.4.x because it knows how to automatically report your obfsproxy address to BridgeDB. Step 2: Install obfsproxy If you have pip, installing obfsproxy and its dependencies should be a matter of a single command: $ pip install obfsproxy Step 3: Setup Tor Now setup Tor. Edit your /etc/tor/torrc to add: SocksPort 0 ORPort 443 # or some other port if you already run a webserver/skype BridgeRelay 1 Exitpolicy reject *:* ## CHANGEME_1 -> provide a nickname for your bridge, can be anything you like #Nickname CHANGEME_1 ## CHANGEME_2 -> provide some email address so we can contact you if there's a problem #ContactInfo CHANGEME_2 ServerTransportPlugin obfs2,obfs3 exec /usr/local/bin/obfsproxy managed Don't forget to uncomment and edit the CHANGEME fields. Step 4: Launch Tor and verify that it bootstraps Restart Tor to use the new configuration file. (Preface with sudo if needed.) # service tor restart Now check /var/log/tor/log and you should see something like this: Nov 05 16:40:45.000 [notice] We now have enough directory information to build circuits. Nov 05 16:40:45.000 [notice] Bootstrapped 80%: Connecting to the Tor network. Nov 05 16:40:46.000 [notice] Bootstrapped 85%: Finishing handshake with first hop. Nov 05 16:40:46.000 [notice] Bootstrapped 90%: Establishing a Tor circuit. Nov 05 16:40:48.000 [notice] Tor has successfully opened a circuit. Looks like client functionality is working. Nov 05 16:40:48.000 [notice] Bootstrapped 100%: Done. If Tor is earlier in the bootstrapping phase, wait until it gets to 100%. Step 5: Set up port forwarding if needed If you're behind a NAT/firewall, you'll need to make your bridge reachable from the outside world — both on the ORPort and the obfsproxy port. The ORPort is whatever you defined in step two above. To find your obfsproxy port, check your Tor logs for two lines similar to these: Oct 05 20:00:41.000 [notice] Registered server transport 'obfs2' at '0.0.0.0:26821 Oct 05 20:00:42.000 [notice] Registered server transport 'obfs3' at '0.0.0.0:40172 The last number in each line, in this case 26821 and 40172, are the TCP port numbers that you need to forward through your firewall. (This port is randomly chosen the first time Tor starts, but Tor will cache and reuse the same number in future runs.) If you want to change the number, use Tor 0.2.4.7-alpha or later, and set "ServerTransportListenAddr obfs2 0.0.0.0:26821" in your torrc.