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Encrypt IM's

Users of Debian based systems can apt-get install pidgin pidgin-otr libpurple-dev

First a good multi-protocol client. Pidgin is a chat client that can connect to Google Talk, MSN, Yahoo, Aol, facebook, myspace, and even now - twitter.

http://www.pidgin.im/

Using the off-the-record messaging add on, we can encrypt instant messages

http://www.cypherpunks.ca/otr/

and now with the new libpurple-twitter-protocol - we can chat with twitter friends

http://code.google.com/p/libpurple-twitter-protocol/

The OTR encryption plugin works with included protocols - but not with the facebook and twitter ad-ons. The Twitter ad-on does offer SSL, and the ability to direct through a standard proxy. Facebook im's can be directed through a standard proxy also.