Tor chat rooms
The good news is, you can do this with something called Tor Chat.
Tor Chat is a decentralized anonymous instant messenger that uses Tor hidden services as its underlying Network, in other words it communicates over the Tor network through the .onion URL protocol.
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We have talked about communicating with PGP, we have talked about using TOR and hidden services, and we have talked about good practices of Op Sec.
But some of us want to be able to instant message somebody else.