[grinich]

OTR encryption is pretty good in this regard.

"If you lose control of your private keys, no previous conversation is compromised."

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

[Spearchucker]

It's also a poster child of secure F/OSS comms - easy to get the source code, and crazy difficult to have a secure conversation with a verified buddy.

There's no obvious getting started guide, no plain English explanation stating that Pidgin must be installed first, nothing about configuring for first use, and nothing about starting a verified conversation.

[ippisl]

There are easy to use implementations of otr like securetext android app.

[greyman]

What about metadata? Can I also hide that it is me who does crypto-chatting?

[jlgaddis]

https://www.torproject.org/