It's not OpenSSL, but you should look at SILC.
http://www.silcnet.org

SILC Client, SILC Server, and the SILC plugin for IRSSI are in the ports.

On Mon, 7 Jul 2008 20:43:13 +0200
Pau <vim.unix@googlemail.com> wrote:

quoted text
> Hi,
> 
> I am looking for a terminal (i.e. non-x) chat programme which could
> also work with openssl, encrypting the text. Something in the lines of
> "talk" but over the internet (no only locally) and using openssl
> 
> Do you know of any? I have googled a bit and found nothing...
> 
> Pau