sex talk via g-chat with an ex boyfriend (not X), can be surprisingly NOT awkward.

topics including:

the bar scene/meat-meet market (boring), going out with the purpose of finding a one night stand (we were both con), finding yourself and love will come along and find you instead (both pro), people try to fix you up because they are pushing their own neurosis on you (me con, him pro).

I think this should be the test of if you are truly friends: can you talk on g-chat about your sex life (lacking, or in his case not so much since he is in a committed relationship), and feeling totally at ease. I'd say this should be the ultimate deciding factor.