Since there's a lot of entertaining stuff going on, and a lot of awesome threads, I'll start it off with the Wacky Date Edition!
Charlie and Prometheus have the best date you can have without actually being in the same world at the time! (I'm also keeping an eye on the later acquisition of a
third wheel.)
Tristran and Yvaine might not call their extended cross-country journey a date, but it totally is one. These guys are doing an amazing job filling in the parts of the book that Neil didn't write, and I'm compulsively reading.
FemMelou and Guy Steph - okay, you got me, this one isn't a date. It's just kind of hilarious. And Steph is kickass.
Now go forth and pimp!