Wow. I think people have pretty much hit most of mine. I have to agree to Lex Luthor, Spencer Reid, Dan Rydell, Xander Harris, and Tony DiNozzo. I'll add...

Dawson's Creek -- Pacey Witter
Fringe -- Peter Bishop
Gossip Girl -- Chuck Bass

(We could throw in Charlie from the Mighty Ducks to give Joshua Jackson 3 noms, but if anyone is writing Mighty Ducks torture fic, I don't want to know about it.)