Anime
Gary: Gary because he's smart and not a big idiot like Ash. No offense Ash fanbase. And true that to his haircut, although I like his labcoat. :3
Drew: Drew! I just love the "I'm so awesome coordinator and love May" attitude he's got. And there's just something about green hair that makes me swoon. <3
Manga
Too many to explain...
Silver, Yellow, Wally, Gold, Green, and Blue would be my uber faves, though.
Game
Wally and GSC Rival. 'Nuff said.