So... yeah. This is a consolidation of all the topics from DA. No restrictions on gender or medium.
My top choices? Florina from Fire Emblem 7 for videogames, Hinata from Naruto for anime (sorry, Mint and Orihime), Fluttershy from MLP:FIM for western animation (she's basically Florina with less man-shyness), and... uh... I guess Hermione from Harry Potter from books.
Feel free to post guys. Doesn't really do it for me, but I'm not gonna speak for/impose on anybody else.