I grew up in Vans and Converse - the rattier and beat-up the better! Fast-forward a decade or so and I still only want to wear skate shoes.
I've been bullied into nice leather shoes by my girlfriend, but if I had my way I'd be out barefoot, in sandals, or in skate shoes.
That being said, Converse has teamed up with Martin Margiela to create "fancy" converse. They look sweet, but still keep the classic Converse look. Granted, I wouldn't do any skating with them!