Websketches 11 (Hipper)

I thought to myself, I'm always drawing generalized people, whose looks and outfits are more akin to stock photo models, so as to provide maximum versatility. But I often find that my favorite sketches are those that feel contemporary, so I thought I'd retool one or more of the characters I drew and make them hipper, more modern, and more fun. So now the guys got a beard, dropped crotch pants and a very Atelier look about him.

Now what outfit to give that girl if she's hanging with him? She looks a bit too uptown, although I like the idea that the guy is hipper than she is.