rushing, ad infinitum
Not to parrot everyone else, but I try to focus on both. When it comes to shirts and shorts, I go with what's comfortable (not too restricting) but it can't look ratty and shabby, like I'm not trying just a little, though when it comes to shoes I'm really metrosexual about how they look. Of course, I won't go as far as wearing a size three shoe on my size twelve feet just because they look cool.
Oh but when it comes to around the house I wear as little as possible sweatshorts (most of the time) and a loose fitting shirt. xD