I have a lot of clothes, but I guess I'll stick to a few outfits every couple of weeks. It's so much work to decide what to wear with what, and I might get stuck on a certain article of clothing I really like that week. Say, a lace skirt, then I'll wear it a few different ways four or five days that week. I've always done it, but honestly, I don't remember anyone ever saying anything to be about it or caring about it. I dress "differently" apparently, though, so that might have something to do with it. I wear a lot of gothic lolita and victorian, or just frilly skirts, and platform shoes, so maybe people just don't expect you to have tons of those kinds of items and don't care or notice if you repeatedly wear some of them.
I've honestly never thought about it before. I didn't know people noticed things like that...