I don't know, for me I could, honestly, care less about the clothes I wear. I guess I purposely try to stay away from what's in style, as it may draw attention and stuff, so i usually prefer unique t-shirts. I have a few t-shirts of bands that no one has ever heard of, and a random other assortment, nothing designer or from chain stores, most of my clothes comes from like various events, or has certain things printed on them that I like.
I stick to jeans, then shorts in the summer, I like to do stuff outdoors, and I spend a great deal of time. I guess I haven't really considered or thought about new clothes, or even styles of clothes..it really doesn't matter to me.
edit: my favorite shirt I bought from the net is a shirt with a really neat design on the front, and it says "Chemistry of Attraction: Look beneith the surface."
on the back is a picture of an angel and a demon with a quote that Neitzche made: "What's done in love surpasses all good and evil."
I like it because absolutely no one in my high school understands it..people are just too shallow these days.