Ecko brand shirts and Fubu jeans.
I've gone through quite a style transformation. Middle school/early high school it was all Ecko, later high school was all American Eagle type stuff and now I pretty much just buy expensive crap I don't need (Express jeans, Ralph Lauren clothing, etc.)
Wore a lot of American Eagle in high school (still wear their jeans, actually).
I was really into shoes as well. Always had a pair of work boots (farming), but probably had another 40-50 pairs of athletic shoes. Loved me some Jordan's, Adidas superstars, K-Swiss, and of course those beautiful, majestic Reebok Classics.