9. Kanye West
Complex says: Kanye basically invented the whole sneaker spotted back when he was hitting up MTV to market his debut album and would rock rare Nikes and Bapes with polos and blazers having stans on SOHH all wet trying to imitate the style. Now there's a whole blog dedicated to how you can dress like him. How about 2007 when he had the internet going nuts with the red patent leather Ato Matsumotos at Summer Jam? Who else has his own 100-slide "best of sneakers" on Complex, a deal with Nike where he gets to help design his own shoe (three Yeezys confirmed to date), and a line of upscale Louis Vuitton kicks? Not to mention what must be an endless supply of black/cement Air Jordan IIIs. Just a college dropout.