Biz Markie

Shoe: Nike Air Safari 

Biz is one of the OG hip-hop sneakerheads (if not THE OG hip-hop sneakerhead). Most of you may be to young to remember anything he did other than "Just a Friend," but Biz had mad influence and has been holding it down since the '80s in classics like 1987's Nike Safari (which he put on the map). The Safari, along with the Air Jordan II, represented Nike's entry into the sports-luxury market, and the game ain't been the same since.