8. Pete Wentz
Sneakers: Supra, Nike Air Yeezy, Air Jordans
There is usually quite a separation between hip hop and rock n' roll cultures. Despite the efforts of Lil Wayne to cross over to rock (we'll let you decide whether he was successful or not), Pete Wentz has taken sneakers that may have never seen the light of day in front of head-banging crowds to a new audience. Wentz has made a habit of wearing Supra and Air Yeezys on the regular, a far stretch from the Chuck-loving party animals that usually rock the world with guitar feedback and reverb. He's even known to throw on some Js every now and then, which of course seems to catch the eye of sneakerheads, who may have never known of him or Fall Out Boy otherwise. It goes both ways.