Sneaker: Air Jordan III
Year: 1988

Back in the stone age of the '80s, when dinosaurs still walked the earth, there was no such thing as a "leak." You walked into a store, saw a pair of sneakers on the wall, said "oh shit, the new joints are out!" and went home to get your lawnmowing money right. Air Jordan changed all that. The new shoe debuted during All-Star weekend, both on Mike's feet and in a Spike Lee directed commercial. It was hard to say which was more influential. Even if Money hadn't won the Slam Dunk Contest and the All-Star MVP in '88, we would have all still wanted the IIIs anyway. Right?