2. Nike Air Force 1 (1982)
Year after year the Air Force 1 continues to be near or at the top of the charts for Nike. Shoe technology has long passed up these clunky high tops yet they remain as popular as ever. Sure, you probably aren’t wearing them on the court anymore, but they are an essential part of any streetwear collection.
Besides, how many other shoes on this list have inspired a chart-topping single? That’s right, Nelly’s “Air Force Ones” topped the charts in 2002. He needs two pair, give him two pair.