Year Introduced: 1993

Along with the Air Flight Huarache, the Air Force Max was famously worn by the University of Michigan Fab Five. And, as a successor to the Air Force 180, it was also worn by Charles Barkley. In the '90s, that represented a lot of influence. But the Air Force Max was going to be a big shoe regardless. The mid cut, the full-on Air Max unit, the Velcro strap - the shoe was as much of a '90s icon as the Fab Five themselves.