56. Air Penny
Year Introduced: 1995
Penny Hardaway has become a legend amongst sneakerheads. His first true signature, the Air Max Penny was awe-inspiring at first sight. The Huarache-style tongue and Foamposite like side were just the beginning, picking up the Air Max Penny and seeing the 1-Cent logo, then seeing the clear Air Max unit in the outsole, these were bananas. These are bananas, still.