Year Released: 1975

This shoe is on this list because it's just an interesting and obscure shoe. I have only seen a couple of fuzzy shots, but somewhere along the line, Arthur Ashe had a signature Adidas shoe based on an inline model called the Matchplay Tournament. The shoe was basically a slightly modified Stan Smith with a vulcanized bottom. In addition to classic white-green, the shoe existed in a white-brick red that almost looked orange. His picture wasn't on the tongue. That would have put it over the top. I don't know how you don't make a bigger deal out of Arthur Ashe if you're Adidas, but I guess maybe he was one endorsement deal too many. Ultimately, Le Coq Sportif scooped him up and the rest is (a very obscure piece of) history.