Year: 1981
Sneaker: Nike Wimbledon GTS

The original Bad Boy of American tennis, John McEnroe reached the Wimbledon Final in '80, losing to Bjorn Borg, before reversing the result in 1981. He was better remembered for his petulance than his victory, dropping his first "YOU CANNOT BE SERIOUS!" in an opening round, then skipping the traditional victors party. His simple Wimbledon GTS was nothing crazy-certainly not as crazy as he was-but the name was earned right then.