21. Spud Webb flies over Dallas.
Sneaker: Pony City Light
No one, including teammate and defending champ Dominique Wilkins, knew quite what to expect from 5-7 Spud Webb in the 1986 NBA Slam Dunk Contest. Webb had kept his preparations mostly secret, and while he had thrown down in games, nothing could prepare the crowd-or his competitors-for what was to come next. Not only did Webb show he belonged, he decisively won the contest in front of his hometown fans in Dallas. The Pony City Lights had a face-and a legacy.