Episode: #94 'The Harder They Fall' & #99 'The Philadelphia Story'
Year (of Sneaker): 1994
The Nike Air Maestro was heat when it dropped. The transformation of basketball sneakers from high-tops to a sleeker and smooth mid-top cut was in full effect. The Maestros were rocked by a lot of your favorite pros and Mr. Fresh as well. Yo Will, we see you rocking the "Pippen All-Star Reds" in what was supposed to be the final episode of the show. You may not know the show was cancelled after season four and syndicated — when reruns were hitting numbers almost as high as the originals they decided to add on a fifth and sixth season.