Year: 1994
Sneaker: Nike Air Maestro
Player(s): Scottie Pippen

Playing in his first All-Star game sans Michael Jordan, Scottie Pippen decided it was time to fully turn the spotlight on himself. Buzzing his hair down to military standards was a bad look, but his all-red Nike Air Maestros weren't. When it was all said and done, Pip had 29 points and 11 boards, and walked away with the MVP. The red Maestros were retroed once in the early '00s, but could stand to see another release. Maybe for that 20th anniversary?