AIR MAX PENNY "ORLANDO" ($170)
The Air Max Penny, originally released in 1995, is shoe steeped in history as one that boasted maximalist styling and groundbreaking tech. The retro is true to the OG with Tensile Air in the forefoot, an Air Max unit on the heel, a large jeweled Swoosh, and a quick lace system. Hardaway's Orlando Magic black, white, and blue cover this sneaker that first hit the courts 27 years ago.
Available through Raffle.