Nike Air Jordan Retro 1 (1994 edition)

Size: 11

Price: $899

The original Air Jordan 1 retros weren't exactly well received in 1994 — they wound up on sales racks for $20 — but are quite sought-after today. The height was true, all the "Nike Air" branding was intact, and the '94 retro boxes were just super-cool. Plus, unlike other shoes from the mid-90s, they should be wearable forever.

Buy it here.