15. Air Jordan V "Fire Red"
Original Release: 1990
Sneaker blogs were a distant dream in 1990, as was League Pass and HDTV. Sneaker obsessives had to do what they could with grainy newspaper photos, WGN telecasts and issues of Sports Illustrated. But you didn't need to look at much to realize that Michael Jordan's Air Jordan Vs had "23" embroidered on the sides. Cool. So when this pair dropped, minus the reflective tongue but with the "23" embroidery, you could be like Mike. Groundbreaking.