19. Nike Air Up High

When: 1995

Who: Allen Iverson

The hightop version of the sneaker that Penny and Pippen made major in '95. The Nike Flight shoe has yet to see any retro love in either the mid or high version, but anyone who hooped in the 90's remember these joints and are praying for the Nike Gods to hook us up with a fresh run. AI broke them out during his freshman campaign — highs for the pre-McDavid ankle brace era.