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The 100 Best Nikes of All Time

38. Air Penny II

Year Introduced: 1996

The foam "wing" that extended up the forefoot of the Air Penny II, forcing the lacing to curve inward, was a love-it-or-hate-it detail that made the sneaker what it was. Equipped with the now-classic combo of Zoom Air up front and Max Air in the heel, Penny's second signature shoe stands as his best.

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