1. Michael Jordan's Air Jordan IIIs

Debuted: 1988
Famed Appearance: 1988 Slam Dunk Competition

Tinker Hatfield, a former architect, took over Air Jordan design duties in both a nuanced and grand fashion. Working closely with His-Airness, the III's were not only the first shoe to represent an athlete's personality, but were also the first appearance of the now iconic Jumpman emblem. That year saw Jordan soaring from the free throw line to a Slam Dunk title that in them, as well as finishing the regular season averaging 35 points, topping the 40 point mark a stunning 18 times. It's gotta be the shoes, right?