Nike Air Diamond Turf

Year: 1993

Prime Time wore the original Nike Air Diamond Turf with such swagger as a member of the 49ers. As you can tell the midfoot strap was popular among trainers during the '90s, and the Diamond Turf was no exception. Deion is the second player on this list to star in two sports, and he wore them while playing Major League Baseball as well. (The D.T. 2 can get some shine here too, as it was just a simple evolution.)