1. Michael Jordan — Nike Air Jordan III

Year: 1988

The pressure was on, having to defend his title in front of the home crowd the world was ready to see what MJ had up his sleeve. He set-off the competition with a variety of disgustingly inhuman acrobatic dunks that ended up as posters on your wall as a kid and Jordan IIIs on the feet made the cypher complete. Richard Jefferson rocked them in the '03 contest but came up empty-handed, so the headline goes to the king, Mike.