Nate Robinson (New York Knicks) 2006 1

Nate Robinson never should have won in 2006. Andre Iguodala was by far the best dunker in that contest. But if you're under six feet tall and you can dunk, apparently that's all that matters. Even if it takes you about 20 tries. The best thing about Robinson winning is that the NBA did set a limit on how many dunks you could miss.