20. Nate Robinson
Another undersized dunking superfreak, Robinson, standing only five-foot-nine, is the only three-time Slam Dunk Contest champion in NBA history.
In 2009, which would end up being his second such title, Robinson actually battled the 6’11 Dwight Howard, in a proverbial “David and Goliath”-type dunking battle.
Playing off Howard’s self-proclaimed “Superman” nickname, Robinson came out dressed as “Krypto-nate” (a portmanteau of ‘Nate’ and Kryptonite) and jumped over the 6’11 Howard.