27. The Cupcake Dunk
Dunker: Gerald Green
Gerald Green has never quite lived up to some of the expectations people had for him coming to the league out of high school, but one thing is for certain, he gets up with the best of them. He won the title in '07 and entered into the contest again the next year where he faced off against Dwight Howard. This one along with his no shoes dunk later in the contest showed us that Green was thinking outside the box. Props to Chuck for saying he should have eaten it. If he did that, then gave the Vince Carter "it's over" with icing on his face that would've been amazing.