52. Chauncey Billups
Reminds Us Of: Diddy x Sam Cassell
The leader of the 2004 champion Detroit Pistons, Chauncey "Mr. Big Shot" Billups is known for knocking down clutch shots in some of the toughest situations on the hardwood. With the kind of money he's making for what he does, one would think that he could fix those teeth that make him look like Arsenio Hall.