White Men Can't Jump
Woody Harrelson plays Billy Hoyle, a former college basketball player who hustles streetballers on the courts around Venice Beach. The regular players assume Billy can’t play because of how he looks, and Billy dresses the part of a chump to further the misconception.
After Hoyle cons local court star Sidney Dean (Wesley Snipes), the two team up and fool other unsuspecting players by pretending not to know each other and having Billy pose as an ignorant observer who has no basketball knowledge or skills.
The punch line: Sidney eventually cons Billy by secretly setting up a game with his own friends and intentionally losing, therefore hustling Billy out of hundreds of dollars.