Year: 2008
Director: Brett Ratner

30 Rock's Jack McBrayer plays a nerd who goes to Mariah's house to fix her computer and ends up getting spanked, and we mean that in the best way possible. Brett Ratner's off-center directing prowess shines through one of the most ridiculous role-playing fantasies ever committed to video.

YOU AUGHTA KNOW:
The video was filmed at Lenny Kravitz's house.