Written and Directed by: Judd Apatow

Starring: Aubrey Graham, Jason Segel, Jay Baruchel

US Box Office Gross: $109,547,822

Rotten Tomatoes: 79%

Plot: Three high school seniors—a popular jock (Aubrey Graham), a nerd (Jay Baruchel), and a bad boy (Jason Segel)—attempt to orchestrate an elaborate senior prank that will have them remembered for years to come.

Trivia: After being cast in Senioritis, Graham scraps Comeback Season—which would've been his second mixtape—in order to focus on an acting career. "I've always been a fan of making music, rapping and singing. It was a tough decision," he says at the film's premiere. "It was a bittersweet thing, but at the end of the day, it is what it is, taking up the opportunity to work with Mr. Apatow isn't rocket science."

Noteworthy Awards: Best Comedy at MTV Movie Awards