Director: Wes Anderson
Stars: Jason Schwartzman, Bill Murray, Olivia Williams, Seymour Cassel, Brian Cox, Mason Gamble, Connie Nielsen, Luke Wilson
Lesson Learned: Guys can save themselves a shitload of stress by just going after girls their own age.

Wes Anderson's films are an acquired taste. The critically hailed writer-director is an auteur in the purest sense, inhabiting his movies with charming yet socially inept characters and telling out-there stories in minimalist terms (The Life Acquatic With Steve Zissou, The Darjeeling Limited).

Rushmore, on the other hand, is totally accessible, despite the presence of Anderson's many trademark quirks. At its core, though, the filmmaker's second feature is a simple high school flick, about an arrogant nerd (a spot-on Jason Schwartzman) who gets caught up in a love triangle with his academy's first grade teacher (Olivia Williams) and a strange millionaire (Bill Murray, as great as ever).

Whenever Schwartzman and Murray go toe-to-toe, Rushmore is sublimely hilarious; Anderson finds ways to make otherwise loathsome characters (a self-righteous 15-year-old geek, a rich prick) seem sympathetic. You'd probably want to knock Schwartzman's character teeth out in real life, but, in Rushmore, you root for him.