Director: Robert Iscove
Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard, Paul Walker, Kevin Pollak, Anna Paquin, Kieran Culkin, Usher Raymond, Lil' Kim, Gabrielle Union
Lame Love Song: "Kiss Me," Sixpence None the Richer
Love Conquers: High school social hierarchy

She's All That makes the list not only for its poor quality, but the lasting impact the film had on romcom clichés. The movie reminded us that if only a girl were to take off her glasses and let down her ponytail, she might, in fact, be totally hot. This cliché innovation launched more copycats than the Unabomber (topical, we know), and the tween romcom landscape was never the same.

While high school boys are completely dense, it is hard to believe that their vivid masturbatory imaginations can't conjure up an image of a chick without glasses and with her hair down. But, hey, at least the film provides a positive message for young women. It is OK to be a little different, to march to the beat of your own drum—as long as you have a banging body underneath those paint-speckled overalls.