Not Another Teen Movie (2001)

Mia Kirshner as Catherine Wyler
Directed by Joel Gallen
Written by Mike Bender, Adam Jay Epstein
Cast Chyler Leigh, Jaime Pressly, Chris Evans, Eric Christian Olsen
Other titles Sex Academy (Europe)
Genre Comedy
MPAA rating R (for strong crude sexual content and humor, language and drug content)
Gallery | IMDB

Synopsis

The students of John Hughes High School live the plot lines of numerous teen flicks, including She’s All That, American Pie, Ten Things I Hate About You , Varsity Blues , and Sixteen Candles, to name just a few. The most popular boy, Jake Wyler (Chris Evans) has bet his friends that he can make Janey Briggs (Chyler Leigh)–the poor, smart girl from the wrong side of the tracks–prom queen. Meanwhile, her little brother is in pursuit of the most beautiful girl he’s ever seen when he’s not getting into trouble with his geeky friends. Of course, a teen movie wouldn’t be complete without a mean-spirited cheerleading captain, a lovestruck best friend, and a foreign exchange student, all of whom have prominent roles in the film. Throw in a few guest appearances from familiar faces from some of the best-known teen movies of the 1980s, along with remakes of songs from the same films–and even some word-for-word dialogue–and you have an amusing walk down memory lane for anyone who has a soft spot for The Breakfast Club, Cruel Intentions, and Pretty in Pink.