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Not Another Teen Movie (2001)

Genres: Comedy

On a bet, a gridiron hero at John Hughes High School sets out to turn a bespectacled plain Jane into a beautiful and popular prom queen in this outrageous send-up of the teen movies of the 1980s and '90s.

Chyler Leigh as Janey Briggs
Chris Evans as Jake Wyler
Jaime Pressly as Priscilla
Eric Christian Olsen as Austin
Mia Kirshner as Catherine Wyler
Deon Richmond as Malik
Eric Jungmann as Ricky Lipman
Ron Lester as Reggie Ray