High school hotshot Zach Siler is the envy of his peers. But his popularity declines sharply when his cheerleader girlfriend, Taylor, leaves him for sleazy reality-television star Brock Hudson. Desperate to revive his fading reputation, Siler agrees to a seemingly impossible challenge. He has six weeks to gain the trust of nerdy outcast Laney Boggs -- and help her to become the school's next prom queen.
Freddie Prinze Jr.
Rachael Leigh Cook
Paul Walker
Jodi Lyn O'Keefe
Kevin Pollak
Anna Paquin
Kieran Culkin
Elden Henson
Matthew Lillard
Usher
Lil' Kim
Gabrielle Union
Dulé Hill
Tamara Mello
Clea DuVall
Tim Matheson
Debbi Morgan
Alexis Arquette
Dave Buzzotta
Chris Owen
Charlie Dell
Michael Milhoan
Carlos Jacott
Ashlee Levitch
Vanessa Lee Chester
Patricia Charbonneau
Katharine Towne
Wendy Fowler
Flex Alexander
Robert Baglia
Debbie Lee Carrington
Sara Rivas
Clay Rivers
Amon Bourne
Takbir Bashir
Anthony 'Click' Rivera
Jarrett Lennon
Brandon Mychal Smith
Milo Ventimiglia
Kente Scott
Kim Cottom
T.J. Espinoza
Brian Friedman
Tony Fugate
Caroline Girvin
Alicia Gilley
Scott Hislop
Jennifer Lee Keyes
Richard Kim
Stephanie Landwehr
Dani Lee
Joe Loera
Mayah McCoy
Ayesha Orange
Robert Schultz
Josh Seffinger
Sarah Christine Smith
Christopher Smith
Bree Turner
Christine Vincent
Jerry 'Flo Master' Randolph
Sarah Michelle Gellar