Summary
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.
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Cast
Freddie Prinze Jr.
Zach Siler
Rachael Leigh Cook
Laney Boggs
Paul Walker
Dean Sampson
Jodi Lyn O'Keefe
Taylor Vaughan
Kevin Pollak
Wayne Boggs
Anna Paquin
Mackenzie Siler
Kieran Culkin
Simon Boggs
Elden Henson
Jesse Jackson
Matthew Lillard
Brock Hudson
Usher
Campus D.J.
Lil' Kim
Alex
Gabrielle Union
Katie
Dulé Hill
Preston
Tamara Mello
Chandler
Clea DuVall
Misty
Tim Matheson
Harlan Siler
Debbi Morgan
Ms. Rousseau
Alexis Arquette
Mitch
Dave Buzzotta
Jeffrey Munge Rylander
Chris Owen
Derek Funkhouser Rutley
Michael Milhoan
Principal Stickley
Carlos Jacott
Prom Photographer
Vanessa Lee Chester
Girl #2
Patricia Charbonneau
Lois Siler
Katharine Towne
Savannah
Wendy Fowler
Harmony
Flex Alexander
Kadeem
Debbie Lee Carrington
Felicity
Sara Rivas
Vampire Girl
Jarrett Lennon
Naylon
Brandon Mychal Smith
JV Cleaning Boy
Milo Ventimiglia
Soccer Player
Brian Friedman
Dancer
Jennifer Lee Keyes
Dancer
Stephanie Landwehr
Dancer
Ayesha Orange
Dancer
Sarah Christine Smith
Dancer
Bree Turner
Dancer
Sarah Michelle Gellar
Cafeteria Girl