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.
as Zach Siler
Rachael Leigh Cook
as Laney Boggs
Paul Walker
as Dean Sampson
Jodi Lyn O'Keefe
as Taylor Vaughan
Kevin Pollak
as Wayne Boggs
Anna Paquin
as Mackenzie Siler
Kieran Culkin
as Simon Boggs
Elden Henson
as Jesse Jackson
Matthew Lillard
as Brock Hudson
Usher
as Campus D.J.
Lil' Kim
as Alex
Gabrielle Union
as Katie
