A nerdy teen, Ryan Woodman is smitten with the popular and gorgeous Ashley Grant, who apparently has no interest in him. Meanwhile, dim star athlete Chris Campbell has his eye on Ryan's brainy and beautiful friend, Maggie Carter. The two agree to help each other in their romantic quests, but, as they come closer to their goals, both Ryan and Chris suspect that they might be pursuing the wrong girls.
Jodi Lyn O'Keefe
as Ashley Grant
Shane West
as Ryan Woodman
Marla Sokoloff
as Maggie Carter
James Franco
as Chris Campbell
Aaron Paul
as Floyd
Colin Hanks
as Cosmo
Julia Sweeney
as Kate Woodman
Richard Schiff
as P.E. Teacher
Kip Pardue
as Harris
Nick Cannon
as Chess Club Kid
David Koechner
as Virgil Doolittle
Jay Harrington
as Cop
