Storyline:
When Zack's famous girlfriend, Taylor, cheats on him with another boy and parts ways with him, he makes a bet with his friends to turn a socially inept Laney into their high school's next prom queen.

Cast:

Freddie Prinze Jr. Zack Siler

Rachael Leigh Cook Laney Boggs

Matthew Lillard Brock Hudson

Paul Walker Dean Sampson

Jodi Lyn O'Keefe Taylor Vaughan