Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.
Director: Roger Kumble
Cast: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair, Louise Fletcher, Joshua Jackson, Eric Mabius, Sean Patrick Thomas, Swoosie Kurtz, Christine Baranski, Alaina Reed-Hall, Deborah Offner, Tara Reid, Herta Ware, Hiep Thi Le, Charlie O'Connell, Fred Norris, Ginger Williams