Genre: Drama, Romance Cast: Sarah Michelle Gellar,Ryan Phillippe,Reese Witherspoon. Runtime: 97 min Year: 1999 Plot : Kathryn makes a bet that her step-brother, Sebastian, won't be able to bed Annette (a virgin, who wants to wait until love). If he loses, Kathryn gets his Jaguar, if he wins, he gets Kathryn.