Bickering step-siblings together quietly control much of the social lives of the students in an affluent NY prep school. Sebastian sees himself as a kind of Don Juan, who always gets his woman, while Katherine would rather enact revenge on ex-flames and corrupt incoming freshmen. One day, Kathryn and Sebastian, driven by a mutual lust for each other and a love of messing with innocent young people’s lives, hatch a nefarious plan, and place a kind of bet. Sebastian is to woo and bed the daughter of the new headmaster (a very adamant virgin with plans to only ``wait until marriage``), and if he is able to accomplish this seemingly impossible task, he can have his way with Kathryn - the one woman whom he KNOWS he can not have. If he is unable to seduce the ice queen, however, Katherine gets his classic car
