Cruel Intentions (1999)
Description
Ryan Phillippe and Sarah Michelle Gellar play bickering step-siblings who, together, quietly control much of the social lives of the students in an affluent NY prep school. Phillippe's Sebastian sees himself as a kind of Don Juan, who always gets his woman, while Gellar's Katherine would rather enac
Ryan Phillippe and Sarah Michelle Gellar play bickering step-siblings who, together, quietly control much of the social lives of the students in an affluent NY prep school. Phillippe's Sebastian sees himself as a kind of Don Juan, who always gets his woman, while Gellar's 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 (Reese Witherspoon, playing 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 Gellar - 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.
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