Deals and Shenanigans. Annette (Reese Witherspoon) unwittingly becomes a pawn in Sebastian's (Ryan Phillippe) and Kathryn's (Sarah Michelle Gellar) deliciously diabolical wager of sexual conquest when she writes an article in Seventeen Magazine about how she intends to stay pure until she marries her boyfriend. It is also possible to rent "Cruel Intentions" on Apple TV, Amazon Video, Redbox, Vudu, Google Play Movies, YouTube, Microsoft Store online Synopsis Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. 2837.mp4. Cruel Intentions. Publication date. 1999. Topics. Trailer, Movie, Drama. Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. Cruel Intentions. 1999 · 1 hr 37 min. R. Drama · Romance. In this wicked, sexy cult classic, based on the book Dangerous Liaisons, venomous step-siblings make a bet involving the deflowering of a schoolmate. StarringSarah Michelle Gellar Ryan Phillippe Reese Witherspoon. Directed byRoger Kumble. You May Also Like. Cruel Intentions. 1999. Synopsis. Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession. BKIm.

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