Two guys at a college prep school make wagers on seducing naive young girls, and then meet their match when they agree to see which one can seduce the most popular and devious girl who has her own agenda to everything.
This takes place several years before Cruel Intentions (1999), back to when Kathryn first meets Sebastian, their sexual attraction to each other and their enjoyment in destroying the lives of their peers.
Keri Lynn Pratt
When Nicole met David; handsome, charming, affectionate, he was everything. It seemed perfect, but soon she sees that David has a darker side. And his adoration turns to obsession, their dream into a nightmare, and her love into fear.
Kathryn Merteuil and Sebastian Valmont are seductive, manipulative step-siblings who get what they want when they want it. Kathryn makes a bet with Sebastian: Sebastian must bed Annette, daughter of the headmaster at their school, before the end of summer break. Annette has stated that she would wait until love and marriage to sleep with a man. If Kathryn wins, she gets Sebastian's vintage 1959 Jaguar Roadster. If Sebastian wins, he gets Kathryn, the only girl he knows he'll never have. Also in play is Cecile, a naïve girl whose mother had enlisted Kathryn to help her fit in at her new school. However, Kathryn (with Sebastian's help) plans to ruin Cecile's reputation as revenge on Kat's ex-boyfriend, who left her for Cecile.
Despite previous reports, Reese Witherspoon was not pregnant during filming. The movie filmed from June 9, 1998 to July 15, 1998, and Witherspoon had her daughter Ava on September 9, 1999 - a full year after filming the movie. She was, however, pregnant on the press tours for the film. See more »
When Sebastian goes to see Annette you can see her bra above her top but in the next shot you can't see it anymore. See more »
This film (based on the 1988 hit 'Dangerous Liasons' starring Glenn Close, Michelle Pfieffer and John Malkovich) is a great movie intended for the older teenagers, and stars fine young acting talent.
Rich kid Kathryn ('Buffy The Vampire Slayer's Sarah Michelle Gellar) bets her equally jaded step-brother Sebastian (Ryan Phillippe; 'I Know What You Did Last Summer', which co-starred Sarah) that he can't seduce good girl, and virgin, Annette (played by Ryan's real-life wife Reese Witherspoon).
Along the way, Kathryn tries to help sexually-inexperienced Cecile (Selma Blair) get some action in her life, while she starts screwing Cecile's ex-music instructor! Sound weird? It is. It's basically about 2 rich snobs who mess with the lives of those around them, just because their lives get boring.
This film also stars Joshua Jackson ('The Skulls', 'Urban Legend', TV's 'Dawson's Creek) as Sebastian's gay best friend, who also gets involved in the use or be used storyline. Fellow teen-movie star Tara Reid ('Urban Legend', 'American Pie') also has a small role, as Sebastian's psychiatrists's daughter.
This film is pretty intense and deals with sex, drugs, seduction and alienation in a brave, way that makes it appealing to all teenagers. Not for the light hearted, more daring than anything like 'She's All That' and 'Never Been Kissed', but it's still good fun!
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