6.9/10
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Cruel Intentions (1999)

R | | Drama, Romance | 5 March 1999 (USA)
Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.

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Cast

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Herta Ware ...
Mrs. Sugarman
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Storyline

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, the headmaster of their school's daughter, 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.

Plot Summary | Plot Synopsis

Taglines:

In the game of seduction and betrayal, how far will you go? See more »

Genres:

Drama | Romance

Motion Picture Rating (MPAA)

Rated R for strong sexual dialogue and sexual situations involving teens, language and drug use | See all certifications »

Parents Guide:

 »
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Details

Country:

Language:

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Release Date:

5 March 1999 (USA)  »

Also Known As:

Cruel Inventions  »

Box Office

Budget:

$10,500,000 (estimated)

Opening Weekend:

$13,020,565 (USA) (5 March 1999)

Gross:

$38,201,895 (USA) (30 July 1999)
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Company Credits

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Technical Specs

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Aspect Ratio:

1.85 : 1
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Did You Know?

Trivia

The Valmont townhouse interiors were built and shot on sound stages in Los Angeles while the exterior scenes were filmed in New York City. See more »

Goofs

When Sebastian goes up to the glass in his therapist's office you can see marks from when he hit his forehead against it in previous takes See more »

Quotes

Kathryn: I think there's something going on between Cecile and her music teacher.
Bunny Caldwell: Ronald? That's crazy.
Kathryn: I know. She's so young, and he's so...
Bunny Caldwell: Black!
[Store Clerk sets down a cup of coffee]
Bunny Caldwell: Brown sugar. No sugar.
See more »

Connections

Featured in 20 to 1: Adults Only 20 to 1: Sex on the Screen (2010) See more »

Soundtracks

Comin' Up From Behind
Written by Sherry Fraser
Performed by Marcy Playground
Courtesy of Capitol Records
Published by WB Music Corp./Porcelain Throne
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Frequently Asked Questions

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User Reviews

C(R)OOL Intentions
3 March 2001 | by (Palmerston North, New Zealand) – See all my reviews

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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