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Two wealthy step-siblings of an elite Manhattan prep school make a wager: to de-flower the new headmaster's daughter before the start of term.

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7 wins & 13 nominations. See more awards »

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Cast

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Herta Ware ...
Mrs. Sugarman
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Mai-Lee
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Storyline

Kathry Mertieul 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 Cecil, 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 ruins Cecil's reputation as revenge on Kat's ex-boyfriend, who left her for Cecil.

Plot Summary | Plot Synopsis

Plot Keywords:

virgin | love | seduction | bet | wager | See All (133) »

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

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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:

£4,080,631 (UK) (13 August 1999)
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Company Credits

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Technical Specs

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Sound Mix:

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Color:

Aspect Ratio:

1.85 : 1
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Did You Know?

Trivia

The film was shot in a six week period. See more »

Goofs

Blaine's pile of marijuana changes size between shots. See more »

Quotes

Kathryn: The parental units called while you were out.
Sebastian: How IS your gold-digging, whore of a mother enjoying Bali?
Kathryn: She suspects your impotent, alcoholic father is diddling the maid.
Sebastian: Good.
See more »

Connections

Featured in The Nostalgia Chick: Cruel Intentions (2011) See more »

Soundtracks

You Could Make a Killing
Written and Performed by Aimee Mann
Courtesy of DGC Records
Under license from Universal Music Special Markets
Published by Aimee Mann
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Frequently Asked Questions

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User Reviews

 
Guilty Pleasure
14 October 2000 | by (Sydney, Australia) – See all my reviews

This is one of those movies that you'll hate yourself for liking. It's another teen update of a classic story, in this case, Dangerous Liasons. Good acting, competent direction, nice cinematography, and an excellent soundtrack make this one entertaining viewing. 6.5/10.


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Sebastian should have ended up with Katherine. FridaJosefin
How does Annette inherit Sebastian s car at the end of movie raydesant56
Is it inspired by dangerous liaison? li-1207
Are Sebastian and Kathryn Sociopaths? roboto85
Cécile GemMovieEnthusiast
Explain the ending harzzu
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