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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:

Are you in, or are you out? 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

Runtime:

Sound Mix:

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Color:

Aspect Ratio:

1.85 : 1
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Did You Know?

Trivia

Porn star Alisha Klass appeared as a cheerleader, but her brief scene was cut. You can see a glimpse of her in the lower right hand part of the screen when Sebastian is talking to Annette on the phone. 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: Oh, Sebastian? That little wager of yours? Count me in.
Sebastian: What are the terms?
Kathryn: If I win, then that hot little car of yours is mine.
Sebastian: And if I win?
Kathryn: [Takes off her jacket to reveal a skimpy-looking tank top] I'll give you something you've been obsessing about ever since our parents got married.
Sebastian: Be more specific.
Kathryn: In English? I'll fuck your brains out.
Sebastian: [a little shocked for a moment, recovers] What makes you think I'll go for that bet? That is a 1956 Jaguar Roadster.
Kathryn: Because I'm the only person you can't...
[...]
See more »

Connections

Featured in Ahava Colombianit (2004) See more »

Soundtracks

Bittersweet Symphony
Written by Mick Jagger and Keith Richards
Lyrics by Richard Ashcroft
Performed by The Verve
Worldwide copyright owner ABKCO Music Inc.
See more »

Frequently Asked Questions

See more (Spoiler Alert!) »

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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