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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Cast

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Herta Ware ...
Mrs. Sugarman
Hiep Thi Le ...
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:

What you can't have, you can't resist. 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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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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Aspect Ratio:

1.85 : 1
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Did You Know?

Trivia

Was originally called Cruel Inventions, but test audiences thought that made it sound like a science fiction film, so it was changed before it was released. See more »

Goofs

Cecile's cello teacher says "OK now let's try the G major scale. Once again. And remember, the 3rd note is sharp". The G major scale is G-A-B-C-D-E-F#-G and the 3rd note is not sharp (#). See more »

Quotes

Kathryn: [into a phone] Fuck her yet?
Sebastian: [into a phone] I'm working on it.
Kathryn: Loser!
Sebastian: Blow me!
Kathryn: Call me later?
Sebastian: Sure.
[hangs up]
See more »

Connections

Featured in Best! Movies! Ever!: Kisses (2007) See more »

Soundtracks

Addictive
Written by Pauline Taylor, Maxi Jaxx, Roland 'Rollo' Armstrong (as Rollo Armstrong) and Sister Bliss (as Ayalah Bentovim)
Performed by Faithless
Courtesy of Cheeky Records/Arista Records Inc.
Published by Champion Music, BMG Music Publishing Ltd/BMG Songs Inc. & WB Music Corp./Warner Chappell Music Ltd.
Contains a large sample of Pauline Taylor's "Addicted"
Written and Performed by Pauline Taylor
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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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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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