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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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(novel), (screenplay)
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7 wins & 14 nominations. See more awards »

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Cast

Cast overview, first billed only:
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Nurse
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Mrs. Michalak
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Herta Ware ...
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Mai-Lee
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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, 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.

Plot Summary | Plot Synopsis

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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  »

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Box Office

Budget:

$10,500,000 (estimated)

Opening Weekend USA:

$13,020,565, 7 March 1999, Wide Release

Gross USA:

$38,328,567

Cumulative Worldwide Gross:

$75,902,208
See more on IMDbPro »

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

The camera operator and camera are reflected in the windshield of the Jaguar as Annette drives out of town. See more »

Quotes

Sebastian: You spend all your time preaching about waiting for love. Well here it is. Right in front of you, and you're going to turn your back on it. So I guess we're just fucked. I'll move on. But you are going to have to live the rest of your life knowing that you've turned your back on love. And that makes you a hypocrite. Have a nice life.
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Connections

Referenced in What's Up Warthogs!: Cruel Detentions 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

Clever, witty and very sensual
2 May 2010 | by See all my reviews

In this film wealthy prep school student Kathryn (Sarah Michelle Gellar) bets her stepbrother Sebastian (Ryan Phillipe) that he can't deflower the virginal Annette (Reese Witherspoon) before the school year begins. If he fails to accomplish this task, Kathryn gets his Jaguar Roadster; if he succeeds, he gets an evening of pleasure with Kathryn.

I just finished watching Cruel Intentions and what a pleasant surprise this film turned out to be. I guess the best way to describe it is as a sexy and seductive thriller. The film is very clever and bold but above all, extremely engaging and entertaining. Dealing with this kind of subject...making this kind of film...it's definitely not easy. Usually these kind of films come off somewhat "fake" and lame; corny, whatever you want to call it. Thankfully, Cruel Intentions went the other way, probably thanks to the witty and sharp dialogue and a very good direction.

Ryan Phillippe delivered a terrific performance and so did Reese Witherspoon. I was actually a bit disappointed with Sarah Michelle Gellar, her acting was not very convincing at times to say the least but honestly, the story is so engaging that I was able to overlook that flaw. Another aspect that really took me by surprise was the musical score. Cruel Intentions has one of the best soundtracks I have ever seen in films. There's some great well known songs like Skunk Anansie's "secretly" and Placebo's "every me and every you", but there's also some fast paced instrumental tracks throughout the film that really compliment the scenes. Overall, a great watch and so much more then a teen film.

7.5/10


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