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Cruel Intentions (1999)

R | | Drama, Romance | 5 March 1999 (USA)
0:31 | Trailer

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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.



(novel), (screenplay)
1,120 ( 195)
7 wins & 13 nominations. See more awards »



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Cast overview, first billed only:
Herta Ware ...
Mrs. Sugarman


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

Plot Keywords:

virgin | seduction | bet | wager | revenge | See All (131) »


What you can't have, you can't resist. See more »


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:





| |

Release Date:

5 March 1999 (USA)  »

Also Known As:

Cruel Inventions  »

Box Office


$10,500,000 (estimated)

Opening Weekend:

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


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

Company Credits

Show detailed on  »

Technical Specs


Sound Mix:



Aspect Ratio:

1.85 : 1
See  »

Did You Know?


The sex scene was eventually scored to "Colourblind" by Counting Crows. Roger Kumble wanted the Smashing Pumpkins' song "To Sheila" for it, but singer/guitarist Billy Corgan turned them down. See more »


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


Sebastian: She made me laugh.
See more »


Referenced in Peter Pandrew (2015) See more »


Like the 40's
Written by Marc Ferrari, Don Great and William Loose
Performed by William Loose
Courtesy of Master Source
Published by Red Engine Music/Don Break Music/May Loo Music
See more »

Frequently Asked Questions

See more (Spoiler Alert!) »

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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Message Boards

Recent Posts
TV show poster vincent-charlebois
Sebastian should have ended up with Katherine. FridaJosefin
What if Anette was the one who had cruel intentions! aplapple
How does Annette inherit Sebastian s car at the end of movie raydesant56
They're high school students? saikano_75
Are Sebastian and Kathryn Sociopaths? roboto85
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