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Cruel Intentions (1999)

R  |   |  Drama, Romance  |  5 March 1999 (USA)
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Ratings: 6.9/10 from 142,576 users   Metascore: 56/100
Reviews: 747 user | 100 critic | 24 from Metacritic.com

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.



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



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


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) »


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)


£4,080,631 (UK) (13 August 1999)

Company Credits

Show detailed on  »

Technical Specs


Sound Mix:



Aspect Ratio:

1.85 : 1
See  »

Did You Know?


Selma Blair who plays the role of the young freshman Cecile is older than both Sarah Michelle Gellar and Ryan Phillippe by 5 and 3 years respectively. See more »


When they are in the New York Subway, we can see a Los Angeles Metro train in the background. See more »


Kathryn: [mocking Sebastian] "I love you"? My God. You are completely pussy-whipped.
See more »


Spoofed in Not Another Teen Movie (2001) See more »


Words by Adam Duritz (as Adam F. Duritz)
Music by Adam Duritz (as Adam F. Duritz) and Charles Gillingham
Performed by Counting Crows
Courtesy of DGC Records
Published by EMI Blackwood Music Inc./Jones Falls Music
See more »

Frequently Asked Questions

See more (Spoiler Alert!) »

User Reviews

Cruel Intentions — High society teens ruining the reputation of others with sex and deceit
20 December 2012 | by (Montreal, Canada) – See all my reviews

Cruel Intentions is the perfect romantic drama. This fruit did not fall far from the Romeo & Juliet tree. Romance, love, plots, and drama are all turned modern and splendidly rendered. Add to that a great soundtrack, beautiful shots, tension, hot eroticism, sex, and you get the perfect mix for that type of flick.

All the actors are playing their best game, without exception. The story line is gripping, interesting, and it delivers without fail. The twists are numerous, non-repetitive, and scandalous.

This movie showed everybody that Sarah Michelle Gallar could play anything, because this role is as far from the vampire slayer as you can get.

A must see.

9 of 12 people found this review helpful.  Was this review helpful to you?

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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
Cécile GemMovieEnthusiast
Are Sebastian and Kathryn Sociopaths? roboto85
Explain the ending harzzu
The sexiest movie ever kallevarvas
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