6.9/10
149,622
749 user 101 critic

Cruel Intentions (1999)

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

Watch Now

From $2.99 (SD) on Amazon Video

ON DISC
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.

Director:

Writers:

(novel), (screenplay)
Reviews
Popularity
1,237 ( 319)
7 wins & 13 nominations. See more awards »

Videos

Photos

Learn more

People who liked this also liked... 

Wild Things (1998)
Crime | Drama | Mystery
    1 2 3 4 5 6 7 8 9 10 6.5/10 X  

A police detective uncovers a conspiracy behind a case involving a high-school guidance counselor when accusations of rape are made against him by two female students.

Director: John McNaughton
Stars: Kevin Bacon, Matt Dillon, Neve Campbell
Cruel Intentions 2 (Video 2000)
Drama
    1 2 3 4 5 6 7 8 9 10 4.3/10 X  

This takes place several years before Cruel Intentions (1999), back to when Kathryn first meets Sebastian, their sexual attraction to each other and their enjoyment in destroying the lives of their peers.

Director: Roger Kumble
Stars: Robin Dunne, Sarah Thompson, Keri Lynn Pratt
Cruel Intentions 3 (Video 2004)
Drama
    1 2 3 4 5 6 7 8 9 10 4.7/10 X  

Two guys at a college prep school make wagers on seducing naive young girls, and then meet their match when they agree to see which one can seduce the most popular and devious girl who has her own agenda to everything.

Director: Scott Ziehl
Stars: Kerr Smith, Kristina Anapau, Nathan Wetherington
Horror | Mystery | Thriller
    1 2 3 4 5 6 7 8 9 10 5.6/10 X  

Four teens are in great danger one year after their car hits a stranger whose body they dump in the sea.

Director: Jim Gillespie
Stars: Jennifer Love Hewitt, Sarah Michelle Gellar, Anne Heche
The Craft (1996)
Drama | Fantasy | Horror
    1 2 3 4 5 6 7 8 9 10 6.2/10 X  

A newcomer to a Catholic prep high school falls in with a trio of outcast teenage girls who practice witchcraft and they all soon conjure up various spells and curses against those who even slightly anger them.

Director: Andrew Fleming
Stars: Robin Tunney, Fairuza Balk, Neve Campbell
Comedy | Romance
    1 2 3 4 5 6 7 8 9 10 5.8/10 X  

A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.

Director: Robert Iscove
Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard
Comedy | Romance
    1 2 3 4 5 6 7 8 9 10 6.2/10 X  

When a blonde sorority queen is dumped by her boyfriend, she decides to follow him to law school to get him back and, once there, learns she has more legal savvy than she ever imagined.

Director: Robert Luketic
Stars: Reese Witherspoon, Luke Wilson, Selma Blair
Bring It On (2000)
Comedy | Sport
    1 2 3 4 5 6 7 8 9 10 5.9/10 X  

A champion high school cheerleading squad discovers its previous captain stole all their best routines from an inner-city school and must scramble to compete at this year's championships.

Director: Peyton Reed
Stars: Kirsten Dunst, Eliza Dushku, Jesse Bradford
Jawbreaker (1999)
Comedy | Crime | Thriller
    1 2 3 4 5 6 7 8 9 10 5.4/10 X  

Three of the most popular girls at Reagan High accidentally kill the prom queen with a jawbreaker when a kidnapping goes horribly wrong.

Director: Darren Stein
Stars: Rose McGowan, Rebecca Gayheart, Julie Benz
Urban Legend (1998)
Horror | Mystery | Thriller
    1 2 3 4 5 6 7 8 9 10 5.5/10 X  

A college student suspects a series of bizarre deaths are connected to certain urban legends.

Director: Jamie Blanks
Stars: Jared Leto, Alicia Witt, Rebecca Gayheart
Comedy | Drama | Romance
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  

A pretty, popular teenager can't go out on a date until her ill-tempered older sister does.

Director: Gil Junger
Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt
Drama | Mystery | Romance
    1 2 3 4 5 6 7 8 9 10 6.9/10 X  

A violent, suspended police detective investigates a brutal murder, in which a manipulative and seductive woman could be involved.

Director: Paul Verhoeven
Stars: Michael Douglas, Sharon Stone, George Dzundza
Edit

Cast

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

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

Plot Keywords:

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

Taglines:

They're old enough to know better, but too young to care. 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:

 »
Edit

Details

Country:

Language:

| |

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)
 »

Company Credits

Show detailed on  »

Technical Specs

Runtime:

Sound Mix:

|

Color:

Aspect Ratio:

1.85 : 1
See  »
Edit

Did You Know?

Trivia

According to Denise Wingate, Selma Blair's red hoody was supposed to invoke Little Red Riding Hood. See more »

Goofs

When Dr. Greenbaum takes a note on billing for the book, a line is visible about Sebastian verging on psychopathic but it is misspelled as 'pyshopathic'. See more »

Quotes

Kathryn: My advice is to sleep with as many people as possible.
Cecile Caldwell: But that would make me a slut, wouldn't it?
Kathryn: Cecile, everybody does it; it's just that nobody talks about it.
Cecile Caldwell: So, it's like a secret society?
Kathryn: That's one way looking at it.
[under her breath]
Kathryn: Fucking idiot...
See more »

Connections

References The Graduate (1967) 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
See more »

Frequently Asked Questions

See more (Spoiler Alert!) »

User Reviews

Wonderfully twisted.
8 January 1999 | by (Houston, Texas) – See all my reviews

I have recently seen the movie "Cruel Intentions," and let me say it is one of the best films I've seen in a long while. As a big movie buff, I always see the latest movies on opening night, but I got a chance to see this one months before it will be released. Sarah Michelle Gellar is a stunning actress, and portrays Kathryn extremely well. Her character is evil and cunning, and is delivered with such grace and perfection... Ryan Phillippe is excellent as well, and he portrays Sebastian Valmont with as much talent as the lovely Ms. Gellar. They work very well together, as they did in their last movie together, "I KNOW WHAT YOU DID LAST SUMMER"

Reese Witherspoon gives a nice performance as well, and Selma Blair's acting is worthy of as much recognition as Ms. Gellar's.

Anyway, I should stop ranting about the cast... the story is a great update of "Dangerous Liaisons," with a perfect mix of satire, wit, and drama. Writer Roger Kumble certainly has a sick sense of humor, and I applaud him for that. This is the most beautiful, wicked film since "Wild Things," and though that may not impress some people, oh well. I thought it was incredible.


68 of 106 people found this review helpful.  Was this review helpful to you?

Message Boards

Recent Posts
What if Anette was the one who had cruel intentions! aplapple
They're high school students? saikano_75
TV show poster vincent-charlebois
Sebastian should have ended up with Katherine. FridaJosefin
How does Annette inherit Sebastian s car at the end of movie raydesant56
What events do you think happened after the film's final shot/ending? jackdicaprio1
Discuss Cruel Intentions (1999) on the IMDb message boards »

Contribute to This Page

Create a character page for:
?