Cruel Intentions

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2:19

Cruel Intentions

R,

1999,

1h 37m,

Drama

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55%

120 Reviews

Tomatometer

80%

250,000+ Ratings

Popcornmeter

55%

Tomatometer

120 Reviews

80%

Popcornmeter

250,000+ Ratings

Annette (Reese Witherspoon) unwittingly becomes a pawn in Sebastian's (Ryan Phillippe) and Kathryn's (Sarah Michelle Gellar) deliciously diabolical wager of sexual conquest when she writes an article in Seventeen Magazine about how she intends to stay pure until she marries her boyfriend. However, Sebastian gets more than he bargained for as he attempts to woo Annette into his bed.

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Critics Consensus

This darkly comic drama and its attractive young cast are easy on the eyes, but uneven performances and an uninspired script conspire to foil Cruel Intentions.

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Kristy Puchko

Pajiba

Mar 27, 2019

20 years later, you can see the charm that made Witherspoon a star, appreciate Blair's comedic splendor, and recognize that Phillippe was handsome and is also in this movie.

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Kevin Thomas

Los Angeles Times

Mar 21, 2019

Cruel Intentions is a stretch for all concerned, including the targeted audience, one that pays off handsomely--and works for older moviegoers as well.

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Andrew Sarris

Observer

Mar 21, 2019

At this infantile level of appraisal, I suspect that Ms. Gellar and Mr. Phillippe may have a harder time next summer than last.

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John Stark

Mac the Movie Guy

May 23, 2026

84/100

I have nostalgia problems. cruel Intentions leaned harder into manipulation, sex, and cruelty. A very delicious guilty pleasure 25 years later, Roger Kumble’s sexy thriller can still put it wherever it wants.

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Sharai Bohannon

A Nightmare On Fierce Street Podcast

Mar 8, 2026

4/5

'Cruel Intentions' isn't perfect, but she's still fun and formative for teen audiences in a way that films today are not. We need more of this for today's youth.

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Simon Gallagher

Screen Rant

Nov 19, 2024

8/10

A steamy, provocative teen drama with improbably high stakes that you really shouldn't watch with your parents. Or your kids. Or your step brother.

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Han G

Mar 26, 2019

I love this movie. If you are a fan of the 90ï¿ 1/2 1/2 1/2(TM)s you will probably like it.

Luke L

Mar 26, 2019

First time I saw this, 20 years after it came out. Quite disappointing.

Kylo M

Mar 25, 2019

Despised & hated it. immoral depraved writers. Walked out 1/2 way into it, which I almost never have done. & the main guy was not 'handsome'. saw '20th Anniversary' AMC 3.25.19.

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Hagrid S

Mar 24, 2019

Why exactly is this garbage in theaters again? It didn't make peoples' lips curl in disgust enough the first time around?

Mar 23, 2019

good movie, when i was a boy i love this movie hahah

Han S

Mar 23, 2019

A classic. Over the top and fun, exactly what itâ(TM)s supposed to be. Critics need to chill.

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Roger Kumble

Director

Sarah Michelle Gellar

Kathryn Merteuil

Ryan Phillippe

Sebastian Valmont

Reese Witherspoon

Annette Hargrove

Selma Blair

Cecile Caldwell

Louise Fletcher

Helen Rosemond

Cruel intentions: Official Clip - The Black Man is Gone

1:36

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Cruel Intentions: Official Clip - Practice Makes Perfect

2:06

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Cruel Intentions: Official Clip - It's Not You, It's Me

2:13

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Cruel Intentions: Official Clip - Funny Faces

1:47

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Cruel Intentions: Official Clip - Kathryn's Triumph

2:02

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Cruel Intentions: Official Clip - The Bet

2:12

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Cruel Intentions: Official Clip - Sebastians' Journal

2:12

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Cruel Intentions: Official Clip - Getting to First Base

2:10

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Cruel Intentions: Cruel Intentions - Best Scenes

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Cruel Intentions: Re-Release Trailer

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Synopsis

Annette (Reese Witherspoon) unwittingly becomes a pawn in Sebastian's (Ryan Phillippe) and Kathryn's (Sarah Michelle Gellar) deliciously diabolical wager of sexual conquest when she writes an article in Seventeen Magazine about how she intends to stay pure until she marries her boyfriend. However, Sebastian gets more than he bargained for as he attempts to woo Annette into his bed.

Director: Roger Kumble
Producer: Neal H. Moritz
Screenwriter: Roger Kumble
Distributor: Columbia Pictures, Sony Pictures Entertainment
Production Co: Columbia Pictures, Newmarket Capital Group
Rating: R (Language|Drug Use|Sexual Situations|Strong Sexual Dialogue)
Genre: Drama
Original Language: English
Release Date (Theaters): Mar 5, 1999, Wide
Rerelease Date (Theaters): Mar 22, 2019
Release Date (Streaming): Mar 28, 2014
Box Office (Gross USA): $38.6M
Runtime: 1h 37m
Sound Mix: Dolby Stereo, Dolby A, SDDS, Surround, Dolby Digital, Dolby SR
Aspect Ratio: Flat (1.85:1)

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