Cruel Intentions poster

Cruel Intentions

"In the game of seduction, there is only one rule: Never fall in love."

Movie R 1999 1h 38m 6.8 /10
Directed by Roger Kumble

Two privileged step siblings at a sleek New England prep school turn flirtation into a sport. Kathryn, a calculating queen bee, ropes her handsome but reckless stepbrother into a dangerous bet: win the affection and influence of the headmaster's daughter before summer ends, and the prize is the... Read more

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Streaming availability last verified: February 02, 2026

About Cruel Intentions

Two privileged step siblings at a sleek New England prep school turn flirtation into a sport. Kathryn, a calculating queen bee, ropes her handsome but reckless stepbrother into a dangerous bet: win the affection and influence of the headmaster's daughter before summer ends, and the prize is the other one’s loyalty and status. What starts as a party trick quickly spirals into a web of lies, secrets, and social games that pull in friends, rivals, and the adults who are supposed to keep order. The scene is sharp and stylish, driven by deception as desire clashing with reputation exposes the uglier side of privilege. The tension between wit and cruelty fuels a chessboard that plays out in halls and parties.

Directed by Roger Kumble, Cruel Intentions reimagines Choderlos de Laclos's Les Liaisons dangereuses for a 1990s teen audience, blending glossy fashion with dark scheming and savvy humor. The film marks a defining turn for the director and the actors involved.

Box office numbers reflect solid performance for a stylish teen drama. After its release, the movie grossed about 76,347,426 worldwide against a 10.5 million budget, confirming strong audience demand and a lasting shelf life early home video and streaming globally.

Over time the film became a defining touchstone of late 90s teen cinema with its glossy runway style and sharp banter. It spawned quotable moments, influenced fashion choices, and helped cement a wave of mature romance stories that mix wit, menace, and social satire in teen culture today and beyond.

Critics offered a mixed verdict but often praised the performances and the film's fearless approach to desire and power. Its core themes include manipulation, autonomy, and the corrosive impact of privilege, all delivered through witty dialogue, glossy surface, and a willingness to skew traditional romance tropes in teen culture.

Details

Release Date
March 05, 1999
Runtime
1h 38m
Rating
R
User Ratings
3,475 votes
Type
Movie
Genres
Drama, Romance
Country
United States
Collection
Cruel Intentions Collection
Studio
Newmarket Capital Group +2 more
Budget
$10,500,000
Box Office
$76,347,426
External Links
View on IMDB

Official Trailer

Cast

Sarah Michelle Gellar

Sarah Michelle Gellar

Kathryn Merteuil

Ryan Phillippe

Ryan Phillippe

Sébastian Valmont

Reese Witherspoon

Reese Witherspoon

Annette Hargrove

Selma Blair

Selma Blair

Cecile Caldwell

Louise Fletcher

Louise Fletcher

Helen Rosemond

Joshua Jackson

Joshua Jackson

Blaine Tuttle

Eric Mabius

Eric Mabius

Greg McConnell

Sean Patrick Thomas

Sean Patrick Thomas

Ronald Clifford

Swoosie Kurtz

Swoosie Kurtz

Dr. Greenbaum

Christine Baranski

Christine Baranski

Bunny Caldwell

Director: Roger Kumble

Written by: Choderlos de Laclos

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Frequently Asked Questions

Cruel Intentions is available to stream on Amazon Prime Video. You can also rent or buy it on Apple iTunes, Google Play, Vudu, and Amazon Video.

Yes, Cruel Intentions is available to stream on Amazon Prime Video.

Yes, you can rent on Apple iTunes, Google Play, Vudu, and Amazon Video or buy on Apple iTunes, Google Play, Vudu, and Amazon Video.

With a rating of 6.8/10 from 3,475 viewers, Cruel Intentions is considered decent by viewers and may be worth checking out.

Two privileged step siblings at a sleek New England prep school turn flirtation into a sport. Kathryn, a calculating queen bee, ropes her handsome but reckless stepbrother into a dangerous bet: win the affection and influence of the headmaster's daughter before summer ends, and the prize is the o...

Cruel Intentions stars Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair, and Louise Fletcher.

Cruel Intentions was directed by Roger Kumble.

Cruel Intentions was released on March 05, 1999.

Cruel Intentions is a Drama and Romance film.

No. Cruel Intentions is an adaptation of the 18th-century French novel Les Liaisons dangereuses by Choderlos de Laclos. It is a work of fiction, not a true story.

Sarah Michelle Gellar portrays Kathryn Merteuil, the manipulative step-sister who drives the schemes with Sébastian Valmont. Her character sets the plot in motion and schemes against others.

Reese Witherspoon plays Annette Hargrove, the headmaster's daughter who becomes the target of the games. Her romance with Sébastian is central to the drama.

Kathryn Merteuil, played by Sarah Michelle Gellar, and Sébastian Valmont, played by Ryan Phillippe, are step-siblings who team up in a dangerous game to seduce Annette.