Cruel Intentions

Cruel Intentions

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

Part of Cruel Intentions Collection

1999•1h 37m•6.8/10

DramaRomance

Ratings

🎬TMDb

6.8/10(4K)

Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession.

Open in PickFlick

Production

Newmarket Capital Group, Original Film, Neal H. Moritz Productions

Language

EN

Status

Released

Release Date

Trailers & Videos

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

Alaina Reed Hall

Alaina Reed Hall

Nurse

Deborah Offner

Deborah Offner

Mrs. Michalak

Tara Reid

Tara Reid

Marci Greenbaum

Herta Ware

Herta Ware

Mrs. Sugarman

Hiep Thi Le

Hiep Thi Le

Mai-Lee

Charlie O'Connell

Charlie O'Connell

Court Reynolds

Fred Norris

Fred Norris

Meter Maid

Ginger Williams

Ginger Williams

Clorissa

Drew Snyder

Drew Snyder

Headmaster Hargrove

More from Cruel Intentions Collection

Cruel Intentions 2

Cruel Intentions 2

After his precocious behavior has gotten him bounced out of one more in a string of exclusive private schools, 16-year old Sebastian Valmont has arrived in New York City to live with his father and stepmother. The cunning and handsome Sebastian may have met his match, however in his equally manipulative and beautiful stepsister Kathryn Merteuil.

Cruel Intentions 2

2000

5.1

Cruel Intentions 3

Cruel Intentions 3

Meet Cassie, Jason and Patrick, three amoral college students who, through a series of sexual wagers, take malicious pleasure in ruining the lives of their fellow classmates.

Cruel Intentions 3

2004

4.8

Recommended

Lolita

Lolita

Humbert Humbert is a middle-aged British novelist who is both appalled by and attracted to the vulgarity of American culture. When he comes to stay at the boarding house run by Charlotte Haze, he soon becomes obsessed with Lolita, the woman's teenaged daughter.

Lolita

1997

7.1

Inventing the Abbotts

Inventing the Abbotts

In the 1950s, brothers Jacey and Doug Holt, who come from the poorer side of their sleepy Midwestern town, vie for the affections of the wealthy, lovely Abbott sisters. Lady-killer Jacey alternates between Eleanor and Alice, wanting simply to break the hearts of rich young women. But sensitive Doug has a real romance with Pamela, which Jacey and the Abbott patriarch, Lloyd, both frown upon.

Inventing the Abbotts

1997

6.3

Lolita

Lolita

Humbert Humbert is a middle-aged British novelist who is both appalled by and attracted to the vulgarity of American culture. When he comes to stay at the boarding house run by Charlotte Haze, he soon becomes obsessed with Lolita, the woman's teenaged daughter.

Lolita

1962

7.3

Priscilla

Priscilla

When teenage Priscilla Beaulieu meets Elvis Presley at a party, the man who is already a meteoric rock-and-roll superstar becomes someone entirely unexpected in private moments: a thrilling crush, an ally in loneliness, a vulnerable best friend.

Priscilla

2023

6.7

Fifty Shades Darker

Fifty Shades Darker

When a wounded Christian Grey tries to entice a cautious Ana Steele back into his life, she demands a new arrangement before she will give him another chance. As the two begin to build trust and find stability, shadowy figures from Christian’s past start to circle the couple, determined to destroy their hopes for a future together.

Fifty Shades Darker

2017

6.5

Notes on a Scandal

Notes on a Scandal

A veteran high school teacher befriends a younger art teacher, who is having an affair with one of her 15-year-old students. However, her intentions with this new "friend" also go well beyond platonic friendship.

Notes on a Scandal

2006

7.1

The Crush

The Crush

A precocious and obsessive teenager develops a crush on a naive writer with harrowing consequences.

The Crush

1993

6.6

Little Children

Little Children

The lives of two lovelorn spouses from separate marriages, a registered sex offender, and a disgraced ex-police officer intersect as they struggle to resist their vulnerabilities and temptations.

Little Children

2006

7.1

Fifty Shades Freed

Fifty Shades Freed

Believing they have left behind shadowy figures from their past, newlyweds Christian and Ana fully embrace an inextricable connection and shared life of luxury. But just as she steps into her role as Mrs. Grey and he relaxes into an unfamiliar stability, new threats could jeopardize their happy ending before it even begins.

Fifty Shades Freed

2018

6.7

Fair Play

Fair Play

An unexpected promotion at a cutthroat hedge fund pushes a young couple's relationship to the brink, threatening to unravel not only their recent engagement but their lives.

Fair Play

2023

6.3

The Mother

The Mother

A grandmother has a passionate affair with a man half her age, who is also sleeping with her daughter.

The Mother

2003

6.0

Crash

Crash

A car crash victim suddenly finds himself turned on by car accidents and becomes involved with an underground sub-culture of like-minded souls.

Crash

1996

6.5

Similar Movies

Real Life

Real Life

An introverted, queer, Black scientist in a predominantly white, Midwestern PhD program navigates complex friendships, romantic relationships, betrayals and mercies over the course of one weekend.

Real Life

Apocalypse Now

Apocalypse Now

At the height of the Vietnam war, Captain Benjamin Willard is sent on a dangerous mission that, officially, "does not exist, nor will it ever exist." His goal is to locate - and eliminate - a mysterious Green Beret Colonel named Walter Kurtz, who has been leading his personal army on illegal guerrilla missions into enemy territory.

Apocalypse Now

1979

8.3

Eternal Sunshine of the Spotless Mind

Eternal Sunshine of the Spotless Mind

Joel Barish, heartbroken that his girlfriend underwent a procedure to erase him from her memory, decides to do the same. However, as he watches his memories of her fade away, he realises that he still loves her, and may be too late to correct his mistake.

Eternal Sunshine of the Spotless Mind

2004

8.1

A History of Violence

A History of Violence

An average family is thrust into the spotlight after the father commits a seemingly self-defense murder at his diner.

A History of Violence

2005

7.2

Talk to Her

Talk to Her

Two men share an odd friendship while they care for two women who are both in deep comas.

Talk to Her

2002

7.6

Mifune

Mifune

Kresten, newly wed, is on the threshold of a great career success in his father-in-law’s company. But when the death of his own father takes him back to his poverty-stricken childhood home, far out in the country, his career plans fall apart. For one thing he has to deal with his loveable, backward brother, who is now all alone; for another, he meets a stunning woman who comes to the farm as a housekeeper, in disguise of her real profession as a call-girl.

Mifune

1999

7.0

Bad Education

Bad Education

When an old friend brings filmmaker Enrique Goded a semi-autobiographical script chronicling their adolescence, Enrique is forced to relive his youth spent at a Catholic boarding school.

Bad Education

2004

7.4

Natural Born Killers

Natural Born Killers

Two victims of traumatized childhoods become lovers and serial murderers irresponsibly glorified by the mass media.

Natural Born Killers

1994

7.1

Three Colors: White

Three Colors: White

Polish immigrant Karol Karol finds himself out of a marriage, a job and a country when his French wife, Dominique, divorces him after six months due to his impotence. Forced to leave France after losing the business they jointly owned, Karol enlists fellow Polish expatriate Mikołaj to smuggle him back to their homeland.

Three Colors: White

1994

7.4

Dirty Dancing

Dirty Dancing

Expecting the usual tedium that accompanies a summer in the Catskills with her family, 17-year-old Frances 'Baby' Houseman is surprised to find herself stepping into the shoes of a professional hoofer—and unexpectedly falling in love.

Dirty Dancing

1987

7.3

The Fisher King

The Fisher King

Two troubled men face their terrible destinies and events of their past as they join together on a mission to find the Holy Grail and thus to save themselves.

The Fisher King

1991

7.3

Ero in guerra ma non lo sapevo

Ero in guerra ma non lo sapevo

The story of Pierluigi Torregiani, a Milanese jeweler who in 1979 was killed in revenge by the Armed Proletarians for Communism after killing one of their own during a robbery.

Ero in guerra ma non lo sapevo

2022

6.2

PickFlick Assistant

Hi! I'm your PickFlick Assistant. Ask me about movies, TV shows, IPTV sources, or anything about PickFlick.

Powered by CopilotKit