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Cast
- Sarah Michelle GellarKathryn Merteuil
- Ryan PhillippeSebastian Valmont
- Reese WitherspoonAnnette Hargrove
- Selma BlairCecile Caldwell
- Louise FletcherHelen Rosemond
- Joshua JacksonBlaine Tuttle
- Eric MabiusGreg McConnell
- Sean Patrick ThomasRonald Clifford
- Swoosie KurtzDr. Regina Greenbaum
- Christine BaranskiBunny Caldwell
- Alaina Reed HallNurse
- Deborah OffnerMrs. Michalak
- Tara ReidMarci Greenbaum
- Herta WareMrs. Sugarman
- Hiep Thi LeMai-Lee
- Charlie O'ConnellCourt Reynolds
- Fred NorrisMeter Maid
- Ginger WilliamsClorissa
Cruel Intentions (1999) cast and crew credits, including actors, actresses, directors, writers and more.
Cruel Intentions: Directed by Roger Kumble. With Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair. 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.
- Roger Kumble
- 2 min
Roger Kumble. Screenplay. 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.
Cruel Intentions is a 1999 American teen romantic drama film written and directed by Roger Kumble and starring Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, and Selma Blair. The film, set in New York City among rich high schoolers, is a modern retelling of Pierre Choderlos de Laclos ' 1782 novel Les Liaisons dangereuses .
- Reese Witherspoon
- Ryan Phillippe
- Sarah Michelle Gellar
- Selma Blair
- Sean Patrick Thomas
- Joshua Jackson
- Christine Baranski
Cruel Intentions was one of Reese Witherspoon’s breakthrough roles. She starred as the innocent Annette Hargrove in the 1999 teen flick. That same year, she notably played Tracy Flick in Election. Just a few years later, Reese played Elle Woods inLegally Blondeand became a worldwide star. She returned for the 2003 sequel. Reese, 44, won the Academy...
Ryan Phillippe, 46, starred as the very charming bad boy Sebastian Valmont in Cruel Intentions. This was his second film with SMG after I Know What You Did Last Summer. Ryan went on to star in films like Gosford Park,Igby Goes Down, Crash, Flags of Our Fathers, The Lincoln Lawyer, and more. He produced and starred in the USA Network series Shooter,...
In one of her most iconic roles, Sarah Michelle Gellar, 43, starred as the manipulative and chaotic Kathryn Merteuil in Cruel Intentions. At the time, she was starring as Buffy Summers in Buffy the Vampire Slayer. The series ran from 1997 to 2003. After Cruel Intentions, Sarah played the live-action version of Daphne in the Scooby Doo movies. Anoth...
Selma Blair, 48, played the gullible Cecile Caldwell in Cruel Intentions. She reunited with Reese in the 2001 comedy Legally Blonde. She went on to star as Liz Sherman in Hellboy and Hellboy II: The Golden Army. She’s also starred in The Sweetest Thing, A Guy Thing, Mothers and Daughters, and After. Selma had TV roles in Kath & Kim, Anger Managemen...
Sean Patrick Thomas, 50, starred as Ronald Clifford. His breakthrough role came a few years later in the 2001 movie Save the Last Dance. He went on to star in Barbershop and Halloween: Resurrection in 2002. He reprised the role of Jimmy James in later Barbershop films. He’s also appeared in TV shows like Ringer, American Horror Story: Asylum, Madam...
Joshua Jackson, 42, played Blaine Tuttle in Cruel Intentions. At the time of the movie’s release, Joshua was starring as Pacey Witter in the hit teen series Dawson’s Creek, which ran from 2008 to 2003. He later starred as Peter Bishop inFringe from 2008 to 2018. Joshua also starred in TV series likeThe Affair, When They See Us, andLittle Fires Ever...
Christine Baranski, 68, played Bunny Caldwell, Cecile’s mother, inCruel Intentions. Following the teen flick, Christine starred in movies like How the Grinch Stole Christmas, Chicago,A Bad Moms Christmas, as well asMamma Mia! and its sequel. She notably played Diane Lockhart in the CBS series The Good Wife from 2009 to 2016. She earned 6 Emmy nomin...
Mar 6, 2023 · Columbia Pictures/Courtesy Everett Collection. The sexy and scandalous Cruel Intentions was released on March 5, 1999. Catch up with the cast of the '90s teen classic, decades later,...
Mar 4, 2024 · Cruel Intentions came out in 1999. Find out where the stars, including Reese Witherspoon and Sarah Michelle Gellar are up to now. The movie celebrates a milestone anniversary.