‘Cruel Intentions' Cast: Where Are They Now? (2024)

After its premiere in 1999, Cruel Intentionsstill has fans talking about its scandalous story line — and dreamy lead Sebastian Valmont.In the 90s cult classic, which is a teen version of the French film Dangerous Liaisons, Sebastian’s (Ryan Phillippe) sultry stepsister Kathryn Merteuil (Sarah Michelle Gellar) challenges him to “deflower” the new school headmaster’s daughter Annette Hargrove (Reese Witherspoon).What Sebastian doesn’t expect is to fall in love with Annette and find himself broken after she learns the truth about the bet. In the end, Annette comes out on top besting Kathryn at her own game before riding off into the sunset. Sadly, Sebastian isn’t by her side — he sacrifices himself to save Annette — but she feels his presence while driving his beloved convertible as The Verve’s “Bittersweet Symphony” plays in the background.“It makes me smile almost every time. No matter where I am,” Phillippe exclusively told Us Weekly in September 2021 of the iconic final scene playlist. “And there’s been a couple of times in my life where I’ve been, like, at a gas station or whatever. And I’ll suddenly hear the song from across the way. And then there’ll be a group of people waving to me. Like, they put the song on a purpose because they saw me there.”Scroll down to see what the cast of Cruel Intentions has been up to since:

After its premiere in 1999, Cruel Intentionsstill has fans talking about its scandalous story line — and dreamy lead Sebastian Valmont.In the 90s cult classic, which is a teen version of the French film Dangerous Liaisons, Sebastian’s (Ryan Phillippe) sultry stepsister Kathryn Merteuil (Sarah Michelle Gellar) challenges him to “deflower” the new school headmaster’s daughter Annette Hargrove (Reese Witherspoon).What Sebastian doesn’t expect is to fall in love with Annette and find himself broken after she learns the truth about the bet. In the end, Annette comes out on top besting Kathryn at her own game before riding off into the sunset. Sadly, Sebastian isn’t by her side — he sacrifices himself to save Annette — but she feels his presence while driving his beloved convertible as The Verve’s “Bittersweet Symphony” plays in the background.“It makes me smile almost every time. No matter where I am,” Phillippe exclusively told Us Weekly in September 2021 of the iconic final scene playlist. “And there’s been a couple of times in my life where I’ve been, like, at a gas station or whatever. And I’ll suddenly hear the song from across the way. And then there’ll be a group of people waving to me. Like, they put the song on a purpose because they saw me there.”Scroll down to see what the cast of Cruel Intentions has been up to since:

Gellar portrayed the conniving Kathryn Merteuil in the cult classic two years into playing Buffy Summers on Buffy the Vampire Slayer. The TV series ended in 2003 after seven seasons and the actress then appeared in the Scooby-Doo movies, The Grudge, Possession, and in 2016, she reprised her role as Kathryn in the Cruel Intentions TV movie. The New York native’s other small screen credits include The Ringer, The Crazy Ones, Star Wars: Rebels and Masters of the Universe: Revelation. Gellar served as an executive producer on The Ringer and has since worked on multiple other projects. In 2015, she cofounded the baking kits startup Foodstirs and later released the Stirring Up Fun With Food cookbook.

The actress married her costar Freddie Prinze Jr. in 2002. The duo share two children: daughter Charlotte and son Rocky.

Phillippe played Kathryn’s devilish stepbrother, Sebastian Valmont. He then appeared in Company Man, Crash, Breach, MacGruber, The Lincoln Lawyer, Brothers by Blood and One Shot. The Delaware native also starred on Damages, Secrets and Lies, Shooter, Big Sky and MacGruber. In 2014, Phillippe wrote and directed his first movie, Catch Hell. He also produced the project and has since served as a producer on Shooter and The 2nd.

The 54 actor married Cruel Intentions costar Witherspoon in June 1999. The duo welcomed daughter Ava and son Deacon before splitting in October 2006. The actor is also father of daughter Kai, whom he shares with ex Alexis Knapp.

Witherspoon portrayed the headmaster’s daughter, Annette Hargrove, who eventually falls for Sebastian. The Louisiana native the starred in Election, American Psycho, Legally Blonde, Sweet Home Alabama, Walk the Line, Water for Elephants, Wild, Home Again, A Wrinkle in Time and voiced Rosita in the Sing franchise. The Oscar winner’s TV hits include Big Little Lies, Little Fires Everywhere and The Morning Show. Witherspoon has more than 30 producing credits, including Legally Blonde 2: Red White & Blonde and TV series True Be Told and The Morning Show.

The Just Like Heaven star launched Draper James in 2015 and one year later she cofounded Hello Sunshine media company. In 2017, she began Reese’s Book Club and the following year she penned Whiskey in a Teacup. Witherspoon is set to reprise her role as Elle Woods in the upcoming Legally Blonde 3 film.

The Pleasantville actress was married to Phillippe from 1999 to 2006. They share daughter Ava and son Deacon. Witherspoon wed Jim Toth in 2011 and one year later welcomed son Tennessee. The pair announced their split in March 2023, just two days shy of their 12th wedding anniversary.

The actress portrayed wealthy teen Cecile Caldwell, who hooks up with Sebastian before learning a few skills from Kathryn. Blair the starred on Zoe, Duncan, Jack & Jane before reuniting with Witherspoon for Legally Blonde. She has since appeared in The Sweetest Thing, the Hellboy franchise, In Their Skin, Mothers and Daughters and After We Collided. Blair’s TV credits include Anger Management, Heathers and Another Life.

The Kath & Kim alum announced in 2018 that she was diagnosed with multiple sclerosis. She released a memoir, Mean Baby: A Memoir of Growing Up, in May 2022, which detailed her health ups and downs.

The Michigan native was married to Ahmet Zappa from 2004 to 2006 before dating Mikey Day for two years. Blair moved on with Jason Bleick in 2010 and one year later, the duo welcomed son Arthur. The pair split in 2012.

Jackson played Sebastian’s pal and accomplice, Blaine Tuttle, who cons Annette’s ex-boyfriend into bed and uses it as blackmail. The Canada native’s movie role came amid his stint as Pacey Witter on Dawson’s Creek, which aired from 1996 to 2003. Jackson went on to play Peter Bishop on Fringe, Cole Lockhart on The Affair, Bill Richardson on Little Fires Everywhere and Dr. Christopher Duntsch on Dr. Death. His film credits include Cursed, Shutter, Inescapable and Sky.

The Mighty Ducks star dated Diane Kruger for 10 years before they split in 2016. Jackson moved on with Jodie Turner-Smith, whom he married in December 2019. The couple welcomed their first child, a daughter, in April 2020. Jackson and Turner-Smith called it quits in October 2023 after five years of marriage. Two months later, Jackson began dating Lupita Nyong’o but they have since split.

The actor portrayed football player Greg McConnell, whom Sebastian and Blaine think told Annette about Sebastian’s true motives. The Pennsylvania native then appeared in Tempted, Resident Evil, A Christmas Wedding, Where the Road Meets the Sun. Mabius starred as Oliver O’Toole in Hallmark Movies & Mysteries franchise Signed, Sealed, Delivered and its corresponding TV show. His other TV roles include The O.C., Eyes, The L Word, Ugly Betty, Outcasts and Chicago Fire. Mabius made his producer debit in 2018 with Welcome to Christmas.

The Reading Writing & Romance actor has been married to Ivy Sherman since 2006. They share sons Maxfield and Rylan.

Thomas’ Ronald Clifford was Cecile’s music teacher and eventual lover. He then starred in Save the Last Dance, Halloween: Resurrection, Barbershop, The Fountain, The Murder Pact, Christmas Hotel, Influence, The Tragedy of Macbeth and Trophy Wife. The Washington, D.C. native’s TV credits include The District, Reaper, Ringer, Vixen, For All Mankind and Reasonable Doubt.

Thomas is a main cast member on Prime Video's TV adapatation of Cruel Intentions.

The University of Virginia alum wed Aonika Laurent in 2006. The pair share daughter Lola and son Luc.

Fletcher portrayed Sebastian’s aunt, Helen Rosemund. The Alabama native then starred in The Contract, Touched by a Killer, Manna from Heaven, Finding Home, A Perfect Man and Grizzly II: Revenge. The Oscar winner also appeared on Star Trek: Deep Space Nine, ER, Heroes and Shameless.

The One Flew Over the Cuckoo’s Nest star was married to film producer Jerry Bick from 1959 to 1978. The actress and her late ex-husband share sons John and Andrew.

Fletcher died in September 2022 at her home in Montdurausse, France, at age 88.

The Broadway star played Cecile’s uptight mother, Bunny Caldwell. Baranski then appeared in How the Grinch Stole Christmas, Chicago, Bonneville, Mamma Mia!, Into the Woods, A Bad Moms Christmas and Christmas on the Square. The New York native has also starred on Welcome to New York, Happy Family, The Good Wife, The Big Bang Theory, Fancy Nancy, The Good Fight and The Gilded Age. Baranski served as a producer on The Good Fight and has more than 20 entertainment soundtracks on her resume. Her theater credits include Sweeney Todd, Mame and Follies.

The Emmy winner was married to actor Matthew Cowles for 31 years before his death in 2014. The pair share daughters Isabel and Lily.

Reid portrayed Marci Greenbaum, the daughter of Sebastian’s therapist. The New Jersey native went on to star in the American Pie movies, Josie and the Pussycats, Van Wilder, Unnatural Causes, Charlie’s Farm and the Sharknando franchise. Reid made her producing debut 2007’s 7-10 Split and has since served as an executive producer on more than 15 films. She has also appeared on multiple reality shows, including Celebrity Big Brother, Big Brother’s Bit on the Side and Marriage Boot Camp: Reality Stars.

O’Connell’s role as Kathryn’s ex-boyfriend Court Reynolds was his first big movie. He then starred in Dude, Where’s My Car?, Kiss the Bride, Unlucky Charms, Mischief Night and Staged Killer. The Sliders alum, who is the younger brother of Jerry O’Connell, was the season 5 lead of The Bachelor, which aired in 2005.

After splitting from his Bachelor winner, Sarah Brice, in 2010, the New York native moved on with Anna Sophia Berglund whom he wed in 2018.

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