The Cast of Cruel Intentions: Where Are They Now?

Sarah Michelle Gellar as Kathryn Merteuil

While filming the hit CW series Buffy the Vampire Slayer, which aired from 1997 to 2003, Sarah Michelle Gellar appeared in a number of films including I Know What You Did Last Summer (1997) and Scream 2 (1997) as well as 1999's Cruel Intentions, in which she starred as the wealthy and popular — and devious — teen Kathryn.

Though the cocaine-addled Kathryn met her downfall in the film, Gellar's star continued to rise: She appeared in two Scooby-Doo films as Daphne, and starred in the 2004 horror movie The Grudge and its 2006 sequel. Additional film credits include 2007's Suburban Girl, 2009's Possession and 2022's Do Revenge.

The actress also starred on the short-lived TV series Ringer and The Crazy Ones and has a role on the Paramount+ show Wolf Pack.

Gellar is married to fellow actor Freddie Prinze Jr., whom she met on the set of I Know What You Did Last Summer. The two tied the knot in 2002 and have two children, Charlotte Grace and Rocky James.

Reese Witherspoon as Annette Hargrove

Reese Witherspoon has had a booming career since playing the headmaster's virgin daughter Annette Hargrove, who in Cruel Intentions is seduced by playboy Sebastian — played by Witherspoon's real-life future (now ex) husband, Ryan Phillippe.

Her roles in films like Election (1999), Legally Blonde (2001), Sweet Home Alabama (2002) and Walk the Line (2005) garnered her praise and various award nominations and victories, including a Best Actress Oscar for her portrayal of June Carter Cash.

Witherspoon's notable film credits also include Water for Elephants (2011), Wild (2014), Home Again (2017) and Your Place or Mine (2023), among many others. On the small screen, she has starred on and executive produced Big Little Lies and Little Fires Everywhere and plays opposite Jennifer Aniston on The Morning Show.

She was married to Phillippe for seven years and has two children, Ava and Deacon, with him. Witherspoon remarried in 2011 to talent agent Jim Toth, with whom she has one son, Tennessee James. The couple announced their divorce in March 2023.

Witherspoon launched clothing line Draper James in 2015 and also founded the production company Hello Sunshine.

Ryan Phillippe as Sebastian Valmont

Ryan Phillippe (and his backside) captured the attention of teens across the globe as swoon-worthy bad boy Sebastian.

Though Sebastian met his untimely fate at the end of the film, Phillippe remained a fixture on the big screen throughout the 2000s, appearing in Way of the Gun (2000), Crash (2004), Flags of Our Fathers (2006), MacGruber (2010) and The Lincoln Lawyer (2011).

He's also had a steady career on TV, with roles on shows including Damages, Shooter and Big Sky.

Phillippe has three children: two with Witherspoon and one with model Alexis Knapp.

Selma Blair as Cecile Caldwell

Another target of bad boy Sebastian — as well as Kathryn — the seemingly naive Cecile, played by Selma Blair, harbored secrets of her own.

Following the film, Blair, alongside Witherspoon, starred in the 2001 comedy Legally Blonde. She also featured in a string of movies throughout the early aughts including The Sweetest Thing (2002), A Guy Thing (2003), Hellboy (2004) and Hellboy II: The Golden Army (2008).

She appeared on the television show Anger Management and as Kris Jenner on American Crime Story: The People v. O.J. Simpson in 2016.

In 2018, Blair revealed she had been diagnosed with multiple sclerosis. The actor has been open about her journey with the disease on social media as well as in the 2021 documentary Introducing, Selma Blair. In 2022, she broke barriers by competing on Season 31 of Dancing with the Stars. She announced her departure from the show on week five due to health concerns.

Blair has one son, Arthur Saint, whom she shares with fashion designer Jason Bleick.

Joshua Jackson as Blaine Tuttle

As Blaine, Joshua Jackson got pulled into Sebastian's scheming.

Though Jackson's role in the film was minor, his career shot forward as Pacey Witter on the hit teen series Dawson's Creek, which aired from 1998 to 2003. The Canadian actor has also had starring roles on Fringe, The Affair, Little Fires Everywhere and Dr. Death. Jackson recently starred on the Paramount+ show Fatal Attraction, which premiered in April 2023 and will appear in the new Karate Kid film at the end of 2024.

Jackson dated actress Diane Kruger from 2006 to 2016. He was then married to actress Jodie Turner-Smith, with whom he has one daughter. Turner-Smith filed for divorce in late 2023 and Jackson has since been linked to actress Lupita Nyong'o.

Sean Patrick Thomas as Ronald Clifford

After playing Cecile's music teacher Ronald Clifford, Sean Patrick Thomas notably starred in the 2021 teen romance film Save the Last Dance and appeared in the Barbershop franchise, as well as movies including Halloween: Resurrection (2002), Deep in the Darkness (2014) and Till (2022).

He starred on CBS crime drama The District from 2000 to 2004. He also appeared on the 2022 legal drama Reasonable Doubt, which reunited Thomas with Save the Last Dance costar Kerry Washington, who executive produced the show.

Thomas is married to actress Aonika Laurent; the two share two children.

Eric Mabius as Greg McConnell

Eric Mabius played Greg, Annette's ex as well as Sebastian's blackmail victim. The actor, known for starring on the ABC comedy Ugly Betty from 2006 to 2010, has also appeared on the Showtime series The L Word and plays the lead in the Hallmark Channel's TV movies Signed, Sealed and Delivered.

He has two children with his wife, Ivy Sherman.

Christine Baranski as Bunny Caldwell

Christine Baranski had a relatively small part as Cecile's overbearing mother in Cruel Intentions, but outside of the film, the actress and stage veteran has had a prolific and celebrated career.

She has appeared in such films as How the Grinch Stole Christmas (2000), Chicago (2002), Mamma Mia! (2008), A Bad Moms Christmas (2017) and Mamma Mia! Here We Go Again (2018).

Baranski is perhaps best known for her role as Diane Lockhart on The Good Wife (2009–2016) and its spinoff, The Good Fight (2017–2022). The 15-time Emmy nominee (and one-time winner for Cybill) had a recurring role on The Big Bang Theory and has made guest appearances on TV shows including Frasier, Ugly Betty and Young Sheldon. She stars on HBO's The Gilded Age, which premiered in 2022.