‘Cruel Intentions’ cast Then and Now: A look at the stars as the teen romance drama turns 25
‘Cruel Intentions’ cast Then and Now: A look at the stars as the film clocks 25 years
Roger Kumble directorial teen drama 'Cruel Intentions' is turning 25 this March after first hitting the theaters in 1999. On this occasion, let's take a look at where the cast members of this iconic film, that propelled Reese Witherspoon, Selma Blair and Ryan Phillippe into stardom, are now.
1. Reese Witherspoon as Annette Hargrove
Ever since Reese Witherspoon played the headmaster's virgin daughter Annette Hargrove, she has had an eclectic career in Hollywood. After appearing in several films including 'Legally Blonde' (2001), 'Sweet Home Alabama' (2002) and 'Walk the Line' (2005), 'Water for Elephants' (2011), 'Wild' (2014), 'Your Place or Mine' (2023), she has appeared on the television as well. She also received an Oscar for her role in 'Walk The Line'. Currently she is playing the role of Bradley in the drama 'The Morning Show'. She was married to her 'Cruel Intentions' co-star Ryan Phillippe for seven years and share two children together. She later married talent agent Jim Toth, but the couple got divorced in March 2023.
2. Sarah Michelle Gellar as Kathryn Merteuil
Sarah Michelle Gellar played the film's antagonist Kathryn Merteuil who challenged Ryan Phillippe's character Sebastian to seduce Annette Hargrove. Following her portrayal of the character, Gellar has been credited with multiple movie roles including in 'The Grudge' and its 2006 sequel, 'Possession' (2009) and 'Do Revenge'. Recently she appeared on Paramount+ show 'Wolf Pack'. She is married to Freddie Prinze Jr, with whom she shares two children.
3. Selma Blair as Cecile Caldwell
Selma Blair portrayed the role of Cecile Caldwell who was another target of Sebastian. After the film, she appeared in 2001 film 'Legally Blonde' along with Witherspoon. She subsequently acted in several other movies, including 'A Guy Thing' (2003), 'Hellboy' (2004) and 'Hellboy II: The Golden Army' (2008). A mother of one, Blair has been diagnosed with multiple sclerosis in 2018 and documented her journey in the documentary 'Introducing, Selma Blair' in 2021.
4. Christine Baranski as Bunny Caldwell
Audience remembers Christine Baranski for her small but impactful role as Cecile's mother Bunny Cldwell. Following the film, she has appeared in several TV series and received multiple accolades for playing Diane Lockhart on 'The Good Wife' (2009–2016) and its spinoff, 'The Good Fight' (2017–2022). She also appeared in the Meryl Streep-starrer musical comedy 'Mamma Mia!' (2008) and 'Mamma Mia! Here We Go Again' (2018). She won an Emmy for 'Cybill'.
5. Ryan Phillippe as Sebastian Valmont
After playing the captivating bad boy Sebastian Valmont in 'Cruel Intentions', Ryan Phillippe appeared in several other films including 'Flags of Our Fathers' (2006), 'MacGruber' (2010) and 'The Lincoln Lawyer' (2011). He appeared on TV as well and headlined the action drama 'Shooter'. He got married to Witherspoon in 1999, but the couple divorced in 2008.
6. Joshua Jackson as Blaine Tuttle
Joshua Jackson's role as Blaine Tuttle propelled his career further and he was roped to play Pacey Witter in the TV series 'Dawson's Creek'. He appeared on projects including 'Fringe', 'Little Fires Everywhere' and 'Dr Death'. He is scheduled to appear in the upcoming 'Karate Kid' film releasing in 2024. He was married to actress Jodie Turner-Smith with whom he shares a daughter. However the former couple separated in 2023.
7. Sean Patrick Thomas as Ronald Clifford
Sean Patrick Thomas appeared as music teacher Ronald Clifford in 'Cruel Intentions'. He later appeared in films like 'Deep in the Darkness' (2014) and 'Till' (2022). In 2022, he also appeared on the legal drama 'Reasonable Doubt'. He is married to actress Aonika Laurent with whom he shares two children.
8. Eric Mabius as Greg McConnell
Though Eric Mabius received considerable recognition by playing Greg McConnell in 'Cruel Intentions', he received extensive love for his role in the ABC comedy 'Ugly Betty' from 2006 to 2010. He is married to Ivy Sherman with whom he has two children.
