THEN AND NOW: The cast of 'Cruel Intentions' 21 years later

She'll appear as a girl who passed away in "Cranial Sacral" and a doctor in "Baby Bulldog."

After "Cruel Intentions" hit theaters, Read appeared in films such as "American Pie" (1999), "Josie and the Pussycats" (2001), "Alone in the Dark" (2005), and "Sharknado" (2013). She also guest-starred on NBC's "Scrubs."

Before making an appearance in "Cruel Intentions," Reid was an established actress who played Ashley on NBC's "Days of Our Lives" and landed her breakout role in the 1998 film "The Big Lebowski."

After appearing in "Cruel Intentions," Kurtz secured guest appearances on shows including ABC's "Lost" and "Desperate Housewives."

She's also played recurring roles on shows like Showtime's "Huff," ABC's "Pushing Daisies," CBS' "That's Life," "Mike & Molly," and "Man With a Plan."

Kurtz was already an award-winning actress by the time she played Sebastian's therapist Dr. Greenbaum in "Cruel Intentions."

The actress earned Tony Awards for her roles onstage in plays "Fifth of July" and "The House of Blue Leaves." She also received Emmy nominations for her performances on NBC's "Love, Sidney" and "Sisters."

She continued to build a strong on-screen presence with roles in "How the Grinch Stole Christmas" (2000), "Chicago" (2002), "Mamma Mia!" (2008), and "Into the Woods" (2014).

On television, she landed parts on shows including CBS' "The Big Bang Theory" and "The Good Fight."

Baranski had a successful onstage career — in addition to appearances on television and in films — before playing Cecile's snobby mother in "Cruel Intentions."

The actress made her Broadway debut in the play "Hide and Seek" in 1980 and won Tony Awards for her performances in the plays "The Real Thing" and "Rumors." She also appeared in the 1996 film "The Birdcage."

While he appeared in many movies — such as the 2002 film "Resident Evil" and the 2005 movie "Venice Underground" — in the early 2000s, he became well-known for his roles on shows like Showtime's "The L Word," ABC's "Ugly Betty," ABC's "Scandal," and NBC's "Chicago Fire."

In 2019, he played a mayor named Liam Clark in the television movie "It's Beginning to Look a Lot Like Christmas" and an NBA referee in "Inside Game."

Mabius shares two children with his wife, interior designer Ivy Sherman.

Before Mabius played the macho high school athlete in "Cruel Intentions," he had roles in indie films like "Welcome to the Dollhouse" (1995), "I Shot Andy Warhol" (1996), and "The Minus Man" (1999).

The actor played Pacey Witter on "Dawson's Creek" until 2003 and also delivered performances in films including "Aurora Borealis" (2005) and "Bobby" (2006).

He continued to appear on television shows like Fox's "Fringe" and Showtime's "The Affair."

Jackson is married to actress Jodie-Turner Smith.

Jackson had already landed a number of roles before playing Sebastian's friend in "Cruel Intentions." In 1992, he was cast as Charlie Conway in "The Mighty Ducks" and Pacey Witter on The WB's "Dawson's Creek" in 1998.

He will play Monteith in the film "Macbeth," which has been announced but doesn't have a release date.

Thomas scored the lead role in the 2001 film "Save the Last Dance" alongside Julie Stiles. His other film credits include "Barbershop" (2002), "The Fountain" (2006), and "The Curse of La Llorona" (2019). He also appeared on shows such as CBS' "The District," The CW's "Ringer," and The CW's "Vixen."

The actor shares two children with his wife, actress Aonika Laurent.

Thomas caught his big break as Ronald Clifford in "Cruel Intentions." Prior to the film, he landed small roles in films like "Courage Under Fire" (1996), "Picture Perfect" (1997), and "Conspiracy Theory" (1997).

Blair will play a doctor in the 2021 horror movie "A Dark Foe," and a mother in the 2020 romantic drama "After We Collided."

After "Cruel Intentions," she continued to costar alongside Reese Witherspoon in "Legally Blonde" in 2001 and also appeared in films such as "Storytelling" (2001), "The Sweetest Thing" (2002), and "Hellboy" (2004). Her television credits include ABC's "Kath & Kim" and Fox's "Anger Management."

She has one son, who she shares with her ex Jason Bleick. In 2018, Blair announced that she had been diagnosed with multiple sclerosis, later opening up about her experience with the illness.

Before being cast in "Cruel Intentions," Blair snagged small on-screen roles and played the lead in the 1998 film "Brown's Requiem."

She plays wealthy suburbanite Elena Richardson, opposite Kerry Washington.

Witherspoon became a producer, an Oscar-winning actress, and an entrepreneur.

After "Cruel Intentions," Witherspoon scored the lead in the 2001 film "Legally Blonde," in which she costarred with Selma Blair. Her other film credits include "Vanity Fair" (2004), "Wild" (2014), "Hot Pursuit" (2015), and "A Wrinkle in Time" (2018). Her performance in "A Wrinkle in Time" earned her an Academy Award for best actress and a BAFTA Award for best actress.

In addition to appearing onscreen, she's also produced films including "Wild," "Gone Girl," and "Hot Pursuit."

She's also appeared on shows including HBO's "Big Little Lies," and ABC's "The Morning Show."

Witherspoon has also launched a clothing line called Draper James, published a cookbook called "Whiskey in a Teacup," and spearheaded a book club for her fans.

Following her divorce from her "Cruel Intentions" costar Phillippe, she married talent agent Jim Toth. They share one son together.

Prior to playing Annette Hargrove, Witherspoon got an early start in her acting career with her debut role in "The Man in the Moon" (1991). She also landed roles in "Fear" (1996), "Twilight" (1998), and "Pleasantville" (1998).

Phillippe and Witherspoon divorced in 2007 and share two children together.

Since his role as Sebastian, the actor has scored roles in films including "Company Man" (2000), "Antitrust" (2001), "Crash" (2004), "Setup" (2011), and "The Lincoln Lawyer" (2011). He also starred as Bob Lee Swagger on USA's "Shooter" from 2016 to 2018.

Most recently, he wrapped shooting for the films "Alive (II)" and "The Sound of Philadelphia."

Phillippe was cast in small roles — including his debut on ABC's "One Life to Live" in 1992 — before appearing in the film "I Know What You Did Last Summer" (1997), in which he costarred with Gellar. He also appeared in films such as "54" (1998) and "Homegrown" (1998).

Before landing the role of Sebastian in "Cruel Intentions," he met Witherspoon at her 21st birthday before playing her onscreen love interest and sparking a real-life romance. In 1999, Witherspoon and Philippe got married when the actress was six months pregnant.

She appeared as herself on a 2019 episode of "The Big Bang Theory" and did voice-overs on "Robot Chicken" until 2018. She's also set to appear on the shows "Masters of the Universe: Revelation" and "Other People's Houses" in 2020.

After "Cruel Intentions," Gellar continued to star on "Buffy the Vampire Slayer," which earned her multiple Teen Choice Awards and a Golden Globe nomination.

Gellar also appeared in films such as "Scooby-Doo" (2002) and "The Grudge" (2004) and shows including The CW's "Ringer" and CBS' "The Crazy Ones."

Gellar also broke into the lifestyle space by cofounding Foodstirs, a company that sells baked treats and mixes, in 2015. She also published a cookbook called "Stirring Up Fun With Food: Over 115 Simple, Delicious Ways to Be Creative in the Kitchen" in 2017.

Gellar is married to actor Freddie Prinze Jr., who she got to know while filming "I Know What You Did Last Summer." They share two children together.

Gellar was first discovered by her agent when she was 4 years old and landed small roles before catching her break on ABC's "All My Children" in 1993.

Before playing Kathryn in "Cruel Intentions," Gellar began starring as Buffy Summers on The WB's "Buffy the Vampire Slayer" and secured a part in the 1997 film "I Know What You Did Last Summer," in which she co-starred with Ryan Phillippe.