Happy 21st Anniversary, 'Legally Blonde' ! See the Cast Then and Now

Elle Woods would agree that time flies when you're having fun!

01 of 06

An Elle of a Movie

Legally Blonde - 2001
Reese Witherspoon in Legally Blonde. Tracy Bennett/MGM/Kobal/REX/Shutterstock

What, like it's hard to become a classic? The comedy Legally Blonde premiered on July 13, 2001, inspiring generations to think pink – and stick up for their beliefs.

The fun film inspired Legally Blonde 2: Red, White & Blonde, which premiered in 2003. Fifteen years later Reese Witherspoon confirmed she would be reprising her breakout role in the upcoming Legally Blonde 3, in a script co-written by Mindy Kaling.

While you wait, bend and snap down memory lane to catch up with what the original cast has been up to since.

02 of 06

Reese Witherspoon

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Mary Evans/Ronald Grant/Everett Collection;

New Orleans-born Witherspoon began her Hollywood career in the late 1990s with films like Pleasantville (1998) and Cruel Intentions (1999). However, her role as Elle Woods launched her into the A-list stratosphere, where she still resides.

Witherspoon, 46, has gone on to star in other box-office hits like Sweet Home Alabama (2002) and Walk the Line (2005), for which she took home a Golden Globe and the Oscar for best actress. Her next Oscar nomination came for Wild (2014), and she would serve as an executive producer on HBO's Big Little Lies alongside costar Nicole Kidman.

The critically acclaimed series would go on to win eight Emmy Awards in 2017 and best limited series at the Golden Globes in 2018, leading to a hit second season.

Elsewhere on the small screen, Witherspoon has also since picked up starring roles in The Morning Show on Apple TV+, which premiered 2019, and Little Fires Everywhere on Hulu, which premiered 2020. She is an executive producer on both shows through her Hello Sunshine media company.

She also does voiceovers (check Sing 2), gives her stamp of approval to novels through her book club and oversees the Draper James apparel and accessories company. The mom of three is married to Jim Toth.

03 of 06

Selma Blair

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Tracy Bennett/Mgm/Kobal/Shutterstock; Axelle/Bauer-Griffin/FilmMagic

Blair first became a household name after her breakthrough performance in Cruel Intentions (1999), in which she starred alongside Witherspoon.

The 50-year-old actress from Michigan then played Woods' enemy-turned-BFF Vivian Kensington in Legally Blonde. Shortly after, Blair appeared in The Sweetest Thing (2002) and Hellboy (2004).

In 2016, Blair took on the role of Kris Jenner in The People vs. O.J. Simpson: American Crime Story and appeared in the horror movie Mom and Dad (2017).

On TV, Blair has since appeared in Heathers on Paramount in 2018 and Another Life on Netflix in 2019.

The actress — who has one young son — has remained open about her health since announcing she was diagnosed with MS, news she shared in October 2018.

04 of 06

Luke Wilson

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Tracy Bennett/Mgm/Kobal/Shutterstock; Richard Rodriguez/Getty Images for Sony Pictures Classics

Wilson, 50, made his first film debut in the independent film Bottle Rocket (1996), then made appearances in Charlie's Angels (2000) and Blue Streak (1999) before his swoonworthy role as Emmett in Legally Blonde.

Later in 2001, Wilson gave one of his most memorable performances as Richie in The Royal Tenenbaums (2001). He also starred in films like Old School (2003) and the Legally Blonde sequel, Legally Blonde 2: Red, White & Blonde (2003).

Though he's kept a lower profile since the early aughts, Wilson continues to act — in the Showtime series Roadies (2016) and appeared in Berlin, I Love You (2018) and The Goldfinch (2019).

Since 2020, the actor has starred in the superhero show Stargirl on The CW – and recently even teased he'd return for Legally Blonde 3!

05 of 06

Jennifer Coolidge

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MGM/Courtesy Everett Collection;

The hilarious Coolidge, 60, has lit up the big screen since vamping it up as Stifler's mom in American Pie (1999).

Coolidge continued her comedic career in films like Best in Show (2000) and then became Elle Woods' manicurist and Bend and Snap trainee, Paulette, in 2001. Her portrayal of Hilary Duff's over-the-top stepmother in A Cinderella Story (2004), which won the actress a Teen Choice Award.

Additionally, she made an appearance in all of the American Pie sequels, and played a recurring role on the ABC family drama The Secret Life of the American Teenager (2008-2012).

The actress was also part of the Disney show Gravity Falls (2012-2016) and on the comedy series 2 Broke Girls (2012-2017) before earning extra acclaim for her role on The White Lotus in 2021. To the delight of Legally Blonde fans, she made a cameo as Paulette in Ariana Grande's "Thank U, Next" music video in 2018!

Coolidge's voice acting accolades include The Fungies! on Netflix and the upcoming I Heart Arlo on Netflix. She also played Carey Mulligan's character's mother in Promising Young Woman, which scored an Oscar nomination in 2021.

06 of 06

Matthew Davis

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MGM/Courtesy Everett Collection; Kevin Mazur/Getty

Before becoming Elle Woods' self-absorbed ex-boyfriend Warren, Davis made his film debut in Tigerland (2000).

Following Legally Blonde (2001), Davis became popular for his television roles as Adam Hillman on the ABC comedy What About Brian (2006-2007) and as a regular on the CW hit The Vampire Diaries (2009-2017).

Davis, 44, also had a recurring role on Damages (2009-2010), and on the CBS police drama CSI: Crime Scene Investigation (2013-2014).

The actor has starred on The CW's Legacies since 2018, and the Hallmark Channel Christmas movie Christmas Wishes and Mistletoe Kisses in 2019.

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