'' at
Tribeca Film Festival in 2008
1999–2006: Beginnings Meester made her acting debut in 1999 as a murder victim's friend, Alyssa Turner, on an episode of
Law & Order. Following this, she made her film debut as Elisha Springfield in ''
Hangman's Curse (2003), based on the bestselling book by Frank Peretti. She had a series regular role in Tarzan, which aired for only eight episodes. A recurring role in Entourage as Justine Chapin and Veronica Mars as Carrie Bishop followed in 2004 and 2005. Meester booked guest roles in the series Crossing Jordan, 8 Simple Rules, 7th Heaven and 24''. In 2006, Meester appeared in two films,
Flourish and
Inside. She also guest starred in an episode of
Numbers and appeared in two episodes of
House as Ali Johnson, a teenager who has a crush on
Gregory House. and
Shark, and portrayed the female lead in the horror film
Drive-Thru, for which she recorded the song "Inside the Black." Meester was cast as identical twin sisters Kayla and Kelly Rhodes in the
ABC crime-drama series
Secrets of a Small Town, but the network decided not to forward the series.
2007–2013: Gossip Girl and music ventures In 2007, Meester was cast in
The CW's teen drama series
Gossip Girl as
Blair Waldorf, based on the
book series of the same name by
Cecily von Ziegesar. She first auditioned for the role of
Serena van der Woodsen, but told the producers that she could better play Blair. However, it was important that Serena was blonde and Blair was brunette, so Meester dyed her hair brown for the role. Her performance was the most critically acclaimed of the show, with Blair being cited as the series' breakout character. She also garnered media attention for her wardrobe on the show. The series ended after six seasons and 120 episodes. Meester later starred in the television film
The Haunting of Sorority Row, and had a role in the ensemble comedy-drama film
Remember the Daze. In 2008, she appeared in the horror-thriller film
Killer Movie and reprised her role in
Entourage singing with
Tony Bennett in the episode. Apart from
Gossip Girl, Meester worked with co-star
Ed Westwick in a
Nikon Coolpix series camera advertisement, and both were the faces of the Korean clothing line ASK Enquired. In April 2009, she released the song "Birthday" featuring duo
Awesome New Republic. A version without her vocals was included on their
Rational Geographic Vol. I album. Later that month, Meester signed a recording contract with
Universal Republic. Meester provided vocals on
Cobra Starship's song "
Good Girls Go Bad", which peaked at number seven on the
Billboard Hot 100. Meester's first official single, "
Somebody to Love", featuring
R&B singer
Robin Thicke, was released for airplay on October 13, 2009, and became available for digital download the following day. She recorded a cover of the song "
Christmas (Baby Please Come Home)" for the compilation album
A Very Special Christmas 7. Her second single, "Your Love's a Drug", was digitally released on March 30, 2010, and she is also featured on
Stephen Jerzak's song "She Said". Meester did a duet with DJ
Clinton Sparks on "Front Cut", which appeared on the internet in February 2011.
Lil Wayne worked with her on an unreleased song titled "Make It Rain" and
Jesse McCartney wrote another song. The album was produced by
Polow Da Don,
Harvey Mason Jr., and Spencer Nezey. Meester began working on it in March 2009 and the album was initially projected to be released in the fall of 2009, but was later delayed to early 2010. It was pushed back again to late 2010, and was ultimately shelved. Meester had small roles in the comedies
Date Night and
Going the Distance. She then starred with
Gwyneth Paltrow and
Garrett Hedlund in the
country music drama
Country Strong. Wesley Morris of
The Boston Globe described Meester as the best part of the film, writing, "She's just doing
Reese Witherspoon's
June Carter Cash in
Walk the Line with dabs of
Miley Cyrus and
Kellie Pickler. But it's not an impersonation; it's a performance with its own comedy and sweetness." Claudia Puig of
USA Today was also positive, stating "Meester shows she can do more than play one of
Gossip Girl privileged Manhattan socialites." For the film, Meester recorded a cover of the song "Words I Couldn't Say" by
Rascal Flatts as well as "
A Little Bit Stronger" by
Sara Evans featured on the film's
soundtrack; a promotional single titled "Summer Girl"; and a duet with
Garrett Hedlund titled "Give In To Me". After wrapping, she received a guitar from
Tim McGraw and decided to learn how to play it. In October 2010, Meester said she had been working with a band called Check in the Dark and had been writing for the last six months after being inspired by
Country Strong. She revealed her influences, "I love
Neil Young and
Joni Mitchell, that style of music, and as far as songwriting I think that's where my heart is." In 2010, Meester signed on to be the spokesperson for
Herbal Essences hair products. In the same year, she took part in
Bulgari's humanitarian efforts for the
Save the Children organization with
Isabella Rossellini and
Maribel Verdú. She next fronted a beauty campaign for Korean brand eSpoir.
Vera Wang selected her to be the face of the fragrance Lovestruck in 2011, stating that Meester's "beauty, talent and spirit will inspire all the young women that I hope will enjoy this passionate, new young fragrance." The next year, Meester shot a campaign for the follow-up fragrance, Lovestruck Floral Rush. Italian fashion house
Missoni named Meester the face of their spring/summer 2011 campaign. Meester next starred in the thriller film
The Roommate as Rebecca Evans, an obsessive,
bipolar woman. Though the film received mainly negative reviews, Meester's portrayal was praised.
Entertainment Weekly found she was the only one to bring "the slightest trace of something fascinating to her role," while
Los Angeles Times wrote, "[Meester's] performance often has the feeling of a sports car in neutral. When she punches it for quick changes of tone from manic to wounded or around the bend, she shows how much more she is capable of." In the teen comedy film
Monte Carlo, Meester portrayed Meg Kelly,
Selena Gomez's stepsister and
Katie Cassidy's friend.
Movieline noted, "As in
Country Strong, Meester's crack timing and irresistible poignancy illuminate a part that would leave other actresses simpering themselves off the screen." Her final film of the year,
The Oranges, opposite
Hugh Laurie and
Adam Brody, premiered at the
Toronto International Film Festival. Meester's performance was again met with positive reviews, with the
San Francisco Chronicle writing that she "succeeds in embodying all that is alluring and alarming about a 24-year-old woman." In April 2012, Meester announced via Twitter a five-city tour with Check in the Dark, which started on May 29 and ended on June 4, 2012. Reflecting on her past pop collaborations, she said she "loved" them, but that folk music was "a lot closer to [her] heart." In May 2012, she endorsed the Philippine clothing brand
Penshoppe's campaign All Stars. In June, Meester said she and the band had recorded all the songs for an album that served as a demo. She next starred in the comedy film ''
That's My Boy'', alongside
Adam Sandler,
Andy Samberg, and
Milo Ventimiglia, which was released in June 2012. The film received mainly negative reviews, was nominated for eight
Golden Raspberry Awards, and was a box office failure, grossing less than $58 million, failing to recoup its production budget of $70 million. In August 2012, Meester,
Wilmer Valderrama and
Vanessa Curry appeared in house music group The Nomads' music video for "Addicted to Love". She was unavailable to reprise her role as Carrie Bishop in the film
Veronica Mars due to scheduling issues, and was replaced by singer Andrea Estella of the band
Twin Sister. In October 2013,
Biotherm, a French luxury skincare company, announced Meester as its new global ambassador.
2014–2017: Broadway debut and Heartstrings In April 2014, her comedy film
Life Partners premiered at the
Tribeca Film Festival. It follows the friendship between a lesbian (Meester) and a straight woman (
Gillian Jacobs) who begin a new relationship. Meester made her
Broadway debut in the
stage adaptation of
John Steinbeck's novel
Of Mice and Men, starring opposite
James Franco and
Chris O'Dowd. The production filmed and broadcast in cinemas for one night through
National Theatre Live, the first Broadway production to be selected by the program. She then appeared opposite
Robert Downey, Jr.,
Robert Duvall, and
Vera Farmiga in the
David Dobkin-directed comedy-drama film
The Judge, which premiered at the
Toronto International Film Festival and released in October 2014. Meester next appeared in
Like Sunday, Like Rain directed by
Frank Whaley, playing the girlfriend of
Green Day's singer
Billie Joe Armstrong, and
By the Gun, alongside
Ben Barnes. She won the Best Actress Award for
Like Sunday, Like Rain at the 2014 Williamsburg Independent Film Festival. She was the face of French brand Naf Naf's autumn/winter 2014 collection. On September 9, 2014, it was announced her debut album,
Heartstrings, would be released independently through her own label, Hotly Wanting, on October 28. With its style compared to ethereal singer-songwriters such as
Tori Amos and
Joni Mitchell, the nine-song LP was written by Meester and produced by Jeff Trott. In 2015, Meester embarked on a tour to support the album, which began on January 6 in Los Angeles, California and ended on March 2 in San Francisco, California. Later that year, she appeared in advertisements for the Malaysian fashion brand
Jimmy Choo. Meester was one of the 100 celebrity narrators featured in the documentary
Unity, which had a limited theatrical release. In March 2016, she was cast in
Fox's comedy series
Making History as Deborah Revere, a colonial woman from 1775 and the daughter of American artisan
Paul Revere. The series was cancelled after one season of nine episodes.
2018–present: Guest roles and The Buccaneers In January 2018, Meester joined the cast of
Semper Fi, starring alongside
Jai Courtney,
Nat Wolff and
Finn Wittrock, which was released in October 2019. Meester starred in
ABC's
Single Parents alongside
Taran Killam, which premiered in September 2018 and was cancelled after two seasons. In 2018, Meester had a guest role on
The Last Man on Earth and in 2019, Meester was a guest star in an episode of
The Orville titled "Lasting Impressions" as Laura Huggins. She reprised the role in the 2022 episode "Twice in a Lifetime". In 2022, she appeared in a recurring role of Meredith in
How I Met Your Father, starred in the thriller film
The Weekend Away, and voiced a role in the animated film ''
My Father's Dragon. She then starred in the holiday film EXmas (2023). In October 2024, she was announced to be joining the cast of The Buccaneers'' for season two. In September 2025, it was announced that Meester would star in a Netflix film adaptation of
Katherine Center's novel
The Bodyguard, opposite
Jared Padalecki. == Philanthropy ==