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Meester has also recorded songs for various soundtracks.
Her debut album, Heartstrings, was independently released in 2014.
She has also modeled, having been the face of brands such as Jimmy Choo, Herbal Essences, and Vera Wang.
She has two brothers; an older brother, Douglas Logan Meester (born 1983), and a younger brother, Alexander "Lex" Meester (born 1994).
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." 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." while Los Angeles Times wrote, "[Meester's] performance often has the feeling of a sports car in neutral.
She released a second single "Your Love's a Drug" in 2010.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.Singer for the synthpop band Cobra Starship who was formerly a member of the pop punk group Midtown. He made his acting debut on an episode of Gossip Girl with Blake Lively.He began dating fashion designer Erin Fetherston and the couple married in 2013.
She portrays Angie D'Amato on the ABC television American sitcom Single Parents (2018-present).