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She first auditioned for the role of Serena van der Woodsen, but told the producers that she could better play Blair, dying her blonde hair to do so.
Also in 2010, she starred with Gwyneth Paltrow and Garrett Hedlund in the country music drama Country Strong.
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 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.
Her second single "Your Love's a Drug" was released in 2011.
Meester has also recorded songs for various soundtracks.
She is known mostly for her starring role as Blair Waldorf on the television series Gossip Girl (2007–2012).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.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 has one older brother, Douglas Logan Meester (born 1983), and a younger brother, Alexander "Lex" Meester (born 1994).At the time of her birth, Meester's parents were serving time in a federal prison for their involvement in a drug ring that smuggled marijuana from Jamaica to the United States.Her mother's suit made a counterclaim alleging breach of contract and physical abuse.