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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.Following this, she made her film debut 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.
In addition to acting, Meester has also ventured into music.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.However, it was important that Serena was blonde and Blair was brunette, so Meester dyed her hair brown for the role.She then starred with Gwyneth Paltrow and Garrett Hedlund in the country music drama Country Strong.
A recurring role in Entourage as Justine Chapin and Veronica Mars as Carrie Bishop followed in 20.