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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.
A recurring role in Entourage as Justine Chapin and Veronica Mars as Carrie Bishop followed in 20.
In addition to acting, Meester has also ventured into music.
In 2009, she featured on Cobra Starship's "Good Girls Go Bad" which charted within the top-ten of the Billboard Hot 100, and released her first single "Somebody to Love" under Universal Republic.
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.