She attended the Professional Children's School and began working as a model with Wilhelmina, booking a Ralph Lauren campaign shot by Bruce Weber, and working with then-photographer Sofia Coppola.

Following this, she made her film debut in Hangman's Curse (2003), based on the bestselling book by Frank Peretti.

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 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.

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Her paternal grandparents cared for Meester during this period.

She has maintained that her parents gave her a normal upbringing and, despite their criminal past, has stated, "It made me realize that you can't judge anyone—especially your parents—for what they've done in their past, because people change." When she was 11 years old, Meester and her siblings moved with their mother to New York City.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.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.Eweka is a top recommended European Usenet service with the fastest speeds and best retention.