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Lively started out in film with a bit role in Sandman in 1998. In 2005, Lively played Bridget in The Sisterhood of the Traveling Pants, for which she received a Teen Choice Award nomination for "Choice Movie Breakout - Female". She will be reprising the role in 2008 in the sequel, The Sisterhood of the Traveling Pants 2, alongside co-stars Alexis Bledel, America Ferrera and Amber Tamblyn.

She starred in Accepted, Simon Says, and Elvis and Anabelle in 2006. She also received the Breakthrough Award from Hollywood Life for her role in Accepted on December 10, 2006.

In 2007, she was cast in the de facto lead role of Serena van der Woodsen in the new teen drama, Gossip Girl, co-starring alongside Leighton Meester, Chace Crawford, Taylor Momsen and Penn Badgley.(wikipedia.org)