Leighton Meester – 33

Leighton Marissa Meester is an actress, singer, and songwriter. Probably, her most famous role was as Blair Waldorf on Gossip Girl TV series that aired between 2007 and 2012. Leighton was with the show from start to finish and she was also seen on The Judge, Of Mice and Men, Monte Carlo, and other shows and films. She stars in the TV series Single Parents, which is currently in its first season. In her modeling work, Leighton worked for Jimmy Choo, Vera Wang, and Herbal Essences. As a singer, she released an album called Heartstrings, in 2014. Leighton is a natural blonde but she had to wear brown dye as Blair on Gossip Girl.