Leighton Meester

Leighton Meester's parents were involved in a drug ring and were forced to spend ten years in prison, during which her mom was pregnant with Leighton.  She was born in a Texas hospital (not prison like rumored) and spent a few months living in a halfway house.  She was then raised by her grandmother until her mother was released.

Other than that this adorable young actress is best known for her starring role as Blair Waldord on the CW's Gossip Girl.