Meester, now 33, was born in 1986 while her mother was in prison. In 1983, her mother, Constance, was arrested after helping smuggle shipments of marijuana out of Jamaica. Constance’s then-boyfriend (Meester’s father) was part of the smuggling ring, as was her sister and her father.
New York Magazine reports after their arrest, Constance’s sister broke out of prison, becoming the first woman in America to find herself on the U.S. Marshals 15 Most Wanted List.
Meester was born in a hospital, she has clarified in many interviews, rather than within the confines of a prison cell.
Her mother, however, had to serve sixteen months in federal prison after her birth and Meester was transferred to a halfway house for three months. After that, she was sent to live with her grandmother until her mother’s release. Her parents soon divorced.
“My family has a crazy history. Probably the craziest…