34. Tila Tequila
Occupation: Model/Reality TV Star
Tequila gained her famous name after she started experimenting with alcohol at 13. She started her career with Playboy and became the first Asian Cyber Girl of the Month, but she's probably best known for her bisexual dating show, A Shot at Love with Tila Tequila.
In 2011, a sex tape with adult film actresses Kristina Rose and Charlie Laine was released, without her consent, and in 2012, she checked into rehab after trying to commit suicide by overdosing on pills.