3. Nicole Richie – Possession Of Heroin
Although Nicole Richie is now a mother of two and has a successful clothing line, the fashion designer has a criminal past. In February of 2003, Nicole Richie was arrested for possession of heroin and driving on a revoked license. This is when the Simple Life star had her not-so-proud, yet glamorous mugshot where the diva only looks up at the camera with a no-regret smile on her face.
The socialite got herself arrested a second time in 2006 for driving under the influence after several drivers reported seeing her driving down the wrong side of the freeway and was pulled over by the California Highway Patrol. She was sentenced to only four days in jail, but only served 82 minutes. Since then, Nicole Richie has turned her life around and is now married, the author of a book and the star of her own reality VH1 series called Candidly Nicole.
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