9. Nicole Richie, 43

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The daughter of music legend Lionel Richie made headlines back in 2007 when she was arrested and charged with DUI. She was pulled over by police after driving the wrong way down a Los Angeles highway. Once stopped, she failed a field sobriety test and admitted she smoked marijuana and took Vicodin. Richie entered a plea deal and was sentenced to four days in jail, three years probation, and a $2,048 fine.