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Rounding out our list at number nine and ten are the troublesome twosome who just wanted to live a "Simple Life". Before they cleaned up their act both Paris Hilton and Nicole Richie spent time behind bars.  Nicole has been arrested twice...heroin possession in 2003 and DUI in 2006. While Paris spent time behind bars for a DUI in 2006 and cocaine possession in 2010.

Rounding out our list at number nine and ten are the troublesome twosome who just wanted to live a “Simple Life”. Before they cleaned up their act both Paris Hilton and Nicole Richie spent time behind bars. Nicole has been arrested twice…heroin possession in 2003 and DUI in 2006. While Paris spent time behind bars for a DUI in 2006 and cocaine possession in 2010.

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