Paris Hilton
While Paris has certainly cleaned up her act, she was the definition of party girl throughout the aughts, and singlehandedly ushered in the gilded age of modern socialites. From her famously drunken nights at LA's hottest clubs to her extravagant shopping sprees at Kitson, the Hilton heiress was always a prime target for the paparazzi. There were sex tapes, celebrity feuds, and a DUI arrest which led her to spend a few days in jail.
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