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9. Paris Hilton

If you had Hilton money, could you possibly live as frivolously as Paris does? You’d have to try really hard, love pink, and dote on impossibly small dogs. Hilton might have attracted some good catches once upon a time, but her bad girl antics, sex tape, drug arrests, jail time and repertoire of lame boyfriends doesn’t exactly make her the kind of heiress you’d want to bring home to Mom. She’s almost on par with those famous “K” sisters who are equally rich yet vacuous.

Paris Hilton
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