28 December 2009 12:00 PM, PST | E! Online | See recent E! Online news »

Did the entertainer intend to emulate the scary little girl from The Ring or Cousin Itt from The Addams Family when she wore this dress of tresses? That's just one of the many riddles surrounding fashion's most infamous joker. (Other unanswered questions include: Does she have the hots for men or women…or both? Why is she so obsessed with Kermit the Frog? How does she keep from walking into walls when her entire face is covered?) What we do know is that this outrageous outfit helped her nab the top spot in mystyle's Worst Fashion DUIs of 2009 gallery! ________ Now see which stars' fashion flubs made it into our Best of You Write 'Em Up! gallery. »

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