American Music Awards’ 10 Most Shocking Looks Of All Time

  
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8. Kelly Osbourne 2013

Kelly Osbourne’s 2013 AMA look was a definite fashion disaster! The metallic grey dress did not flatter her figure and the flouncy skirt cut her legs at an awkward length by reaching only to her ankles rather than to the floor. Osbourne found herself on quite a few worst-dressed lists following the event due to this shocking look and even acknowledged the fashion miss herself by tweeting, “:( my dress did not photograph anywhere near as good as it looked in real life!”

Photo by Broadimage/REX

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7. Rihanna 2008

In 2008 Rihanna rocked an interesting Zac Posen mini dress that definitely was not one of her best looks. The asymmetrical hemline did not flatter her figure whatsoever and the look seemed overly girly for Rihanna’s edgy and bold sense of style. She even paired the pastel yellow dress with princess-style gloves and classic peep-toe heels that seemed excessively frilly and conventional for Rihanna.

Dee Cercone/Everett Collection

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