The Worst Outfits Artists Wore to the Billboard Music Awards

Remember that time Ma$e showed up looking like Tony the Tiger?

Get ready for the 2015 Billboard Music Awards this Sunday night by taking a trip down memory lane to all the terrible outfits that graced the red carpet of Billboard Music Awards past.

  • 1 Billy Ray Cyrus, 1992
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    I kind of, sort of, maybe see where Miley gets her fashion sense from.

  • 2 Aaron Carter, 2004
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    Here’s Aaron Carter reaching out for candy.

  • 3 Ciara, 2004
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    Boot game strong. (But nah, though.)

  • 4 Pink, 2001
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    Pink decided to wear a beach coverup to the 2001 Billboard Music Awards.

  • 5 Hazel E, 2012
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    Hazel E took some straw, made a disc, and put it on her boobs.

  • 6 Britney Spears, 2000
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    You know that whole fascinator headpiece trend? Britney Spears tried to make it happen in 2000.

  • 7 Madonna, 2013
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    This outfit is a disaster, but at least Madge keeps her fitness game 100.

  • 8 R. Kelly, 2003
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    R. Kelly showed up looking like a teddy bear.

  • 9 Pitbull, 2013
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    Mr. 305 later donated his high pants to the movie Her.

  • 10 Salt-N-Pepa, 1995
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    Oy vey.

  • 11 Pretty Ricky, 2005
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    The poses, though.

  • 12 Blaque, 1999
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    So shiny.

  • 13 Jay Z, 1999
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    To Jay Z’s credit, this was before Beyonce.

  • 14 Ma$e, 1998
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    Mase borrowed his grandmother’s pajamas.

  • 15 Nick Cannon, 2005
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    Uhhhh…?

  • 16 Usher, 1998
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    Let’s hope Usher let this outfit burn afterwards.

  • 17 Queen Latifah, 1998
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    Wait, did Queen Latifah and Usher coordinate their outfits in 1998?

  • 18 Mary J. Blige, 2001
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    No, Mary J., no! [/item
1/2 Cartoon, 1/2 Beyhive.
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