Amy Lee, 2003
In the early 2000s, Amy Lee brought a darker sound to the music industry as the lead vocalist of the rock band Evanescence. Though there’s no denying that Amy has an incredible set of pipes on her, her sense of style often left a lot to be desired.
Getty Images Photo by KMazur
In 2003 she wore this strange mismatched outfit to the MTV VMAs that left us all scratching our heads. Combining a gothic leather corset with a frilly skirt and those curls we all tried to make with a curling iron, Amy’s look hit a sour note with fashion critics!
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Lil Mama, 2007
Rapper/singer Lil Mama of “Lip Gloss” fame decided to get back in touch with her inner child (or rather — baby) with this infantile outfit she wore to the 2007 VMAs. We really have no idea why she decided to wear a puffy lilac satin dress with a matching baby bonnet.
Getty Images Photo by John Shearer
To make things even stranger, she was photographed with a Swarovski crystal-encrusted pacifier which she actually proceeded to put in her mouth! While this outfit is a whole bunch of no, we do have to commend her on her sensible choice of shoe wear (an out-of-frame pair of bedazzled sneakers).