10. Lil kim
The incident involving Lil Kim at the 1999 VMA’s is something that will forever go down in history. As if the fact that Lil Kim’s entire breast was hanging out for all to see with only a fan-shaped pasty covering her nipple wasn’t shocking enough, Diana Ross under-cupped it and gave it a little jiggle while on stage. However, this wasn’t the only time that Lil Kim stepped out in a scantily-clad ensemble. She became known for pastie-style tops and outfits held together by string, so it became a norm for the public to see Lil Kim half-naked on and off the red carpet.
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