The 15 Most WTF Moments In VMA History

by (@unclegrambo)

1999 MTV Video Music Awards
[Photo: Getty Images]

6) Diana Ross Cops A Feel Of Lil Kim‘s Boob (1999)

What is it with female hip hop artists with the name Lil and VMA controversy? We already discussed what went down with Lil Mama, but that pales in comparison to what happened to Lil Kim back in 1999. The pint-sized rapper showed up to the VMAs with her left tidday totally exposed, save for some purple rhinestone pasty thingie. Well, when Queen Diana Ross showed up on stage to present an award alongside the Brooklyn babe, she couldn’t help but do what everyone in the audience was secretly thinking about: Playing with that exposed breast!

Diana Ross Lil Kim Boob FlipDiana Ross Lil Kim Boob FlipDiana Ross Lil Kim Boob FlipDiana Ross Lil Kim Boob Flip

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