More of the Most Daring MTV VMA Fashion Looks of All Tim

By: Stephanie Feldman | Pulished on 2023-12-25

Jennifer Lopez, 2000

Jennifer Lopez knows a thing or two about wearing memorable outfits. No one can forget the infamous green dress she wore at the 2000 Grammy Awards. But few can forget the coordinated all-white outfit she and her then-boyfriend Sean Combs wore to the MTV VMAs that same year.

 

More of the Most Daring MTV VMA Fashion Looks of All Tim-Trip Advise

Getty Images Photo by Kevin.Mazur

 

Wearing her ex-boyfriend’s label bedazzled on her shirt (who can forget Sean John clothing?) and a matching bandana, J.Lo brought an iconic feminine touch to streetwear. Although Sean Combs is no longer on her arm, decades later, J. Lo is still rocking crop tops!

Amber Rose, 2018

Meow! We don’t know if it was her time dating Kanye, but Amber Rose has become an expert on how to command attention on the red carpet. In 2018, she pushed the limits of appropriate red carpet wear with this bold get-up.

 

More of the Most Daring MTV VMA Fashion Looks of All Tim-Trip Advise

Getty Images Photo by Axelle/Bauer-Griffin

 

We’re not sure why the model and television personality chose to wear a red (and uncomfortable-looking if we might add) latex bodysuit complete with a cat mask and whip. Perhaps it was laundry day, and this was the only clean thing she had in her closet? Either way, her memorable catsuit caused quite a commotion!

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