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

Lil’ Kim, 2000

As the unofficial queen of outrageous outfits at the VMAs, Lil’ Kim did not disappoint with the plastic red outfit she wore to the 2000 awards show. Wearing a bustier romper made out of red transparent plastic, the “Lighters Up” rapper topped off her look with a matching bright red plastic jacket.

 

Getty Images Photo by Ron Galella

 

With all of those straps, studs, and sharp plastic edges, we just can’t imagine how uncomfortable this outfit must have been. On the bright side, with that PVC jacket, she was probably ready for any sort of rainy weather!

Missy Elliott, 2003

Missy Elliott may be one of the most talented artists in music, but even she couldn’t manage to “Work It” with this awful golf-inspired getup. Adidas tracksuits are already on most stylists’ no-no lists, so the fact that Missy chose to wear one in lime green and plaid probably enraged fashion critics even more.

 

Getty Images Photo by RJ Capak

 

In case the outfit couldn’t get worse, she topped it with this plaid hat and a huge yellow pom-pom. Why, Missy? Let’s hope she sent this terrible outfit to the big golf course in the sky!