The Most Iconic '90s Outfits in VMAs History

After a dearth of red carpet events thanks to the ongoing SAG strike, I'm absolutely looking forward to the MTV Video Music Awards on Tuesday, September 12. While every decade has had its fair share of iconic looks at the event, the '90s take the cake in my opinion. When else could you see Pamela Anderson in a gigantic pink hat, Destiny's Child in matching sherbert-hued looks, and Gwen Stefani in a furry bra? 

Below, I rounded up my favorite '90s looks in VMA history. Here's a hint of what to expect: The Spice Girls in their prime, Madonna in an elaborate costume for a performance, Jennifer Lopez in a sparkly top, and Cindy Crawford in a thoroughly modern outfit that could have been worn yesterday. Scroll down to revisit the most iconic looks from the MTV VMAs. 


Pamela Anderson, 1999
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Carmen Electra, 1997
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Lil Kim, 1999
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Destiny's Child, 1998
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Gwen Stefani, 1998
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TLC, 1999
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The Spice Girls, 1997
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Cindy Crawford, 1993
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Drew Barrymore, 1995
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Madonna, 1990
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Lenny Kravitz, 1993
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MC Hammer, 1990
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Jennifer Lopez, 1998
(Image credit: Getty Images)
Associate Director, Fashion News

Erin got her start as a Who What Wear intern over 13 years ago—back when the site only published a single story per day. (Who What Wear has since increased that number twentyfold.) She graduated magna cum laude from USC, which is how she ended up moving to Los Angeles from her hometown of San Diego. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2016, where she currently holds the title of Associate Director of Fashion News (as well as the unofficial title of resident royal expert—in case you haven't noticed her numerous Meghan Markle and Kate Middleton stories). She spends her days trying to incorporate her idols, Anna Wintour and Roger Federer, into as many stories as possible. Outside of work, she loves tennis, classic rock, traveling, and smothering her dog with affection.