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17 daring celebrity outfits that have become iconic
Business Insider3/13/2018 12:35:21 PM

Frederick M Brown/Scott Gries/GettyImages

Showing skin on the red carpet is nothing new, but some looks go far beyond the headlines and became part of pop culture history.

From Marilyn Monroe's sparkly dress for her sultry rendition of "Happy Birthday" in 1962 to Miley Cyrus' infamous nude latex bikini at the 2013 MTV Video Music Awards five decades later, these stars shocked everyone with their bold fashion choices.

No matter how trendy the naked dress becomes, we'll never forget these 17 risky style moments from fashion icons of past and present.

Jennifer Lopez at the 2000 Grammys

Scott Gries/GettyImages

Who could ever forget the moment when Jennifer Lopez stepped onto the Grammys red carpet with then-boyfriend Sean "Diddy" Combs in this low-cut, tropical print green gown? Designed by Donatella Versace, few remember that the dress was worn by the designer herself at the 1999 Met Gala and a month before Lopez by Spice Girl Geri Halliwell because it was the "Waiting for Tonight" singer that made fashion history.

With the help of some strategically placed double-sided tape and nude swimsuit shorts, she avoided a wardrobe malfunction and also ushered in the creation of the Google Image Search, thanks to people all over the world trying to get a better look at that dress from their own computers. Talk about making fashion history.

Britney Spears at the 2000 MTV Video Music Awards

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In her 20-year career, Britney Spears has had many iconic moments at the MTV VMAs — including, of course, her kiss with Madonna in 2003, her "I'm a Slave 4 U" performance in 2001 with a giant python draped over her shoulders, and her much-maligned 2007 "Gimme More" performance — but we have to give props to her seriously sparkly ensemble in 2001.

She started things off in a black suit, covering the Rolling Stones classic "(I Can't Get No) Satisfaction" before stripping it all off to reveal a sheer bedazzled bikini top, pants, and thong underwear to perform "Oops!… I Did It Again."

Few actually noticed that Spears did suffer a wardrobe malfunction, slipping out of her right bra cup, but she handled it like a total pro, distracting the audience with a hairflip and a smile … and the audience was none the wiser.

Miley Cyrus at the 2013 MTV Video Music Awards


In what some viewed as a deliberate attempt to shed her "Hannah Montana" image, Cyrus joined Robin Thicke for a duet, and cementing herself a place in pop culture history in the process. Her nude latex bikini, paired with her foam finger, space bun, stuck-out tongue, and all that twerking proved to be totally wild even for MTV’s standards.

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