Jennifer Lopez’s Riskiest Fashion Moments

Apart from being a mother to twins, she is a global fashion and style icon admired by everyone all over.

From dancing as a Fly Girl on “In Living Color” to being the highest-paid Latin actress in Hollywood to topping off music charts and becoming one of the biggest fashion icons in the world, Jennifer Lopez knows how to run the world.

From her humble beginnings as a dancer to her slaying the red carpets of every event that she attends, our Jenny from the block has for sure grown into a woman every woman envies and every man dreams about.

Regarded as the most influential Latin performer in the United States, Jennifer Lopez has been presented with multiple awards and recognition, for example, the Michael Jackson Video Vanguard Award, the Billboard Icon Award, and a star on the Hollywood Walk of Fame.

At the age of 49 Lopez is not just a dancer, singer, and an actress. In fact, she also has her hands in other ventures like a production company, charitable foundation, fragrances, and clothing lines.

Apart from being a mother to twins, son Maximilian David and daughter Emme Maribel, she is a global fashion and style icon admired by everyone all over.

And today we have gathered all those risky and daring fashion moments only Jennifer Lopez could pull.


  1. 1 1997 Academy Award.


    Garnered in an embroidered Badgley Mischka gown, Jenny from the blocks sure looked like she came right out of a fairytale during the 69th Annual Academy Awards in 1997.

  2. 2 1998 17th Annual CFDA Awards.


    At  the 17th Annual CFDA Awards, Jennifer Lopez dropped jaws in a black sheer naked dress, 

  3. 3 1998 VH1 Fashion Awards.


    The Latina beauty attended the 1995 VH1 Fashion Show in yet another naked dress with a backless detail.

  4. 4 1999 VH1/Vouge Fashion Award.


    Jennifer Lopez attended another VH1/Vouge Fashion Award in a stunning golden-sparkly plunging Gucci gown.

  5. 5 2000 42nd Annual Grammy's Award.


    The most iconic outfit Jennifer Lopez has ever worn, the outfit that actually defined her as the biggest fashion icon was when she walked hand-in-hand with her then-beau rapper Sean "P. Diddy" Combs in a sheer green beachy Versace gown with a plunging neckline and backless flowy back details. A look that is still re-created by many, especially during Halloween.

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