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The Story Behind Lil' Kim's Purple Jumpsuit at MTV VMAs 1999

The Untold Fashion Story of Lil' Kim's Purple Pastie Jumpsuit From the 1999 MTV VMAs

The Story Behind Lil' Kim's Purple Jumpsuit at MTV VMAs 1999
Image Source: Getty / KMazur

When Lil' Kim walked onto the MTV Music Video Awards red carpet in 1999, she had no idea that her iconic purple jumpsuit would cause even Diana Ross to absolutely lose it. When the two divas announced the VMA for best hip-hop video alongside Mary J. Blige, Ross just couldn't resist jiggling Kim's exposed breast that was covered by a single lilac seashell-shaped pastie over her nipple. If you've ever wondered what went into creating one of the most era-defining fashion moments of the '90s, we spoke with Lil' Kim's stylist, Misa Hylton, who shared all the details ahead.

"I had no idea that Diana Ross was going to fondle her. That was a nerve-wracking moment," said Hylton to POPSUGAR. Neither did Kim, who opened up about the incident in a 2002 interview. "A lot of people ask how did you feel, but honestly I think she was just giving me a little motherly tap. Like, 'girl, do you know you have a boob hanging out?' But, she was real nice." Hylton used simple eyelash glue to secure the pastie to Kim's breast, telling us that she "didn't over think it" because she didn't expect Ross to give Kim that loving jiggle.

"Lil' Kim came out showing a tit or two being like, 'my femininity and my being female is an asset as opposed to a hindrance to overcome." — Gabriel Held

Hylton's design for Lil' Kim featured a one-sleeved jumpsuit made of an iridescent, sheer, lilac Indian bridal fabric with silver and purple seashells embroidered throughout. Hylton added a bell sleeve, left one breast exposed, and covered Kim's nipple with a seashell pastie cut out from the extra fabric. "I wanted to make something really ornate and feminine and pretty, to offset the fact that she had one breast out," Hylton explained. The glamorous, sexy outfit was complemented by a monochromatic lilac wig by Diane Alexander, and silver glitter platform mules by Steve Madden.

Image: Nicki Minaj at Haider Ackermann Autumn/Winter 2017 (Getty); Miley Cyrus on Jimmy Kimmel Live, 2015

"Missy Elliot actually inspired the look," Hylton said. "We were hanging out one weekend and we were talking about fashion and Lil' Kim, and she said, 'You know what? If I was Kim, I would just say f*ck it and I would have one titty out.' Because Kim could do some crazy sh*t like that. So I just said, wow that would be kind of hot. So, I saved the idea and the next big event we had was the 1999 MTV Music Awards."

Hylton's purple pastie look for Lil' Kim is one of the most influential fashion moments of the early 21st century, because it changed what the female rapper could look like. "Lil' Kim came out showing a tit or two being like, 'my femininity and my being female is an asset as opposed to a hindrance to overcome,'" said vintage clothing dealer and stylist Garbiel Held in The Remix: Hip Hop X Fashion.

Before Kim's sensual, breast-flaunting display, female rappers were encouraged to hide their sexuality in order to be respected in the hypermasculine world of rap and hip-hop. Kim's look not only introduced a new female-rapper aesthetic in the '90s that currently shapes the careers of Nicki Minaj, Cardi B, Megan Thee Stallion, and others, but her collaboration with Hylton has influenced a multitude of fashion imagery, from high-fashion houses like Saint Laurent to stars like Rihanna, along with standout street style moments.

Today, Misa Hylton's iconic purple pastie jumpsuit for Lil' Kim is archived in a top-secret location, but you can relive the beauty and glamour of that look in pictures from the 1999 MTV VMAs ahead.

A model presents a creation for Saint Laurent during the 2017 Spring/Summer ready-to-wear collection fashion show, on September 27, 2016 in Paris. / AFP / BERTRAND GUAY        (Photo credit should read BERTRAND GUAY/AFP via Getty Images)

Image: Model Binx Walton walks the Saint Laurent Spring/Summer 2017 runway (Getty)

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