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Home • ESSENCE Black Women in Music

The 7 Most Iconic Fashion Moments From Bad Boy's Leading Ladies

Bad Boy has always been about pushing the boundaries, changing the game and making noise. As the leading ladies of the empire, Lil' Kim, Mary J. Blige and more were all about making bold and memorable style statements. See the most iconic looks here!
The 7 Most Iconic Fashion Moments From Bad Boy's Leading Ladies
Lil’ Kim
By Dominique Hobdy · Updated October 26, 2020
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01
Mary J. Blige

Although Mary J. Blige wasn’t officially a Bad Boy artist, she and Diddy’s days at Uptown Records solidified an undeniable bond. When she hit the scene in her signature look that gave tomboy vibes with a feminine edge, everyone knew she had the it-factor. Her baggy all-white ensemble paired with a bustier from the ‘Real Love’ video is unforgettable and set the tone for style wins to come.

The 7 Most Iconic Fashion Moments From Bad Boy's Leading Ladies
02
Lil’ Kim

Lil’ Kim’s arrival to the 1999 MTV Awards is not just Bad Boy history, it’s pop culture history. Known for her risqué approach to fashion, If anyone could pull this look off, it was Kim. She even got love from Diana Ross for the jaw-dropping moment. We’d say that’s a style victory for sure.

The 7 Most Iconic Fashion Moments From Bad Boy's Leading Ladies
03
Total

Who can forget Total’s all-Black leather ensembles from the ‘Cant you See’ video? Their looks were not only cool and sexy but quintessential 90’s attire.

The 7 Most Iconic Fashion Moments From Bad Boy's Leading Ladies
04
Faith Evans

As the voice of Bad Boy, Faith Evans has always been a leading lady in the game. Although she was all about rocking a chic suit in the 90’s, the star never shied away from a luxurious fur. Here, she gives us a moment in a croped fur jacket and white pants.

The 7 Most Iconic Fashion Moments From Bad Boy's Leading Ladies
05
June Ambrose

June Ambrose made a name for herself in the 90’s as the celebrity stylist of hip hop. The brains behind Diddy and Mase’s unforgettable shiny suits, June is a fashion icon in her own right. When it comes to her personal style, she never dissapoints with bold, in-your-face moments like this.

The 7 Most Iconic Fashion Moments From Bad Boy's Leading Ladies
Coveteur
06
Laurieann “Harlee” Gibson

Laurieann Gibson (aka Boom Kack) is Diddy’s go-to for the hottest choreography in the game. Known for her boundary-pushing, all-or-nothing attitude, Laurieann’s work and style personifies the Bad Boy spirit.

The 7 Most Iconic Fashion Moments From Bad Boy's Leading Ladies
07
Danity Kane
Bursting onto the scene in the 2000s, Danity Kane’s style and aesthetic was all about being soft, flirty and fun. They effortlessly captured the look of the era and took it to a new level.
The 7 Most Iconic Fashion Moments From Bad Boy's Leading Ladies