The Most Memorable Style Moments in Bad Boy Records' History

Twenty-five years of Puff Daddy and the family, and their wild style.

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Complex Original

Image via Complex Original

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P.Diddy and the fam, who you know did it better? Twenty-one years after its founding, Bad Boy's legacy continues to be written. The music speaks for itself, but the past and present dudes at Bad Boy Records might just comprise the flyest label in the game. After breaking through with Biggie, Puffy, Ma$e and the crew went on a swag tear like no other, setting trends and defining eras left and right. Today, new drafts like French Montana and Puffy's triumphant return to the game are keeping the label's rep afloat. On the anniversary of the house that Diddy built, take the time to reflect on The Most Memorable Style Moments in Bad Boy Records' History.

Biggie's Bad Boy jersey in "Juicy"

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Puff and Ma$e's dynamic duo steez in "Been Around the World"

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Puff and Ma$e's leather football jerseys in "Can't Nobody Hold Me Down"

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The Shiny Suits in "Mo Money Mo Problems"

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Puffy, G. Dep, and Black Rob murder black and white in "Let's Get It"

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Puffy, Ma$e and The Lox get their shine on with Mariah in "Honey (Remix)"

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Vibe Magazine's "New Commission" cover gets back to business

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Ma$e, Puffy, and The LOX reach their shiny suit apex in "Feel So Good"

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Diddy models for Karl Kani

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Ma$e and Biggie bubble up

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B.I.G. puts Coogi on the map

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Biggie, Puffy, and Faith Evans go full mobster

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Fonzworth Bentley was the freshest #menswear butler of all time

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Biggie and Puff's love of Versace

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Adding the stylish French Montana to the roster

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Puffy and Mase rock Sean John

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Biggie rocks BAPE before anyone else

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Puffy graces Vogue with Kate Moss

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Diddy's White Parties in the Hamptons become the event of the season

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Puff Daddy's "No Bitchass-ness" Tee

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Puff and B.I.G. yin and yang out on a red carpet

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"Flava In Ya Ear (Remix)" redefines music video style

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112 earns their spot in the R&B swag hall of fame

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New-era Bad Boy goes streetgoth immaculate in "Ocho Cinco"

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The return of Puff Daddy and his lavish furs in "Big Homie"

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