28 Photos That Defined the '90s Bad Boy Era

Classic photos of Biggie, Puffy, Ma$e, and more.

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Complex Original

Image via Complex Original

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No rap label made a bigger impact in the '90s than Bad Boy. Founded in 1993 by ambitious Uptown A&R Sean Combs—we just call him Puffy—Bad Boy went on to produce over a dozen million-selling albums, several of them going multiplatinum, as well as countless hits from the likes of Ma$e, The LOX, and the labels marquee artist, The Notorious B.I.G. Their stretch of success also crossed over into R&B, with celebrated acts like Total, 112, and Biggie's then-wife Faith Evans bringing a slow jam flavor that couldn't be ignored. Match that with The Hitmen, Puffy's in-house production, and it was a wrap. Bad Boy was gettin' more money than you could count.

Puff Daddy and his label are still a relevant fixture in hip-hop, but they'll forever be remembered for their influence during a movement two decades ago that our culture now sits on today. As a refresher course, here are 28 Photos That Defined the '90s Bad Boy Era

Lil' Kim, The Notorious B.I.G., and Puff Daddy

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The Notorious B.I.G. and Faith Evans

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Ma$e and Puff Daddy

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Puff Daddy, The LOX, and Lil' Kim

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Donald Faison, The Notorious B.I.G., and Case

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112

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The LOX, Puff Daddy, Stevie J, and Ma$e

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Craig Mack, Puff Daddy, and The Notorious B.I.G.

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Jay Z and The Notorious B.I.G.

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Total

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Faith Evans, Puff Daddy, and The Notorious B.I.G.

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The LOX and Ma$e

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Lil' Kim and The Notorious B.I.G.

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Ma$e and The Notorious B.I.G.

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112, The Notorious B.I.G., and Lil' Kim

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Craig Mack, Faith Evans, and The Notorious B.I.G.

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Jennifer Lopez and Puff Daddy

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The Notorious B.I.G. and Puff Daddy

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Bone Thugs-n-Harmony, Puff Daddy, The Notorious B.I.G., and Steve Lobel

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Dame Dash, Lil' Cease, The LOX, Ma$e, and Black Rob

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Faith Evans, The Notorious B.I.G., and Puff Daddy

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The Notorious B.I.G. and Lil' Kim

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Ma$e and Puff Daddy

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The Notorious B.I.G. and Puff Daddy

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Craig Mack and The Notorious B.I.G.

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Faith Evans, Lil Cease, and Mary J Blige

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The Notorious B.I.G. and DJ Red Alert

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Kim Porter, The Notorious B.I.G., and Puff Daddy

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