Diddy turns 50: His lavish lifestyle in photos
November 4, 2019
Glimpsed drinking straight from the bottle with Biggie Smalls at the Second Source Awards in 1995.
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He opened his own restaurant, and had Donald Trump in attendance.
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He was Jennifer Lopez’s date to the Grammys when she wore one of the most famous dresses of the decade.
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He’s gotten the party started with an air horn.
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He put himself into the game as he pushed a player back into the game while courtside at a basketball game.
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He has partied with a shirtless Justin Bieber.
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He watched Kanye West’s fashion show alongside Jay-Z.
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And he attended Beyoncé’s Soul Train-themed birthday party dresses like this.
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He rocked a cane in style after knee surgery at LA hotspot Catch.
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He dressed like a true boss for a brunch alongside his then-girlfriend, Cassie.
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Diddy is the king of his own world, and we’re just living in it.
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The best, boldest and brightest red carpet looks from the 2019 MTV EMAs
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