20 Ridiculously Jiggy Looks Diddy Actually Wore

Happy Birthday Diddy.

November 04, 2014

Monochrome, loose suiting, turtlenecks under camel coats: a decade before they were the looks girls try to pull off in 2014, they were Diddy's signatures. The late '90s early '00 were a whirlwind of award ceremonies, lavish charity events, TRL appearances, and press conferences, and Diddy showed out for every single one. From full Sean John sweatsuits on late-night talk shows to twinning with Mase and Carl Thomas in the video for the "Around The World" remix, no one did it quite like Diddy. So in honor of Puff's 44th birthday, we're gifting you a rundown of the best looks you forgot he rocked.

This jacquard tuxedo jacket and oversized velvet bowtie

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This high-waisted jean/silk ascot/tiger stripe lining combo

Scott Gries / Getty Images

This hat

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This chinchilla coat and giant chain

Scott Gries / Getty Images

This storm-hued gem from his velvet suit phase

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This furry front row look from Marc Jacobs' '03 show

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This unforgettable red carpet look at Sundance

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This incognito all-leather outfit at the 16th annual Soul Train Awards

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This actually flawless turtleneck and denim pairing

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This sport-tech red monochrome ensemble

Scott Gries / Getty Images

This all-black everything night-time outfit

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And finally: this regal ensemble from Heidi Klum's 2002 Halloween party

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Lead Image: Scott Gries / Getty Images

20 Ridiculously Jiggy Looks Diddy Actually Wore