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
This high-waisted jean/silk ascot/tiger stripe lining combo
This hat
This chinchilla coat and giant chain
This storm-hued gem from his velvet suit phase
This furry front row look from Marc Jacobs' '03 show
This unforgettable red carpet look at Sundance
This incognito all-leather outfit at the 16th annual Soul Train Awards
This actually flawless turtleneck and denim pairing
This sport-tech red monochrome ensemble
This all-black everything night-time outfit
And finally: this regal ensemble from Heidi Klum's 2002 Halloween party
Lead Image: Scott Gries / Getty Images