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