Ditching the Diddy moniker for his original alias, Puff Daddy, says a lot about where Sean Combs is trying to take things in 2014. He’s returned to the booth to create his upcoming Money Making Mitch LP, and in anticipation of the fur laden visual for “Big Homie,” we’ve celebrated some of the moguls greatest fashion successes and slandered a few of his missteps.
Representing New York to the core, Puff has always made it a point to preserve his fresh. Where artists like Jay Z look best when garbed in a simple outfits and fashion-forward stars like Pharrell can take calculated risks with their looks, the Bad Boy founder’s looks are often as audacious as his character.
Of course, this changed over time (or when his bank account got heftier). Get a sense of Puff Daddy’s style progression — for better or for worse — in the gallery after the jump.
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Photo: Instagram
1994
The shot is pretty blurry, but the red, white, and blue Tommy Hilfiger logo remains clear as day. Needless to say that young Puffy was in with the times.
1994
The “Flava In Ya Ear (Remix)” is a staple in Hip-Hop culture. And so is Puff’s dancing and black on black ensemble.
August 1997
Puff came through with the mustard yellow terry cloth ensemble with the matching Pumas, bruh. This was real life, and the shiny suit era was just beginning.
September 1997
Since this was ’97, we’re sure the Bad Boy founder was in the process of buying an over-sized piece of haberdashery.
Photo: WENN
September 1999
How obnoxious is this, man? You see the jewels? You see the sleeveless shirt?
October 1999
Do you see this leather travesty? Do you see it?
October 1999
This is clearly the classier of the two shots included from Vogue magazine. That said, Puff owes whoever garbed him in the previous flick the fade.
December 1999/January 2000
Puff’s affinity for fur is longstanding.
Photo: WENN
March 2007
In 2014, this would outfit a man thrice his size.
Photo: PNP/WENN
September 2008
To represent your brand is one thing, but to select the worst piece (we hope) in the collection is an entirely different beast.
Photo: WENN
September 2009
Puff looks like dancer. That ain’t right; that ain’t wavy.
February 2014
Yea, so we fast forwarded a few years. We had to introduce you to Puff in “Big Homie” mode.
