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Sean ‘Diddy’ Combs Fashion Evolution: 15 Stylish Looks

Tom Briglia, FilmMagic

When there’s a celebration to be had, count on Diddy to make sure the festivities are a memorable one. From his infamous summer get-togethers in the Hamptons to lavish birthday blowouts for his kids, the Bad Boy Records founder knows how to leave his guests with a lasting impression of his party ethics.

So what does the hip-hop impresario do when it comes time to celebrate his own birthday? Today (Nov. 4), Mr. Combs turns 42, and while he’s been considerably mum about his plans this year, chances are he’ll drop some serious dime on libations and gear to commemorate his move forward in age. Rather than toast to Diddy’s birthday, The BoomBox takes a look at 15 of his style choices, from the early ’90s to present-day. Some are fashionably offensive and others are easy on the eyes, yet they all give an inkling of who the man is behind the music.


Watch Diddy-Dirty Money’s ‘Someone to Love Me’

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