The 50 Most Stylish Fat Guys of All Time

15. Heavy D

Occupation: Rapper
Approximate Weight: 344 lbs.

Heavy D is the original fat rapper. Biggie Smalls? Big Pun? He was there before both of them. Rocking sunglasses and track suits like a champ, the overweight lover was easily the best dressed out of "Heavy D and The Boyz." He always sought to set himself apart style-wise, whether it was yellow track suits with a matching bucket hat, or an all-red suit (way before Suge Knight) and polka dot necktie.

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