The 50 Most Stylish Fat Guys of All Time

18. Big Pun

Occupation: Rapper
Approximate Weight: 698 lbs.

He wasn't a player—he just crushed it a lot. No really, Big Pun outfreshed even the freshest on the regular. Regularly seen in boss gear like velour suits and silk shirts, he wasn't afraid to keep it real in a chore jacket and Timberland boots either. He could accessorize like a champ too, often rocking baseball caps, bucket hats, and the occasional du-rag. His style is missed almost as much as his presence on the mic.

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