Personal Lives

Two Lawyers and a Paralegal Among Esquire’s Best-Dressed Real Men


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Voting for Best-Dressed Real Man ends May 31.

Kevin, a 34-year-old Chicago lawyer, wears jeans to work twice a week. But some days he is fashionably attired in a slim-cut Zegna charcoal grey suit, an off-pink slim fit dress shirt, a black pin dot tie, and black dress boots by Allen Edmonds.

Kevin is one of two lawyers who is a semifinalist in Esquire magazine’s “Best Dressed Real Man” contest. A paralegal is also one of the 25 semifinalists.

“My style is grounded in the fundamentals, and then I add a subtle pop, making it stylish but not obnoxious,” Kevin tells the magazine.

The other lawyer is identified as Matthew, who describes one of his favored work styles as a tweed one-button jacket, an oxford shirt with button-down collar, a ribbon belt, regimental tie, and pocket square. His style icons, he tells the magazine, are Fred Astaire and Marcello Mastroianni.

The paralegal, David, describes his style as “a mix of ’60s cool with a hint of European flair and modern casual elegance.”

Readers have until May 31 to vote on their favorites. Five finalists will be announced in August and the winner—who gets $15,000 in cash and a $10,000 wardrobe—will be revealed in September, the Flint Journal reports.

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