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2016 Men’s Style Madness Sweet Sixteen: 2nd Heat, Kennedy & Basquiat

Narrowing it down to the Elite 8

By Style Girlfriend | Mar 25 2016

Voting is simple: No logging in, and all match-ups are below. Just give it a quick scroll to vote for this year’s Most Stylish Man.

Kit Harington vs. Idris Elba

Kit Harington

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It looks as though Kit Harington’s Men’s Style Madness fate is fairing far better than anything going down at Castle Black. He may have traded his fictional direwolf and fur coat, but Harington’s style still makes a statement. Dressed up or down, this actor shows how easy it is to pair boots with any pant type and still look flatter his frame – regardless of having a smaller build. He focuses slim cut pieces and minimal styling to best accentuate his personal style and body type.

Idris Elba

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Okay, we’ll admit it: we’re still a little salty that Justin Timberlake took him out of the competition last year. Right? Idris Elba can sport bold color and unexpected monochrome outfits with such ease that you’d almost be surprised to see him in anything that doesn’t have at least one unique element. He turns heads in an all-black monochrome look yet can also look perfectly dapper in a suit and sneakers – all thanks to his refined accessories and confidence to boot. We love that he favors a slim cut, and can’t get enough of his style risks.


Your guide to wearing tricky colors.


…Kit or Idris?


Ryan Reynolds vs. Bradley Cooper

Ryan Reynolds

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Uh oh, fellas, this match-up should be a good one. Both Hollywood stars favor a preppier style with classic slim cuts and unique details in their accessories or fabrics. New dad and consistent funny man, Ryan Reynolds has been constantly improving his style – especially while promoting the glorious Deadpool extravaganza. We love seeing his style evolve from his Van Wilder days to a timeless look that’s fit for a Hollywood hero.

Bradley Cooper

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He may have gotten knocked out by Matt Bomer in last year’s SG Madness, but Coops is back at it again…with the style competition. Does Bradley Cooper shine in a three-piece suit? You bet. Does he also take a refined approach to rugged off-duty style? Absolutely. His mix of classic preppy cuts and stylish outdoorsman details suits his personal style and flatters his frame on or off camera.

…Ryan or Bradley?

GET YOUR VOTES IN BY 11:59PM TONIGHT! DON’T FORGET TO VOTE AGAIN THIS AFTERNOON FOR THE LAST HEAT OF THIS YEAR’S SWEET SIXTEEN.

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