Men’s Style Madness: Round 1, 2 VS 15

Men’s Style Madness: Round 1, 2 VS 15

Silver Screen Sensations, Singers, and Ball Slingers

By Gabi Meyers | Last Updated: Jun 23 2022 | 3 min read

The second matches of the day are ready for your votes: Go!

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This tournament is brought to you by the custom menswear experts at IndochinoWhy custom? Because nothing looks or feels like clothing made just for you. Join the ranks of these stylish competitors today.


Ansel Elgort VS Chris Pratt


ansel elgort, divergent

If you haven’t heard of Ansel Elgort, ask your sixteen-year-old niece. She’ll tell you, “Ugh, DUH he’s only like the BIGGEST movie star ALIVE right now.” Acting in YA bait like the new Carrie, Divergent, and The Fault in Our Stars, she’s not all that far off.

What she might not mention? The 21-year-old totally brings it on the red carpet. Important to note: his name is only one letter short of Hansel, legendary male model who just walked in the recent Valentino show, at which Ansel was a front row guest. Coincidence? We think not..


chris pratt, park and rec

Beloved by all as Andy Dwyer on Parks & Rec (RIP P&R!), Chris Pratt is also a Guardian of the Galaxy and husband to funny gal Anna Farris. Dude has definitely stepped up his style game to match his newly-minted movie star status, and the fact that he can french braid hair definitely factors in his favor.

…Elgort or PratPrattPratt?


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Aaron Paul VS Andy Cohen


aaron paul, breaking bad

Breaking Bad! Now that his meth jumpsuit is no longer relevant, we can focus on how great Paul dresses when he’s not in character. He once wore a purple suit on the red carpet – and totally pulled it off – and if that’s not a style win I don’t know what is.


andy cohen, bravoPretty much the only man on the Bravo! Network, Cohen knows that when your surrounded by all those Real Housewives, you have to know how to dress or you will get eaten alive. We love his perfectly-fitted suits on Watch What Happens Live! as much as his off-duty style

…Aaron or Andy?!

Untitled design (4)

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Russell Westbrook VS Dierks Bentley


russell westbrook, basketball

Geek chic is the perfect descriptor of this NBA player’s personal style. Westbrook has no problem experimenting with colors, patterns, textures and shape, and we definitely respect that kind of fashion exploration.


dierks bentley, country Dierks Bentley is a country music star who has hit platinum twice with his albums, but could also hit platinum with his simple, slim styling. Dierks understands that just because you sing country doesn’t mean you have to wear light-wash boot-cut jeans with rhinestones on the butt pockets, and for that we applaud him.

…love (of country) or basketball?


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Sam Smith VS Kevin Love


sam smith

Sam Smith just won four Grammys so if you didn’t already know the British songsmith, you do now. He was outfitted by Calvin Klein for his most recent tour, can rock a colored suit like nobody’s business, and has the high and tight on lock.


Kevin Love #atyourservice

Two NBA players in one post? Yes! Sporty guys are stepping up their off-the-court game these days, and Kevin Love is one that GQ handpicked to give a facial hair makeover, so he’s got style connections.

…Grammy winner or NBA All-Star?


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Get your vote in before 9PM EDT tonight – and sound off in the comments!

Like a phoenix rising from the ashes, Gabi Meyers went from Team SG's first-ever intern to a trusted fashion editor and stylist. She currently lives in Chicago with a very cute dog.