Style

Men's Style Madness: Round 1, 5 VS 12

Actors, Musicians and Athletes - oh my!

It’s a new day, and with that, we have new match-ups! Start your voting…now!


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.


 KENNEDY REGION

George Clooney VS A$AP Rocky

GEORGE CLOONEY

Has Mr. Amal Clooney ever been in a movie where his entire wardrobe didn’t consist of bespoke suiting and sly grins? But we wonder if we haven’t gotten him confused with his Ocean’s Eleven character after all these years. Is he really as dapper as all that? After all, take a look at those dad jeans above.

A$AP ROCKY

A$AP Rocky is one of the few rappers out today to not only talk about fashion (Are we done rhyming “Prada” with “lotta” yet, guys?), but actually walk the walk, too. He’s a front row staple at designers’ shows all around the world, knows his Raf Simons from his Rick Owens, and isn’t afraid to rock a skinny jean and try a heeled boot here and there. If anyone’s a Fashion Killa, it’s him.

…CLOONEY OR ROCKY?

McQUEEN REGION

Benedict Cumberbatch VS Colin Kaepernick

BENEDICT CUMBERBATCH


In an interview, Mr. Cumberbatch (it just feels appropriate to call him that, right?) admitted he believes he looks like an otter. Thankfully, the resemblance hasn’t hurt the recent Oscar nominee’s fan base, with SG readers rooting for him to get into the Final Four of #SGMadness before the brackets were even announced. And we’re sure the dashingly debonair exhibits presented above won’t hurt, either.

COLIN KAEPERNICK

Kaepernick’s been named best dressed by none other than SG herself at not one but two NFL Honors ceremonies. Should that sway your vote? Probably, but in case it doesn’t, note that the 49ers quarterback is able to wear a turtleneck with a three piece suit WITH EASE, and that’s more impressive than slam dunking a touchdown.*

*Sports aren’t Gabi’s strong suit, guys 

…CUMBERBATCH OR KAEPERNICK?

BASQUIAT REGION

Chris Hemsworth VS Mark Ronson

CHRIS HEMSWORTH

The first thing I think of when I hear Hemsworth is vest over tee, followed by “Which one are you talking about?” The Hemsworths plural should definitely trademark that look because very few pull it off with quite such…Australianness. What was the point? Oh right, this brother from an Australian mother can wear whatever he wants, whenever he wants (but we kind of like him dressed up better).

MARK RONSON

Mark is the eldest sibling in a creative family that includes fashion designer Charlotte Ronson and DJ (and former Lindsay Lohan gf) Samantha Ronson, so it’s no surprise that guy’s got style. We like that he’s not afraid to go big with patterns and retro styles. And that always perfectly coiffed ‘do? Can’t help but want to give him extra points for grooming.

…HAMMER IN HAND OR DJ SANS BAND?

BOND REGION

Eddie Redmayne VS Jamie Dornan

EDDIE REDMAYNE

Sure, he just played Stephen Hawking, but it’s nearly impossible for women everywhere to not think of Eddie Redmayne as Marius in Les Mis, with his high neck collars and his love for Karen from Mean Girls. That is, until we saw how he dressed in real life, and we realized that real life is way, way better than 19th century revolutionary France.

JAMIE DORNAN

While he’s famous for (50 shades of) Grey, Jamie Dornan looks plenty good in other colors, too. Sure, most of them are neutrals, but he does opt for a pop of red from time to time. How very “in theaters this Valentine’s Day” of him.

…ENGLISH OR IRISH?

Vote  before 9PM EDT tonight – and share your picks in the comments!