Men’s Style Madness: Elite Eight – Kennedy & McQueen

Men’s Style Madness: Elite Eight – Kennedy & McQueen

Will the former mousketeers move on to the final four?
bracket, march madness, men's style

By Gabi Meyers | Last Updated: Jun 23 2022 | 2 min read

We’ve reached the Elite Eight! Vote for your picks to move on to the Final Four in the Kennedy and McQueen regions before 9PM EDT. And remember, you’re NOT supposed to vote exclusively based on the outfits in this post, but on all outfits they’ve worn in the past year.

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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.



matt bomer

These face offs are only getting harder. While Matt Bomer looks consistently stellar on the red carpet when in a suit, his casual game isn’t the strongest. He hasn’t mastered the sleeve roll (but we have and you can too, here!) but he definitely is tight with his tailor.


thegos, eva mendes, ryan gosling

The Gos looks great everywhere – walking the red carpet or coming out of the airport.  He isn’t particularly trendy – he picks traditional wardrobe basics, but makes them intersesting with his accessories. A blousy short sleeve button up with skinny pants and a backpack could so easily go Dwight from The Office but obvi Gosling turns it into the coolest casual date look.


blue valentine, white collar

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sexyback, justin timberlake

Justin is a multitalented famous person who also happens to have a pretty good grasp on fashion. His only real mistakes of memory were in his boy band days, in which someone else was definitely dressing him. He keeps it safe in all black sometimes, but he loves to mix it up with interesting layers and bold graphics. Also, we would have a former mouseketeer face off if JT and TheGos get through to the Final Four.


idris elba #atyourservice (1)

Idris Elba proves that yellow pants are totally cool and amazing. Idris’s colorful wardrobe puts you in a better mood (science, people), but his all black outfits always have an accessory or extra something to make them just as special as those yellow pants.


the wire, justin timberlake

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Make your case in the comments and tune in for the second half of the Elite Eight tomorrow morning at 8AM.

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.