Best Dressed Men at the 2016 Oscars

And the award goes to...

Leonardo DiCaprio, right? Was it just me or did you also notice the entire audience let out a sigh of relief when he won? His long-awaited victory aside, there were sartorial wins up and down the entire red carpet – and we love a good sea of suits.

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As always, there were classic tuxedos aplenty and unique details made a huge impact. The Oscars are traditionally less adventurous style-wise than its musical counterpart; however, we saw a few risks pay off and well-fitting examples of why it’s a really good idea to befriend your tailor.

Our picks for best dressed men at the 2016 Oscars:

Chris Rock

It comes to no surprise that this year’s host was suited to perfection. Funny man Chris Rock shined in a crisp cream colored dinner jacket – not a shoulder divot in sight.

John Legend

Simple yet elegant is the name of the game for John Legend on any red carpet. It was great to see his classic tuxedo accessorized with an interesting satin Tom Ford bow tie.


Pharrell does tailoring and staying true to his personal style so well. Any time we see him, we can count on a bit (or a lot) of ankle cleavage – and each time it works. He’s mastered the sleek cuffed positioned to fall right above his ankle bone, successfully drawing attention to how he dressed up his loafers. Did we mention how he and his wife have mastered posing?

Sam Smith

Sam Smith was back at it again with the three-piece suit (yes, that was a reference to the viral white vans video). His trousers were tapered perfectly to emphasize his slim frame and chunky patent-leather oxfords. One detail that made a huge difference: the pop of white in his tightly folded pocket square.

Kevin Hart

We’re always Team Kevin Hart and his attention-grabbing lapels here at SG HQ. This monochromatic formal look with funky details works so well not only because it fits his personality, but it fits his frame too.

Michael B. Jordan

MBJ has been consistently crushing it recently. He just can’t miss. This Ralph Lauren double-breasted shawl-collar tuxedo is prime elegance and could work on so many different body types. It’s risks like these that show how impactful small details can make.

Eddie Redmayne

Oh Eddie, he commands every red carpet he steps on. Between the velvet jacket, peak lapels, and dress slippers, it’s a hard to say what we love the most. This is a prime example of using texture to take a traditional style to the next level.

Best in tiny suiting goes to…

Jacob Tremblay

This talented little guy looks as adorable as he does dapper, showing us that tailoring is key at any age.

Most Improved goes to (it’s a tie!)…

Leonardo DiCaprio

We’re not sure if it was the air of his impending win or his made-to-measure tux, but Leo rocked his usual handsome tuxedo even better than normal. Sure, his trousers are a tad long but everything else just works.

Aaron Rodgers

Talk about a surprise red carpet victory. Rodgers took a risk with his blue tuxedo and it certainly paid off. What we loved even more? He seemed to be genuinely enjoying himself in this dapper red carpet setting.



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