(Voting for this round has ended. Vote for your favorite best-dressed guys in our live heats here.)

The title of Most Stylish Man of 2017 is up for grabs and one of these 16 well-dressed dudes will take home this year's crown and the bragging rights that come with it. These men have made it past their first two rounds of head-to-head heats. In some cases they've blown past their competition (see: last year's winner Roger Federer, Tom Hiddleston, Shawn Mendes) while others have had to (surprisingly) duke it out to inch by (John Mayer, Drake). But however they landed in the round of 16, they're here—and they need your votes to keep their journeys alive. That's why we're giving you the weekend to make the tough decisions. Vote below in our latest Most Stylish Showdown match-ups before voting wraps up at Noon EST on Monday, December 18th.

Tom Hiddleston vs. Robert Pattinson

There's been a shocking amount of support behind Tom Hiddleston in this competition. He's made easy work of GQ Style cover man Aziz Ansari then one of GQ's favorite designers Tom Ford. Apparently, people still deeply appreciate the classic art form of suit wearing. Hiddleston is one of the masters. Hiddleston has another GQ cover man standing in his way this round. Pattinson's approach to the suit is a little more experimental and if there's anything sharper than Hiddleston's tailoring, it's Pattinson's jaw. Choose your victor below.

Zayn Malik vs. Kanye West

Raymond Hall JASA, RAAK, SHAM

In this latest battle of pop icon vs. style god, former One Direction–er and solo success story Zayn Malik faces off against Yeezus himself. Malik trusts in an arsenal of designer outerwear over simple tees and minimalist kicks. He executes his outfits as flawlessly as he does his perfectly sculptured eyebrows and abs. West instead relies on an endless stream of sweats, oversized jackets, and his highly-coveted kicks, which no one wears better than Yeezy himself.

Jared Leto vs. John Mayer

Joe Maher Bravo

Wildman Leto walked—in square-toed horsebit Gucci loafers, no less—all over Lakeith Stanfield in the round of 32. But he'll face an uphill battle in the Sweet 16, where he takes on Master of the Vibes John Mayer. Can the only dude we know who can wear Japanese ephemera and Nike kicks at the same time topple the clown prince of embroidery?

Roger Federer vs. Chris Pine

Jon Kopaloff

Federer's fans are coming out in droves to help the tennis ace try and repeat last year's race to Most Stylish Man victory. Of course the athlete who also looks like a movie star faces stiff competition from an actual movie star who's never not dressed like one: Chris Pine. Both men know how to wear the hell out of a suit and while Federer tends to play it safe (with the occasional swerve, of course), Pine is always zig-zagging across the tailoring spectrum, trying on three-piece classics one minute and turning up in breezy brown linen suits the next (with the common denominator being that he always looks sharp). Which guy will move on to defend the sartorial conference in the quarterfinals?

Shawn Mendes vs. Ryan Reynolds

The Mendes mafia is out in full force, bumping John Legend then Jeff Goldblum from the competition. The teenage guitar-strumming heartthrob looks good in everything he puts on—making easy work of young patterned suits and classic menswear items like leather and denim jackets. Can he continue his surge against adult heartthrob Ryan Reynolds who makes dad style look so good even the 19-year-old Mendes might want in?

Drake vs. Frank Ocean

ROLO 247PAPS.TV / Splash News

In this match-up of music titans is the self-proclaimed 6-God (and god of Stone Island jackets) vs. the reclusive minimalist. Ocean has a cool-yet-tasteful collection of graphic tees and sneakers, and strikes the perfect balance of on-trend without diving too far into any gear that won’t be cool a year from now. Drake too has carved out his own sense of style in 2017, one consisting of sweats, technical outerwear, and Air Jordans. The question is: are you more a fan of timeless classics or of futuristic jackets?

David Beckham vs. Timothée Chalamet

Splash News Pascal Le Segretain

David Beckham's been retired for a few years now, but he still might be the most famous—and possibly best-dressed—athlete on earth. That was news to Conor McGregor, the fightin' Irishman with a fondness for mink, who couldn't uppercut his way past the second round. Beckham, however, will face a stiff challenge in the next round. Every tournament has a breakout star: an unexpected, low-seeded entrant who manages to climb his way to one shining moment. This year, it's Timothée Chalamet. Can the Velvet Wonder keep his run going?

Idris Elba vs. Harry Styles

Neil Mockford

If anyone had a shot at knocking LeBron James out of this competition, it was Elba. The Luther star's ability to dress damn well no matter the occasion (photo op? streamlined polo and jeans. Movie premiere? The best fitted suit you've ever seen) has seen him go far in this showdown in year's past. However this round he faces stiff competition from the one guy who had more fun getting dressed than anyone else in 2017, Harry Styles. The singer's endless supply of patterned designer suits (heavy on the Gucci) meant every time he stepped on stage or a red carpet, we had a new reason to talk about his style all over again. But only one of these personal style legends can move on to the next round—so who will it be?

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