Men's Style Madness

Round 2 Men's Style Madness 2018: 2nd heat

We Never Said This Would Be Easy

By Megan Collins | Last Updated: Mar 11 2019

These are the most stylish male celebrities of 2018. And it’s up to you to decide who reigns supreme.

Voting is simple–just pick your favorite by clicking the name or picture in a given match-up. No log-in required.

Now, on with the show(down)!

Justin Theroux vs. Michael B. Jordan

Justin Theroux

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I like this matchup because these two guys have very distinct styles, making for a clearer race than, say Monday’s Zac Efron v. Sterling K. Brown showdown where both guys favor a look that could be described as “pulled together casual” and which was razor-thin ’til the very end (congrats to my man, SKB, for eeking out that victory, btw!).

Justin Theroux is all about his “just dropped by bike off at the shop” aesthetic, while…

Michael B. Jordan

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…Michael B. Jordan is more about mixing it up. You might not want to steal every one of his looks (a double-breasted tartan tux would be hard for even the most confident among us to pull off), but you’ve gotta respect the sartorial hustle.

Theroux v. Jordan

Armie Hammer vs. Chris Paul

Armie Hammer

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Taylor would like you to know she still feels very strongly that Armie Hammer should [clap] go [clap] all [clap] the [clap] way [clap].

This was relayed to me over text and unfortunately I don’t think WordPress supports emojis. But you get the idea.

Chris Paul

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Want to hear something utterly wild? If you follow Style Girlfriend on Instagram, you might have seen last week that Russell Westbrook was spotted voting for himself in our Stories snap poll.

Unfortunately, his support of…himself was not enough to get…himself to the next round. Turns out, neither was voting against Chris Paul and for Jonah Hill, because Paul beat out Hill (a result I don’t necessarily agree with, but the people have spoken). And which Westbrook totes did. I have screenshots. Sports rivalries, amirite??

Hammer v. Paul

Hasan Minhaj vs. Ansel Elgort

Hasan Minhaj

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Hmm, this one might be tough. Not only do these two have similar styles (love a bold suit! gimme dat leather jacket!), they’ve even got similar body types and wardrobe ‘fits. So, is it going to be Minhaj, or…

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…Elgort? Personally, I’ve got my preference, but it feels a little early in the competition to start trying to sway your decision-making.

Daily Show v. Baby Driver

Lewis Hamilton vs. Dwyane Wade

Lewis Hamilton

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In a surprise upset (at least, a surprise to all of us at SG HQ), British race car driver Hamilton beat out award season golden boy Timothée Chalamet to move on to Round 2 of SG Madness. The good news is at least we don’t have to keep hunting that “é” for Timmy’s name all the way to the championship round.

So there’s that.

Dwyane Wade

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Hamilton has a formidable foe, however, in Dwayne Wade. The Miami Heat star blew past Oscar winner Sam Rockwell in round 1, so we’ll see if you feel as strongly about him today as you did last week.

Hamilton v. Wade

Malcolm Jenkins vs. Kumail Nanjiani

Malcolm Jenkins

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Oh boy. Oh boy oh boy oh boy. Alright, all that “I’m going to keep my choices to myself” talk just went out the window, because I have to tell you, I don’t know who I’m rooting for here! Can it just be a tie, and they both move forward as a pair, like the already-ousted Desus & Mero?

Kumail Nanjiani

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Because I’ll be damned if both these guys don’t know how to dress-s-s-s-s-s. Yeah, that’s all I got. Good luck here, guys.

Super Bowl pro v. The Big Sick pick

G-Eazy vs. Chris Pine

G-Eazy

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G-Eazy just barely bested Jason Isbell in Round 1, and this time around he’s going up against a straight-up superhero (right? all of the Chris’s are in one superhero movie or another, right?). So I guess I’ll just wish Mr. Eazy luck, and move on to talking about his latest style rival…

Chris Pine

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Chris Pine was great in Wonder Woman, and also A Wrinkle in Time, which I saw by myself last weekend and feel fine about, and as I write this, I want to say he was also in..StarTrek? Which I didn’t see, and also I’m not sure that qualifies as a superhero movie because I think they’re just people…on a spaceship, but none of this has anything to do with style. I like his glasses in that middle pic above? There.

Eazy v. Pine

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