The 50 Most Stylish Men in Media

In a media landscape of breaking news, viral content, and enough cat pictures to put you in a K-hole for the rest of your life, it's easy to miss the details. And when it comes to men's style, details matter the most. From the fit of a garment to how it's worn, it's tough to nail that razor-thin line between "boring" and "trying too hard." Thanks to social platforms like Tumblr, men's style is now being viewed in a whole new context. Increased exposure and a broadened audience have opened up new worlds for menswear, and the media is one of them.

There are the well-dressed editors who now compete with bloggers for coveted front-row seats at fashion shows. Then there are the old-media types like anchors and columnists who have known the value of looking good in a suit for ages. For this particular list, we defined "media" as the type of entity that covers news or focuses on a small niche, like fashion, and approaches it from an editorial perspective. So independent bloggers are fair game, but entertainers like Jimmy Fallon were counted out.

Also, this list is mostly about the suuuper subjective topic of "style," meaning how each guy wears his clothes, rather than the width and breadth of his work in media. True, in the wake of a zombie apocalypse or national disaster, many of these guys won't be the media types who'll be breaking news stories that might save lives, but that doesn't mean these men should command any less respect. After all, there's a really good chance they dress better than you. With that in mind, here's our list of The 50 Most Stylish Men in Media.

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50. Bill Cunningham

Occupation: Photographer, The New York Times
Signature style: Blue-Collar Awesomeness
Notable work: On The Street, his weekly NYT street-style roundup.

Bill Cunningham makes this list because style isn't about fashion trends or designer labels, it's about making your clothes work for you. His iconic French blue chore coat has been his uniform for a long time now, and the khaki pants and plain black shoes he pairs them with are a testament to how you can mix one statement piece with more conservative clothing for a reliable uniform.

49. Marcus Troy

Occupation: Editor, The Marcus Troy Experience
Signature style: Well-Tailored Suits and Plenty of Sneakers
Notable work: The Mavericks Project with Nike Sportswear, showcasing people who were deemed "mavericks" of some sort and allowing others to share their own stories.

Marcus Troy is one of the most polarizing figures in the men's style world. While he definitely has amassed a sizable following, he's received criticism for overestimating the impact of so-called "influencers." However, it can't be denied that he knows a thing or two about what fits him well. From tailored suits to heavy-duty outerwear, he simply looks better in his clothes than some of his contemporaries, earning him a spot on this list.

48. Yale Breslin

Occupation: Contributing Editor, Life+Times
Signature style: Cultured Yet Unpretentious
Notable work: Recently interviewed Frith Hucks, designer of Sydney-based accessories label Bay & Fyfe.

Yale Breslin has his hand in a variety of publications, but he helmed Jay-Z's from its infancy and continues to contribute there today. He dresses like a guy who stays aware of current designers, but is ultimately guided more by simplicity and versatility rather than hype. Colorblocked pants and understated military jackets give him a look that's a little international, but firmly grounded in menswear staples.

47. Will Welch

Occupation: Senior Editor, GQ
Signature style: The Man in Black
Notable work: The GQ 100, an easily-digestible round-up of relevant stores, clothes, and more.

This former bartender cut his teeth with The Fader, writing about music before he joined the ranks at GQ. His go-to uniform channels Jay-Z and Johnny Cash: plenty of black and not much else. But he does clean up well in a suit, which is really what most guys aspire to. They just want to be able to dress up super well when they have to, but be comfortable the rest of the time.

46. Maxime Buchi

Occupation: Publisher, Novembre
Signature style: Nonchalant Chaos
Notable work: Art direction for the logo of fashion brand Mugler.

There are a lot of tattooed douchebags on the Internet, but Maxime Buchi couldn't be further removed from them. The publisher of cult magazine Sang Bleu, he's started his another project, Novembre. The tattoo artist's personal style reflects his dark tastes: S&M, gothic imagery, and a penchant for the color black. What breaks apart all the drabness? Limited-edition Nike sneakers and designer items from guys like Rick Owens.

45. Tony Sylvester

Occupation: Writer, GQ Style UK
Signature style: Badass Workwear
Notable work: A six-page feature on tweed in the A/W 2011 issue.

When he's not waxing poetic about clothing in GQ Style's bi-annual magazine, Tony Sylvester, aka The Duke of Nothing, is fronting Norwegian punk band Turbonegro. What's great is that he pulls off three-piece tweed suits and ties with aplomb, but also favors workwear looks that are heavy on fabrics like denim and accessories like kerchiefs.

44. Ryan Willms

Occupation: Editor, Inventory
Signature style: Cleaned-Up Ruggedness
Notable work: Recently opened an Inventory store in New York.

Ryan Willms first started blogging with h(y)r collective, then switched things up by choosing to start a magazine. The inspiration for the idea came from a desire to highlight clothes beyond the way they look, and Willms dresses the part accordingly—wearing brands like Margaret Howell, Engineered Garments, and The Hill-Side.

43. Greg Washington

Occupation: Co-Founder, Inquiring Mind
Signature style: Low-Key Coolness
Notable work: The Pocket Buyble series, mini editorials highlighting awesome outfits.

Greg Washington looks like a guy that's casually into brands, but doesn't really follow fashion too closely. He's the type of man more concerned with looking fresh, but also looking like he doesn't care too much. It's a style that works well for him, pairing slim button-down shirts with chinos and moccasins.

42. Jesse Thorn

Occupation: Editor, Put This On
Signature style: Dressed to Impress
Notable work: Co-wrote The 50 Greatest Menswear Brands of All Time for us.

While Jesse Thorn dresses like the denizens of the forums at Ask Andy About Clothes, it stems from a thorough appreciation of classic menswear. He's the sort of guy that can't leave home without a neatly-folded pocket square, but also won't hesitate to tell you which stores have the best deals on ties at any given moment.

41. Lorin Stein

Occupation: Editor, The Paris Review
Signature style: European Lit Professor
Notable work: Under Stein, The Paris Review published its 200th issue in February 2012.

It takes a lot of work to be in charge of a publication tasked with exposing its audience to the world's greatest writers. It also takes a certain degree of taste, and judging from Lorin Stein's didactic, European style, he's got it. Professorial staples like brown tweed jackets do pop up, but he mixes in spread collar and club collar shirts, sometimes even worn sans tie for a more laid-back appeal.

40. Eddie Huang

Occupation: Writer and Chef
Signature style: Perennial Streetwear Head
Notable work: Published his memoir, Fresh Off The Boat, earlier this year with Spiegel & Grau.

Eddie Huang is that streetwear dude who will keep rocking that shit well into his 40s. Not because he hasn't grown up, but because he doesn't have a reason to change up his style. It is who he is, and he's molded his career perfectly around it. What Eddie wears isn't for beginners—like the fur coat with red pants and Timbs. Even the stuff he rocks on his Vice show Fresh Off The Boat warranted a whole post dedicated to his best outfits.

39. Dan Trepanier

Occupation: Creative Director, TSBMen
Signature style: Your Steezy Dudebro Friend
Notable work: Tapped by Men's Health to give advice about denim.

The interesting thing about Dan Trepanier's hustle is that he's done it despite existing outside of the #menswear circle. After snagging Esquire's Best Dressed Real Man contest in 2009, he went on to build a presence for himself in the blogosphere—and the reception wasn't always positive. Since then, TSBMen's developed a solid following, and Trepanier's personal style seems to have reached an equilibrium between tried-and-true menswear looks and casual, comfortable outfits.

38. Pete Cashmore

Occupation: CEO, Mashable
Signature style: Slim Suits, Open Shirts
Notable work: Spearheaded the redesign of Mashable to work with responsive web design.

Despite dominating Twitter and a good chunk of the entire Internet, Pete Cashmore also dresses pretty damn well too. Which is totally unlike most bloggers, even the ones that actually write about style. He nails it in a suit, not too slim or too baggy, and has no problem throwing on a pair of dark jeans with a blazer for a no-nonsense business casual uniform.

37. Adam Rapoport

Occupation: Editor-in-Chief, Bon Appetit
Signature style: Menswear Basics That Work
Notable work: A primer on what you can learn about cooking from listening to your wife.

In his GQ days, Adam Rapoport was known as the "cool" editor. That hasn't changed at his new, food-centric gig, but it's great to see that he's taken his sense of style with him. What he does really well is rely on menswear staples like sportcoats, neckties, and buttondown shirts, but he isn't afraid to embrace plaids or pieces like white denim. He also kills it in a worn-in pair of denim and clean adidas Stan Smiths.

36. Eugene Kan

Occupation: Managing Editor, Hypebeast
Signature style: Never Not Wearing A Hat
Notable work: Oversaw the launch of Hypebeast Magazine last year.

Eugene Kan might have been with Hypebeast from its early days, but his style has evolved with the site's own tastes. Understated button-downs, parkas, and patterned polos complement his array of hats—from black snapbacks to more proper chapeaus.

35. Alex Sossah

Occupation: Creative Director, WAD
Signature style: International Trill Vibes
Notable work: Styled WAD's latest editorial, photographed by Hayley Louisa Brown.

Alex Sossah wears dope fashion pieces but is sure to mix in a cool pair of sneakers or sunglasses. He also embraces European hyped brands like Pigalle, and designer parody gear like the "Ghetto Child" Chanel logo flip. It's a style that runs the gamut of all the Internet's current favorite trends.

34. Wilbert L. Cooper

Occupation: Associate Editor, VICE
Signature style: Non-Corny Brooklynite
Notable work: A nostalgic chat with the founder of streetwear brand Mishka.

Anyone that's been to Williamsburg or Bushwick, Brooklyn can attest to how the so-called "hipsters" are dressing now. The style consists of lots of secondhand finds from Buffalo Exchange or Beacon's Closet that are just slightly "off" in terms of fit. Wilbert Cooper channels that vibe with the printed shirts and thick-rimmed glasses, but he gets it right. It comes off as intentional, not kitschy.

33. Sean Sullivan

Occupation: Editor, The Impossible Cool
Signature style: Simple and Consistent
Notable work: Curates an ongoing series of classic photographs for Sonic Editions.

In his recent Complex digital cover, Sean Sullivan said that "simplicity at its best will always win." It's a philosophy that applies to his personal style perfectly. Outerwear like jean jackets and waxed canvas coats figure in heavily, not so much plenty of brands or graphic logos. And the fit of his gear? 100% on point 100% of the time.

32. Mark Anthony Green

Occupation: Editorial Assistant, GQ
Signature style: Young Sprezzatura
Notable work: Wrote a stirring reflection of what it was like to be present during Barack Obama's victory speech.

Mark Anthony Green is young, which is great, because he has plenty of time to figure out what else works for him. The whole "dress like a cool grandpa" thing is awesome for a young dude like MAG. He's also been seen rocking some decidedly more casual looks, like heather gray hoodies with sneakers like Nike Flyknits. But as long as he's pairing Ale Et Ange five-panel caps with suit jackets, he's still killing it.

31. Lawrence Schlossman

Occupation: Editor-in-Chief, Four Pins
Signature style: Open-Minded Menswear Bro
Notable work: Published a little book called Fuck Yeah Menswear.

Lawrence Schlossman started out championing tailored clothing, double monk straps, and Italian brands like Isaia. Then he started working at the Complex offices, picked up a sneaker habit, and broadened his horizons. His style didn't necessarily change, it just evolved. It's still informed by a sense of restraint, except instead of ties and oxford shirts it's T-shirts and bomber jackets. Sure, sometimes he'll throw on a suit, but he's more likely to be seen in a pair of Nikes.

30. David Karp

Occupation: CEO, Tumblr
Signature style: The Anti-Mark Zuckerberg
Notable work: Um, Tumblr. Featured on a Complex digital cover dedicated to his social platform.

David Karp is a dedicated minimalist. After all, Tumblr essentially cut out all the unnecessary parts from blogging platforms like Wordpress. So it'd make sense that a guy like him would want to streamline his wardrobe. While his default uniform these days consists of a fitted hoodie, oxford shirt, jeans, and white Jack Purcells, there are those rare times he throws on a suit—and looks damn good in it.

29. Yang Goh

Occupation: Fashion Editor, Sharp
Signature style: Restrained Class
Notable work: Put together a helpful guide on How to Be the Best-Dressed Man in the Office.

At 22 years old, Yang Goh is the youngest editor on this list, but make no mistake: He belongs here. He can rock plaid double-breasted suits with the best of them, while also wearing off-duty brands like Brooklyn We Go Hard, New Balance, and even The Hundreds. His ability to walk between the worlds of streetwear and suiting so easily is a testament to his relaxed approach to style.

28. Joe La Puma

Occupation: Director of Content Strategy, Complex
Signature style: Next-Level Sneakerhead
Notable work: Interviewed Rob Garcia and CurT@!n$ of En Noir shortly before the brand blew up all over the Internet.

Sneakerheads worry too much about getting them Js. Joe La Puma already had them a week ago, and now he's figuring out what to wear them with. A long way from his days as a Hypebeast writer and Finish Line employee, he never ditched his BAPE hoodies or street cred in the face of new brands and trends, he just found a way to implement them in his wardrobe. That's why you'll see him rocking Kenzo T-shirts, Balmain jeans, and Opening Ceremony x Rodarte collaborations with recently-undeadstocked kicks and throwback gear like a trucker hat from a N.E.R.D. concert ten years ago.

27. Olivier Zahm

Occupation: Editor, purple FASHION
Signature style: Serge Gainsbourg Meets Julian Casablancas
Notable work: Interviewed Comme des Garcons designer Rei Kawakubo in the S/S 2013 issue of purple FASHION.

Olivier Zahm doesn't dress to impress. He looks more like a strung-out rock star than a respected French editor, but the fact that his leather jackets are by Yves Saint Laurent shows there's more to his style than meets the eye. Frankly, he dresses like a rocker because he behaves like one, not that there's anything wrong with that.

26. Hamish Bowles

Occupation: International Editor-at-Large, Vogue
Signature style: Impeccable Dandy
Notable work: Temporarily ditched the suits for athletic gear to take on Amare Stoudemire in the gym.

If a dress code calls for guests to dress to the nines, Hamish Bowles is the guy who turns it up to 11. The London-born editor has a penchant for fine tailoring, but his suits are far from ordinary. Patterns ranging from geometric prints to fish have popped up on his formalwear. Even at this year's Met Gala, he channeled the punk style by showing up in a jacket with lapels had been covered in pins and buttons.

25. Jason Rider

Occupation: Senior Fashion Editor, T Magazine/The New York Times
Signature style: Behind-the-Scenes Minimalism
Notable work: A stylized look at athletic-inspired fashion pieces.

Jason Rider has a killer outerwear game. Probably because almost all of it is designer. From lightweight khaki layers to heavier plaid-lined red coats—the best part is he usually wears super cool sneakers to round the whole thing out. While guys like Bruce Pask get much of the credit for their advanced style (and for good reason), Rider deserves praise for doing it his way.

24. David Hellqvist

Occupation: Online Editor, PORT
Signature style: Eccentric Outdoorsman
Notable work: Got Hiroki Nakamura to dish on his favorite Visvim pieces.

It takes a certain type of guy to actually rock brands like Visvim and Nigel Cabourn, and it takes a whole different type of guy to meld those brands into his exisiting wardrobe. David Hellqvist does just that, rocking Visvim weld oxfords with dirty white bucks and clean raw denim, and Carhartt vests over chambray shirts with watch caps. He doesn't dress like an Americana fan so much as a guy who appreciates well-made garments—and that's a good thing.

23. Gert Jonkers

Occupation: Co-Editor, Fantastic Man
Signature style: Fantastic Menswear
Notable work: Co-edited a book all about London style, Buttoned-Up, published by Penguin.

It's no surprise that the austere design of Fantastic Man is perfectly reflected in one of its editor's personal style. Gert Jonkers has a minimal style characterized by pops of color like a kelly green blazer, or accessories that make a statement like a patterned scarf. In warmer weather, he keeps the subtle style going in perfectly-cut T-shirts, henleys, and rolled pants with desert boots.

22. Allen Onyia

Occupation: Editor, Upscale Hype
Signature style: High-End Everything
Notable work: Ranked his 10 favorite celebrity Instagram pics from the past week.

For a guy who blogs about what celebrities are wearing, Allen Onyia actually has some style worth aspiring to. Combining high-end sneakers with streetwear-friendly accesories like backpacks, bright red jeans, and even more progressive gear like drop-crotch pants, he isn't afraid to get a little "out there" with his clothes. Thing is, he actually pulls them off quite easily.

21. Takeharu Sato

Occupation: Fashion Markets Editor, Monocle
Signature style: Wabi-Sabi Worldliness
Notable work: Predicted the rise of Scandinavian brands in his August 2010 coverage of Copenhagen Fashion Week.

Takeharu Sato manages to look put together without seeming like too much work went into it. Instead of neckties, he usually prefers scarves, and he hardly buttons the top button of his shirts. The laid-back dressy look suits him well.

20. Don Lemon

Occupation: Primetime Host, CNN Newsroom
Signature style: Modern-Day Ron Burgundy
Notable work: Spoke with an on-air panel about Republicans and gay rights.

Sorry Anderson Cooper, when it comes to the style department, Don Lemon is "CNN's Dandiest Anchor." From accessories like colorblocked scarves and bright turquoise and green ties, he can even switch it up to killer outerwear like a suede jacket. And to top it all off, he looks damn good in a slim suit.

19. Tyler Brûlé

Occupation: Editor, Monocle
Signature style: Business Class Traveler
Notable work: Talked about the persistence of physical magazines and his passion for print in a recent interview.

Monocle's head honcho dresses like a jet setter. He looks like the type of guy who flies so much, he's adopted a basic uniform to adapt to a plane's changing climate, and the fact that he needs to be ready for anything. The classic combo of a sportcoat, sweater, and button-down shirt is already foolproof, but juxtaposing them with Tyler Brûlé's thick-rimmed glasses and salt-and-pepper hair really makes the look his own.

18. Matthew Henson

Occupation: Market Editor, Complex
Signature style: Controlled Experimental
Notable work: Styled A$AP Rocky in the "Fuckin' Problem" music video.

Not many guys can throw on high fashion gear without batting an eye, but Matthew Henson does it on the regular. From cult brands like Visvim to directional designers like Damir Doma and KTZ, he embraces them all and wears them in a way only he can. Usually, that involves balancing them out with blacked-out sneakers and a backwards five-panel or snapback.

17. Imran Amed

Occupation: Editor, Business of Fashion
Signature style: Patterned PIeces With Solids
Notable work: Business of Fashion was nominated for a 2013 Webby Award.

Imran Amed's website is hands-down one of the best independent fashion blogs that exists today. Filling the gap between WWD, Monocle, and other lifestyle-oriented publications, it remains a precious resource for anyone remotely interested in the fashion industry. When it comes to dressing up, he prefers wearing a loud patterned piece, like an A.P.C. leather print bomber or all-over print butterfly shirt, anchored by an array of solid colors to keep it all in check. It's a look that suits him well, given the nature of his site.

16. Justin Doss

Occupation: Fashion Editor, GQ
Signature style: Floppy Hats, Round Frames, Bold Choices
Notable work: Featured with Mark Anthony Green in The Young Man's Guide to Geezer Style, a look at younger guys dressing like steezy grandpas.

You've definitely seen this guy floating around your Tumblr stream, and probably never knew his name. Thanks to a tall, lean frame, Justin Doss can pretty much look good in anything he wears. That's why we like that he's pushing the boundaries of what he can pull off, whether it's bright green Suitsupply suits, or pairing En Noir leather pants with Ronnie Fieg Asics and a Balmain jacket.

15. Mobolaji Dawodu

Occupation: Style Editor-at-Large, The Fader
Signature style: Loud Prints Worn Extremely Well
Notable work: Had four steezy people break down their personal style in SoHo.

Mobolaji Dawodu is just dripping with coolness. No one can wear African prints like he does. The fact that he's keen on mixing them in with just about anything is awesome—even when he rocked the full-on orange ensemble.

14. Angelo Flaccavento

Occupation: Freelance Italian Fashion Journalist
Signature style: Slim Jackets, Wide Pants, Killer Beard
Notable work: Sat down with designer Siki Im in the October 2011 issue of Dapper Dan.

Angelo Flaccavento enjoys playing with proportion and convention. That's why plenty of his outfits consist of a well-fitting jacket and wider pants, resulting in an awesome sort of cognitive dissonance. The fact that he has a great beard give everything a rugged vibe, while his glasses smarten up the look.

13. Nick Sullivan

Occupation: Fashion Director, Esquire
Signature style: British Tradition Meets Modern Taste
Notable work: Tackled the all-important question: Can Tough Guys Wear Pink?

As Esquire's Fashion Director, Nick Sullivan keeps the mag on track with the latest menswear trends and illest labels. His wardrobe follows suit, literally. There's hardly a time when he isn't dressed to the nines. Given his Brit heritage, it's no surprise he's quick to embrace well-tailored sportcoats and waxed cotton field jackets.

12. Jason Jules

Occupation: Writer; Blogger, Garmsville
Signature style: Living, Breathing Jazz Song
Notable work: Waxed nostalgic about the timeless appeal of denim.

One look at Jason Jules is enough to let you know that he is probably one of the coolest people on the planet. From his taste for loud-colored outerwear to the way he can pull off hat types most dudes wouldn't dare touch, his style emanates with a level of swagger most men can only dream of.

11. Bruce Pask

Occupation: Men's Fashion Director, T Magazine/The New York Times
Signature style: Jacket Draped Over Shoulders
Notable work: Commented on the abundance of floral prints in the latest menswear collections.

Bruce Pask is known for draping his jacket around his shoulders, as opposed to putting his arms in the sleeves. That's not his only style move though, he can wear all-over prints with the best of them, and has a good grasp on how to wear blazers and sportcoats with anything but a button-down, like scoop neck tees or Breton Stripe shirts. The Grey Lady may not be known for cutting edge fashion, but Pask pushes the boundaries just enough.

10. Joshua Kissi and Travis Gumbs

Occupation: Bloggers, Street Etiquette
Signature style: Shrunken Fits, Multiple Accessories, Zero Breaks
Notable work: Paid tribute to historically black colleges with the lauded Black Ivy editorial.

Who would've thought that two dudes from The Bronx would start one of the most viewed menswear blogs ever? Joshua Kissi and Travis Gumbs started out as your typical New York teens—rocking Jordans, A Tribe Called Quest T-shirts, and slim jeans—but slowly evolved into Internet style icons with a penchant for stacked bracelets, pants with absolutely no break, and tailored vintage finds. Now, they're traveling everywhere from Angola to Thailand, picking up more wordly influences to add to their already-global sense of style.

9. Andre Leon Talley

Occupation: Editor-in-Chief, Numero
Signature style: Regal King Shit
Notable work: Reacted to the style at the 2013 Met Gala.

Andre Leon Talley has reached that point where he can just wear whatever he wants. Once everyone saw him playing tennis in Louis Vuitton gear in The September Issue it was a wrap. Like, how is anyone going to talk to this dude about style when he clearly has no fucks to give? Bow in the presence of greatness.

8. Takahiro Kinoshita

Occupation: Editor-in-Chief, POPEYE
Signature style: Repurposed Prep
Notable work: POPEYE's New York City Guide issue featured a rad Supreme editorial with pieces from the Fall 2012 collection.

In the mid-'60s there was a rebellious group of Japanese teens who dressed like preppies and loitered on Miyuki street in Ginza. They became known as the Miyuki-Zoku, and Takahiro Kinoshita may be their spiritual successor. Pulling off seersucker, loafers, khakis, and trenchcoats with ease, he wears classic American staples better than most Americans ever have.

7. Robert Rabensteiner

Occupation: Fashion Editor, L'Uomo Vogue
Signature style: Effortless Luxury
Notable work: Directed a stunning editorial of Olivia Palermo in Paris for Lifestyle Mirror.

There are men who look like they just woke up, and men who look like they just woke up that way. Robert Rabensteiner is the latter. He always looks dressed-up, but opts for accessories like floppy hats, simple sneakers, or piped pajama shirts that add a good contrast to an unstructured suit. Unlike most men who want to dress bolder, he never looks overdone.

6. Gay Talese

Occupation: Writer
Signature style: The Last Great American Newsman
Notable work: Penned one of the best magazine articles ever written: Frank Sinatra Has a Cold.

With roots in Italian tailoring, it's no surprise Gay Talese became the man of style he's known as today. His decidedly old school approach to dress mirrors his equally painstaking attention to detail in his articles. Plus, he's one of the few men alive who can actually pull off a fedora.

5. Matt Lauer

Occupation: Co-Anchor, TODAY
Signature style: Cool Italian Dad
Notable work: Got himself in hot water with Kanye West after confronting him on air about his George Bush remarks.

Matt Lauer is the best-dressed man on television. From his perfectly-tailored suits to smart footwear choices like monk strap shoes, he's subliminally pushing the menswear agenda into the minds of millions of middle Americans. While he certainly has his fair share of detractors, none of them have any excuse to rag on his wardrobe choices.

4. Tommy Ton

Occupation: Photographer, Jak and Jil
Signature style: A Fashion Nerd's Dream Come True
Notable work: Was one of the first bloggers who sat front row at a fashion show-Dolce & Gabbana S/S 2009.

Tommy Ton is the modern day Bill Cunningham. His lovable personality and genuine enthusiasm for fashion is evident in his photography, but also his style choices. Favoring Nike sneakers and designers like Marni, Dries Van Noten, and Japanese brands like Kapital, he wears all of it extremely well. As a result, the man behind the camera is just as stylish as the people he travels all around the world photographing.

3. Glenn O'Brien

Occupation: Writer
Signature style: Sobered-Up Psychedelic Grandpa
Notable work: An awesome interview with Debbie Harry in the June 1979 issue of Interview.

There are few older men who can wear Supreme gear without looking like a total kook. Glenn O'Brien is one of them. GQ's resident style guy started out in New York's burgeoning music and arts scene, picking up sartorial influences from guys like Andy Warhol, Jean-Michel Basquiat, and Simon Doonan. What makes Glenn O'Brien look undeniably cool is his ability to throw on clothes and look like he immediately forgot what he's wearing. We'd kill for that amount of sangfroid.

2. Milan Vukmirovic

Occupation: Creative Director, Fashion For Men
Signature style: Elevated Surplus
Notable work: Co-founded the world-famous Parisian concept store colette.

Milan Vukmirovic may not consider himself an #influencer, but there is no doubt his work has been influential. After acting as Creative Director of Jil Sander from 2001-2003, he took on a seven-year stint as the EIC of French publication L’Officiel Hommes. Lately, his style is characterized by a bunch of next-level field coats paired with easy-wearing scoop neck tees and aviator shades. The man absolutely kills it in the Ralph Lauren Denim & Supply M-65 with the Native American-inspired yoke. Last year he launched Fashion for Men, a luxury men's fashion mag in book format.

Interview Magazine's Aaron Young said it best: "If Benjamin Franklin were alive today and had an interest in fashion and design, then he’d probably have a career very much like Milan Vukmirovic’s."

1. Eugene Tong

Occupation: Style Director, Details
Signature style: Casual Mastery
Notable work: Styled Public School's most recent collections, including the one that snagged the CFDA Swarovski menswear award.

Long before your favorite rapper discovered high fashion, Eugene Tong was already rocking Supreme gear with Maison Martin Margiela and Dries Van Noten. His unique style is what a lot of young hypebeasts aspire to: a consistent rotation of covetable sneakers, designer garments, and streetwear staples like caps, coaches jackets, and T-shirts—and it all works well together.

That same aesthetic transfers over to his styling work. He's been working with the Public School guys for a while, effortlessly translating their dark, casual clothes into looks that have men telling themselves "whoa, I didn't know I could do that." At its core, men's fashion is about pushing the envelope just enough so it doesn't fall off the edge, and that's something Tong has totally mastered.