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The Best-Dressed Men Of The Month

From Mr Aziz Ansari to Mr Roger Federer – who served a style ace this May

A mixed bag this month. As ever, there was the usual quota of galas, premieres, society weddings and awards ceremonies. There were red carpets in Cannes, sea-green ones in Hollywood and even pink ones in Las Vegas. But it wasn’t all glitz and glamour. A good proportion of this month’s best-dressed men were spotted strolling the streets, disappearing into and later emerging from restaurants, getting out of their cars, and so on and so forth: normal, everyday guy stuff, in other words. Hopefully it should make their style seem that little bit more relatable. Carry on reading to find out who made the cut in the merry, merry month of May.


  • Mr Joshua Jackson leaving the Alfred Cafe, Hollywood, 11 May. Photograph by

Here’s the recently single-and-ready-to-mingle Mr Joshua Jackson, sporting the tell-tale facial hair of a man who wasn’t expecting to have his photograph taken when he left the house. Perhaps he’s preparing for a role. One of the great things about being a famous actor – we assume – is that you have a ready-made excuse for why you haven’t bothered to shave. “Oh, this? I’m starring in a Fidel Castro biopic.” But let’s put personal grooming aside for a moment, though, and focus on the clothes. There’s really nothing groundbreaking here: adidas Stan Smith sneakers, Ray-Ban Wayfarers, pale blue denim, shearling-collar bomber jacket... it’s all very “A-lister on his lunchbreak”. What’s notable is how these disparate elements come together to form an outfit that’s more than the sum of its parts. That is a testament to the personal style of the man wearing them: Mr Jackson just oozes confidence.

Get the look

  • Golden Bear Poplin Bomber Jacket

  • Ray-Ban Original Wayfarer Acetate Sunglasses


  • Mr Aziz Ansari and Ms Alessandra Mastronardi in the East Village, New York, 12 May. Photograph by BACKGRID

If you’d like to learn more about Mr Aziz Ansari (and who wouldn’t?) then head on over to, where the professional LOL-merchant and star of Master Of None can be seen answering 73 quick-fire questions in the latest episode of the fashion bible’s aptly titled video series “73 Questions”. Most of them – 72, to be exact – are entirely irrelevant, offering up such trivialities as the fact that if Mr Ansari could be any kind of pasta, he’d be lasagna. Buried deep beneath the fluff, though, is the revelation that his personal style icon is Mr Marcello Mastroianni. Mr Mastr-who-ianni? Only one of the 20th century’s greatest actors, the star of such films as La Dolce Vita, and a supremely well-dressed man to boot, that’s who. Clearly, when it comes to style, Mr Ansari has done his homework. Further confirmation comes in the form of this photograph, in which he’s captured on the streets of New York with Master Of None co-star Ms Alessandra Mastronardi indulging a little game of menswear bingo: Perfecto leather jacket? Check. Gucci polo shirt? Check. Neatly cuffed chinos? Check. Box-fresh white leather sneakers? That’s bingo, folks.

Get the look

  • Gucci Patch-Embellished Fringed Leather Biker Jacket

  • Gucci Slim-Fit Embroidered Stretch-Cotton Piqué Polo Shirt


  • Mr Roger Federer and Ms Mirka Federer at the wedding of Ms Pippa Middleton and Mr James Matthews, Englefield, Berkshire, 20 May. Photograph by Mr James Veysey/Camera Press

Mr Roger Federer is a genius with a racket in his hand, a man capable of making the scarcely possible look effortless. But it’s not just on the tennis court that he displays this unique ability; the guy rarely seems to have a hair out of place whatever he’s doing. Take this picture, for example, which shows him and his wife, Ms Mirka Federer, arriving to the society wedding of Ms Pippa Middleton, sister of the Duchess of Cambridge, and hedge fund manager Mr James Matthews. Have you ever seen a man pull off morning dress with such apparent ease? Pity poor Mr Matthews, who surely must have felt as if he’d been upstaged. Getting morning dress right requires two things: one, an unswerving adherence to the dress code, and two, the services of a good tailor. Mr Federer clearly has both.

Get the look

  • Favourbrook Black Bedford Slim-Fit Faille-Trimmed Textured-Wool Morning Coat

  • John Lobb Prestige Becketts Leather Oxford Shoes


  • Mr John Legend at the 2017 Billboard Music Awards, Las Vegas, 21 May. Photograph by BACKGRID

Legend by name, legend by nature. We hardly need to tell you how good the soulful crooner looks in this picture, which was taken last month at the Billboard Music Awards in Las Vegas. You’re perfectly capable of figuring that out for yourself. What we can do is fill you in on a few details that might not be immediately obvious, such as: did you know that this suit has a giant cat’s face embroidered onto the back, along with the word “FUTURE” in bright red gothic font? (Seriously, it does. Check Mr Legend’s Instagram page for photographic proof.) This fact alone should be more than enough to tell you which designer made it. Only Gucci would be bold enough to try this sort of thing, let alone pull it off. For more of the brand’s madcap, maximalist menswear, be sure to check out MR PORTER’s exclusive capsule collection, which is available in all its extravagant glory now.

Get the look

  • Gucci Blue Slim-Fit Checked Wool Suit

  • Gucci Webbing-Trimmed Leather Loafers


  • Mr Brenton Thwaites at the Pirates Of The Caribbean: Dead Men Tell No Tales premiere, Hollywood, 18 May. Photograph by Mr Joe Sutter/PacificCoastNews

Ahoy there, who’s this young rapscallion? It’s only the latest inductee to the Pirates Of The Caribbean franchise, Mr Brenton Thwaites. The up-and-coming Aussie actor appears in the latest outing as Henry Turner, son of Mr Orlando Bloom’s Will Turner, who joins forces with Jack Sparrow in a quest to locate the Trident of Poseidon. If we were film critics, at this point we’d probably say something like: “The scriptwriters really do appear to be scraping the bottom of the grog barrel with this one.” But we’re not, so we’ll stick to style. The rising star looked suitably swashbuckling on the sea-green carpet at the movie’s Hollywood premiere; we were particularly enamoured of his sharply tailored three-piece suit, which, we’re reliably informed, is from the Neopolitan brand Isaia. There’s a lot of blue going on here, but look carefully and you’ll also notice a subtle hint of red in the fabric, which is further accentuated by the cherry-red tie and oxblood-leather Oxfords. A wonderfully executed look; consider our timbers well-shivered.

Get the look

  • Isaia Navy Slim-Fit Brushed Wool and Cashmere-Blend Blazer

  • Canali 6.5cm Honeycomb-Knit Wool Tie


  • Mr Charlie Hunnam at the BBC Radio 2 studios, London, 11 May. Photograph by Beretta/REX Shutterstock

After starring for eight years as the outlaw biker Jax Teller in Sons Of Anarchy, you’d have thought that Mr Charlie Hunnam would be sick to the back teeth of leather jackets by now. Indeed, as we discovered in his recent interview in The Journal, he now thinks of himself as more of a hiker than a biker, having moved to Los Angeles’ idyllic Runyon Canyon area a couple of years ago. “That’s lovely to have on the doorstep,” he told us. “I go up there most mornings about 6am, watch the sunrise.” From the evidence of this photograph, though, which was taken last month outside the London offices of BBC Radio 2, his time ensconced among the Lycra-clad, health-obsessed Angelenos crowd hasn’t robbed him of his ability to rock a leather jacket. The take-home lesson from this photograph? If in doubt, keep it monochrome.

Get the look

  • Joseph Tay Cotton-Twill Bomber Jacket

  • rag & bone Fit 2 Slim-Fit Raw Selvedge Denim Jeans


  • Messrs Jibril and Jalan Durimel at an Acria auction, Los Angeles, 16 May. Photograph by Mr Sansho Scott/BFA/REX Shutterstock

There’s lot going on here, mainly on account of the fact that there are twice as many people in the frame as usual, so let’s skip the customary small-talk and jump right into it. On the left is Mr Jibril Durimel, rocking slip-on Vans, cuffed army-green chinos and a navy sweatshirt. The colours work beautifully together; whoever stated “blue and green should never be seen” was clearly not referring to this particular blue and green. Take note of the spongy, neoprene-like material of the sweatshirt, which abstracts the silhouette, and the way that he’s broken up the boundary between sweatshirt and chinos with a sliver of white T-shirt. On the right is his twin brother, Mr Jalan Durimel, wearing Nike slides to an evening event – this photo was taken at a silent auction held in LA to support Acria, the Aids Community Research Initiative for America – and somehow getting away with it. What we have here is a great example of how to mix colour and texture, the pale blue denim, the black-and-white checked flannel and green melton wool coming together to winning effect. Who are these men? Oh, they're the latest in-demand photography duo in the tradition of Mert and Marcus and Inez & Vinoodh. Don’t say we don’t discover people, people!

Get the look

  • PS Paul Smith Loopback Cotton-Jersey Sweatshirt

  • Incotex Slim-Fit Stretch-Cotton Twill Chinos


  • Mr Gabriel-Kane Day Lewis at the Whitney Museum Annual Gala and studio party, New York, 23 May. Photograph by Mr Carl Timpone/BFA/REX Shutterstock

To New York’s Meatpacking District, where a constellation of stars from the worlds of fashion, art and entertainment descended upon the hulking Mr Renzo Piano-designed Whitney Museum of American Art for its spring gala. It was quite the soirée, by all accounts, with mezcal shots served in the elevator, beers brewed by Milwaukee-based artist Mr John Riepenhoff and a hip-hop-heavy DJ set from Kitty Cash, which we can only assume is a moniker, and not his/her real name. The gala was topped off with a studio party, hosted on the eighth floor and co-chaired by Mr Gabriel Day-Lewis. We’re not entirely sure what the responsibility of “co-chair” entails, beyond showing up, but show up he did – and in a fetching suit, and boots, to boot. The young model-slash-musician tends to favour a punkier, more youthful vibe, all tattoos and shredded denim, as any 22-year-old scion of Hollywood royalty is perfectly entitled to do. As this photograph illustrates, though, he scrubs up rather well when required. Kudos for the chocolate-brown suede Chelsea boots.

Get the look

  • Boglioli Blue Dover Slim-Fit Virgin Wool Suit

  • R.M.Williams Comfort Craftsman Suede Chelsea Boots

The men featured in this story are not associated with and do not endorse MR PORTER or the products shown