The Best Dressed Men Of September 2021

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The Best Dressed Men Of September 2021

Words by The MR PORTER Team

27 September 2021

September might be a rather glum month for some, what with it marking the official end of summer and all, but we at MR PORTER have been giddy with excitement. Why’s that, you ask? Well, this year it’s signalled the comeback of The Shows – or, to translate, the world’s most stylish folk congregating in the fashion capitals and serving us lewk after lewk in the process. Better yet, the red carpet made its IRL return, too, by way of the VMAs, the Emmys and the Met Gala. And how delighted we were to once again indulge in a spot of high-fashion voyeurism and cast judgement from the comfort of our sofas.

Celebrities are just like us, it seems, and after an eternity spent holed up in their mansions, they’ve been dying to get dressed up again. Of the countless famous men who considerably upped the style stakes this month, these seven stayed with us.


Mr Josh O’Connor

Mr Josh O’Connor attends the 2021 Met Gala benefit “In America: A Lexicon Of Fashion” at The Metropolitan Museum of Art, New York, 13 September 2021. Photograph by Mr Arturo Holmes/Getty Images

It’s a dilemma most celebrities hope to be faced with at some point in their career: how to respect the costume-y Met Gala dress code – this year, “In America: A Lexicon Of Fashion” – without abandoning all sense of taste. Were next year’s prospective attendees to turn to us for guidance, we’d say print out this photograph of the always-elegant Mr Josh O’Connor and glue it to your mood board. OK, he’s wearing head-to-toe Dunhill (you know, the 130-year-old British label), but the powder-blue tuxedo jacket and white ruffled shirt are a contemporary spin on those kitsch 1970s prom tuxedos, so really about as Americana as it gets.

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Mr Ibra Ake

Mr Ibra Ake attends “The Azede Powered by Gucci” event in New York, 8 September 2021. Photograph by

Nigerian-American artist Mr Ibra Ake appears rather at home in this suit, which simultaneously looks as though it was handed down to him by his father and made specifically for him by a tailor. So at home, in fact, that whoever took this photograph deemed it necessary to match the backdrop to what Ake is wearing ­– lest a pair of curtains upset the perfect alchemy (aided by the lazy vest, striking pop of orange and painterly glasses) that he’d created.

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Mr Troye Sivan

Mr Troye Sivan attends the 2021 Met Gala benefit “In America: A Lexicon Of Fashion” at The Metropolitan Museum of Art, New York, 13 September 2021. Photograph by Mr Taylor Hill/Getty Images

This year’s Met Gala provided plenty in the way of style thrills, from Lil Nas X’s three-outfits-in-one to Mr Dan Levy’s gay superhero get-up created by LOEWE in collaboration with Cartier. Mr Troye Sivan also popped on some Cartier jewels for his look, a little black dress from the soon-to-be-launched Altu, a gender-fluid label from Mr Joseph Altuzarra, which he accessorised with some very tall platform shoes. Given the competition on the red carpet, the overall effect was surprisingly understated (for context, Mr Frank Ocean turned up with a green robot baby), and a perfect illustration of someone both understanding the assignment and giving it an boundary-pushing twist.

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Mr Jordan Clarkson

Mr Jordan Clarkson at an event during NYFW, Spring Studios, New York, 10 September 2021. Photograph by Mr John Lamparski/Getty Images for NYFW: The Shows

It’s safe to say that Mr Jordan Clarkson is one of the most stylish guys in the NBA right now. The Utah Jazz player had a bumper time at New York Fashion Week this month xlink:showing off various outfits, and was even adventurous enough to wear a Thom Browne skirt, which wins him extra points. It’s this look, however, that’s the real slam dunk. The printed sweater, baggy patchwork trousers, teased-out afro, chunky sneakers, statement sunglasses and gold jewellery (phew) are a lot to take in. However, Clarkson has enough sartorial gravitas to pull it all off with ease.

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Mr Seth Rogen

Mr Seth Rogen attends the 73rd Primetime Emmy Awards at L.A. LIVE, Los Angeles, 16 September 2021. Photograph by Mr Rich Fury/Getty Images

Whether it’s his ceramic creations or his wonderful wardrobe, Mr Seth Rogen has displayed a deft touch of late when it comes to tones (and looks pretty toned himself). This month’s spin of the colour wheel sees him matching a light, warm taupe in the form of a dress shirt and bow tie with trousers of a darker brown, worn to the Emmys. It made for the ideal backdrop for a scene-stealing tuxedo jacket in a zingy shade of orange, and some equally sharp words about the event’s Covid precautions. A marked improvement on his Pineapple Express days, when the only colour he seemed to care about was green.

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Mr Will Welch

Mr Will Welch attends the 2021 Met Gala benefit “In America: A Lexicon Of Fashion” at The Metropolitan Museum of Art, New York, 13 September 2021. Photograph by Mr Mike Coppola/Getty Images

If anyone deserves the honour of having a custom patchwork suit made for them by Ms Emily Adams Bode, it’s Mr Will Welch. GQ’s global editorial director has championed the designer since day one, presenting her with an award way back in 2019 (not quite before she was cool, but certainly before she was the Big Deal she is today). Anyway, back to the suit. According to Welch, it features “embroidered homages” to his family history – a touching, personal piece, and of course entirely exclusive to the wearer. You might have more luck getting your hands on his watch, however: it’s a rose-gold Reverso from Jaeger-LeCoultre.

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Mr Eddie Redmayne

Mr Eddie Redmayne attends the ATG Summer Party at Kensington Palace, London, 6 September 2021. Photograph by Mr David M. Benett/Getty Images for ATG

He may be one of the leading lights of the silver screen, but Mr Eddie Redmayne has also been a running steed in the best-dressed sweepstakes for many seasons. In this jazzy ensemble of natty sweater vest, point-collar shirt, capacious trousers and tri-colour sneakers, he has just enough 1970s swagger to make it work at an event where others in equally off-the-cuff looks would be refused admittance. It helps that he’s sprinkled head-to-toe in the pixie dust that emanates from Gucci’s Mr Alessandro Michele, who always hits that elusive sweet spot between kitsch and cool. While the more conservative sort might only consider it good for the golfing green, we’d say Mr Redmayne got the retro-revival memo.

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