New York: Virgil Abloh wearing a Prada shirt and an Off-White belt. He made his NYFW debut in September.Photographed by Phil Oh
What did street style look like a decade ago? In the lead-up to the spring 2017 men’s season, we’re time-traveling back 10 years to see what dapper guys were wearing as they headed to and from the shows. A lot has changed since then—the designer shuffle means most brands have new creative directors, and the men’s silhouette has certainly loosened up a bit (though maybe be coming back down to Earth). Also, back then, the shows were spread across four fashion capitals—plus Pitti in Florence. Today, only Milan and Paris—and good old Pitti—still have dedicated menswear weeks.
A lot has changed in the space of these 10 years. Virgil Abloh has passed and is very much missed. Alessandro Michele left Gucci in Milan for Valentino in Rome, and while Matthew Foley remains a bleached blond, he’s traded Milanese sprezzatura for Thom Browne’s slim take on the gray flannel suit. Otherwise, much is unchanged. This year is yet another for the World Cup; Yu Masui and Takeji Hirakawa are still strutting their stuff, and Phil Oh, along with Acielle Tanbetova, will be documenting all the off-the-runway action.
Take a trip down street style memory lane and see what still looks good and, better yet, what doesn’t. Time flies when you’re having fun.
Florence: Models showed their support for the World Cup at Pitti Uomo. We’re bound to see the same excitement during the spring 2027 season as England faces off against Croatia on the second day of the fair.
Photographed by Phil Oh
Milan: These days it’s difficult to find a Phil Oh snap of Alessandro Michele not in his “Techno is my boyfriend” hat, but back in the day the designer was all about that Gucci.
Photographed by Phil Oh
Paris: Dao-Yi Chow and Maxwell Osborne. This season they’ll be hosting a Public School presentation in the City of Light from June 25-28th.
Photographed by Phil Oh
Paris: The 2016 version of Matthew Foley was all about the Emporio Armani, Moncler Gamme Bleu, and Converse. Today, he’s most likely found in a Thom Browne skirt suit. What hasn’t changed is his bleach blonde hair.
Photographed by Phil Oh
Paris: Ten years on, Mobolaji Dawodu’s personal style remains a rare constant.
Photographed by Phil Oh
Paris: Chistose Abe. The Tokyo-based designer continues to present her Sacai collections for men and women in Paris.
Photographed by Phil Oh
New York: “Memorize the name Miles Chamley-Watson now. The well-dressed gent is an Olympic fencer who walked in Rochambeau’s show this season, Public School’s last, and will appear at the Rio Olympics this summer on the U.S.’s fencing team. Consider him a man that can do both,” wrote Steff Yotka in 2016. She was on to something; these days Watson is a Vogue favorite modeling for Vogue World in Paris and in Hollywood.
Photographed by Phil Oh
London: A$AP Rocky exiting the JW Anderson show where he not only sat in the front row but also announced a special collaboration with the designer. The two remain close friends; A$AP is now a fixture at Dior.
Photographed by Phil Oh
Paris: A month after this photo was taken of Dwayne Wade at Dior men he signed a two year contract with the Chicago Bulls.
Photographed by Phil Oh
London: At this away from home Coach show, held at Lindley Hall, almost all of the guests carried some sort of dinosaur accessory.
Photographed by Phil Oh
Paris: The last time that Chloë Sevigny attended the menswear shows was for Kenzo’s spring 2017 Kenzo show. Could we see a return this season?
Photographed by Phil Oh
Paris: It’s not Paris fashion week without a Michele Lamy sighting.
Photographed by Phil Oh
Street stylers love Gucci. And still do.
Photographed by Phil Oh
Paris: Designer Yoon Ambush at the Louis Vuitton show.
Photographed by Phil Oh
Florence: Models pose for a photo.
Photographed by Phil Oh
Paris: A street styler wears a Supreme soccer jersey. Japan hosted the 2016 FIFA World Cup.
Photographed by Phil Oh
New York: Rocky Xu (left) makes one of New York City’s favorite matcha’s in 2026—Rocky’s Matcha. You can find it at Raf’s and Happier Grocery, some favorite hotspots amongst the fashion crowd.
Photographed by Phil Oh
Milan: In 2016, La Double J by JJ Martin was a year old shopping site. Today the brand has expanded into a lifestyle and fashion brand that is frequently featured in Vogue, Architectural Digest, and more.
Photographed by Phil Oh
Paris: Marc Goehring wears Faith Connexion pants.
Photographed by Phil Oh
New York: Hanne Gaby Odiele looks perfectly off-duty in New York City.
Photographed by Phil Oh
Milan: Gilda Ambrosio remains a Phil Oh favorite. Easy to see why.
Photographed by Phil Oh
Paris: Ten years later Luka Sabbat is still the coolest kid on the block.
Photographed by Phil Oh
New York: These days you’ll find Isaac Miller behind one of Gen Z’s favorite Tiktok accounts @isaaclikes_ where he interviews your favorite celebrities, designers, and influencers on their favorite restaurants and places around the world amongst other topics.
Photographed by Phil Oh
New York: Before Noah Johnson became Highsnobiety’s Editor in Chief, he was at GQ where became the Global Style Director, scouring for trends.
Photographed by Phil Oh
Paris: We need these shorts and Hood By Air’s “Never Trust a Vogue Girl” shirt ASAP!
Photographed by Phil Oh
Paris: Model and friend of Raf Simons, Jonas Glöer, was wearing Prada long before the Belgian designer joined the Italian house.
Photographed by Phil Oh
Milan: In 2026, under Maria Grazia Chiuri, Fendi showcases men’s and women’s together.
Photographed by Phil Oh
Paris: Caroline de Maigret has always been a Chanel girl.
Photographed by Phil Oh
Paris: Takeji Hirakawa remain one of our favorite menswear dressers to this day even when his outfit repeats.
Photographed by Phil Oh
Paris: And same with Yu Masui whom Vogue’s Nicole Phelps said in 2023: “Pick any street style photo of Yu Masui and it would belong on a Best of the Year list. Few people have as much irreverent fun with clothes as this Japanese journalist; this outfit, which he chose for the Junya Watanabe show in Paris in September, proves it.”
Photographed by Phil Oh
Milan: The spring 2027 menswear season will be Will Welch’s first menswear season not as a GQ editor but under a new role working for Pharrell Williams.
Milan: In 2015, Natasa Cagalj, “the Central Saint Martins graduate with a first-rate résumé” was appointed creative director of Ports 1961. By the following year, the streets of Milan were covered in colorful tassel skirts like the one pictured above.
Photographed by Phil Oh
Milan: Moschino’s spring 2017 menswear show included an all-star lineup of Miranda Kerr, Stella Maxwell, Taylor Hill, and a then 19-year-old Hailey Baldwin.
Photographed by Phil Oh
Florence: Jenny Walton at Pitti Uomo.
Photographed by Phil Oh
New York: Back when the Big Apple had a menswear week, models rode to shows on their skateboards.
Photographed by Phil Oh
New York: Jenna Lyons, then the executive creative director of J.Crew.
Photographed by Phil Oh.jpg)