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The Men’s Milan Fashion Week Fall/Winter 2026 Superlatives 

su•per•la•tive

/suːpɜːlətɪv/

adjective 

1. Of the highest kind, quality or order, surpassing all else, or others. Supreme.

No Manners celebrates Men’s Fashion Week with a finely curated list of “most” and “best” moments—the most-talked about shows, most star-studded front rows and everything that defines the Fall/Winter 2026 menswear season.

Fashion professionals, celebrities and showgoers have arrived in Milan to participate in the first major event in the global fashion calendar: Men’s Fashion Week Fall/Winter 2026.  

Every year, the Italian fashion capital kicks off the fashion circuit, welcoming the industry to an activity-packed week. Organized by la Camera Nazionale della Moda Italiana, more than 50 collection unveilings and cultural events are part of the program this season. 

Brands like Brunello Cucinelli, Prada and Giorgio Armani are expected to put Italian craftsmanship and heritage center stage, while the return of international names such as Ralph Lauren and Paul Smith guarantees eclectic runways at the intersection of luxury and contemporary storytelling. 

Meanwhile, on the front rows, celebrities, social media personalities and the who’s who of fashion, just like every season, elicit great deals of fanfare. Fashion Week provides the perfect backdrop to experiment with fashion and step out of our comfort zones, so unsurprisingly, show attendants’ display of sartorial finesse has captured the headlines (and very possibly our readers’ hearts). 

If content oversaturation or the hustle and bustle let key moments slip by, we got your back. Per usual, No Manners documents the hottest moments of the 6-day event, curated together for your viewing pleasure (and knowledge). 

As Men’s Milan Fashion Week unfolds, follow our team’s selection of “most” and “best” moments—the most-talked about shows, most star-studded front rows and everything that defines the Fall/Winter 2026 menswear season. Don’t forget to refresh throughout the week and rate your favorite moments. A caveat: spam votes are invalid, so please, don’t rate the same item more than once.  

Without further ado, here are the superlatives at Men’s Milan Fashion Week Fall/Winter 2026.

The Coolest Runway: Dsquared2’s winter-themed show

Wrapping up day 1 of Milan Fashion Week, cult Italian label Dsquared2 staged a winter sports-inspired runway at Rubattino56. Dean and Dan Caten, Dsquared2’s founder duo, went back to their Canadian roots, celebrating seasonal sports on a runway that nodded to the upcoming 2026 Winter Olympics, held in Milan and Cortina d’Ampezzo. 

Snow, mountain ridges and ski slopes served as inspiration for the runway, where the Caten siblings reimagined aprés ski and performance clothing with their signature edge. Layering, technical textiles, puffed silhouettes and a mix-and-match of winter elements were on the show’s moodboard. 

Male models walked down the runway, dressed in racing suits, padded pieces and, for a dose of juxtaposition, elements like cropped tops and biker jackets. The girls, on the other hand, strutted in corset-style puffer dresses, hockey-inspired imagery and a myriad of futuristic accessories, from snow boots and ski googles to statement fur hats and gloves. 

The evening’s crowning moment? Hudson Williams walking down the catwalk in a well-timed entertainment and fashion crossover.

Voting Results:

Rating: 5 out of 5.

The Buzziest Celebrity Cameo: Hudson Williams at Dsquared2

In case you’ve been living under a rock over the last couple of months, Williams has been one of the hottest names in pop culture since starring in Crave’s hockey romance series Heated Rivalry. The Boys Love show has earned him a massive following across the world, effectively launching Williams to stardom. In less than two months, the Canadian actor has become one of the most coveted guests on red carpets, TV shows and now, Fashion Week. 

Photo courtesy of Dsquared2 ©Umberto Fratini / Gorunway.com

Giving a subtle nod to his character in the queer show (Shane Hollander, a star hockey player), Williams opened and closed Dsquared2’s runway. The moment was so anticipated that the brand’s livestream momentarily crashed. Figuratively and literally, Williams’ runway debut broke the internet

Voting Results:

Rating: 4 out of 5.

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Heated Rivalry Star Hudson Williams Breaks the Internet with Runway Debut at Milan Fashion Week 


Hottest Comeback: Ralph Lauren’s return to Milan Fashion Week

More than 20 years since its last show in the Duomo City, Ralph Lauren staged a fully-fledged runway at Palazzo Ralph Lauren. Though fashion insiders and celebrity VIPs have been treated to private presentations in recent seasons, the event marked a big moment for the American brand, bringing together la crème de la crème of the industry.  

The show opened with the Polo Ralph Lauren Fall 2026 collection, where American workwear took center stage, of course, reinterpreted for modern audiences. Pieces from the Polo Ralph Lauren x TÓPA collaboration were among the highlights from the catwalk, bringing the spotlight to the brand’s commitment to ethical collaboration. The pieces were created by Oceti Sakowin designers Jocy and Trae Little Sky, whose work has been supported by Ralph Lauren’s Artist in Residence program. 

The Purple Label’s showings followed, per usual, focused on exquisite tailoring, luxurious finishings and unparalleled sophistication. 

Reactions to the show’s dynamism and balance have been mostly positive among industry professionals, who note Ralph Lauren’s ability to keep up with the times without sacrificing the style that has kept the brand alive for more than five decades.

Voting Results:

Rating: 5 out of 5.

The Best Front Row Debut: K-pop star Mark Lee Attends the Ralph Lauren Show

Despite founder Ralph Lauren’s initial refusal to endorse celebrities, in recent years, a smartly curated circle of friends and ambassadors has been key to Ralph Lauren’s popularity. Among a cohort of new-generation names is K-pop star Mark Lee, who has been associated with the brand since 2022.

Despite attending several events as a guest of Ralph Lauren (including The Championships Wimbledon and the Australian Open, where he emerged as a top Media Impact Value driver) for years, the singer has remained elusive from the front row. Not anymore. 

fashion week
Mark Lee with Patrice Louvet. Photo courtesy of Ralph Lauren ©BFA

This season, the singer brought his star power to the VIP section, prompting a fan craze outside Palazzo Ralph Lauren in the process. Lee instantly captured the spotlight, dressed in a navy suit that checked all the boxes for a winning front row debut.  Buzzworthiness aside, the singer flawlessly blended in with the stylish fashion crowd. The pinstripe suit, playfully styled with a stripe shirt and tie, evoked Ralph Lauren’s DNA from a mile, proving the K-pop singer’s affiliation with the brand to be particularly well-suited—pun intended.

Voting Results:

Rating: 4.5 out of 5.

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The Most Star-Studded Front Row: Prada Brings Global A-listers to the Fore

Not a season goes by without Prada hosting the most star-studded show in the program. Miuccia Prada and Ralph Simmons’ collection presentations bring together household names from all over the planet—think the latest Latin music sensation, the hottest Asian heartthrob and of course, the new-generation screen darlings. 

Fall/Winter 2026 wasn’t any different. The star power in the VIP section was off the charts. Hollywood figures like Nicholas Hoult and Maya Hawke; British film personalities Damson Idris, Akinola Davies Jr. and Louis Partridge; Australian singer Troye Sivan; Puerto Rican singer Rauw Alejandro and Palestinian artist Saint Levant were in attendance. Asian brand ambassadors and friends further boosted the buzz. South Korean stars Karina and Byeon Wooseok, Taiwanese actor Greg Hsu, Olympic champion Ma Long and Thai screen trailblazer Win Metawin graced the event, dressed in their very best ‘fits and proving that there’s nothing as buzzy as a Prada front row.

Voting Results:

Rating: 5 out of 5.

The Hottest Front Row ‘Fit: Win Metawin Goes Red-Hot at Prada

And speaking of Win Metawin, the actor served front row hotness in a flaming red look. Win stood out amid a sea of muted-colored ensembles, dressed in an outfit that tapped into the year’s biggest trend colors and a hint at 2010s color blocking. 

The star, a regular at Milan Fashion Week, combined khaki pants and a baby blue knit top, layered under a bright red coat, trading his streetwear-infused everyday outfits for a look pulled from Prada’s Spring/Summer 2025 collection. Along with patent leather shoes and visible socks, Win finished his look with peachy makeup and a modern-day leading man hairstyle. Hot, hot, very hot.

Voting Results:

Rating: 5 out of 5.

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Win Metawin Makes a Case for Red Hot on the Prada FW26 Front Row


The Best Twinning Moment at Fashion Week: Benson Boone and Kerem Bürsin

Not every day you catch two superstars matching looks in the front row. This Milan Fashion Week edition, however, Turkish hunk Kerem Bürsin and “Beautiful Things” singer Benson Boone were in for a surprise: they were twinning. 

Their looks were not meant to look identical. Bürsin, a prominent actor and a seasoned Fashion Week guest, got to the front row dressed in a suede shearling coat. Meanwhile, Boone was spotted dressed in a grey coat with black fur and carrying a leopard print jacket on his arrival. However, once they got comfortable in their seats (conveniently placed close to each other), both stripped from their outerwear, revealing coordinated denim pants and a quarter-button white shirt. 

The stars, who were captured on tape chatting lightheartedly, took things humorously. And for that, the moment belongs in this list.

Voting Results:

Rating: 4.5 out of 5.


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