After the JordanLuca fall/winter 2025 Milan fashion show, designers Jordan Bowen and Luca Marchetto surprised guests by getting married on the runway. The couple met in London in 2011 and founded their namesake label in 2018.

Winter menswear trends out of Milan, including monochromatic palettes, oversized silhouettes, and fashion that embraces individuality.

Ciao! Milan Fashion Week Men’s returned to Italy to kick off Fall 2025’s fashion season with a dashing flair. And there was plenty to see on the runways, from Prada’s eclectic edge to Dunhill’s dashing tailoring! Below, we’re reflecting on the season’s top men’s shows from the fashion-filled week.

Back in December 2023, our own Gerald Ortiz declared that there were only two correct outerwear choices for men: drapey topcoats or cropped jackets. A month later, that theory was proved correct by the ever-stylish attendees of Milan Fashion Week. And a full year after that, the sentiment remains true on the streets of the very same city.

Streamlined silhouettes, tailoring, and monogram looks dominated street style during men's Milan Fashion Week. They stunned with a hint of "American Psycho."

The runway shows by Prada, Giorgio Armani and Emporio Armani and Zegna, which anchored the four-day calendar, were widely praised, as were the presentations from tailoring brands ranging from Brunello Cucinelli to Brioni.

The clothes had their usual tradition and elegance. But the brand added an option for its loyal customers to shop almost straight from the Milanese catwalk.

If there was one major unifying theme for Milan Men’s this season, it was seduction. “Unpremeditated contrasts result in unexpected and seductive combinations,” was the key to Prada’s brilliantly mismatched collection which saw floral cowboy boots meeting golfing tartan in a push-back against clean styling.

Here are the key takeaways from Milan Fashion Week Men’s Autumn/Winter 2025. As Vogue Runway ’s Luke Leitch puts it, there was a willingness to “both appreciate and undermine convention” in Milan this season, as designers explored less conventional styles and injected a sense of freedom into their collections.

The independent Italian fashion brand Simon Cracker denounced the luxury fashion system with an upcycled collection previewed during Milan Fashion Week on Sunday that riffed on what they see as bygone days of quality and creativity.

With soft fabrics, jewelled hues and fluid shapes, Giorgio Armani's men's show in Milan on Monday was an ode to elegance and freedom of movement.