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Milan Fall 2026 Menswear: The Shows That Stole the Season

  • Writer: Qui Joacin
    Qui Joacin
  • 6 days ago
  • 4 min read

Milan Fall 2026 Menswear Had Main-Character Energy

Dsquared2 Fall 2026
Dsquared2 Fall 2026

According to the Daily Front Row, if fashion week were a yearbook, Milan Fall 2026 menswear would be the edition everyone flips back to years later and says, “Oh wow, they really went for it.” This season wasn’t about playing it safe. Designers leaned into personality, humor, and excess — sometimes all at once.


Instead of doing a dry trend report, let’s talk about Milan the fun way: superlatives. No voting, no rules, just vibes.


Most Camp Use of Faux Fur: Dolce & Gabbana

Dolce & Gabbana kicked things off like they were daring us not to stare. We’re talking massive faux fur moments — oversized coats, diagonally striped furry pullovers, and collars so dramatic they basically entered the room before the model did.


It was unapologetically theatrical, a little ridiculous, and totally intentional. The final gray faux fur coat? Full camp fantasy. Very “storybook villain but make it luxury.” Milan Fall 2026 menswear needed this level of drama.


Dolce & Gabbana Fall 2026
Dolce & Gabbana Fall 2026

Most Likely to Survive a Polar Vortex (In Style): Ralph Lauren Purple Label

Ralph Lauren once again proved no one layers like Ralph. If the world freezes over, Purple Label customers will be fine — warm, polished, and probably sipping something expensive.


Cashmere on top of wool on top of leather on top of scarves. Luxe survival gear at its finest. The only downside? You know those models were sweating backstage.


Ralph Lauren Purple Label Fall 2026
Ralph Lauren Purple Label Fall 2026

Best Throat Play: ISAIA

Scarves can go wrong fast, but ISAIA nailed it. Long silk scarves wrapped, draped, and styled in a way that felt elegant, relaxed, and incredibly Italian — not costume-y, not try-hard.


Paired with softly structured tailoring, the scarves added personality without overpowering the look. Honestly? This show may have converted a whole new generation of men into scarf guys.


ISAIA Fall 2026
ISAIA Fall 2026

Most Surprising Sweater Styling: Etro

A sweater tied around the waist is nothing new. A sweater tied over a suit? That’s bold.


Etro leaned into playful styling tricks this season, reminding us that menswear doesn’t have to be so serious. And as always, their prints were doing the most — especially that feather-detailed vest that deserved its own moment.


Etro Fall 2026
Etro Fall 2026

Most Voluminous Trousers: Giorgio Armani

If you’ve ever thought, “What if trousers had… more?” Giorgio Armani answered that question with gusto.


The Fall 2026 trousers were wide, billowy, and unapologetically roomy. There was so much fabric happening you half-expected gravity to give up. It was classic Armani energy: relaxed, luxurious, and confident enough not to care about trends.


Giorgio Armani Fall 2026
Giorgio Armani Fall 2026

Cuffiest Cuff (and Most Purple): Prada

Prada said: small coats, huge cuffs.


The cuffs this season bordered on cartoonish, but that was kind of the point. Foppish, playful, and deliberately exaggerated, they added flair to otherwise restrained tailoring.


Bonus points for Prada also dethroning Armani as the king of purple. In Milan Fall 2026 menswear, that’s a power move.


Prada Menswear Fall 2026 (Courtesy Prada)
Prada Menswear Fall 2026 (Courtesy Prada)

Best Yuletide Dracula: Polo Ralph Lauren

This one’s niche, but Polo Ralph Lauren absolutely nailed it. Dark tailoring, romantic layers, and just enough gothic drama to make you think, “Yes, this man definitely drinks wine by candlelight.”


Seasonal? Yes. Iconic? Also yes.


Polo Ralph Lauren Menswear Fall 2026
Polo Ralph Lauren Menswear Fall 2026

Best Casting Get: Dsquared2

Dean and Dan Caten know how to make noise. Opening their show with actor Hudson Williams was a perfectly timed pop-culture crossover that instantly got people talking.


Fashion loves a moment — and Dsquared2 always understands that assignment.


Dsquared2 Fall 2026
Dsquared2 Fall 2026

Best Throwback Styling Trick (Again): Dsquared2

Low-slung pants. Sagging layers. Suspender holsters threaded through belt loops. Dsquared2 brought back Y2K chaos with a wink and zero apologies.


And the outerwear? Massive. Inflated. Bulky in a way that felt intentionally over-the-top. While the rest of fashion talks about shrinking silhouettes, Dsquared2 said, “Let’s go bigger.”


Dsquared2 Fall 2026
Dsquared2 Fall 2026


Best Non-Traditional Tie Moment: MSGM

Who even wears ties anymore? MSGM asked that question — then answered it by turning ties into playful accessories rather than corporate relics.


Worn loosely, styled unexpectedly, and paired with casual looks, MSGM made ties feel fun again. No boardroom required.


MSGM Fall 2026
MSGM Fall 2026

Most Likely to Sell: Brunello Cucinelli

While other brands chase trends, Brunello Cucinelli stays in its lane — and keeps winning.


Tonal dressing, relaxed tailoring, soft layers, and clothes that just feel good. It’s not flashy, but it’s dependable, comforting, and undeniably luxurious. In uncertain times, Milan Fall 2026 menswear reminded us that sometimes the quietest brand is the smartest one.


Brunello Cucinelli Fall 2026
Brunello Cucinelli Fall 2026

Final Thoughts

Milan Fall 2026 menswear wasn’t about a single trend — it was about personality. Camp, comfort, exaggeration, and confidence ruled the runways. Some looks were wild, some were wearable, and some were both.


If this season proved anything, it’s that menswear is having way more fun than it’s given credit for.

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