It’s a pretty big month for menswear. The Knicks are in the playoffs, prompting plenty of courtside style moments. Menswear hero Harry Styles is on a comeback tour after a three-year hiatus, featuring plenty of bold custom looks. The World Cup kicked off in the US, Canada, and Mexico on June 11, which will have a major fashion impact off-pitch. And on June 16, menswear trade show Pitti Uomo will open its gates, marking the start of the Spring/Summer 2027 men’s runway season, followed by men’s fashion weeks in Milan and Paris.
So what can we expect from the season ahead?
“I don’t expect SS27 to bring any huge reset in menswear as the bigger shift is refinement rather than reinvention, so familiar ideas become more wearable,” says Benedict Browne, style director at Mr Porter. “A lot of what’s gaining traction now builds on the relaxed tailoring and luxury leisurewear we’ve seen over the last few seasons.”
While more men are taking an open interest in fashion, some are unsure of how to participate, particularly as styles shift away from streetwear into more sophisticated, unique looks. In response, we can expect more “formula dressing” for SS27, experts agree, which is affecting the trends. “Men are searching less for abstract inspiration and more for exact outfit equations,” says Sydney Stanback, Pinterest’s global head of trends and insights. “So, in 2026 dressing is becoming way more intentional and more practical with the rise of color combinations, shirt and trouser pairings, and styling formulas that really take the guesswork out of getting dressed.”
The new formality
Formality is key to menswear’s fashion formulas. From A$AP Rocky and Jay-Z in white tie at the Met Gala, to newly minted heartthrob Belmont Cameli, star of Off Campus, who regularly opts for a suit and tie at public appearances, the stars are suiting up.
On Pinterest, from April 2025 to 2026, search is up for terms including ‘mens formal wear color combination’ (+625%), ‘pant shirt color combination men’ (+380%), ‘shirt combination with black pant’ (+320%), ‘blue shirt matching pant for men’ (+175%) and ‘outfit color combos men’ (+175%), as men more intentionally plan their outfits. And so, the Spring/Summer 2027 trends lend themselves to interesting color combos, formal dress codes and classic textiles.
“Menswear is dressing up again, but with a softer, more image-conscious attitude,” says Stanback. “So, in 2026, tailoring feels less corporate and more cultivated, with men embracing striped suits, blazers, and polished styling that signals confidence rather than rigidity.”
On Pinterest, this has led to a surge in formal wear searches, including, ‘black striped suit men’ (+900%), ‘garden formal attire men’ (+415%), ‘modern gentleman’ (+405%), ‘Italian slick back hair men’ (+355%) and ‘blue blazer combination for men’ (+335%).
“It is smart dressing with a personality, so cleaner lines, stronger silhouettes and a renewed interest in looking put together for everyday life, not just special occasions,” Stanback says. “So, making any situation a formal dressing occasion.”
The trend is reflected in the mass market, too. EDITED found pinstripe trouser arrivals are up +14% YoY from SS25 to SS26. Brown has become the top invested blazer color in store arrivals for SS26, representing 20% of blazer options on the market (versus 11% in SS25). Navy has accounted for 15% of blazer arrivals in SS26 (up from 13% in SS25).

Formal dressing is a key trend for SS27, with new and established menswear stars opting for suits on the red carpet.Photo: Getty Images
Vintage inspired
Vintage is becoming the primary source of retail for consumers, and it’s set to affect menswear offerings for next spring, says Frida Tordhag, fashion analyst at trend forecasting platform Heuritech, which uses AI to track the visibility of colors, silhouettes and textures on social media. “Brands have spent the last few years chasing whatever [trend] was next. But from now to 2027, we can expect more brands to stop and start digging into the past instead,” she says. As flawless AI-generated imagery proliferates online, consumers are looking for clothes that feel worn and lived-in, and aesthetics that reflect the past, she adds.
There were signs of this at Prada’s FW26 men’s show in January, which featured tea-stained cuffs and crinkled shirting. “There was an aspect of archaeology in our minds,” said co-creative director Raf Simons at the time, post-show.
In the mass market, Zara has been an early adopter of ‘creased effect’ fabrics for men, landing 13 options for SS26, per EDITED.
Tactile textures and ornate prints — like Travis Kelce’s floral brown shirt on a recent date with Taylor Swift — are another key trend, which we can expect on the SS27 runways, says Karis Munday, retail and runway analyst at EDITED. “I don’t feel like we’re quite going back to the bold printed vacation shirt, but there’s a new iteration that we keep seeing, with ornate, more intricate patterns.” Embroidery shirt arrivals in stores are up +11% year-on-year for SS26; textured top majority sell-outs are up +7% year-on-year; and seersucker across all apparel majority sell-outs are up +26% year-on-year.

An early signifier of the vintage-inspired trend, Prada FW26 menswear featured creased and stained hems and sleeves, giving a worn-in effect.Photo: Gorunway.com
Dark denim dressing
Some of the key trends for SS27 are building on existing moods. Denim is, of course, a menswear staple, and the double denim “Canadian tuxedo” has been trending for some time now, particularly after Kendrick Lamar’s Super Bowl performance last year, and Ralph Lauren’s well-received FW26 Milan show. But denim is getting a sharper identity next season, Pinterest’s Stanback says, with darker washes and cleaner combinations, treating it as a foundation for a more polished wardrobe. Dark wash denim featured heavily in Jonathan Anderson’s FW26 Dior Men show, paired with D belts, as an early signal of the trend.
On Pinterest, there’s been an uptick in search terms including ‘blue jeans matching shirts for men’ (+1,155%), ‘dark navy jeans outfit men’ (+905%), ‘brown shirt blue jeans outfit men’ (+325%), ‘blue jeans brown boots outfit men’ (+215%), black raw denim’ (+170%) ‘dark blue denim shirt outfit men’ (+150%).
Darker jeans are already showing up in the mass market, too. Mentions of ‘indigo’ jeans are up +15% year-on-year from SS25 to SS26, per EDITED. And classic denim styles including trucker jackets are seeing growth in SS26, up 23% in arrivals versus SS25. What’s more, Brut (or raw) denim visibility will grow +4% from SS26 to SS27, per Heuritech data.
On the other end of the spectrum, light washed denims, which fell out of favor with men in the 2020s, are on their way back. “We track a lot of social media images, and we have seen this new kind of [consumer] that’s quite showing up in menswear, and he’s not the luxury entrepreneur type at all. He looks slightly coastal, a bit surf vibe, but he lives a fast-paced lifestyle, he’s playful and comfortable, and the stereotypical outfit for this man would truly be light-washed denims,” Tordhag says.

We can expect darker denim washes and cleaner combinations for SS27, as consumers treat menswear as a foundation for a more refined wardrobe.Photo: Gorunway.com
Color pops
As seen every night on Harry Styles’s Together Together tour, with vibrant custom looks from Celine, Prada, and Valentino, color pops are a key menswear trend that will continue to dominate for SS27.
“This trend was already [bubbling up] through FW26, but we will see a new summer palette,” EDITED’s Munday says. “At the Dior pre-spring show that just happened, they had these amazing, vibrant purple and yellow shirts for men. I feel like that will be the start of that palette that will trickle through.” Yellow is a key shade, she adds, with new arrivals of yellow men’s tops up 16% this year, per EDITED data. Pink tops were up 18%, and purple tops 7% over the same period.
“There’s a growing appetite for brighter, more vivid primary colors, particularly through accessories and footwear, and the likes of Willy Chavarria and Dries Van Noten are embracing this,” says Mr Porter’s Browne. “The latter is perhaps the most exciting — would be great if men had more confidence to be bold with their color choices!”
Heuritech predicts the visibility of color-blocked pieces to grow considerably for SS27, including cobalt blue shoes (+32.9%), carmine red sports shorts (+24%) and cobalt blue sportswear T-shirts (+14.8%). Ringer tees with contrasting color-blocked collars will be prominent next season, Tordhag says, as an easy way for men to color block.
Of course, bold colors aren’t for everyone. For the more demure men’s shopper, “color is generally becoming softer and more nuanced,” says Browne. “For instance, pastels are evolving beyond sugary tones to dusty yellows and washed blues, and earthy and neutral colors will also remain strong because they feel timeless and easy to wear.”

Harry Styles’s Together Together tour has been a masterclass in color blocking so far, with vibrant custom looks from Celine, Prada and ValentinoPhoto: Getty Images
Looksmaxxing
For better or worse, looksmaxxing continues to influence the menswear consumer. And after years of baggy fit domination, we’re looking at skintight tops and short shorts for SS27.
“We are expecting men are going to bare more skin and go back to the tighter fits,” says EDITED’s Munday, noting that in the mass market, new top arrivals in stores using the word “muscle” in their name or description are up 67% from SS25 to SS26. Harry Styles’s red Marc Jacobs short shorts on the set of his “Dance No More” music video are a prime example of barely there menswear, she adds. After the video aired, EDITED began tracking a similar Bode pair on Mr. Porter, which sold out in one week despite being in stock since November.
While full muscle men fits are perhaps a bridge too far for the average consumer, straighter-fitting trousers will continue to trend strongly, Browne agrees. “There’s definitely a conversation around skinny fits returning, but I’m not convinced men are ready to fully go back to true skinny silhouettes just yet. It still feels too soon after years of relaxed dressing.”
Munday expects many menswear shoppers will adopt more balanced outfits, with tighter and looser elements, in response to the looksmaxxing trend. “In the mass market, something that’s a slight nod to the more extreme looksmaxxing trend is these hybrid fits that are starting to become popular,” she says. “So instead of having just baggy, you’ve got something like a loose straight or a relaxed straight trouser. Slimmer fits with a slightly baggier feel in places.”
“Shorts are also becoming more directional,” says Browne. “On one side, you have oversized Bermudas from the likes of Brunello Cucinelli, The Row and Studio Nicholson and on the other, there’s a growing appetite for shorter styles thanks to Saint Laurent and Dolce & Gabbana to name a few.”
“Once you’ve finished Milan men’s, you have a good sense of the direction we’re moving in,” says former buyer and menswear creator Nick Wooster. “What interests me this season is the volume of pants and the height, or the profile of shoes. I’m a big fan of a wider pant, but I know the clock is ticking there. The runway sets the tone, but it will take a season or two to kick in. Prada had slim fits last season, we know it’s coming, but it’s a question of when it will be the critical mass.”

Gucci FW26 underscored the rising looksmaxxing movement, with skintight muscle tops galore.Photo: Getty Images
Steadfast on flip flops
And as for the profile of shoes, slim sole supremacy continues. Preppy footwear will “still be floating around”, Browne says, but he predicts driving shoes (a slightly flatter moccasin with a rubber, high-grip sole) will replace boat shoes as the style of the season.
There was much debate over men in flip flops last summer, after Bridgerton and Wicked’s Jonathan Bailey appeared on the Jurassic World: Rebirth press tour in London, wearing a $690 pair from The Row. Love them or hate them, the divisive shoe will continue to rise for SS27, experts agree. “I think we’ll continue to see flip flops on the runway, especially styled with tailoring or elevated resort-wear rather than just beach looks,” says Mr Porter’s Browne. “Designers like Auralee and The Row have already pushed that direction, and it feels like consumers are finally catching up. This sense of playfulness I think will be mirrored by more pyjamas for daytime wearing and even more color blocking than before, which will be exciting.” Heuritech predicts visibility of flip flops to grow 9% from SS26 to SS27.

Flip flops may be divisive, but they will continue to show up for SS27, experts agree.Photo: Getty Images
While menswear trends represent slow developments over major aesthetic shifts, SS27 does demonstrate how men’s lifestyles are reshaping their fashion choices, Mr Porter’s Browne says. “Designers are responding to hotter summers and more travel-focused lifestyles with lighter fabrics, relaxed layering and versatile clothing that moves between work, leisure and holiday dressing.”
