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
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