Dsquared2 Resort 2026 Outfits the Rebellious Schoolboy

Summary

• Dsquared2 has revealed its Resort 2026 menswear collection.
• The line is inspired by “icons of freedom and rebellion from the ’50s and ’70s.”

Canadian twin designers Dean and Dan Caten, known for the provocative, rebellious, and sex-appealing fashions under their Italian label Dsquared2, are back with, well, another provocative, rebellious, and sex-appealing collection for Resort 2026.

As pictured in the lookbook above, the brothers’ latest manifesto explores freedom and defiance from the ’50s and ’70s through the lens of a common locale for collegiate misconduct: the bathroom, “where free spirits sneak away to smoke cigarettes or simply have a moment of freedom and solitude, becomes a stage of countercultural community,” the designers explained.

The line merges reworked preppy classics, like luxurious knits, linen shirts, and denim monogram bombers, with bad-boy staples, including leather coats, distressed denim trousers, and ’70s motorcycle boots. Modish sweat-sets appear to elevate free-dress days, while letter jackets and rugby shirts drive the schoolboy narrative home.

Elsewhere, the collection boasts two collaborations. The first team-up is with the ubiquitous symbol of happiness, Smiley, which appears on a T-shirt reading “Smile! It confuses people.” The second is with photographer Tom Bianchi, whose ’70s and ’80s Polaroid images from Fire Island land all over Dsquared2’s signature hoodies, T-shirts, bags, and swimwear.

At the end of the line, the “coolest teacher on campus” enters the bathroom, halting Dsquared2’s stylish rebellion. The dapper instructor serves as a reminder of the twin designers’ tailoring, wearing a series of slick, sophisticated suits. “With a knowing wink, he sends these troublemakers back to class – but not before bumming a cigarette and sharing a summertime memory,” the brothers wrote.

See Dsqquared2’s Resort 2026 collection in the gallery above.

Click here to view full gallery at Hypebeast