‘Obsessed’ by DSQUARED2 FW2025

Dsquared2 Fall/Winter 2025 / FW25 at Milan Fashion Week Entitled #OBSESSED2 via JTDapper Fashion Week

30 Years of Dsquared2: the brand’s biggest collection yet, Fall/Winter 2025 is an expansive celebration of three decades of iconic style. Marking the major milestone of its 30th anniversary in celebratory fashion, this season is the brand’s most collaborative, community-focused yet.

Centered around this idea of a community of fiercely expressive individuals, the collection unfolds like the best-dressed and best-attended party ever. Immersive set design situates the audience in a nightclub, where a parade of unmistakably Dsquared2 personalities roll up one after the other. These characters embody signature archetypes from the brand’s storied history – Canadian cowboys, disco queens, glam rockers, leather scenesters, red-carpet starlets – while also proudly paving the way for its next era.

Dsquared2 FW25 / Fall/Winter 2025 runway show highlights new collaborations with creative forces both inside and outside of fashion that share values with and have been inspired by Dsquared2’s vision across the decades: Magliano, Vaquera, and Bettter, as well as Italian motorcycle company Ducati and the legendary rock band Kiss. These new partnerships seamlessly meld with old favorites and new directions of the brand’s multifaceted creative world.

The long-anticipated return of the legendary Iconic Skate boots is celebrated with a total look of a glittering ice queen. An opulent Dallas socialite who pairs a shimmering neck with a plunging neckline with her ten-gallon cowboy hat. Emblematizing the playful, archive-inspired energy of the Vaquera collaboration is a look that pairs a cropped I <3 DSQUARED2 hoodie with an expansive ballerina skirt and heels that lace all the way up the thigh. The eveningwear looks arrive last, bringing asymmetrical reconstructions to elegant long black dresses.

Menswear runs a similarly expansive and eclectic route: an oversized bomber brings punk provocation to an otherwise office-ready ensemble, while glittering tie-dye and disco-ball denim extend the glam-rock spirit of the Kiss collaboration. The muscular, motorsport power of the Ducati collaboration is revived in engine-revving leather ensembles. Road-ready trucker hats give way to sophisticated tuxedos. The cross-generational community spirit extends across the iconic and thoughtfully eclectic casting as well, which brings together some of the biggest supermodel names that have represented the brand in the past alongside next-generation talent.

As they look forward while looking back, Dean and Dan are also taking the chance to pay homage to the woman and creative force who was most instrumental in supporting their lives and work: Julie Enfield. The photographer, model, and infinitely connected and tasteful style icon first met the young twins in Toronto, taking them under their wing when they needed it the most and showing them they had the power to shape their own world. Along with the collection, Dean and Dan shared a heartfelt note that reveals just how essential she has been in the very existence of Dsquared2. Over the last 30 years, Dean and Dan Caten have transformed a dream into a living, breathing creative world. As Dsquared2 closes one chapter and looks forward to another, this world takes shape like never before.

Celebrities and influencer attend Dsquared2 FW25 / Fall/Winter 2025 are JT, Mia Khalifa, Anna Pepe, Aron Piper, Tony Effe, Annalisa, Anna Dello Russo, Andrea Preti, Venus Williams, Tedua, Bresh, Beatrice Vendramin, Bresh, Jashlem, Yamato Inoue, Benji & Fede, Boggi, Olaf Ernandez, Simone Cotellessa, Korlan Madi, Tommy May, Carlos Parejo, Nils Kuesel, Jose Pastor, Chiara Capitani, Chiara Biasi, Diletta Bonaiuti, Chiara Ferragni, Dolma Lisa, Josh Beauchamp, Isha Van Dick, Olivia Valin, Juan Perales, Ali Bercan.

All images Dsquared2 FW25 / Fall/Winter 2025 by the brand. PR Agency Purple PR Agency.