Milan Fashion Week Men’s S/S 2019 Editor’s Picks
From footwear expert Santoni’s confectionary cabinet presentation, to Glenn Marten’s debut for Diesel Red Tag, we present the Wallpaper* pick of Milan Fashion Week Men’s S/S 2019

Giuseppe Zanotti: The Italian footwear aficionado presented a collection of clashing footwear styles for S/S 2019. Standouts included a new modular sneaker that can be customised by the wearer with interchangeable slogan Velcro patches, and a series of white leather tennis shoes covered in vivid paint splashes. Elsewhere, flyknit high tops came with heavy moulded soles and skater slip-ons in faded denim.
Church’s: Stepping out at Church’s this season is an update of the brand’s classic ‘Shannon’ style, this time appearing as a monk shoe in ink blue leather with a bold silver buckle side fastening. Elsewhere, the cobbler revisited its ‘Shanghai’ shoe by adding canvas panels alongside introducing a boot style in two tone aged leather. The brand’s signature ’Pembrey’ penny loafer gets ready for the summer sun in super soft suede.
Diesel Red Tag: Diesel Reg Tag recruited Y/Project designer Glenn Martens for its second season (its first was launched by Hood by Air’s Shayne Oliver). Martens presented a cool and confident collection of manipulated separates. Trousers came with ultra high waistbands and super slouchy leg lengths (a Y/Project staple), while jackets and blazers appeared warpped with draped panels and screw weft fastenings. Denim was key, but offset with more traditional tailoring fabrics for a ‘formal-meets-street’ feel. The accompanying collection lookbook was photographed by conceptual artist Hans Eijkelboom, featuring a diverse group of street cast individuals.
Jimmy Choo: creative director Sandra Choi explored new technological advancements in materials and manufacturing in a collection of ultra-light styles for summer. Japanese inspired whipstitching, machine-knitted uppers and a resin-dipped effect were some of the techniques used to striking result. Standouts included the brand’s signature skater sneaker being given a luxury upgrade in crocodile, and deck shoes with fold-down back to be worn as a slider.
Ralph Lauren Purple Label: The label took to the seas in a nautical inspired collection for S/S 2019. Seafaring tropes were updated in technical fabrications – a classic Harrington emblazoned with a graphic boating motif came in water resistant laminated cotton, while a lightweight windcheater was reimagined in gold metallic ripstop with tapped seams. This season also sees the introduction of the ‘The Ralph Suit’, inspired directly by the designer’s personal take on tailoring – a broad shouldered double-breasted jacket with neat waistline fastening at the bottom button.
Santoni: The Italian footwear label held its S/S 2019 presentation at a traditional Italian cafe in the heart of Milan. Guests were invited to enjoy ice cream as shoes from the collection were humourlessly presented within glass confectionary cabinets and served up on trays by waiters. The brands classic single and double strap monk shoes appeared in the softest leather, while their heels and soles were left untreated to keep in line with a more minimalist mood. Elsewhere, the pared-back direction continued with unstructured suede desert boots with eliminated seems, and elegant loafers in refined exotic skins.
Kiton: Alongside showcasing a collection that focused on relaxed lightweight suiting, Neapolitan tailoring brand Kiton continued to push the possibilities of fabric development with their ’KTN’ collection. Designed by twin brothers Mariano and Walter De Matteis, the collection is made from a super fine yet strong cotton yarn created by Kiton at the brand’s Naples factory. Lightweight knitted hoodies and track pants had an airy quality, while flyknit high top sneakers came with soles that can be customised on purchasing.
Receive our daily digest of inspiration, escapism and design stories from around the world direct to your inbox.
Dondup: Fabrics were the focus at Dundop this season. Lightweight rain jackets with drawstring waists came in high shine Tyvek. The crinkly papery material that doesn’t tear was ingeniously coated to create a metallic finish reminiscent of metal. Elsewhere, a classic Harrington appeared in a laminated coated tartan and cross body bags came in the cardboard-like material normal used for denim tags.
DSquared2: This season DSquared2 designers Dean and Dan Caten took to the frontline with a military inspired collection. Recognisable elements of army uniforms were cleverly patchworked together to create bombers and multi-pocket cargo pants. Voluminous trousers were cut in army green parachute silk, while camouflage print was spliced together with graphic shots of bold colour in a series of field jackets. Souped-up sneakers of tank-like proportions were ready for action.
Canali: Designer Hyun-Wook Lee’s debut S/S 2019 collection for Canali had an easy elegance that breezed through the heat of Milan Fashion Week. Lightweight construction was key – unstructured almost shirt-like blazers and bomber jackets in wool silk linen blends were teamed with matching trousers offering new suit propositions. Fine crew neck knits offered a nonchalant alternative to the workday shirt, while a new line of smart tennis shoes grounded the laidback mood.
Jack Moss is the Fashion Features Editor at Wallpaper*, joining the team in 2022. Having previously been the digital features editor at AnOther and digital editor at 10 and 10 Men magazines, he has also contributed to titles including i-D, Dazed, 10 Magazine, Mr Porter’s The Journal and more, while also featuring in Dazed: 32 Years Confused: The Covers, published by Rizzoli. He is particularly interested in the moments when fashion intersects with other creative disciplines – notably art and design – as well as championing a new generation of international talent and reporting from international fashion weeks. Across his career, he has interviewed the fashion industry’s leading figures, including Rick Owens, Pieter Mulier, Jonathan Anderson, Grace Wales Bonner, Christian Lacroix, Kate Moss and Manolo Blahnik.
-
Peek inside Uchronia’s celadon green suite at the Mandarin Oriental Hyde Park
The Paris-based studio teamed up with Pantone to transform a suite at the storied hotel into an aquatic dreamscape. Here’s how to check in
-
This legendary villa was built for the Cuban government. Now it’s The Future Perfect’s new Miami gallery
With Villa Paula, the boundary-pushing collectible design gallery expands its footprint
-
Hassan Hajjaj's vibrant portraits put Moroccan women at the centre of the story
For more than three decades, the visual artist has been making portraits that centre Moroccan culture, albeit through a subversive lens. Now, an exhibition in Toronto explores the sporty facet of his portraits
-
The key takeaways from the S/S 2026 shows: freedom, colour and romance define fashion’s new chapter
We unpack the trends and takeaways from the S/S 2026 season, which saw fashion embrace a fresh start with free-spirited collections and a bold exploration of colour and form
-
The independent designers you might have missed from fashion month S/S 2026
Amid a tidal wave of big-house debuts, we take you through the independent displays that may have slipped through the cracks – from beautiful imagery to bookshop takeovers, museum displays and moves across the pond
-
From wearable skincare to scented runways, unpacking the unconventional beauty moments of fashion month S/S 2026
The S/S 2026 season featured everything from probiotic-lined athleisure to fragranced runways – and those Maison Margiela mouthguards
-
In Milan, the fashion world gathers to say goodbye to Giorgio Armani at his final show
Originally planned to mark the 50th anniversary of Giorgio Armani’s eponymous house, Sunday evening’s runway show at Milan’s Pinacoteca di Brera would prove to be the last from the designer, who passed away earlier this month aged 91
-
Dario Vitale makes sexually-charged debut for Versace, inspired by the ‘bold attitude’ of Gianni Versace
Succeeding Donatella Versace, the ex-Miu Miu design director is the first to helm the brand outside of the Versace family. His debut last night in Milan was staged within the opulent rooms of Pinacoteca Ambrosiana
-
The standout shows of Milan Fashion Week S/S 2026
This season in Milan, the city is enjoying a wave of creative director debuts, from Demna at Gucci to Louise Trotter at Bottega Veneta. Here are the Wallpaper* highlights so far
-
Milan Fashion Week S/S 2026: live updates from the Wallpaper* team
From 23-29 September, Milan Fashion Week takes place in Italy’s fashion capital. Follow along for a first look at the shows, presentations and other style happenings, as seen by the Wallpaper* style editors
-
Gucci reveals its ‘bold, unapologetically sexy’ new era under Demna
Released this morning, former Balenciaga creative director Demna gives a glimpse at what to expect from his tenure at Gucci with a debut collection titled ‘La Famiglia’, comprising a cast of archetypes