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For men struggling with a fall wardrobe, turn to Hollywood power stylists for clothing tips this season. We asked Ilaria Urbinati, Warren Alfie Baker, Ugo Mozie and Jeanne Yang to share the designer menswear they’re looking for this season, from chunky chukkas and ribbed sweaters to statement pins and more. Keep reading for the best fall fashion trends for men to try in 2023 and beyond.
The look: retro track jackets
Fila Jaya track jacket
“I would like to see the vintage style track jacket – a classic throwback jacket from the 1970s Wimbledon era, donned by superstars like Bjorn Borg and Arthur Ashe – with vintage high-waisted jeans, tank top and classic sneakers or boots,” says stylist Warren Alfie Baker, who collaborates with Andrew Garfield, Patrick Dempsey, Matt Bomer, Diego Boneta, Phil Dunster and Glen Powell.
Adidas Adicolor Classics Beckenbauer training jacket
The look: chunky knits
Sacai x Carhartt WIP Detroit ribbed wool and nylon blend sweater
“A chunky ribbed knit, especially if it is a turtleneck, turtleneck or half-zip. Wear it over cropped jeans with wide or straight legs or casual trousers with a boot or loafer and it’s very cool in a French fisherman way,” says Ilaria Urbinati, whose clients include Dwayne Johnson, Donald Glover, Rami Malek, James . Marsden, Ryan Reynolds, Chris Evans and John Krasinski.
The look: animal-free fur
Off-white faux shearling coat
“Sustainable fashion and animal-free fur are the most important autumn trends. I truly believe they are the new luxury. The idea of damaging the environment or having to kill animals to look and feel good is now a thing of the past. Conscious fashion fits in with a conscious lifestyle. What you wear reflects how you feel,” explains Ugo Mozie, who styles Jon Batiste, Jeremy Pope and Maluma.
The look: Barn coats
Jacquemus The Trivela jacket
“A modern take on the barn coat. Just throw this on over pants and boots,” Urbinati suggests. “It’s a great piece to transition from summer to fall to early winter, so you can enjoy it forever. Very classic but also very contemporary.”
The look: chunky Chukkas
YMC x Solovair Chukka boot
“A chukka boot is always my favorite fall boot, and I’m loving the chunky versions I’ve seen this season,” says Urbinati. “Pairs great with slim or looser, slightly shorter trousers or jeans and one of the season’s chunky knits.”
The look: statement pins
Cartier Juste Un Clou Tie Clip
“Cool, interesting pins are having a moment as a quick pick-me-up on the lapel of a blazer or denim jacket, on a scarf or simply on your chest. They add a bit of sparkle, fun and flair, whether it’s an old pin from a punk rock band, a vintage piece you’ve second-hand, or my favorite pieces have always been the CartierJuste and Clou and the Hermès safety pin.” — Jeanne Yang (Keanu Reeves, Jason Momoa, Taika Waititi, Simu Liu)
Hermès Chaine D’Ancre punk brooch
The look: oversized lapels
Giulava Stefano blazer
“Suiting is making a strong comeback, and the larger lapel jacket makes a great statement,” explains Warren Alfie Baker. “I like to combine wider lapel jackets with high-waisted trousers or pleated trousers, so you can really tap into the vintage suit trend. You can wear it with a nice open collared shirt for a relaxed, sexy feeling.”
The appearance: Monochromatic
Zegna Oasi cashmere bomber jacket
“For a sophisticated casual look, keep it monochromatic with a burgundy cashmere bomber jacket and a lightweight burgundy knit underlayer,” says Andrew Weitz, who works with Tom Brady, Ari Emanuel and Patrick Whitesell. “Break it down with dark denim and add a designer sneaker in similar color tones to bring the outfit together.”
Zegna L’Asola loafers
“I love the sleek and sexy look of these loafers. They can be paired with skinny jeans or a suit for a classic, timeless look, worn without socks,” says Linda Medvene, stylist to Denzel Washington, Geena Davis, Sterling K. Brown, Annette Bening, Sarah Ferguson and Helen Hunt.