If you purchase an independently reviewed product or service through a link on our website, The Hollywood Reporter may receive an affiliate commission.

For guys in an autumn wardrobe rut, look to Hollywood power stylists for sartorial pointers this season. We tapped Ilaria Urbinati, Warren Alfie Baker, Ugo Mozie and Jeanne Yang to share the designer menswear they’re eyeing this season, from chunky chukkas annd ribbed sweaters to statement pins and more, keep reading for the best men’s fall fashion trends to try in 2023 and beyond.

The Look: Retro Track Jackets

Fila Jaya Track Jacket

“I would love to see the vintage-style track jacket — a classic throwback jacket from the ’70s Wimbledon era donned by superstars like Bjorn Borg and Arthur Ashe — with a high-waisted vintage jean, tank top and classic sneakers or boots,” says stylist Warren Alfie Baker, who works with Andrew Garfield, Patrick Dempsey, Matt Bomer, Diego Boneta, Phil Dunster and Glen Powell.

Fila Jaya Track Jacket

Fila

Adidas Adicolor Classics Beckenbauer Track Jacket

Adidas Adicolor Classics Beckenbauer Track Jacket

Adidas

The Look: Chunky Knits

Sacai x Carhartt WIP Detroit Ribbed Wool and Nylon-Blend Sweater

A chunky ribbed knit — especially if it’s a turtleneck, roll neck, or half-zip neck. Throw it on over a cropped wide or straight leg jeans or a casual trouser with a boot or loafer and it’s very cool in a French fisherman sort of way,” says Ilaria Urbinati, whose clients include Dwayne Johnson, Donald Glover, Rami Malek, James Marsden, Ryan Reynolds, Chris Evans and John Krasinski.

Sacai x Carhartt WIP Detroit Ribbed Wool and Nylon-Blend Sweater

Mr. Porter

The Look: Cruelty-Free Fur

Off-White Faux Shearling Coat

“Sustainable fashion and cruelty-free fur are the top fall trends. I truly believe they are the new luxury. The idea of having to harm the environment or kill animals to look and feel good is now of the past. Conscious fashion aligns with conscious lifestyle. What you wear reflects how you feel,” explains Ugo Mozie, who styles Jon Batiste, Jeremy Pope and Maluma.

Off-White Faux Shearling Coat

The Webster

The Look: Barn Jackets

Jacquemus The Trivela Jacket

“A modern take on the barn jacket. Just throw this over a trouser and boot,” suggests Urbinati. “It’s a great piece to transition from summer to fall to early winter and you’ll have it forever. Very classic but also very now.”

Jacquemus The Trivela Jacket

24S

The Look: Chunky Chukkas

YMC x Solovair Chukka Boot

“A chukka boot is always my favorite fall boot, and I love the chunky versions I’ve been seeing for this season,” says Urbinati. “Goes great with a slim or wider slightly cropped trouser or jean and one of the season’s chunky knits.”

YMC x Solovair Chukka Boot

The Look: Statement Pins

Cartier Juste Un Clou Tie Pin

“Cool, interesting pins are having a moment as a quick pick-me-up on the lapel of a blazer or jean jacket, on a scarf, or just on your chest. They add a little sparkle, fun and flare, whether it’s an old punk rock band pin, a vintage piece you’ve thrifted, or my favorite pieces have always been the CartierJuste en Clou and the Hermès safety pin.” — Jeanne Yang (Keanu Reeves, Jason Momoa, Taika Waititi, Simu Liu)

Cartier Juste Un Clou Tie Pin

Cartier

Hermès Chaine D’Ancre Punk Brooch

Hermès Chaine D'Ancre Punk Brooch

Hermès

The Look: Oversized Lapels

Giulava Stefano Blazer

“Suiting is making a strong comeback, and the larger lapel jacket gives it a great statement,” explains Warren Alfie Baker. “I love to pair wider lapel jackets with a high-waisted trouser or pleated trouser to really lean into that vintage suiting trend. You can wear it with a nice, collared dress shirt open to give it a relaxed, sexy feel.”

Giulava Stefano Blazer

Giulava

The Look: Monochromatic

Zegna Oasi Cashmere Bomber Jacket

“For an elevated casual look, keep it monochromatic on top with a cashmere burgundy bomber and a lightweight burgundy knit underpinning,” says Andrew Weitz, who works with Tom Brady, Ari Emanuel and Patrick Whitesell. “Break it up with dark denim and add a designer sneaker with similar color tones to pull the outfit together.”

Zegna Oasi Cashmere Bomber Jacket

Mr. Porter

Zegna L’Asola Loafers

“Love the sleek and sexy look of these loafers. They can be paired with a skinny jean or a suit for a classic, timeless look, worn with no socks,” says Linda Medvene, stylist to Denzel Washington, Geena Davis, Sterling K. Brown, Annette Bening, Sarah Ferguson and Helen Hunt.

Zegna L'Asola Loafers

Nordstrom

Read More