November 6, 2026

Menswear Roundup: From Matt Damon’s Classic Tailoring to Jordan Firstman’s Oversized Suit

Here is a final roundup of the remaining menswear looks from this week, taking us from Madrid and New York to Los Angeles. Between relaxed tailoring, leather jackets and some interesting footwear choices, there is plenty to discuss.

 TheStewartofNY/GC Images

American Horror Story Press Tour

Paul Anthony Kelly has been a revelation this year style-wise, and he was back for his second press tour, serving up the classic tailoring that made us fall in love with his style the first time around. Dressed in a Ralph Lauren navy pinstripe three-piece suit, he reminded us why we’ve enjoyed following his fashion choices this year: impeccable tailoring. Menswear should look this simple and effortless, yet every week I find myself baffled by the length of trousers on the red carpet. Not in this case. Jacques Marie Mage sunglasses and Doucal’s shoes completed his look.

Tom Blyth wears a black Saint Laurent by Anthony Vaccarello suit with a striped shirt, loosely knotted striped tie and turned-back cuffs at the A Few Good Men opening night.
Bruce Glikas/WireImage

A Few Good Men Opening Night

I know you probably guessed that Tom Blyth was wearing Saint Laurent by Anthony Vaccarello. The double-striped shirt-and-tie pairing feels like a trend that will continue going strong until the end of the year, or perhaps until the new creative director takes the helm. The loosely knotted tie gives the look a relaxed, slightly dishevelled feel and offers a point of difference from those who have tucked their ties, as seen on the runway.

Matt Damon attends the 2026 CFDA Fashion Awards in a black Ralph Lauren Purple Label double-breasted tuxedo, cashmere roll-neck and white pocket square.
 John Nacion/WWD via Getty Images

CFDA Fashion Awards

I swooned so hard when I saw Matt Damon in this Ralph Lauren Purple Label double-breasted wool-cashmere tuxedo. It’s the cut and the black cashmere roll-neck for me. This is exactly the sort of understated elegance I appreciate from a Hollywood legend. The white pocket square is a welcome finishing touch, and the proportions are excellent. No complaints from me.

Paapa Essiedu wears a black Thom Browne tailored jacket, white shirt, black tie and pleated kilt with chunky lace-up boots at the 2026 CFDA Fashion Awards.
Paapa Essiedu

While we have seen interpretations of this Thom Browne kilted look before, Paapa Essiedu wears it with his usual elegance. I’m also really enjoying how the chunky lace-up boots give the outfit a tougher finish.

François Arnaud attends the 2026 CFDA Fashion Awards wearing a black Thom Browne suit with a white shirt, narrow tie, turned-back cuffs and cropped trousers paired with lace-up boots.
François Arnaud

I was much less impressed with François Arnaud’s Thom Browne look. Yes, it has that slightly rebellious quality that suits him, but I’m not the biggest fan of these shrunken proportions.

Giancarlo Esposito wears a cropped black Public School New York leather jacket with a white shirt, black tie, wide-leg trousers and heeled boots at the 2026 CFDA Fashion Awards.
Giancarlo Esposito

Giancarlo Esposito continues to be the coolest man in any room, with his Public School New York Fall 2026 cropped leather jacket serving as the hero piece. I’m glad the high-waisted trousers meet the jacket, because that uninterrupted line makes the proportions work beautifully.

Joseph Zada poses in a navy Bottega Veneta leather-trimmed knit jumper and grey wide-leg trousers at The Hunger Games: Sunrise on the Reaping Madrid premiere.
Borja B. Hojas/Getty Images

The Hunger Games: Sunrise on the Reaping Madrid Premiere

Joseph Zada continued his impressive press tour in a Bottega Veneta Fall 2026 look, which is the first outfit from this tour that feels genuinely youthful and boyish. The navy cashmere sweater with leather shoulder panels, grey wool trousers and Romeo loafers make for a refreshing change from his more formal appearances.

 Bottega Veneta Fall 2026
Bottega Veneta Fall 2026
Jordan Firstman wears an oversized charcoal-grey Bottega Veneta Fall 2026 wool suit with a pink silk-taffeta shirt and brown Gino lace-up shoes at the Club Kid Los Angeles premiere.
Brianna Bryson/WireImage

Club Kid LA Premiere

Jordan Firstman wore a Bottega Veneta Fall 2026 look that has the same retro quality we saw on his co-star Diego Calva, but the fit is driving me crazy. The jacket appears two sizes too big for him, while the trousers are pooling around his shoes. I love the pink silk-taffeta shirt against the charcoal-grey tailoring, but I can’t get past how much better this could have looked with a more flattering fit.

 Bottega Veneta Fall 2026
Bottega Veneta Fall 2026

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