Menswear Midweek Red Carpet Roundup
Here is a midweek roundup of the menswear looks that have graced red carpets, press appearances and promotional events this week. From Josh O’Connor continuing his impressive run of tailoring to several standout moments at the Tony Awards, there was no shortage of talking points.
Disclosure Day Press Day
There is something about Josh O’Connor’s soft grey Calvin Klein Collection Fall 2026 tailoring that immediately reminded me of the understated menswear worn by leading men in 1990s independent cinema. The proportions are relaxed without feeling sloppy, while the band-collar shirt keeps the look clean and uncluttered.
Rosalind O’Connor/NBC via Getty Images
The Tonight Show Starring Jimmy Fallon
Josh O’Connor’s current fascination with wing-collar shirts continues, but this time in butter yellow. I don’t think I have seen him in a colour quite so bright. His Dior accessories – the Medaillon loafers and coordinating belt – have quietly become recurring characters not just throughout his Dior press tour wardrobe, but Dior menswear in general.
Styled by Jason Bolden.
Newport Beach TV Fest
Paul Anthony Kelly, who received the Breakout Artist Award at the Newport Beach TV Fest, wore Louis Vuitton. I love that he continues embraces summer tailoring, but I’m not at all surprised, as Paul shares a stylist with the man who has largely set the tone this season, Matt Bomer. The beige suit with the pink-and-white striped shirt feels incredibly fresh, while the brown suede LV Jazz loafers are the perfect finishing touch. The entire look strikes that difficult balance between relaxed and refined.
Styled by Warren Alfie Baker.
Roland Garros 2026
For someone whose wardrobe has often revolved around black tailoring, this felt like a refreshing departure for Rami Malek. The mint-green Saint Laurent shirt softened the overall look while maintaining the sharpness we typically associate with his style. The lighter palette gave the look an ease that felt particularly appropriate for Roland Garros.
Styled by Ilaria Urbinati.
2026 Tony Awards
While this is classic Saint Laurent territory, it feels slightly new for Adrien Brody in terms of silhouette, particularly because of the elongated jacket. The proportions were impeccable, and the trio of stripes – suit, shirt and tie – created more visual interest than a classic white shirt and bow-tie. It was sleek, elegant and subtly different from what we have come to expect from him.
Instead of a traditional black tuxedo, Luke Evans ensured he stood out in a crisp white Balenciaga suit. While this was one of the standout moments on the red carpet, I do wish the trousers were fully double-layered rather than stopping at the knee. Even so, the sharp tailoring and monochromatic presentation made a strong impression. The bow tie was saved by the shoes, and vice versa.
Styled by Chris Brown.
The cut of Leslie Odom Jr.’s Public School Fall 2026 suit was perfect, but the vivid red bomber jacket was unquestionably the moment.
Styled by Avo Yermagyan.
Darren Criss bringing a touch of flair and flamboyance to the Tony Awards red carpet is to be expected, and he didn’t disappoint in this Pal Zileri silver jacquard tuxedo jacket. The textured fabric and satin shawl lapels added plenty of character, ensuring the look balanced formality with personality.
Styled by Ashley P. Weston.
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