The winter’s menswear is all about character dressing



The changing of the fashion seasons gives one a chance to craft a new persona. For winter, menswear designers posited their own takes on character dressing, one which riffed on the tenets of traditional sartorialism with a preppy, sporty – and oftentimes colourful – twist.

Such was the starting point of our November 2026 menswear fashion story, which saw London– and Paris-based photographer Luke Gooden and stylist Guy Miller capture A/W 2026’s spirit of easy elegance – where classic tailoring and outerwear meets elements of utility, from toggle fastenings and parka-style hoods, to a proliferation of pockets.

A/W 2026’s menswear is all about character dressing

Men’s Fashion A/W 2026 Winter Dressing Trend Preppy Sporty

(Image credit: Photography by Luke Gooden, fashion by Guy Miller)

Through it all, elements of colour and play: the vivid red of a Dries Van Noten overcoat, cut with oversized storm flaps; the exaggerated cuff of a Prada shirt, peeking out from beneath the sleeve of a technical parka; or the easy, sporty cut of tailored trousers from Loro Piana and Wooyoungmi, the latter featuring the kind of zip pockets one might find on track pants.

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