Tech worker

Anyone who has watched Mr Robot will have a head start this season, because the corporate drones who work at the drama’s fictional E Corp got an unlikely outing on the catwalk, namely for Off-White and Prada. There were lanyards and “unfashion” cagoules familiar to any office worker on a rainy commute. To take it beyond the 9-5, add pops of colour and hope no one asks you to reset their password. If you buy only one thing: fleece, £45, by North Face, from asos.com

Lumberjack

Versace. Photograph: REX/Shutterstock

Everyone looks good in a checked shirt, and the padded versions are super-cosy. Keep it fresh by mixing up different colours, or referencing the great outdoors with tree or forest prints on shirts and T-shirts. If you buy only one thing: checked shirt, £35, topman.com

Security guard

Alexander McQueen. Photograph: REX/Shutterstock

Repeat after me: “If your name’s not on the list, you’re not coming in.” This season, the security guard/bodyguard/high-end bouncer look has escaped the club and conquered the catwalk. It started last year when Vetements, specialists in translating the everyday into high fashion, released its “Sécurité” baseball cap and T-shirt. The new look is smarter: think long black coat, stiff white shirt, even a sharp tie. Loosen it up with jeans, and channel your inner PC David Budd. If you buy only one thing: black coat, £180, cosstores.com

Construction worker

Calvin Klein. Photograph: Getty Images

Blame Raf Simons. The much-watched designer at Calvin Klein was inspired by firefighters for AW18, and sent his models down the runway in parkas with hi-vis stripes across the sleeves. At Burberry, there were jackets that resembled the ones worn by 1970s rubbish collectors. Keep it light touch with a neon wallet or sweatshirt, rather than a glowing overcoat – unless being highly visible is part of your job description: in which case the more neon, the better, obvs. If you buy only one thing: neon wallet, £68, by Comme des Garçons, from doverstreetmarket.com

Explorer

Ermenegildo Zegna. Photograph: REX/Shutterstock

Bear Grylls might be all about a fleece and backpack, but fashion this season is more Scott of the Antarctic: chunky socks, big sweaters, bobble hats and mountaineering backpacks. Hiking boots are the easiest way to add a bit of explorer to a look that works in the city. North Face and Timberland just about work, but better still to go for hiking-style boots from brands such as Grenson and Free People. NB: this is strictly streetwear; you’d probably get laughed off the mountain on an actual hike. If you buy only one thing: hiking boots, £125, by Toms, from office.co.uk

Urban cowboy

Dsquared2. Photograph: Venturelli/WireImage

Fashion has never recovered from Brokeback Mountain. Ang Lee’s 2005 film is in evidence again this season, with cowboy swagger on the catwalk at Dsquared2 and elsewhere. If the hat is too much, try a shirt; the best are satin with piping. To avoid the Woody from Toy Story look, wear your shirt loose, with non-cowboy jeans and casual trainers. Think of it as the autumn alternative to the Hawaiian shirt. If you buy only one thing: cowboy shirt (or similar) £25, beyondretro.com

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