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OUTFITS: The Casual Winter Runaround

Four outfit formulas we think are incredibly chic for this winter

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homeroom
Jun 26, 2026
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It seems like winter should be a time to enjoy getting dressed — all the layers to play with, etc — and yet, when it rolls around, we’re all standing slack-jawed in front of our wardrobes wondering how the hell we’re supposed to make a closed-toe shoe work in this era of barely there footwear.

Unsurprisingly, when we polled our group chat on what they’re most wanting advice on right now, the runaway winner was easily ‘nice winter outfits you can easily throw together.’ So, this week, Soph has put her styling hat on (it’s her biggest and best hat), and put together four formulas to make getting dressed in the morning a breeze.

In our books, winter dressing is all about finding a balance between put-togetherness and effortlessness. Our best outerwear naturally has an air of polish, so explore other places to get a little weird and whimsical — layers, contrast, colour, texture. An extravagant faux fur coat with trackies is the most glamorously unhinged combination for this winter and one we want to see more of (so much so that Soph is literally indoctrinating people into the cult as we speak). Play with accessories, too — cashmere socks and neckerchiefs, layered jewellery, playful bags all hint at something lighter and more interesting when your outer layers are doing so much heavy lifting.

See what we mean in our Pinterest board on the matter below:

Casual Winter Runaround

Our paid subscribers this week get access to a host of new discount codes from Friends with Frank, knitwear label Toorallie and Best. You can become a paid subscriber by signing up below.

A Utility Jacket Hero

A utility jacket will take you from impromptu wines at Bar Carnation to a slow country lunch at Bar Merenda, such is its adaptability. We like ours with a little more structure through the waist and shoulders — a stiffer fabrication gives it more polish, which means you can take more slouchy liberties elsewhere in your outfit (we’ll take free slouch points wherever we can get them). All that’s left to do is find a pair of soft pants, a colourful fine knit and let the accessories do the fun part. A little cashmere neck tie that doubles as a head scarf is our new secret weapon. We love Incu’s option.

Jess Wills / Harpers Bazaar


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