I love autumn. As summer comes to a close, the mere mention of browning leaves and creamy hot cocoa is enough to send me rummaging through my wardrobe to rediscover all my cosy cold-weather clothes. Goodbye, cotton dresses and strappy sandals. While I’m always careful not to unnecessarily add to my ridiculous mountain of knitwear, I can’t help but take a peek at which fresh trends are emerging this time of year and how my favourite designers are interpreting them.
No doubt about it: This year’s trends are good. So good I’ve composed a fantasy wish list that would likely cost the value of a small house to fulfil. But as someone who describes their style as classic when asked, I’m forever on the hunt for investment pieces that I know I’ll get endless wear out of, and this remains my priority for autumn/winter 2025. Thank goodness for willpower.
When I shop, I shop with outfits in mind. And there are certain ensembles that I look forward to re-creating each time autumn rolls around. Cool, classic and comfortable—I'm pretty sure these outfit formulas are universally loved. But in case you're yet to discover them, scroll on for the six timeless looks I'll be wearing all season long.
6 Classic Autumn Outfits That Have Always Looked Good:
1. Blazer + Jeans
Style Notes: This trend-defying pairing is a French-girl favourite, which obviously means it's a Who What Wear favourite, too. Style yours with a plain white tee and two-tone pumps just like Lorna did, or switch the dainty shoes out for a pair of trainers.
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The Frankie Shop are a fashion editor favourite for tailoring.
Arket is my go-to for high-street basics.
Aligne have such good quality denim for such an affordable price.
These look so expensive.
2. Satin Midi + Ballet Flats
Style Notes: I want to buy every dress Thandi Maq wears, and this long-sleeved satin number is no exception. I love the addition of white ballet flats to give this classic look an unexpected update; something I'll definitely be trying this season.
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Chocolate brown is so on trend right now.
A wardrobe staple.
3. Trench Coat + Tailored Trousers
Style Notes: All hail the queen of timeless dressing, Brittany Bathgate. The combination of an oversized trench coat and loosely tailored trousers is so chic, yet so comfortable. In other words, just the kind of outfit I aim for day to day.
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I can't wait to bring my trench coat back out.
A tick-every-box cardigan.
Such a purse-friendly pair.
I can't stop thinking about these Toteme boots.
4. Knee-High Boots + Mini
Style Notes: Knee-high boots were made to be worn with short hemlines. Whether you opt for a miniskirt or dress—or even a pair of leather shorts—you'll look straight out of the swinging ’60s. Take note from Aïda, and throw a boxy jacket over top to modernise the look.
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A blazer is such a good investment piece for any wardrobe.
This rust shade is going to be huge this autumn/winter.
Leather is another big trend this season—but history has taught us it'll never go out of style.
So ’60s.
5. Chunky Knit + Long Skirt
Style Notes: Whether you're WFH or on the go, this outfit meets all the essential criteria—it's comfy, effortless and composed of items that can be worn a hundred different ways. Wear your hair in a low bun like Emma Rose did to let that turtleneck shine.
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A chunky striped knit is such a staple for autumn.
This liquid-look skirt can be easily dressed up or down.
A chunky boot is so versatile.
6. Leather Bomber + Pointed Boots
Style Notes: Ingrid has nailed the sleek laid-back dress code with this look. Trust us—a leather bomber and pointed boots are two pieces you'll never regret investing in.
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Effortlessly cool.
Citizens of Humanity are my go-to brand for new denim that will last.
A modern classic.
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