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These 7 Anti-Trend Looks Prove Autumn Dressing Doesn’t Have to Be Complicated

By Swedan Margen

These 7 Anti-Trend Looks Prove Autumn Dressing Doesn’t Have to Be Complicated

Ah, the T-word—it makes the fashion world go round, filtering into our wardrobes through cuts, colours and clever details. Just look at this season’s new denim designs or the rise of the preppy aesthetic. Of course, I’m talking about trends. And yet, there’s something liberating about stepping away from them, turning instead to timeless outfit formulas that transcend seasons and lean firmly into everyday elegance.

Think jeans or a classic black trouser, brought to life with a trusty trench or a burst of colour via a knit. A leather skirt made all the more wearable with cosy jumpers. Or the barn jacket—a heritage staple that slots seamlessly into any wardrobe and works for (almost) every occasion. All pieces that are simple yet chic, forming the building blocks of what I like to call the easy autumn outfit: fuss-free, but undeniably fashionable. And I've found a whole handful of particularly polished ways to wear them.

Tempted to take a look? Scroll on for the seven chic yet simple looks I’m pinning to my autumn moodboard—and I highly recommend you do the same.

7 Classic London Outfits to Re-Create in Autumn:

1. Thin Knit + Black Trousers + Bandana + Flip Flops

@monikh wears black trousers, green jumper and black flip flops

Style Notes: Monikh Dale has one of the best Instagram profiles to scroll for simple-yet-striking outfits and this autumn-ready look has shot straight to top of my 'to recreate' list. The cosy green jumper takes it away from being a classic all-black outfit while the bandana adds a good dose of personality. If it's not raining, maybe I too will step out in flip flops.

Shop the Look:

Massimo Dutti, Wool Blend Knit Sweater With Crew Neck

Massimo Dutti

Wool Blend Knit Sweater With Crew Neck

This wool-blend jumper will work with everything from black trousers to cream skirts.

Wide-Leg Tailored Trousers – Black – Women – Arket Gb

ARKET

Wide-Leg Tailored Trousers

Everyone needs a classic black tailored trouser in their wardrobe.

Striped Silk Crepe De Chine Scarf

TOTEME

Striped Silk Crepe De Chine Scarf

Whether worn around the head, neck or handle of your bag, a silk scarf adds interest to any outfit.

Kinto Leather Flip Flops

A.EMERY

Kinto Leather Flip Flops

Every fashion editor has at least one pair of A.Emery shoes.

2. Suede Jacket + Silk Skirt + Belt + Boots

@lucywilliams02 wears cream silk skirt, brown seude jacket,

Style Notes: Few combine practical with polished like Lucy Williams and this look is a great example. The silk skirt gives this outfit a more formal feel whilst the suede bomber jacket and boots—square-toe, of course—add a tougher edge for everyday.

Shop the Look:

Suede Funnel-Neck Bomber Jacket in Tan

Reiss

Suede Funnel-Neck Bomber Jacket in Tan

Consider this suede jacket your go-to throughout the colder months.

Reformation, Layla Silk Skirt

Reformation

Layla Silk Skirt

A silk skirt can be worn across every season, whether with a tank top in summer or chunky knit in winter.

Hollyhock Leather Belt

DEHANCHE

Hollyhock Leather Belt

Dehanche belts are quickly becoming a must-have in any avid fashion fans accessories collection.

Sock Boots

& Other Stories

Sock Boots

While, yes, we're after anti-trend outfits, square-toe boots offer a more modern touch than rounded styles.

3. Bomber Jacket + Jeans + Boots + Bag

@nlmarilyn wears black bomber jacket, jeans, black boots and black bag

Style Notes: No easy outfit edit is complete without a great jeans look, which Marilyn Nwawulor-Kazemaks certainly delivers. The cropped length puts more focus on the boots, while the black bomber jacket strikes the perfect balance of effortless and elevated.

Shop the Look:

Wool Bomber Jacket - Women | Mango United Kingdom

This wool-blend bomber is warmer than classic shell styles.

The Outsider Flood Cropped Flared Jeans

MOTHER

The Outsider Flood Cropped Flared Jeans

A cropped jean draws more attention to your shoes.

Millie Leather Ankle Boots

AEYDE

Millie Leather Ankle Boots

Aeyde are one of the chicest brands to shop autumn shoes from.

Hudson Medium Leather Tote Bag

DeMellier

Hudson Medium Leather Tote Bag

This DeMellier bag works just as well for work as it does at the weekend.

4. Jumper + Trousers + Loafers + Crossbody Bag

@brittanybathgate wears yellow trousers, brown jumper and loafers

Style Notes: Sometimes it’s the simplest outfits that make the biggest impact, and Brittany Bathgate proves it with this clever colour pairing. Brown and yellow have long been a favourite shade match, made all the more striking here thanks to the contrast of textures between her trousers and jumper.

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These 7 Anti-Trend Looks Prove Autumn Dressing Doesn’t Have to Be Complicated - Vanity Fair Fashion