Mar. 10, 2025 at 10:43 am

7 Ways to Wear a Blazer This Winter, According to the Street-Style Set

7 Ways to Wear a Blazer This Winter, According to the Street-Style Set

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It’s official – winter is here. Try as we might, even the most reluctant among us can’t deny that as we approach mid-November, the 4pm sunsets and cold weather are here to stay. Those flimsy summer dresses and flip-flops may still be glaring at us from the wardrobe, but it’s time to accept defeat and retire the spirit of summer dressing for another year.

Thankfully, this doesn’t have to mean fisherman knits and faux-fur jackets alone. With a few tactical layers, the key components of your transitional wardrobe can hold their own through the colder months. Taking cues from the street-style set, here are the easiest ways to bring a blazer into your winter rotation.

Baggy jeans and loose layers

When paired with a breezy shirt (ideally leftover from summer and layered over a Uniqlo Heattech top, for practicality), a classic tailored blazer shakes off its boardroom associations. Slung together yet still slightly put-together, this one’s for the “throw on and go” dressers among us.

Low Slung Baggy Jeans

~~AED 1,491~~ AED 155

net-a-porter

X 16Arlington Wool Blazer

AED 677

marks & spencer

Suede blazer and classic tailoring

Not all blazers are created equal. Some bring to mind The Wolf of Wall Street power players; others, Bob Dylan in Greenwich Village. The suede blazer falls firmly into the latter camp, making it the perfect antidote to looking like you’re wearing a school uniform you’ll eventually “grow into.”

Arna Suede Blazer

~~£439~~ £307

allsaints

Tailored Wool Trousers

AED 575

& Other Stories

Straight-leg jeans and a polo shirt

A more polished spin on the above summer shirt and slouchy jeans. Paired with classic straight-leg jeans and a polo shirt buttoned up to the top, the blazer takes on a preppy, vaguely collegiate vibe without the need for rugby colours or a house scarf.

Striped Long-Sleeved Polo Shirt

AED 314

Cos

Shrunken Wool Blazer

AED 11,615

harvey nichols

Pinstriped co-ords

Sometimes, it pays to commit, so rather than fighting the ’80s power-dressing associations, lean into a full pinstripe look. Make sure to throw in a pair of slouchy boots to remind everyone that we’ve evolved past the era of Walkmans and aerobics.

Bettina 25 Suede Knee-High Boots

AED 3,460

HARVEY NICHOLS

Striped Cotton Blazer

AED 4,815

tory burch

Statement colours and power shoulders

It’s easy to slip into soft silhouettes and shapeless knitwear when winter hits, but a structured, power-shouldered blazer is an instant antidote to the November slump. While you’re at it, why not opt for an in-your-face hue to pair with oversized sunglasses?

Double-Breasted Straight Blazer

AED 527

ZARA

Sports Sunglasses

AED 145

MANGO

Relaxed tailoring

Sometimes, it’s all about the simple life. The 2025 update on traditional tailoring comes oversized and slightly slouchy, with not a pencil skirt or a spindly stiletto in sight. Add a contrasting bag to show that it’s not all greyscale monochrome till spring.

Db Classic Blazer

AED 2,565

HOUSE OF DAGMAR

Small Galleria Bag

AED 16,212

Prada

Maxi dress and ballet flats

If there’s one thing we owe the Noughties, it’s the humble ballet flat. Do they provide ankle support? No. Are they waterproof? Absolutely not. But paired with a maxi dress and a blazer, they strike the perfect balance between polish and practicality. This is the antithesis of the commuter outfit, featuring orthopaedic trainers, if ever there were one.