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Go big or go home: how to wear an oversized shirt this September

By Joy Montgomery

The easy, oversized shirt will be your best friend this autumn

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The one item of clothing seen more than any other in the Vogue office? The oversized shirt. Of course, no two people wear it the same way – some layer theirs over straight leg jeans and tailored trousers, while others introduce a sporty spin with tracksuit bottoms, or even the odd pair of leggings. But therein lies the beauty of this staple: its sheer versatility allows it to work in any wardrobe.

With autumn just around the corner, we wanted to take a moment to celebrate this sartorial workhorse, as there’s something about the in-between temperatures in September that make the oversized shirt feel especially relevant right now.

When it comes to finding the perfect shirt, certain brands are no-brainers, such as The Frankie Shop, Sebline, and on the high street, Arket. But it’s also worth checking out the menswear sections of second-hand stores, which are treasure troves for pre-loved designer gems.

Blue shirt + ripped jeans + loafers


Oversized linen-blend shirt

H&M

SHOP NOWEUR 28
London Ankle Distressed Jeans

Slvrlake

SHOP NOWEUR 168
Ilaria gold-plated earrings

Laura Lombardi

SHOP NOWEUR 150
Valentino Garavani VLOGO leather belt

Valentino

SHOP NOWEUR 450
Monti Black Loafer

ATP Atelier

SHOP NOWEUR 333
Brown Mini Moon Bag

Staud

SHOP NOWEUR 320

White shirt + pleated mini + leather trench


White shirt + pleated mini + leather trench

Patent Trench Coat

Massimo Dutti

SHOP NOWEUR 411
Relaxed Poplin Shirt

Arket

SHOP NOWEUR 54
Audrey pleated cotton-twill mini skirt

Frankie Shop

SHOP NOWEUR 175
Black Allucino Heeled Derbys

Marsèll

SHOP NOWEUR 745
Gold -Tone Brooch

Loewe

SHOP NOWEUR 250

Colour-pop shirt + tonal trousers


Lui organic cotton-poplin shirt

Frankie Shop

SHOP NOWEUR 155
Silk wide-leg pants

Dorothee Schumacher

SHOP NOWEUR 550
Rib Tank Top

Arket

SHOP NOWEUR 16
Gold Heart Earrings

S_S.IL

SHOP NOWEUR 130
Marathon Runner

Axel Arigato

SHOP NOWEUR 240

Striped shirt + white jeans + fringed jacket


Arket Relaxed Poplin Shirt

Arket

SHOP NOWEUR 73
Straight Cropped Non Stretch Jeans

Arket

SHOP NOWEUR 73
Fringed Alter Mat Jacket

Stella McCartney

SHOP NOWEUR 2318
Black Western Heeled Boots

Toga Paull

SHOP NOWEUR 425
Black Baroque Buckle Belt

Acne Studios

SHOP NOWEUR 265
Silver Tiny Essential Hoop Earrings

Sophie Buhai

SHOP NOWEUR 320