How to Wear Oversized Shirts

A guide to styling the endlessly versatile wardrobe staple, from the office to the beach (and beyond)

Content editor

Em Newton

Why every wardrobe needs an oversized shirt

If effortless elegance describes your wardrobe aspiration, an oversized shirt is essential. Infinitely versatile and unbeatably comfortable, an oversized button-up is a style staple that will carry you through the seasons, year after year.

Think of the oversized shirt as the cornerstone of a capsule wardrobe. From joggers to jeans and slip skirts to swimwear, oversized shirts will work with your existing wardrobe to create an array of fuss-free outfits.

How to choose an oversized shirt

Try it on

Finding the perfect oversized shirt involves trial and error. Experiment with various women’s shapes and sizes, but equally don’t sleep on men’s shirts for an authentic boyfriend fit.

Focus on fabric

Lightweight, breathable fabrics like cotton or linen generally work best for the oversized look. Heavier fabrics can look too boxy and lack drape.

Shop the rainbow

Every woman’s wardrobe needs a white oversized shirt however pale blue, denim and stripes are also perennial classics. Why not go a little wild with leopard print?

It’s all in the details

When it comes to oversized shirts, the details matter. Consider dropped shoulders, curved hems, patch pockets and embroidery to keep things interesting.

How to style your oversized shirts

Alongside getting the size right, layering is key when styling an oversized blouse. Understanding how to tuck your shirt and getting the proportions right will help define your figure.

For example, you could wear your button-up untucked and pair it with a mini skirt and a cropped knit. This will emphasise your waist.

Another classic oversized shirt outfit idea is a pair of high-waisted jeans, worn with a belt to highlight your waist and heels to elongate your legs.

If you’re wearing loose trousers (like linen trousers) try wearing the shirt open with a sleek tank top underneath for a balanced look.

Oversized shirt outfit ideas

Off duty

For an everyday casual look, roll up the sleeves and wear your shirt untucked with a pair of jeans and white trainers. Skip the ironing; it’s cool if the shirt is a little crumpled.

Smart casual

For occasions that require a more put-together aesthetic, tuck the shirt into high-waisted tailored trousers. Or aim somewhere in between with a French tuck (half in, half out). As always, use jewellery to elevate the look.

Out of office

An oversized shirt is also handy when travelling. It’s the perfect light layer for a city break or to throw on over swimwear at the beach.

Read our city break style guide