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How to Style An Oversized Button Down Shirt in 2023 – 4 Easy Outfit Ideas

It's a wardrobe must-have.

Last Updated on September 22, 2023

How to fashion girls make wearing oversized shirts look so effortless? There’s a knack to styling a baggy shirt, but I’m sharing 4 easy ways to wear it that take the stress out of getting ready. Keep these in your back pocket for when you’re stuck and need some outfit inspo. They might seem tricky to wear, but oversized shirts are a fashion staple because of their comfort, versatility and enduring style. Anyone at any age looks good in a baggy shirt, and that’s why they’ve become such a staple in our wardrobes.

Celebrities like Rihanna, Kendall and Kylie Jenner, Gigi Hadid and Selina Gomez are often spotted in the simple item, proving they’re anything but boring. Sometimes it can be hard to invest in such a simple piece, as it’s so much more fun to buy a pair of cute shoes, a colourful handbag, fun dress or any other trend-led item, but you might just get more wear out of something a little more practical and classic. So let’s take a look at how you can wear the oversized button-down shirt. If you still want more styling inspo, check out our articles on how to style jeans with boots, how to style jeans with trainers, how to style headbands and how to style oversized blazers.

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How do you make an oversized shirt look good?

To make a baggy shirt look good, add a little bit of personality to it. Roll up the sleeves to give it a casual vibe, tie it up at the waist with a knot to give it some shape, or tuck it in for that undone look. Whether it’s a French tuck, full tuck or wrap tuck, this simple trick stops you looking swamped in fabric and always looks effortlessly chic. These styling touches can be done whether it’s a formal or casual look you’re going for.

What accessories should you wear with an oversized shirt?

A chunky or skinny waist belt helps to define your waist, particularly if you’re wearing a shirt as a dress. Try adding minimal jewelry, a colourful clutch bag, or a cute hat like a beret to make the outfit more interesting. After all, accessories have the ability to make or break an outfit.

Ways to style an oversized shirt

Match the tones

woman at london fashion week wears button-down shirt

Team your oversized top with pieces in a similar shade. Tonal dressing doesn’t need to take much thought; you can simply team a denim shirt with jeans or try a co-ord. The key is to team pieces in similar shades together; our eyes will perceive it as a single block colour, which also makes you look taller. You can either leave your top open and use it as a layering piece or button it down.

Tuck it in

Woman wears shirt half tucked in at milan fashion week

Sometimes all you really need is to do is tuck the shirt into your trousers. This simple trick instantly makes your outfit more put-together as the half tuck will give an illusion of shape. To do the French or half tuck, simply tuck the front of the shirt. Let one side hang loose and leave the back of the shirt untucked too. Now you have an effortlessly laid-back look.

As a dress

carrie bradshaw shirt dress sex and the city

Who can forget Carrie Bradshaw’s iconic shirt dress, or should I say Big’s shirt? The Sex And The City character was left without an outfit after falling into a pond with Mr Big, but she just threw on his shirt and a Hermés belt and of course looked incredible. If your shirt is long enough, this is an easy way to wear oversized shirts. While Carrie wore heels, you can also just team yours with white sneakers.

Wear it with knee-high boots

If you’re a fan of Ariana Grande, chances are you have a collection of baggy sweaters and knee boots just like the Everyday hitmaker. She always wears this ensemble because it just works, and you can get the look with an oversized shirt too. Heels make your legs look longer than they actually are and give the look a touch of glamour.

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