How to wear an oversize T-shirt and look cool: instructions with pictures from a stylist

personal stylist, certified MBTI typologist

“Oversize has become so popular because of its versatility. A free cut T-shirt is comfortable and does not restrain movements. It helps puffy ladies to hide problem areas, and fragile – to emphasize grace. Slender men wide T-shirt visually makes more “imposing”, expanding the chest.

Oversize T-shirt can be worn with anything. This is one of the most unpretentious in terms of styling things. Today, you can use it for different closet occasions – from the gym to going to the theater. It will be appropriate everywhere. But, of course, each of the cases will require its own stylistic tricks. I suggest to understand them in detail. What combinations will look cool? Let’s answer this question, but first let’s learn how to choose the right T-shirt.

Irina Shayk in a look for a trip to the theater

How to choose your perfect T-shirt?

Oversize is an exaggerated volume. That is, we are talking about a T-shirt of a large size. It should exceed your actual size by two or three. If you wear a 42, try on a 46, but pay attention to the collar – so that it was not stretched and the thing did not sit on you too baggy.

It is also important to study the quality of the material. T-shirt should be made of dense cotton, so that the fabric does not show through and was not too soft.

Be sure to pay attention to the length. It is important not to drown in the T-shirt. With all the volume of the thing should be in height.

Amy Venturini and shortened T-shirt to the waist

In girls, the T-shirt should not end at the widest place of the figure. It is better to choose the following locations:

• waist level – a shortened version, emphasizing the chest and opening the waist;
• below the hip point;
• maxi – this is already a dress shirt.

For men, it is better that the T-shirt covered the pockets of jeans or pants. You should also look at the volume of the sleeve – so that it does not encircle the biceps, was free.

Stylish combinations of T-shirt oversize

The simplest combinations lie in the plane of casual style – with pants, jeans and shorts. This is good for both leisure and basic urban bows.

T-shirt and jeans

With jeans, an oversize T-shirt looks maximally harmonious. Different models are suitable here: skinny, straight cut, wide palazzo, cargo.

T-shirt can be tucked into jeans fully or partially (in the pocket or navel area). This will show the length of the legs and outline the waist, thus preserving the vertical proportions.

Sophia Rowe and over-size T-shirt with heeled sandals

It’s also worth remembering the harmony. If the top is oversize, the bottom is better to take tight. For example, skinny or straight jeans. Tucking a T-shirt into them or knotting it, you will not only lengthen your legs, but also show your waist. To make it all look more stylish, the usual sneakers should be replaced with sandals or loafers.

Men do not need to tuck a T-shirt into jeans. The main thing is that it should lie loosely on the jeans/pants/shorts and there should be “air”.

Spring-Summer 2025 Paris Fashion Week guest and stylish over-size look

T-shirt with pants or skirt

How will such a T-shirt look in a classic version of the office look? The answer is perfect. Here we touch on the topic of combining a loose T-shirt with pants. And we realize that there is nothing easier! We take classic pants, top with a jacket – and your office image is ready.

Very cool and feminine combination turns out with straight silk skirts. Also good here are guipure transparent models, options with sequins, tiered and metallized.

With a mini skirt can also be stylish solutions. But here it is very important to always tuck in the shirt. The skirt should be visible from under it.

Francesca Sina shows how to accessorize the look with accessories

Adding accessories

Stylish accessories always complete the look. Don’t neglect them. Add a chain or a trendy choker around your neck.

Do not forget also about the belt. For example, a lace model. He great marks the waist. But you can also use a regular leather strap.

Sunglasses, baseball cap, bandana or summer crochet cap – all this will also complement the image.

Simon Porte Jacquemus shows how to accessorize a masculine look

What to wear over a T-shirt?

When choosing a top layer, it is worth paying attention not only to the style, but also to the texture of the fabric. A loose T-shirt is cool combined with a strict jacket. Here you can even add a tie. Such an image will be good for both women and men.

Also stylishly oversize T-shirt will be combined with a shortened jeanshirt. This is a female version. In the men’s take a voluminous jacket of regular length. And also here can be a vest. It is important to make sure that it had wide armholes, otherwise the sleeves of the T-shirt will not fit.

For men perfectly works technique, when on the shoulders over a T-shirt simply throws a sweater or cardigan. It always looks relaxed and a little bohemian.

The oversize t-shirt is so versatile that it can be used to create a variety of looks. It blends perfectly with the style DNA of other pieces. Don’t be afraid to experiment and express your individuality.