There is a thin line between looking stylish and looking frumpy or sloppy when it comes to oversized shirts, so knowing how to style it is a must.

The problem is that many would prefer to wear an oversized shirt without paying attention to the styling and risk looking like a grandma, while others would not consider wearing it at all.

The comfort of wearing oversized shirts cannot be overemphasized, so if you belong to the second group of people, you are missing out on making a huge fashion statement while being comfortable.

If you want to learn how best to style your shirts though, this article is for you.

Let us consider some tips that can help you rock those oversized shirts in confidence. Before that, there is one important thing to consider in choosing an oversized shirt.

Choosing the Right Shirt

The first step in choosing the right shirt is looking for the right size. Ironic right? Finding the right size may not make sense because we are talking about an oversized shirt. But the question is how big is oversized? A size or two bigger (or even three) is just perfect.

Going for shirts 4 or more sizes higher is not the way to go as styling will be extremely difficult, after all, you want a baggy look, not one that makes you look like a tent. So when you are deciding on a shirt, go for something that is just a few sizes bigger than you.

The next thing to look out for is quality fabric. It’s best to opt for materials that drape well and equally maintain their shape like cotton or silk blends if you prefer that. Preferably, you could go for fabrics in solid colors or very subtle patterns to achieve a sleek appearance.

Next, let’s look at some styling tips.

Tucking Techniques

The easiest way to give structure when you style oversized shirts is by tucking it in.

Some tucking techniques include:

A full tuck:

 In this technique, the shirt is fully tucked into your skirts or pants for a completely polished and professional look. It works best with high-waisted bottoms.

Front tuck:

This is done by tucking the front of your shirt, letting the back hang loose, creating a casual yet intentional style. You can try this if you’re going on a chill day out.

Side tuck:

One side of the shirt is tucked in for an asymmetrical look, giving a trendy vibe that shows off your waistline without fully committing to a tuck.

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Balance your proportions

Big shirt, tailored trousers, or leggings – Big trousers, crop tops; proportion is everything when it comes to styling oversized shirts. The contrast helps to define your shape and keep the look sleek. You can also decide to add a belt into the mix to provide structure and highlight your waist, preventing the shirt from overwhelming your frame.

On some occasions though, you may decide to go “baggy on baggy”, that is, oversized shirt, baggy trousers. This look works if you are going for a full-on streetwear vibe, but always remember that the right size matters even in an oversized attire. So experiment with your looks, but work within the rules of styling.

Accessorize smartly

Want to break or make your look? Try accessorizing. Any look can be completely elevated with the right accessories. For shoes, you can go for heels, ankle boots or sneakers. These types of shoes elongate your legs and add to the chic vibe your outfit gives.

You can also decide to add scarves, or hats to enhance your style. Statement earrings such as chunky earrings draw more attention to your face and add to the focal point of your outfit.

Styling for Different Occasions

The versatility of oversized shirts makes it a favorite among any fashion lover. Here are some occasions on which you can wear an oversized shirt and how you can style on those occasions.

Casual Outings

On these occasions, pair your shirt with casual jeans or shorts. Throw in some sneakers and a crossbody bag and you’re good to go.

Office look

If you’re looking to go formal, combine your shirt with tailored trousers and chic accessories. A pair of loafers or low heels will keep the look professional and comfortable.

Evening wear

An oversized shirt and a skirt alongside elegant jewelry is your perfect style for a night out. Add some heels and a clutch, and you’ve got the look.

Additionally, don’t be afraid to experiment with different silhouettes. You could try shirt dresses, which are a great example of wearing an oversized shirt while maintaining a flattering shape.

Styling oversized shirts can be such a fun way to diversify your wardrobe. The key is playing around with what works best for you.