How To Style An Oversized T-Shirt - 13 Outfit Ideas

Daniel Kustov

April 13, 2023

8 minutes

Top ListsFashion
Oversized T-shirts on a background

Table of Content

How’s your day, my friends? You’ve probably been in that situation when you bought a new beautiful oversized T-shirt. You’re happy and ready to shine, but there’s one problem that ruins all your plans: the inability to style it properly.

You look like a homeless in baggy clothing and can’t change your situation. Some people like to wear oversized clothing like this. Even I do it sometimes, but for most people, it’s not the best option, so I decided to write a whole guide on how to style Oversized t-shirts properly.

In this article, you will learn why you should buy an oversized T-shirt if you didn’t buy one yet, and I will show you 15 different ways to style it, so that you will be able to find the style you like and shine outside. People will be impressed by how good and stylish you look.

Before we start out, I encourage you to check out our 15 Unique Korean Fashion Styles in 2023 and 15 Best Summer Fashion Trends in 2023 right after reading this one. You will learn plenty of styles to choose from and become the most stylish cutie in your city this summer!

Let’s move to our first section: “What are oversized T-shirts and why are they so popular”


What are Oversized T-shirts?

An oversized T-shirt as is understood by its name is deliberately bigger than your regular size. People usually use it to achieve blocky and big silhouettes, which look stylish and pretty interesting these days, right?

I’m used to wearing them frequently, and it’s needless to say why. Not only does it make you look stylish, but gives your plenty of ways to express yourself. You can do many different things with it, and I will show what styles exactly you can apply to your basic outfits list.

We’ll move to this in a second, but I want to say that it will also add some kind of vintage vibe to your outfits, so you can definitely use it for making your look more old-fashioned.

It’s also important to say, that it’s comfortable and easy-washable, so you will not have any trouble with them, especially if you buy a good, high-quality T-shirt.

Why did it become so popular?

The popularity of this type of T-shirt stems from the ‘90s mostly. I think every one of you knows who is 2PAC, and Notorious B.I.G. These are just two of the most popular artists from the ‘90s hip-hop scene, who wore comfy streetwear style clothing. 

But not only hip-hop artists were wearing this. Rock stars also influenced the popularity of oversized clothing in general. Kurt Cobain, Liam Gallagher, Chris Cornell, and other rock artists of the American or British scene wore different oversized clothes, this is the reason why it has become popular among teenagers in the US and Europe. We all want to look like our idols, right? 

Now since the ‘90s trends are coming back, we have had a huge boom in the popularity of oversized clothing in general. People wear oversized hoodies, T-shirts, shirts, etc. We can see all of these trends on TikTok, YouTube, and Instagram. 

Oversized T-shirts became even more popular because of the pandemic, which brought a trend of wearing comfortable clothing to the top of fashion trends.

Now that we understand the phenomena of the popularity of oversized T-shirts and clothes in general, we finally can dive deep into the best outfit ideas on how to style an oversized T-shirt.

How to Style An Oversized T-shirt | 13 Outfit Ideas

1. Tucked into High-Waisted Jeans

The eternal classic, but boy, how good it looks! Tuck your oversized T-shirt into High-Wasted jeans. This combination works 100% times because it’s just very common and minimal. 

The combination itself looks just fine, but you can add a jacket or something on top of your T-shirt to make some layers. This will make you look even more stylish. 

The only thing to take into account when you’re choosing your clothes, try to match colors well. This is a great opportunity to look great almost effortlessly.

2. Paired with Bike Shorts

This combination will be especially great for women, but this doesn’t mean you can’t use it as a man.

Bike shorts are getting popular increasingly last years, also because of the pandemic, where many people began to take care of themselves, go to the gym, and track their health.

This is a reason why this combination is very organic and good-looking nowadays.

3. Belted at the Waist

This one is mostly for women, I don’t think that many guys would like to try this out, but if you want, do it – it’s going to be a good way to stylize your T-shirt, especially if it’s 3-4 sizes bigger than yours. 

Just put on the belt at your waist, and you’re good to go. This is a great style during warm seasons like late spring or summer.

4. Layered Over a Turtleneck

If you want to find something for colder seasons, a layered oversized T-shirt over a turtleneck would be a great choice. I personally love this kind of clothing and wear it frequently, because it looks stylish and kind of youthful. 

But wearing this combination not only makes sure that you look very stylish but also keeps you warm so that you won’t get sick. 

Of course, depending on the temperature in your region you should decide what to wear based on the temperature. Keep in mind that this combination doesn’t work for all seasons, because the T-shirt itself was created for warmer ones.

If you have a very cold, snowy winter, consider wearing coats or warm jackets on top of a sweater or hoodie, for instance.

5. Worn as a Dress

This one is related to the third way of styling a T-shirt. And again it’s going to be perfect for women, but not for men. 

But if you’re a girl, definitely consider buying a long T-shirt and wearing it as a dress. Interesting, fresh, and comfy way of wearing your T-shirt. Needless to say, it looks original and creative. I’m sure you’ll like it as soon as you try it!

Princess Polly

6. Tied in a Knot

Work for both guys and girls. You’ve probably seen people wearing oversized tees this way, and honestly, it’s really stylish and original approach to styling your clothing. 

Even though it suits women's bodies mostly, it will also look good if a guy will wear it, so experiment with clothing and try this one out!

7. Paired with Wide-Leg Pants

Similar to the first one since we pair the tee with pants again. But this time we will not be tickling our T-shirts into pants, but just leave it as it is. 

This will create a good, bold shape for our outfit and will make us look massive. This is especially useful if you want to recreate a streetwear style. It also uses wide-leg pants and oversized tees.

8. Layered Under a Blazer

Why would we be styling our T-shirts only with some informal clothing? We can layer the tee with a blazer and create a good-looking and creative semi-formal look that will be just perfect for going out to the center of the city or just meeting with someone in a bit more formal atmosphere, like a date, for instance. 

I shouldn’t probably say how good it looks and why you should try it out, you understand it even without any words.

9. Worn with a Skirt

If you want to achieve a feminine look, doesn’t matter who you are – a girl or a guy, you can pare your oversized tee with a skirt. 

Look really good and flirty, so trying it out would be a great idea. Guys might not want to wear it, but if you like this style, it’s definitely worth a shot!

@stefanyeluna


10. Layered Over a Slip Dress

Wanna look trendy? I’m sure you really want it! If you’re a girl, try layering your oversized t-shirt over a slip dress. This combo adds more dimension to your look.

It’s also perfect if you want to go to a party straight after work!

11. Layered over a shirt

This combination will make you look younger and very stylish. We all have seen these TikTok videos where teenagers showed their looks, and I’m sure you’ve seen this plenty of times.

By far one of my favorite outfits with an oversized T-shirt. If you add some classic pants to it, it will look awesome, believe me!

12. Layered Under a Vest

Wanna add some interest to your oversized t-shirt? There’s a way to do it! Layer it under a vest! 

This look works particularly well with denim or utility vests. A versatile and good combination for you to consider trying out!


13. Worn with Overalls

Let’s go back to the ‘90s and combine our oversized tees with overalls. This look is going to be nostalgic, but never a bad choice! I encourage you to try it out and see if it matches your style needs, but I’m sure you will like it due to its versatility!

ottwaythelabel.com

Now that we talked about the best ways to style your oversized tee, let’s move to the last, FAQ section.

FAQs

Q: Can I wear an oversized T-shirt to work?

It depends on your workplace first and foremost. Some of them allow oversized clothing in the dress-code, and some of them do not. But If you want to make an oversized T-shirt look more formal, consider wearing it with blazer an/or with tailored pants. 

This will make sure you look professional and trendy at the same time1

Q: How can I prevent my oversized t-shirt from looking sloppy?

Just pay attention to how you style it. Tucking it into your bottoms, adding a belt, or pairing it with form-fitting pieces will help to create a look that helps the tee to look good without looking sloppy!

Q: What kind of accessories should I wear with my oversized T-shirt?

It depends. I would recommend paying attention to your overall look and making your decision on what accessory to choose based on it first since the T-shirt is just a part of it.

But if your outfit is casual or streetwear, you can consider wearing a cap or minimal jewelry with chunky sneakers

Q: Can I wear an oversized t-shirt as a dress?

As I wrote above, you totally can do this. It will look stylish and creative, so definitely consider trying it out!

Q: How do I choose the right size for an oversized t-shirt?

When choosing an oversized t-shirt, try to look for a size or two larger than your regular one. This will make sure the tee fits well and doesn’t look too baggy.

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