8 Effortless Ways to Style an Oversized T-shirt For Men

If you’re a guy who loves wearing a laid-back oversized T-shirt but wonders how to elevate it beyond just comfy wear, you’re at the right place.

There are many ways to style an oversized T-shirt, but here are eight effortless ways to wear oversized t-shirt like a pro.

From nailing the street style to mastering the art of layering, I’ve got everything covered in this blog post.

Let’s dive right in if you’re still interested and ready to elevate your oversized T-shirt style.

Things You Need to Know About Oversized T-shirts

Before getting into the topis, you need to know a few things about how to style the oversized t-shirt. 

You need to check these things in the oversized t-shirts before choosing the oversized t-shirts. In this way, you don’t have to spend time styling an oversized t-shirt.

Oversized Doesn’t Mean Too Big

First, an oversized T-shirt doesn’t mean wearing a big-sized T-shirt. 

The right-sized oversized T-shirt means it does not hug your body at the same time; it should not be too much larger than your regular size.

The only way to find the right balanced oversized T-shirt is to find a loose-fit T-shirt that complements your body without overwhelming it.

Opt for a size that is slightly larger than your regular fit, ensuring comfort without sacrificing style.

Check Out The Collar, Shoulder, and Sleeves of the T-shirt

The second thing you should consider when opting for an oversized T-shirt is to check the collar, shoulder, and sleeves of the oversized T-shirt.

• Collar: The Collar area of the oversized T-shirt should comfortably settle down the neckline without sagging.
• Shoulder: The Shoulder area of the oversized T-shirt should sit in the right place where your arm bone and shoulder bone meet.
• Sleeve: The Sleeves of the oversized t-shirt should not exceed below your elbow.

Length of the Oversized T-Shirt

Finally, you should look out for the length of the oversized T-shirt. 

Striking the right balance between the length and proportion of your oversized T-shirt is the best way to rock wearing the oversized tee.

The length of the oversized T-shirt should cover your butt, but should not exceed below your butt area. This is the ideal length that your oversized T-shirt has to be.

8 Ways to Style an Oversized T-shirt (For Men)

Now you know the things about wearing the right fitted oversized T-shirt, now you can able to style it with ease.

Oversized T-shirts are in style trend and set to dominate in 2024. I used to wear oversized t-shirts (from the day it started trending) and style them in many ways. 

From smart outfits to complete street style, I’ve explored and gotten compliments from my friends wherever I go.

These are the 8 effortless ways I used to style the oversized tee:

• The Relaxed Outfit (Pair them with Relaxed Fit Jeans)
• The Smart Outfit (Tucked into Trousers)
• The Adding Layer (Add Denim Jacket as a Layer)
• The laid-back outfit (Pair them with Shorts)
• The Rugged Outfit (Pair them with Cargo Pants)
• The Street Style Outfit (Add a few Bold Accessories)
• The Graphic Tee Outfit (Graphic T-shirts and Patterns)
• The Retro Vibe Outfit (90’s Styled Graphics, Vibrant Colors, and Patterns)

The Relaxed Outfit (Relaxed Fit Jeans)

Nowadays, most people opt for comfy outfits to feel free all day.

This ultimate combo gives you a relaxed appearance and makes you feel comfortable. The Ideal Relaxed Outfit involves completely relaxed clothes from top to bottom.

• Opt for relaxed-fit jeans and pair them with an oversized T-shirt.
• Don’t tuck in your oversized t-shirt to achieve a relaxed appearance.
• Add subtle accessories like Rings, necklaces, a Bracelet, and a Watch.
• Wear white sneakers for casual wear.

As it comes to color options, opting for darker-colored outfits gives you a manly, elegant look, while lighter colors like white and cream give you modernism.

Opt for a black, grey, dark green or navy-colored oversized T-shirt and pair it with color jeans like black or darker grey. 

If you want to opt for a lighter color T-shirt like white, cream, orange, purple, light blue, or light green, you can opt for darker color jeans or light wash color jeans.

Whatever the setting is, whether it’s a weekend vibe or a casual outing with friends, this relaxed outfit will get you more compliments while maintaining comfort all day.

The Smart outfit (tucking with Casual Trousers)

If you want to style an oversized t-shirt for a smart casual outfit, you can tuck in the oversized t-shirt with trousers. 

And there is a special way to tuck in the oversized t-shirt.

You can’t simply tuck in an oversized T-shirt, just like you tuck in your dress shirt. To tuck in the oversized t-shirt,

• Tuck the oversized T-shirt down as normal.
• Now, pull up your trousers and zip them up.
• Now, raise your hands above your head as high as possible and drop them.
• So, the excess fabrics will come out in front and you have to even it out.

In this way, you will achieve a more refined look. Even though it is tucked in, you can still enjoy the breathable comfort.

Whether you’re going for a casual outing or a restaurant, you can opt for this outfit.

When it comes to color options, you can opt for tan-colored trousers, chinos, or khakis and pair them with dark-colored oversized T-shirts like Black.

To achieve a smart casual appearance, you can opt for trousers. If you want to go for complete casuals, you can opt for a tucked-in oversized t-shirt with straight-fit jeans.

The Adding Layer Outfit (Denim Jacket)

Another ways to wear oversized T-shirt is to add a denim jacket as a layer. 

Transforming a simple oversized t-shirt with a classic denim jacket will make you look stylish without compromising comfort.

By wearing this classic outfit, you can make a killer statement wherever you go.

• Choose a classic denim jacket that complements the color of your oversized t-shirt.
• Opt for light-wash colors for a casual look and dark colors for a polished appearance.
• Ensure the oversized t-shirt doesn’t overflow your frame; instead, let it flow naturally for a relaxed appearance.
• Tuck in the front of the oversized t-shirt to avoid being overly baggy.
• Roll up the sleeve of the denim jacket to add a touch of rawness.

To effortlessly style this outfit, opt for a plain white or black oversized t-shirt and pair it with a black or light-wash color denim jacket.

Make sure your oversized t-shirt doesn’t have any type of graphic printed on it or any others. Complete the outfit with slim-fit jeans for a more refined look.

In this way, choosing these colors, you can effortlessly style the oversized tee with a denim jacket and don’t need to stress what color goes with what color.

To complete the outfit in style, opt for leather boots.

This combination effortlessly balances comfort and fashion, making it ideal for casual occasions.

The Laid-Back Outfit (Pairing with Shorts)

If you want to style the oversized t-shirt for a laid-back appearance? Pair it with shorts.

Whether you’re going for casual shopping at nearby stores, nearby local restaurants, or a beach day out, you can opt for this laid-back outfit.

But instead of wearing it untucked, you can tuck in your oversized t-shirt in shorts. Because the oversized t-shirt will almost cover your shorts, which makes you look naked underneath.

You can use the same tucked-in method which I’ve mentioned in “The Smart Outfit”.

• Opt for a light-colored oversized t-shirt like yellow, purple, white, cream, light blue, or light grey.
• Pair it with darker-colored shorts, like black.
• Finish off the outfit by wearing sliders or espadrilles.

Experiment with different color combinations like pastel colors, neutrals, and earthy tones. This laid-back outfit makes you look stylish with minimal effort.

The Rugged Outfit (Pairing with Cargo Pants)

For men who want to give off a raw and rugged appearance, this outfit is for you.

To achieve a rugged appearance, pair the oversized t-shirt with cargo pants. This outfit is complete street style; you can rock it as daily wear for a casual outing with friends.

• Start by selecting a comfortable, oversized t-shirt.
• When pairing it with cargo pants, ensure you wear the right fit to maintain a refined look.
• Tuck in the front of the oversized t-shirt for a structural look or you can wear it simply untucked. Both ways, it works well.
• Opt for a few bold accessories like rings, bracelets, watches, and necklaces.
• Complete the outfit with chunky sneakers.

When it comes to the color options, you can opt for plain solid color options like neutrals or earthy tones. Or you can opt for a bold graphic oversized t-shirt and pair it with cargo pants.

This rugged outfit is perfect for various occasions like casual outings, shopping, or simply roaming the streets to have fun with friends.

The Street Style Outfit (Adding a Few Bold Accessories)

To style and elevate the oversized t-shirt outfit, you can add a few Bold accessories. They are a list of accessories that will work better for oversized t-shirts.

Accessories like a beanie, bold watch, hat, bold necklace, 3 rings, sunglasses, and sling cross body bags are especially popular for oversized T-shirts.

These are unique accessories that will elevate the oversized t-shirt outfit. Also, you can add a face mask to give it a mysterious appearance. 

More than enhancing the outfit, it’ll give you a complete street-stygive it itibe.

• Opt for a well-fitted oversized T-shirt in a color or graphic Tee, your preference.
• Pair it with relaxed fit light wash jeans or dark-colored jeans.
• Wear a style or beanie if you’re a street-style enthusiast.
• Opt for a bold ring, bracelet, and necklace with a pendant to add a statement.
• Wear a sling cross-body bag (Even if it’s empty) to elevate your appearance.

Yes, you can add a sling cross-body bag to your oversized t-shirt. More than style, you can put your smartphone and wallet in the cross-body bag.

Choose accessories that resonate with your style. You can opt for minimal-styled accessories for a minimalist look or bold accessories to make a statement.

Adding these accessories will surely make your outfit appearance to a whole new level. But instead of pairing it with any other bottom wear, you can opt for relaxed-fit jeans.

Finish off the outfit by wearing high-top sneakers or chunky loafers or chunky sneakers.

The Graphic Tee’s Outfit (Graphic and Pattern T-shirts)

This is becoming one of the trends, people used to wear graphic-contained oversized T-shirts to showcase their personality.

I see a lot of guys opting for this oversized t-shirt outfit. 

Common graphics contained oversized T-shirts like Anime, Minion, Netflix series graphics, Marvel superheroes, Joker, Batman, and so on designs which is good.

Makes me engage and try one. Comes to public presence, for sure, it’ll turn many heads on your side.

• Opt for a quality oversized T-shirt with graphics.
• You can pair it with any bottom wear like relaxed-fit jeans, cargo pants, chinos, trousers, and even shorts.
• Add a few subtle accessories like a ring, bracelet, necklace, sporty watch, and hat.
• Finish off the outfit by wearing high-top sneakers.

Apart from formal settings, you can wear this type of outfit anywhere you like.

From casually going to a restaurant with friends or shopping with a girlfriend, you can opt for this outfit.

The Retro Vibe Outfit (90’s Style)

Travel back in time, showcasing a retro vibe by styling an oversized t-shirt in a throwback fashion.

Nowadays, instead of following the latest trends, people are opting for the 90s and 80s fashion Even Gen Z. 

But instead of adapting retro fashion as a whole, they all try to mix and match to showcase a modern retro vibe.

Opting for retro style is simple, there are few patterns, bold graphics, and big logos.

If you can able to adapt these retro styles smartly in your outfit, you can rock wearing the retro vibe outfit.

• Begin by wearing a vintage-inspired oversized T-shirt that has bold graphics or retro patterns.
• Pair it with baggy pants to add a mixed touch of modern and vintage,
• Opt for vibrant contrast colors to achieve the retro style.
• Enhance the outfit by wearing a few accessories like a chunky watch, sunglasses, and a retro snapback hat.
• Complete the outfit with old-school sneakers or high-top canvas shoes.

If you want to enhance the outfit a little more, you can add a layer like a bomber jacket or denim shirt.

The Bottom Line

Oversized t-shirts dominated in 2023 and are set to continue in 2024. 

If you want to make a statement wearing oversized t-shirts, these are the effortless ways to wear oversized t-shirts.

I hope you discover how to style an oversized t-shirt, know, let’s hear it from you.

Which of these 8 ways is your favorite oversized t-shirt style or do you have some unique oversized t-shirt outfit in your mind?

Either way, Let me know in the comments.

Frequently Asked Questions (FAQs)