10 Ways for Guys to Wear an Oversized T-shirt
Streetwear has come a long way. Over the past few decades, it has expanded from a style for a selected few into mainstream fashion wear.
When we talk about streetwear, the basic essential is the baggy oversized T-shirt. Although it might not hug to your body like a regular fit T-shirt or a well ironed shirt, it sure gives off its own chic and edgy look.
People also find oversized clothing style much more adaptable, comfortable, and versatile. It might be overwhelming to style a plain boring tee but once you get a hold of it, you can style it effortlessly.
Today, we introduce 10 easy looks that will make you look ultra-hip and in style with the oversized T-shirt.
1. T-shirt Over Another

Keeping it simple yet trendy is the key to streetwear fashion. A plain oversized T-shirt can be paired with another plain T-shirt underneath. It makes the entire look so effortless but chic, with an additional color and layering.
For the bottoms, you can wear ripped jeans, as you can never go wrong with it. A light blue washed jeans, with a plain oversized tee under an white tee will make you fashion ready!
To top up, you can also accessorize with a plain ballcap or bucket hat. It will help pull your entire outfit together. Pair it with a pair of white sneakers and you will be all ready!
2. Layer with a Checkered Shirt

On days when the weather is chilly, pair the oversized T-shirt with a checkered shirt!
This simple combination upgrades the casual attire into one that is more semi formal. You can wear it to school, parties, and even weekend dates with friends!
Pair it with skinny jeans, high-top sneakers and sunglasses for a classier look.
3. Layer with a Denim Jacket

You can also choose to layer it up with a denim jacket. The classic denim jacket gives the baggy T-shirt structure, yet still retaining the chic hipster look.
On more formal occasions, you can also tuck in a oversized white tee over a denim jacket. That will serve as the perfect denim over white tee combination!
4. Go for Plain and Simple

Prefer to go for a simple clean look without anything fancy? Reach for a plain oversized tee and pair it with a pair of slacks or jeans. Complete the look with a cap or beanie.
5. Go Stripy Bottoms

Going simple doesn’t mean you can’t wear bold colors and patterns. Play around with different patterns and colors for a different look!
Recently, striped trousers are becoming more and more popular among. You can pair up black and white striped trousers with a graphic oversized tee. Or you can wear a multi-colored trouser with a plain color T-shirt.
Usually, the fit of the trouser should be slightly loose for a chic look. To give your overall attire a tailored look, you can also fold your trousers at its hem.
Bucket hats will go well with this outfit and they are also a streetwear staple. You can further accessorize by wearing a chain necklace.
For footwear, you can wear plain white shoes and socks. If you are feeling a little more adventurous then wear neon-colored shoes to step-up your game.
6. Or Go Bold and Edgy by Layering with a Stripy Long Sleeve

A long-sleeved striped shirt under an oversized T-shirt gives off a cool and edgy look. As with all forms of layering, it also adds more formality and structure to the outfit.
Dark colored striped shirt like black go well for this theme. You can wear ripped black slim-fit jeans or even slacks or trousers.
To accessorize your bold outfit, you can pair it with a fanny pack or hipsack. For an even bolder outfit, you can go for a graphic or colorful tee.
7. Take Out your Sweater Vest

If you are a 90’s kid and grew up watching Friends (An American sitcom), then you may be familiar with Chandler’s sweater vests. You will be glad to know that they are now trending!
You can pair up your sweater vest over an oversized T-shirt with loose trousers or baggy jeans. A long-sleeved t-shirt with V-neck sweater vest is a great option to go with. A little thing to consider here is that don’t wear a v-neck t-shirt with a v-neck sweater vest.
As for the footwear you can wear any pair of shoes and it will go well with it.
8. Tie and Dye is the New Deal

Tie Dye has become a fashion item since the start of this year, and it’s predicted to continue through next year too.
Go for a different style with an oversized tie dye shirt!
Do you know that during quarantine, people tried their hands on doing the tie and dye themselves. It is also one the reasons why we are seeing so many people wearing it recently!
You can pair the oversized tie dye shirt with a plain slim fit jeans or shorts and you can accessorize it with either a cap or a bucket hat for a chic look.
Sandals or slip-on slippers will work well with this fashion style too.
9. In Winter, Pair it with a Coat

Oversized shirts allow for many types of layering. During fall or winter, you can also layer an oversized sweatshirt or hoodie with the coat.
The picture below is a great example of this look. You can wear an oversized tee with a long and oversized hoodie and then further layer it up with an oversized coat. It will look amazing if you are wearing slim fit jeans with it but you can also go for a pair of trousers.

Korean actor Nam Joo-Hyuk also sported this outfit in the kdrama “Weightlifting Fairy Kim Bok-Joo” too.
10. Beat the Heat with Shorts in Summer

During Spring and Summer, you can wear your oversized t-shirt with shorts. You can also choose to leave the shirt as it is or tuck it in.
Another chic summer dressing is wearing matching color for the T-shirt and shorts. It gives out a smart clean look.
This style looks smart on guys and you can pull it off with confidence.
You can wear a ballcap to style it up, and also finish the look with a pair of sandals or flip-flops. Small accessories like a fanny pack will go well with it too.
Conclusion
Who could have thought there were so many ways of styling a plain oversized shirt? Ever since streetwear become popular, we start to see many big global brands collaborating with the streetwear brands.
Guys, don’t worry about the sleeves of the oversized dropping to near elbow length. It’s supposed to be this way! However, you can also opt to fold up the hem of the T-shirt for a different look.
You can also tuck in the shirt and pair it with slacks for a more semi casual look.
For a trendier look, you can also play with a variety of bold colors, patterns and graphics. Also, try out different accessories such as bucket hats, belts, chains for jeans and fanny packs too!
Even though there is no styling rule for streetwear, do remember: Whatever you wear, wear it with confidence!