How to Style an Oversized T-Shirt

How to style an oversized t-shirt, including styling tips, photos, current trends, where to shop, and more.

Since the 1920’s oversized t-shirts and other clothing (and yes t-shirts) have been popular, especially during that time in the Western era. They have been more and less popular throughout the years, but right now is the time to really play around with this really easy, affordable, and fun style.

  • Step 1: Figure out what type of oversized t-shirt you want. You can even just size up a size or two with your current favorite tees. When it comes to color, are you more of a crisp plain white tee, like a fun pop of color, or prefer a classic oversized rocker tee?
  • Step 2: What’s your budget? You can get a tee for under $20 at most retailers or you can spend $50, $100, or more on a designer tee or rocker tee. Maybe you’ll find that perfect oversized t-shirt that you will wear and wear and get that perfect worn look.
  • Step 3: Although getting a t-shirt online is an easy option, don’t forget about resale shops. You never know what unique finds you will find. You might even find an original real vintage rocker tee. So get to shopping!
  • Step 4: If you really love the look and style of your favorite designer tee but don’t want to spend hundreds of dollars on a tee then check out Etsy for some great designer dupes.
  • Step 5: An oversized t-shirt is something you can wear in so many different ways. You can definitely dress down or dress up your new favorite t-shirt.

How to Style an Oversized t-Shirt with Leggings

Leggings are already such a must-have and a staple item to have in everyone’s closet. It doesn’t matter if your favorite pair of leggings are $10 or $100 there are great items to have because you can use them to style so many outfits. Since almost everyone has a pair of leggings, take your favorite pair of leggings and pair them with your favorite oversized t-shirt. Add a baseball cap and a pair of sneakers and you have a cute and trendy outfit. This is also a great travel outfit to wear. You will look cute, comfortable, and put together for the airplane.

Wear an Oversized T-Shirt as a Dress

Tall gals, this may be tricky for you. However, you can absolutely wear an oversized t-shirt as a dress. If your t-shirt is a little short you can always add a pair of biker shorts. You can wear your favorite oversized t-shirt with sneakers, flats, or sandals. To dress up your look, you can add some fun accessories, add a jean jacket, or even a cute hat.

Style an Oversized T-Shirt with a Blazer

For a chic look, you can add a blazer to pretty much anything and you have a way more put together and polished look. Wearing your oversized t-shirt with leggings, as a dress, or even with jeans and then add a blazer and you are ready to go.

Wear an Oversized T-Shirt with your Favorite Pair of Jeans

T-shirts and jeans go hand in hand. Everyone has their favorite pair of jeans and now your favorite t-shirt. So now not wear them together. To dress up your look add a blazer like mentioned above or add a leather jacket for a more rocker look. Add your favorite pair of sneakers, or you can even wear a dressier pair of shoes like strappy sandal or heels.

Style your Oversized T-Shirt with Shorts

Another easy way to wear this look to to pair it with a pair of shorts. You can keep it simple with a pair of jean shorts. If you are looking for a more put together look, you can tuck your tee into a pair of chic paper bag shorts, add a pair of sandals and you have a super cute and trendy look. If you are looking for a more funky or boho look, you can wear a patterned pair of shorts for a more mix and match look.

Where to Find an Oversized T-Shirt

When shopping for a great tee, there are definitely so many great places to get t-shirts other than just on Amazon. Not hating though, Amazon is a great go-to for basic oversized tees and you may even find some great printed tees. However, here are some great other options.


Zara is a great place to start your search for tees. They always have the most update to date trends (if that’s what you are looking for). Also most of the tees are for a good price point.


H&M has tons of great oversized tees. All of them are super affordable and they have a great selection of rocker or vintage style tees. If you love anything from the 80’s or if you love a great old school rocker tee then definitely look through their website.


Nordstrom has not only a huge variety of oversized tees but also a huge variety of price points. You can shop for anything from the Nordstrom BP brand to designer brand tees. It’s a fun place to browse high-priced items and then find a dupe for much less.


Another great shopping website for really great tees is Revolve. There is a good mix or high-priced tees and mid-prices tees however they have a great selection with really cool and unique prints. It’s definitely a great site to find a really great vintage style tee.

A few other sites to check out really good vintage or rocker style oversized tees are ASOS, Forever 21, Nasty Gal, or PrettyLittleThing.

Additional Tips and Ideas

Biker Shorts

On warm summer days ditch the legging and wear a pair of biker shorts with your tee. It’s a super comfortable look and super trendy as well. Basic black is a good go-to however you can also have fun with some bright colors.

Don’t Forget Your Favorite Flannel or Jean Jacket

Tie your favorite flannel or jean jacket around your waist. Adding one or the other is easy for just for a cool look or to keep you warm on these chilly summer nights.

Add a Belt

Belts and tees are back and they go so great together. For a more chic or polished look. Tuck in your tee to your jeans or shorts and add a trendy belt. If you like the oversized t-shirt dress look, you can always also add an oversized belt to give you a more dressed up look.


Let’s start looking for a few great oversized tees. The best thing about this trend is that you will not only feel super comfortable. But you will look chic, trendy, and cool. We hope this style guide gave you some great styling tips. Have fun and play around with all these different styles.