The ‘Boyfriend Shirt’ has earned its place in many women’s wardrobes as a versatile and effortless staple. Whether you’re looking to exude a carefree, youthful vibe or simply want to add some laid-back charm to your outfit, this unassuming garment is up to the task. Its appeal lies not only in its relaxed fit but also in its ability to be styled in various ways, making it a chameleon-like piece that can seamlessly adapt to different occasions and personal styles.
One of the greatest advantages of the Boyfriend Shirt is its inclusivity – it’s not just for those in relationships. Rather, it’s an open invitation to all women who want to incorporate this fashion staple into their daily lives. So, go ahead and ‘steal’ one from a loved one, thrift shop find, or high-end designer label; the options are endless, and the possibilities for creativity are truly boundless.
In short, think of the Boyfriend Shirt as a blank canvas waiting to be filled with your personal touch. Pair it with statement accessories, distressed denim, flowy skirts, or even formal attire – the choices are yours to make.
How To Wear Boyfriend Shirts
↓ #21. Use It For Layering
Layering these shirts is a breeze, and the best part is that you can wear them year-round. To style your outfit, simply put the shirt on over a printed or striped tee. You have the option to leave the buttons open for a relaxed look or close them and tuck in part of the shirt for a more polished appearance. This versatile outfit is perfect for any season, but if you want to incorporate it into your wardrobe for Spring or Fall, that’s when it really shines.
For some inspiration on how to layer like a pro, check out our article featuring 27 Ways to Layer Your Clothes.
↓ #20. Wear it as a dress
Imagine a dress shirt that exudes effortless chic. That’s exactly what we’ve achieved, and now you can too. This versatile look is perfect for a city excursion or an evening stroll by the beach (note the stylish yet practical sneakers that are ideal for walking). The key to pulling this off is to let the white dress shirt be the focal point.
You don’t need to worry about pairing it with pants, as its length allows it to work well on its own – although a pair of shorts underneath can add a nice touch, especially on a breezy day. To complete the look, add your favorite sunglasses and a clavicle necklace.
↓ #19. Wear it with denim jeans
The versatility of the boyfriend shirt lies in its ability to effortlessly merge high-fashion with laid-back charm. If you’re a fan of distressed denim, this look is a must-try. To elevate your overall style, pair the crisp white top with flared jeans and secure your locks in a sleek bun. Add some shimmering accessories, such as dangle earrings, and complete the ensemble with a bold handbag. For a more polished finish, swap out sneakers for ankle boots or sandals.
↓ #18. Wear with rolled-up sleeves and open collar
To maximize the versatility of this versatile pin-striped baby blue boyfriend shirt, we’ve curated a selection of denim-based outfits to suit various occasions. Whether you’re running errands or meeting friends for brunch, this effortless combination of shirt and jeans is sure to please. For inspiration on how to style it, envision pairing the shirt with distressed denim jeans and a half-up, half-down curly hairstyle.
To complete the look, keep the top button undone and roll up your shirt sleeves for an effortlessly cool vibe. Match with flats and minimalist makeup for a polished yet laid-back appearance.
↓ #17. Wear it sheer, slim, and fitted
The H&M boyfriend shirt may be called ‘boyfriend’ in name only, but its slender fit and sheer fabric make it a stylish addition to any woman’s wardrobe. Available in the women’s section of the retailer, this top is perfect for those who want to add a touch of masculinity-inspired chic to their outfits. To style this look, start by rolling up the sleeves to create a relaxed, effortless vibe. Then, tuck the front of the shirt into your skinny jeans for a flattering silhouette.
Let your hair down and pair with your favorite sneakers for a casual yet put-together ensemble that’s great for a day out shopping or a weekend adventure.
↓ #16. Wear it closed-collared and open over the midriff
For the bold and daring, this style is all about making a statement. No subtlety here! To achieve this look, ditch the typical open-collar approach often seen with boyfriend-shirt styles. Instead, keep your top buttons securely fastened and let your shirt drape elegantly over your midriff, showcasing your mid-rise white jeans and stylish silver-buckled belt. This look pairs perfectly with boots or heels, providing ample opportunities to add some edgy flair.
Your handbag doesn’t need to be a luxury brand like Gucci, but if you can pull it off, why not? To complete the look, opt for a chic, chopped hairstyle and understated jewelry – simplicity is key here.
↓ #15. Wear it fashionably rumpled
Steal the show with this effortlessly chic date night look! Pair a loose yet well-fitted top with oversized statement earrings, and you’ll exude confidence and glamour. The relaxed fit of the shirt allows for a comfortable yet stylish ensemble that’s sure to turn heads. And don’t worry about borrowing from your partner’s closet – we’re confident they won’t mind!
To achieve this look, simply keep a few buttons fastened to maintain a modest neckline (feel free to opt for an undershirt or bandeau if you prefer a more covered look). Roll up or push back the sleeves to the elbow and tuck one side of the shirt into your jeans. Next, add a dramatic statement piece, like these geometric earrings, to create visual interest. To balance the relaxed silhouette, wear your hair sleek and down, paired with well-fitting skinny jeans.
Pointy heeled white shoes and a stylish handbag – think Louis Vuitton – complete the look and ensure you’re both stylishly comfortable and perfectly put together.
↓ #14. Wear tied at the waist with shorts
Give a fresh twist to the classic boyfriend shirt with this adorable tee! Perfect for a sports-filled day or exploring tourist hotspots, this summer outfit is sure to turn heads.
To style it, pair the top with a bralette or bandeau and leave the top buttons undone. Tie the front of the shirt at your waist for a playful touch. Then, opt for high-waist cut-off jeans in a faded wash and white sneakers like Converse, Keds, or Vans.
To add a chic touch to the otherwise tomboyish look, throw on some statement sunglasses and a baby pink cross-body purse.
↓ #13. Wear it with cut-off jeans and girly flats
For a quintessential New York gal look, consider pairing a white boyfriend shirt with cut-off jeans. This outfit is perfect for a girls’ night out or a casual evening at a bookstore and cafe. To achieve this stylish combination, start by rolling up the sleeves of your white top above the elbow and leaving the top buttons undone. Next, choose a pair of distressed denim jeans that fit comfortably. Add some feminine flair with a pair of salmon pink flats.
Complete the look by pulling your hair back into a low bun and opting for a natural makeup routine.
↓ #12. Wear it with Bermuda shorts and flashy earrings
This outfit boasts endless versatility, making it perfect for any occasion. Whether dressing up or down, the possibilities are endless. We challenge you to try this look for your next girls’ day out, a casual lunch with your partner, or a leisurely city stroll.
To style it, simply pop the collar and push up those sleeves for a retro twist on the classic boyfriend shirt.
Pair it with your favorite Bermuda shorts – or, if you’re feeling adventurous, create your own by cutting an old pair of jeans at the knee! For added flair, add wristbands and bold earrings for a chic ensemble. Alternatively, bike shorts are also a trendy option this year.
↓ #11. Wear one as a dress and tie another one on top!
If you’re obsessed with the boyfriend shirt, get ready to take it to the next level! To style this look, grab a boyfriend shirt that’s long enough to be worn as a dress (yes, really!) and give that collar some extra oomph by popping it up. Don’t forget to roll up those sleeves for added flair. But why stop there? Take it to new heights by tying another boyfriend shirt around your waist – trust us, it’s a game-changer! With this look, you won’t need much else in the way of accessories.
A baseball cap, your go-to tote bag, and some comfy Adidas sneakers will do just fine.
↓ #10. Wear a boyfriend-shirt-styled top with white pants
This inspired look takes the boyfriend shirt’s laid-back vibe and gives it a more polished twist. With this outfit, you’re free to express yourself however you like – whether that’s running errands, grabbing dinner with friends, or just lounging around on the weekend. To style this look, try pairing the top with high-waisted pants and sneakers for a relaxed yet put-together ensemble. Add some oversized hoop earrings and loose curls for a touch of glamour.
Don’t miss out on our 23 Chic Ways to Style White Jeans for even more inspiration. If you’re looking to recreate this look without breaking the bank, check out the affordable pieces below:* Sneakers: $24.99* Slim Boyfriend Shirt: $58* Mom Jean (reg. $49.95, now on sale for $37.46)
↓ #9. Wear it open over your favorite beach dress
Imagine the ultimate beach look: effortless, comfortable, and stylish. After a day spent soaking up the sun, swimming, or simply relaxing by the water’s edge, the last thing you want to do is swap your carefree beach vibe for something heavy and restrictive. To achieve the perfect evening beach walk outfit, consider this genius combination: pair your go-to beach dress or little black dress with your guy friend’s dress shirt!
The result is a harmonious blend of light, airy fabric and laid-back elegance. Add some flair with a cute hair kerchief and a pair of sandals, and you’ll be ready to take on the evening – whether that means a leisurely stroll along the beach or dinner at a seaside pier.
↓ #8. Wear it tied over your bathing suit
The versatile boyfriend shirt is a wardrobe staple that can be styled in countless ways, but one of its most practical uses is as a chic beach cover-up. Imagine effortlessly transitioning from lounging by the ocean to running errands around town without having to change outfits. The key is to tie the white boyfriend shirt at your waist and wear a bathing suit underneath. This clever styling trick not only adds a stylish layer to your overall look but also provides coverage when you need it most.
To complete the look, add some statement earrings and your favorite sunglasses for a chic, put-together vibe that’s perfect for a day at the beach or pool.
↓ #7. Wear it cinched at waist over black jeans
The boyfriend shirt’s versatility is undeniable, and we’re not just talking about its ability to be dressed up or down. This wardrobe staple can also add a touch of effortless cool to even the most glamorous outfits. Take, for instance, pairing a slightly oversized white boyfriend shirt with a skinny belt cinched at the waist, worn over ripped black jeans. The overall look is elevated by choosing open-toed boots or flats as your footwear option.
For more inspiration on how to style this versatile piece, check out our comprehensive guide to 23 ideas for wearing black denim pants.
↓ #6. Wear it tucked in
Add a playful twist to your professional look by styling a light-colored boyfriend shirt with a slightly oversized fit, tucked into your favorite business skirt or jeans. The waist-highlighting band adds structure and accentuates the figure. Pair this look with heels or sandals, depending on the occasion, and complete it with your chosen bag. For a minimalist approach, keep accessories simple with a creamy bag and sunglasses.
↓ #5. Wear it tucked into white high-water pants
This versatile outfit is adaptable to various scenarios. You can wear it for a casual stroll in the spring or even for a low-key lunch date with friends. The best part? It’s effortless and easy to style.
To achieve this laid-back look, start by pairing a soft lavender boyfriend shirt with high-waisted white pants. Tuck the shirt in and secure it with a belt at the waist. Leave the top button undone for a relaxed touch.
Choose your favorite pair of comfortable shoes – be it TOMs, sneakers or walking shoes – and add a neutral-colored purse to complete the outfit. Voilà! You’re ready to take on Parisian streets or any casual outing.
↓ #4. Wear it belted at the waist for a cute dress look
With its versatility in mind, let’s explore another way to style this boyfriend shirt. Imagine pairing it with a beach-inspired look that exudes effortless chic. Simply belt the shirt at the waist, rolling up the sleeves for a relaxed touch. Add some statement-making high heels and sleek sunglasses to complete the ensemble. The bold blue and white stripes will add a pop of color to your overall look, making you stand out at any beach party.
↓ #3. Wear long over leggings with heels
The ultimate fashion fusion – think leggings, heels, and a touch of versatility. This look seamlessly blends three distinct styles that might not typically be paired together. Yet, we’re all about embracing the unexpected. By now, you should be convinced too! To recreate this effortless ensemble, start with your go-to pair of leggings (or skinny jeans) as the foundation.
Next, add a flowy white boyfriend shirt – roll up those sleeves for a relaxed vibe, but keep the buttons done up for a touch of sophistication. Finish off the look with a pair of heels and complement it with a small tote purse and a pair of sunglasses.
↓ #2. Wear it oversized and tucked into a mini skirt
There’s something undeniably captivating about this ensemble – it’s perfect for a night out at the concert or movies, but its versatility also makes it ideal for a casual stroll around town. To create this look, start by slipping into your favorite black mini skirt. Add a splash of color with bold orange-red sandals that will elevate the overall aesthetic. For added flair, don’t be afraid to layer on some statement jewelry, including a few bracelets, a watch, and delicate silver rings.
Finally, top it all off with a pair of trendy sunglasses for a stylish finish.
↓ #1. Wear it over wide-flared pants
We opted to add a splash of color to our last featured outfit by pairing a boyfriend shirt with a bold blue hue. Feel free to replicate the look – we won’t be offended! To style this top, choose a smaller fit and wear it open over a bodysuit or bandeau. Create a focal point by knotting the waist, then roll up your sleeves for a relaxed finish. This outfit works well with white high-waist flared pants and flats, making it suitable for a dinner date or garden party.
Simply pair the pieces as described to achieve this look.
