9 Stylish Ways To Wear An Oversized Shirt [2024]

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We like the trend of the oversized shirt and we cannot lie! We like them for their loose structure, their simplicity and most of all the ample amount of styling creativity they give us.

With the onset of summer season, our hands are reaching for those loose and baggy garments. Be it a t-shirt or shorts or even a shirt. Especially a shirt from our dad’s, brother’s or our boyfriend’s wardrobe.

And that is how the oversized shirts came to be when the population began to realize that feminine style can be expressed in XXL as well. ‘The Shirt’ has progressed beyond the boardroom to become a casual wear staple now. 

There are numerous ways you can play around with an oversized shirts. So here I am going to be giving you the popular ways to style the oversized shirt.

Let’s proceed step by step.

Oversized Shirt + Leggings

Pairing your large shirt with a pair of leggings is the most simple yet stylish way to dress. It creates the right balance with skinny at the bottom and loose at the top. Here are some ways you accentuate your shape in this look.

unbuttoned loose white shirt
Don’t button it all the way. Probably just the first few and leave the rest as is.
Tuck in one side of the shirt
Tuck in one side of your shirt in the front to accentuate your legs.
bottom of the shirt into a sleek knot.
Bring the bottom of the shirt into a sleek knot.
plaid with a contrasting inner and sling across a bag.
Go plaid with a contrasting inner and sling across bag.

Oversized Shirt + Skirt

Long or short, it doesn’t matter. Here is how you can pair your large shirt along with skirts of any length.

tulle skirt under the shirt
Ever considered a tulle skirt for your shirt? This is your sign. Keep it simple with minimal accessories.
shirt with a floral skirt and roman sandals
Looking for color? Pair your shirt with a floral skirt and roman sandals for your next errand look.

For those of you in love with short skirts, I haven’t forgotten about you.

Flannel shirt with a tennis skirt.
Here is an unlikely pair you must try. Your Flannel with a tennis skirt. Boots for footwear.
half tuck-in shirt into a denim skirt.
Keep it classic with a half-tuck-in shirt into a denim skirt.  Roman sandals for footwear.

Little Tip :- You can swap the footwear for the above 2 looks. Pair the leather or suede boots with the denim skirt and the roman sandal with the tennis skirt.”

Would you like to know more ways to style a tennis skirt? This feature shall help you.

For those whose hearts favor colors and patterns. These 2 looks are just what you need for that brunch outing.

Oversized Shirt + Skinny Jeans

 For those days when we don’t feel like using too much of our brain to plan our outfit, by default we end up choosing a shirt with skinny jeans. Here is how you can look effortlessly stylish in your ‘skinnies’.

ripped jeans with a partially tucked-in shirt
Skinny lightly ripped jeans with a partially tucked-in shirt and ballerina shoes is the epitome of eezy-breezy.
off shoulder shirts and black skinny jeans
Give your shirt an edgy look with this off shoulder oversized shirt and black skinny jeans combo.

If it’s got the Ex- Duchess wearing it, there must be something very right about it.

For the workplace, casual ensemble, take inspiration from these 2 looks.

loose shirt with a hat
Top off your loose shirt with a hat and slide into a pair of colored loafers.
formal blazer over the shirt
Layer a formal blazer over the shirt for a chic look. To complete the look pair heels instead of sneakers.

Oversized Shirt + Shorts

Nothing says comfort like shorts and a shirt. The best part about this duo is that no matter how short your shorts are, your oversized shirt has got your back, pun intended! 

Let’s check out some styles you could adapt with your shirt and shorts.

For all you denim lovers.

denim butt shorts with a loose shirt.
There shall be no watchful look if you pair your denim butt shorts with your loose shirt. Finish the look with your favorite pair of Converse.
shirt over a crop top and denim shorts.
Else layer your shirt over a crop top and denim shorts. Complete the look with converse shoes or roman sandals.

For all you leather heads out there, here are some styles for you as well.

black leather shorts with an oversized shirt
A pair of black leather shorts with your oversized shirt never goes out of style. Bring color into it with your accessories.
bright oversized shirt over black leather shorts
Or go bold with a bright oversized shirt over your black leather shorts. Opt for heels or leather boots.

Oversized Shirt + Biker Shorts

Ever since we saw Princess Diana in biker shorts it has become a separate style category altogether. Biker shorts have moved from athletic wear to street style wear.

So, here are styles you can do with your oversized shirt especially if you are not into biking.

striped shirt with black biker shorts
Try this look for your next sun-downer event. You may do the same with a striped shirt as well.
Tie-dye biker shorts with an oversized shirt
Best of both trends: Tie-dye biker shorts with your oversized shirt. Try it now!
white baggy shirt with white biker shorts
Who said you can’t go monochrome in this! Pair white on white or black on black.
animal print shorts under an oversized shirt.
Be unique and try on animal print shorts under your oversized shirt.

Oversized Shirt + Baggy Pants

I know what you’re thinking, Baggy on Baggy? won’t that make you look baggy as we11? 

Not if you wear it the right way. Take inspiration from these looks to nail the oversized over baggy style, because LOOSE IS THE NEW COOL!

striped oversized shirt with baggy denims
Wear it like Gigi, a striped oversized shirt with baggy denim and a pair of boots. Button as little as possible.
corset over a big loose shirt.
Add that Oopmh factor by layering a corset over your big loose shirt.

Looking in the direction away from jeans, here are other baggy pants you can opt for.

 baggy shirt with loose formal pants
For a sleek look, pair your baggy shirt with loose formal pants. Button till the top and add a statement purse to the look.
striped culottes with an oversized shirt.
Try striped culottes with your oversized shirt. Tuck in the shirt and leave a few buttons open at the top to reveal some skin for a sexy touch.

Styling The Oversized Shirt Dress

Adorn your shirt as a dress. Yes, you heard me. 

See Also
Top 10 trending party outfits for women in 2023, featuring stylish and fashionable looks for every occasion, from sequin dresses to leather jackets and more.

The ‘shirt dress’ made its first debut in the 1920s as a post-war rebellion against tight dresses and corsets. It has now turned into a lasting and possible classic trend

Wary of feeling too exposed, we have got you covered with these styles you can adopt to make you less wary. 

baggy shirt with thigh high boots
Choose as baggy as possible. Pair with thigh-high boots. Add a white or black handbag to complete the look.
oversized denim shirt dress and a pair of calf-length leather boots.
You can do the same with an oversized denim shirt dress and a pair of calf-length leather boots.

If you feel confident enough about wearing the shirt but want to give all that volume some shape. These styles will tell you how.

oversized shirt in with a scarf belt
Cinch that oversized shirt in with a scarf of your liking to frame your figure.
white loose shirt with a black overlay and a belt
You may also do it in this way with a black overlay and a belt. Using just the belt is also an option.

Looking for trendy and unique corsets? Shop here for corsets you will want.

Plus Size Oversized Shirt

This is for all the curvy women out there who are equally eager to take on the oversized shirt trend.

These are a few style inspirations just for you.

bralette and denim shorts with an oversized shirt
Team up your bralette and denim shorts with an oversized shirt along with socks and sandals. Sneakers are also a choice.
oversized shirt with baggy denim jeans and layer with a denim jacket
Pair that oversized shirt with baggy denim jeans and layer with a denim jacket and denim shirt over to balance out the volume.
cream checked shirt paired with white pants and a crop top.
Have all eyes on you in this oversized cream checked shirt paired with white pants and a crop top.
oversized shirt with transparent heels and minimum accessories.
Proudly show off those curvy legs by wearing the oversized shirt as is with transparent heels and minimum accessories.

Bonus – 2024 Oversized Shirt

It is the oversized shirt of this season. Most coveted fashion piece made specifically for the summer seasons.

Introducing the “Wide-Sleeve Oversized Shirt“. Wear them with jeans, shorts or just over your bikini set and it shall continue to stay trendy.

Let me list out a few styles you can try on.

printed shirt styled with wide legged jeans
open oversized shirt for a casual beach vibe.
oversized shirts on the runway
printed loose shirt with oversized pants and sandals

Conclusion

Get some closet space ready for those oversized shirts you’re going to be buying. I know I want one after reading through this.

This simple and stylish piece is here to stay.

I would like to turn it over to you. Let me know in the comments which of these styles appealed to you.

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