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70+ Chic Oversized Shirt Outfit Ideas [2024]: How to Style An Oversized Shirt

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Looking for oversized shirt outfit ideas to copy this year? Check this post for the trendiest styling tips and outfits with oversized tees, oversized button-down shirts, and oversized button-up shirts to copy directly.

Are you tired of the same old boring outfits and looking to spice up your wardrobe?

Look no further, as oversized shirts are here to revolutionize your style game!

From casual streetwear to chic office attire, oversized shirts offer endless possibilities for creating trendy and versatile looks.

In this article, we will explore 70 fabulous outfit ideas that will show you how to effortlessly style an oversized shirt and take your fashion sense to the next level.

Get ready to embrace the comfort and sophistication of oversized shirts while making a bold fashion statement wherever you go!

oversized shirt outfit ideas for women collage

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This post is all about oversized shirt outfit ideas.

 

Are Oversized Shirts In Style?

Oversized shirts have been a fashion staple since the late 80s and early 90s, when hip hop artists began wearing them.

In recent years, they’ve made a resurgence in street style and can be seen on celebrities such as Gigi Hadid and Kanye West.

The oversized shirt trend is still going strong today, with larger-than-life statement pieces being all the rage.

These oversized shirts come in a variety of styles – from classic plaid flannels to bold graphic tees.

They pair perfectly with skinny jeans or leggings for a casual day look or dress them up with high-waisted trousers for an edgy evening ensemble.

Oversized shirts can also be worn open over another top as an easy layering piece that adds dimension to any outfit.

 

What looks good with oversized shirt?

oversized shirt outfit

Women can create a casual look by pairing a plain oversized shirt with denim shorts or jeans.

For a slightly more elevated look, try tucking in the shirt and wearing it with culottes or tailored trousers along with loafers or heels.

Oversized shirts also look great when combined with midi skirts, creating an effortless chic outfit that’s perfect for brunch dates and day outings.

Scroll on to check out more stylish outfits with oversized shirts!

 

Which Oversized Boyfriend Shirts Are Trendy Right Now?

The first is this minimalist tailored white shirt worn by Kendall Jenner from The Row.

oversized shirt outfit

This shirt is quite trending on Instagram.

oversized shirt outfit

The second piece comes from the popular New York brand The Frankie Shop.

This brand produces big hits almost every season. This year, its Melody Oversized shirt has become a favorite in the fashion world. Many bloggers such as Pernille Teisbaek and Camille Charriere are wearing them.

oversized shirt outfit

The eye-catching bright green (named Island Green), coupled with the loose and casual designs, has attracted many fashion bloggers.

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

Valentino’s oversized grosgrain shirts are also popular.

oversized shirt outfit

Rita Ora in Valentino

oversized shirt outfit

Elasa Hosk in Valentino

Storets is so popular among fashion bloggers. They have launched many pretty oversized shirts this season. Their pink oversized shirt is almost a Valentino’s dupe. They have white oversized shirts and many cute colorful shirts, covering almost all the popular fashion colors in the summer that you can imagine, including pink, green, yellow, purple, and blue.

oversized shirt outfit

oversized shirt outfit

 

How To Wear A Oversized Shirt: Best Oversized Shirt Outfit Ideas To Copy

Oversized Shirt With Skinny Jeans / Skinny Pants

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

This combination is not only stylish and flattering, but also comfortable and easy to pull together.

Whether you’re heading to work or going out for the day, this look can be adapted into a variety of different styles.

For a classic and professional look, try tucking in the shirt and wearing tailored black trousers with loafers or sandals.

Accessorize with subtle jewelry pieces such as earrings or a necklace, while keeping the outfit chic yet simple.

To make it more relaxed for weekend errands or casual outings, go for lighter-colored slim-fit jeans and your favorite pair of sneakers instead.

Finish off the outfit by tying up your hair in an effortless messy bun for an effortlessly cool vibe.

 

With Shorts or Mini Skirt

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oversized shirt outfit

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oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit ideas

oversized shirt outfit ideas

The oversized shirt can be effortlessly styled with shorts or mini skirts for women, allowing you to create an easy and stylish date outfit.

Whether you are looking for something casual or more dressed up, this style of clothing can easily be adapted to suit your needs.

For a more casual look, team the oversized shirt with denim shorts and stylish sneakers or slides.

For dressier occasions such as a date night, pair the shirt with a leather mini skirt and heels.

If you want to add some extra glamour to your outfit then accessorize accordingly – some simple jewelry pieces like earrings and rings will help pull the entire look together!

 

With Wide Leg Pants

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit ideas

oversized shirt outfit ideas

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

An oversized button down shirt with wide leg pants is a timeless combination that creates an effortless, yet stylish look.

Start by selecting an oversized button-down shirt that fits comfortably and flatters your body shape.

Opt for one that is lightweight and flowy, as it will create a more relaxed look when paired with wide-leg pants.

When choosing the bottom half of this outfit, pick out high-waisted trousers in a solid color like black or white for maximum impact.

For added drama, try wearing bold prints such as polka dots or stripes to make the statement piece stand out even more.

 

Emphasize Your Waistline

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit ideas

oversized shirt outfit

oversized shirt outfit

oversized shirt outfit

One of the easiest ways to emphasize your waistline is by using a belt.

A skinny or wide belt cinched at the waist will not only add structure and definition to an oversized top but also accentuate any curves that may be hidden beneath it.

Another way to ‘dress up’ baggy shirts and give them more shape is by pairing them with high-waisted pants or skirts; tucking in the front of the shirt will help further define your waistline while still keeping it comfy and casual.

 

Tie The Front

oversized shirt outfit

oversized shirt outfit

Tying the front of an oversized button-down shirt can instantly elevate your outfit from casual to chic.

It adds a touch of personality and creates a flattering silhouette by accentuating the waist.

This styling hack is versatile and can be tailored to suit any occasion – whether you’re heading to brunch with friends or a night out on the town.

 

With Midi Skirts

oversized shirt outfit

If you’re looking for an easy yet stylish way to look sexy and laid-back, try wearing a midi skirt with an oversized white button-down shirt.

The combination of the fitted skirt and relaxed top creates a balanced look that’s both flirty and sophisticated.

Start by opting for a light weight cotton or linen skirt that sits just above the knees for a classic midi cut.

To complete the outfit, choose a white button-down shirt in your size but two sizes up so it’s slightly oversized.

Roll up the cuffs to show off your wrists and finish with strappy nude sandals or pointed-toe pumps.

For extra warmth on cooler days, add a denim jacket or cropped blazer, then accessorize with some bold earrings or a statement necklace.

 

How do you style oversized T-shirts?

For women who like to dress casually and comfortably, oversized t-shirts are a great wardrobe staple.

But how do you make them look stylish? With the right styling tips, you can easily upgrade your look with an oversized t-shirt.

First, try pairing an oversized t-shirt with leggings or jeans for a comfortable and on-trend outfit.

By adding accessories like a belt at the waist or jewelry, you can create more shape without sacrificing comfort.

Finish the look off with some sneakers or sandals to complete the casual and cool style.

If you want to go beyond basics and add some glamour to your outfit, try layering an oversized t-shirt over a fitted skirt or dress.

This creates an interesting silhouette that will keep all eyes on you! Don’t forget some statement heels for extra pizzazz.

Street Style Oversized T-Shirt Outfit

oversized shirt outfit ideas

Oversized T-Shirt Dress

oversized shirt outfit ideas

Simple Oversized T-shirt Outfit Ideas

Oversized Graphic Tee And Bike Shorts

oversized shirt outfit ideas

Oversized graphic tees paired with bike shorts create a perfect blend of comfort and style for a laid-back yet fashionable look.

The loose fit of the tee contrasts beautifully with the form-fitting silhouette of bike shorts, creating a balanced and effortlessly cool outfit.

The oversized tee adds a relaxed vibe while the bike shorts add a touch of athleticism to the ensemble.

 

Wear Your Oversized Graphic T-shirt / Letter T-Shirt As A Dress

oversized shirt outfit ideas

Embrace the nonchalant chic vibe by pairing the elongated top with statement accessories like chunky sneakers or an edgy belt cinched at the waist.

The oversized silhouette creates a sense of effortless coolness and allows for freedom of movement, making it perfect for those days when you want to look stylish with minimal effort.

 

More Chic & Modern Oversized Shirt Outfits

Tuck In Your Oversized Shirt

oversized shirt outfit

Tucking in your oversized shirt can instantly elevate your outfit and create a polished, chic look.

By cinching in the waist with a tuck, you can add definition to an otherwise boxy silhouette, highlighting your figure in a sophisticated way.

Experiment with different tucking styles – whether it’s a casual half-tuck or a sleek full-tuck, each technique can offer a unique impact on your overall ensemble.

 

With a White Tee or Tank Top

oversized shirt outfit ideas

A white tank top peeking out from under the sleeves or bottom hem of your oversized button-down offers an unexpected twist to this classic outfit.

By playing with different lengths and textures, you can create visually interesting layers that add depth to your ensemble.

 

With Denim Shorts

oversized shirt outfit

Pairing denim shorts with an oversized button-down shirt exudes a sense of effortless chic style.

The juxtaposition of the structured shirt against the casual denim creates a harmonious balance that is both relaxed and put-together.

Opt for a crisp white button-down to create a classic and timeless look, or choose a bold-colored shirt for a more playful ensemble.

 

With A Blazer

oversized shirt outfit

With a blazer, you can effortlessly elevate any oversized button-down shirt outfit to new heights of sophistication.

The structured silhouette of a blazer adds a polished touch, creating a perfect balance with the relaxed and casual vibe of an oversized shirt.

 

With Platform Sandals

Platform sandals are the perfect addition to elevate any oversized button-down shirt outfit.

The extra height they provide can elongate your silhouette and add a touch of glamour to an otherwise casual look.

Opt for a chunky platform heel to make a statement or choose a more subtle platform for added comfort without compromising style.

 

Oversized White Shirt + White Sneakers

oversized shirt outfit ideas

When it comes to effortless chic, the combination of an oversized white shirt and white sneakers tops the list.

This classic duo exudes a sense of laid-back sophistication that is versatile and timeless.

 

Oversize Shirt With Leggings / Skinny Jeans

oversized shirt outfit ideas

The loose fit of the shirt complements the snug silhouette of the bottoms, creating a trendy and effortless look.

Opt for neutral colors like white or beige for a clean and chic ensemble that can easily be dressed up or down.

 

With Crop Top

oversized shirt outfit ideas

oversized shirt outfit ideas

With crop tops being a popular fashion trend, they offer a versatile and stylish option to pair with an oversized button-down shirt.

By layering a cropped top underneath the loose fit of the shirt, you can create an interesting contrast in lengths that adds a modern twist to your outfit.

 

With Crop Jeans

oversized shirt outfit ideas

With crop jeans, you can easily elevate your outfit to a whole new level of chic.

These trendy denim bottoms are perfect for showcasing your favorite footwear – whether it’s sleek heels or stylish sneakers.

 

Wrap A Sweater Over The Shoulder

oversized shirt outfit ideas

The beauty of this styling technique lies in its versatility.

Whether you drape a cashmere sweater over your shoulders for a luxurious feel or opt for a chunky knit for a more laid-back vibe, the effect is undeniably stylish.

 

Elevated Casual Style With A Sweater Vest

oversized shirt outfit ideas

For a modern twist on a classic look, consider incorporating a sweater vest into your outfit.

This versatile piece adds an element of sophistication to any ensemble, especially when paired with a chic oversized button-down shirt.

Opt for a fitted sweater vest in a neutral tone for a more polished and put-together appearance.

 

White Oversized Shirt And Light Wash Denim Jeans

oversized shirt outfit

The combination of a white oversized shirt and light wash denim jeans is effortlessly chic and versatile.

This pairing strikes the perfect balance between casual and polished, making it a go-to outfit for various occasions.

 

Blue Oversized Shirt + Blue Jeans

oversized shirt outfit

oversized shirt outfit

When it comes to creating a effortlessly chic look, there’s nothing quite like pairing a blue oversized shirt with blue jeans.

The combination exudes a casual yet sophisticated vibe that is perfect for any occasion.

To elevate the outfit, consider tucking in just the front of the shirt and rolling up the sleeves for a more polished appearance.

Adding some statement accessories such as layered necklaces or hoop earrings can instantly take the ensemble from day to night.

 

Casual Going Out Look with A Satin Shirt

oversized shirt outfit ideas

For a casual going out look that oozes style and sophistication, consider incorporating a satin shirt into your ensemble.

The luxurious sheen of the satin fabric adds an instant touch of elegance to any outfit, making it perfect for both daytime and evening outings.

Pair your satin shirt with high-waisted jeans or tailored trousers for a chic yet relaxed vibe that effortlessly transitions from day to night.

 

Stylish Beachy Outfit with a Linen Shirt

oversized shirt outfit ideas

When it comes to accessorizing a linen shirt for the beach, think simplicity and minimalism.

Opt for delicate layered necklaces or a shell choker to add a touch of bohemian flair.

Complete your ensemble with oversized sunglasses and a straw hat to shield you from the sun while adding a dose of sophistication to your outfit.

 

How Do You Style An Oversized Shirt For A Party?

Start by rolling up the sleeves of the shirt or tying them into knots at the elbows.

This will give your outfit more definition and create an effortless, stylish look.

Next, pair your oversized shirt with slim-fitting bottoms such as skinny jeans or tailored trousers – this helps balance out the proportions and adds structure to your overall outfit.

Finally, accessorize with statement jewelry pieces such as chunky necklaces and bold earrings for added glamour!

How To Wear Oversized Shirts In Winter

Whether you’re looking to stay warm, or just want to add some extra style to your look, there are plenty of ways to wear oversized shirts this season.

To create the perfect winter outfit, start by pairing an oversized shirt with a blazer or leather jacket – this will help keep your silhouette from becoming too boxy.

For bottoms, skinny jeans or leggings can work great with an oversized shirt and look chic when paired with knee-high boots or UGGs.

To accessorize your ensemble make sure you pick pieces that complement the shape of the shirt like statement earrings or a wide-brimmed hat.

How Do Oversized Clothes Look Hot?

For women looking to give off a confident, cutting-edge style, oversized clothes are the way to go.

The trend has been popularized by celebrities and influencers alike who often rock baggy t-shirts, blazers, and jeans for their everyday looks.

But how can you make sure your oversized pieces look hot? Here’s how!

Balance out the proportions by pairing your baggy top or pants with something that fits more snugly – think fitted tank tops or cropped leggings.

This will create shape and draw attention away from the fact that it might be a bit too big.

For extra oomph, add some funky accessories like hoop earrings or vibrant sunglasses as they’ll help create an eye-catching contrast with your outfit.

This post was all about oversized shirt outfit ideas.

 

About The Author

Tracy is an experienced personal stylist, shopping expert, and fashion & lifestyle blogger. She has been featured on Time Magazine, Bustle, Best Life, Glam, The Zoe Report, Mic, and GOBankingRates, for her insights on fashion, beauty, home decor, and lifestyle. Read More

 

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