8 Chic Ways To Wear An Oversized Shirt This Season

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Oversized shirts are super stylish at the moment, so we have brought together 8 different ways to wear an oversized shirt to give you a little outfit inspiration for this trending piece.

Oversized pieces have been trending for a while now – whether that is oversized jackets, baggy jeans, or oversized shirts, which are super popular right now!

There are plenty of different oversized shirts available right now, you can choose from cotton or linen, perfect for the summer months, and there are lots of colors and patterns on offer so you can pick the shirts that best suit your personal style. You can even borrow your boyfriend’s shirt or take a look in the men’s section of the thrift store to find some unique options!

If you are wondering how to style your oversized shirt, then you have come to the right place as we have 8 stunning outfits that show you the best ways to wear an oversized shirt. There are outfits that are perfect for summer vacations, days at work, and relaxed weekends, showing you can style your oversized shirt for any occasion – so let’s get started!

Outfits With Oversized Shirts

1. Weekend Layering

This layered look is perfect for relaxed spring and fall weekends and is a great go-to look for styling your oversized shirt. Begin with dark wash wide-leg jeans and a white tank top, then add an oversized shirt over the top. We love this blue and white striped shirt, but you could really go for any shirt – a bright shirt would be a great way to add a pop of color to your look. Accessorize with leopard print pumps and a black shoulder bag.

Recreate This Look
White Good American Fitted Rib Scoop Neck Tank
Good American

Fitted Rib Scoop Neck Tank

$39 at Nordstrom

Medium Blue Levi’s Baggy Dad Wide Leg
Levi’s

Baggy Dad Wide Leg

$108 at Revolve

Brown and black Leopard Print Prada Genuine Calf Hair Mary Jane Flat
Prada

Genuine Calf Hair Mary Jane Flat

$1,120 at Nordstrom

2. Blue + White

A blue and white striped button-up shirt is a must-have in your wardrobe since it can be styled in so many different ways – including in this chic blue and white outfit. This striped shirt has been paired with white wide-leg pants, white sneakers, and a woven raffia bag to create a gorgeous summer look that is ideal for traveling, weekend brunch, or summer alfresco dinners.

Recreate This Look
Blue and white stripe Line & Dot Mer Button Down Top
Line & Dot

Mer Button Down Top

$109 at Revolve

White Monrow Linen Wide Leg Pant
Monrow

Linen Wide Leg Pant

$220 at Revolve

White and pale grey Adidas Sambae Sneaker
Adidas

Sambae Sneaker

$110 at Nordstrom

3. A Pop of Yellow

An oversized shirt is a great way to bring a pop of color to your look! This sunshine yellow shirt is just stunning and is perfect for relaxed summer evenings and is essential in your vacation suitcase. Style your bright button-up shirt with a pair of shorts and matching sneakers to tie the whole look together. Add plenty of gold jewelry for a glam finish.

Recreate This Look
Yellow LMND The Chiara Classic Garment-Dyed Cotton Shirt
LMND

The Chiara Classic Garment-Dyed Cotton Shirt

$184 at Neiman Marcus

Black and pink Aire Whirlpool 53mm Aviator Sunglasses
Aire

Whirlpool 53mm Aviator Sunglasses

$39 at Nordstrom

Yellow and white Wonders Odisei Sneaker
Wonders

Odisei Sneaker

$220 at Nordstrom

4. Shirt Dress

Why not style your oversized shirt as a dress for hot summer days? This pinstriped, blue, and white oversized shirt has been paired with cute black and white Mary Jane pumps, a black handbag, and black sunglasses to create a stylish and sophisticated outfit that is exactly what you want to be wearing to keep cool in the hot weather.

Recreate This Look
Blue and white stripe NIA Troy Dress
NIA

Troy Dress

$88 at Revolve

White and black Miu Miu Bicolor Cap-Toe Mary Jane Pumps
Miu Miu

Bicolor Cap-Toe Mary Jane Pumps

$1,200 at Neiman Marcus

Black Chanel Lambskin Chevron Quilted Mini Rectangular Flap
Chanel

Lambskin Chevron Quilted Mini Rectangular Flap

$4,700 at Fashionphile

5. Red, White + Blue

This red, white, and blue outfit is a classic, timeless look that is ideal for any season and any plans you may have! Start with your favorite straight-leg jeans, then add a white cotton oversized shirt, tucked in at the front, a red sweater tied over the shoulders, and a pair of black loafers. Finish this outfit with a shoulder bag and black sunglasses for a polished and refined look.

Recreate This Look
White Reformation Andy Oversized Shirt
Reformation

Andy Oversized Shirt

$128 at Reformation

Red Polo Ralph Lauren Pullover Sweater
Polo Ralph Lauren

Pullover Sweater

$228 at Revolve

Blue Agolde 90's Pinch Waist
Agolde

90’s Pinch Waist

$208 at Revolve

6. Smart and Sophisticated

Style your oversized shirt with a pair of wide-leg pants to create a simple and effortlessly chic outfit that is perfect for work – just make sure to do a few extra buttons up before heading into work! A pale blue shirt looks incredible with neutral beige pants, while a dark brown belt cinches at the waist, and the outfit is accessorized with white heeled pumps and a blue top handle bag.

Recreate This Look
Beige Aexae Linen Highrise Trousers
Aexae

Linen Highrise Trousers

$250 at Revolve

Blue Fendi Baguette Continental Wallet With Chain
Fendi

Baguette Continental Wallet With Chain

$1,100 at 24S

Ivory Schutz Ciara Slingback Pointed Toe Pump
Schutz

Ciara Slingback Pointed Toe Pump

$158 at Nordstrom

7. Stripes on Stripes

Go for a striking and super stylish look by pairing stripes with more stripes! This outfit is perfect for summer vacations and is guaranteed to garner you plenty of compliments! Style a blue and white striped shirt with blue and white striped boxer-style shorts, that are right on trend at the moment, for a stunning summer look. Accessorize with a white shoulder bag and white slingback pumps.

Recreate This Look
Blue and white stripe Reformation Will Oversized Shirt
Reformation

Will Oversized Shirt

$128 at Reformation

Blue and white stripe Reformation Mila Linen Short
Reformation

Mila Linen Short

$98 at Reformation

White Reformation Medium Rosetta Shoulder Bag
Reformation

Medium Rosetta Shoulder Bag

$398 at Nordstrom

8. Flared Jeans

Keep it simple by pairing your favorite oversized button-up shirt with a pair of flared jeans. Flared jeans are so stylish at the moment, worn by the likes of Bella Hadid, Anne Hathaway, and Kaia Gerber, and look stunning paired with a striped oversized shirt to create a gorgeous weekend look. Finish off this outfit with nude pointed-toe pumps, a tan tote bag, and layers of necklaces for a glam touch.

Recreate This Look
Green and white stripe Free People x We The Free Freddie Shirt
Free People

x We The Free Freddie Shirt

$128 at Revolve

Light blue Frame Le Easy Flare Raw Hem Jeans
Frame

Le Easy Flare Raw Hem Jeans

$268 at Nordstrom

Nude beige Dolce Vita Kanika Pointed Toe Pump
Dolce Vita

Kanika Pointed Toe Pump

$135 at Nordstrom

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