oversized white shirt outfits

16 Outfits for How to Style an Oversized White Shirt

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An oversized white shirt is super versatile and timeless. It’s a classic that’s been trending for a while now, and it’s become a staple in my wardrobe. It’s effortlessly chic and sophisticated and makes any outfit look polished. 

A white shirt is flattering for just about all body types. The vertical line of buttons up the middle visually draws the eye up and down, elongating the body and creating a slimming effect. 

There are so many ways to wear it in warmer months and cooler months! 

If you’re looking for style inspiration for how to wear your oversized button-down shirt, I’m here to be your style guide. In this post, I show you 16 oversized shirt outfits with jeans, pants, and shorts. Get inspired to wear this essential piece every week. But first, let’s talk about what to wear with an oversized white shirt and how to style it. 

What do you wear with an oversized white shirt? 

Wear your oversized white shirt with jeans, flats, or sneakers for a casual outfit. Dress it up with trousers and a blazer for work. Wear it tucked into shorts or open over a tank top in the summer. Since it’s neutral you can pair it with colors and patterns or other neutrals for a chic monochromatic look. 

How do you style an oversized dress shirt?

There are so many ways to style an oversized dress shirt. Button it up and tuck it in, or do a French tuck and tuck in just the front. Button it and layer it under a sweater or blazer. Layer it over a tank top or graphic tee and leave it unbuttoned. Always roll up the sleeves to draw the eye to the waistline and reveal the slimmest part of the arm. Leaving a few buttons open at the top creates a v-neck effect, drawing the eye to the face. 

Ready to see some outfits? Let’s dive in!

1. Untucked with black kick-crop jeans and heels

The easiest way to style an oversized white shirt is with fitted pants or jeans in the hips and thighs. This keeps the proportions balanced, with an oversized top and a slim-fitting bottom.

In this look, I’m wearing the shirt untucked. Since it’s loose and flowy around the midsection, you want to roll up your sleeves to reveal the slimmest part of your arm and help to define your waistline. Rolling up your sleeves is a stylist’s trick to draw the eye up to the midpoint of the body.

Untucked with black kick-crop jeans and heels

Jeans | Heels | Similar Bag | Shirt

Wearing my fave brown leather belt bag also breaks up the body in a way that wearing a belt over the shirt would.

For shoes, I’m wearing pointy-toe modest heels in black, matching the color of the jeans. Matching your shoes to your jeans extends the look of the leg.

I love kick crop jeans regardless of the fact that they make my legs look shorter. They’re my favorite alternative to skinny jeans. Pointy-toe shoes help counter that shortening effect. But if you don’t love them, try open-toe shoes or shoes that match your skin tone for the same result. 

2. Front-tucked with blue kick crop jeans and heels

In this look, I’m sticking with kick crop jeans that are fitted in the hips and thighs. This time, I’m front-tucking the white oversized shirt to reveal the waistline. Rolling up the sleeves and skipping a belt add to the laid-back vibe of the look.

Front-tucked with blue kick crop jeans and heels

Jeans (regular length) | Heels | Bag | Shirt

I’m still wearing those pointy-toe ankle wrap heels for an interesting elevated juxtaposition and carrying a rectangular crossbody bag in a similar color.

3. Tucked into blue kick crop jeans with cap-toe ballet flats

This is the same shirt and pair of jeans, but I tucked in the oversized top and added a belt and cap-toe ballet flats. Cap-toe ballet flats with a black toe box draw the eye to the end of the foot for a leg-lengthening effect. 

Tucked into blue kick crop jeans with cap-toe ballet flats

Jeans (in regular length) | White Button-Down  | Bag | Earrings | Necklace | Flats

4. Untucked and unbuttoned, layered over a tank top with jeans

This look has an easy Saturday afternoon feel. I’m leaving the white button-up shirt untucked and layering it over a scoop-neck tank top tucked into some old kick-crop jeans. The leather flip-flops add to the laid-back vibe. The little touches of jewelry keep the look from being completely minimalistic.

Untucked and unbuttoned, layered over a tank top with jeans

White Button-Down | Similar Tank Top | Similar Jeans | Similar Flip Flops

I love this outfit. It’s a simple, clean, and cute casual look. 

5. Untucked with blue cuffed jeans and ballet flats

This look is deliberately laid-back and slouchy all over. I’m wearing the same oversized white blouse with blue kick crop jeans in the long length that I’ve folded into a cuff. Adding a trench coat creates a classic and laid-back look. The brown belt bag helps break up the upper body and draws the eye across.

Untucked with blue cuffed jeans and ballet flats

White Button-Down | Ballet Flats | Bag | Earrings | Necklace | Similar Trench Coat or Similar Trench Coat | Jeans (in long length)

Ballet flats are a staple of French fashion for their comfort, versatility, and chic style. They add a fun, classic, and tailored touch along with the trench coat.  

6. Tucked into white kick crop jeans with sandals and a trench coat

A monochromatic outfit makes such a stylish look! I like to break up a white top and jeans with brown accessories and a trench coat to avoid looking like a painter wearing all white. These are white kick crop jeans and I’m tucking in the white button-down. The brown belt matches the sandals and belt bag for a grounded look. The trench coat adds a khaki tone that’s so chic here. 

Tucked into white kick crop jeans with sandals and a trench coat

Similar Trench Coat | White Jeans | Similar Shirt  | Similar Belt Bag | Belt

7. Tucked into wide leg jeans with sandals

Wearing oversized button-up shirts with wide-leg jeans can be a little trickier to style since the jeans fit loose in the hips and thighs and all the way to the hem. The easiest way to balance the proportions is to tuck in the shirt, defining the waistline. I’m skipping a belt here to keep the look casual and wearing platform sandals for a little height. Rolling up the sleeves is a must.

Tucked into wide leg jeans with sandals

Top Jeans | Shoes | Bag

Recreate this look with high-rise trousers of any color. 

8. Layered over a tank top with wide leg jeans and sneakers

In this look, we’re playing up the oversized nature of the button-down and jeans for a laid-back and slouchy look. Wearing a figure-hugging tank top that’s short but not quite a crop top is easy to tuck in to show off the torso and waist of the jeans. The white button-up shirt is left unbuttoned and rolled at the sleeves. The jeans pool slightly at the top of the white sneakers for a laid-back, effortless feel. The Lululemon belt bag adds to the sporty feel and slightly breaks up the upper body. 

Layered over a tank top with wide leg jeans and sneakers

Top | Jeans | Shoes | Button-up Shirt

9. Layered under a blazer with leggings and loafers

If you love leggings, here’s a fun way to wear them. Layer your white button-down shirt and add a blazer over top. I’m wearing a classic-fit blazer rather than a trendy oversized blazer.  Notice how the hems of the blazer and shirt are about the same length for a neat look. Tying a sweater around your shoulders creates a breezy layered look. Black loafers and a black tote bag create a work-ready vibe.

Layered under a blazer with leggings and loafers

Leggings | Similar Blazer | Loafers  | Bag Button Down | Sweater

10. Layered under a v-neck sweater with leggings and ballet flats

Here’s another leggings look, this time with that oversized shirt layered under an oversized gray v-neck sweater. I love how the brown ballet flats and brown crossbody add a pop of brown color for visual interest.

Layered under a v-neck sweater with leggings and ballet flats

Leggings  | Flats | Bag | Button Down | Sweater

11. Over leggings with a trench coat

If you feel too exposed on your bottom half, throwing a trench coat over a classic white shirt and leggings combo adds another super classic and tailored layer. Cap-toe flats pair perfectly with a trench coat 

Over leggings with a trench coat

Leggings | Similar Trench Coat | Similar Flats | Bag Button Down

12. With wide leg patterned pants

Let’s look at one more pants combo. I’m wearing an oversized white linen shirt over black and white swirl pants.  A white shirt works equally well with patterned and solid color pants. This is a look I imagine wearing for a beach dinner. A white oversized button-down has more structure and style than an oversized t-shirt. It creates an easy, breezy feel when you open several top and bottom buttons and roll up the sleeves. Add a beach bag and a denim jacket over your shoulders if it’s a breezy night,  and you’re ready for a nice dinner. 

With wide leg patterned pants

Similar Shirt | Pants | Similar Flip-Flops

Now, let’s look at shorts outfits. 

13. Tucked into white denim shorts

Here’s another monochromatic look. I’m adding pops of brown with a brown belt and ankle-wrap sandals. A white linen shirt is a beach favorite, and a woven tote bag is perfect for carrying a book, water bottle, and anything else you need. 

Tucked into white denim shorts

Similar Shirt | Belt | Denim Shorts

14. Tucked into pleated shorts

Here’s yet another monochromatic look, but this time with some khaki linen pleated shorts. I’m buttoning up the shirt and tucking it in to define the waistline, always rolling up the sleeves. Just like the high-waisted trousers, these pleated shorts have a very high rise, so I’m deliberately leaving off a belt because I don’t want to call attention to how high the rise hits on my abdomen. Raffia slides and a raffia clutch create a beachy look. 

Tucked into pleated shorts

Shorts | Button-up Shirt | Shoes

15. Untucked over pleated shorts 

I was surprised by how much I love this look. When you wear an oversized button-down shirt untucked over shorts, it creates visually appealing proportions. Ideally, the long shirt should cover about two-thirds of the overall look, with the shorts visible for the remaining one-third. These proportions are generally very pleasing to the eye. If you enjoy wearing mini skirts, you can achieve a similar effect by leaving the shirt untucked over the skirt.

Untucked over pleated shorts 

Button-up Shirt | Belt Bag | Shorts

16. Open layered over a tank top with black shorts

Here’s the final white shirt outfit. Since I wear size 12 shorts, sometimes I don’t love wearing shorts and showing so much of my legs. But these 6-inch inseam black shorts are my favorite go-to shorts. They’re the perfect length to contain my thighs. Leaving this button-down shirt open over the top of a tank top draws the eye up and down the center of the body. Black slides are comfy and cute. 

Open layered over a tank top with black shorts

Shorts | Tank | Button-up Shirt | Similar Slides

There are so many different ways to create super stylish outfits with oversized button-down shirts.

Fashion trends come and go, but a classic white shirt will always be worthy of taking up space in your closet.

I hope these oversized shirt outfit ideas have inspired you to play with your clothes and try different combinations.

6 oversized white shirt outfits

Hi, Friend. I'm Marya. I'm so glad you're here!

I’m here to help women feel good inside and out through approachable everyday style inspiration and encouragement for midlife. Once upon a time, I worked as a therapist and coach. Now, I’m a holistic style blogger studying style coaching! Be So You celebrates leaning into who we were meant to be! 

Read about my  journey to self-discovery at 40. Follow me on Instagram here and Pinterest here. Send me a quick question through my contact page here.  

Fit Note: I’m midsized at 5’6″, 160 pounds, with size 12 jeans.

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