Learn the art of styling an oversized shirt. These oversized shirt outfit ideas are all styled by fashion enthusiasts who love the dramatic look of an oversized shirt!
Oversized tops are essential wardrobe pieces that effortlessly combine comfort with fashion.
They are perfect for casual looks that balance comfort and can be an eye-catching element dressed in high heels.
Oversized shirts offer endless ways to customize them to your taste – be it high-waisted jeans for a more laid-back aesthetic or dresses with luxurious accessories.
The sky’s the limit to what you can wear with an oversized shirt because you can wear one in so many creative ways!
Whether it’s a style with vibrant patterns or paired with a skirt for a simple, chic, elegant look, an oversized shirt provides the ideal foundation to show off all aspects of personal style in an effortless fashion way.
So, let’s show you some fantastic outfit ideas that easily showcase an oversized shirt!
RELATED: 14 Turtleneck Sweater Dress Ideas You Have to See
16 Cool Ways To Style An Oversized Shirt
Take a look at these real-life oversized outfit ideas, all styled by fashion enthusiasts who love the dramatic look of an oversized shirt as much as we do!
1. Bold Stripes & Contrasts: Oversized Shirt Summer Chic
Photo by @donnaromina / Instagram.
This large-sized shirt instantly enhances your style with its striking stripes of yellow and blue. The rolled sleeves expose a fun yellow inner cuff that adds style. Please wear it over your high-waisted, beige shorts to emphasize your waistline and let a stylish black belt frame your figure. Complete the look with the mini bag with a subtle texture for a chic and sophisticated style ideal for any summer event.
How to Replicate:
- Select a shirt that is large with bold patterns or striking elements.
- The sleeves can be folded to show the inner lining or highlight the contrast.
- Combine them with high-waisted shorts to create an effortless summertime style.
- Ensure you finish with simple, chic accessories like a belt and statement sunglasses.
2. Monochrome Pastel: Oversized Shirt & Boots Combo
Photo by @meredithsophiaa / Instagram.
The oversized, pastel green shirt makes an impression with its slouchy, flowy fit, dressed as a mini-dress. The monochrome design is accentuated with knee-high green boots, which give the outfit a more cohesive and striking look. The cute mini bag adds texture, creating an exciting and fashionable outfit.
How to Replicate:
- Opt for an oversized shirt with pastel shades.
- Wear it as a mini dress, and wear it with knee-high boots for a dramatic monochromatic style.
- A small bag of statement to add a fun and chic style.
SIMILAR: 20+ Denim Jacket Outfit Ideas You’ll Love
3. Elegant Softness: Large Top with an elegant wrap skirt
Photo by @andralup / Instagram.
The oversized, lightweight blue T-shirt is softened by a soft wrap skirt in cream, giving it an elegant and feminine appearance. The delicate lace bralette peeks out for romantic appeal, while the minimalist accessories, like the sleek handbag, keep the look sleek and elegant.
How to Replicate:
- Select a lightweight oversized t-shirt to create an elegant, effortless base.
- Wear it with a soft wrap skirt for the feminine touch.
- Layer delicate lace details to add appeal and texture.
4. Casual Street Style: Oversized Shirt & Distressed Denim
Photo by @emilycocklin / Instagram.
The oversized blue shirt is elegantly styled with a bralette sporting a sporty look underneath that gives it a laid-back streetwear style. With loose-fitting, distressed jeans and oversized sneakers, the outfit conveys casual cool. The designer bag is a nice touch to the casual outfit.
How to Replicate:
- Dress up an oversized shirt with the top of a bralette or crop to create a relaxed, layered style.
- Combine it with distressed, loose denim to create an urban fashion.
- Add some big sneakers and a stylish bag for a casual look.
SIMILAR: 20+ Cozy Puffer Vest Outfit Ideas!
5. Oversized Pink Shirt & Strappy Heels
Photo by @house_of_fashion_nairobi / Instagram.
This striking pink oversized shirt can be styled as an oversized mini dress, giving it an elegant and minimalist look. Paired with sneakers and a tiny handbag, the monochromatic look is modern, sophisticated, and effortless elegance. The loose and long sleeves add a comfortable yet elegant touch.
How to Replicate:
- Dress up an oversized shirt to create the basis for a mini dress. It will give you an elegant, minimalist look.
- Wear them with strappy heels to make your legs appear longer and to add an elegant touch.
- Add an accessory bag to match for a sleek unicolor statement.
6. Cowboy Core Chic: Oversized Shirt & Denim Shorts
Photo via Pinterest.
The oversized white shirt paired with high-waisted black denim provides a chic and casual look. The main feature that stands out is the extraordinary combination of cowboy boots, which add a touch of a Western-inspired “cowboy core” to the appearance. The patterned handbag adds texture and finishes the look with a stylish finish.
How to Replicate:
- Dress an overly white shirt into high-waisted black jeans to create a more structured style.
- Wear cowboy boots with your outfit for a stylish Western-inspired look.
- A patterned bag can give texture and visual appeal to the ensemble.
SIMILAR: 27+ Cool Ways to Wear Leather Pants!
7. Effortless Classic: Oversized Shirt & Wide-Leg Trousers
Photo by @marthawr / Instagram.
The shirt’s oversized blue design is paired with crisp white wide-leg pants, giving a refreshing, airy style. The natural-looking woven purse and flats in neutral colors provide an air of casual class, perfect for casual outings. The loose fit of the pants and shirt gives a straightforward yet sophisticated style.
How to Replicate:
- You can tuck a sizeable blue shirt with white trousers to create a neat, formal style.
- Include a woven bag for a fresh summer-ready accent.
- The outfit can be completed with neutral shoes for a minimalist chic look.
8. Sporty Street Style: Knotted Oversized Shirt & High-Waisted Jeans
Photo via Pinterest
The oversized blue shirt has been modified with a sporty twist by tying it in the front and creating a cropped look. This casual outfit oozes confidence and is paired with high-waisted, loose-fitting Jeans and black ankle booties. The baseball cap gives a casual street-style feel that is ideal for urban settings.
How to Replicate:
- Tie a shirt too big at the waist to create an edgy, cropped look.
- Wear it with high-waisted, loose-fitting jeans to create a casual yet elegant style.
- Put on white ankle boots and caps to complete the athletic street-style style.
9. Oversized shirt with Lace Shorts
Photo by @missjoslin / Instagram.
The white shirt with the large size is elegantly styled with soft white lace-trimmed jeans, creating an ideal balance of simplicity and femininity. Its black Mary Jane sandals and structured bags give it a sleek, elegant, polished finish, making it a great outfit that can be worn for a day out in the city.
How to Replicate:
- An oversized white shirt can be worn as a loose top over shorts with lace trim for a casual feminine look.
- Mix and match with essential shoes in black to make your outfit stylish and minimalist.
- Use a structured bag to add a bit of texture and style.
SEE ALSO: How to Dress to Look Thinner: 25 Fashion Tips for ALL Body Types
10. Urban Sophistication: Oversized Shirt & Tailored Trench
Photo by @farotelle / Instagram.
The oversized blue-striped shirt is worn with tailored khaki pants and a trench coat that exudes effortless urban chic. The striking red quilted bag, silk scarves, and large hoop earrings elevate the overall look and make it chic and practical for a city day. The pointed heels finish the refined, street-ready look.
How to Replicate:
- Overlap a striped shirt with the classic trench coat for an elegant, sophisticated look.
- Wear tailored trousers with pointed heels for a sleek, professional style.
- Include bold accessories such as an oversized scarf and quilted bag to give the outfit a pop.
11. Oversized Graphic Tee & Cowboy Boots
Photo by @itsmaddiekat / Instagram.
This graphic tee, which is considerable, is designed as a mini dress, giving it a striking and stylish style. Combined with a striking pair of black cowboy booties, the look blends classic rock with Western influences. The mini-sized white handbag and Aviator sunglasses complete the look with a modern twist to this excellent and stylish outfit.
How to Replicate:
- Wear an oversized graphic T-shirt as a mini-dress for an effortless, bold style.
- Wear white cowboy boots for a western-inspired look to your outfit.
- Make a statement with a compact bag and sunglasses that add aviator to modern chic.
12. The Oversized Tee has Fringe & Zebra Heels
Photo by @jariatudanita / Instagram.
This massive AC/DC graphic t-shirt exudes rockstar vibes, amplified by its combination with an attractive black fringe skirt. The striking zebra-print heels give an exciting, playful style, as do the white sunglasses and sleek black bag, which complete the look with a stylish, contemporary style.
How to Replicate:
- Wear an oversized band t-shirt as a dress to create an edgy base.
- Layer in fringes to give more drama and motion.
- Complete the look by wearing high-heeled, bold shoes and attractive accessories like oversized sunglasses.
13. Casual Layered Comfort: Oversized Shirt & Sweater Combo
Photo by @isabellapmayer / Instagram.
The oversized white shirt can be worn over a warm cream sweater, making it a casual and fashionable combination. The outfit has an informal, urban style paired with black chunky socks and shoes. The minimalist accessories help keep the style trendy and comfortable and are perfect for an afternoon of running or informal outings.
How to Replicate:
- Overlap an oversized white shirt over the cream sweater for an elegant, cozy style.
- Combine them with black chunky socks and sneakers to hint at street fashion.
- Make sure to keep accessories simple to create a casual and effortless end.
14. Oversized shirt with Maxi Skirt and Sneakers
Photo by @whatgigiwears / Instagram.
The oversized blue shirt is styled with a flowing white maxi skirt for an elegant, relaxed look. Blue sneakers and an embroidered shoulder bag give the outfit an athletic, casual touch, and the cap and the layered necklaces provide a comfortable, modern look, ideal for city walks.
How to Replicate:
- Wear an oversized blue t-shirt with a white maxi skirt to create a soft, flowing shape.
- Include sneakers to keep your outfit firm and casual.
- To create a modern, casual look, wear the perfect cap, a bag made of woven material, and layered necklaces.
15. Oversized shirt with Leggings and Sneakers
Photo by @louisa.sabrina / Instagram.
This beige oversized shirt can be worn with black leggings for a chic daily look. White sneakers add an athletic, casual look, and the slouchy backpack and hat with a wide brim give the outfit a stylish and polished look. It is ideal for running errands or just for a casual night out.
How to Replicate:
- An oversized shirt can be paired with black leggings to create an effortless, chic base.
- White sneakers are a great option to add a touch of comfort and a sporty look.
- Add an open-brim hat or a crossbody bag to enhance the appearance.
16. Striped Oversized Shirt & Bold Accessories
Photo by @ilarycrespo / Instagram.
This green-striped oversized t-shirt is effortlessly styled over the white top of a tank, and loose-fit jeans give it an informal, laid-back style. The striking color is red. Mary Jane’s shoes and denim cap give a playful pop of color. Meanwhile, the white bag with a quilted design completes the look with a dash of class. It’s a fresh and lively street-style style.
How to Replicate:
- For a casual look, wear an oversized green striped shirt with a primary white tank and a pair of relaxed jeans.
- Add bold, vibrant accessories like red shoes or an oversized denim cap to stand out.
- Then, finish with a chic white bag to complement the fun elements.
UP NEXT: 20+ Stunning Bohemian Style Outfit Ideas You’ll Love
Author: Everything Abode
Welcome to Everything Abode, your daily inspiration for every activity at home!
Our goal is to inspire you to live an elegant and chic lifestyle from the comfort of your home.
We’ll help you express yourself through authentic style, aesthetic beauty, and stylish home decor.
Subscribe to Get the Tools That Make My Blog Successful!
When you join my newsletter, I'm going to send you insider advice and tools that I use to grow my blog! I only save the BEST for my email list so don't wait!