20 Stylish Oversized Outfits for Women To Try Out This Winter

I have lost count of the times I had to cut down and shape the size of clothes to fit my body structure to the point there’s no extra inches of fabric squeezed up here or there. And that was quite a time ago because I’m one among the whole lot that’s so grateful for the oversized clothes trend still on run. 

When loose, and cozy clothing has come out of the defines of our comfortable homes to everyday settings blending style with ease of wearing, oversized outfits are ones that can be embraced by anyone. They can be tweaked and customized as per your taste for looks to create a balance of chic and laid-back. 

So, if you are looking for how you could mix-and-match your winter wardrobe with oversized clothes, here I am to help. Below are 20 inventive oversized outfit ideas I believe are gonna be really ‘cool-looking’ but very much wearable for the cold.

1. Sweater Dress & Thigh-High Boots

Turn an oversized knit sweater into a dress. Pair with thigh-high boots for a touch of elegance and a whole lot of warmth.

2. Oversized Blazer with a Belt

Cinch the waist of an oversized blazer with a chunky belt to create a flattering silhouette. Style with slim-fit trousers or a pencil skirt for an office-ready look.

3. Puffy Coat and Leggings

Rock an oversized puffer coat with sleek leather leggings. Add combat boots for an edgy vibe.

4. Maxi Scarf & Wool Coat

Pair an oversized wool coat with an even bigger scarf. The dramatic layers scream cozy chic.

5. Oversized Denim Jacket/ Hoodie

Channel the ‘90s by trying an oversized denim jacket/ hoodie. Complete the look with baggy jeans and sneakers for extra swag.

6. Baggy Jeans & Cropped Puffer

Balance oversized mom jeans with a fitted turtleneck. Add a cropped puffer for an urban vibe.

7. Blanket Wrap Coat

A wool-blend oversized coat worn like a wrap keeps you warm and gives “just stepped off the runway” energy.

8. Chunky Knit & Flowy Skirt

Combine an oversized sweater with a long, flowy skirt. Bonus points for pairing contrasting textures like chunky knits and silk.

9. Layered Long Cardigan

Drape an oversized cardigan over a fitted long-sleeve dress and belt it for structure.

10. XL Bomber Jacket & Midi Dress

Oversized bomber jackets paired with midi dresses offer the perfect mix of sporty and feminine.

11. Oversized Shirt & Corset

Layer a corset over an oversized shirt for a trendy silhouette. Add wide-leg pants for balance.

12. Trench Coat Drama

Opt for an oversized trench coat and belt it for a cinched waist. Pair with tall boots for a timeless look.

13. Two-Piece Co-ords

Oversized knit co-ords scream minimalist luxury. Add ankle boots for a touch of class.

14. XXL Hoodie as a Dress

Wear an oversized hoodie as a dress. Layer with sheer tights and chunky sneakers for a sporty vibe.

15. Oversized Vest Over Layers

Top a long-sleeve shirt and thermal leggings with an oversized puffer vest for chic functionality.

16. Wide Blazer & Mini Skirt

Pair an oversized blazer with a mini skirt and loafers for a preppy, layered look.

17. Oversized Plaid Shirt with Leggings

An oversized plaid shirt becomes winter-perfect with leggings and fur-lined boots.

18. Balloon Sleeve Sweater & Cropped Jeans

Go for an oversized sweater with exaggerated sleeves and cropped straight-leg jeans. Add ballet flats or loafers.

19. Giant Knit Poncho

A giant knit poncho with leather pants and booties adds drama to any winter outfit.

20. Oversized Coat with Bright Accessories

Pair a neutral oversized coat with vibrant accessories like a bright scarf or a bold handbag for a pop of color.

Oversized fashion is all about having fun while staying cozy. Whether you’re running errands, heading to work, or enjoying a snowy weekend, these outfit ideas will have you looking effortlessly trendy.

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