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Menswear for Women: How to Look Good in Men’s Clothing


Fashion is ever-evolving, and one of the most exciting trends for decades now is the crossover between men’s and women’s wardrobes. Women wearing men’s wear isn’t just about borrowing your boyfriend’s hoodie. It’s a fashion statement that has been chic, bold, and effortlessly cool.  

But how do you make menswear for women work for you? Here’s a guide to mastering the art of wearing classic men’s clothing with flair and confidence.

Why Choose Menswear for Women?

Menswear for Women

Menswear offers a unique blend of comfort, versatility, and a certain effortless cool that’s hard to find in women’s fashion. The structured tailoring, roomy fits, and minimalistic designs provide a fresh contrast to typically more form-fitting and detailed women’s outfits.

They can be incredibly comfortable due to looser fits and softer fabrics. At the same time, they allow for a variety of stylish looks, from androgynous to tomboy chic to smart casual. The key is in how you wear it.

What Menswear Should You Start With?

To begin exploring men’s wear in your ensemble, know which men’s items are the most versatile.

The top one is the blazer. A well-tailored men’s blazer or suit elevates any outfit and makes you dressed sophisticated. Find a slim fit or a slightly oversized blazer to wear over jeans or dresses. 

Then there are the button-down shirts. These are incredibly versatile. Tuck them into high-waisted bottoms, wear them loose over a tank top, or even tie them at the waist for a retro girl effect.

Sweaters, hoodies, and coats are perfect for a cosy, laid-back vibe. Pair them with leggings or skinny jeans to balance the bulkiness.

And, of course, search for high-quality men’s trousers. They can be tailored to fit or worn as-is for a more relaxed vibe. Also, experiment with pleated trousers.

Tip: Generally, you might need to go one or two sizes down from your usual women’s size. Try things on or refer to sizing charts, as different brands have different fits.

How Do You Style Men’s Clothes?

Menswear for Women

Balance Proportions

Combine oversized men’s pieces with more fitted womenswear—for instance, an oversized blazer with skinny denim or a loose button-down with a pencil skirt.

Use belts or choose tailored pieces to add structure. Cinching the waist can prevent your outfit from looking shapeless.

Layering can also add depth and interest to your outfit. For example, a man’s shirt under a fitted jacket or a vest over a man’s white shirt can create a balanced ensemble.


Accessories can transform your men’s outfit. A statement belt can add a feminine touch to a men’s blazer or bottoms, whilst scarves and hats can add a pop of colour or texture and make the outfit uniquely yours.

With shoes, heels can elevate a more casual dressing, whilst brogues or loafers enhance the androgynous vibe.

Experiment with Colors and Patterns

Whilst men’s outfits often feature neutral colours, don’t shy away from experimenting with patterns and brighter colours. 

Stripes, checks, and even florals can be striking. Mixing and matching these with your existing wardrobe can create standout looks.

Customise Your Men’s Wear

Tailoring men’s wear to fit your shape better can make a world of difference today and the year to come. Don’t be afraid to alter hems, take in waists, or adjust sleeves. 

Additionally, consider a step closer to feminine touches like lace trims, embroidery, or patches. 

Final Note

Wearing men’s wear is about confidence and creativity. It’s a way to explore different aspects of your own style and enjoy the comfort and versatility of men’s wear. 

Mixing fits, accessorising thoughtfully, and being bold with your choices create looks that are uniquely yours.

So, next time you’re shopping this year, don’t skip the men’s brands—there are a lot of stylish possibilities waiting for you!

Karen Taylor

Karen Taylor lives in Brighton with her two girls and teen son. She adores coming upon stylish and comfortable finds for herself alongside cute and practical pieces for her kids as well. She hopes to help other older ladies with bustling lifestyles discover clothes that look good and keep up with their daily routines simultaneously.

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