The Art of Women Dressing Masculine: Style Guide

The Art of Women Dressing Masculine: Style Guide

Fashion has always been a powerful means of self-expression, transcending gender boundaries and norms. As the world of style evolves, so does the way women choose to present themselves. The boundaries and boxes are beginning to break.

A growing trend in recent years has been women embracing masculine fashion elements to create bold, unique, and stylish looks. The art of women dressing masculine has been a fascinating exploration of androgyny and self-assured fashion.

Not every woman is “girly” and takes pride in their masculine side. To look and feel comfortable in your skin as a woman doesn’t always mean wearing bright florals and dresses in the summer.

Some women want to incorporate men’s fashion into their wardrobe but don’t know where to start. In this style guide, we will explore the key principles and tips for mastering this movement while touching on some popular topics.

Start with Basics

Begin by incorporating classic, this is popular men’s style clothing for your wardrobe. This is about well-fit button-up shirts, tailored blazers, and well-constructed trousers. These timeless pieces provide a strong foundation for creating masculine-inspired outfits.

Modern times are accepting of powerful businesswomen, and brands have been constructing and designing flattering pieces, from power suits to well-fitting shirts. Pair your finds with sneakers, loafers or oxfords for a chic, androgynous look.

Mix and Match

One of the charms of dressing in a masculine style is the freedom to mix and match different elements. You shouldn’t be afraid to experiment and take traditions as inspiration, not so literal. This will allow your style to flourish.

For instance, team up a crisp white button-up shirt with high-waisted trousers and layer an oversized blazer over an oversized waistcoat. If Pamela Anderson could do it at Paris Fashion Week, so can you.

There are a million different things you can do with shirts and suit combinations if that’s the masculine route you want to go down. The same rules apply to streetwear for men; there are hundreds of inspirations from the early 2000s to modern times. You can take different pieces from different eras and create your own variation.

Accessories Throughtfully

Accessories can be a game-changer when it comes to women dressing masculinely. A sleek watch, a classic belt or a unique, fun tailored tie can add some sophistication to your ensemble and bring the whole look together.

Remember, all the details and accessories can really transform an outfit.


Streetwear for men has gained tremendous popularity in recent years and is showing no signs of slowing down. It’s all about comfort, urban vibes and effortlessly cool style. Don’t hesitate to incorporate streetwear elements into your masculine-inspired looks.

Think about oversized hoodies, baggy jeans and chunky sneakers that are perfect for all types of weather. These pieces can be effortlessly combined with classic men’s attire to create a look that is both contemporary and stylish.

Key and Eye Out For Tracksuits

Tracksuits, quintessential pieces of sportswear, have found their way into the realm of fashion. Women dressing masculinely can embrace this trend by snagging trendy tracksuits. If you’re on the hunt for affordable yet stylish options, keeping an eye out for a tracksuit sale is a smart move.

Tracksuits not only provide the comfort of loungewear but also a sleek, sporty look that complements the androgynous style.