Women in Menswear

Design by Kieryn Alexander

Images courtesy Vogue, Djerf Avenue, COS, The Row, Mara Hoffman

In this increasingly progressive society of ours where we celebrate breaking gender stereotypes, there’s been less of a clear-cut line as to what’s considered “women’s fashion” and “men’s fashion.” Though such ideas were instilled long before by designers like Yves Saint Laurent who put women in suits, and Coco Chanel who normalized women in trousers, these days it seems as if fashion has truly become gender-fluid. Women have embraced silhouettes traditionally created for men, by wearing oversized clothes, button-ups, slacks, and suit jackets. Here are some of our favorite brands and their pieces that support this power move for women. 


Shop our picks below.

The Row

Willow Pant in Wool

This high-waisted, slightly asymmetrical criss-cross pant by The Row, a brand founded by Mary-Kate and Ashley Olsen, is made with luxurious virgin wool. The exceptional quality of this fabric will keep this timeless, classic piece in your closet for ages.


The Row

Dustina Jacket in Wool

This single-breasted wool jacket by The Row is another classic piece to add to your wardrobe. Perfect for chillier days when you need something to throw over your business attire. 


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COS

Patent Leather Lace-Up Brogues

Brogues, cousins with the Oxford shoe, are versatile, elegant shoes that can be worn on any occasion. This particular pair is made by COS, a brand that aims to provide well-crafted essential pieces. 


Aritzia

Logan Blazer in Vegan Leather

One can never go wrong with a blazer, which can be dressed up or down. This piece is made with vegan leather by Aritzia, a Canadian brand that specializes in lifestyle apparel. Leather blazers have been around for a while, though they are especially trendy these days as inspired by the 90s, model-off-duty look.  


COS

Knitted V-Neck Jumper

This heavy-knit wool V-neck jumper has a relaxed fit perfect for more casual days. The collar and loose-fitting silhouette are reminiscent of men’s traditional long-sleeved polos.


The Row

Elden Shirt in Cotton

White cotton button-ups are another staple that everyone should have in their wardrobe, ideal for when you’re looking for something dressier yet still on the casual side. This one by The Row has the perfect oversized silhouette that is definitely menswear-inspired and very comfortable. 


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Djerf Avenue

Forever Blazer Black

Here’s another option for an oversized blazer. This black one by Djerf Avenue is supplied with many pockets inside and outside, making it a functional piece that is made to last. 


COS

Knitted Collar Vest

This lambswool V-neck knitted vest with a ribbed collar and oversized fit makes it a perfect piece for layering. Pair it with a long sleeve blouse underneath and your favorite slacks for a layered, elegant look. 


Aritzia

Wilfred Effortless Pant

Aritzia’s effortless pants look like your traditional slacks, though its matte-crepe, drapey Japanese fabric makes it breathable and easy to move around in a perfectly comfortable, practical option. Its high-waisted and long fit will create an elongated appearance as well. 


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Djerf Avenue

Ash On The Go Shirt

Another closet staple is the black long sleeve button-up. This shirt by Djerf Avenue is different from other blouses because of its cupro fabric, giving it a slouchier, relaxed fit. Layer your favorite jewelry pieces with this shirt for a polished, chic look. 


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DSW

Franco Sarto Charles Oxford

Oxfords are another shoe that was traditionally made for men. These days, any woman can rock them when looking for dressier footwear that’s more comfortable than heels. This pair by Franco Sarto is an affordable steal.


The Row

Dado Pant in Cashmere and Silk

These Dado Pants by The Row have a unique silhouette, with an exaggerated high waist that’s meant to tuck oversized shirts and sweaters into. The cashmere and silk-blend have a luxuriously soft feel.


COS

Flared High Rise Jeans

High-waisted flares are incredibly trendy right now. This pair by COS has a comfortable fit and wider silhouette to it, slightly reminiscent of slacks. 


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Aritzia

Wilfred Flowy Button-Up

This flowy button-up by Aritzia is a cross between a blouse and a jacket. It’s an ideal choice for when you’re looking to be more put-together yet extremely comfortable. 


The Row

Corzas Top in Cotton

This long sleeve polo by The Row, with an oversized fit that prioritizes comfort yet, exudes pristine simplicity. Wear it on its own or under your favorite coat.


Edited by Kieryn Alexander

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