Women in Menswear


There was once a point in time when I would literally cringe at the thought of a woman wearing a tailored suit. I was oblivious to the fact that it was even possible for a woman to wear a pair of double monks and still remain ladylike and sexy. However, like the infamous feminist group motto goes, “anything you can do I can do better.” Needless to say, with the help of the woman pictured above they managed to prove that slogan correct.

 These women are also responsible for me gaining a huge respect and appreciation for the #womeninmenswear movement. Not to mention, whenever I come across a beautiful woman sporting some of my favorite menswear staples, I can’t help but get weak in the knees.


The concept of women in menswear dates back to the 1920’s. Most affectionately known, as the “The Roaring ‘20s” happens to be one of my favorite eras because of the Harlem Renaissance. During this time, female blues singer Gladys Bentley wore classic menswear staples such as tuxedos and top hats, and tweed sport coats with shirt and tie combinations (pictured below). Not only did she have an amazing voice and an effortless approach to commandeering crowds wherever she performed, but she did menswear better than most men. Although, Bentley used songs to profess her lesbian lifestyle and gained immense popularity for her raunchy lyrics that managed to seduce women, I was always more intrigued with her style, as opposed to her sexual orientation.


In the present day, I think the most enchanting aspect of women in menswear is the way they manage to remain ladylike and sexy. This proves that women will always have the upper hand on men in terms of incorporating accessories and being knowledgeable about blending different colors and textures. I believe this is what sparked my initial interest in women in menswear. Now please allow me to issue this disclaimer because I would hate for my words to lead to an influx of women wearing menswear because it’s just not for everyone. Secondly, I hope this does not come across as a shameless attempt to attract women that do menswear and do it well. However, with that being said, if you’re a beautiful woman that shares the same affinity for menswear as I do, please feel free to contact me at your earliest convenience.

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