The Man in the Dress
Posted: Wed Jun 26, 2019 8:28 am
I am a man. And I wear dresses. Nothing more complicated than that.
When I began my journey as a fashion freestyler, I’ll admit that dresses were at the bottom of my wardrobe totem pole, mostly because I didn’t quite feel comfortable wearing them in public like I had skirts, and, at the time, I was fine with that. From 2011 when I donned a dress for the first time through 2016, I only wore them seven times compared to 209 outings in skirts, but, as I grew more comfortable in dresses, I began wearing them more, 2017 marked the first year of double digit outings with 10, followed by 27 in 2018, and so far in 2019, I’m at eleven and counting, and, as a result, my mindset about what I chose to wear on jaunts slowly began changing. Just as I evolved from jeans to skirts, finding the latter more enjoyable to wear, I’ve slowly come to prefer dresses to skirts, when I plan for an outing these days, I often choose a dress first, it’s a ridiculously uncomplicated garment, you don’t have to rack your brain worrying about pairing the right top with a skirt, you just slip into a dress, put on shoes and go, easy as that. What could be simpler?
I don’t at all hide or mask that I’m a man in a dress. Sure, I augment that garment with high heeled shoes (though not always), jewelry, handbags, even the occasional dalliance with lipstick, but that’s as far as I go, I’m all about the garment first and foremost which is at the center of my current existence as a fashion freestyler. I’ve said more than a few times in my thread over on High Heel Place, and I believe wholeheartedly that I look better in women’s clothes than I do men’s, and I go to great lengths to look my very best in the former while it’s often a struggle to care how I appear in the latter. When I don a dress and see myself in the mirror, I never fail to like how I look which, in my mind, is a look that’s perfectly natural, like I’ve been wearing dresses all my life instead of just the last few years. Staring at my reflection, I see a man who’s totally comfortable and at ease defying gender norms when it comes to what men should or shouldn’t wear, if anything, being a man who wears dresses in public as a man displays a special brand of machismo, after all, it takes colossal balls for a guy to parade around in the open in a dress, and make it look like it’s no big deal to boot.
I’ve said numerous times that the final stage in my evolution as a fashion freestyler would be to one day completely abandon my skirts and elevate to wearing dresses full time on my outings, hell, I even long to wear an evening gown to some fancy social function and turn heads with my style and boldness, that would be downright awesome! With each new adventure, the pull of the dress grows stronger and more irresistible, however, I’m not forcing things, preferring to let that last stage come in its own good time so I can fully enjoy the experience. But, it will come, of that, I have absolutely no doubt, and when it does come, my journey as a freestyler will be complete. Short and sweet, I am the man in the dress, and I am VERY proud of that title, for it is who I ultimately am in this world.
When I began my journey as a fashion freestyler, I’ll admit that dresses were at the bottom of my wardrobe totem pole, mostly because I didn’t quite feel comfortable wearing them in public like I had skirts, and, at the time, I was fine with that. From 2011 when I donned a dress for the first time through 2016, I only wore them seven times compared to 209 outings in skirts, but, as I grew more comfortable in dresses, I began wearing them more, 2017 marked the first year of double digit outings with 10, followed by 27 in 2018, and so far in 2019, I’m at eleven and counting, and, as a result, my mindset about what I chose to wear on jaunts slowly began changing. Just as I evolved from jeans to skirts, finding the latter more enjoyable to wear, I’ve slowly come to prefer dresses to skirts, when I plan for an outing these days, I often choose a dress first, it’s a ridiculously uncomplicated garment, you don’t have to rack your brain worrying about pairing the right top with a skirt, you just slip into a dress, put on shoes and go, easy as that. What could be simpler?
I don’t at all hide or mask that I’m a man in a dress. Sure, I augment that garment with high heeled shoes (though not always), jewelry, handbags, even the occasional dalliance with lipstick, but that’s as far as I go, I’m all about the garment first and foremost which is at the center of my current existence as a fashion freestyler. I’ve said more than a few times in my thread over on High Heel Place, and I believe wholeheartedly that I look better in women’s clothes than I do men’s, and I go to great lengths to look my very best in the former while it’s often a struggle to care how I appear in the latter. When I don a dress and see myself in the mirror, I never fail to like how I look which, in my mind, is a look that’s perfectly natural, like I’ve been wearing dresses all my life instead of just the last few years. Staring at my reflection, I see a man who’s totally comfortable and at ease defying gender norms when it comes to what men should or shouldn’t wear, if anything, being a man who wears dresses in public as a man displays a special brand of machismo, after all, it takes colossal balls for a guy to parade around in the open in a dress, and make it look like it’s no big deal to boot.
I’ve said numerous times that the final stage in my evolution as a fashion freestyler would be to one day completely abandon my skirts and elevate to wearing dresses full time on my outings, hell, I even long to wear an evening gown to some fancy social function and turn heads with my style and boldness, that would be downright awesome! With each new adventure, the pull of the dress grows stronger and more irresistible, however, I’m not forcing things, preferring to let that last stage come in its own good time so I can fully enjoy the experience. But, it will come, of that, I have absolutely no doubt, and when it does come, my journey as a freestyler will be complete. Short and sweet, I am the man in the dress, and I am VERY proud of that title, for it is who I ultimately am in this world.