Tuesday, November 25, 2025

Stopping was Never an Option

 

Image from Josiah Niklas
on UnSplash.

Very early on, during my very confusing crossdressing years, I wondered if I could just stop the madness of wanting to change my gender as I grew older. I did not know at the time that stopping would not be an option.

As I grew older, my desire to be a pretty girl (then a woman) grew with me. The more I cross-dressed in front of the mirror, the better I became at the basics of makeup and whatever fashion I could get my hands on. Plus, the better I became, the more I wanted to do more to improve myself. Increasingly I knew stopping and purging all my feminine clothes was never going to be an option even though I tried and tried. At that point, I tried a clumsy attempt to come out to a couple friends I had but was rudely rejected. I needed to return to internalizing all my feelings of wanting to be a girl if I was to survive in my world. Which was cruel and unusual punishment for me and more importantly, my fragile mental health. I was already stuck in long periods of depression before I was diagnosed as being bi-polar by a therapist I went to as I grew up and away from my parents.

When I did move away to college, I actually lost my desire to cross dress and act like a girl for almost a year. I did not know how to act when stopping all of a sudden became an option.

Of course, before I knew it, my gender dysphoria came creeping back into my life. I then needed to build my wardrobe fashion, undergarments and makeup all from scratch. I vividly remember the trigger object which started it all. My future fiancĂ© for some reason, found a short wig to cover her long straight hair, and tried to surprise me with it. I was not pleased and let her know it. I then set out to get her a wig I liked. Funds were tight as I worked at a small radio station where I went to college, but I managed to scrape together the money to buy a beautiful long blond wig I had seen in the window of a beauty shop in my hometown. Under the guise of buying, it for her, I had really wanted it for myself. As luck would have it, she did not like it, and I was able to “inherit” the wig when we separated years later.

I kept the wig until I joined the Army for my Vietnam War tour of duty and beyond, as I was able to hide it away on the rare occasions, I could use it to “top” off my outfit when I cross-dressed. Even with all the traveling I was doing with “Uncle Sam” I still was able to anchor myself with the belief that stopping my idea of being a woman was not a fairy tale and could still be possible someday.

It wasn’t until I seriously began to explore the public’s perspective of me as a newly minted transgender woman, did the world start to change and I knew nothing that I was trying in my new world was going to change…ever. Even still, ever became a big word for me as I hit a series of roadblocks to become a full-fledged transfeminine person. Just when it seemed I was moving in the right direction, something would come along and temporarily stop me. At that time, through all the roadblocks, I finally realized I could see my dream of living like a woman was certainly not an option and it would be a shame to waste all the time and effort I put into my path.

I also needed to make the final decisions I would need to successfully put my male life behind me. What I would do about supporting myself and coming out to my remaining family became very important decisions. My only child (daughter) made it easy on me because she accepted me totally. While on the other hand I was rejected by my only sibling (brother) and we became estranged. My parents, second wife and most of my friends that mattered had passed away which made my coming out process easier. One way or another, I had decided to go my own way no matter what anyone thought.

If I had realized earlier that stopping my male to female gender transition was never an option, life would have been so much easier for me. I would have been allowed to live the best I could, make all my mistakes earlier and achieve my ultimate dream sooner. Rather than stubbornly hanging on to a male life I was born into but never wanted.

 

 

 

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Stopping was Never an Option

  Image from Josiah Niklas on UnSplash. Very early on, during my very confusing crossdressing years, I wondered if I could just stop the mad...