Wednesday, June 18, 2025

Jumping Through Hoops

 

Image from Jennifer Mela444
on UnSplash. 

The more involved I became in the transfeminine world, the more I found myself jumping through hoops. Many times, in my heels.

It seemed, every time I became comfortable enough in my transgender womanhood, something would come along to set me back. Sadly, most of my setbacks came at the hands of my deceased second wife. She was accepting me as a cross dresser but recoiled and drew a line in the sand when it came to any idea, I was transgender and wanted to move forward to gender affirming hormones. As much as I wanted to argue (or plead) my case, she still said she did not want to be married to a woman.

It was my fault I did not have the courage to tell her she already was married to a woman. Like it or not. So, since I lacked the courage to follow my gender instincts, I did the worst possible thing and tried to hide all my activities such as leaving the house dressed as a woman. One of the things I promised I would never do. But, as hard as I tried to hide it, she always would somehow catch me coming home when I was cutting my time away too closely. To save what was left of our twenty-five-year marriage, I went as far as seeking therapy. I went to therapy mainly to provide my wife with an idea I was jumping through another hoop to save our relationship.

I have therapy to thank for helping me to strengthen my mental health, but my wife never knew it was not helping our marriage. In fact, one therapist even told me she could do nothing about my desire to be a woman at all. Leaving me with no hoop to jump through at all, and I would have to find another way. In the meantime, I knew just sitting around the house admiring myself in the mirror was not going to cut it in any way. Once I had jumped the hoop and was successful in the public’s eye, there was no way I could ever go back to my old life.

Deep down I knew, I had to keep pushing forward as I set gender goals for myself such as taking the giant step of leaving the gay bars and seeing if I could be accepted in sports bars. When I found out I could, I was ecstatic and kept on going. However, through it all, jumping through hoops was never easy as I kept on doing stupid things such as overextending the water-balloon breast forms I made in my pre-silicone days. Of course, I had one of them break and created a mini flood at one venue I was a regular in. As I said, I needed to very quickly upgrade to silicone breast forms to prevent any future disasters. I had enough other problems to worry about. Such as, what was the new person I was creating be like.

Suddenly, I was beginning to understand when my wife called me the pretty, pretty princess and told me being a woman was more than just looking like one. Most importantly, I was in the middle of learning exactly what she told me. When I was going to my venues and socializing as a transgender woman, I was jumping all the hoops I needed to get by. More precisely, I was learning the layered life a woman lives when men think they are running the show. On more than a few nights, I became so tired of jumping hoops, I just gave up and headed home exhausted.  Along the way, I was facing passive aggression from ciswomen who really resented my presence at all. I learned to leave the other women behind and move on to people who at the least did not dislike me. Life was too short to waste it on bigots and haters.

Tragically, my wife passed away before she was around to meet the new and improved me. It would have been interesting to see if she recognized I took her up on her advice. I tool a crash course on her instructions that a woman was far more than appearance. My period of exploration was intense and to the point and I could deflect my future any longer. I needed to take it upon myself to finally achieve my lifelong dream of living a transfeminine life.

My hoops became so much more real than the earrings I was wearing. I was finally in the process of paying my dues my wife had talked about. What she never told me was, I would have to be allowed behind the feminine gender curtains to really could do it. One led to the other and while it was never easy, similar to jumping all the hoops I needed to jump, I made it. Heels and all.

 

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Jumping Through Hoops

  Image from Jennifer Mela444 on UnSplash.  The more involved I became in the transfeminine world, the more I found myself jumping through h...