Sunday, March 23, 2025

A Failure

 

JJ Hart at a Witches Ball.

There were many times in my life when I felt as if I was a failure.

I can blame a portion of my feelings on my parents who I feel placed unrealistic expectations on me in my male life. Of course, my up-and-coming female life was hidden from them, so I felt they had no control over me. Only the mirror seemed to. When I was able to transform myself into what I thought was a passable girl, no one could take the fact away from me I was a success in something. In fact, in those days, it was easy not to be a failure because I was so alone with my cross-dressing urges.

Even so, I still had problems thinking somehow, I was a failure. The major problem was I could never seem to get enough of viewing myself as a girl in the mirror. I began to think even though I had a temporary fix on my life, there was a deeper problem. Looking back now, I sense the problem was much deeper than just wanting to wear makeup and feminine wardrobe, I was going through the earliest stages of discovering I was transgender. The only problem was the transgender term and knowledge of had not been invented yet. Leading me to believe once again I was a failure.

As the years crept by and the overall knowledge of gender issues increased, I began to realize I was less of a failure. However, at that point, I began to explore the world more and more as a novice transgender woman so again I was beginning to feel as a failure when life did not work out for me. I was struggling to maintain my demanding male life, my married life, and my new life as a transgender woman. In time, the strain became too much, and it wrecked my fragile mental health. Most of the time, I did not know which way I was going, especially in my gender life. I needed to be careful when I was at work in a macho atmosphere not to slip up and show my feminine side and vice versa when I was experimenting with my feminized self. I certainly did not want to show any of my well-worn masculine tendencies.

Another problem was I had the idea I knew everything I needed to know about being a woman. Afterall, I found myself in a place where I looked the part. When I found out I did not, the difficult portion of my gender journey began. Putting the femininized version of myself I had created into motion was very difficult. Specifically, when I needed to actually communicate for the first time with the world. I felt as if I was a failure all over again and needed to start all over on my extended path to transgender womanhood. It turned out I did not really have to but still needed to work hard to look the public in the eye and have confidence in myself and improve my overall communication with the world. Eventually, I needed to enroll in feminine vocal lessons to improve myself. 

By improving myself, I was able to re-enter the world as an improved transgender woman and survive. I needed to roll up my sleeves and got to work to be a non-failure in a very demanding world.

Saturday, March 22, 2025

Living the Dream

Image of dreaming woman from 
James Forbus on UnSplash.

 For the greater part of a half a century, the thought of transgender womanhood remained a distant dream for me.

The main reason was, I spent decades denying who I really was, as my male self-sought to rule me. Sadly, he either won many gender battles or made life overall miserable for me. When he was doing it, my dream remained in place as I wondered how big my rainbow was and would I ever live my dream. In the meantime, I kept experimenting in the world as an out transgender woman. 

When I had the chance, I would do things such as attend downtown festivals all the way to watching an outdoor concert as my new exciting authentic self. I had a black leotard top I often wore with a favorite pair of flair legged silky pants and a glittering pair of black and gold sandals. I even went as far at the daylight festival I went to; I added a pair of sunglasses so I could see anyone checking me out in a negative way without them being able to see my eyes. My biggest discovery was no one paid me any real attention. In other words, I was beginning to think I could actually live out my dream of transgender womanhood. 

From there I attempted to expand my new exciting life. I completely enjoyed the time I spent living my dream and soon, never wanted to go back to my male life. When I was forced back, I hated it. Often, I took it out on my second wife and other close people around me. By internalizing my dream, I grew angrier and angrier and almost lost good jobs because of it. 

It was not until I began to spend almost all of my spare time living my dream, did I realize I could really succeed at it. Finally, I had made the transition from the mirror to the world and was ready to attempt to learn to do more. Overall, I began to have more success than failures when I learned not to push my gender envelope too far. I was accepted at several venues where I wanted to go to watch sports and drink beer plus, I gained a couple unexpected female friends when I did it. I was discovering I was closer and closer to my dream of transgender womanhood was almost here and I wanted more and more of it.

I did not think I would ever make it to my dream, but destiny was on my side and all of a sudden, at the age of sixty, I realized I was at a huge make it or break it time of my life. Either I completed my gender transition then, or I never would have the chance again. I seized the opportunity and even had the chance of meeting the cisgender woman of my dreams who accepted and even encouraged me to be a better version of myself. She told me very few humans ever have the chance to reinvent themselves, so I should strive to do it right. As I did.

At my age of seventy-five now, I still have the everyday pain which comes with age, but I try to write and walk every day to stay active. Perhaps by doing so, I can expand my dream to the fullest. 

Thanks for reading along! I hope you can live out your dream also.



Friday, March 21, 2025

Living the Reality of being Transgender

My wife Liz at "Harpoon Harry's"
Key West, Florida

Regardless of what the evil bigots think and say, the reality of being a transgender woman or transgender man, is starkly different to what they think.

Most transphobes say living a trans life is just a choice we can make at any time. Or there is some sort of magic gender switch we can throw to reverse the life we are living. If only it was the case, somehow, we all would be able to live simpler lives. We would not have to put our lives in such turmoil just to jump the gender border.

On the other hand, living the reality of being transgender can sometimes lead to a more interesting life. Especially around super fragile and toxic men who refuse to have anything to do with us. Think about it this way, transgender women have a basic understanding of men in ways cisgender women will never completely embrace. I was fortunate when I was able to form relationships with other women (lesbians) who taught me my reality was good enough to be proud of and I did not need a man to give me value. I was living the value of being trans in the best possible way. 

When I completed my second big transition from parttime cross dresser to transgender womanhood, it was a scary, surprising time for me. First of all, I did not know if I could do it at all and secondly, I did not know how to go about doing it. Finally, I decided I needed to hitch up my big girl panties and see if I could be accepted in a world where women dominated the action. That is when I ended up at the "TGI Fridays" restaurant and bar I talk about so much. I had been there as a man so many times when I saw all the women from the mall come in for a drink after their shifts and I was jealous. Badly I wanted to learn if I could somehow be a part of the feminine action.

Once I was successful, I knew there would be no going back to viewing myself as a harmless cross dresser. I was serious about being a better transgender woman and I needed to learn more on how to do it. It was about this time also when I began to consider what I thought was the next step in my femininizing progression and that was beginning gender affirming hormones or HRT. My problem was, standing directly in my way was my strongly disapproving second wife. So, I needed to put off my plans of jump starting a very serious process of battling my testosterone poisoned body. I reasoned, the better off I was when it came to my femininization, the easier time I would have in the public's eye. 

Even though I would have to wait until my second wife passed away from an unexpected massive heart attack, once my path was clear to HRT, I sought the opinion of a doctor and received my cherished meds. Once I did begin to go down the hormonal road, I thought I would be ready for the changes I went through during my second puberty. Hot flashes, along with rapid breast growth were just a few of the changes I went through quickly as my skin softened, hair grew, and I became much more emotional. 

Hormones really changed my reality of what it meant for me to be transgender and while I realize the meds aren't for everyone medically, they were for me.

If the world we live in would just slow down for a moment and understand the reality of being transgender is not so much different than the average human, we would be in a better place.


As the Clock Strikes Midnight

  JJ Hart New Year’s Eve is upon us again. With it comes a flood of memories, some good, some not so good from both sides of my transgend...