Thursday, February 13, 2025

The Gender Envelope

 

Image from Alexandru
Zdobau on Unsplash.



Sure, I spent or waisted far too many years before I fully transitioned into transgender womanhood.

I was too slow for such a long time actually pushing my personal gender envelope when I was busy telling myself I was no more than part-time cross dresser. I saw no harm in just doing my best to look like a woman until it just wasn't the answer I was looking for. The more I cross dressed and improved my feminine presentation, the more I pushed the envelope and looked for more. Very quickly, my yearly Halloween adventures just were not enough.

I began to wonder if I made a good impression at Halloween, could I make the same impression if and when I tried to go out in public as a novice transgender woman. Following many trials and error experiences, I found I could survive a public which largely did not care about me. The big error I always point out is when I was not receiving any attention to speak of as a woman, I began to dress trashy to attract the wrong sort of attention. I was mistakenly pushing my gender envelope the wrong way. When I finally began to understand the best ways to dress my male body and apply the proper makeup, did I begin to be successful and blend in with other women in the world. 

Once I had accomplished all of the fashion, hair and makeup necessities, I allowed myself to further push my gender envelope. When I did, I found myself needing to understand how women exist in the world. Or how do they communicate with other women and men. I had a quite a bit of catching up to do since I was attempting to catch a moving train heading down the tracks. I did not have the benefit of growing up female with a mother or peer group to guide me. I always point out; the passive aggressive system of interaction most women operate under was the most difficult for me to learn. Since childhood, I was always used to the full-frontal confrontational world men operate in so I was attempting to survive in a whole new world.

Once I did survive, I began to push even harder, ignoring warnings from my wife on what would happen if I was ever caught. I put the male gay bars behind me and moved on to big sports bars and lesbian bars where I could actually be myself. I thought I had reached my peak when a dear friend of mine invited me to a trip to a NFL Monday Night Football game in Cincinnati. Even though I was very scared at the thought of going, I could not turn down a chance to empty my envelope and lay my gender cards on the table. Since I am not really a gambler, I hoped the lifetime of preparation I put into this moment would serve me well. 

The moment did serve me well. As always, I survived and became a better woman for it. Plus, I learned the game was only the beginning. The life in my transgender womanhood I was going to experience, would be extremely fulfilling and everything I thought it could be when I started pushing my gender envelope.

Wednesday, February 12, 2025

Transgender Destiny?

 

Image from Marvin 
Kuhn on UnSplash.

When some unknowing person says something like I had a choice to be transgender, I just laugh and say being trans was simply my destiny.

I believe my journey began before birth when my mom was prescribed the D.E.S. medication which was popular at the time for women who had a history of experiencing problem pregnancies. Since my mom had undergone three still births before me, it seems to me, she would have been a prime candidate for the drug when I was born in 1949. 

From the very brief studies I have seen on D.E.S., it was supposed to flood the mother's womb with estrogen. Which of course affected the fetus also. 

How ironic would it be that the initial dose of estrogen I received in the womb would later on come back to help me. It took me fifty years, but eventually I discovered when I went on HRT or gender affirming hormones, how natural I would feel. No adverse effects at all, just a warm feeling I was finally doing what was right. In other words, I was coming home. The only problem was my life was filled with the gender torment of fighting my basic will to be feminine. What if I had just given in to my instincts so much earlier. Would life had been more pleasant?

The problem was though, gender was never cut and dry with me. I was cursed with a male body which on one hand kept the bullies away but on the other, made it very difficult to obtain a feminine look when I found the secret time to cross dress as a girl. I had to take one or another which caused me considerable stress to my mental health. Waking up every day wondering if I was a boy or a girl, was certainly no fun. 

Plus, there was absolutely no one I could explain my gender issues to. I grew up in a male dominated family and knew there would be no way I could be accepted. I knew, even being caught in girls' clothes would earn me a trip to a psychiatrist. Deep down, I knew there was nothing mentally wrong with me, so I did want not any part of a visit. Remember, this was back in the 1950's when there was little to no knowledge of gender issues. In fact, gender issues were labeled as mental disorders. All that happened was, I was driven deeper into my feminine gender shell.  

As time went on, I developed a very thick shell which when I finally ready to do so, was difficult to escape from. In other words, I needed to establish too many levels of feminine escape before I made the final jump to the other gender frontier. I needed to slowly discover if the other gender as a transgender woman would provide me what I had been missing all of my life. I felt as if I was sliding down a slippery slope into a valley, I knew very little about. 

As I slid down the slope, I saw bit and pieces of my old life go by as I mourned some of the pieces and I rejoiced at others. As I felt more and more comfortable in my new transgender womanhood, I knew the landing would be as soft as possible. I found my gender needs had changed, for the best. I finally took my chance at the age of sixty to forever change my life and live fulltime as a transgender woman.

I finally had my chance to fulfill my D.E.S. destiny. I could not reclaim the time I had lost but I could lead a better life going forward.

Tuesday, February 11, 2025

Transgender Lines

 

My friend Racquel.

During my journey to transgender womanhood, I often went past gender goals without even realizing it. Or, I was too busy living my life, I could not slow down enough to enjoy where I was.

Along the way, I was careful to set goals for myself such as not being satisfied to present successfully in mall and clothing store situations where people were more into my money than gender. What I started to do was go to lunch or an early dinner when I was cross dressed to judge the reactions I was getting. Even though I was not totally successful in my feminine presentation, I was learning. I found employees at restaurants were more apt to accept me when I was pleasant, minded my own business and of course, tipped well. Plus, I was easy to remember and became a protected regular quite easily when I made wise decisions on where I decided to go.

In other words, stay out of the redneck venues so prevalent where I lived in southern Ohio. I learned the hard way in one place I went when I had the police called on me as I tried to use the bathroom. After it happened, I gathered myself and went a short distance up the street to another venue I knew I would be accepted in. I certainly should have seen that line coming up before I tried to step over it. The stubbornness which I carried over into my transgender struggles, served me well as I kept trying to succeed.

At the same time, I had a new set of confidences set in. I encountered a diverse set of acquaintances which I write about often. The give and take I went through as a brand-new trans woman helped me to stabilize who I was searching to be. Before I knew it, there were many new lines I was crossing. Since the groups I was socializing with were very diverse, I needed to confront lingering questions about my sexuality. One group had a man I was getting along with wonderfully and on the other side, I had several lesbians I was getting along with too. Mixed in also, was Racquel, a transwoman who often joined our group, and who to say, any of them really liked me.

It was about this time all the lines I was attempting to cross started to blur. Was I into the man, I liked, the lesbians I liked or even the transgender woman I knew? I knew I had quite a bit to consider so I kept going out and researching to hopefully come to a better understanding of who I was in my new life. 

Finally, I was able to sort it out, or it sorted itself out for me. The man I knew, and Racquel moved away and I was able to maintain my relationship with several lesbians. In essence, my decision was made for me. Choices have consequences and with a little help I made mine. 

All the lines I did not see did not trip me up. I was more flexible than I ever imagined possible, and I made my way into my transgender womanhood. 


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...