On the Transgender Precipice

 

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As I followed a winding, difficult path to my dream of living as a fulltime transgender woman, I took years to climb the gender mountain.

Just one of the problems was  I was afraid of heights. The higher I climbed the rarer the air became because I had never been in all the situations I encountered. As I entered the world as a trans woman, there were so many situations I never expected to happen. I knew women led multi layered lives but not to the extent I encountered. Initially I thought if I had conquered all the fashion, hair and makeup basics, I had it made in the world. Needless to say, I was wrong. 

Even though my male self contributed to me feeling petrified as I climbed, I kept going. As I decided to leave the male gay venues I was going to and try lesbian and straight bars, I really needed to climb to a new level to survive. When I reached a new level, I paused to look around and see what I had accomplished if anything. What I did accomplish was a degree of acceptance from the venues I went to. Except for one evening when three guys kept playing "Dude Looks Like a Lady" on the jukebox over and over again, I begrudgingly held my spot and became an accepted regular in several places. As I did, my view of the world as a transgender woman became clearer and clearer. My gender dysphoric fog was clearing and increasingly all I could see was a future life living as a woman. 

At the same time, I was still a regular at the diverse mixers in Columbus, Ohio where I met a total range of people from cross dressers to transsexual women who were headed for gender realignment surgery or a sex change as it was known back then. By meeting and learning from all these people, I was able to chart my own path to my transgender precipice. 

The two main things I remember are how desperate I was for information on my gender issues and how scared I was of receiving an answer. Was my therapist right and I could do nothing about my feminine desires? If so, I had reached a precipice in my life and I needed to make a decision which would change my life forever. Of course my spoiler alert is, from my gender view, I could see a wonderful if not difficult future ahead as a trans woman. What happened was, as I built a new circle of women friends who never knew me as my past male self, I kept pushing and pushing myself to the edge of my transgender precipice until I fell down the cliff. 

Unknowingly, for the most part, I had set myself up for a soft gender landing. I gave away the remainder of my male clothes and set out to quit climbing and live a new life. What a relief it was to stop expending all the energy I was using to live two gender lives. The process exhausted me and ruined my fragile mental health. My friends helped me through this difficult time of my life more than I can ever say.

With my fears of gender heights behind me, I met my wife Liz and she helped me seal the deal and live my life as a transgender woman. That was fourteen years ago and we have been happy ever since. I don't think I could have ever envisioned I would meet up and marry another woman in my long life but I did. I guess the fog on my mountain was hiding my future.  

Transgender Reconnections

 

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Jessie Hart
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As I followed the path to a transgender transition, I made several important reconnections. 

Little did I know or realize how many twists and turns I would take before I found my truth. Most importantly I needed to realize I was not a man cross dressing as a woman, I was the reverse. A woman trying to make it as a cross dressed man in life. Because of that, nothing seemed to quite fit in my life as I struggled to survive in an unwanted male world. As I attempted to outrun all my problems,  I drank alcohol to excess as well as moved around and changed jobs way too much. I was always running, searching for my transgender reconnections. Sadly, I searched for nearly a half a century before I was able to have any success and connect with my authentic gender self.

During all those years, I was teased with success as I left my cross dressing mirror and slowly entered the world as a novice transgender woman. Along the way, I made all the mistakes I could think of plus some I could not have imagined happening. In my haste to reach the conclusion to my reconnection, I needed to first discover what it was. Through it all, my inner female was screaming at me for more and more attention but my male self did his best to play all his cards and hang on. The game they were playing wrecked havoc with my mental health and I sought out therapy for help. As with anything else, therapy is what you put into it and I went through several very good therapists as well as a couple not so good ones. Then there was the problem of me listening to what they had to say to start with because my male self was telling me therapy was just a waste of time and money. On the other hand, my female self saw the benefits, especially if the therapy process was slowly opening her world at all. 

Sometimes too, reconnections were tantalizingly close. There were so many days or nights when I could relax and enjoy a glimpse of what a life as a transgender woman could be like. The more reconnections with a feminine world I could make, the more natural and better I felt. Probably, most importantly, all of the gender progress I was making was because I believed in myself and my confidence was building. I had escaped the basic confines of the wardrobe and makeup challenges and made it to the one on one communications I was suddenly faced with as a trans woman. It was during this point of my transgender reconnection process I learned the most. Mainly because, I was relaxing and letting my long hidden female self take over. It turns out all those years of having to quietly sit back and watch my male self struggle enabled her to be a better person when she got the chance. 

When I reconnected with my female self, I was able to be a full person again and I knew one of my therapists said it right when she told me there was nothing either of us could go about me wanting to be a woman. If I had followed her advice and set out to discover what my second wife had told me all along, I would have taken the time and really looked into what a women's world was all about. Other than the outward appearances of fashion and makeup. It was the biggest reconnection I couldn't make until I had earned it by actually adopting and living a life as a trans woman. Even to the point of beginning HRT or gender affirming hormones. 

In many ways, the new hormones were the final piece of the puzzle in reconnecting my transgender self to the world. Physically and emotionally I was ready to face the world as a united human being.  

Down the Transgender Rabbit Hole

 

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Long ago, I sought out a rabbit hole I found I did not want to escape.

In the beginning, I did not go deep into the hole so I could supposedly easily escape if I wanted to. The farther I went, the harder it was to escape even I wanted to. What happened was gender euphoria set in and the entire cross dressing experience became increasingly pleasurable as well as feeling incredibly natural. The problem I faced was how to cover the entrance to my rabbit hole so no one else in my family could discover it. Very early it was easy when I could attempt to borrow select clothes from my Mom's closet which ended when I became too big to wear them. Then I had to rely on my own limited financial resources to buy fashion and makeup accessories. 

For awhile, the pressure to go away and cross dress became so intense I needed to find a spot away from the house to establish another private rabbit hole. I found the best spot in a quiet wooded area next to our rural home. I was able to protect my secret collection of feminine clothes in plastic bags and hope they would be protected enough as well as not be discovered. I did well, because they never were and I was provided another place to go to cross dress. If even for a short period of time. 

The better I became at perfecting the "art" of fashion and makeup, the more I wanted to leave my novice transgender rabbit hole and look around at the world. At first, the world proved to be a very difficult place to be. After too many public failures I was sent scurrying back to my rabbit hole to seek comfort and try to figure out what all I was doing wrong with my feminine presentation. The entire feminization process for me proved to be a difficult one as my entrenched male self fought for his dominance and kept on trying to cover up my rabbit hole with ill advised purges. Very quickly he found out the gender purges I was going through were a complete waste of time and money. 

Once I reached the middle portion of my life, my rabbit hole needed to be expanded from a crossdresser rabbit hole into one large enough to contain a full fledged transgender woman. I needed room for more wigs, shoes and women's essentials to survive in the world. As I was entering a new exciting yet scary world without my white male privilege, the sunlight outside my rabbit hole was at times blinding. Even more so when the world all of a sudden expected me to communicate with them when at the least, I had to order face to face with servers or bar staff trying to take my order. What was a novice trans woman to do? What I attempted to do was make the best of a potential destructive situation. Very early in the game, I came to the conclusion the world knew I was transgender for the most part and those who cared, could just get over it because I was just living my truth.

Of course, once I was able to leave my rabbit hole in my past and live, I had no desire to go back to it's dark confines. Each time I was successful in the feminine world, my male self lost more and more of any control he had left. 

The writing was on the rabbit hole wall when I started gender affirming hormones. I knew I had made the correct decision when my body and mind took to the new hormones so naturally. In addition to all the bodily changes which took place, I cherished the new emotions I felt. Being able to cry for the first time in my life was quite the experience. 

Perhaps, most importantly, was when I discovered the lack of predators I really had when I left my rabbit hole. Of course dealing with the occasional man was a problem but with my circle of lesbian women friends, not so much as they taught me true validation as a person. Once I learned to validate myself, I was freed from my old male rabbit hole for good and jumped into the sunlight.