A Lifetime or First Times as a Trans Woman

 

Image from Mahreal Boutrous
on UnSplash. 

As humans, I know we all experience quite a few first times in our lives. However, I think transgender women and transgender men tend to have more firsts than the average human.

During my life, every time I thought I had it together and there was nothing else to learn, along came something totally different to prove to me I still had a lot to prove to get to the next level of life I was trying to reach. This happened to me as a man and as a woman. My prime example was when I was in my twenties and totally out of control trying to drink my gender issues away and my daughter came along. Causing me to change my thinking about life radically because having a child was not something that I had planned on. Let’s just say the “protection” gave out and here she was. My very own daughter that I loved and love very much.

The initial problem I had as a first-time parent was what I was going to do about my gender issues which were increasingly looking like they were not going away, ever. What did I do? I tried to hide my femininity behind a wall of false male bravado which as we all know was a short-term solution to a long-term problem. So, I needed to set out to discover how long term my “problem” was.

Using a well-known phrase that I learned at one of the places I worked at, I did not have a problem. I had an opportunity to improve. To do it I would have to have the courage to take a different approach to life which would include a series of first times. The courage I am referring to was when I hitched up my new big girl panties and went out into the world for the first time as a novice cross-dresser or transgender woman searching for her identity. In those days, my first times were filled with rejection in the public’s eye and plenty of disappointment to deal with until I understood what it would take for me to present well enough to get by in the world of ciswomen that for the first time I learned really ran the world I wanted to be a part of. If I wasn’t attempting to be validated as a trans woman by men, first I needed to be validated by women.

Once I broke limits of what I was trying to accomplish in the world as a transfeminine person, the challenges and first times came quickly rolling in. The opportunity I had was trying to understand how deep my gender urges ran or how badly did I want to sacrifice my male life and live as a woman. What I decided to do was undertake a deep dive into what I “thought” a ciswoman’s life was all about, and what it really was. And more importantly, could I ever be allowed behind the gender curtain to see for myself if I wanted to play in the girls’ sandbox.

For the most part, I was successful as I accomplished my lists of firsts such as taking feminine vocal lessons, all the way to attempting to carve out my own new life away from any vestiges of my old male existence, Often, my life was a blur as I tried to balance what was left of my male existence with my new exciting life as a trans woman. Not only did I have to do my best to blend in with other women physically in the world, now I had the extra pressure of communicating for the first not as a man, but woman to woman. The last thing I wanted to do was come off during my final test with a stranger as some sort of an evil bitch just because I did not want to talk.

For some reason, during this portion of my life I was not having any problems attracting attention from ciswomen. After a lifetime of basic rejection from women, I tried to reach as a man, all of a sudden for the first time, I was having success as my transfeminine self. Even though I did not completely understand what the reason was for my success, I did not want to jinx myself and do too much and go back to rejection and loneliness again. So, I kept up what I was doing and for the first time built a new base to my life.

I had two reasons for my success as I looked back on those days. The first was, my inner feminine self-had so long to sit back and observe what I was doing with our lives that she knew exactly what she wanted to do when she had a chance to run the show for the first time. And the second was told to me by a person much wiser than me long ago that very few human beings have the chance to stop their lives and begin again, so don’t screw it up if you do. I was able to listen to both.  

Sure, I went through two lifetimes of first times with all the bumps and bruises which normally come with such adventures. When I think back to all those early days in the malls when I was getting laughed at for my weak initial femininizing attempts, I don’t see how I made it at all. I guess something deep down inside of me kept telling me that this was just an example of the first times I would be facing my whole life if I continued along the gender path I was considering.

I was far from deciding if I could ever slide behind the gender curtain to learn if I really wanted to be there. But somehow, I knew I would never forgive myself if I did not try. When I did, for the first time I found myself off the self-destructive male path I was on and on to a rewarding and healing path I loved as a transgender woman.

 

 

Burning Gender Bridges

 

Image from Adam Wilson
on UnSplash

During my life, I have always excelled in self-destruction. It seemed, whenever I had succeeded in anything positive, I always tried to tear it down. 

I blame the entire process on two basics, one of which on how I was raised. My parents never accentuated the positive at any time. If I received a "B" in any class, invariably I heard, why didn't I earn an "A" and I was not applying myself properly. The other basic was anything I accomplished as my male self; I did my best to reject. I did not in any way want to accept any success I earned as a male. So, I did my best to burn the gender bridge I created. 

Of course, the more I went down my gender path towards transgender womanhood, the more bridges I needed to burn. Everywhere I looked, the stakes were higher in life. All along I was accumulating more and more success as my unwanted male self which made my decision so much more difficult. Still, I forged on with my torch burning brightly. To hell with the results, I was going to attempt to follow my gender dreams anyway. Finally, I arrived at the point where seemingly I was subconsciously trying to sabotage myself. In many ways, I was desperately attempting to hide my deep dark cross-dressing secret while, on the other hand, I secretly wanted everyone to know I had always wanted to live as my authentic feminine self and did not care what they thought. Still, I needed to be careful as I had deep roots to my male past. Spouses, family and jobs were at stake. So, I tried to be sure of what I was doing before I cut the gender tree down.

Perhaps the most substantial bridge I needed to burn was to my job. I was a very successful restaurant manager in a regional/national casual restaurant chain. The management was very male dominated, and I knew there was no way I could ever transition in the same job. 

I decided to try going to other similar food/bar competitors thinking no one would recognize me. Long story short, I found out the hard way I was recognized as a version of my male self. To make matters worse, I tried to frequent my own operation and was close to being immediately recognized. In doing so, I burnt a major bridge which I don't think my wife ever found out about. It was bad enough when she knew I was breaking the agreement we had for me to never leave the house as a transgender woman.

The new bridge I built when I burnt the old one was when I decided to buy my own restaurant. I figured if I was the owner, no one could tell me what to do. That was true to an extent until one night a very evil former acquaintance met me in the parking lot to tell me my lifestyle was keeping the public away where we operated. I don't know how true what he said was but one way or another, I had burnt all my gender bridges and there was no way I could ever go back. 

When I transitioned and began my life as a transgender woman, I was able to build new strong bridges for the first time in my life. It was like my feminine soul was excellent in her building skills and could not wait for a chance to thrive.

The sad part was/is how much destruction I had to go through just to arrive at where my dream could be born. It turned out the birth was the easiest part of it all, as I set out to live a fulltime new life in my transgender womanhood. I finally had the chance to put my fire out. At least the destructive one.