Making the Difficult Easier

Image from the
Jessie Hart archives.

I spent years and years admiring every aspect of how women and the girls around me conducted their lives. I was dazzled by how they moved and interacted with the world. 

On so many levels, I wished I could be just like them but for so many reasons I could not. No matter how hard I tried, I couldn't shake the shackles of my pre-ordained male existence In order to survive in a male world, I needed to copy and succeed at being a guy. All of made the dramatic gender transition I was about to make later in life that much more difficult. 

As I moved from a cross dressing mirror into the real world, I discovered the feminine gender had so many other layers to their life's than I ever imagined. So much more than merely looking like a woman which turned out to be the way I could slightly open my closet door to the world. When I worked my way past the first layer of cis-gender women I faced in clothing stores and malls, then the hard work started. 

All of a sudden, I found myself in a position where I needed to communicate with the public as a novice transgender woman. In the past, my second wife had told me repeatedly in no uncertain terms I did not know anything about truly being a woman even though I was becoming fairly competent on looking like one. She was right and I didn't understand it. 

One vicious argument comes to mind from when we lived in the New York  City metro area and happened the day after I went to a transvestite mixer. What happened was, I needed to show my identification card showing I was really a male to even get in. For the next couple of days, I was on a massive ego trip which led to a big fight with my wife. It led to her comment I still vividly remember when she said I made a "terrible" woman. I could not believe she could say it after I had almost been refused admission to a cross dresser party for looking too much like a woman. When I told her my problem with what she said, she promptly told me, she wasn't referring to my appearance. From then on, I was determined to find out what she meant. It was difficult to do because my wife did not particularly care for my feminine side, so I was on my own.

It was only easier when years later I was able to break out of my old male bonds and be able to finally play in the girls sandbox. Along the way, I had learned the power of non-verbal communication between women as well as surviving the effects of passive aggression when I had to guard my back from smiling faces. When I did, my mental health improved along with my self confidence as a transgender woman. I came to realize (with help from my friends) while I could never be a cis-gender woman, I could be a proud transgender person. I achieved my womanhood through a different path but I made it. My presence in the group just made it more diverse and nobody questioned me about my past.  

In order to do it, I needed to reverse years and years of male life. Moving like a woman needed to become my primary goal since I was never going back. Also very difficult was how I was speaking to the world. I did my best to mimic the women around me and even took vocal lessons for awhile. Eventually all the work came together and I became confident in my abilities to survive in the feminine life I had always dreamed of. 

Mom Approved

Image from Kelly Sikkema
on UnSplash

 
Very few transgender women or trans men have the benefit of an approving Mother. I can't imagine my Mom ever providing me the fashion or the help to become the girl I strongly wanted to become. 

My parents were members of the "greatest generation" who went through the great depression and WWII. Both of those major events certainly shaped them into individuals who were strong on providing for a family and weak on emotional support. Which was exactly what I needed. My Dad's family was very male dominated and my brother and I were expected to follow in his footsteps. Wanting to be feminine at all did not fit in to the advance family plans my parents had for their eldest son. I was expected to grow up, go to college and marry into my social class or higher. Quickly I was discovering, I had different ideas.

Even though I was busy playing sports and working on other male activities. I can't say I excelled at any of them but I tried my best. One thing is for sure, I was on my own because there was no way I could ever bring up my true gender feelings to my parents. Especially my Mom, who often took the lead in raising my brother and I. So, I was solidly hidden away in my dark lonely closet until I could break out much later in life. 

Through it all, I still sought out my parents approval. My Dad was very difficult to out due because he was very much the stereotypical self made man. He built his own house and rose to a bank VP position with a high school diploma. He served in the Army Air Corps in WWII, so at least my military duty in many ways corresponded to his. My brother on the other hand thanks to a high draft number, never had to serve at all. It took until I was out of the Army for me to try to come out to my Mom. One night after drinking with my friends, she was waiting up for me (before I could move out into my own place) and I blurted out I was a transvestite. I don't know what kind of a reaction I thought I would get but it was anything but the negative one I received. She recoiled and immediately volunteered to pay for therapy which in those days was the approved method for dealing with gender dysphoria. I basically said go to hell and that was the last time it was it ever brought up to her. And I never came out to my Dad either before his death at the age of 86. 

It took my daughter to break the chain of family disapproval of transgender issues and help with our over all family mental health. Growing up, my oldest grandchild (a girl) kept showing signs to my daughter she was having issues with her gender. When she was mad at Mom, she would say things such as what if I liked girls instead of boys. Since all three of my grandkids knew I was transgender, threatening my daughter with gender issues was pointless. Now my eldest grandchild goes by the "they" pronouns, has a partner and goes to The Ohio State University. Needless to say, I am so proud of my daughter and her family. It shows how much can change in a generation or two in a family. 

Even though my Mom never approved of my feminine soul and I never had her input on my cross dressing desires, I understand now she was just a product of her generation. During her later years, she was a little difficult to deal with, so as I said, we never discussed my gender issues again. I wish now I would have given her the opportunity. 

To make up for it, I adopted her first name as my new legal middle name when I changed my gender markers years ago. It was the best I could do to bury any lingering resentment I may feel. Maybe somewhere now, I am Mom approved as the daughter she never had.   

Tearing Life Apart

 

Image from Darius Bashar 
on UnSplash

Sadly, before many things have a chance to change, you have to tear them apart and then reassemble the parts. 

In order for me to pursue a life as a transgender woman, it was necessary for me to essentially tear down my past male life and start all over again. This was painful for several reasons. The main one was I was giving up all the hard work I put into to surviving in a male world. Secondly, I needed to fight the male in me completely because he was totally fighting any gender change which was happening. 

It all started when I left the mirror as a novice cross dresser and went into the world. I learned the mirror was an easy challenge until I faced the public. Primarily because the mirror didn't move and neither did I so when I may have stumbled on the perfect look with my makeup and fashion, it all had to change when I needed to put it all into motion. Was I walking and talking like a woman? The whole process caused me extreme gender confusion when I was trying to separate the days when I was a trans woman with the days I was in my everyday working life as a guy. Perhaps the biggest problem I faced was dismantling one life and beginning another in the middle of the entire transitioning process. I felt everytime I was successful in public as my novice transgender self, I had to stop and return to a male world I increasingly didn't want anything to do with. 

Even though, I was risking all I had worked for in life including a loving wife and family and a good job, the fact still remained I thought I was living a lie. I just couldn't keep living a lie and continued to tear down my old life and prepare myself for a possible dream scenario where I could possibly live as a fulltime transgender woman. The entire process was cruel and unusual punishment to me and destroyed my mental health until I could get it restored much later in my life. In the meantime, I needed to find ways such as diverse gender mixers I was going to, to try to feel better. It seemed everytime I attended a party made up of everything from cross dressers to transsexuals, I learned more about myself and where I fit in to a new expanding LGBTQ community. Primarily the new term (transgender) which seemed to fit me the best. 

As I was busily considering tearing down one life, I had other serious others issues to contend with. Such as my sexuality and how was I going to be able to communicate in a new world as a trans woman. It turned out, I was overthinking the whole process and destiny would come along to answer my most pressing questions. You regulars know the story of how I found and was adopted by a small group of cis-gender women who taught me the basics of communication and how to conduct myself in my new world. And then there was my wife Liz who rescued me from very dark times, took me in as my authentic feminine self and eventually married me.

It has been such a long trip from standing cross dressed in front of the hallway mirror growing up and the ups and downs of tearing one life apart to start another has been scary. But eventually I made it.