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.

Losing Through Winning

 

Image from Humphrey Muleba 
on UnSplash. 

Sometimes during our lives, we have to lose to send ourselves forward into a better place.

It seems, transgender women and transgender men have so much more to lose when they transition across the gender border. As I often mention, we have to consider spouses, extended family, friends and employment as we grow into our unique authentic selves. I spent years in anguish trying to determine what to do about the two women fighting about my life. I mean my strong inner woman and my equally as strong wife of twenty five years, both of whom, I loved dearly. 

It turned out, the only loser was my male self, and he was not going down without a fight. When I was stuck between genders, my mental health suffered greatly. Even leading me to a suicide attempt when I did not think I could make a decision and could not take it any longer. I was attempting to live my regular working life as a male and the rest of the time as a transgender woman, and it was tearing me apart. The gender nightmare I was going through, I would have not wished on my worst enemy.

Finally, I decided I needed to lose one of my genders attempting to run my life. Due to an ever increasingly deep down feeling I was doing the right thing; I chose to go deeper and deeper down the gender rabbit hole and pursue my transgender womanhood. When I did, an unbelievable exciting, fulfilling new life opened for me. All of a sudden, I was being invited behind the gender curtain to girl's night outs and even accepted a gift from my daughter to have my suddenly longer hair styled at her upscaled salon. Looking back, I think my hormonal estrogen level increased significantly that day due to osmosis. Suddenly I learned why all women value so much their time at the beauty spa's. I was learning again why I could never go back to the male world I was losing.

As I looked around, what else did I have to lose? My wife had passed away, I closed my restaurant, lost most of my close friends to cancer, so I had nothing but a temporary fast food managerial job I hated to get me by until I could take an early retirement. Plus, I was on gender affirming hormones (HRT) by then, and my body was femininizing fast. My wins were rapidly overtaking the losses in my life. 

During the space of approximately five years, I had walked through the gender door perceiving I was little more than a parttime cross dresser and came out the other side as a full-fledged happy transgender woman. My male self-had totally lost and it was time for me to enjoy the win with my new women friends around me who taught me more than they ever knew about valuing myself. 

As with the rest of you who have gender transitioned, or are seriously considering it, I am sure I don't have to tell you what a big decision it is. First you need to accept yourself, then see if others will accept you too. Once you do, you can begin to win and put your losses behind you.  

I Was Ready but Was the World?

 

Image from the Trolley Stop, Dayton, Ohio

It took me years to understand and accept my transgender womanhood, but once I did, what was the world going to think.

Once I had worked very hard to cross the threshold into being able to put a reasonable effort into presenting as a woman, the difficult work started. Even back in those days, I was able to learn basic tricks to take a good-looking picture but then I found putting the picture into motion was the problem. The whole scenario presented me with big new challenges, The largest mistake I made was underestimating how quickly the world would want to communicate with me. All of a sudden, when I was going out to be by myself, someone (usually another woman) would invade my little world. Which was suddenly growing rapidly. Initially, until I grew used to it, just trying to look another woman in the eye and talk to her was a real challenge.

I started by merely trying to mimic the tone and sound of the person I was talking to, then took femininizing vocal lessons to aid my efforts. I discovered quite quickly, I was more ready for the world than I thought. I found putting too much effort into communicating with a stranger could be a turn off and too little interaction could come off as being bitchy. So, I needed to be careful and usually let the other person lead the conversation. 

For the most part, I found the world was ready for a stray transgender woman just learning her way. I even was able to converse with several other women I met regularly in venues where I was a regular and so were they. I was amazed I had such an easier time talking to them woman to woman than I ever did as a man. One venue in particular in my world was a tavern called the "Trolley Stop" in Dayton, Ohio. It was/is the oldest continuing tavern in Dayton and I quickly became a regular of Gabby the daytime bartender. I knew from previous experiences, having support from the bar staff was key to my overall acceptance. So, I did my best to be friendly, spoke only if I was spoken to, and tip well. Being accepted in the Trolley Stop helped to really expand my world as a transgender woman and prove I was ready to do it. To make matters even better, the Trolley Stop even hosted a lesbian mixer every month or so and I enjoyed good times there as well. 

All of a sudden, the more I was out in the world as a trans woman, I proved I was ready to make it completely in the new universe I was in. It turned out to be one of the most exciting and satisfying times of my life. I was interacting and communicating with others. When I did, I made a whole new circle of friends (mostly women) I write about frequently. They provided me with the building blocks I needed to find my gender dreams. Once I had the solid foundation I needed, the rest was easy and fulfilling. Especially to my long hidden inner feminine self who had been punished for my entire life.  

  

Gender Lighthouse

 

Image from Juan Gomez
on UnSplash.

As I grew older and more in touch with my possible transgender womanhood, it often seemed to me to be a distant light at sea in my life. 

In fact, I equated my brief encounters with gender euphoria as moments in time when I was hopelessly adrift in a huge sea of life around me. I was rowing my little boat as fast as I could against a strong current, I mostly did not understand. Long ago, my gender notebook had been washed overboard, leaving me on my own to understand a new and exciting feminine world. 

As I was stuck rowing in circles in my shrinking male world, faintly in the distance, I could see a lighthouse which would ultimately show me the way to gender freedom. As I kept on against all odds, the light grew brighter. The entire ordeal was difficult, and I needed to battle tons of self-destructive behavior on my part to just survive at all.

Plus, through it all, my mental health suffered terribly. Since I was already diagnosed as being bi-polar, the last thing I needed was gender dysphoria to worsen my condition. Worse yet, I tried to self-medicate my problems with too much alcohol. Which ultimately caused me to lose my way more dramatically and take more self-destructive chances. I was taking my eyes off the lighthouse, and it was fading away in the distance. Just in time, I was able to regain my equilibrium and was able to set my eyes firmly on the light again.

I was able to get out of my boat and try the world at its best and worst. As I said, my feminine workbook long ago disappeared and I had to go it alone. As I mentioned in my last post, out of sheer good fortune, I was able to work my way out of potentially dangerous situations when I could have hit the rocks in my little fragile boat. I reacted to the experiences as surviving points on my gender learning curve. I resolved to learn from each one and keep my eyes on the light which was slowly becoming brighter. Maybe, I could achieve my dream of transgender womanhood after all. 

For a long time, the person who kept the key to my dream was my second wife who told me on occasion to me to be man enough to be a woman and being the pretty, pretty princess just was not going to be enough to make it. The problem was, she made me figure out what she meant, and it took me years to do it. I needed to wait until I had rowed to shore on the feminine side of the beach and found my way behind the gender curtain by learning lessons cisgender women grow up understanding from lifelong lessons. Or the pretty, pretty princess better learn how real women live in a world they control. I started to dress to blend in with other women on one hand and how I lost intelligence in my conversations with men on the other. Very quickly, I grew tired of being "mansplained" on the very simplest of topics. 

Once I found the lighthouse and made it to shore, the hard work started, and I needed to learn how to communicate with the world, one on one. Nothing told me, my communication efforts would be mainly with the women I met in the world as most men mainly left me alone. I knew most of the women started the conversation because they were curious what I was doing in their world. I did not really care because I was learning what I needed to know to keep my boat on the gender beach. 

Thanks to the world of women I encountered, I found the lighthouse at the end of my search and was able to find my way in a new world as a transgender woman.

Why Not Me?

 

Image from Danielle
la Rosa Messina on
UnSplash

Going through life, I was very insecure concerning many things.

I always had a difficult time excelling at all in things such as sports because I was so insecure about winning. If I did not, which was common, I could run home and hide behind my makeup and pretty dresses and pretend I was a girl and all the pain of losing went away. Then, the more I cross dressed, the insecurities began to sneak in there also. Was I presenting well enough and how would I ever know if my only contact was between me and my mirror. I thought I looked presentable, but would the world agree and what if I looked like a clown in drag.

It took me years to even acquire the basic wardrobe and fashion I needed to even get myself a fair shake with my feminized presentation. All along, my lifetime dream was to be a woman, and I was so far away. I did try to make an excuse to cross dress and come out to a friend once, but it was a dismal failure when he was embarrassed and turned away. The whole experience sent me running back to my gender closet and slamming the door. I did not know what my next move would be.

Life went on for me and the desire to possibly living my feminine dream never went away. In fact, it became stronger and stronger. When I could, I made "investments" in better fashion, wigs and makeup which really helped me advance my overall presentation. As I did, I gave the public another try to see how I faired in the world out of my closet. I needed to put aside all my insecurities, gather up all my courage and give it a go. 

Initially, my path was a bumpy one, full of false stops and starts. I was flying blind with no handbook to help me, and it showed. During too many nights in failure, I had to run home in tears wondering if I was on the right path at all. Somehow, the faint voice of my inner feminine soul could be heard telling me not to give up as there were better times ahead. I listened, pulled up my big girl panties and managed to move forward as I discovered a better life as a novice transgender woman. 

I discovered the best way to combat my insecurities was with confidence. I resolved to never let the world see me sweat. First, it would ruin my makeup and second, if someone had a problem with me, it was their problem, not mine. I had put an incredible amount of time and effort into being the new transgender woman I was becoming, and I would be dammed if I was going to give it up easily to some bigoted transphobe. All the years of losing weight, learning makeup and skin care just could not go to waste as I chased my insecurities about living fulltime as a transgender woman. 

Still, I wondered, would I ever be good enough to join the world of women and would it be what I expected it to be. 

Unexpectedly, I received a giant push from women friends I found and cherished. With their help, I was able to put my insecurities behind me and become a part of a world I had only dreamed of. Why not me, became you can do it and I succeeded in my path into transgender womanhood. 

Creating Gender Tension

Image from Tim Mossholder 
on UnSplash.

 
I am aware of the natural tension which goes on between the binary genders of male and female. 

I am also aware of the added tension which goes on when a transgender woman or trans man tries to cross the gender frontier to live on the other side. For me, at least, the tension became ridiculous and ruined my mental health which was already fragile. Before I was diagnosed with gender dysphoria, I was diagnosed with being bi-polar also. At the time, the diagnosis seemed to be a double-edged sword because I was wondering why I suffered from deep mood swings and blamed the swings on my gender issues. When I found I had deeper mental health issues, in many ways, it was a relief they were not tied in with my cross dressing. On the other hand, ideally, I could treat being bi-polar with medications and move on with my life.

My worry was any future therapy I might seek out, would involve the therapist attempting to tie my mental health in with my need to be a woman. Even though it was true, my gender needs did conflict with my mental health and cause tension, they were both separate entities and needed to be dealt with separately. I was fortunate in that I had two long term therapists who agreed with me, and I was treated as such.

However, my gender tension never went away, and, in many ways, I just learned to live with it. What I did was, resort to what I did when I was younger and try to cross dress my way through my transgender life. Predictably, when I was cross dressing, life was good and when I was not cross dressing, it was not. I was mean and tried to take it out on the world around me. I became so mean on occasion; I lost a job because of it. What no one understood was, I was being tougher on myself than anyone else. In typical male fashion, I was internalizing my feelings until they exploded. I even used therapy as a crutch with my second wife who had to put up with me. The best way for me to explain it is, I would never quite tell my wife what my therapist said. The prime example I can give you is, very early in my sessions with a certified gender therapist, she told me there was nothing to do concerning me wanting to be a woman. Sooner or later, I was to just have to follow my instincts.

There was no way, I could tell my wife that when I was supposed to be undergoing therapy to save our marriage. So, I ignored what the therapist told me and predictably, the gender tension continued and even became worse. I did my best to tread water and try to live a life divided between being a man part of the week and a trans woman when I could the remainder of the week. It nearly killed me as I tried my best to maintain an impossible life. My best was not good enough and I attempted an ill-fated suicide. When I woke up the next morning after taking all the pills I had and chasing them with alcohol, self-preservation kicked in and once again I made the wrong decision and resolved to purge most of my feminine fashion and make up, then go back to my male life. 

We all know the majority of gender purges don't work. Certainly, it did not work for me, even when I grew a beard to satisfy my second wife that I was not doing anything related to cross dressing at all. Once again, my gender tension rose to a very ugly level, and I was very unhappy. Little did I know, my life was due to change in a very tragic and dramatic way when in approximately six months, my wife passed away from a sudden heart attack. 

The life changing experience led me back to my feminine self and I never looked back. When I did, the gender tension I was suffering from disappeared and I felt free.  

Nobody Understood

 

Virginia Prince

What really hurt me when I first realized I had gender issues was when I had no one to share them with. I was all alone with my problems, or so I thought.

I lived in fear of discovery all the time from my parents or my slightly younger brother. Even then, I knew discovery meant an unpleasant trip to a psychiatrist. The closest friend to me who may have shared a few of the same feelings, ended up moving away. With him, both of us were allowed to experiment wearing his mom's old clothes and putting on her makeup. It was the closest I would ever come to having anyone to share my true life with. Ironically, we never talked about the cross dressing we were doing. We just did it. 

As I said, my friend and his family ended up moving far away and years later, I often wondered if he had any gender issues too which stayed with him. Plus, as I always point out, I spent my youth and the years leading up to college in the information "dark ages", or the time before the internet became so popular along with social media. All I had was my cherished copies of Virginia Prince's "Transvestia" publication to get me by. At the least, "Transvestia" showed me there was a community of others with the same gender leanings I had. Also, in my well-worn issues I saw meetings or mixers within driving distance of me which I could go to. I was excited when I learned I could actually meet other self-proclaimed transvestites in person. The problem was, once I learned I could meet them, was I brave enough to do it. 

You all know, I was brave enough to meet them but then I encountered another problem. No one at the mixers still seemed to understand me. I was too much of a woman for the cross dressers and not enough of one for the transexuals. This was back before the transgender term and meaning was even used and popularized, so once again, I was stuck with no one to understand me.

Finally, the world began to catch up with me and I understood where I was when it came to the cross dresser - transgender community. Even better, with the help of the internet and social media, I began to stay in touch with others with similar views. Suddenly, in many ways, everybody had some sort of an understanding about how I felt. It may have taken me a lifetime to do it, but I made it into the only community who knew what I went through.  

Maybe the problem with the world as we know it these days has been influenced by people who have never met a transgender woman or trans man at all. To understand a trans person, it certainly helps to have followed a similar path. Even briefly. 

In recent years, I went from no one to understand me to having a whole group of people who have not taken the time to even accept me on a basic human level. It seems, I have gone full circle to arrive nowhere. 

Down the Rabbit Hole

 

Summer Image, JJ Hart.

Over the years, I began to sink rapidly or was stuck in an increasingly large and deep transgender rabbit hole.

Sadly, I did not have the information I needed at a young age to help me to understand I was much more than a boy who preferred to dress in girls' clothing. I just knew I was not satisfied with cross dressing in front of the mirror on the rare moments I was alone. I always had problems with what I called the gender roller coaster, or I was up when I cross dressed for a couple days before I crashed to the depths of depression and daydreamed my life away thinking of the next visit, I would have in front of the hallway mirror. 

Only one of my thoughts was for certain, I was falling down a gender rabbit hole which I could never return from. For many years, I thought I would possibly grow out of my gender issues, and they could possibly be a phase. Of course, wanting to be feminine in all aspects of my life, was never just a phase and just grew stronger as I aged. 

It turned out, the older I became, the fonder I became of my rabbit hole and wanted to stay there. When I did go out, I was like a real rabbit, cautiously surveying the world for predators. It was not until I began to arrive at a financial point when I started to build confidence in my cross-dressed presentation, did I begin to enjoy my trips out of the hole and into the world. 

It was about this time too, when I began to expand my rabbit hole. I needed more space for my wardrobe and wigs of course. Not to mention the mental room I needed to grow into the person I was becoming. Once I saw the light of my new gender day, there could be no turning back. The light felt so good and so warm; I was loving my new life. 

I ended up forsaking my gender rabbit hole for a new universe of women. To be truthful, it was the most difficult experience of my life. Since I had left my old comfort zone of white male privilege, establishing a new base was difficult in my new transgender womanhood. I had dug my gender rabbit hole so deep; it was difficult to find my way out. 

Sadly, I see too many transgender women and trans men who are stuck in their gender holes. Especially, in the current negative situations we are living in right now, I understand why so many LGBTQ people want to stay out of the public eye. It is just a shame we need to do it.

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.

What is the End Game?

 

JJ Hart, Woman in Red.

Wow! My journey was a long one to transgender womanhood where I always thought I should be. Nearly fifty years from being a part-time cross dresser to fulltime transgender woman. 

The problem was getting there, because the end game scared me so much. I was in my own gender quicksand and could not seem to get out. I had no dashing cowboy riding up to rescue the damsel in distress. I was on my own. So, I persisted through countless days in front of the mirror or combing through thrift stores searching for just the correct fashion statement.

The more I learned about my feminine self, the more I realized how strong she was and how I needed to protect our relationship. The more I did, the more I began to see the end game could be in sight, if I wanted it bad enough. I knew the possible pain of giving up family, friends, spouses and employment to see the end game in person. The problem was, I was gaining more and more experience in my feminine life and every time I did, I did not want to go back to my unwanted, boring male self but I did. Over and over again until it wrecked my mental health and almost cost me my life. 

Still, I kept my eye on the goals I had set which brought me ever closer to my end game of living life as a transgender woman. Along the path I had set for myself, I still had very real doubts if I could do it. I also found out quickly, just daydreaming my life away about being a woman or cross dressing in front of the mirror was not working anymore. I needed to get out in the public's eye and live to be certain I could do it all if I needed to. 

Spoiler alert, I needed to learn all I could to survive in the very competitive world of women. I thought men were bad, but women brought a whole new intensity of competitiveness to their world with other women. In order to survive in the girls' sandbox, I needed to bring a whole level of intensity myself to keep up because on occasion there was quite a bit of kicking and scratching going on behind my back. Once I adjusted to the new world I was in, I was OK after all the scratches on my back healed. Plus, I always kept in the back of my mind, I needed to be better than the average cisgender woman to survive. Mainly because I had so much more catching up to do and I never wanted to get discovered presenting the least bit as masculine. If I ever did and slipped back into old habits, I would have to work so much harder to regain my place in the world as a trans woman.

As I did, I found I naturally was fitting into my authentic life, I found myself at a crossroads of gender. Most importantly, at the crossroads I could see what my end game was. Since I was increasingly thriving in my transgender womanhood, I saw no reason to go back. When I did, a huge weight was lifted off my shoulders and life was livable again. 

I had found my end game was achievable and when I did, all things were possible.  

Opening Transgender Doors

 

Image from Sara Darcaj on Unplash.

To me, life is a process when we are born and doors open and when you die, and doors close.

For transgender women and trans men, sometimes the process is more intense. Depending upon where you view yourself in the gender process, we go through a series of doors until we reach our dreams. On a personal note, I think I went through at least three or four transitions before I arrived where I am today. The first realization I had was when I was quite young and understood when I looked in the mirror cross dressed, it was only the beginning. I wanted to do so much more than just look like a girl; I wanted to live her life also. I equated it to the problems I had with my gender roller coaster. When I was able to dress as my feminine self, I was satisfied and happy, for a couple days until I became depressed and moody again. Looking back, I equate the process with knowing I was transgender but back then, the information on being trans just wasn't available.

My second big transition came when I learned I did not have to wait another whole year between Halloweens to test the world as me. I was desperate not to have to wait a whole year before I could learn again the feminine lessons I needed to move on to my next major transition. I refer to it quite a bit as the time I suddenly realized I wasn't a part-time cross dresser at all, I was a much scarier prospect, I was a transgender woman. A term which was just being known and popularized. I say scarier because accepting the fact I was transgender meant I needed to apply a deeper understanding to who I was on another level. Not just reapplying myself to more effective feminine presentations. Along the way, I had reached the point when I could blend in with society as myself, so I had the time and inner energy to move my life forward towards my dream which involved my next transition. 

The important aspect of my next major door to go through was the simple knowledge I could indeed establish a new life on the other side of the gender frontier. Confidence was everything as I decided to knock on the door of gender affirming hormones. I bravely sought out a doctor who would prescribe my minimal dosages of the meds until he could see I had no adverse problems. At that point, it was obvious to me my body had taken to the new hormones in a very unprecedented way. It was as if I should have been on the new treatment all my life. 

In turn, the changes the hormones made were nothing short of amazing. I could and have written entire blog posts on the hormonal subject and what it meant to me. At the least, all the doors I was able to go through in my life, made life much less boring and interesting. Just wondering what would be behind the next door was scary but exciting since changing genders into what you always should have been, made life worthwhile for me. 

Without doors to encounter, my life began to slow, and I had a chance to enjoy my true self thanks to new friends I had made. Along with my desire to see what is behind the next door.

No Struggle no Progress

 

Image from UnSplash.

Basically, when it comes to doing anything really important in life, to progress you need to struggle.

As far as being transgender, often it seems our struggles are impacted. First of all, most of us are not blessed with any natural feminine characteristics to work with. At least, I did not think I had any except perhaps my legs which often ruined my fashion sense when I tried to focus on my legs and not try to cover up my wide torso and broad shoulders. I struggled with my overall image until I got it right and I began to blend in with the public at large. 

Far more important to me was the mental struggle which went along with my journey to transgender womanhood. For the longest time, it seemed as if every step forward I achieved in the world as a novice transgender woman was met by taking three steps back. Or when I thought I had conquered the world of high heels, I would catch my heel in a sidewalk crack and break it. Who knew you had to put so much work into being a girl and it was only the beginning. 

Along the way, my life became a battle between two genders and for the most part, the battle destroyed me. Especially, my already frail mental health since I was already diagnosed as being Bi-Polar, I did not need any other problems I never asked for. Regardless, life moved on as I tried to roll with the punches. I was cross dressing as much as I could while at the same time, I was trying to live a life as a successful man. I managed to stay married to the same woman for twenty -five years while at the same time making good progression in my employment career. Sadly, I was stubborn, and struggle was all I knew as I lived my life. If I would have ever relaxed and looked around, I would have seen much of my progress came from just running from my problems and not facing them. My wife said it best one day when we were locked in yet another brutal argument. She said, why did not I be man enough to be a woman. The logical answer to the question was, I simply was not ready and still had a lot to learn before I jumped the male gender ship and began to live as a transgender woman. 

Very soon, my struggles reached a critical tipping point where progress was becoming the norm. I was reaching the point where I could be man enough to be a woman out of sheer determination. Sadly, by this point, my wife had passed away, so she never had a chance to meet the woman I had become. Again, I needed to struggle through a new reality of being alone after all of those years. It did not take me long to turn to my feminine self for help. In fact, the last date I had set up with another woman as a man was to an outdoor concert. At the last minute, the woman backed out, so I did the next best thing and took myself. My feminine self-had a great time and I never tried to go out with a woman as a man again.

As I began to see and reach my potential as a transgender woman, my mental health improved as well as my life as a whole. When it did, my struggles went with it.

And Then he Was Gone

 

JJ Hart at Club Diversity
Columbus, Ohio

It took me nearly a half a century to rid myself of my male self and begin living as my authentic feminine self.

Even though much of my progress towards my gender goal was physical, much was mental also. The physical part I am referring to was the portion of my transition which revolved an intense period of time I went through attempting to judge my appearance in my own personal mirror. I was so into myself, my wife began to call me the pretty, pretty princess and told me I was ignoring what a woman really was. She was right and it took me years of research and struggle to learn what she really meant. 

As I learned, the more my male self-fought me as he did not want to give up any of his life and male privileges he had fought so long to earn. It seemed every small gender victory was hard earned until he was gone.

Perhaps the biggest factor against him was I felt so excited and natural in the new world of transgender womanhood I was creating. Surely, I was still having my ups and downs when I tried out the public when I went out, but the downs were becoming fewer and farther between. Plus, my amount of terror I was still experiencing as a transgender woman was decreasing by the day. I think now, the major reason was I finally made the mental decision to go forth in the world as a woman on my own terms rather than the part time cross dresser I had somehow portrayed myself to be. Some may say I was dealing in semantics, but the thought pattern was a revelation for me. 

As he disappeared, my female self-had no problems filling the void in my life. My long-buried woman self-had no problem putting her past behind her as she stepped out into the bright lights of a new world. I think having no resentment made her a better person people could relate to and like. In fact, I found many new people related to me as a woman than ever before as a man. 

Ironically, after a very slow start to the fifty years of gender discovery I endured, once I seriously started my transition. time went very fast. Perhaps, it was because every night I went out, I was learning so much new on not being just the pretty, pretty princess and finally experiencing what my wife told me about being a woman was all about. Or I was finally given the chance to go behind the feminine gender curtain into a world dominated by women. When I did, I found women ran their own world their own way without the help of men. During the girls' nights out, I was invited to I learned what was important to women and not men. Even along the way, I learned the power of non-verbal communication between women when one night I was warned away from an intoxicated man in a venue I was a regular in by a bartender I knew. With one look, I immediately went the other way away from him and was safe.

Finally, after so much learning and experiencing a new life as a transgender woman, I think my male self-saw the writing on the wall and decided he was done. When he did, a huge weight was lifted from my shoulders. It seemed carrying two people all those years took a toll on me, and I wanted out. 

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.   

Why Me???

 

Image from Paige Cody
on UnSplash

Earlier in life, when my journey into transgender womanhood was weighing heavily on me, in despair I would look in the mirror and whisper why me.

During that portion of my life as I was still learning the benefits of being a trans woman, I had not had the opportunity to witness the positives I could achieve. Perhaps, the positives are one reason a certain political group is dead set on erasing us. As always, the group has ignored the times in history when entire societies worshiped dual spirted or transgender members of their civilizations. Since I do have a degree in history, I often took the chance to do extra research on the subject in my spare time.

I also think outside TERF's or transphobic women do not trust us because we have spent time in a male dominated society enjoying male privilege. When in fact, we were not enjoying our experience at all and desperately wanted out.  As far as men go, so many are desperately hanging on to their frail sexuality, they become scared and bitter as they secretly watch their trans porn. Sadly, the men's frustration turns into violence towards the transgender woman the man wanted so badly. 

Perhaps the biggest thing I did not realize until I spent time in the public's eye as a transgender woman was how much both binary genders secretly value our knowledge of the world. I remember vividly the numerous times I was approached by other women dealing with man problems of their own. I found the other women really valued my insight into the male world. Through it all, I began to lighten up on my poor, poor pitiful me idea of life and began to see the benefits of living partially between the two main genders. Once I put being a gender victim behind me, my life brightened considerably.

The entire process went far beyond other women asking me about their men, all the way to me being able to increase my overall confidence in the new life I was living. Rapidly, my life was approaching a point of no return. The pressure was on to make the right decision on how I was going to live the rest of my life. I did not think the rest of the world could understand how badly I was torn by my gender decisions, so I did the male thing and internalized them. My mental health struggled badly until two things happened.

One of which was when my wife Liz came along and told me in no uncertain terms, she had only seen a female in me, and I should stop the remainder of life I was living as a man. The other was when I began HRT or gender affirming hormones. When I finally did begin the new hormones, my body took to the new regiment of meds as if I should have always been on them. 

Between the two, even the very stubborn part of me which was desperately hanging on to what was left of his old male life could not resist any longer. Overall, when I looked for my gender truth I found it. Why me? became my truth and when I accepted it, I knew I had done the right thing. My life became softer, richer and more colorful than ever before.   

To arrive there however I needed to pay my dues and learn many important lessons before I could move forward. 

A Trans Girl's Baggage

 

Image from UnSplash

Like many women, we trans girls carry a lot of baggage when we travel.

If you remember the old Paris Hilton commercials of her mass amount of luggage she brought along when she traveled, it reminded me of the size and number of bags we trans women have to have to transition from a male life to a feminine one. To the typical outsider, they think all we have to worry about bringing along is fashion and/or wardrobe necessities. When in truth, we know which wardrobe to bring is just the beginning. Examples are many and varied, often determined by when we decide to transition in our life cycle. Needless to say, an older transgender woman may have more aspects in her life to consider with family, friends, spouses and employment to think about.

In my case, I waited so long to enter trans womanhood, nearly everyone I cared about as far as family and friends went, passed away. I would not recommend it, but my method really simplified the process of telling my deepest darkest secret to others was made so much easier. In fact, I only had two family members to tell of my authentic life. My daughter and my brother which went half and half for me. My daughter remains a steadfast ally to this day while my brother and I have not talked in over a decade.

Thus far, we have only discussed the larger baggage items and not any of the smaller yet still important things we have to bring along with us as we enter a scary yet exciting new world. Such as, what would we do about the interests and hobbies we have built our male lives around. As far as I am concerned, what I always bring up is my lifetime love of sports. For years, I considered I would have to give up my interest in sports in order to transition. Because I knew so few women who were into sports.

Fortunately, the world around me began to change or I began to see more clearly what was really going in the world I was in. In other words, I began to see other women in the sports bars I was in as interested in the games as I was. It was around this time also when the National Football League began to market their product to women. It became stylish for me to wear my team's jersey into the sports bars I became a regular in. In addition, the other women I began to be friends with were sports fanatics.

All of this combined to make my path to my transgender womanhood so much easier. I can compare it to just having to bring a carry-on bag with me on a plane instead of a large piece of luggage. I was more secure and did not have to give up any of my interests I so enjoyed. 

Perhaps the only problem I had was when I talked to men. With them, I often had to dumb myself down when I talked about topics, I knew a lot about. One time, with a tow truck driver, I needed to finally act as if I knew nothing about the mechanics of the truck, we were in to satisfy his ego. It was my first interaction one on one with a man, so I was surprised how it went. Basically, I was forced to give in to him to just maintain civility on the short trip. The lesson I learned was one I kept with me every time I was with a man.

It turned out I had unpacked a whole new set of transgender baggage.

Master of Myself

Transgender Flag from Lena Balk
on UnSplash. 

Or would have it been proper to say, Mistress of myself?

Probably so, as one way or another, I really struggled to arrive at where I needed to be to achieve my goal of transgender womanhood. Often, I write about how many nights when I came home in tears following being laughed at by an unfeeling public. Looking back now, I have a difficult time wondering what kept me going along my gender path. 

I suppose the little flashes of gender euphoria I experienced kept me going. Such as when I was accepted in malls and clothing stores before I realized all the clerks were seeing was my money, not my gender. Before long, the more experience I put behind me as a cross dresser or novice transgender woman, slowly the path was smoother and the happier I was becoming.

Then there were the small mixers I went to in nearby Columbus, Ohio. When I attended, I was able to see and meet all levels of the LGBTQ community. From admirers to transsexuals to lesbians, they all were there. It was one of the mixers where I was cornered by a much larger crossdresser admirer who was trying to take advantage of me and could have until I was rescued by my second wife. It was also there when I had my first encounter with a curious lesbian, and we left the mixer to visit a bigger lesbian bar. At that point, I was still heavily questioning which way my life would go. What kind of a path was I on and did I control it at all. 

In order to gain control, the only thing I could do was try to gain more and more experience as a transgender woman to learn if I was headed in the right direction with my life. So much was at stake and the pressure was on to make the right decision. In the meantime, I continued to follow my path and learn if I could indeed flip my gender script and attempt to be truly happy for the first time in my life. Perhaps, discovering the truth about myself, would finally provide me the missing link I was seeking. Of course, just dressing to appear as a woman did not solve the problem. As I gained confidence in the world, the world wanted to know more about me. The whole process opened up a whole new range of life opportunities. Such as how was I going to learn to communicate as a woman, all the way to adjusting to a whole new world of passive aggressive women. 

Again, it took a while for me to regain control of my life. Of course, attempting to change genders into my authentic self was a seismic shift in my life. On one hand, my authentic self-felt so natural but on the other, the entire process was so scary. So, I took my time before I started taking gender affirming hormones, so I burned all my gender bridges behind me. Looking back now, I wish I had done it all sooner and taken better control of my life.

I did not however and ended up not transitioning until I was in my sixties. Once I did, there was no looking back and I became the mistress of myself. Finally.  

 

Never a Choice

 

Image from Mika
Baumeister on UnSplash

After all these years I still receive the comment of why I chose to leave my male gender behind and pursue transgender womanhood. 

Ironically, very few people removed from the transgender umbrella understand I never had a choice and spent nearly fifty years figuring it all out. Sure, there were brief moments of gender clarity which somehow, I refused to recognize. Then, as the years rolled by, I kept accumulating male baggage which became more and more difficult to consider leaving behind. Examples would be family, friends and jobs which being masculine depended on success. I was caught between having success as a male in a world I never really wanted. For the longest time, every time I was successful at something as a man, I fantasized if I could do it as a transgender woman. A stop gap measure which in the end just caused me more frustration. 

Plus, eventually, frustration turned into more gender pressure. The whole process turned me into a very self-destructive person. Along the way, I tried to tear down all the male successes I had built up. I drank too much, drove too recklessly and even tried suicide as a final solution to my gender pain. Finally, before it was too late, I realized my error. I never had a gender choice and attempting to live even a partial life as a male was a waste of time.

To make matters worse, I was very stubborn, and I attempted to hang on as long as I could in my transgender world by trying to live partially in both worlds, male and female. Slowly but surely, I discovered I could not continue to live that way. The more I learned about living as a trans woman, the more feasible a complete transition became to me. The whole process took me back to my earliest days cross dressed in front of a mirror at home when I realized I wanted to do so much more than just look feminine. I wanted to be feminine but my upbringing in a male dominated family was throwing up all sorts of roadblocks for my future. So, I learned what most men learn. To internalize my feelings the best I could. Which would lead me too much more serious problems later on in life.

The biggest problem was I was fighting the gender battle of my life. Regardless of what my male self was telling me about maintaining the status quo, sooner more than later I would have to face reality and know my gender was never a choice. I could not rest and enjoy my life until I finally made the ultimate decision. 

One lonely night as I was again pondering my future at the age of sixty, I weighed the benefits of both of the genders I was trying to maintain. In a blinding moment of clarity, I gave up forever any rights I ever had to a male life. 

It was the best decision I had ever made in my life. All of a sudden, this huge weight was lifted off my shoulders. From that point forward I decided to pursue gender affirming hormones and give all my male clothes away. Most importantly, I faced up to the fact I had never been a male except biologically which had nothing to do with my brain. I followed my brain and never looked back. '

Without the gender monkey on my back, I had a chance to live my life my way. The way I never had a choice of and took too long to realize it. 

Gender Harmony

 

My friend Racquel and her dog.

When asked when I first realized I had issues with my gender I began to tell the truth and say I had known forever.

In fact, my statements were only partially true. I knew something was wrong with me, but I did not know exactly what. When I was young, I knew how much pleasure I received when I dressed as a girl. What I was lacking was the knowledge of how much harmony I was missing by learning the aspects of living in two genders.

Over a long space in time of nearly fifty years, my male and female selves battled it out, which naturally created huge disruptions in my life. My already frail mental health was in shambles most of the time. Since I had already been diagnosed as being bi-polar by a therapist before, my gender issues seemed to be a bigger problem. In reality, both issues were working together to make my life miserable before I took action and did something about it.

I started with the easier one, my bi-polar condition. After I tried several medications, I found the right ones which I am still taking to this day. The much more difficult of the two issues destroying my inner harmony was my issue with my gender. Had I listened to my first therapist years ago when she told me there was nothing, she could do with me wanting to be a woman, I would have been better off. Maybe I would have been able to relax more with my issues and realize my transition into transgender womanhood was going to be a scary yet exciting journey I should try to relax and enjoy. Rather than fight and destroy my mental health as I did it. Plus, what made matters worse was all the people around me I attempted to make miserable too. Leading my second wife to even consider telling me to be man enough to be a woman. The problem was, back in those days, I did not have the feminine experience yet to do it. So, my miserable life continued.  Any sort of gender harmony seemed to me an impossibility.

During that time, I really set out to seriously discover what measures I would have to take to restore any sort of harmony to my life. Which essentially saved my life after a failed suicide attempt. I found I had to discover harmony or face losing my life totally. 

Initially, I was obsessing on my feminine appearance over any other aspects of being a transgender woman until my trans friend Racquel told me I passed out of sheer will power. Deep down, I knew what she was talking about. I was not and never would be the most attractive woman in the room, unless I could afford the expensive facial femininization surgery. Which I couldn't. It did not matter anyhow, since I had already decided to move forward in the world with the best possible appearance I could put together. 

Long story short, I found my path to a new life and am very fortunate to live as a full-time transgender woman. Racquel went on to several appearance altering surgeries and moved away so I have not seen her for years. I owe her for the honesty she expressed to me concerning my coming out experience. As my wife said too, there was so much more to a woman than just looking like one. Finding harmony with myself, enabled me to find harmony with others. I made friends in my new life and moved on.

I Never Felt at Home

 

Image from JJ Hart

Rarely, every now and then someone asks me when I knew I had gender issues. 

The answer I give everyone is I knew forever there was something wrong with me. I just did not know what. Plus, by the time I realized what was wrong, I felt as if I was alone in the world with my gender issues. I was very confused. As I grew through my teen years, I knew I wanted to be a girl but just did not see a path forward. 

Through it all, I kept searching for answers. I knew for certain I felt elated and natural when I cross dressed as a girl and never quite felt at home when I was with a group of males. I felt as if I was an outsider looking in. 

The older I became, the better I was at hiding my feelings. I tried my best to do all the usual male activities such as playing sports and working on cars. I played the male game well to hide my inner most feminine feelings but all along still felt like an intruder. It wasn't until I began to seriously explore my transgender womanhood did, I finally learned the truth, I was not meant to live a male life at all. As I recently wrote, I was stuck in some sort of a gender never-never land I was destined to never escape. I spent too much time pitying myself and playing the gender victim before I stepped up to face my problems.

In the meantime, the biggest problem I faced was deciding what to do with the increasingly immense amount of male baggage I was accumulating. After being discharged from the Army and finishing my second college degree, we added my daughter to the family, and I suddenly needed to become serious about beginning a career which I could support a family on. Then came the route I followed to a successful job I would probably have to give up if I transitioned to a transgender woman. As I advanced up the corporate ladder, at all the macho leaning meetings I needed to attend, I still felt completely out of place. No matter how successful I was.

Then there was the biggest piece of baggage of all which was my second wife. Although, she knew from day one I was a cross dresser, she drew a line in the sand when it came to any idea at all I was transgender and wanted to begin gender affirming hormones. She and my male self-formed a formidable pair when it came to any idea of me going any further towards transgender womanhood. When she unexpectedly passed away at the age of fifty from a massive heart attack, my male self-lost his strongest supporter and he just faded quickly away.

At the same time, I was building a new set of friends who happened to be women and lesbian and I had never felt so at home in my life. They embraced me for my authentic self while at the same time I relaxed and learned so much about womanhood from them. I never thought possible, life would ever be so fulfilling again since I was already sixty. It was well over a decade now and during the same period I met my current wife, Liz. 

Feeling at home for the first time in my life was the best possible feeling I could ever have.