Second Chances

Image from Mitch on UnSplash.

 
Very early in my final transition from male to female life, my wife Liz told me to make the most of it because very few human beings ever get the chance to stop their lives and start all over.

Her comment made me feel better and yet scared me more as I stared over the gender cliff I was looking at into what I perceived as my dream life. No matter how much time and effort I put into the final preparation into transgender womanhood, I still did not know the full extent of what I was facing. More precisely, I did not have any conception of the uphill battle I would be facing to leave my old male self behind. Once I was behind the feminine gender curtain on a regular basis, I discovered how much further I needed to go to be successful. 

 Following several (many) well documented mistakes in my presentation, I was able to successfully femininize my external male body to a point where I could blend in with other women in the world on a regular basis. I say external presentation, because my internal idea of who I was still presented a problem. It really wasn't until I began to take gender affirming hormones, did I feel as if my interior self was changing to match my exterior look. Very quickly, I began to feel differences to my emotions and for the first time in my life, I could cry tears of sorrow or joy. As the world around me changed, I could feel changes in temperature and even smell as my senses heightened.  Needless to say, I was amazed by the changes and so surprised as I waited for the next set of changes to set in. 

As with anything else in life, the gender changes I was feeling from the hormones began to slow down, and I began to settle into the new life I had made for myself. It all meant finding a new set of friends which I did who turned out to be a small group of lesbians who accepted me for what I was, a woman from a different path than them. When I did fit in, it meant my sexuality would not have to change to men which was successful for me and also meant I would not have to seek out a man to validate my existence. 

Once my new life got rolling, second chances did also. I was able to take an early retirement and live off selling most all of the vintage collectibles my second wife and I had purchased over the years. It all meant I did not have to worry about working another job where I would have to transition at. No second chances needed. 

Perhaps the most important realization I learned from my gender rebirth was, I did not need much direction. As suspected, my inner woman took over quickly and made all the difficult decisions such as moving in with and ultimately marrying my current wife, Liz. Between the two of them, I give all the credit for shaping me into transgender womanhood and making me into the person I am today. 

I Just Couldn't Live Without Her

 

Image from Brian Kyed
on UnSplash.

At a certain moment in my life, I had reached the point of no return where I was living with two women, the one inside of me and my wife of twenty five years.

The question remains, how did I find myself in such an untenable, precarious situation. The answer was, it was not easy, and I really had to work hard to get there. Decades, to be exact. Once I pulled myself out of the mirror, and put her into the world, I knew I could never go back to being a parttime cross dresser. I could never live without her.

Many times, I have gone through the many steps I took on my path to transgender womanhood. To provide you all with a more precise look at my actions, we need to go back to the years when my second wife was still alive. What I began to do was sneak out of the house when she was working cross dressed in the world just to see if I could. After a very rough beginning, when I was laughed at, I began to get my high-heeled feet on the ground and do better. So much better, I began to think my ultimate goal of living as a transgender woman on my own terms may actually be possible. 

From there, I began to spend every spare moment I had alone as who was to become my authentic self. I became so immersed in becoming a woman, I needed to concentrate on the times when I still had to be a man at work, or with my wife. The biggest problem I had was, deep down inside I knew which gender route I had to take to survive in the world, but I was afraid to face it. The fights between my wife and I became so bad, a couple times she just told me to be man enough to be a woman. I was not man enough to do it, but I was stubborn enough to keep trying to live a middle of the road gender life, which became impossible to maintain. My mental health suffered, and I began to be more self-destructive than I already was. All the way to attempting suicide one night.

Fortunately, I was not successful in my suicide attempt, and I proceeded down the same path I had been on before. This time taking my cross-dressing activities into my own restaurant and threatening my substantially good job. Again, deep down I felt if everyone knew of my deep, dark secret, I would be relieved of the hell I was living because I had to make a change away from the male life I was living. 

Just before my wife suddenly died, I made one last ditch effort to partially purge myself of my femininizing supplies. I went all the way to growing a beard, so at least I was telling myself I was making an effort to return to the male world. However, there was one big problem, I was miserable and about the time I needed to go back into my feminine world, my wife suddenly and tragically passed away from a massive heart attack at work. Through all of our problems, I loved her deeply and we were married twenty-five years.

I often wonder what would have happened had she lived. I think now, my internal female would have won out and I would have completed my gender transition. She would have won because I felt so natural in the world as a transgender woman. When it came down to which woman I could not live with, I would have had to have chosen the woman I should have been all along and hopefully patched up my life with my second wife. So, at the least, we could have stayed friends.

Is It Real?

 

JJ Hart. 

Every now and then I pause and reflect upon my transgender womanhood as it exists now. 

I mention often, the trials and tribulations I needed to go through to arrive at the point I am today. Similar to many of you, I went through my cross-dressing adolescence trying to shove my testosterone poisoned body into skimpy women's fashion designed mainly for teen aged girls in their prime. I would love to have back some of those days when I went out in skirts which were too short and tops which were too tight. Predictably, I attracted too much of the wrong sort of attention and had to hurry home in tears. It was real alright, and reality was no fun for me in those days. The only good thing which happened was, my inner feminine self-kept the pressure on not to quit the feminizing process and listen to her on how I should dress to face the world. Which was much different than what my male self was telling me. 

It was then I realized how different and powerful the gender world was I was seeking admission to. I learned firsthand what I had always known. Women run their own separate world oftentimes in a parallel universe to men. They have their own power struggles from cliques they form rather than the teams' men form. Perhaps, more importantly, I learned the power of passive aggression women use. Women are very good at supposedly losing the battle but coming back to win the war and a smiling face does not often mean acceptance into her clique. 

Before you think the learning, curve was all negative for me, there were plenty of positives to work with. A prime example was, I loved the passive aggressive games women played with me as I learned to have eyes on my back the whole time I was out in the early years. By doing so, I earned my way in to being able to play in the girl's sandbox. My ticket in, just happened to be from the women bartenders I came to know as a regular. From them, other strangers were able to see me interacting easily with the staff plus I was awarded rest room privileges which I desperately needed. I grew used to seeing the staff so much in one venue I went to, I was even invited to a girl's night out one time with a group of servers. Which (even though I was scared), I ended up enjoying immensely. 

The whole process was extremely real to me and more importantly, it all felt so real. It was like this is the way I should be living the whole time. I was developing a substantial feminine wardrobe and had venues to wear my fashion to. I felt for the first time in my life, I was living a real existence, and I felt so alive. It took me many years to try to live a male existence and just that quickly, I broke all the reliance I had in the male world and stayed in my new femininized world. 

It was real and I was so happy I had the chance to live it, but I need to say, the whole path had its share of bumps and emotional bruises. Plus, since I had so few believers in me, I needed to rely in myself. Often, it was a very lonely process when I went it alone. It wasn't until I began to believe in my inner female so completely, did I find out how real life could be.

A Private Journey

Virginia Prince

Being a young person with gender issues forced me into my own deep shell.

 Plus, the times I grew up in did not help. I battled having no real gender information in the times before the internet and social media. In fact, the first real indication I had there were any others who shared a similar desire to change their gender was when I discovered "Transvestia" Magazine and "Virginia Prince". Initially, I was so fascinated, I just needed to learn more.

My private journey became less private when I began to attend transvestite mixers, as they were called back then. From my well-worn pages of "Transvestia" I learned several of the mixers were within driving distance of me in my native Ohio. Immediately, I began to make plans to do the impossible dream and attend. I could not imagine what it would be like to meet in person, another cross dresser as I perceived myself to be. It all struck an emotional chord with me, and I could not wait for my first mixer. I felt, at the least, the event could help to get out of my shell and not be so private. 

Of course, I found out I was expecting way to much from my first meeting with others with gender issues. To start with, I was not prepared for the layers of participants at the mixer. Everyone from beautiful transsexuals to "cowboy" cross dressers with their hats and cigars. Somewhere, in between was me. Wondering where I should be in the group. All Virginia Prince and "Transvestia" told me was, I needed to be heterosexual in order to fit in. Prince never said anything about all the different individuals I would encounter. Long story short, I found I did not really fit in with any of the other attendees. Again, I was stuck in my own private journey.

Throughout my disappointment in not meeting more like-minded individuals to share my gender hopes and dreams with, I at least found a very few others I could socialize with. Better yet, they lived even closer to me in near-by Columbus, Ohio. One of the transsexual women had a very nice, restored home in a historic area of the city and regularly hosted her own mini mixers. Since I usually worked weekend nights, I could not make it to all of them, but the ones I could, I enjoyed immensely. 

On my visits, I even discovered others who were exploring their new gender lives as more than cross dressers since the new transgender terminology was still being explored. At the time, I knew I was not completely into, going through all the gender changing operations, but then again, if I could do it, I would love to pursue a trip into transgender womanhood.

Maybe I kept my journey private because I was just that type of person, or I just had never met many people I trusted with my deepest secrets. To this day, I think I can count on one hand, the people who know all about me. Even including my long-time therapist. My wife Liz used to harass me by asking me what we talked about, and I had a difficult time coming up with an answer. Even so, I am a believer in therapy, as it did help me to come up with coping mechanisms for my complicated gender life. 

As I look back, I have come a long way from the pages of "Transvestia" but not far enough to totally say I have ever left my private journey which was so completely embedded in me when I was younger.

What Came First?

 

Image from Alexander Grey
on UnSplash. 

Today was "patch" day, when I changed out my gender affirming hormonal estradiol patches, which I do twice a week. 

Every time I change out my patches to new ones, I think back to all the changes I went through when I first started years ago. Among other things, I remember how impatient I was to see and feel changes I hoped were forthcoming. I was also disappointed when I learned I would have to start on a very minimal dosage until the doctor and I could see if there were going to be any negatives to the treatment. Fortunately, there were not, and I was given progressively higher doses until I was finally assigned to an endocrinologist for more specialized treatment. At the time, the Dayton, Ohio VA Hospital did not have an Endo, so I needed to wait until they found me an outside provider for my care. After quite a bit of pushing on my part, the VA finally came through and I was set until they came up with their own Endo. Which I have to this day.

In the meantime, I was experiencing many significant changes to my body and surprisingly, to my mind. It was like my body had already been set up for the new HRT hormones and felt very natural with the changes. It is easy to write about the external changes I always mention, such as breast growth, hair growth and the overall softening of my skin. As I mentioned in a recent post, suddenly I was able to present better when I was out in public because I was able to wear less makeup and get my own hair styled and colored how I wanted it. 

Less obvious to the world, but more obvious to me were the internal changes I began to rapidly feel with the new hormones in my body. What came first was I was losing more and more contact with my old male self. I was losing my old testosterone edge and began to really mellow out. I went through puberty again and even experienced my first hot flashes as my body adjusted to the new femininized world it was in. Most certainly, my male self-had come first out of necessity, but the HRT allowed my feminine self the chance to catch up. I even learned women were not making it up when they were saying they were cold all the time, when my thermostat went crazy, and I was too. 

One of the only drawbacks I experienced was I needed to move up my life transition timeline, because changes were beginning to happen so rapidly. I could no longer wear most of my male shirts because of my new breasts and I needed to always be careful to tie back my hair when I was butching it up when I was going out. Also, my facial hair never really changed as I knew it wouldn't, but my body hair nearly completely went away, which was great.

As I said, there were no drawbacks when I left my male world internally. I never missed the actions of my male self who always seemed to be on edge. I became very introspective on what I was going through and could even began to be able to cry for the first time in my life. It was then I learned there were different sort of tears. Tears of sorrow and tears of joy were quite possible. 

I had no choice, my male self-came first and I ended up trying decades of cross dressing to fight him. But as I changed, gender affirming hormones were a huge part of it. In many ways, HRT was the deciding factor in finding my way into transgender womanhood. 

It turned out the second part of my life turned out to be so much more fulfilling than the first part. Even though I was frustrated at times that I waited so long, it was worth the wait. Especially when I learned the hormones did not change my sexuality. I was still attracted to women, and I found some were attracted to me as a transgender lesbian. It was all so exciting and new, I could not get enough of my new life and it did not matter what came first.

Let the World be your Classroom

 

Image from Aleksandar Andreev on
UnSplash.

It certainly is difficult to reach a space in gender time when you can relax and let the world be your classroom.

First of all, you need to acquire the confidence in yourself to view what other women around you are doing. Personally, I took the stairstep method on my gender path to finally acquire the stability I needed to grow into a stable transgender womanhood. Literally, for years, nothing seemed to come easy for me. I was very good at taking one step forward in my new world and then taking two steps back when I was rejected by the public. It was similar to the day when I thought I was on point with my fashion, makeup and wig. I was confidently walking down a mall sidewalk when one of my heels became stuck in a small crack in the walk and I almost fell. What were the odds? 

It was like the transgender gods were telling me I needed to keep learning and maybe what I just went through had happened to many other women in the past. I rapidly learned from then on to keep an eye out for any potential sidewalk issues. I was stubborn and slowly I kept acquiring the basics to stop looking at myself so much and begin to look around at what the other women around me were doing. They became my classroom at work where I worked with many women and out in the world with a group of strangers. Once I was allowed behind the gender curtain, I began to learn a lot. 

My first big lesson was women ran their world separate from men quite well. Women had their own forms of communication and style. The more accomplished women were the ones who were good at letting men think they were getting their way. I never really had to learn about dealing with men because the great majority of them left me alone. So, it was women I needed to worry about communicating with. Initially, I had few problems with other women because I was dealing with store clerks who did not care or were just interested in my money. It was not until I began to explore other facets of the world as a transgender woman did, I begin to learn the actual basics of looking another woman in the eye and talking to her. I even made it to the point where I initiated the conversation with such basics as a compliment on a dress or a piece of jewelry. When I did, I "broke" the ice so to speak and made it OK for the other woman to talk to me.

My second big lesson was there were actual alpha females who I knew from work. They were the ones who did an amazing job of balancing supervising others at work and still running a family at home. I realized, once I received a vote of support from an alpha female, I was in good shape. The whole process brought into focus how much I was able to learn from the women I worked with and secretly looked up to. I say secretly because I worked for a very male dominated company, and I did not have the support to provide the women what they needed to totally thrive. I simply was not that far up that ladder. 

As my classroom expanded, I began to write this blog, over a decade ago. Every once in a while, I go back and look over a few of my original posts. I noticed a big shift in the blog over the years. Initially, my posts revolved around how I looked and how I arrived where I was in life. On the other hand, currently my writings involve what is happening in the world now and how I arrived where I am now. Or, how I got to the point to stand in my gender space and be proud of it. What does remain constant here is all I set out to do was help others with the same gender issues I had. It just took a classroom to do it. Something I never considered when I was trapped in the dark confines of my own gender life. 

For the most part, I can now relax in the world and look around for any possible other reactions which are happily becoming increasingly rare. The classroom has gone full circle into a space I enjoy. I like going out to eat and even the LGBTQ peer support group meetings I attend virtually. They give me a chance to put on a little makeup and nicely brushout my hair. Every little bit helps in the world of a transgender woman or cross dresser. 

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.  

  

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. 

A Push versus a Dream

 

JJ Hart

I often describe my journey to transgender womanhood as the impossible dream. 

On the other hand, I cannot ignore all the pushing I needed to do to arrive at my goal. My pushing started at a very young age when I was first cross dressing in front of the mirror. To begin with, I needed to push hard to find hiding places for my exceedingly small, treasured collection of feminine wardrobe selections. I resorted to old boxes in the garage attic, all the way to a hollowed-out tree in the woods next door to our house. In trash bags. Anything to stay safe with my secret. I knew if I was exposed, life as I knew it would be over.

I did push on and survive so my dream was still intact when I went to college and then served out my time in the military. My military time was especially stressful as I needed again to carefully conceal any idea, I was feminine at all. Through it all, I needed to keep my thoughts centered on a far-away dream I had of being able to live as a transgender woman. Sadly, there were too many times when I did not see how I could make it at all. Especially when the Army was strongly reinforcing my manhood. 

As in many other facets of life, the Army came and went leaving me a sense of freedom of what I could do concerning my gender issues. My first marriage came shortly following my discharge from the military and left me still wondering about what was going on. My first wife knew I was a cross dresser and did not really care, so I was left on my own to make any gender decisions I might decide on. This was back in the late 1970's and there was very little information on even being a cross dresser available. Again, I was on my own until the computer became a reality, and I was able to reach out to others. I learned quickly I was not alone and began to push for more clarity in my life. I even was able to dream more frequently of being able to live as my authentic self.

Before I did, I needed to determine what my authentic self really was and push to get there. This meant going down a largely selfish road as I carefully checked my gender boxes. It took me years to figure it out until I was able to merge how hard I was pushing with my ultimate gender dream of a being a transgender woman. My authentic self which was revealing her-self When she did, she left no doubt on why I felt the way I had my entire life. Something was not quite right, and I pushed on to figure out what the problem was. In the meantime, I treaded water cross dressing in front of the mirror until I found the courage and confidence to try going public.

Each and every time I was successful at all in dealing with the world, my dream was re-ignited, and I started to push through or totally ignore any gender warning signs I encountered. Everything I was doing put me completely at odds with my second wife, who again knew I was a cross dresser but never wanted me to leave the house dressed. Not only did I break my promise to her, but I also went as far as beginning a whole new life. My new life rapidly became very important to me mainly because I was happier and the whole life felt so much more natural.

My lifetime full of pushing finally aligned with my ultimate dream of transgender womanhood. Destiny opened my gender doors at the age of sixty and I took complete advantage. 

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. 

Joy to the World

Image from JJ Hart Liz on right.

Gender euphoria is so wonderful to a transgender woman or trans man striving to present themselves in the world as their authentic selves. On the other hand, it is often very rare to obtain. 

The brief moments I experienced euphoria in the world when I first went out as a novice trans woman or cross dresser, kept me going but barely. The reason was, I suffered from huge bouts of  gender dysphoria which wrecked my life. It seemed every morning when I woke up and looked in the mirror, would I see the same old male I never wanted to be or somehow see behind him and view the girl I always dreamed of being. My dreams even reflected my gender issues when I would awake following a very vivid dream where I was the pretty girl. When reality set in, I was very sad.

It took me years to realize I could fight back against my gender dysphoria and do more to live out my dream of living as a woman. Years of sorrow when I failed became years of joy when I succeeded. Progress was very slow at first as I went out shopping in the world and sought out every mirror I could find to restore my faith I was indeed a presentable woman just minding her business in the world. When I discovered most people did not really care about me, my life became much easier and took quite a bit of the pressure off I was feeling. 

Still, I needed more. On every occasion I could, I was out the door seeking new places to visit as my new exciting self. I was walking the gender border and feeling the joy on some of the days I was successful and torment on the days I was not. My main problem was trying to find feedback with what I was attempting to do. The only time I did receive any response was when I went to the small, diverse parties I went to at an acquaintance's house in nearby Columbus, Ohio. From transgender admirers to inquisitive lesbians, I had a chance to meet new people in my world and see how I measured up to them. I knew I could never be a beautiful as a few of the impossibly feminine transgender women who attended but just maybe I could elevate my appearance to a feminine level where I could get by. The parties also proved to be the initial starting point of developing my own new personality as a trans woman, so they were very beneficial.

As I experienced the joy of being my true self, something had to give. Sadly, the something turned out to be my male self and my marriage of twenty five years to my second wife. Both of them suffered terribly. Naturally, neither of them wanted to lose any power. My male self was quite comfortable in the life he had built and my wife did not want to lose the man she married, so I was in for very difficult times. What happened next was my mental health went into a very steep decline. I did not know where to turn and at that time did not have a good therapist to fall back on. Then I resorted to the worst possible choice when I tried to internalize everything. By doing so, I made everything worse. 

I continued to go out as much as i could but ended up just forcing the gender issue and losing any of the joy I had previously felt. It wasn't until I decided to begin gender affirming hormones and transition fully, did I begin to reclaim the happiness I felt. 

Was it worth it? Sure as I finally achieved my dreams of living fulltime as a transgender woman. I just wish I had the courage to do it sooner. Or as my second wife told me a number of times when we bitterly fought...be man enough to be a woman. 

Trans Bucket List

 

Image from Pepe Nero on UnSplash.

On my way to achieving my version of transgender womanhood, I started my trans woman bucket list.

It all started on the fateful night when I decided to go out and mingle with a group of professional women as an equal. Not as a man cross dressed in their company to see if I could make it in their world. There was so much else at stake that evening because I knew if I was successful, I could never go back to just living my life as a man. 

Once I was successful, I began to think of  things I could accomplish as a trans woman to add to my bucket list. Once I was accepted as a regular in one venue, could I possibly add another to increase where I could go to add variety to my evenings. For the most part I was successful in being accepted. Even to the point of being thrust into a diverse small group of acquaintances I could regularly socialize with. The group included the sister of one of the bartenders, a lesbian, a couple men and an exotic dancer to name a few. All of this occurred before I met the transgender woman and two lesbians I socialized with on a regular basis.

Also on my bucket list at the time was how was I going to handle my sexuality with men. I almost found out when I became attracted to one of the men in the group. Or should I say he was becoming intrigued with me. All the way to him seeking me out on the nights when I was there all alone. I felt comfortable talking to him and even enjoyed his company before he switched jobs and abruptly moved away. It turned out there were very few men on my bucket list but even so, there were a couple which left a deep impression on me. 

Both of the men were met through social media dating sites and happened after I sorted through an amazing amount of trash responses. Because I was careful to meet any responders in a setting I approved of, we met in my regular venues I felt safe in. Both treated me with respect and I leaned a little of how it would be to interact with an interested man as a woman as I was wined and dined. It was terrifying and exciting at the same time. I still remember both dates and how special I felt but on the other hand, I never really lost my attraction to women. As impossible at it seemed to me at the time, I was headed towards being a transgender lesbian...if I could be accepted. 

I continued my quest for a new bucket list as I learned how to be a woman from other women. It seemed nightly I was learning new ideas such as I did not need a man to be validated in my new life. The lesbians I were around were both very strong and confident in their own right, so I could be also. 

Then, there was my relationship with my wife Liz which has been going on for over thirteen years now. I never though I would find another person who would be serious enough about me to want to build a relationship at my age. But I did and amazingly, Liz found me on a dating site defying all odds. 

Just when I thought I was done with my bucket, it became filled with happiness and I hope to keep it that way. 

It is In Your Nature

Image from Hannah Popowoski on 
UnSplash

Following my fifty year battle with my gender issues, I just gave up and went with what felt so natural to me and completed my transition into transgender womanhood.

It was certainly a long drawn out journey of self discovery. It was full of ups and downs as I gained my footing along with confidence as I learned to just be myself. Looking back, I don't know what took me so long. Perhaps I can blame it on my male self wanting to hold on to the lifestyle he worked so hard to survive in. He put up quite the battle before giving in. But give in he finally did. 

When I finally began to explore the world, I learned how much of it was run by women and in order for me to survive, I needed to get along one on one with the other women around me since men rarely showed me any interest as a person. Women on the other hand were curious why I was in their world and I was somehow valued for being there. Perhaps it was my honesty showing through, which I gained from jumping the gender border into their world. I don't know for sure but I loved the attention I was getting. 

It was in my nature, because I had always valued the women friends I had over the very few men friends I ever was capable of having. I just did not fully ever recognize why until I was fully allowed to play in the girl's sandbox. Before I was allowed in though, I needed to earn my way in. I had to show my true nature was feminine and I needed to learn the rules of a brand new gender game. For example, I found myself in a world where passive aggressiveness ruled and a smiling face did not mean it was a friendly face. Much different in the world of men I was used to. It all was more of a mental game than I was used to also as I tried to anticipate where another woman was coming from. Especially when I came down to interacting with their men. On a few occasions, I came too close and felt the claw marks down my back for doing so.

The whole process just made me stronger and more confident in the woman I was becoming. Quickly I felt as comfortable in the new world I was in as I learned how the gender game was played. Women are more apt to form cliques than men who form teams and instead of finding the alpha male for acceptance, I needed to find the alpha female who was running the clique and I was in. 

Once I was in, my life became so much easier. Primarily because I did not have to fight being two genders anymore and the inner woman I was hiding for so long had her chance to run the show. She took to the process naturally. The only thing she did not do was harass me about why it took me so long for her to take over. Which she had every right to do. More importantly, I found she was a good person and got along with people including the all important world of other women. Essentially I found I good set and enjoy the show.

Of course before I could enjoy the show, I needed to understand the process of how to blend in with the world as a transgender woman. It was difficult putting my old male ego aside and realizing I was never going to be the most attractive woman in the room, I could present well enough to survive if I had the confidence to do so. 

What I really learned was, it was all in my nature to do so and if I relied upon it, I would be fine.

Engineering the Envioronment

 

Image 
JJ Hart.

As I transitioned into an increasingly feminine world, I faced many difficult issues.

I was keeping very busy with all the new sights and sounds I was facing. It was all so exciting while at the time, all so scary. Here I was trying to survive in a new gender world I so desperately wanted. Basically, with no training as I was only a very serious observer of the world of women and was never allowed behind the invisible gender curtain. 

I found out quite early I needed to engineer my own environment. Mostly, as I said, I was flying blind and needed all the help I could find. I was immersed in losing all my old male privilege's. I survived losing a good portion of my intelligence and learned how to be mansplained on many levels along with changing how I viewed my own personal security. Instead of thinking I was safe in unlighted dark spaces, I began to look for safer well lighted areas. All lessons cis-women learn at a young age. 

Once I learned I could basically dress to present properly with other women where I was going, I began to engineer more places to go to test my future into transgender womanhood.  Sometimes I was successful and other times I wasn't, mainly because I chose the wrong venue to go to. For example, bookstores were more gender friendly to me than redneck bar venues where single women rarely ventured anyhow. It took several hard earned lessons such as having the police called on me before I learned my lesson and stayed in more friendly environments . Again, experiencing what cis-women already knew. 

Ironically my journey took me to the spot some call the impostor syndrome. It occurred at all times and without notice. Such as during girl's nights out and other times when I was succeeding in living in an exciting new world. It was frustrating when the feeling slipped in which was telling me I should not be there at all. Ruining the good time I was having. 

The whole process forced me into pursuing and engineering whole new levels of my gender existence. Once I thought I had controlled everything I needed to learn to live my life as a transgender woman, something else arose to prove me wrong. Communication as a trans woman with the rest of the world who were primarily other curious women became a strong focus of mine. If I could communicate properly with other women, I had a leg to stand on to survive in my dream life, without it, I had nothing' and the time and effort I had previously put in would go for nothing. 

I was never an engineer in anything else I tried in life so all of this was new and different for me. I was also a bit of a quitter when it came to finishing a project. Completing my journey into transgender womanhood was easily the most difficult and extensive project I had ever contemplated finishing. All along the process just felt so exciting and natural, I had the best and worst times of my life as I kept on going until I reached my dream goal.

Finally, I learned the environment I was in could be trans friendly for me.  Hopefully, in the new world we are facing in the future, we can maintain it.

Breaking the Gender Chains

 

Image from Arlem Lambunsky
on UnSplash.

For years and years I blamed myself for my transgender issues. 

I did not have access to the proper information to know otherwise. I thought somehow I was addicted to seeing myself in the mirror as a femininized person. The chains of being a male person weighed heavily on me. It was not until much later in life that I had the chance to learn I was completely wrong and I had never really had the choice to attempt to break all the chains which were restricting my life. All of this occurred in the pre-internet years and it was not until I bought my first computer did I finally began to see there were others just like me who struggled the same way in life.

At approximately the same time, I began to meet more and more diverse individuals in the new LGBTQ community. Primarily, I learned the difference between cross dressers and transgender women and men. Those involved in pursuing a life in transgender womanhood were much more serious than the average cross dresser who was actively embracing how they appeared as a woman. I was able to meet several impossibly feminine transgender women who embraced being a woman, not just looking like one. At the time I was intimidated and wondered if I could ever make the jump myself. Plus, I knew before I attempted such a radical move, I had quite a bit of work to do on myself.

I became the mistress of excuses of why I could not break my gender chains and move forward into the great unknown. What would I do about the remnants of my male life and what if anything would I do about my sexuality among with other important parts of my life. One thing I knew for certain was my desire to live as a fulltime transgender woman was more than an addiction because the process felt so natural and affirming. The entire process was stressful and damaging to my mental health because I was firmly stuck between the two main binary genders.  I would have not wished the stress I was feeling on my biggest enemy and the worst part of it all was  how I needed to internalize my feelings to the world. 

Life was so black and white at the time. Half of the time I was in the darkness of being chained to the wall of my old male life as I daydreamed of the lighter times when I could explore again and again the times I had as a woman. 

Through new woman friends and a good therapist, I was able to break out of my old gender chains and live my dream. Proving time and time again I was living the life I was meant to live. In no way did I have any lasting attraction to just wearing woman's clothes. The clothes were just a larger indication of how I wanted to live my life and were an external view to the world  which enabled me to open gender doors which were previously closed to me. 

I could not believe after the chains were broken and the new doors were opened, how much brighter my world became. Somedays I wonder if the wait was worth it. 

Cutting Through the Noise

 

The further I went along my transgender path, the more noise I encountered. 

When it was just me and my mirror, the noise was often very restricted and low. Even still, the message was creeping in , I  was dealing with  more than met the eye in the mirror when it came to me looking like a girl. However, what I was hearing stayed close to the same until I began to go out in public. When I did, the noise began to increase dramatically. Often, not in a good way. 

The reason was, during the times when I was failing at presenting any semblance  of a feminine person, the noise was deafening. It was telling me to stop my impossible dream of transgender womanhood and take the easy retreat back to an old male life I never really wanted but had succeeded in anyhow. I was used to all the male privileges I had gained. Long term, fortunately for me, I cut through the negative noise and continued along my gender path. To do so I needed to be patient and learn all the feminine lessons when they were presented to me.

The longer I tried to experience the world as a transgender woman, the more I wanted to do more. Which meant more noise I needed to cut through. Such as the guy who tried to attack me sexually at a mixer I went to one night in Columbus, Ohio. I was saved from a very bad experience by my second wife. She made me pay by mentioning how I was dressed invited the interaction I had. Mega noise in the house began after the incident.

There were other examples I have written about and some I haven't as I traversed the path to my dreams. Too many nights going out just to be alone when I was already too lonely to start with. On those nights I muted the noise mainly with extra alcohol which proved to be a temporary fix to my problems. Little did I know, the worst of the noise was yet to come. When I actually had to communicate in the world with other women I needed to be part of my noise solution and not be part of the problem. In other words, I was becoming a skilled listener so I could cut the noise of the world back and enter women only spaces. It was never easy but I earned the right to be there.

Often today with all the vile and harmful politics which have been laid upon the transgender women and trans men of the world, the noise has become more unbearable than ever before. It takes a better person than me to ignore all of it. Especially when I have the future of a transgender grandchild to worry about. All I can do is continue my written outreach as I attempt to prove to the world transgender women and trans men are just the same as the rest of the world trying to get by. We are not the monsters the politicians make us out to be. 

There is a light at the end of the tunnel for me and my outreach issues. Yesterday I was contacted by a reporter from one of the Cincinnati televisions concerning the possibility of doing an interview. So we will see what happens. 

Whatever happens, I will write about later and hopefully todays election will be a positive force for the future and not a step backwards. 

Picking your Poison

 

Dinner with my wife Liz
on left. JJ Hart on right.

Before we get started on this post, let me repeat again and again a transgender woman's or trans man's path to living an authentic life is NOT a choice.

Somehow for reasons we are never aware of, we are born into it. At that point we are forced to pick our gender poison when we decide to follow our instincts and transition or decide to stay in our closets for whatever reason. 

Most of the reasons on either side are compelling and not wrong. Reasons include major implications include facing problems with employment, family and friends. When faced with any or all of these challenges make a closet a more comfortable place to be. Or is it? Do the problems ever go away? The answer of course is no and picking your poison becomes a bigger problem. In my case, I became increasingly caught between my own personal gender rock and the hard place. 

On one hand, I appreciated the unwanted but over appreciated male privileges I had earned the hard way. But, on the other hand, I increasingly felt natural and excited by the new feminine spirit I was feeling. The main problem I had was knowing deep down I could never go back to my male life but could not face my own truth and the process then began my poison. The longer I progressed on my gender path, the stronger my poison became and the only anti-venom I knew was to keep exploring the world as a transgender woman. I became so engrossed in my search on occasion I forgot my old male self altogether. In a short period of time I was facing cruel and unusual punishment. Mainly because I needed to internalize all my poison and the process was lonely and unfruitful. What about key questions such as my sexuality? What would my future life look like. 

All too soon, I knew my poison was also my strength. I just knew I had to stay on the path I was on to finally achieve my gender freedom. I was fortunate, I escaped my closet and was able to achieve my ultimate goal of earning my transgender womanhood. The entire process was not without stress and failure along the way. It was like I was living the ultimate trans woman's days out. I needed better times in my life just to survive in the world. Often I just was confused in how I was going to spit out my poison and achieve my dreams. As I said, I was on a lonely path and needed any light I could focus on to help find my way along. It was like I was carrying the darkness of my closet with me. 

As I was planning to go away and throw (or donate) my male clothes out, I needed to make sure I was picking the right poison when I found a trans woman's life was not all sweetness and light. Entering a woman's world meant I needed to be better than the average other woman just to survive. On the other hand, I found all the life I had lived on both sides of the binary gender border gave me more experience in the world as a whole which helped me to survive. 

In my world picking my poison and being able to escape my dark closet was the only way to go. Being a guy was always difficult for me and learning how to live as my authentic self was even more difficult but was so much more natural and enjoyable. 

Turning Your Gender Corner

 

Image from the JJ Hart Archives.

As I made my way towards coming out of my closet and living as a transgender woman, I found I had many corners to navigate.

At first the corners were easy to take on but then became progressively more difficult as I moved closer to my impossible dream of escaping my male life. Through out the fifty years I lived as a serious cross dresser, it seemed I spent too much time researching to see if a life as my authentic femininized self was even possible. What was I going to do about a disapproving group of family, friends and bosses. All corners I needed to see around and judge what was next. 

At times, a few of the corners were more frustrating than others. My primary example always is when I spent years thinking my appearance as a woman (trans or not) was the all important driving factor in how I lived. There was so much more to being a woman than just how I looked. Appearance did open or close many doors but it was only the start. Also, as the internet began to have an impact in my life, I started to research more and more about what the new transgender term was all about and how did it define me. Initially, I thought it did because when I went to transgender - cross dresser mixers I did not mix well with the transvestites and leaned towards the transsexuals in the groups. I was somewhere in between and it was evident to me I had many more corners to turn before I discovered where I wanted to be.

Looking back, during that time in my life, I was gender fluid but had no way to express it. 

As I did begin to aggressively pursue my gender path, I needed to put all the labels behind me and try to determine if my dreams were indeed reachable. Right or wrong, I began to slip out of the house when my wife was at work to live an entire whole new existence as a woman. To do so, there were many blind corners I needed to face, Perhaps the biggest one was when other women wanted to strike up a conversation with me. I found they would start innocently enough with a small compliment on a facet of my wardrobe such as ear-rings and move on from there. Fortunately, most of the conversations were innocent enough as most of the women just were curious about what I was doing in their world. After the first shock of having to communicate in a brand new world, I actually turned the corner and began to appreciate the attention I was getting. I never had that amount of attention from women in my male life. The roles were reversed because I was receiving little to no attention from any of the men I met.  

Even though sometimes we follow similar paths as transgender women and trans men, the gender curves and corners are vastly different. We all have spouses or girlfriends who provide various levels of support or push-back. Often the push-back leads to mental health stress all the way to suicide attempts. 

Through therapy, often turning the gender corners you face may be easier. I know in my case, a mixture of going out on my own to start a new life along with therapy to do away with the old one worked for me. 

Now, at my age of seventy-five, I have come to realize the gender corners I will have to face will always be there as I face the possibility of advanced elderly assisted living. It all seems just a part of the problems we face as transgender women and trans men. 

How Far will You Go?

Image from UnSplash.

I have always viewed my transgender journey as a series of upward steps. A few of the steps were short and easy to take, while others were the opposite. The steps seemed to be impossibly steep and dangerous to proceed. 

Early steps were thrilling and even exciting as I snuck behind my family's back to cross dress in front of the mirror. Even so, the risk of discovery was anything but easy because I was risking so much. In those days, discovery meant a trip to a therapist who knew nothing about gender issues and even worse being treated as if I was mentally ill. 

At that point, looking ahead, I probably knew deep down, things would not get any easier with my gender issues. But, time would tell. As I progressed during my life, it suddenly became obvious  my gender issues were not going to go away. In fact, they were only to become much more serious. Mainly because my male life was becoming so much more serious too. Once I made it through my military service, I settled in to raising my new, small family which I hoped somehow would make me more of a man, while deep down I knew it would never be the case. I wondered how far I would have to go to carve out a good life. 

Fortunately, I was able to even though the trip was difficult, I made it by deciding I would go as far as I needed to go to satisfy living as my feminine authentic self. Initially, I had several major hurdles to conquer. Such as, did I want major surgeries which were much rarer and expensive back in those days as well as how my sexuality would play out as my new self. 

Since I did not have any insurance to cover the surgeries, paying for them was out of the question so I moved on. Next was my sexuality. Since I had absolutely no experience in sexual time with men, I did not know how it would go. It turned out, I did not need to experience much time with me, I never had to move on from my sexuality with women. I was becoming a transgender lesbian. 

Of course, the further I progressed in my new world, the more I had to lose as far as family, friends and employment. I needed to prepare to lose it all if I needed to. I needed to determine if it all would be worth it. In my case, all the years of fear and struggle proved to be worth it. Thanks to my lesbian wife Liz, I was accepted for who I was. 

To arrive here, I did not have to go through extensive operations and change my sexuality. I have always thought gender was between the ears and not the legs so it did not matter to me. I guess it proves how diverse the transgender community is, if we allow it to be. None of the "I'm more trans than you" syndrome which is hurtful to us all. Especially now, in a political environment which is setting out to erase the trans population, we ALL need to be united and not divided behind a bunch of archaic labels, such as cross dresser and transsexual individuals. 

Regardless of the label, we all had to decide how far we want to go to satisfy our gender urges. Or sadly, how many risks did we want to take to change our life forever. It all proves how we never had a choice in who we are as transphobes seem to think we do. How far you go is entirely a personal decision which takes a lot of work and trial and error to accomplish. It' all depends how in depth you want to go. For example, the night I went out to see if I could meet and blend in with other single women on their own turf and survive. I did make it and knew I could never go back to the life I had before in the mirror. I wanted to go more in-depth. 

From then on, I needed the confidence to do it.

Hitting the Transgender Wall

 

Image from Selin 
on UnSplash

There were so many times during my journey to finding my authentic self that I hit a wall or two or more. 

The easy walls came when I was younger and was trying to find makeup and wardrobe items to admire myself in the mirror. During that time and into the future, finances were a major set back. As much as I admired the pretty clothes the girls around me were wearing, I just did not have the money to afford any of them. There was no way I could go to my parents and ask for a pretty dress for my birthday or Christmas. Plus, I was stuck at a major point of my overall femininized image when it came to my hair. In those days, I was stuck with very short hair cuts such as burr or crew cuts and there was no way I could afford a wig. A major wall, to be sure as I think having the first wig I cherished did not come around until my college years in the late 1960's till the early 1970's when my military days took over. Of course I was against the wall again when my hair needed to be kept very short.

After I had served my time in the Army, I was able to secure the finances to afford a more update feminine wardrobe and my walls began to take on a more mental aspect with me. The more I was able to sneak out of the house and into the public, the more I knew I had little or no knowledge of where I wanted to go as a novice transgender woman. It seemed everything was being thrown at me at once and my mental health crumbled after I was hitting many walls at once. My male life was becoming more and more demanding as I became successful at my job and I discovered the more I explored the female world, the more I liked it. 

Even so, climbing the feminine walls were difficult. It seemed everytime I mastered one aspect of being a transgender woman such as walking, I would catch my heel in the crack of a sidewalk and ruin my whole day. As I continued along my bumpy gender path, I found mishaps with walking in heels were indeed minor in the scope of my transgender life. On the horizon loomed much more serious walls such as communication with the public and with women in particular. Overwhelmingly, men ignored me and women were curious about what I was doing in their world, I discovered quite quickly I was interacting with more women than I had ever done as a guy which was scary in many ways, including what would I say and how would I say it. 

I wondered what had I done when I was forced to actually talk the talk of the person I had become. I resorted to what had worked for me in the past as I had encountered tough trans walls to climb. I basically tried to shut my mouth and observe what was going around me. It worked to an extent until people (women) began to warm up to the new person I had become. I even was giving other women advice on how to understand their boyfriends or spouses. 

Anyway you cut it, I guess for me, gender affirming hormones created the last major wall for me to climb. At the time, I was doing my best to appear as a woman and communicate as one to the world. Beginning the hormones in many ways was a selfish move because I did it for myself. When I did, instead of more walls crashing down, they melted. HRT, when I was approved for it was a magic potent stimulant my body had been craving for years. Very quickly, I knew I had made the right move as I was able to tear the final walls down and make my way into fulltime transgender womanhood. 

Surely, I was bruised and battered by hitting all the transgender walls I needed to scale to live the life I wanted but I made it. When I look back on all the terrifying yet exciting steps I took to get to where I am mow, I wonder how I made it. First there was my appearance and battling testosterone poisoning then overcoming the problems of male behavior which also effected my life that all made for a rough journey. Surely there were too many walls to count.