Tuesday, April 8, 2025

When too Much Wasn't

 

JJ Hart (Middle) with two friends.




As I continued along my long and winding gender path, I (on occasion) ran into situations when the public seemed to be too much. 

Examples were the times I was approached in public by strangers when I did not want to be. Very quickly I needed to judge their motives. Did they see me as a man in a dress on one hand, or as a woman on the other. Naturally, it made a big difference when I returned home and rated my experiences as a novice transgender woman out in the world for the first time. How did I do? Was I too much for my own good and did I need to tone it down, or attempt to do more?

There were the times when I managed to thrive in situations where women dominated and times I could not and ran home. Back to my gender drawing board. There seemed to be so much to learn, I was overwhelmed by the task ahead of me if I was ever to achieve my dream of living a femininized life as a transgender woman. 

In the end result, normally I found too much just was not when I was trying to get ahead in a new world I was just getting used to. The problems occurred mainly in the areas of fashion and makeup, as well as where I was trying to go when I went out. Once I got them under control, I was able to build a stable new life in the girls' sandbox. Once I earned my way in. Often earning my way in, had its own set of challenges. Mainly I had to find out how to play correctly to be accepted. On the other hand, even though it was difficult to do, I had to play to learn a life's full of lessons in a hurry. As I always say, my women's workbook was blank to this point, and I needed to write it. 

I found as I struggled to fill out my workbook, I needed to be extra vigilant in how I viewed other women, since I was totally on their turf. For the most part, I did my best to hold back on my opinions and speak mainly when I was spoken too. It worked well enough until I could get my feet on the ground, and I could move forward as a transgender woman. My goal was to build my new life as a confident, intelligent woman in society, but I needed to prove to myself my goal was not too much and would destroy my dream of transgender womanhood. Fortunately, throughout my life, I had several strong positive feminine role models to work from and add to my workbook. When I was able to add their influences to the inner female, I already knew was there, the women formed a strong bond to guide me through my struggles.

Overall, I discovered rarely too much just was not. What was happening was, I was just paralyzed by fear to move on with my new life. Once I got over most of my fears, I was able to move on and be free to live a better life. A better mental health life waited for me when I quit fighting two genders to survive. 

Monday, April 7, 2025

Wait? There is More?

 

Hand Beaded Hair Beret
by Liz T Designs
Haur by JJ Hart. 

When I reached every dead end on my gender path, I thought I was finished with my dream of ever being a transgender woman.

It turned out, when I researched every dead end, most were just blind curves I needed to negotiate, so I pushed on. It turned out, one of my biggest problems I had was dealing with my own fears. Would I be discovered and laughed at or worse. When neither started to happen, I gathered my courage to do more and more in the world.

Mentally, I was able to make another major transition from cross dresser (which never worked for me), all the way to transgender, which did. The process turned out to be one of the biggest mental moves of my life and in many ways saved me from harming myself. All the years of not making a connection and connecting my gender dots were over, and finally, I was able to understand why my life had been so difficult. Mainly, it was because I was so busy fighting myself, I did not have the room to search for anything else. Keep in mind too, while this was going on, I was also trying to juggle a male life which I was succeeding at. Making it more and more difficult to give up.

Through it all, I did find out there was so much more to my femininized life than my old male one. To get there, I needed to keep pushing. I set up mini bucket lists where I wanted to try out as a trans woman to see if I would be accepted. At first, I went to the easy venues such as malls, clothing stores and bookstores to see if I could make it in my new world. Once I did, I attempted to step up my layers of difficulty to challenge myself to be better, and at the same time build my confidence to seek out more in my new life. My end goal with all of this was to discover if I indeed did have any chance to live my lifelong dream of being a woman. Even though I went too far on my bucket list ideas, I still had to push forward because so much was at stake in my life. Afterall, I had family, friends and jobs to consider among other things I did not consider yet because they were beyond the next blind corner. 

Sometimes, what was behind the next blind corner was easy to deal with and other times presented me with situations which were very difficult to deal with. Such as the time I had the police called on me due to an ill-advised rest room visit, all the way to being run out of my regular venues by a group of men who were harassing me. Predictably, it took me quite a bit of time to regain my confidence, but I did and moved on to greener gender pastures. 

One of my biggest obstacles to finding the greener pastures was my lack of knowledge in communicating as a woman. I never thought the public would want to interact with me as quickly as they did, and I was not in the least prepared for it. For the first time in my life, I needed to really listen to other people and prepare early for a proper response which was good enough to get me by. I even resorted to taking feminine vocalization courses at the Veterans Administration to help get me to the next corner to see if there was more to do. 

It always seemed there was more to do as I attempted to immerse myself into my transgender womanhood. Especially when I started gender affirming hormones. When I did, welcome changes began to happen quicker than I expected and once again, I was not prepared for what I was facing. For example, I had a timetable in my head for when I could finally put all the male life behind me and start a new life from all the gender work, I had done. Primarily, because of early surprising breast development, I needed to scrap my mental timetable and get started on my new life. From there, there would be no looking back.

From HRT forward, I thought there would be fewer mores in my life, but I was wrong. My wife Liz came along and with her, she expected me to accompany her in the world doing things I had never tried before. We went on vacations, went to the symphony as well as junk yards for car parts and made a life together. 

Now as I look to the final chapters coming up in my life, I know there are many more significant mores in my life coming up. It is just a part of life. Maybe transgender women and trans men just have more to navigate than the average person as we seek a new gender life. 

Sunday, April 6, 2025

It's Complicated

Image from John Barkiple
on UnSplash.
 
In many ways, this post is an extension of yesterday's post.

In it, I attempted to write about the connection (or lack of it) between members of the transgender or cross-dressing communities. What continues to amaze me on many levels is how complicated the outside world does not see in our world. So many in the world still think all we have to do to "solve" our gender problems is as simple as not putting on a dress for transgender women, or a pair of pants for a transgender man. Granted, it is very difficult to explain what is going on in our own gender challenged minds. How could I explain my desires to others, when I could not explain it to myself. Back in those days, there were not even therapists available who had any knowledge in the gender field to provide any help.

In the meantime, I internalized all my feelings and dreams of being a transgender woman someday, much to the detriment of my own already fragile mental health. My problem was (among many) I was naive and did not realize how complicated my genders were. I had no workbook to study from. Being completely on my own, forced me into making many mistakes I did not foresee coming as I followed a curvy gender path. The only woman I sought guidance from, withheld any significant advice, basically because she just clashed with and did not like my inner feminine self which was trying to emerge. 

What I did then was move past my wife and discover what my new world as a transgender woman had in store for me. All of it was difficult in the worst way when my old male self-ganged up on me. Both of them were losing traction on claiming my world and resented it on so many levels. It stayed so complicated because I loved my wife deeply and we had built a twenty-five-year marriage often on the ashes of my gender conflicts. When I was down and out emotionally, my wife was the first to bear the brunt of my frustrations. I knew I was wrong, but there was nothing I could do to battle my overwhelmingly frequent desires to being a woman. In fact, when my second wife was still alive, I was very actively exploring the world as a transgender woman. Primarily to discover, if I could survive at all.

My explorations proved what I suspected all along. Women lived a very layered and complicated existence and being able to join in at mid-stride would not be easy. Similar to attempting to jump on a very fast moving merry go round without it slowing down. Once I found myself on the feminine ride, I was given a chance to really learn and absorb what a woman's life was all about as my brain was rewired to survive. What amazed me was how quickly I was welcomed into a woman's world as one of their own. The worst which happened to me was when I was gently laughed at by my new cisgendered women friends when they said, welcome to our world. Which I was overwhelmingly happy to be a part of.

Ironically, if I was prepared or not, I entered a world much more complicated than the gender conflicted world I left. Plus, what happened was, the more I grew into my new world of transgender womanhood, I grew away from my wife. Before she unexpectedly passed away, it became obvious our marriage was doomed to at the worst being a total split, to at the best living as two women on their own. One-way or another, fate decided the question for me.

In many ways, I wonder if I had ever imagined such a complicated journey through life was going to be in store for me. I guess at the least, I could say, life was never boring as I suffered from being the round peg being forced into the wrong square hole. My reward was being able to say I learned how both sides of the binary genders lived, and I could choose which one I wanted to live as.

Saturday, April 5, 2025

If you Know, you Know

 

JJ Hart from Key Largo, Florida

One of the reasons, we transgender women and trans men have to put up with so much evil misinformation about us in the public's eye is so many people don't even know a transgender person. 

The main reason is, we are so few when you consider the population as a whole. However, within the trans community, we share many similarities. For example, many of first trips into a feminine lifestyle came when we went through our mom's dresser drawers (or sister's) and came away with a wonderful experience. Sadly, then we could not understand why all the people and family around us could not be trusted with our secret. To make matters worse, our secret was so rare, the chances of finding anyone around us who understood was nearly impossible. I only tried to relay my secret to someone who understood twice. Once I was quickly rejected and once I was not. Of course, with the first person, I went back into my closet and was never seen again. But with the other, I found a friend I could share my desires with. Until he moved away with his mother who did not care if we experimented with her clothes and makeup. I don't know for sure, all these years later but perhaps I had found the proverbial needle in the haystack. Another person who knew what I did, we loved all things feminine.

As life continued on, I began to attend various transvestite - cross dresser mixers where I received mixed feedback on how I felt about knowing others. I discovered I did not form as many gender bonds I thought I would. I figured simply we were both into cross dressing and beyond, we would get along better. Quickly I learned, I did not know most of the attendees better than the rest of the world simply because we shared the same need to be femininized. I was exposed suddenly to different layers of the world who had the same gender issues than I. Or so I thought. I found I did not know anymore how the cowboy cross dressers who I called that because they wore cowboy hats and smoked big cigars while they wore a dress, could do that. I had my upbringing when I wore slacks to a mixer and was attacked for doing it. 

Then there were the "A" listers who were very attractive an acted just like the stuck-up girls I went to high school with. I did not get along with them either and did not understand why they could not have been nicer to everyone. I guess, if you know, you know wasn't working for me just because I put on a dress. I was learning the hard way, the differences between cross dressers and transgender women. 

These days, I am involved in just one support group through the VA, which used to be known as a LGBTQ peer support group before the changes forced upon us by the orange felon. Now we are just a support group made up primarily by the gay and lesbian attendees. In fact, out of twelve or fourteen participants, I am one of only two transgender women in the group. What I have learned is, out of all the LGBTQ people in the group share many of the same problems, especially with the upcoming problems in the Veterans Administration. Once again you could say I was so involved in my little world, I did not consider others. For example, I assumed gay and lesbian people understood or supported transgender people because we are cousins so to speak. Whereas they don't understand us any better than the rest of the world. That is why I love to share my experiences with the gays and lesbians in the group. 

I am doing my best to change and understand just because I am transgender, I understand what other trans people are going through. Or they understand me. It is difficult because today more than ever, we need each other in the world to survive. 


Friday, April 4, 2025

The Biggest Risk

 

Image from Engin Ackurt
on UnSplash. 

Recently, I had a comment from "Indigo" on a post I had just completed.

"Indigo" mentioned she was just beginning her transition and wanted to know what I thought was the most important male privilege I had lost when I crossed the gender border. My answer was, by far, the biggest privilege I lost was my personal security. In the space of one year, I needed to fend off potentially harmful attacks from men which I write about often in the hopes of protecting others searching for their transgender womanhood, or even novice cross dressers. 

The first negative learning experience I had was from a person, I will refer to as a transgender admirer at a small party I was attending with my second wife. The admirer was a much larger person than I and had literally trapped me in a narrow hallway in the house we were in. It was the first time in my life I had felt powerless to fend off another person who I thought meant me harm. Ironically, it was my wife who had to rescue me when she showed up in the nick of time. Since she did not approve of the provocative short mini-dress I was wearing that night, I had to hear way too many I told you so's on the way home. It turned out the lesson I learned was to do my best to judge the surroundings I was in before I could place myself in trouble. Not in any way shape or form what I was wearing. My wife was telling me about the right things for the wrong reasons.

The second main situation I found myself in was one night when I was walking alone between two gay bars in downtown Dayton, Ohio. Out of nowhere, I was approached by two men asking for money. I was lucky when they were satisfied with taking the last five dollars I had and let me go. From the experience, I asked for friends to accompany me when and if I ever went back there. By that time in my life, I was nearly done with gay venues anyhow, so it did not matter. 

I need to mention also, both of these learning lessons occurred years ago, and times have changed for the worse. However, the fact remains, women still have to protect themselves in the world from far too many toxic men. As another reader, told me, women are raised to be aware of situations which could be dangerous, and men are not. These days, a lot matters on where you live and how far along you are in your presentation. I am fortunate to live in a city (Cincinnati) which flies the transgender flag on the Transgender Day of Visibility and in an upscale suburb of the city which I have found to be very accepting to me. On the other hand, if I would drive ten or twenty miles to the next suburb, it is very conservative and non-accepting of transgender people. Plus, under current Ohio law, which is being challenged in the courts, I am not allowed in the women's restroom, which is a problem of course regardless of where I am. 

The best I can say is to anyone who is starting your transition, is to just be careful. You have to remember you do not carry your man cards anymore. Always, park at night in lighted lots and keep your head on a swivel. I know too, many transgender women who carry small firearms to protect themselves, but as far as I have ever gone is having Mace with me at all times. On top of all of this, under the current administration, if the wrong person senses something is wrong with your presentation, they could be emboldened enough to actually say something negative. Much worse than the old days when the worse which could probably happen was when you could get laughed at by a group of teenaged girls. 

It has always been very difficult to succeed as a transgender woman or man because to make it, often we have to be better than the next person. But once again please be aware of your own personal safety when you lose all your man cards. It is the biggest risk. For every negative, there is a positive and it is there are many supporting LGBTQ or transgender groups who will support you when you need it. There is a light at the end of the tunnel which is not the train. 

Thursday, April 3, 2025

Authenticity

Transgender flag flying at 
Cincinnati's City Hall.



 In order to just get by in the world, transgender women, or trans men need to be authentic. Which is always easier said than done. 

First of all, you need the confidence to try out your new self in an exciting yet scary different world. Maybe, a person smarter than me has an idea on how to provide yourself with confidence other just by just doing it. For transgender women, among other things, it means putting aside all the hard-earned male privileges we came to be used to. In order to be truly authentic in our transgender womanhood, everything male had to go. 

It took me years, or even decades to get around to living authentically as a trans woman. Before I was able to, I needed to adjust my thinking to what a woman really was, and what she had to go through during her life. As my second wife kept trying to tell me, there was so much more to womanhood than just looking like one. Finally, I started to realize what she meant, but it was not until I made it out into the world as a novice transgender woman, did I realize what she really meant. For me, it meant the girls nights out I was invited to, along with everyday communication helped me to discover my true feminine self. 

Even still, all those nights I went out to be by myself were not helping me with my authenticity. I learned the difficult way all females were not women because they were never socialized into womanhood. Through it all, I wondered where the whole process would land me. For years, I feared a hard fall in my life if I had fully transitioned into transgender womanhood, but it never happened for me. I think, the more I learned in my new life helped strangers to interact with me easier, one on one. 

Perhaps the biggest discovery in my life came when I learned firsthand how powerful my internal feminine self was. Once she sensed she had control in my life, she effortlessly took over and guided me to a soft landing when I slid off my gender cliff. One of the main things she did was making me how total the femininization process was once it got started. I guess the first thing she changed was how I looked at my life. For example, she made me realize I was never a man cross dressing as a woman, I was a woman cross dressing as a man. All of a sudden, my early life made sense as to why I could never satisfy the deep craving I had to dress as a woman, only to discover a couple days later, I would be depressed if I could not dress again and find the nearest mirror. I needed constant reassurance I was on the proper path to my own form of transgender womanhood.

I guess, authenticity can only be earned the hard way through lots of work and even experimentation.  When you do experiment, and are successful, gender euphoria and confidence set in and you are ready to move forward in your life.   


Wednesday, April 2, 2025

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.

Tuesday, April 1, 2025

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.

Monday, March 31, 2025

Transgender Day of Visibility

 

Transgender Day of Visibility
poster from my
hometown. 


Today is the annual transgender day of visibility on March 31st. 

It is a time such as never before to attempt to stand up and be counted as a transgender woman or transgender man. Sadly, it is also the time we trans people take the most risks to do so. Stakes are becoming higher and higher against us coming out in many areas of the country, especially, here in my native Ohio. Where an overwhelmingly republican legislature in the state capital of Columbus has passed bill after negative bill against us. 

To me, my visibility is an ongoing deal. Since I live fulltime in my transgender womanhood, long ago I decided to never run and hide my feminine nature. Back when I did not have so many mobility issues, I was more of an active participant than I am today. In place of being active at all, I have tried to pick up my pace with my writing and protest with my keyboard and votes. 

Plus, I know I am so fortunate to have found and married an accepting/encouraging spouse who helped usher me into my transgender womanhood. I know so many others in the community who are so lonely. 

Wherever you happen to be in your gender transition, these troubled days present a troubled challenge to being visible. Challenges such as your presentation provide sometimes insurmountable hurdles to being more visible. Similar to a "Catch 22" of passing. In other words, you need to be seen in public to learn if you present well enough to stay out of personal danger, but it is scary to even start to get the experience to begin with.  Again, I was lucky when my time to come out meant at the worst you were laughed at and not beat up. Plus, I was able to put years of practice into makeup, fashion, and wigs when I cross dressed in my closet. If the times were reversed, I often wonder what I would have done differently, if anything. All in all, it is just another one of those life's questions I will never know.

On this transgender day of visibility, I hope all of you find your own way to be visible. Anything from marching in a parade, all the way to looking at yourself in the mirror, find a way to celebrate the rare, beautiful self which is you! 


Doing the Work

  Image from UnSplash. In my case, I spent decades doing the work to be able to express my true self as a transgender woman.  Perhaps you no...