Saturday, April 12, 2025

Building Gender Bridges

 

Image from Alexander Rotker 
on UnSplash.

I have always been one to build too many bridges to jump off of in my life. 

In fact, if I don't have anything to worry about, I will create something. Looking back, I was especially bad at building huge, tall bridges when I was at the height of my trip to transgender womanhood. I felt I was partially justified in doing so because of all the problems I experienced when I was coming out of my gender closet. 

Before I began my trip, I was a fairly freewheeling person. If something happened for me to take care of, I would and at the same time, not spend much time worrying about my future. Even though I still faced major problems in my life, I could still conquer them, or escape back behind my skirts, heels and hose to hide. As I progressed in my life, I found my time was running out as a parttime cross dresser. Either I needed to do more or purge myself altogether of a pastime which had kept me from jumping off so many bridges I had built. 

Another problem I discovered was when I began to be more skilled at building my gender bridges was becoming, I was increasingly under more pressure to be successful. The more success I felt as a transgender woman, the easier my life became except for the very serious bridges I faced such as communication with the world. 

The best time I have for building my bridges is late at night when I am trying to sleep. These days, I have plenty of things to worry about. In fact, next week, my wife Liz and I will be heading north to my daughters, mother in laws lunch. During that time, I hope to find out what has happened to my transgender grandchild job offer as a civilian nuclear engineer with the Navy in Maine. Hopefully they have been able to stay under the radar so far and has maintained the job which they wanted to start this fall. (They is their preferred pronoun.)

Going to see the family is always very affirming as I have been accepted for years as my authentic feminine self. Early on it was very difficult for me to adjust to because nearly everyone in the room had known me for years as my old male self. Others including my first wife, who is the mother of my only child usually always attends, and she has a difficult time sometimes not referring to me with the proper pronouns when recounting a few of the long-ago days when I was trying to live as a macho man. Plus, we also met each other while we both served in the Army in Germany. With all the extra baggage I carry when it comes to her, I think she has done a good job of building a new bridge to me over the years.

Now, at my advanced age of seventy-five, I find myself looking ahead at the biggest bridge of all. When it is time to enter a new reality when I pass on. I have decided to do the best I can with all the aches and pains I have and keep a positive attitude. Of course, there are other major bridges to think about also when and if I need to enter assisted living, which I am not looking forward to. Liz and I were supposed to attend a special seminar put on by an attorney specializing in "elder law", but Liz got sick, and we did not go. So sometime in my future, I need to insist we find an attorney to give us a consultation. 

In life, it seems, there are always bridges to build. It is just a special problem unique to gender conflicted transgender women and trans men. Overtime, we can become very good builders and even better at hiding our results. Fortunately, there are more and more trained therapists to help us these days. Ironically, some of us have to go through several therapists until we can find the proper fit. So, we can find someone who can build a solid bridge, rather than tear it all down. Which, if you are like me, you tried to do many times during various purges. 



Friday, April 11, 2025

Relax!

 

Image from Clem Onojeghuo
on UnSplash.

As transgender women or transgender men, often relaxation can be a key to our survival. The sad part is relaxation can be very difficult to come by. 

If you are like me, when you first discovered the pleasures of dressing in your mom's or sister's clothing, there was an extreme element of danger involved. If my secret was ever discovered, life as I knew it would be destroyed. With that hanging over my head, it was very hard to relax. Somehow, I thought as the years rushed by, I could relax as I enjoyed looking at myself in the mirror cross dressed as a girl, but I did not.

In fact, it got worse the more I ventured into the world for the first time as a self-proclaimed transgender woman. I was concentrating on making sure I was on point with my fashion, makeup and hair, I just could not relax on the reality of putting the appearance I achieved into moving as best I could as a woman. My best laid plans of presenting as an attractive woman could quickly be destroyed by moving like a linebacker when I walked. So, until I earned the confidence I needed to be out in the world, I just could not relax.

Ironically, I did get better at putting my feminized body into motion and was beginning to learn how to relax as a trans woman until an even bigger obstacle came my way. The set back came when I needed to begin to communicate with other women and men in the world. No longer could I go out preparing to be by myself, when so many people (mainly women) wanted to talk. I was caught in a new strange never-never land where I had never been before. I did not know what to do. If I was too chatty would other people, consider me too forward, and on the other hand, if I did not say enough, I would appear to be unfriendly and not approachable at all. Plus, on top of all of that, I was very paranoic in how my voice sounded to the public. 

At first, when I talked to another woman, I attempted to mimic her voice and do the best I could. Most importantly, I needed to quit anticipating what another woman was going to say to me and listen more intently than I ever did as a man. As I already knew, cisgender women were very different than men, but I was never allowed behind the gender curtain to discover the true extent of the differences. As I always mention, I had plenty of instances when I did not watch my back and ended up being clawed by a passive aggressive woman before I understood to watch for everyone. On the other hand, I had very few interactions with men and did not have to worry where they were coming from since most stayed away from me.

Through it all, today I can't say I can ever relax completely. Especially with the current state of affairs against the transgender world thanks to a certain orange felon. It's so bad in my native Ohio, the courts are battling laws which outlaw me using the restroom of my choice at all.  How am I supposed to feel about getting arrested when I am doing nothing wrong.

The only advice I can give anyone considering starting their own gender journey is to take the time to build your own confidence so you can proceed. Confidence is the key to relaxing as you are able to enjoy the path to your new life. 

Thursday, April 10, 2025

I Made Nothing

 

Image from Camillo 
Contreras on UnSplash.


Several of my earliest memories of success as a cross dresser came during the Halloween parties I went to. 

When I wore my very short mini dresses, showing off my freshly shaven legs, I found I had several women come up to me and say, I "made" a good-looking woman. Years later, when I began to understand "woman speak" better, what they probably meant was I "made" a good-looking woman, for a man dressed as one. 

Furthermore, I soon came to realize, I was not making anything. I was simply being who I was. In order to learn that simple fact, I needed to live decades of life as a parttime cross dresser or novice transgender woman. Or I needed to live my gender truth before I could claim it. I needed to get out of the mirror and into the world to learn if I really belonged there. Those were the days when no one in the world around me would give me a break. The public was laughing at me (rightfully so) because for the most part, I was dressed like a clown in drag. Plus, my old male self, my second wife and my mirror did not want to let go of me. Making my life miserable and destroying what I had left of my mental health.

Juggling two genders at once was a tremendous challenge when I caught myself practicing living one gender when I should not have been. Being called "Ma'am" at my macho management job was certainly not cool or good but somehow, I survived to live on to the next day when I was determined to do better.  What happened was, I did keep getting better at my feminine side and increasingly began to leave my male side behind, which scared him.

Fear, as they say, is a powerful motivator and instead of giving up, my male side and my second wife grew increasingly close and forced a battle of the wills. In other words, neither one of them wanted to lose their place in the world. Which included my universe. It turns out, I did make something...a huge mental mess for myself. It is one of the excuses I make for taking nearly fifty years to break out of my gender bonds and flourish out of my closet and mirror. I just had to make sure I was making the right choice and there was so much pressure on me. 

As I grew out of the mental gender mess, I had made for myself, I gained the critical confidence I needed to establish myself as a secure transgender woman. Not just a femininized man. Since I had spent a lifetime getting there, the personal coming out was extra special to me. It was as if my feminine self was telling me what took so long. As it turned out, I shared her belief in wondering why I took so much time and wasted so much nervous energy I wish I had back. As we all know, worrying over what we did in the past is a waste of time, unless we are learning from our mistakes.

I felt better when I realized I did not make anything, when it came to my gender issues. Rather, I inherited them from some unknown source which made life a challenge. A challenge I needed to finally accept before the pressure I put on myself had grown too heavy to carry and I had to put it down and go with the life which made me feel natural and alive. When my transgender womanhood became secure thanks to friends I had, I felt so much better as I built a new life.

Wednesday, April 9, 2025

Do the Right Thing

 

Image from UnSplash.

I learned early on from my parents when in doubt, you should always do the right thing. At the same time, I learned from them, dressing to look like a girl was not doing the right thing. So, I needed to completely hide it.

Later, when I attempted to navigate my gender path, I found many obstacles I did not foresee hurting me. But they did and brought about many doubts. Of course, the main doubt was, should I be doing all the cross dressing I was doing in public at all. Still, I persisted and improved my craft at presenting well as a femininized person. Finally, I arrived at a point where I could leave my dark gender closet and attempt to live a new scary yet exciting life. The more I explored as a novice transgender woman, the more I wanted to do. Which brought me back to the question, was I doing the right thing. 

Similar to so many of you, I suffered from extreme guilt as my second wife kept telling me my gender desires were selfish pursuits. The sad part of it was, for the most part, she was right. She wanted very little to do with me wanting to be a woman, so I kept it away from her. Not the right thing to do in a marriage but was my only recourse. At that time, I only had a distant dream of perhaps living someday as a transgender woman. All I needed was the courage to face my reality. 

Because of a number of reasons, I needed to do much more exploring the world as a transgender woman to see if I could survive. First, I had to look the part, then I needed to live the part. Standing in my way, were the usual questions of transitioning to another gender such as what would become of my family, friends and job. As well as did I really hate my male life that much. I wasted hour upon hour antagonizing over what I should do and would it be the right thing. 

I was stubborn of course and refused to do any more than observe several transsexual women I knew from a distance. From their stories I did know they had really good safe jobs or were close to retirement so they could support themselves whereas I did not and had no idea of what I would do for an income. Plus, I also needed to consider, both of them were flat out gorgeous and had no problems presenting in the world as women. I did not labor under any idea I even came close to being as attractive as them and did not have that going for me either. After taking all of this and much more into consideration, I did not know what I could do about my gender dilemma which was not doing my mental health any favors.

What I did do was try to continue on the path I was on. To increase my awareness of the world as a transgender woman as much as I could at a time, I went as far as I could. Even absorbing major clashes with my wife over what I was doing. I can't always say I did the right thing as I learned more and more about living in the new world I was seeking. There were too many times when I had to out and out lie to get out of situations, I found myself in. In all fairness to my wife, she told me to stop it and just become a woman to bring peace to both of us. Still, I did not have the courage to change my life and leave her behind. I did not do the right thing. 

You regulars know what happened next. My wife passed away quite tragically from a heart attack leaving me all alone with my dogs to put my life back together. I rapidly turned to my inner feminine self as the strongest person around and did the right thing and finally turned to a life I always just dreamed of. 

On a side note, I may be missing a day of blogging tomorrow as my wife Liz and I have a daylong seminar to attend. Sorry for the inconvenience!


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. 

Happy Easter

  Image from Austin Tate on UnSplash. When I was growing up, one of the moments I will always remember were the Easter celebrations I was fo...