Showing posts with label transgender woman. Show all posts
Showing posts with label transgender woman. Show all posts

Friday, March 20, 2026

All Along, I was just Becoming Me

 

Image from Pea on UnSplash. 

As I always point out, becoming me was a very difficult concept to adjust to.

First of all, I needed to understand who the true me really was and work my way to the light out of my dark closet. Sadly, it took me decades to face the truth about who I really was. I was never the male I was seemingly born to be. I was born to be a feminine person, no matter what it took to get there. Which turned out to be the key term over the years, as I risked everything to discover who I truly was. As my male self was busy building a wall to his world by becoming successful in his job, my novice transgender self-needed to take a back seat and watch the clown show.

The problem was that often the clowns were not funny and just needed to stop before they caused complete damage to my life as I knew it. I was living the male dream in many ways with a good job, small family and a close knit group of friends and it was difficult to even thinking about giving it all up, but I did. Male privilege was very real to me and preparing to give it up was intimidating to say the least. Somehow, I needed to find the true me and quit being so self-destructive when my gender dysphoria hit me. In most cases, my morning mirror was to blame when I looked in it for the first time everyday and saw a woman lurking behind my male self-shaving.

I did not really begin to understand who I truly was, until I put my cross-dressing world behind me and started to explore the world as a transgender woman. Before I did though, I needed to draw an invisible line in the sand when I went out and see if I could cross it. When I did, I felt a deep sense of gender euphoria and wellness. When I did not I had to force myself to go back home, return to my cross-dresser drawing board and try again. Which I needed to do many times before I started to get it right. The important part is that no matter how down I felt on the days I was abused in public, there always seemed to be the slightest spark of hope which came from feeling good and natural as my feminine self. Suddenly, finding my true self did not seem to be so far away, if I could find the time out of my busy life to do it.

That is when I started to use every moment of my spare time in my transfeminine explorations of a terrifying yet exciting new world of cis women. Plus, if I was not exploring, I was busy thinking about it when I was working as a man. I wish I had back all the excess time I wasted in those days when I could have put the energy into my family, spouse or work. It would have made such a difference in my life. As it was, my life consisted of slowly sliding down a gender cliff. Not knowing what awaited me when I finally let go of my male self and headed towards a feminine world for once and for all. At that time, I did not realize I would have a team of gentle womanly hands to soften my fall. I still had a lot to learn about going behind the gender curtain.

Even though I was becoming accomplished as my authentic me, I found I still had many years ahead of me to continue my journey. I still had to round myself out as a new person very much from scratch. It was difficult to not automatically out my male self when I was talking to a new woman who turned out did not care about him anyhow. It was time to put him in the background and pick and choose the highlights of what benefitted me as a trans woman creating a new life. It was a different way to live and took a lot of getting adjusted to. Far beyond just worrying about my appearance and if I could use the right rest room. I needed to be on my toes all the time because just the wrong response about my past could give my whole male life away.

Once I separated the forest for the trees, I was allowed behind the gender curtain or rather followed my woman friends back there. For once, I was on the gender ride of my life. The same one I had paid so many dues over the years to be on, and once I got there, there was no way I wanted to give it up. So, as you can tell, I had a lot of help finding the real me. Women like Liz, Kim and Nikki showed me the way with their knowledge of playing in the girl’s sandbox. They all helped to bring out the true me in ways they never knew as my male past faded into my rearview mirror for good. It was the only time in my life that a mirror made the right call for me.

Needless to say, finding my true self after all those decades really opened the world up for me and made life so much more pleasant. Since I was not suffering from all the gender in-fighting I was going through, my mental health improved along with everything else. It did not hurt that the HRT gender affirming hormones I was on were making serious in-roads on how I felt internally as a trans woman and how I was viewed by the public. I felt better all around.

The only problem that I see now is how long it took me to come up with my own gender truth. If I had faced the facts long ago, I could have saved myself and the people I loved around me all the emotional stress I caused. Finding the true me cost me the most precious commodity I had. My time.

 

Thursday, March 19, 2026

How Much Discipline do you Need

 

Image from Brett Jordan
on UnSplash.



One thing I learned the hard way in my transgender travels from male to female was that it took an intense level of discipline to do it. In fact, cross-dressing as a girl was the first thing I ever did in my life which took a large amount of discipline. School was easy enough and sports were something I always tried at but never excelled at.

Growing up, I was always under pressure from my parents to finish any projects that I started and do them right. That is when the struggle began. I have written fairly extensively about how I struggled with the makeup arts when I first discovered all the makeup samples my mom had stashed in a drawer beside her sink in the bathroom. Using the samples meant I would have less chance of discovery when and if she discovered someone was in her makeup.

The only parallel I always use was how I tried miserably to paint all the plastic model cars I put together. My cars never seemed to come out as well as my friends and I really did not want my makeup to be the same failure as my attempt at modeling cars was. For the first time in my life, I developed the discipline to do something about wearing makeup and I set out to become better at it. Which included being able to purchase the right supplies with the meager amount of money I had to work with. I was under a lot of pressure when I did my own shopping for feminine accessories, so I needed to make sure I did not make a mistake and buy something which made me look like a clown in drag going to the circus.

Little did I know, developing discipline in my feminine pursuits was just the beginning of a lifetime search for a transgender future. Every time I turned around, I faced a new challenge, it seemed like I first went out in the world of ciswomen. Where I needed to be better to just survive. A prime example was early in my life as a novice transgender woman, I had a difficult time of getting out of the mirror and putting a complete feminine image together for the world to see. It seemed as if every time I thought my makeup and fashion looked good, my movements and voice were totally off, and I would ruin the whole image. I just had to develop the discipline to do it all and complete myself as a transfeminine person.

Experience was the only way it happened. The more I went out into the world, the more I learned about if I could ever achieve my trans woman dreams. It was very important to me to explore all my options before I made such a huge and important decision in my life. Before long, I was sneaking out of the house every spare moment I had to live the new life I was carving out as a transgender woman. The problem was, the whole experience was terrifying while at the same time, it felt so natural. Further confusing me on which way I should go with my gender issues.

One way or another, I was developing the discipline to conduct myself in the world of women with my own set of standards. I learned to dress and makeup myself to blend in where I was going and more importantly how to communicate with others around me when I got there. It took tons of discipline to do it. Especially when I was making the mistake of trying to live in both binary genders at once. I needed to force myself to make sure I was projecting the right gender at the right time mainly when I was at my job as a successful man. I can’t tell you how many times customers tripped up and called me “mam” when I was going about my male business. Secretly I was pleased but could not show it. The bigger problem I always mentioned was that the gender ping-pong I was playing took a tremendous toll on my mental health. Switching back and forth was terrible.

The only positive was that I developed more discipline than I had ever had before. When I was a man, I knew I was temporarily holding on to a lifestyle I no longer cared about and when I was a woman, I totally had bought into where I wanted to go with the rest of my life. The only thing left to do was to seal the deal and do it. And learn the fine little nuances ciswomen know how to exist in their world. Like figuring out who the alpha female is and going after her approval. Through it all, I was building layer upon layer of confidence in myself. Which I would need later when the dark period of being extremely lonely set in. The intimidating thought of finding anyone remotely able to partner with again looked very dim until all of a sudden it was not. That is when I found my current wife Liz over a decade ago and she made a believer out of my self again and I could drop all my personal defenses to ever loving someone again.

It turned out that all the work I put into disciplining myself into being a totally different person worked out for the best. I emerged from my work with a newfound lease on life as the transgender woman I had always dreamed of becoming. I proved my parents wrong. I could take on a project and see it through successfully. Just not the one they had chosen for me. I tried once to come out to my mom and was rejected and never to my dad, so I doubt they would have ever approved of what I did. Even though what I did was save my own life by shattering my gender shell.

It took a lifetime worth of work to improve my feminine discipline. Mainly because I was blindly entering a world of ciswomen I knew nothing about as my gender workbook was blank when I started. After making up for lost time, I fairly quickly caught up and entered the world as myself.

 

Wednesday, March 18, 2026

Time is All I Had

 

JJ Hart, Trans Wellness Outreach. 

Time is a fickle beast which sometimes comes back to help us, and other times it comes back to haunt us.

Depending on how far you are in your gender journey, perhaps you can remember your first experiences with the clothing of the gender you desired so much. Then again, I have heard from several readers who started their explorations at a much later age. Either way, time became a concrete reckoning to be dealt with. Mainly because time is a finite way of restricting all of us during our lives.

Since I have been fortunate to have been given a long/full life to live (I am seventy-six), I have seen my life come full circle in several areas. I have seen the joys of gender euphoria which kept me going when I hit the deep depression of stop signs and blind curves on my gender pathway. Through it all, I tried my best to learn from all my mistakes and successes. Little did I know I would live long enough to take advantage of everything I had learned. Or much of it as for much of my life I was always second guessing the decisions I was making. Did I make the right decision on taking a new job, or more importantly when I started to go out in public as a transgender woman and risking it all, was I doing the right thing.

What I did not take into consideration I had no real choice in what I was doing. From birth I was destined not to be the male person I was supposed to be. I had bigger and better things ahead of me if I broke the mold and was able to do it. I had the time to finally decide which path was right for me as I diligently explored the world of all the cisgender women around me. Then, a major roadblock arose when I was not allowed behind the gender curtain. The only time I was really getting out in public as a trans woman in hiding was at Halloween when nearly everyone knew me as a man. I badly needed other escape routes into the public eye if I was ever going to have the time to achieve my dream.

It turned out time was cheap in the middle years of my life as they turned out to be a blur. More and more, I began to sneak out of the house and explore the world around me as my transfeminine self. It was only then that I began to be allowed to be behind the gender curtain to see if life there what was really what I wanted. Spoiler alert, it was very much what I wanted as I even though many times I was terrified (yet excited) when I explored. I thought I had forever to do it and took my time trying to find new things to do as a transgender woman in a woman’s world. Which at times, still had me baffled about how it worked because I was still carrying around too much of my old male baggage. His expectations for the most part of how a woman acted in the world were formed from stereotypes he learned growing up as he watched women from afar and for the most part putting them up on a pedestal.

What I did not realize was my indecision to go all the way into the women’s world I was immersed in, was costing me years later on in life that I wanted back. Like everyone else I had assumptions, and mine were that I had plenty of time to research the difficult layered life of  and being a woman, when I simply did not which led me all the way to the age of sixty before I made the fateful decision to throw gender paranoia to the wind, pursue HRT, and change my life forever. While I still had the time because all the people I loved and respected in my life were rapidly passing away around me. The finality of death became a very real reality to me and if I was ever able to live my gender dream of living life as a woman, I had better do it while I still had the chance to enjoy it.

All I had was time was quickly fading away with all the people around me and I had very few people to make my own gender reveal to. For the most part, except for my brother and sister-in-law, my gender reveals were successful with most people telling me they were happy to see me happy. I guess one way to look at it is, if you wait long enough for your reveal you can be the last man standing becoming the last woman standing.

Going back to a theme which has popped up around here recently, if you are transgender you have given up all your rights to be a second-class citizen. And at least all you have going for you is that your journey has been an interesting one. From the earliest days of admiring yourself in the mirror all the way to earning your way behind the gender curtain, you have done it all.

Even though it maybe took a few years to do it, you know how difficult it has been to do it and every step needed to be carefully planned. One false move could send you back down your path and sometimes even worse than that. Ridicule by spouse, family and friends can happen at the same time your gender privileges were revoked. You feel helpless until you get your feet back on the ground to where you can continue and begin moving to a place where you always have known you should be.

For me, the time was now or never when I decided to live full-time, I had taken working on my feminine presentation, as well as being out in as many situations (good and bad) as I could. Anymore and I was just wasting my time and kidding myself if I did not pull the plug on my male life and get on with my future which I felt could be bright.

I saw the light at the end of the tunnel and for once it was not the train. I had paid my dues and was ready to live my life the way I wanted. Even though I ended up taking so long to do it, I was happy when I did. Age turned out to be more than a number for me, it turned out to be the magic time of my life.

Thanks to all of you for taking your precious time reading along!

 

Tuesday, March 17, 2026

The Power of Allies

 

Image from Peyton Sickles
on UnSplash. 

I don’t know if I could have ever made it to my dream of living as a full-time transgender woman, without the help of strong allies.

There were many times when I had hit a stopping point on my gender path and was clueless on which way to go. Mainly because I was attempting to find myself as a woman so I could continue to live after a failed suicide attempt.

I have several examples. The first of which came when I first started to go out and secretly wanted to find a social life as a trans woman because I was so lonely after my wife of twenty-five years unexpectedly passed away from a massive heart attack at the age of fifty. In the past I had considered myself a social person, and it hurt deeply to be lonely. At first, I went online and tried the usual methods of establishing a contact or two to date but I ran into the usual problems of inviting all sorts of trash into my life, which included many no shows when I had arranged to meet someone in public. Which was the only way I would do it for personal safety reasons.

In the meantime, I was fortunate to escape the gay venues I was going to (where they thought I was just another drag queen) and establish myself in a couple of the big sports bars I used to go to when I was a man. Places where I could drink pints of beer and watch sports on big screen televisions. Ironically, being alone in one of these venues led me directly to my first two powerful allies.

The first happened to be the mother of one of the bartenders who set up a casual date between us one night where she worked. It turned out we got along really well, shared the same interests and set up future dates, so my end to the extreme loneliness I was feeling was looking like it might me coming to an end. I was further encouraged not long after that when one night a woman came in to pick up her to go food order and suddenly slid her phone number down the bar to me, to my amazement. Not long after that, I kept the number and had the courage to call it.

From that point forward, the three of us made an inseparable trio as we watched sports and drank beer in the venues we met in. Plus, as it turned out, the two women turned out to be lesbians which put a unique perspective to my life as I was regularly attending lesbian mixers and learning any thing I could about the culture which was so new to me. As we socialized together, I was learning as much as I could about being a woman. The first major lesson I learned was that I did not need validation from a man to be a woman which was a relief because of two reasons. The first being that I had very little interactions with men at all primarily I think because I was not attractive enough. The second of which was I really did not want to deal with all the drama I knew men can bring from all the time I spent as a man. I knew how to deal with ciswomen all my life and felt more comfortable with the drama women bring. I always had more women friends than close male friends.

The two most profound allies were yet to enter my life at that point.

As part of my online searches, I did have one response from a Wiccan/lesbian woman in nearby Cincinnati, Ohio. She told me I had sad eyes from my online picture, and we slowly began to correspond by text messages before I felt comfortable enough to talk to her in person. Finally, I got over my shyness and after talking to each other I decided to ask her out on a date. She accepted, and we decided to meet halfway between our homes with friends and go to a drag show at a well-known gay bar. We ended up having a great time and decided to set up another date. This time with my other friends at a women’s roller derby event. I was in gender heaven to be able to go with three other women to one place and enjoy myself for once. My help from allies was coming through for me.

At the same time, I needed to come out to what was left of my blood family. My parents and most of the rest of the family had passed away, leaving only my daughter (only child) and my only brother to come out too. I thought at the time I would have problems with my brother and hopefully not my daughter and I was right. My daughter’s only real reaction was why she was the last to know and my brother totally rejected me by not inviting me to the annual Thanksgiving Day dinner. He sold me out to his rightwing religious in-laws, and I have not spoken to him since which has been over a decade now. I was fortunate when my allies (daughter) and Liz stepped up to help me in my time of need. Not only was I invited to one Thanksgiving family dinner, but I was also invited to two. Even though I was happy to have someplace to go for the holidays, it was quite stressful for me to meet people at my daughter’s in-laws who had known me for years as a man but also meet Liz’s dad and brother for the first time.

The best part of having all of these strong allies on my side was they expected me to be myself. In fact, I was still on the fence of living as both binary genders as I met Liz. It was not too far into our long relationship that she told me the final words to kickstart my final plunge to a feminine life. One day Liz told me what I was waiting for, she had seen both sides of me and had only seen the female side, nothing of the old unwanted masculine me. That was it, I agreed and went about giving away what was left of my male wardrobe and never looked back as I started HRT or gender affirming hormones to further femininize my exterior self.

Along the way, I tried to explain to all my ciswomen allies how much they had done for me, but they would not take any credit. They never understood how much they did to help me become the happy transgender woman I am today. And, by the way, Liz and I finally got married after eight years and now have been together for over a decade.

 

 

Monday, March 16, 2026

It's Complicated

 

Image from Fa Barboza
on UnSplash.

About a month ago, when I was being admitted into a hospital with what turned out to be pneumonia, I had to go through a very complicated conversation about my gender with the emergency room nurse.

Complicating matters is the hospital I have been to before has my gender listed correctly as female, but the nurse had heard the emergency squad driver refer to me as “he” several times after he talked to me about my living situation. When I told him I was married to a woman, somehow, he automatically assumed I was a man. Which I did not care about at the time, as all I wanted to do was recover from whatever was wrong with me. Plus, chances are, I will never see him again (I hope.)

Anyhow, the admissions nurse waded right in with the complicated gender questions. She did ask how I would like to be referred to in the pronoun department which was nice after I needed to tell her I was born as and still was a biological male. Actually, none of the conversation bothered me as I told her I lived fulltime as a transgender woman and was even married to a woman. Where some of the confusion was coming in. She accepted all of that, and we moved on to more important matters such as my medical care. Since I had been admitted to that hospital in the past, I had all the confidence in the world we could move past the complicated part of my transgender self and get on to the real work.

Since I have now been out in the world as my authentic self for over a decade now, normally questions about me don’t bother me. Except in the case of a mammogram nurse, I had several years ago who enquired if I had any “surgeries down there.” Like it was any of her business. I was upset at the question and showed it because then she went ahead and did her job of completing the mammogram. I also consider myself to be an educational curiosity to many people who have never seen or dealt with a transgender person. They have been radicalized by the recent wave of anti-trans political ads and have no way of knowing we often lead similar lives to them and are not the flamboyant style drag queens again on the ads.

Seeing as how I chose a complicated life to live, I need to live it the best I can, and I must say, I have encountered very few haters of gender bigots in the world. Which surprises me. I judge my public gender success on the amount of “he’s” or “she’s” I get when I am out in public. Going back to the hospital, the overwhelming number of nurses and aides did not gender me at all. They did their job and just kept going. All except one day nurse I had for two of my five days who kept infuriating me by calling me “buddy.” As I was stuck with her, I saw no point in explaining how I was not her buddy, for several different reasons.

I have a lot of compassion for those people who don’t understand me if they are not evil about it or want to further take away my rights. Mainly because I try to remember how long it took for me to understand myself and even longer to do anything meaningful about it. If I don’t set my expectations of people too high, then I am pleasantly surprised when they reach my expectations of a good person who of course tries to understand complicated me.

I think too, that growing up with gender dysphoria automatically qualifies you to be more complicated than the average non-transgender person. I know for me, the daily conflict of trying to decide if I was a boy or a girl growing up was a pressure I would not wish on my worst enemy. Learning to live with it was a constant problem I needed to deal with for what turned out to be nearly fifty years before I came to my final decision on how I was going to live. What a relief it was to get the gender burden off of my shoulders and on with life. Knowing completely, I would be facing difficult, complicated life choices ahead on my path to my dream.

It turned out, my recent hospital visit was just a reminder of the life I was trying to lead. I spend too much time in my cocoon away from the public. When I do get out, I am fortunate to have my best ally Liz to lead the way. If anyone is on the fence concerning my gender, when she continues to call me she, it really helps to set the tone and pave the way for public acceptance, A prime example was the recent bus tour to Florida we took. All the interaction Liz had with the other travelers set me up for success.

If you are contemplating going down a similar path as I did, just be aware that it will be complicated but on the other hand (as Emma said to me in a recent comment, very interesting.) For whatever reason we choose this path to our dreams of living as a transfeminine person, when we keep in mind what the difficulty factor in doing it is, we are better off and well adjusted to the new world we are in. There are few human efforts as inherently difficult than crossing the male to female gender frontier. The gender euphoria is worth it though when the public reaffirms who you are and you can finally come full circle back to the person you were always meant to be. They will never understand how difficult and complicated your journey was.

When you make it interesting too, you really have been able to make your life a success. It is for you and only you to understand.

 

 

 

 

Saturday, March 14, 2026

I Could Never Say No

 

JJ Hart with two Special People who 
made it Impossible for me to say No.
Liz on left, daughter on right. 




I discovered early in life that saying no to cross-dressing as a girl was something I could never do.

I tried many times, but I was a miserable failure as the pressure would build to run to my makeup and wardrobe to look at myself in the mirror. I even went as far as trying to shave the ugly unwanted hair off my legs with my mom’s electric razor. When I did, the world seemed to come together for me…for a while. Like clockwork, I could almost predict when the pressure would start to build again to cross-dress. Like most of you, I even purged or threw out most all of my feminine belongings in a wild rush which felt so good at the moment, until my old urges came rushing down on me. Saying no was just not an option.

For a while, I thought being feminine to the point of living as a transgender woman fulltime was always going to be just a dream. At other times, I thought that some point in my life I would just outgrow my gender urges and revert to a fulltime male life, no matter what my brain was telling me. I guess you could say, sometimes I thought a permanent purge would be in my future. I was kidding myself. That permanent purge never came as I tried many times to no avail. It seemed each time I tried to say no, my urges to follow my transgender needs came back even stronger. This time fueled by the positive feedback I was receiving when I was able to present better going out in public as a novice trans woman in a world of ciswomen. Just entering their world was much more difficult for me than I ever thought possible.

One of the problems was my old male self and my second wife did not participate in my dreams. It was far from my wife’s fault because none of what I was doing was anything she signed up for when we got married. She tried to help as much as she could, but my dream was growing so fast I could not control it. I started out the marriage as a cross-dresser and now I was into a transgender woman, and I did not have the courage, or knowledge to explain it. I just knew, I could not say no to pursuing my dreams. I am sure all she saw was her man slipping away. Sometimes slowly and sometimes quickly and I understood why she did not like it.

As I said, I really always knew saying no was not an option in my pursuit of a transfeminine life when I really went out into the world and found myself in the middle of new friendships who knew nothing of my past. growing Just trying to look the part of a woman faded away as I always thought it would when I found myself at the point of wanting to be that woman. Doing my best to communicate with the world on their terms. As I continually searched my soul for guidance on the path I should take, the answer always came back the same. Follow your instincts and do what you need to do to feel natural. With input such as that, why should I ever say no to myself again.

Finally, I reached the point of no return in my life when I needed to look at myself in the mirror to see who I really was. With no makeup at all one morning, I had a chance to see the real me and the words my wife Liz said to me came through loud and clear. There was no male in me and for once everything with a “no” word in it made sense. Plus, I was mentally exhausted from fighting myself all my life. I had enough, and it was time to make my final decision.

When I replaced no with yes, my life opened up to new horizons I never thought possible. Yes, meant I could be the long-hidden self I could never find. If you are on a gender path of your own, I hope you can do a better job of facing your truth than I did. I kept saying no too long and missed a significant amount of my life trying to outrun myself. On the other hand, changing a gender is a huge move, and one that cannot be taken lightly. You have to get to the point where saying no is not an option to you anymore.

 

 

 

Friday, March 13, 2026

The Power of Fear

 

Image from UnSplash.


The power of fear has always been a major factor to be dealt with as I made it through life.

At the beginning, I always used to run from fear by heading home to my makeup and skirts. Then, when that did not work as well, I needed to find another way to deal with the stress my fear brought on. All of a sudden, the extra feelings I brought to the whole cross-dressing experience began to be intertwined with the fear I felt about having my deep dark secret discovered. Every time I was not discovered, the relief I felt was intense.

As I grew older, the stakes I felt grew bolder when I took my image in the mirror public and into the world. The more I attempted to do it in public, the more my fear of discovery grew right with it. I guess it was because at the same time, my male life was flourishing and it was becoming riskier to give it all up, no matter how self-destructive I continued to be. I operated with the idea that if I had nothing to lose in life, it would be easier if I was discovered and life as I knew it came to crushing down on me.

My prime example of turning abject fear into success came from the night I decided to try going into one of the big venues I had visited as a man but this time as a woman. Something clicked in my mind, saying I was no longer a cross-dresser, I wanted more, like a ciswoman in the world doing the same things I had done as a man. Before I did though, I needed to see if I could even cross the threshold in the TGIF Fridays I was going to, to try to find a seat at the bar. Sure, I could have chosen a table instead, but I wanted to go all out and try to look for more interaction at the bar instead.

As I sat in the car, before I went in, I was literally so scared I could hardly breathe. I don’t remember how many times I checked my hair and makeup in my car mirror. Finally, I had enough, hitched up my big girl panties, took a deep breath and headed for the venue’s entrance. Deep down I knew if I was successful, I was facing yet another major transition point in my life and I knew I could never go back. Spoiler alert, I worked my way through all the fear I was feeling and managed to have an enjoyable time with the rest of the women just getting off work at a nearby mall. Even to the point of ordering another drink. Plus, I was right, I found my life could never go back to the male existence I was forcing myself to live. I had discovered new transitions as a transgender woman in the world.

More importantly, I discovered fear of what I was about to do in my new exciting world just came with the territory. It became as much a part of me as a well-worn set of panty hose when I went out into the world. Eventually, I just learned to live with my misgivings about giving up all my male privileges I had earned in life. Another example came much later after I had completed my male to female femininization, even to the point of starting HRT, or gender affirming hormones.

It happened one hot summer day when my future wife Liz suggested we go to one of those auto junk yards where you pick your own parts. We needed a side mirror for one of our cars and it would be much cheaper if we could find one there. All of a sudden, my old fears materialized about going back into a male-dominated environment. Again, I remembered the old days when I battled fear all the time and I had to keep reassuring myself I was not back in the not so good old days, and I would be fine. It turned out, all the fear and trepidation I felt about going was wasted because the men at the junk yard barely noticed me as they went about their business and we found a mirror for our car.

These days, since I have been out in the world for over a decade now, almost all my lifetime fears and anxieties about being a woman have passed like I do most of the time now. Mainly, I pass now as old which there is nothing I can do about. There are times when I do miss the adrenaline flow of being afraid propelled me into the world as a novice transgender woman. I do think, however, that conquering my gender fears came from my days in Army basic training when everyday we needed to fight to make it through. Then somehow, I used it all to help me be a better woman. Before I became a better man at the very end before I transitioned because I was allowed behind the gender curtain to get a look at how ciswomen live.

The end result was that fear helped me battle through the conflicts I felt because of gender dysphoria. It sounds different I know, but that is the way it worked for me.

 

 

 

Wednesday, March 11, 2026

Nothing Easy but the Hard Times

 

Image from Anthony Tran
on UnSplash.

Finishing up yesterday’s post about having a medical appointment with one of my medicine providers Regina, my worst fears materialized. After years and years of seeing Regina, she is retiring and I am being shuttled to another provider at the Veterans’ Administration here in Cincinnati, Ohio. Now I have only one more time to see her before a significant part of my life begins to shift.

I think my shift will continue when I see my endocrinologist on May 7th. She is the only remaining tie to my old providers in Dayton, Ohio VA where I used to live and this visit is ultra important because I will have to ask to have my Estradiol patches prescription renewed. As I said yesterday, I am thinking about changing from the hormonal patches to self-injections which is not a big problem with me, but will it be with the “new” VA I am beginning to experience. If I am told I must get a new endo doc in Cincinnati, what will I have to go through to get my HRT, or will I have problems, is my paranoia. Time flies when you are worrying and before I know it, the time for the appointment will be here. I guess I was born to worry, and nothing is easy but the hard times.

I guess worrying fits right in with being transgender. Early in life, all I did was worry about getting caught when I cross-dressed in front of the mirror. I had plenty of hard times as I worried about my slightly younger brother discovering my feminine secret and telling my parents who would have promptly sent me off to a psychiatrist who knew absolutely nothing about gender dysphoria back in the late 1950’s or early 1960’s. At that time, I was mistaken that several of my main worries would take care of themselves as I became older. One of course was me wanting to be a woman, and the second one was what was I going to do about the military and the Vietnam War. To make matters worse, I was worried about them on several different levels. One of which being I could just relax and both the war and my urge to be feminine would just disappear.

Needless to say, both of them never went away. The war went on and on for years, and my desire to be a woman just intensified as I had more public experience when I gathered the courage to leave the mirror and go out into the world. Which I was starting to do before I entered the military, which in many ways just made matters worse. Certainly, I felt nothing was easy but the hard times as I tried alcohol for the first time to dull my pain. It was the beginning of a long one-sided love affair with alcohol I had which fortunately I won before it was too late. I took me much longer to realize my desire to be a full-time transgender woman was not ever going to go away and I would have to do something about the hard times I was experiencing by acting.

Acting meant I would have to put my male side behind me for good and plan for a radically different feminine future. That is when I truly found nothing ever would be easy in life but the hard times. So, for the first time in my life, if I ever wanted to achieve my dream, the path was clearly there to do it. Like a runway for jumbo jets lit up at night. All I had to do was learn how to land the jet.

At that point, I was rather confident that I could do it. Afterall, I had spent all those years cross-dressing and perfecting my feminine presentation, so what could go wrong. It turned out plenty. As I was completely lacking in rounding myself out as a transgender woman capable of holding her own in a world full of competitive ciswomen. I discovered I was completely not ready to communicate in a world where I needed to be better than the next woman to be accepted at all. Just presenting better as a trans woman was just the beginning I found, and I started to worry all over again.

This time, all my worries turned to action as my new life became a blur as I started to carve out a new, more complete path to my transfeminine dream. I could not believe it was me becoming a regular in venues I used to go to as a man and had wondered how it would be to visit them as a woman. I used to blame my second wife for holding me back, but learned it was all my fault, and I was just being a victim.

I think being transgender automatically brings a lot of worry with it. We are subject to violence, job and medical discrimination among many other negatives. When you add all of those to already problematic everyday lives, that everyone has, it is no wonder transgender suicide rates are so high. Which proves my point that nothing is easy but the hard times when you are trans. Reality comes when the attraction to all the pretty clothes begins to fade and the daily life of a woman sets in. A woman’s life is a many layered existence and one you have to accept when you transition.

By accepting the challenge, you made yourself, you have decided to set out and build your new life from scratch. There will be many times when you think you have bit more than you can choose, but after you have been successful, you can feel the pride and for once knowing that the hard times were ever easy but somehow you made it through to living your dream of living and thriving in a feminine world. You should be proud of your accomplishment.

 

 

 

Sunday, March 8, 2026

When Gender Calls

 

Image from Brooke Cagel on UnSplash. 

When I was very young, when I listened closely, I could hear the faint sound of my true gender calling me.

Please keep in mind that very early on I could not quite understand what the voice was trying to tell me. I just knew something was not right. As I grew older and started experimenting with Mom’s clothes (even to the point of shaving my legs), did I have a basic understanding of what the voice was trying to tell me. From the first view of myself in our full-length hallway mirror, I had an idea that I had arrived in the right place as I stared at the pretty girl that I had a hand in creating.

It was then that the real gender work began. The first problem I had was trying to find the private time I had to cross-dress. And once I did, when would I have the time to do it again as the gender pressure built on me every time. What I did not understand and wouldn’t for many years was that I was much more than someone who just wanted to wear pretty feminine clothing. My true gender was calling and would never be satisfied until it was properly expressed. Even though I did not fully understand the path I was on and would have to accept it over the years to come. Especially all the blind curves and stop signs I ran into. I was not prepared for all the trials and tribulations I would have to go through to even try to pursue my gender dreams which always had to do with living a transfeminine life. At that time, the phrase had not yet been invented or used, so all I knew was I wanted to be a woman with all the perceived benefits which came with it.

Jumping ahead, the benefits of living as a full-time trans woman were there but just vastly different that I thought they would be. I still had the joy of selecting and wearing pretty clothes which changed with the seasons. It turned out, some of the enjoyment was taken away when I needed to pick out an outfit every day when I gave away all my male clothes and the reality of my existence set in. I guess you could say the novelty of dressing like a woman became a necessity when my gender called.

Speaking of my gender calling, I needed to learn how to accept it when it was trying to get through in my busy life as a man. I knew who was calling all of the time, I was just afraid of facing the reality of me answering it. I ran from it until I could run no more and I had myself painted into a feminine corner of reality I could not get out of.

What I am referring to is all the nights I went out as a trans woman to be alone and ended up socializing and carving out a new life faster than I ever thought possible. Suddenly, my gender phone was ringing off the hook and demanding more and more attention. The conversations became deeper and deeper as discussions about spouses, family and jobs took center stage. At a crucial point, I needed to lose all my fears of debating the pros and cons of gender change and consider the future which increasingly looked feminine to me. I respected the world of ciswomen from all angles, and I wanted to explore my desire to fit in more and more.

Finally, my gender voice became mildly abusive and challenged me to think deeply about the life situation I was in. What was I doing by constantly fighting a situation where I felt natural and good at. For once, I put my stubborn male self behind me and listened. Sure, there were bound to be bigots and haters still on my path, but I would have to ignore them and stand up for myself. The availability of gender affirming hormones or HRT helped me a lot because the hormones softened my skin and harsh male facial angles and made it easier to present a feminine face to the public. Which in turn, gave me more confidence. For the first time in my life, my external and internal features came close to matching.

At least now, my gender voice could quit screaming and calling me stupid for the way I was trying to run my life. Then perhaps, I could answer my gender phone and think about more pressing issues such as how I was going to run my life as a successful, happy transgender woman since happiness was something which eluded me for most of my life.

During a classic “if I had known then what I know now” moment, if I had known way back in my past how deep my gender issues ran, I was so much more than someone who enjoyed wearing feminine clothes. I wanted to be a woman as my ultimate goal in life. It would have been nice too, to have other guidance to help me along in my gender dysphoria struggles. In those days, not only were there not any qualified therapists to help, but there also wasn’t even internet to refer to for information so our closets were very lonely and dark.

Certainly, the one thing missing in my closet was a phone so I could talk when gender called. Maybe it would have saved me a great amount of stress and turmoil. I say maybe because of who knows, I would have had the maturity and courage to lick up the phone and have a honest and far-reaching discussion with myself about who I really was.

Maybe, when your gender calls, there will be a real person such as a supporting spouse to talk to about your life. So many transgender women and transgender men don’t have that luxury. One way or another, pick up the phone and talk. It could be the best therapy for you.

 

 

 

Saturday, March 7, 2026

Buckle Up for the Ride

Image from Inis Piazzi on
UnSplash.
I am biased I know but I think negotiating a full-fledged trip through the gender frontier from one side to the other side is one of the most difficult things a human can do.

Unless you are blessed with an overabundance of feminine qualities and characteristics, you very much start out from point zero with your femininization project and it shows. I am an example as I thought I looked good with my tight clothes and makeup which would have looked good on a clown in drag in the circus. In all fairness, it took me awhile to catch up because my gender workbook was blank and I had no one to help me fill it out. No overly concerned mom to tell me what not to do with makeup and no peer group of girls to coach me along. It was all me, and it showed. Except in the mirror which kept on lying to me by telling me I was a pretty girl.

It wasn’t until I began going out into the world did, I find out how wrong the mirror was. Numerous times, just after the mirror told me I looked great, I was bounced by an unforgiving public back to the safety of my closet. Through it all, some people were so cruel with their comments, they sent me home in tears. It was during those dark days when I really had to buckle up and decide what I was doing was right. Somehow, deep down inside, I knew I was right and I needed to figure out what exactly I was doing wrong when I cross -dressed and went out.

What happened was, I had the where with all to look around at all the ciswomen around me and notice what they were doing. By doing so, I noticed a few of the women were as big as I was, so size was not the issue which was dooming me to being laughed at. It was how I moved and how I interacted with the world which mattered. Plus, it helped that my makeup skills had begun to dramatically improve. I quit feeling sorry for myself and started to fill out my own gender workbook without being a victim. Because I was stuck with a testosterone poisoned body and somehow, I needed to work my way around it.

I started by going on a diet which I lost fifty pounds on and started to take better care of my skin after I shaved, so I used less makeup and found less was actually more. At the same time, I began to haunt the local thrift stores for just the right piece of clothing which I could buy which flattered my new slimmer figure. I still had my male torso with the broad shoulders, and I had to dress my way around them. I discovered new favorite outfits with loose flowing tops combined with denim skirts that worked really well for me.

Little did I know, all this progress I was making was placing me on a one-way track towards an on-coming train. And that train was how I was going to communicate with the world which suddenly accepted me? I was extremely shy and had a difficult time communicating with the world anyhow and now I had to add on a new totally foreign language to deal with, the language of ciswomen. Initially, I was too petrified to say anything but then slowly gained the confidence to shyly join in conversations. It was so new and difficult that I needed to really buckle up to do it. I found if I did not, I would destroy everything I sat out to do by appearing mean or worse yet, bitchy. The last thing I wanted.

Once I buckled down and put my fear of communication behind me, my world opened wide with new vistas of gender enjoyment. It turned out that what I said was more important than how I said it and with that knowledge, life became easier as a transgender woman in the world for the first time.

No matter where you are in your gender journey, look ahead and not behind you. Sure, you can learn from the past, but it should not dominate you and stop you from proceeding along your way. Keep in mind, you are on a very difficult journey with major life risks at hand such as spouses, family, friends and jobs. Also beware of the trap I fell into when my second wife accepted me as a cross dresser but then completely rejected me as a transgender woman. She was correct in thinking there were vast differences between the two. Just putting on a dress and makeup just did not solve any of my gender problems anymore. I increasingly wanted more of life in the feminine world and was buckling up to get it by wanting to be approved for gender affirming hormones or HRT. I was eventually approved for the dramatic changes the hormones made but sadly my wife passed away before she could experience any of the changes with me.

In my long life, it has been a rarity for me to experience firsthand any trans woman or trans man who has had a smooth, uneventful journey.  So, if you are just considering starting, or just beginning your gender path, it is best to prepare for a bumpy ride, so buckle up tight for the trip. Undoubtedly, it will provide you with setbacks and surprises you never expected. Like I always say, the gender trip is like a rollercoaster at a big amusement park, it is worth the price of admission if you let it be. As I said, just be sure to buckle up for the ride of your life. It is one most humans never get to take.

Think of it this way, make your buckle part of your fashion accessory and everyone can admire it.

 

 



Friday, March 6, 2026

No Matter Where you Go...There you Are

 

JJ Hart, Cincinnati Pride, 
Three years ago.

I always thought no matter where you go, there you are was meant to be a humorous statement, until I lived it during searching for my transgender roots.

Often, I have written about the time and effort I put into moving myself and my family as I switched jobs flutily trying to find my dream of having a feminine future. Sadly, it seemed, after a short time, I was back to where I started. Spinning my tires and getting nowhere. That person I was looking at in the mirror just would not change. When that happened, I would start taking bigger and bigger chances with my future probably hoping someone else would discover my deep dark gender secret. No one except my second wife ever did to any extent, so I was forced again to face my gender dysphoria on my own.

The problem was I was not ready to face my truth as one therapist told me that I was the only one who could make the final call on my gender needs. Would I be a man or a woman was a dauting idea for me, and for the longest time, ran from my decision.

What I tried to do was research how it would be to be a woman in the world I was in. Again, hoping I would receive a magical answer on which way I should go. As close as I came was the days which I was able to pass as a presentable ciswoman. I started doing things such as specific duties such as going to the grocery store, for example, where I was able to literally melt a teen grocery bagger in my big fluffy sweater and mini skirt which was the fashion of the day. It was eye opening because it was the first time I had ever had that sort of a reaction from a male at all. Ironically, all it did was make me feel good about my feminine self for a short time as I prepared to enter the world. No matter where I went, there I was.

Where I was, was a spot where I needed to face reality. Was I going to listen to my wife and never go out explore the world as a woman or stay at home and pass the time drinking and dreaming of the next time, I had the courage to go out. Every time the call to go out came up I had to answer to save what was left of my mental health, and I hit the road doing slutty things such as flashing semi-trucks in my miniskirts. Somehow, I was under the mistaken impression it all gave me validation as a woman. It did not and I outgrew the temptation quickly and went back to doing weekly chores such as trips to the grocery stores.

It wasn’t until much later in my life when I started to truly understand where I should be in the world. I left the gay venues I was frequenting and started exclusively going to the lesbian and straight bars all together to see if I could make it in a world that I enjoyed. In those cases where I went, there I was and I liked it. The world was a blur of excitement and trepidation as I tried more and more venues to see if I would be accepted, and I found in some I was.

Before I knew it, and had the where with all to acknowledge it, I was moving from the transgender woman image I had of myself. I was slowly becoming the best version of me, and one I had dreamed of my entire life. Being just me meant that for once, no matter where I went, there you are meant something basic to me. Getting there was never easy and I took a lot of chances, but I made it through many storms and high winds to make it. Looking back, I don’t know how I did.

Being just me brought me deep satisfaction and allowed me to allow myself to let my feminine side rule my world. There was nothing I could do about always being a transfeminine person, but being a quality version of me was going to be a work in progress as I meshed all my virtues together. The problem then became recognizing exactly what my virtues were and what I could take from living on both sides of the main gender binaries, male and female. I needed to look at the process as a blessing that few humans get to go through rather than a curse that most haters and bigots said it was.

When I took my life firmly in control and was able to surround myself with strong allies, finding out where I was stepped out of the mist and into the sunlight. In the bright light, I found I could be a nice quality person that people responded to as me, not because I was transgender.

At that point, no matter where you go, there you are became very real to me because I had landed squarely where I wanted to be. Sure, I took a long winding path to get here, but now I am finally proud to say I am just me. Certainly, I would not recommend all the running and drinking I did to anyone else but hopefully you can find your own path which brings you to the stage of just being you. And sometimes, all the things we do to survive our gender issues make for a more interesting life than most people have. At least it worked for me as I made my way through the no matter where you go, there you are phase of my life. Which turned out to be most of it. Hopefully you don’t have to take fifty years like I did to have the courage to do what is right for you.

 

Thursday, March 5, 2026

More Euphoria

 

Image from Marcus Winkler 
on UnSplash.

Yesterday, I wrote a post describing the joys of gender euphoria and promptly received this comment from “Joey”:

Hello JJ! I am Joey. I discovered your blog today from a link on Stana's blog, femulate.org I am a crossdresser who presents male while wearing tasteful, feminine outfits. I do feel some euphoria, primarily when I have been out in normal life while dressed pretty for a couple of hours, and all of the stress hormones go away. Only my wife and a few other people know about this side of my life, so it is stressful when I go out in public every week or two. But after the stress, it is very freeing and happy!

First of all, Joey, welcome to the blog! Hope you enjoy it. The feelings you described were similar to mine too. I know I could not wait until I could shed my male clothes, wear something pretty and sample what the world had to offer for me that day before I had to go back to my old boring stressful male existence. Sure, I felt stress going out as a transgender woman when I first started to do it, but it was nothing compared to my male life. When I was mistaken for a ciswoman, my heart literally sang with joy, and the best part about it was, it all felt so natural. What a homecoming!

My only caution about seeking out more of the male to female femininization process is, it led me to take premature chances with my life. I did not understand all the layers that went into a woman’s life and the only way to gain understanding was by doing it. It was only then that I was given the opportunity to look behind the gender curtain to see what really went on. As I did, I was surprised to learn that many things were the same and women learn in their lives to keep certain things secret from men. Which is why both genders have such a difficult time understanding each other. For example, ciswomen have developed two basic ways of negotiating their lives which have to be understood by any novice transgender woman.

The first is the use of non-verbal communication. Women often give information to other women through their eyes and bypass men all together. I can’t tell you how many silent warnings I got from other women when I was in potential danger from a toxic male.  The second major lesson I learned was how to operate in the new world of passive aggressive women. I needed to have my head on a swivel to look for some other woman coming after me after she initially was smiling and was nice to me. I looked at both of these major changes in my life as just another way of playing the game, and the only problem I had was switching gears when I had to go back to my male life. I had built a career of being aggressive in my business and the change was often difficult for my mental health.

Even though the path went quite slowly for me several times in my life, on occasion, it sped up. Almost to the point of being out of control. My male self-had a unique way of saving his existence when it was on the brink of being taken away. Which made matters worse in my convoluted gender world. How could he continue to be so strong in his resistance when my gender euphoria was so strong when I was successful as a trans woman? I am sure you can understand my dilemma and perhaps have even been there yourself. Somehow, someway, I needed to arrive at a point where I did not define myself as a transgender woman. I defined myself as just me.

Sadly, that point did not come for many years in my life. As my male self-fought long and hard for his right to live on in the world he was successful in. Many times, I good old shot of gender euphoria was all I had to keep going if I was ever going to have a chance of reaching my feminine dream of attempting to live full time. Fortunately, for my life-long dreams, my gender euphoria turned out to be strong too, in its own way. Far past the feel of hose on shaved legs and the sound of my high heels when I walked, all the way to having the confidence knowing who I was. Acquiring the ability to look and another woman eye to eye and communicate on her level was so important to me as I needed to break the communication gap I had with the world when I started to live as a transgender woman.

I am aware that gender euphoria can be different for all of us as we follow our gender paths. Referring back to “Joey’s” comment that she enjoyed being tastefully dressed when she went out. That became so important to me too when I was able to begin to blend into the everyday world as I knew it. Out went the too short miniskirts, replaced my more tasteful denim skirts was a prime example. I was told my legs were always a fashion positive for me so I wanted to show them, but I learned moderation was the best way to go when it came to my male to female femininization process. When I did, my moderation led to a different kind of gender euphoria when I searched for the best way to find my dream.

Euphoria, I found, is also joy of living in a feminine world. Where I always dreamed, I could be. More importantly, once I got there and was living my dream, it was everything I thought it could be and I started to wish I had not waited so long to do it. Of course, thinking that way was just wishful thinking because we are given only one life to live.

I learned I had made the best choice I could and living as a woman was the way to do it.

 

 

Wednesday, March 4, 2026

Gender Euphoria is Real

 

Image from Simona Todarova
on UnSplash. 

Looking back at yesterday’s interaction with the woman who referred to me as “she” when talking to her husband, I knew that gender euphoria was real.

When I talked to her, I was rewarded with being the total feminine package with no doubts including impostor syndrome to ruin the experience. In the past, I would have waited for something to come up to tip off I was transgender. Yesterday, as I said, nothing like that ever entered the conversation. Maybe it was because I got the ball rolling when I sat down beside her in the waiting room. Smiled and said hello. It is difficult for me to do with strangers because I am so shy. I guess finally I am getting the confidence to step out of my shell and do better socially. It helped too, because it turned out we had the same last name and originally came from the same hometown which helped us find something to talk about to pass the time.

All in all, it made for a very pleasant waiting experience as almost all of the people sit and glare at each other. It also made up for the essentially genderless experience I had at the coffee shop when the interaction did not seem to go either way with the young girl who was waiting on me. I was friendly and she was friendly and we both went on our way. If I had my choice, I would have preferred that the barista in the coffee shop would have referred to me as “she” also, but at least she did not use the dreaded “he” pronoun when referring to me. Or even worse, “sir.”  Which would have ruined my morning for sure.

The nice thing about gender euphoria is that it lasts for a long time, and I feel all the work I put into being a transgender woman was worth it. It seemed, despite my best efforts, someone in public would break my feminine façade and call me by a male pronoun. Which brings up the worst thing about euphoria which is so fragile and can be broken in a moment. Then it takes weeks to build up again.

It took me years to realize the power of confidence in my transfeminine life. Sometimes, I felt as if I could rule the room in my high heels, and other times, I just wanted to be left alone and disappear. Probably the same as any other ciswoman felt. In fact, I could see it in the women I studied. Some walked into a room with all the confidence in the world, while others seemed to be so timid. Of course, I did my best to copy the assertive women who I secretly envied because their gender euphoria was so real.

For the longest time, before my ankles gave up, all I wore was high heels because I thought the shoes gave the woman a sense of power with women and men. I knew men were conditioned to look when they heard the click -click of heels coming towards them on a hard floor. Women, on the other hand were forced to respect the woman wearing the highest heels if they liked it or not. Euphoria or envy runs deep with ciswomen it seems. Sometimes it provides a major point of competition between women if they are competing for men, or just appearance.

I am spoiled to have two powerful gender allies around me almost all of the time. My wife Liz and daughter are always quick to provide the correct pronouns for me when a stranger struggles. That way, when the stranger struggles to find the correct pronouns, they always have a reminder, and I leave with my gender euphoria intact.

One way or another, gender euphoria is as real and powerful as dysphoria and often provides transgender women and trans men with a brief flicker of hope when our closet needs a light to keep going in a world which is increasingly hostile to us.

Hopefully, that is you and even if you experience negativity in the world while you are on your gender path. That light ahead is a green light and you can keep going. Always remember, a transgender journey if a marathon, not a race. You don’t always know what is around the next corner but gender euphoria can help you get there.

 

 

 

I've Got Someone for That

  JJ Hart on Left, wife Liz on Right.  Maybe you have seen the commercial on television where a group of men seemingly have an answer for a ...