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

Wednesday, August 27, 2025

All I Had was Time

 

Image from Natalia Rabinovych
on UnSplash.

When we are younger, time seems like it is less of a commodity. When we are in school for example, all we want to do is graduate into the world.  For transgender women and transgender men transitioning, we often take time for granted. At least I did.

As I was coming out of my gender closet, regardless of not having much guidance on where I wanted to go to achieve my dream of living as a woman, I took my time. For a while, when I had finished serving my time in the military, the only outlet I had to being out in the public’s eye were the yearly Halloween parties I went to. Finally, I could see the writing on my gender wall and knew I would somehow have to do something, so I did not have to wait another long year to go out again. Time was being wasted.

It turned out, I could not see the forest for the trees, because there was a huge world just waiting for me if I just had the courage to do something about it. I needed to hitch up my big girl panties, not be a victim because of the bigots, and do something about escaping my closet. The problem was, I was always making excuses about why I could not do something as a novice cross dresser or transgender woman. So, what if my ego was wounded when I was laughed at early on, I just needed to go back home and figure out what I was doing wrong and fix it. Time was going by, and I was not getting any younger. Little did I know then, as I was in my thirties, how much farther I would have to travel.

I had my own transgender biological clock I was dealing with. Like any woman, I knew I only had a finite number of years to look my best to try to socialize in the world. All of this happened before I learned appearance was just the stepping off point when I tried to interact with the feminine world. My wife tried to tell me, but I would not listen, and I lost years in my male to female transition to learn for myself what she was talking about. Again, I was spending too much time as a victim wanting my wife to explain what she was talking about and not explaining it better to me. The problem was, I would not have listened anyway, my old male ego was still too strong.

In the meantime, I was getting myself caught up in major gender contradictions. I was spending up to three days of my week trying to learn the basics of being a transfeminine person and then turn around and having to revert back to the old male life I increasingly wanted no part of. It was no way to live and often I felt as if I was one of those jugglers I saw on television when I was a kid, keeping several plates balanced at once in the air. Ultimately, the entire gender back and forth nearly killed me.

My suicide attempt, among other things, woke me up to the fact I did not have all the time in the world. Especially if my self-destructive actions were trying to take it away. If I ever was going to have a chance to achieve my dream of living as a transgender woman, I might have less time than I thought to do it. At that point, I shifted my transition plans into high gear and began to explore in earnest if I could do it at all. Maybe it was my impossible dream. One way or another, I was in my fifties and needed to decide what I was going to do.

As I began to carve out my new life as a transgender woman, I needed to quickly learn what worked for me and what did not. My biggest move was when I worked my way out of gay venues where all they did was perceive me as a drag queen and enter the real world where I needed to prove I was more than just a man in a dress, wearing makeup and a wig. With more than a little help from my inner female who had waited so long to live, I was able to establish myself as a viable person to the public. As my trans woman friend Racquel said, I passed out of sheer will power, which I did. I proved I was not trying to fool anyone into thinking I was someone who I was not. For better or for worse, my friends knew they were dealing with a unique woman who had used her lifetime to arrive at the same point as they did.

Maybe I had spent my time wisely. One way or another, I learned a lot about the binary genders as time flew by. 

 

Sunday, August 24, 2025

Trans Woman at a Photo Shoot

 

Example of Liz's hand beaded work
from Liz T Designs,

This happened years ago when the world went through an all too brief softening on its views of different kinds of women. Way before the current orange felon/pedo came along trying to destroy our world.

As I remember, it all started with a few big brand beauty products moving away from the same old skinny models and began signing women who were closer to the norm for their commercials. I was encouraged when I saw new models who never looked the same and even closer to what I had achieved in my cross-dressing adventures.

At that time, our native Cincinnati had just opened its second huge crafters mall in an old shoe factory. It featured everything from artists painting to blacksmiths working their metal. So, you can tell, perhaps crafters was not the right word to use for these serious working people. It just so happens; my wife Liz is a very talented crafter of her own right. She went to art school, and she works on everything from painting to hand-beaded work to knitted clothing items which she sells online. She was very interested in everything which was going on in the mall and we stopped in many of the shoppes.

One of the unique stops we made was at a handmade book shop. Liz had been wanting to try her hand at trying to make her own journals, so she struck up a conversation with the owner as I browsed. It turned out the owner and crafter was interested in me too and was very nice to me. She also had a book to sign for any interested followers. We signed up and I thought that would be the end of it, but it wasn’t.

To my surprise, a couple of weeks later I received an email from the owner asking me if I would be interested in participating in a photo shoot, she and a photographer she knew were putting together a book project which featured women from different backgrounds to submit to an exhibition in Chicago. After the initial surprise and shock subsided that they had thought of me after such a brief meeting, I jumped at the opportunity. Even though the idea scared me to death. I just could not turn down the chance to have a professional photographer take my picture. Such a long way from using my old cellphone in a mirror.

Before I knew it, my appointment time had arrived and it was time to hitch up my big girl’s panties and head to the photographer’s studio, also in the big mall, so I knew how to get there. Once there, I was dressed in the requested neutral black sweater and ready for my leap into the great unknown. One of my first questions involved my makeup and was assured I looked fine, and I sat back and let the photographer do her work. My immediate reaction to everything was my ego enjoyed being the center of everything around me and outside of an old Glamour Shot appointment years before (remember them?), the only time this would happen for me in my life.

Then I had to sit back and wait for the next part of the process, when the book was actually published and sent to Chicago. I just hoped I could represent the Cincinnati transgender community well. Finally, the news came back that the book did not win the competition but there would be an official party for it to come up at one of Cincinnati’s smaller museums. As one of the models, I was invited. Of course I had to go, but what would I wear to a book unveiling party? To be honest, I don’t remember what I wore after going through my closet. I did not want to be too formal but look nice at the same time, and I think I achieved my goal.

For the first time, I was able to see the book put together and of course I was not satisfied with how I looked. Being the perfectionist I never was, I thought the photographer could have done a better job at lighting my face to de-emphasize my jawline. But she didn’t. As far as the other women in the book, there were a wide range of choices they made including women of color and heavy-set women away from the usual beauty stereotypes cisgender women must deal with.

Sadly, I don’t know whatever happened to the pictures I received from the photo shoot, so I can’t show them to you. All I have are the memories of being singled out in a positive way because I am transgender and the once in a lifetime chance to do a photo shoot because I was.

 

 

Monday, August 18, 2025

Transgender-When Life Throws you a Curve.

 

Image from Chu CHU on UnSplash.

It’s baseball season as we head down to the “dogdays of summer” around here in Cincinnati. As I have mentioned many times, the gender gods allowed me to take my passion for sports with me when I transitioned from male to female. This year, I have been completely emotionally immersed in the Cincinnati Reds professional baseball team. So much so, sometimes I feel guilty about my involvement.

Overall, though, life threw me a real curveball when it came to sports. For several reasons, athletics helped me to keep the bullies away, since I was doing “boy” things. As I played, I found I could not hit well at all, primarily a curveball and resorted to running home to my dresses and makeup to feel better about my failures. And I did, which solidified my deepening idea I should have been a girl all along. Dressing in my pretty feminine clothes certainly felt better than crying in the shower after I committed a key error or struck out to end the game.

As time went on, I faced the reality of non-athletes everywhere, life had thrown me a curve ball I just couldn’t hit. Somehow, I just needed to adjust and become the fan I am today and quit being a victim. I think perhaps it was my Army duty which took any idea of self-pity away from me. So what if my draft number was twenty-three, I would just have to enlist for three years to make the best of it. Plus, the entire routine of basic infantry training took any idea of being a victim away from me. At least I was not one of the guys crying on the night bus to Ft. Knox in the middle of a Kentucky winter. Somehow, I would have to make the best of a situation I did not want to be in.

It turned out, that idea carried right over into my gender dysphoria. The older and more experienced I became as a transgender woman, ended up clashing with my increasingly successful male life. Life had thrown me a gender curveball, and it was not fair but the problem was mine to deal with.

Initially, I kept striking out on my path to transgender womanhood. I was woefully unprepared for the world I so desperately wanted to enter. The path was quite dark with many bumps and curves, so I needed to be careful with the high heeled steps I was taking. Perhaps the most important problem I faced was when I was completely outed as a man in a dress was quickly going home and attempting to figure out what I was doing wrong. Was it my fashion, or my makeup, or what?

This time I refused to be fooled by a gender curveball and hung in there until my life began to change for the better. Slowly, I was being accepted as my true transfeminine self in the public’s eye. I was not hitting any home runs yet, but I was making contact with the public and was successful.

Incredibly to me, the more contact I was making, the more I needed to make. In particular, women were curious what I was doing in their world and drew me into conversations which were uneasy for me in the beginning. Life was throwing me curveball after curveball, and I became halfway decent at making contact with the strangers I met. I think too that after the public met me, more than a few of them reacted to the fact that I was a person who was living with their truth. Then I needed to catch up and respect myself for living my truth. Which was difficult for me to do for years.

Ironically, at that point, I went to work for a company which would not accept any of their successful managers being victims. I carried their training over into my real life and was better prepared for any and all setbacks I encountered. I began to see my supposed setback in life just could be a positive if I made it one. Not so much different than when I went to Army basic training wondering how I was going to make it without my cross-dressing crutches.

After immersing myself in the world of cisgender women, I came out as a better person. Certainly, well rounded in how the two main binary genders interact with each other. I could not ever make it as any sort of an athlete, but it turned out I could as a transgender woman. A journey I came to respect many times along the way.

 

Friday, August 15, 2025

Not the Man I Used to Be

 

Image from Ava Sol
on UnSplash.

Almost daily, I feel as though I am not the man I used to be, and it feels great!

In many ways, I was a man’s man as I went through life desperately attempting to survive in a male world. To do it, often I needed to bluster my way through life confronting other men I met. Although nearly all my confrontations fell way short of being physical, I still was able to win more than I lost. As I said, I hated the life I was living because deep down it did not feel right.

While being a man’s man took the life right out of me, it seemed being a transgender woman put it back. As I settled into my own woman’s arms, I instantly felt better, and I did not care if I was no longer the man I used to be. However, what was easy in the beginning became increasingly difficult as I went along up my gender path. It seemed like each wall I scaled on my path was a little higher as I stopped to look around to see if I still wanted to keep going.

By now you know I never stopped moving away from the man I used to be, and I had many lessons to learn. Particularly around personal security which I always took for granted as a man. I was always over average size, and people usually left me alone. It got to be so bad I couldn’t even scalp tickets to a football game I wanted to attend with my wife. The illegal scalpers thought I was a cop and would not sell to me. I had to let my wife approach them as the tickets were not illegal but where they were selling them were back in those days.

Other aspects of life I hated about being a man was always having to make the first move. All the way from being the one asking the woman out, all the way to where we were going for dinner. Then being told somehow my choice was wrong. Through it all, I could not wait until I was the one who did not make all the decisions. It was all I did at work, and I felt I shouldn’t have to at home which did not work well with my wife. On the other hand, I did learn always being the one who asked someone out was not the popular way to go with everyone. Just waiting around to have someone ask you was just as bad for the woman.

Finally, as I began to put all of that behind me and was beginning to put together a new life as a transgender woman, my life as a man began to fade in my rearview mirror of life. Not being the man, I used to be a welcome change and was where I was headed anyhow. I was trying to find specific small things I used to do as a man and change them over to feminine ones. Large examples included how I walked all the way down my gender path to learn how to better use the nonverbal communication women routinely use between each other. Very quickly I learned how one glance from an employee at a regular venue I went to meant I was in possible trouble if I stayed. In an instant, my gender world changed as I knew I could not stay and fight my way out or try to neutralize the situation with a male scowl. So, I picked up my purse, paid for my tab and left. Along with my male ego. 

Then there was the ultimate challenge to any remaining masculinity I had left. It came when I was approved for and started gender affirming hormones. Very rapidly, HRT caused what was left of my male strength to fade away. I used to put trucks away in my busy restaurants all the time and move very heavy beer kegs around with no help. Not a chance of that ever happening again since I was on the hormonal medications. As I learned I was not the man I used to be, my body started to change, and androgyny began to set in. All before I made the fateful decision to give away all my male clothes and live fulltime as a transgender woman.

For me, deciding to never go back to the man I used to be was a simple decision I should have made years before. Out of all the decisions I had to make as a man, I was unable to make the biggest one and set my life in the right decision…away from the man I never was.

Thursday, August 14, 2025

You Make a Terrible Woman

 

JJ Hart on left. New wife Liz on right.

As I was initially coming out of my intensely lonely and dark gender shell, I dealt with quite a bit of guilt. Especially when my wife called me a terrible woman. I initially thought she was referring to my looks, which she told me she wasn’t.

My second wife was also fond of telling me coming out was all about me which as I look back on it, she was right. My transition was all about me, and I was completely immersed in it. Every time she even made the slightest move to interact with me, I shunned her as I was scared, she was just going to be negative. To be successful, I needed to do it alone it seemed.

I am sure the progress my wife saw in my overall presentation made her feel insecure about the future of our marriage. No matter how guilty I felt about the journey I was taking without her, deep down I knew I had to stay on my path if I was ever going to have a chance to achieve my dream of living as a transgender woman. Which my wife was dead set against.

As I progressed on and on the guilt grew, I was having. Here I was jeopardizing a good marriage, family and job just to wear women’s clothes and makeup. My problem was, I was still refusing to accept the truth about myself. In other words, my desire to be a woman in any sense of the word ran much deeper than just looking like one. When my wife told me I made a terrible woman because I hadn’t paid my dues past looking like one, I knew somehow, I needed to set out to learn what she was talking about, regardless of the guilt involved. To survive, my transition had to be just about me, and I stubbornly pushed forward.

The problem was, the more guilt I felt, the worse my mental health became. I did not know who to listen to, the world at large or the person I was closest to. The world at large was slowly coming to accept me as a transfeminine person while my wife was as standoffish as always about my progress. What she did not know was I was making the strides needed to prove I was not a terrible woman and in reality, a fairly likeable one. Or at least I was trying to.

Time marched on, and my guilt increased to the point where I committed suicide or tried to. When I failed, the entire self-harming episode left me with further problems with my guilt and mental health, so I sought out therapy. Fortunately, I found a good therapist who understood depression and the transgender community, and my life began to improve again. My therapist told me it was alright to feel guilt about the gender transition process and sometimes you must leave loved ones behind so you can live. Beyond all of that, she taught me extreme gender dysphoria was difficult to deal with and before long, our in-person meetings at the Veteran’s Administration were between her and my authentic self. What a relief!

My guilt subsided as my joy increased in my life. Sure, I still had rough spots to contend with, but with my overall knowledge of the world and what to expect, I knew I had finally overcome my fear of actually “making” a terrible woman. In reality what happened was I had the chance to live my way through what my wife told me and in addition. I was not making anything. I already was a transgender woman and had always been. I was just guilty of trying to hide it and internalize it too long. Surely, it was all my fault, and I never had the chance to apologize to her because of her untimely death from a massive heart attack at the age of fifty. I wanted to show her I had paid my dues in the world, and, at the least, I hoped we could be friends. Actions speak louder than words and I know she would never back off from saying I made a terrible woman and in turn at least like the new me.

In life, we rarely have a chance to make a second impression, and it has been nearly an impossible one for me since most of the people I knew as a man (that mattered) had passed away. I needed to concentrate on the new acquaintances I met as a trans woman who never knew my old male self who in his own way had passed on also. Since I did not have a difficult time making and keeping friends in my new life, I must not have been a terrible woman after all.

Monday, August 4, 2025

Kicking and Screaming.

 

My trans friend Racquel
with her fur-baby.

Sometimes I am asked why I waited so long to finally make the serious transition into a transfeminine world at the age of sixty.

The partial answer is I did not want to face up to my truth of who I really was. Instead, I internalized my gender desires as long as I could. Another reason was, I had a powerful male self who did not want to give up all the white male privileges he had fought to gain. Every bit of ground he lost to his transgender sister was hard earned. Plus, he had a powerful ally with him in my second wife who wanted no part of me to progress any further than the cross-dressing stage I was in when I met her.

My excuse is for not transitioning sooner goes past just ignoring the obvious. I just did not factor in the other major changes I would have to go through just to see if my dream of living as a trans woman was even feasible. Maybe I could never make it at all was a fatal flaw in my thinking because I needed the inner confidence to live. At that point, I opened my gender closet door and began to look around and my male self was dragged kicking and screaming into the world. Early on he was being laughed at in drag when he went out which hurt his male ego. Until he summoned up enough skill to stop the abuse.

All of this led up to finally realizing (for whatever reason) I was more than a cross-dresser. I was a transgender woman. It all led up to the scary, magical night when I decided to change my mind set when I went out for a drink in a venue, I had frequented many times as my male self and had always wondered what it would feel like to do it as a woman. As I said, I was scared to death, and sat in my car for what seemed like forever adjusting and readjusting my hair and makeup before I went in. I knew from previous visits, when the nearby mall closed, the bar would fill up with single professional women who just socialized with each other. As I steadied myself to go in, my male side was still screaming no as my feminine side was excited to finally get a chance to live. That night, for the first time, she had won the battle because I had a great time and even stayed for an extra drink just because I could.

Little did my feminine side know, winning one big gender battle would only make the war seem further away. Following the evening out, she wanted more which caused severe problems with my marriage and life. Deep down, I wanted to experience the thrill of feeling natural in my skin for the first time, and when I could not do it, I became depressed and downright mean to the world around me. Internalizing my gender issues became less and less of a way to run my life. As a result, I started to sneak out from the house any spare moment I had to attempt to reinvent myself as a transgender woman.

I learned I could and began to slowly carve out a new life for myself with people who knew nothing of my past male self who was still strongly resisting every move I was trying to make out of my closet. Sure, I had my ups and downs with what I was doing but my overall trajectory was up, and I was proud of myself. I had come so far from the early days I had admiring myself in the mirror. Even the kicking and screaming from my male self was beginning to fade. But I found not to be too confident because I still had a long way to go on my gender journey to be a full-time transgender woman. Since my trans woman friend Racquel always told me, I passed out of sheer will power, I always had to work harder to make it in the world. I would forever have a testosterone poisoned body my male self-had left me to work around since I did not have the finances or will power for expensive facial femininization surgeries like Racquel did.

So, I did the best I could and managed to build a small tight knit group of women friends who accepted me while at the same time instructed me on the finesse points of being a woman. All of it brought the final curtain down on the kicking and screaming of my male self. I just wish he had not been such a formidable opponent. On the other hand, his interaction kept the bullies away from me for the most part and allowed me to get through the military in one piece, so all was not bad.

The end result was, he never felt as if he was the most natural person for me to be. That distinction always went to my feminine side who never gave up winning my own gender war. She ended up just ignoring all the kicking and screaming until it finally went away and the lack of extra noise in my life was a welcome change.

 

Thursday, June 12, 2025

Just Part of Being a Woman?

 

Image on Unsplash. 

Just part of being a woman meant several different things to me.

First, I needed to get there by being able to present well enough to being accepted by other women. Once I arrived, I was able to enjoy the benefits of living in my dream world as well as the drawbacks. The first night I had an idea I was arriving was when I began to be semi-friendly with a man I met at a venue, I was a regular in. He was part of a small, diverse group of people I mixed with often. Sadly, I followed the saga of his quickly failed marriage to another woman in the group. She was an exotic dancer with long black hair, and he was a big, bearded man who rode a Harley motorcycle. Not exactly a match made in heaven. But they went ahead with the ceremony anyway. It failed within a couple of weeks.

I really don’t know why, but from then on most of the group turned against him, except me. I felt sorry for him and could sense the hurt he felt, so we began to talk. Before long we became friendly enough to look for each other when we came in alone to socialize. I can’t speak for him, but I was in uncharted territory even talking to a man at all since I was basically scared to. Who was I to say no to this big good-looking guy who wanted to talk to me? You are right. I couldn’t. I was too shy to even ask him to see his Harley before he rode off to another job in another town and I never saw him again. How different my life could have been if I had pushed my luck as a transgender woman just a little farther.

That fleeting encounter left a deep impression on me, not because it blossomed into anything, but because it made me realize how much of life I had yet to explore. It was a bittersweet moment of clarity: I had spent so much time crafting a version of myself that fit into the world I longed to belong to, yet I was still afraid to fully embrace the opportunities before me.

In the days that followed, I thought a lot about courage to truly be brave, not just in appearance but in action. It wasn't about being bold for the sake of it, but about taking the step that felt impossible, the one that whispered promises of growth and self-discovery. And yet, even as I reflected, I knew that fear still gripped me, tethering me to the safety of the new family I was creating.

It was around this time that I began writing the blog, capturing what I could of the small victories and the quiet heartbreaks that defined my journey. The act of writing became my sanctuary, a place where I could be unapologetically honest with myself, where I could acknowledge my fears without judgment. The words became a mirror, reflecting not just who I was but who I could be if only I dared to push beyond the limits I had unconsciously set for myself. By doing so, I hoped I could help others.

Life has a way of surprising you, though. Just when you think you've missed your chance, it presents you with another, often in the most unexpected of forms. Sort of like the first night I found myself in the middle of four men discussing guy things which of course I knew quite a bit about. Not realizing exactly where or who I was, I attempted to add my comments to the group. The men paused for a moment, then went on with their conversation as if I was invisible. I learned my lesson, entering a male only domain was a big no-no and exposed my new feminine life of having a lesser IQ. 

On my very few encounters with men, I learned to let them lead the way in conversations. No matter how inane the subject matter was. A prime example was the night I always mention when my car broke down and I needed to call a tow truck. Also, to my chagrin, a well-meaning policeman showed up out of nowhere to help. Between the cop and the tow driver, they refused to even listen to the directions I tried to give to my house. Then everything became worse when I had to ride home with the driver. By the time I arrived home, I had nearly reduced myself to playing the dumb blond just to survive the trip.

Just part of being a woman just meant leaving my male self behind, which is what I was trying to do anyway. What I did not count on was how fast I would lose most all of my male privileges I took for granted when I transitioned. All cisgender women go through the same process when they grow up around boys. It just took me a little longer to get there. Or, as my lesbian friends said, welcome to their world.

Plus, there was the new magical world of gender affirming hormones to consider. The HRT certainly contributed to my internal part of life as a woman.

Wednesday, June 11, 2025

Riding the Gender Merry go Round

 

Image from Stanley Kustamen 
on UnSplash. 

Catching the gender merry go round when it was in mid-spin was never easy. As I always point out, I had no workbook on how to achieve my feminine desires that were available to me.

I often wondered what magical experiences were available to the girls around me but were off limits to me. What did the girls really learn about being feminine from each other? Was makeup one of them? I was jealous because I had none of the early basics of applying makeup. The closest I came when I was painting the model cars I had. I never was very good at skillfully painting cars, so I wondered how I would ever be good at painting myself. Enamored, I remember watching my mom apply her makeup as I looked for any small hints I could follow but I never seemed to learn.

Of course, there was much more to jumping on a spinning merry go round than just skillfully applying makeup. There were clothes to worry about too, and how could I afford them on the very limited budget I was on. I resorted to taking any small jobs I could as a kid to augment the meager allowance I received at home. In fact, my major source of income was a neighborhood newspaper route I took on. When I added all my funds up, I usually had enough money to buy my own makeup, panty hose and other rare items such as a pair of shoes I was lucky to find.

Once I was able to be confident in my ability to jump on the merry go round, then I needed to worry about hanging on. In the early days of my public explorations, I was having a very difficult time presenting well at all and I often was laughed at by others on the merry go round until I began to learn what I was doing wrong, and I could fill out my feminizing presentation workbook. It was a win for me when I could quit using crayons on my face and use them to color my workbook, I was less and less a clown in drag, and more and more an androgynous person for the public to judge my gender. For once, I could rightfully claim my seat along others on the merry go round because I had earned my spot as much as they did.

After a while, the spinning became too much for me and challenged my fragile mental health. The biggest problem I had was my refusal to face myself and my innermost truth. I was never a man cross dressing as a woman; I was a woman cross dressing as a man my entire life. The basic thought of who I really was consumed all my spare thinking. I am amazed now how much I still accomplished in my life as I suffered my mental duress. At times, it seemed my merry go round was spinning completely out of control. Plus, at the same time, I kept accumulating extra male lifetime baggage I did not really want. Sadly, the life I was living kept me from making very many close friends because I just thought I was knowing them under some sort of false pretense. I wasn’t the man they saw before them; I was a fake. Which I hated and added to my problems.

I finally came to the point where I needed to either slow down my merry go round or get off altogether. I just couldn't take it any longer. I certainly was not getting any prizes for putting myself through the anguish of staying on. I had given my ride the best shot I could, and I needed to grow in my transgender womanhood. I had tried my best to outrun and out drink my gender issues, and it was time to face the reality of who I was.

When my merry go round glided to a stop and I was able to look ahead to the new life I was about to enter. I was excited to see and live my feminine reality. I had filled out my workbook and paid my dues and was ready to go. The next time I was at an amusement park I could really enjoy the experience as a transgender woman. If anyone in the world did not like it or approve of me, I didn’t care. I had spent a major portion of my life thinking I was in the wrong. When in fact, the bigots were the ones in the wrong and they were the riders who needed to get off the merry go round first.

Monday, June 9, 2025

Gender Participation Trophies

 

Image from Vicktor Forgacs
on UnSplash

In the gender world, there are very few participation trophies available to anyone for simply showing up. But are there?

Early on, before I decided to allow the public to award me participation trophies, I let the mirror do it and they were always right. I was an attractive girl when I wanted to be and there was a trophy for me to hide away with my belongings, or at least for me to mentally hide away from prying eyes.

In the meantime, my male self was attempting to win as many trophies as he could because he was not very good at athletics or whatever else he was trying. As hard as he was trying, total success seemed to always evade him. What happened was, both my binary genders experienced deep frustration, and I felt less as a person.

It was not until much later that I began to be successful and win a few participation trophies, specifically as a transgender woman. Her success though just created more problems for me as he feared she would take over completely, and what would become of all his hard-earned male privileges. There was a life at stake and could not be taken lightly. No cheap shiny participation trophies to proudly place on the gender shelf of life.

After I had learned the basics of blending myself into the world as a woman, I needed to be careful of the trophies which were being presented to me. I learned the hard way; not all women were forthcoming in their friendship and acceptance in their world. Many days with other ciswomen in the world. I thought I had won a participation trophy, only to have it passive aggressively pulled away. Quickly, I learned to be more careful. Life just wasn’t as easy for me when I had left the male world I was used to, and all aggressiveness was a frontal blow you could prepare for or retreat from. As with everything else, my life as a transgender woman was going to be more difficult than I thought. There would be no more running home to the mirror to hide. If I wanted to obtain more gender trophies, I would need to journey farther and farther out of my gender closet to do it.

The first inkling I could came on the night when I was drinking with a group of single professional women at a nearby TGI Fridays venue. As the bar area quickly began to fill up with women, nobody said anything out of the way to me, and I felt as if I fit right in. As a woman. I had known in advance to dress professionally, which helped me to overcome the fear I felt. So, I fit right in. When I safely made it home that night before my second wife did and removed my makeup, I gave myself a participation trophy. Mainly because, I knew I had crossed a line I could never go back to. My cross-dressing desires were much more than just a simple, innocent past-time. I knew deep down I wanted more as I pursued my own transgender womanhood.

More meant going back to Fridays and establishing myself as a regular, as well as other nearby competing venues which were happy to serve me and take my money as a trans woman. For the most part, I was compiling more trophies than I could count as I did more than surviving in my new world, I thrived. I learned too how difficult I would have it, if I continued the gender path I was on. Now, each trophy was harder and harder to get because each time I received one, it seemed the stakes were higher and higher. I was risking my twenty-five-year marriage, my family, friends and job, and I deeply felt the pressure.

At some point, I knew I would have to decide to throw out all my old male trophies and move on, but I was afraid to do it. I compared it to looking down at a steep gender cliff and wondering what would happen when and if I fell. All the trophies in the world would not save me but only real-world friends would.

Fortunately, I had those friends who had found and accepted me and made my gender landing very soft. In essence, all those new friends were initially trophies I cherished completely. They turned into the real thing over time, and I was able to carve out a life. Then I could throw out all my female trophies for good and live a realistic, genuine life as a transgender woman. My trophies became as fake to me as most of the people I met along the way, and I was able to throw them all away.

 

 

Thursday, May 29, 2025

It Never Got Old

 

Key West, Florida on Vacation. 

All the decades I spent of my life on the journey from male to female never became old and boring.

Even though I spent decades to arrive in my transgender womanhood, surprisingly, the trip never got old. Perhaps it was because I was so entrenched in my male existence and could not get out. Certainly, I knew I did not want to receive any participation trophies simply because I was semi successful as a man to place on my imaginary mantel in my mind. I learned quickly where my true learnings were with my gender and my search for truth never was not exciting. I can vividly remember all the times when I first went out shopping as my true self and thought I was accepted as a woman by the clerks I encountered. When, in fact, they were accepting me for my money first.

It did not matter to me at the time because I was scared to death and was just trying to find my way in a new world I had only every dreamed of. So, this was what it was like to shop as a woman? I loved it. I also loved it when I was able to present well enough to relax more and be brave enough to expand my horizons. I began to stop for lunch on my shopping trips so I would have more one on one time with the public at large. Instead of just going to a big bookstore just to browse, I started to stop for a cup of coffee and to use the rest room for the first time in my life as a transgender woman. Through it all, I was surviving and thriving and most importantly, my life suddenly never was old again.

From there, I started to go out at night and discovered a whole new world to be involved with. This was my much-publicized time when I gave up on male gay bars, and began to seek out more venues I could enjoy myself in. The bottom line was, if I was going to be discriminated for being trans in a gay bar, I could find somewhere else to spend my money. When I did find other venues, my life really began to be exciting and new, it never got old being accepted in a new venue which normally featured big cold beers along with big colorful television screens to watch sports on.

From that point forward, life really began to speed up on me. It seemed every night, something new was happening and I was learning the nuances of being able to cross the gender border. I believe I was not convincing anyone I was a cisgender woman but on the other hand, I was a woman with a different background. The distinction became an important one for me to have to succeed in the direction I wanted to go. The direction of course, was the path I was on to leave my closet permanently and join the world as my true self who should have been in control the entire time. Even though the path had plenty of dead ends and sharp curves, following it never got old.

Since my path never got old, I knew I was on the right one for the first time in my life. The new freedom I felt propelled me when I was doubting which direction I should take in my life. The vibe I felt was real and I decided to risk all the materialistic items I had as a male would be risked and could possibly go away. Which meant everything, including spouses, friends, and employment had to change. Naturally, I spent hours, days and even weeks agonizing on what I was going to do.

The fact which kept coming back to me was, I had gone to far down the femininized path I was on to ever go back to the male life I had known. I even realized, I was much more than a cross dresser or a man who liked to look like a woman when he could. Or I was sliding down a very slippery dangerous gender slope towards a very steep cliff and I had no idea of how I would land.

It turned out I had nothing to worry about. With the help of several women friends, I had made along with gender affirming hormones, my landing was surprisingly soft. Even after I did, I still could not relax. Being comfortable with myself as a transgender woman proved not to be an option. The whole process never became old, and I could not live without it.

 

 

Friday, May 23, 2025

Seismic Gender Shits...from Gay Bars to Sports Bars

 

My Trans Friend Racquel and Friend.


In many ways, this is only a continuation of yesterday’s post about seismic gender shifts. This time though, I am going to focus on my foray into leaving gay bars behind and beginning to go to several of the major sports bars in the area where I live.

As I see it now, going to lesbian bars was more of a learning experience but being accepted in sports bars was a dream come true. As far as the sports bars were concerned, I can break them down into two types. The smaller more diverse ones such as TGIF Fridays (which catered to single women) and the larger ones which catered to more of a beer drinking, wing consuming male crowd. I knew quite a bit about both from my male days being out and about with my drinking buddies. Not to mention, I had managed a major competitor to Fridays in the area. I only knew the number of times I was jealous of women who took advantage of going to both venues.

It was not until I seriously began to consider going to a sports venue where I enjoyed the cold beer and sports on the big screen televisions, did I begin to look around and see many other cisgender women mixed in with the rest of the patrons. I began to think, if they could do it, why could not I?

Before I even considered my adventure, I needed to insure my femininized presentation was up to the challenge of being in an atmosphere where I would be one of the very few transgender women (or cross dressers) in the venue. All in all, the process took every bit of courage I could summon and still was very scary. Even though I was scared, I pushed forward to see if I could achieve my dream. From my business experience, I knew if I could make it to the bar without being noticed, most of my risk would be averted. Bartenders are greedy creatures and are primarily focused on service and tips which would not be a problem for me.

My biggest problem was acting as if I was not a single woman in the bar area. One of my tricks was to always use my cell phone as a prop to act like I was expecting company. For the most part I think it worked until I began to meet another transgender woman for drinks and there was strength in numbers. I was fortunate too; in that I was slightly ahead of the curve of cisgender women enjoying sports as much as men. When my lesbian friends and I were together enjoying the games, no one cared, and we fit in.

Through it all, there were only a few occasions when I was called out and embarrassed. One of which occurred when I was in a red neck leaning sports bar and had the local police called on me for using the women’s room. After a brief discussion with a female cop, I was sent on my way to a venue up the road where I knew I had rest room privileges.

Probably the most glaring and potentially problematic time I had was one night at a smaller sports bar I had gone to often with no problems. That night, my transgender friend Racquel and I were sitting at the bar minding our own business when suddenly, “Dude Looks Like a Lady” by Arrowsmith comes on the juke box. Not once, not twice but four times in a row, and to make matters worse, the new manager came up to us and said it was time to go. So, we did and went up the street to a bigger venue where we knew we would be welcome. Never to come back, or so we thought.

Several weeks later, one of the bartenders from the venue we were kicked out of found me and apologized. She went on to say, the manager who had banned me had been fired for drug abuse and I was invited back. I happily went back and never had another problem except a bathroom experience which I will save for another blog post.

More than likely, all the success I had in establishing myself in sports bar venues had to do with knowing the people on the other side of the bar were there for the money as much as the store clothing clerks I used to see in my old shopping days in malls when all they cared about was my attitude and the color of my money. On the other hand, the people in the gay bars treated me much worse and often I had to wait for service altogether.

At the end of the day (or several) my transition into the big sports bars was much easier than I ever thought it would be.

Monday, May 19, 2025

Not Ready for Public Consumption

Porsche Boxster.
 As I made my way into a feminine world for the first times, I was amazed how different it was.

My male self-had grown used to pretty much getting his own way. He was successful in the business world even to the point of buying a new Porsche sports car of his dreams, primarily through the substantial restaurant bonus checks I was earning. Little did anyone know, my female side wanted the new car as much as my male side. She wanted to be the blond in the fancy new car.

New car or not, I was not sure I was ready for public consumption as a transgender woman. After all, I was still new to the world and was afraid to being discovered and ridiculed. So, I continued on through the recesses of my mind, until I presented well enough to get by in the world. 

One of the first major moves I made was to leave the confines of gay bars behind except for the lesbian ones I enjoyed so much. As with anything else, there was a learning curve to be dealt with. I learned there was nothing much I liked about the gay bars who for the most part either shunned me or treated me as some sort of drag queen. Oddly enough, the venues I did learn I was ready for public consumption were the big sports bars I was used to going to as my old male self. It was as if I flipped the switch and was able to go and enjoy a beer and watch my favorite sports as a trans woman and not a man and I loved it. 

Very quickly, I began to also love the attention I was getting in the new venues. I fit in quickly because I was friendly, made no trouble and tipped well. Once the staff at the venue's I went to understood I was only there for a good time and not any nefarious reasons, I was embraced as who I was and all of a sudden, I was ready for public consumption. One thing I need to point out was, none of this came easy to me. I started out with very little in the way of feminine features and I was used to surviving in a male world the hard way. I needed to work hard to feminize myself. Before I began to have an idea of how to feminize myself, I needed to understand how to do it. I spent many long hours in front of my mirror trying my best to perfect my makeup and fashion before I even had the courage to leave the safety of my own house. 

Once I did summon the courage to go out in the world, I also needed to figure out exactly what I needed to accomplish.  Early on, I was just trying to see if I can make it in the world, then it became more refined. Fairly quickly, I went from a man just trying to look like a woman, to actually exist with cisgender women in the world as an equal. Needless to say, the entire idea frightened me completely. I was totally out of the only comfort zone I had ever known as I explored a new feminine world. The good news was freeing myself the toxic relationship I had maintained all those years as I gave my best effort to live as a man. 

The best part was my dream did not turn into a nightmare when I transitioned into the authentic life I always should have been living. When I was finally ready for public consumption, I was ready. 

Saturday, May 17, 2025

The End Result?

 

Picnic time with my wife Liz on the right with
JJ Hart. 

Even though I write often about reaching my dreams of living as a transgender woman, sometimes I wonder if I had made it at all.

One of the problems I faced was thinking once I made it to my goal, there was always something else which was challenging me on my gender journey. When I was younger and so naive, I labored under the impression, looking like a woman should be my main goal. After I made it to the point where I could successfully blend in with the other women around me, I found there was so much more to do. I grew impatient with mediocrity and continually looked for more. There had to be so much more for me to discover around the next corner of my life. My prime example always was when going to the malls and clothing stores became too easy for me to do, I sought out other more difficult releases for my transgender challenges. I began to stop at restaurants to order lunch which forced me to interact one on one with employees. It all taught me the basics of communication with the public. 

I say the basics, because communication became the longest and most important part of transition which led to the end result of living my dream. How could I ever hope to live a fulfilling life as a transgender woman if I could not even talk to anyone else. I was also paranoid about anyone wanting to talk to me at all when I was out and about. First of all, I needed to relax and quit putting words in the mouth of the people I met and sit back and listen carefully what they were trying to say. For the first time in my life. The end result was I began to be able to interact with the over-whelming majority of the cisgender women who were curious about me. On the other hand, the majority of men I met wanted little to nothing to do with me, and vice versa. 

Once I arrived at a point when this transgender woman thought she had it all, something else would come along and proved me wrong. I learned the hard way; I needed to be careful where I went on my own as a woman in the world when my male security privilege was taken away. Navigation in a new world proved to be difficult for me. My theory of going out to be alone was at times dangerous as I actively sought out someone to be with. Overall, I was intensely lonely as a man and as a transgender woman. A complex difficulty to be sure in my life dealing with two genders. Primarily, I needed to choose what stayed and what went in my life. All I knew was, I was receiving more positive attention when I was out as a single transgender woman than when I was out as a single man. So, my choice became increasingly easier. 

The end result was, I made it to my goal of living as a fulltime transgender woman, I thought. Even though I was living my dream I never thought was possible, I found I had several other issues to conquer. All of a sudden, with all my male clothes gone and, in my past, I had to plan on what I was going to wear daily in the world. A big difference from the old days when I could look ahead a couple of days to my fashion choices. After several false starts, I made it to the world I always dreamed of, and none of it let me down.  Happiness was always fleeting in my life, but I finally found a slice of it. At times it was quite the adventure as I made my way from cross dresser to transgender woman. 

Even though my adventure had its ups and down to be sure but looking back there were more ups than downs as I made my way (or I should say, learned my way) to my ultimate end result.

Thursday, April 24, 2025

Wishes were not Enough

 

Image from Delphina Iacub on UnSplash.




In yesterday's post, I wrote about the amount of time I spent wishing I was a girl as I went about attempting to live a male life.

As I pointed out yesterday, I finally arrived at a point where every spare second, I was becoming dedicated to my pursuit of becoming a girl. Which included watching the girls around me closely at school. I was desperately jealous of their fashion and lifestyle. 

As I became older, in order to survive in the world, I put less time wishing I was feminine and adding more time into actually doing it. Which meant of course I needed to unlock the door to my gender closet and try to enter the world as a novice cross dresser or transgender woman. Back in those days, I took a lot of rejection, as I thought I looked like a clown in drag. Stubbornly, I persisted until I could find the right mixture of makeup skill, fashion and wigs. Once I did, my life across a new and exciting gender border became much more satisfying and fun. So much so, I was fooled into thinking my feminized wishes were coming true. 

It was about that time when I hit a gender wall as I found out what my wife was telling me all along, I had a long way to go on my path to transgender womanhood past just looking like a woman. I needed to quit wishing and find out what she was talking about. 

The more I explored the world as a trans woman, the more the world opened to me as gender curtains were pulled back. Of course, I knew cisgender women had their own world to exist in but I did not know how strong and in-depth that world was. For the longest time, my head was spinning as I tried my best to absorb the daily lessons I was learning. Primarily about communication and co-existence with other women on their playing field. Certainly, wishes were not enough when it came to surviving in a woman's world. I found I drew the curiosity of other women who wondered what I was doing in their world, and I had to be better than the average ciswoman just to get by. 

It was about this time; I decided to take a shortcut in my external femininized appearance and research doctors to see if I was healthy enough to begin gender affirming hormones (or HRT). I was, and the hormones almost immediately went about making changes such as softening my skin and producing breasts. All of which helped me to help my presentation skills. Especially, since I did not have any male pattern baldness and quickly was able to grow my own hair out and go wigless. 

I found by this time, wishes did not have to be enough, and I could move up my final transition timeline. Finally, my long-awaited dream could become a reality, and I could put my hated male clothes away forever. Perhaps the best part was, I never wished for him to return.

Saturday, April 19, 2025

Karma?

 

JJ Hart with Liz on left and daughter
on right.



Last night, my wife Liz, her son and I went out to eat at our favorite restaurant. 

We have been to the venue many times without any of the staff misgendering me. Spoiler alert. My record of not being misgendered would go out the window last night. Per norm, the venue was busy, and no one paid me any attention as we were led to our seat. So, outside of a few screaming kids, I was feeling pretty good about my experience. For the evening, I chose my new Jimmy Buffet "Margaritaville" T shirt I bought in Key West and paired it with my favorite leggings. After a close shave and a foundation coat with lip stick, I was ready to go and enjoy a margarita. 

As I said, I was feeling relaxed until we ordered, and here it came out of nowhere, the dreaded "S" word. You guessed it, the waiter called me sir. I was devasted and shocked at being called sir for the first time there ever. Then I began to wonder what went wrong, then I remembered a couple things I did wrong which could have contributed to being misgendered. The one obvious one was how I was presenting myself. Maybe the Buffett T-shirt I was wearing was a little too casual and I had not prepared my arms for a bare excursion into the world. Normally, I still need to shave my arms which I did not. So, my preparation laziness cost me.

The next point is where karma came into play. Today, we were supposed to go north to Dayton, Ohio for a Passover Seder reception at my daughter's mother-in-law. Sadly, severe storms are forecast for today in the area, so we decided not to make the rather lengthy trip. When I emailed my daughter to tell her the bad news, I asked how my trans grandchild who uses the "they and them" pronouns was doing and did they still have a job waiting for them this fall after they are done walking the Appalachian Trail. It turns out, they reached the two-hundred-mile point. 

Now what did I do wrong? As I was emailing my daughter, I thought I was being careful on which pronouns to use. Along the way (dammit) I slipped up and used the forbidden "her" word and ignorantly sent the message before I checked the entire message. Of course, then it was too late, and the message was sent. 

Now I feel as if karma got even with me later that evening when the waiter misgendered me. In the future I will have to be better, and I should be the last one in the family who should mess up their pronouns. When I do, karma should come around and slap me. 

One way or another, I need to do better where my presentation is concerned, and most certainly do better with my grandchild's pronouns. And, by the way, they still have a job as a civilian with the US Navy nuclear program in Maine. The gender haters in the orange felon's administration have not discovered them yet and I hope they never will. 

In the meantime, I am a firm believer in good karma and will work harder to make sure I pay my life forward the best I can to pay it forward to help others and not screw up my grandchild's pronoun's.  

Tuesday, April 15, 2025

Transgender Breakthroughs

 

Image from 
Shane Rounce  on 
UnSplash. 

Even though we are all at different points along the way in our gender journeys, we still have break throughs which keep us going. 

My earliest breakthrough was when I was still admiring my girlish reflection in the mirror, the first times I was able to try on my mom's clothes when I was all alone. I thought I looked great, and the feeling stayed with me for a couple days afterward until I could try to cross dress again. The problem was, I felt deep down there was still something missing, I wanted to do so much more than just look like a girl, I wanted to be a girl. The problem was, I did not have any gender information to go with my discovery of who I really was. I was still years away from even hearing for the first time about transgender women and what the term meant to me. I still have vivid recollections of the time I saw the transgender term used and just knew, for the first time in my life, being a trans woman fit me. Naturally it was a major breakthrough. 

Little did I know, just having a label to attach to myself, would prove to be a challenge for me as I went through life. No longer could I rely upon a mirror's image to get myself by. I needed to get out into the world and see if I could present well enough to mix in with the public. When I did, I found being a woman was no joke, and I needed to really work to achieve my goal of transgender womanhood. 

One of the big problems I had was, when I was coming out, I tried to keep one foot firmly in my closet. In case something went wrong, and I needed to go back. The only problem with keeping a foot in my closet was the time I spent in the world as a woman spoiled me, and I never wanted to go back. It was very difficult for me to tell my inner feminine self no. What I decided to do was, formulate a version of my own feminine bucket list. I would try increasingly more difficult things as a woman and see what would happen. For example, if I made it browsing in a bookstore, I would take it a step further by ordering a coffee and using the women's room the next time I was there. Or I would try to go to a different restaurant all together and order lunch. 

I try not to act as if I am recommending my path out of my gender closet to others because when it comes to leaving your closet, one size does certainly not fit all. Circmstances such as experiences in the public and where you live can vary so much. However, in my case, it did take a certain amount of courage to come out. There were many times when I waited in my car adjusting and readjusting my makeup before I gathered the courage to walk into a venue I wanted to try out as my new femininized self. Since a few of the venues I had been to several times as a man. 

Then, courage gave way to confidence and when it did, I could enjoy my new exciting life. Before that happened, it seemed to be a challenge every time I turned around. Perhaps I was expecting too much by thinking I could turn decades of living a reasonably successful male life around so quickly. Being a woman of any sorts presented a challenge because women lead a so much more layered and complex life than men. Once I accepted the challenge, I discovered I was in the right place as a trans woman and there would be no turning back. 

Even though the current barrage of anti-transgender legislation shows no sign of abating soon in many places, we have to remember transgender women and trans men will never be erased and have always existed and you can too. If you try, you can have your own breakthroughs and live a solid life out of your closet. You just have to be careful how you do it and keep an eye out for the bigots which are increasingly brave. In my case, I needed to realize the worst the bigots could do to me was not as bad as continuing to live in my gender closet. It was very dark and lonely, and I could not take it any longer and I set out to experience my own transgender breakthroughs.

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. 

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!


The Same Old Road

Image from Danijel Skabic on UnSplash.  Quite early in life, I grew tired of the same old gender path I was on. Although I could not exactly...