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

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. 

Sunday, May 18, 2025

Not an Act, not a Phase

JJ Hart Speaking Up at a Trans Wellness
Conference.

Very early on in my crossdressing experiences with the mirror, the vast majority of feminine fashion and makeup I could find came from my mom. As I grew of course, I was guilty of stretching her clothes and ruining some of her makeup.

For some reason, she never brought up my passion for being feminine. Plus, she never found my secret hiding places for my clothes. I think now, rather than confront me about a problem so intense, she chose to ignore it, thinking it was a phase and would go away as I grew up. If the truth be known, there were times when I wished my gender issues were a phase too. Those were the times when I "purged" or threw away my feminine clothes and makeup, swearing never to cross dress again. Of course, every time I purged, the pressure would build again, and I would start all over again to femininize myself. Over the years, I came to learn my connection with the feminine gender was anything else but a phase. It ran much deeper in me. Ignorance was bliss until I began to face the reality of who I was. 

It certainly was not a phase in my life which made my cross dressing anything but an act also. My experiences helped to reinforce the fact I was not trying to fool anyone when I first entered the world as who I labeled as a novice transgender woman. 

So, if I was not in a phase, or just acting like a woman to fool the public, who was I? I was in a personal struggle to search for any idea I could latch on to until I finally had to face the reality of my transgender womanhood. Yes, I went through all the questions of just being in a gender phase, all the way to thinking I was just trying to fool the world when I attempted to present myself as an attractive woman. 

Once I did come to the point where I truly accepted myself as who I really was, the entire process helped me to establish myself in the world and make new friends. My worst fears of being viewed as just a man who put on a dress and makeup as a part time basis were never realized. On the other hand, I played upon the fact I was different from the rest of the public as a transgender woman. If I was to be unforgettable, I most certainly needed to make sure I was making a positive impression. I spent much of my time listening to other women. Trying to pick up the smallest nuances of a ciswoman's life and how I could apply it to myself. 

As I advanced along my long gender path, I needed every small boost I could get to get me by with several close calls in an unfavorable world. It took me years to understand my gender issues were anything, but a phase and I was not a glorified drag queen in the world. It just took me more time to prove it to others. Basically, because I was scared of the knowledge of who I really was and feel secure in my transgender womanhood.

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.

Friday, May 16, 2025

The Forgotten Woman

Image from UnSplash.

 Over the years of gender infighting, I needed to carefully sustain my transgender womanhood because she often was the forgotten person.

To begin with, she began life as a second-class citizen in my world when I was born as a male in a male dominated family. Essentially, she had two walls to climb immediately to survive at all.   First of all, she did not have any on hands guidance from mom or girlfriends to show her the way through life and secondly, my male self was successful at all in the world, she was completely forgotten. The fragile complement between my genders had to be maintained at all times or she would disappear. Many times, I asked myself why I wanted her along to begin with, but the answer kept coming back, I needed her.


I discovered the hard way, the occasional trip to the hallway mirror dressed as a girl with full makeup, just was not going to cut it. I just needed more. If I could manage to look like a girl, why couldn't I be a girl, if only in my mind. The problem became, when I had to return to my male reality, I needed to forget my girl self altogether. Many days, it seemed like cruel and unusual punishment. when the only true punishment came at the expense of my already frail mental health. All too often, depression would set in when I forgot my feminine self and could not least appease her by cross dressing in the mirror. 

Another problem was, the more I appeased my forgotten woman, the more my male self-hated it. He fought hard when any portion of his life was threatened. He tried his best to make it easier in life by gaining white male privileges which were difficult to give up. I became successful as a male, but try as I might, I could not forget my inner woman. Who, at the time, was learning more and more how to establish herself in the world. Many times, my male self would win the battles in our life when along he was losing the war. A typical female move he was too blind to see as he blustered along in life. 

When my forgotten woman became less forgotten and more accomplished, my male self-started to panic as he could see the end in sight. Without being a winner. Basically, he teamed up with my second wife to attempt to save what they could of my life. At that point, decisions needed to be made in the worst way. My so-called forgotten woman had learned she could indeed live a life on her own terms. The ability to stand on her own two feet after all those years in a closet was so liberating, she knew she could never go back and, on the other hand, my guy knew deep down he was defeated. 

Living a transgender life she had always dreamed of was suddenly all that mattered. She dictated I start gender affirming hormones to feminize my body outside and inside and that was just the start to being accepted in the world. At that point my forgotten woman was not forgotten anymore, and she got her just due for all the years she waited for control. She loved every bit of it.

Thursday, May 15, 2025

Transgender Adjustments

 

Image from Markus Winkler
on UnSplash.

No matter how you cut it, life is nothing if not a series of adjustments.

As we enter school and learn to adjust to the other kids around us, we discover the basic differences which go far past the genders. As far as boys go, we learn some are toxic, some are athletic, and others perceive themselves as leaders at an early age. I went to a very small rural school and basically went to class with the same students from kindergarten through the ninth grade. Plenty of time to form cliques such as who were the brains, the hell raisers, the athletes and yes, even the losers. 

The one clique which I never had the chance to join was the one with gender issues, or the boys who wanted to be with the girls. I was very sure I was the only one with such issues, so I needed to make whatever adjustments I needed to make on the down low. No other person could ever learn of the adjustments I truly wanted to make but could not. 

As I made it through my early school years, the complexity of my adjustments to gender increased. I remember going to a high school festival where I saw a male student in drag for the first time in my life and was fascinated. If he could do it, why couldn't I? It was around this time of my life also when I heard the rumors of one of my fellow students who had attended a Halloween party dressed as a girl and was prettier than his sister. All of it gave me a brief glimmer of hope for my future. Perhaps there were other males who wanted to be girls also. Sadly, it was just two instances of learning of an outside world of gender adjustments before "Virginia Prince" and her "Transvestia" Magazine came into my world.

"Transvestia" rocked my world with its articles and pictures of cross dressers or transvestites everywhere. Seemingly, the only acceptance requirement you needed to have been, was to be heterosexual which was no problem for me. Of more importance was the fact the side organization call "Tri-Ess" I believe, held monthly mixers in Ohio within driving distance of where I lived. All I needed to do was fill out an application and be approved to meet others with similar gender adjustments for the first time in my life. 

As I discovered, when I first began to attend the transvestite-cross dresser mixers, how much more adjusting I would need to do. I met so many others of differing backgrounds from basic admirers to ultra feminine transsexuals, my life was changed forever. Sadly, I had plenty of time between mixers to figure out how I was going to adjust to the new world I found myself in. The only realization I came up with was, there were very few at the mixer who were close to me in my desires and adjustments I wanted to make. Plus, I had a spouse to attempt to explain it all to. 

Sometimes, I am not as naive as I let on, and I knew all the action behind closed hotel room doors was not heterosexual in nature but beyond that, nothing I saw really surprised me. Like I said, I came away from the mixers knowing I had many more adjustments in my gender journey which in reality was only beginning. Little did I know, life would take me in so many different directions before I could settle into my transgender womanhood. I would have a daughter to raise, marriages to negotiate and jobs to take on in my life. 

In many ways, I am no different than the rest of the world except I have gender issues to contend with. I don't expect any special treatment but then again, I don't need to be discriminated against either. I was only doing what came natural to me by trying to survive in the only world I knew. 

Wednesday, May 14, 2025

Just Being You

 

Paula from the UK.

In response to yesterday's post "In the Passing Lane". Paula wrote in and commented:

"I have often heard it said that the best accessory for passing is confidence. For me these days it is not so much a matter of confidence as familiarity, I rarely make an effort I am just being me.
I have a friend who uses the phrase "When the World experienced me as a man" while I like that it has emphasized to me that not only is the World now experiencing me as a woman, but that I am experiencing the World as a woman!"

First of all, thanks for the comment. It sounds as if you have reached the point in your transition where confidence is not such a huge factor but was early on in our lives.  I am similar to you in that I have reached the familiarity stage, and I am just being me. The point I always try to get across when I write is how long it took me to arrive at where I am at and how I got there. 

As I consistently write, gender dysphoria played a major part in my life, and I was very insecure on how I was appearing in the public as a novice cross dresser or transgender woman.  It took me years of effort to discover who the true me really was. So, I could go forward in the world and seek out a stable transgender womanhood. As Paula said, the world was experiencing me as a man, and it had to stop before it destroyed me.

I think one of the problems we have as transgender women and trans men in the world todays politically charged climate against us is, for the great majority of people, gender is a given and not something to be questioned. I cannot ever remember a time when I did not question my gender on a regular basis. What a strange and wonderful experience that would have been, and I can only imagine the strides I could have made in my life if gender dysphoria was not a part of it. Finally, I arrived at the point I could take my male life no longer and needed to do whatever I could to experience the world as a woman.

But what exactly does that mean? Do cisgender women consciously think of themselves as women or is it a series experiences a female naturally goes through which takes her to womanhood. Plus, let us be clear, not every female makes it to where they can experience life as a woman. Again, the overwhelming majority of the population never has to go through any sort of questions about their gender. Even to the point of not being able to separate gender from sex. With all those big questions, it's no wonder the average person has no understanding of the transgender community. 

I am biased, but I think having the chance to experience life as a man, then a woman is difficult. But it makes for an enlightened life I never expected to have. Once I did arrive, I respected the process and never wanted to go back to my experiences as a man. Except to learn from the positives and the negatives which made me a better person. 

Tuesday, May 13, 2025

In the Passing Lane

JJ Hart.

Early on in my life as a very serious cross dresser before I came out as a transgender woman, I obsessed about my presentation as a woman. Or, in other words, was I "passing."

At first, I went overboard and tried to appease my male side and dress sexy. Naturally, I was a dismal failure with my choices and ended up attracting too much negative attention to myself. After too many disastrous evenings in the public's eye, I finally learned my lesson and began to blend in with the cisgender women around me.

The problem was, still trying my best to slip behind the gender curtain and survive as a transgender woman was very difficult. At the time, a transgender woman friend of mine said it best when she told me I passed out of sheer willpower. She was correct, and I knew I was never the most attractive woman in the room but none of that really mattered as I was beginning to live the life I always had dreamed of. If others somehow resented it, they would just have to get over it. 

Being the keen observer of women, I always was, I found out not all cisgender women passed in the classical sense either. The skillful ones worked around their physical appearance issues with fashion and makeup choices which flattered them. I figured if they could do it, so could I. Finally, my fashion and makeup became second nature to me. At that point, I was not passing out of willpower but more out of inner confidence in myself as a novice transgender woman exploring the world for the first time. Once I found myself in the passing lane, it became easier and easier to stay there.

Even though I had fewer and fewer accidents in my quest for transgender womanhood, I still suffered minor bruises along the way. Mainly from cisgender women who completely did not want me in their world and went out of their way to show me.  Many of the attacks I suffered from were passive aggressive in nature and they took me awhile to get used to, but I did. I developed the extra sense most women have for the world around them and went on with my life as a better person. Secure, I was doing the right thing in my life and did my best to stay in the passing lane. 

These days, I have the benefit of age on my side. The genders naturally blend with age, so with long hair and a little makeup, I can survive in the world. Also, I don't have the vanity about my feminine self I used to have. Plus, I am so fortunate to have my staunch ally and wife Liz by my side the overwhelming amount of the time. An example was the vacation we went to the Florida Keys on a tour bus. If you are not familiar, one way or another on a tour bus, you get to know others. On the trip, I knew I had it made in the passing lane when a couple of women asked if we were sisters. I immediately relaxed for the remainder of the trip.

Overall, since finding my way into the passing lane was a matter of sheer will power. I had always believed if you wanted something bad enough, you could achieve it. Deep down inside, I never had wanted anything more than to be a woman. To arrive at my dream, I needed to get into the passing lane and stay there. Using whatever feminine tricks, I could find and use.

As "Stana" from "Femulate" once said, make sure you properly signal before you get in the passing lane. Once you make it, you will love it.

Monday, May 12, 2025

Adjusting to Change

 

Image from
Rafella Mendes Diniz
on UnSplash.



I am biased, but I think adjusting to a lifestyle in a gender you were not born into is one of the biggest changes a human can make.

As many of you know, I took nearly a half a century to adjust to my gender changes. Looking back, some of the changes were a blur while others were so very slow. The reasons possibly were there were so many changes I made to arrive at the spot where I could take the big leap. For example, the night I went to an NFL Monday Night Football game with a lesbian friend of mine and her family. I was just coming out as a transgender woman and was scared to death but knew I needed to make the move and go with her. Needless to say, after the evening, my life changed forever.

The other night I mention often was when I went to see the Christmas lights at a local grist mill, by myself as a woman. I was not as nearly afraid as I was at the football game and ended up enjoying myself immensely. I felt secure in my fashion choices for the evening and was warm and cozy when I went up to one of the hot chocolate vendors for a warm drink with extra marsh mallows. Most importantly, I did not run into any major problems at either venue and my confidence skyrocketed. Maybe I could be secure in my transgender womanhood after all and live out my dream. 

By now, you may be thinking was that all it took to propel my confidence forward into a new life and leave the old male life behind. No, it was not. It is difficult to mention all the nights I spent out alone as a single lonely woman before I found friends to share my changed life with. Through it all, I needed to be so careful to separate my old male life with my new femininized one. Which meant to separate everything I was talking about to new people. Plus, I did not want to create a totally false past in my life and ignore everything I worked so hard to achieve. I found I could bring in the family I had and just change the perspective I was speaking from, and it worked. At the time, fortunately, I was busy closing out my old male life anyhow which had for the most part collapsed, so the time was right for a major change.

Surprisingly, change did come easier for me than I expected. My femininized life was a pleasure to adjust to. Since, I should have been living it all along. It was like my feminine inner soul was telling me she was right all along. If I just had the courage to make the gender change and stick with it. 

All the adjustments I needed to make in life to survive were worth it for me. Finally, at the age of sixty, I had seen enough of the small changes I was trying to make as a stopgap measure and I decided to rid myself of all my male clothes, start gender affirming hormones (HRT) and live the life I was always meant to live. 

How did I know I made the right change? Because, after I did it, I felt so relieved and natural. I let myself go to fall off my gender cliff and had a very soft landing. All those years which started out as just me in the mirror had come full circle and I was able to live my desired life. All because of the changes I went through.

Saturday, May 10, 2025

Doing the Work

 

Image from UnSplash.

In my case, I spent decades doing the work to be able to express my true self as a transgender woman. 

Perhaps you noticed I did not say the work I put into changing my gender, because my gender was always set and it was never the birth gender (male) I was stuck with. The first reality I needed to deal with was I had no feminine characteristics to speak of, so I needed to work harder. When I became serious about women's fashion I could find to fit me, I better shed as much weight as I could. In a fairly short period of time, I managed to lose nearly fifty pounds which made it much easier to find fashion which fit me. 

At that point, I needed to go on a thrift shop shopping binge to show off my new femininized body. If I was careful and shopped well, I learned I could really find a few fashion gems at a price I could afford. After I was able to lower my body weight, I began to work on my skin. Since I was already exfoliating on a daily basis by shaving, I began to apply regular moisturizer to help maintain a soft appearance and use less makeup. Soon, it became apparent to me, my work was paying off to being able to jump the external gender border I was facing.

Little did I know, the real work was yet to come. I was sadly mistaken when I learned just appearing as a woman was not going to be enough. The deeper I went into my new feminine rabbit hole, the darker my journey became as I kept discovering new ways to move forward or back. As I let my gender lantern burn the surroundings finally began to look familiar. But it was only after I put in the work to know the people who were trying to interact with me. Mostly women approached me because I think they were just curious what I was doing in their world and were not afraid of me. Doing the work, I was doing, almost meant women in particular reacted to the honesty of living out the life I desired. Men for the most part just steered clear of me because I threatened their sexuality.

Little did the women know, I was learning as much from them, as they were from me. I was fairly sure I was the first transgender person they had ever met and when I repeatedly appeared in front of them was proof, I was more than just a guy putting on a dress for the fun of it. I was enjoying the entire process more than anything I had ever done in my life, and the time I spent learning was very much not like work. 

What I did learn was doing my gender work and had the opportunity to graduate from all the work and live my reward as a full-time transgender woman. The work was difficult but enjoyable because of all the layers of experiences I needed to master before I could move on. If I was to recommend any basics to a gender compromised person, it would be not to get disappointed with your progress. You can progress on your own timeline. Mistakes will be made, but you can learn from them. 

Perhaps, most importantly, keep in mind the gender work you put in represents your journey is not a sprint but a marathon. How you finish is the most important facet to consider.  Some will run faster and some slower but just finishing is the main goal if you want it to be.


Thursday, May 8, 2025

Medical Euphoria as a Trans Girl

 

JJ Hart at Club Diversity.

Yesterday, my yearly visit with my endocrinologist went very well. 

She went over all my blood work from the vampires and said I did not have any problems she could see. Plus, my all important Estradiol level was at the level she wanted it at. Since I am on the hormonal patches, she always asked if I have had any problems with the patches loosening and coming off. For some reason, I have always been lucky, and I have had no problems with my patches ever which has saved me from taking the injections I would have to give myself. 

After further pleasantries were exchanged, she asked if I had set up my next visit to the vampires for my annual bloodwork which I plan to do this summer. Sometime before my annual mammogram. 

Probably the most important question I asked her was how safe her job was. She paused and laughed she did not know which was the answer I expected to hear...sadly. I am selfish and love the fact I have been with her for years and do not want to go through the problems of breaking a new endo doc in most likely down here in Cincinnati. Where the Veterans Administration hospital is very congested and difficult to access. So, again, I will have to expect the worse and hope for the best as far as my healthcare is concerned under the current administration. 

While I am on the subject of my VA personnel cuts, tomorrow is my weekly meeting which used to be called the LGBTQ support group before the administration forbid any references to the LGBTQ world at all. Now, the word is the Dayton, Ohio hospital where the support meeting is held, will be cutting back three hundred fifty people in the coming months. So. every week, I expect the moderator of the group to be gone. If it happens, I will be sad because the moderator does such a great job of controlling the group. Which with my experience in support groups can be hard to do. 

 Looking ahead to other summer happenings my wife Liz and I are planning.  First of all, we want to go north to Columbus, Ohio to revisit two of our favorite venues. One of which is called "Club Diversity" which is a piano bar and lives up to its name of having a very diverse clientele. Before we go to Diversity, we always have to stop by "Thurman's" who has the best burgers in Ohio for a great dinner. It's been a while since we have been to either place, so it will be great fun to go back. 

Also, we will have fun when we go to my daughters for a combination birthday party for my son in law and two of my grandchildren. It's scheduled for the Fourth of July weekend and should be a good time to break the summer monotony. 

All in all, I am hoping for my contacts to not lose their jobs, and their lives can go on. Selfishly, it all makes my life so much easier and adds so much more euphoria than just medical. 















 

Wednesday, May 7, 2025

Gender Bystander

JJ Hart (left) and wife Liz (right).

It took me many years to learn I was nothing more than a gender bystander in my life.

As a young male type, I was always painfully shy of strangers first and women in particular. Girls seemed to live a magical life I could only dream of. In particular, the girls were the ones who were allowed to wear the colorful, pretty clothes while I was stuck in the same old drab male fashions. The closer I watched though, the more benefit the girls around me had. While I was too shy to even ask any girls out on dates, the attractive girls always seemed to have no problem with attracting attention. 

The problem with being a bystander was I saw only one side of the spectrum I was looking at. For example, I learned much later in life being the pursued gender (women) did not always mean good results. As if, what if no one pursues you? And what if the male pursuing you happens to be a toxic guy and you are stuck trying to get rid of him. So much to consider when you are a gender bystander on the outside looking in. 

I needed to pay my dues before I could ever begin to consider I was anything more than a bystander in my own life. Specifically, I needed to get past the impostor syndrome I was feeling on the nights I was feeling comfortable in my transgender womanhood. I needed to stop feeling I was looking down somehow on another completely different person, when in essence, it was the dominant feminine me all along. It was not until I completely accepted my true self, did others accept me also. Magically it seemed, my gender doors swung open, and I was given access behind the gender curtain of cisgender women everywhere. It was then I began to explore what I would do about my sexuality.

When all of this was happening, most everyone around me I knew from the transgender mixers I went to were seeking their feminine validation from seeking a man. Which meant also pleasing a man sexually. My problem was, being a bystander or not, I had never desired a man in anyway shape or form, so what was I to do? What I attempted to do was explore the world of men from a transgender woman's perspective. I went online, and I tried to find men to date to no avail as I was stood up more times than I care to remember. I only was able to go out with men a few times and one of those was with a transgender man. 

Finally, destiny stepped in, and I found a group of lesbians who would accept me which I always mention. Primarily, the lesbians showed me I could stand on my own two feet as a femininized person, and I did not need at all a man to validate my existence. When I did, I stopped being a gender bystander. I knew where I was coming from, and my goals were clear. I needed to begin HRT or gender affirming hormones as soon as I was approved for them. By doing so, I was giving my feminine self an extra tool to assist in her development. 

For the first time in my life, I was no longer a gender bystander in my own life. I discovered women did not receive all the breaks and, on the other hand led a very complex and layered life. Sometimes carefully crafted with or without men. It was quite the journey, and I was so pleased I could do it and survive. It was so enlightening not to be a bystander in my own life anymore. On hands help was the only way to live. 

Monday, May 5, 2025

All I Saw were Walls

Image from Cristina Hernandez 
on UnSplash.



 I saw walls everywhere as I needed to build my own gender closet to protect me.

When I discovered I needed walls to protect my gender secret from the world when I was quite young, I managed to build strong ones. Difficult for anyone to penetrate because I felt something was basically wrong with me and if I was discovered, I knew a psychiatric visit was in my future. Back in the late 1950's and early to mid 1960's, any form of cross dressing was still considered a mental illness, and I knew well enough I was not mentally ill from wanting to try on dresses and makeup. None of that served any positive purpose, and I was driven deeper into my closet of walls. 

Soon enough, I began to escape my walls and began to explore the world as a cross dresser, long before I made my second major transition into a transgender woman. In the beginning, and for years afterwards, I grew frustrated on my progress and began to take more and more chances when I left the house as a woman. It was almost as if I was trying my best to get caught. So, everyone could see in my closet of walls and discover what was really going on with me. One way or another, discovery could lead me to a release of the gender torment I suffered from, and I could go on to live the life I had always dreamed of.

What I discovered was, dreams and reality were two different things. Or could I ever hope to go out and mix in well enough with the world of everyday cisgender women and survive. I was quite naive for years and thought I could be accepted as my form of an everyday woman by simply looking the part. Which led me to many memorable experiences in the girl's sandbox. Many of which I barely survived because I had allowed the wrong woman access to my closet. I had wrongly thought some women would allow me behind the gender curtain without a struggle and I needed to escape the sandbox with new claw marks up and down my back. Over time, my wounds healed, and I became a seasoned veteran of survival in a world ruled by women. 

As I did, my walls became the path of transition to transgender womanhood I was taking. I needed to plan far past just a day at a time presenting as a woman the best I could. How was I going to approach the time which was rapidly approaching when all of my life would be consumed by living my dream, and how did I stop it from becoming a nightmare? To make matters worse, I kept running headfirst into walls set up by my old male self. He never wanted to let go of his world and I needed to be careful I did not slip back into it when I was not paying attention to the way I walked or communicated in the world as a transgender woman. I was capable of ruining my whole day by forgetting to smile at the world, doing my best to talk like a woman, or move like a linebacker in drag. It took me years for muscle memory took over from my feminine side and I began to climb the walls I needed to be successful in the new gender world I was in. 

The best part was, I was seeing fewer and fewer walls. I had passed most of the challenges I had set up for myself. When I did, I became much happier and knew if I tried to stop the train I was on, I would go back to the miserable life I was trying to live between two genders. There was no way I was going to do that because of all the time and effort I put into releasing myself from all the walls I had built.


Sunday, May 4, 2025

Reality

JJ Hart, middle, with Min and Kathy



 It took me years of denying my true gender identity to finally face the reality of who I was really was.

To do so, I needed to transition more than once to my surprise. I was naive and thought when I just put on a dress and makeup I was done transitioning. When in truth, I was only beginning my gender path. Deep down I knew there was something deeply wrong with how I viewed the world in all ways. Did I view it as male or a female. The only fact I did know was I was completely alone with my gender issues. There was no one else to talk to. 

Reality was a dark closet with no doors I could escape from. My only outlet was admiring my image in the family mirror growing up. I even went to the extent of taking on a rural newspaper route to add to my meager allowance to buy my own makeup and panty hose. By doing so, I could stay out of my mom's makeup and stop risking the possibility of snagging or running her hose. If you remember the panty hose which came in an plastic egg, I was a huge fan. The difference between just dressing in the clothes I found or bought was growing huge. No matter how much I cross dressed and admired myself in the mirror, the reality was, it was just never enough. Whatever I was doing, I could do it better. 

One of my biggest problems or dreams was to have my own glamorous wig. I grew up in the era of crew cuts or shorter hair for boys so there was nothing I could do to style what hair I had into anything resembling a feminine style. I was caught for many years, college in fact, before I could manage to sneak around and buy myself a wig I loved. It was long and blond, and I cherished it. I viewed the wig as one of the final pieces of my cross dressing puzzle. Maybe then, I could actually try to enter the world as who I was actually beginning to perceive as my authentic or true self. Little did I know, I was just spreading the seeds of my gender future.

The reality was, suddenly I was realizing I was following a life's path I wanted to be on. Each time I attempted to jump off of it, by purging all my feminine possessions. When I did, I could barely live with myself and could not wait to return to the protective confines of my transgender womanhood. Even though the path was bumpy and often threatening, the alternative of going back was even worse. The path allowed me to enter an oasis from life for me to judge where I was and where I wanted to go. As I always say, I was careful and took my time because I had so much to lose in my male life. I needed to make sure I was doing the right thing before I entered the world of women fulltime. 

Reality showed me the way; I finally put aside everything I had which screamed male and never looked back. As I said, the path I took was long and dark and I made my share of mistakes when I ran into the walls. The powder keg which was me needed to be de-fused so I could live a free life in a very pleasurable environment. I can't say the wait was worth it since I had no choice. I was stuck in a male world of my own making and did not have the courage to realize I had the power to break out and live my truth...or reality. 

Saturday, May 3, 2025

She is With Me

 

Image from UnSplash.


It took me far too long to decide who was with whom in my life.

For the longest time, I thought I was a man cross dressing as a woman, but the opposite was true, I was a woman cross dressing as a man, and for the most part failing at accepting all my efforts. Through it all, my female side was pressing ahead for dominance in my life. It was difficult because my male self was so situated in the life he had created, he did not want to give any of it up. After all, white male privilege was so difficult for me to establish, then give up. He certainly was not giving up without a protest. 

To make matters worse, I was always painfully shy around girls and women, so my workbook on women was pretty much blank when I needed it. Many times, it seemed I was flailing in the dark when I first attempted to open my gender closet door and sneak out. What I began to do, very slowly, was piece together a set of positive public experiences I was putting together from my new life as a novice cross dresser or transgender woman. Once I did, I was increasingly proud to say, she is with me. 

Little did I know, at that point I would have to take my new femininized life one step at a time. Naturally, my earliest steps were scary. Except the ones when I went to local regional mixers in Columbus, Ohio at a transexual friend's house. There I learned a few of the different layers of transition I could expect to follow. If I decided to follow the path some of the attendees were on. The research was important because my whole life was in the balance. I had a wife, family and a great job to worry about. Plus, I met all sorts of new and different people under the LGBTQ spectrum, from lesbians to cross dresser admirers, I saw it all.

The whole process made a huge difference in my life. Finally, my old male self was seeing the end of his dominance in my life and regardless of the warnings he gave me that I was going to lose it all. Even though I was having the time of my life, I was still scared of the ultimate outcome, or how I wanted to live for the rest of my life. I was in much deeper than ever before and deep down I knew just throwing on a dress and wig was not ever going to be enough. I kept going back to to my formative cross-dressing years when I realized I wanted to do more than wanting to look like a girl, I wanted to be a girl. It was to start me on a lifetime of learning what transgender womanhood was all about.

The journey was a long one for me as it started with no external gender information available to me in the dark information days before the internet. It continued with meeting and learning from all sorts of women from very supportive lesbians to unsupportive cisgender women. The message began to come through loud and clear; she is with me and had always been so.


Friday, May 2, 2025

It's all in the Energy

Image from Ava Sol
on UnSplash.



 Every once in a while, I receive a comment about how I must have been brave to pursue the gender path I chose.

While I think the word brave is a little too strong to describe what I did, I do think courage may be a better word. Looking back at all the days when I was a novice in the world as a cross dresser or transgender woman, I wonder how I made it. I cannot emphasize enough how many mistakes I made in those early days. Through it all, I finally realized, being successful meant I needed to add another layer of work to my presentation. 

Of course, the major one was how I presented and was able to blend in with the world as a woman and be accepted. Then there was the problem of taking my femininized image out of the mirror and adding movement to the picture. It was difficult for me to approximate as closely as I could the fluid movements of cisgender women in society. Then, I discovered I needed to work adding another layer of feminine energy to be truly accepted in the world as myself. I was not looking to be mistaken for a cisgender woman but, on the other hand, still be accepted as anything but a man just putting on a dress parttime, or worse yet, some sort of drag queen. 

My goal was to carve out a new life as a woman from a different background. What I tried to be was be kind and smile to the women who were curious about who I really was, and what was I doing in their world. I even went as far as mentally trying to project a feminine aura into the world around me. I practiced so much, the process became second nature to me. If cisgender women were capable of projecting so much positive energy, then so could I. There was to be no more sour male expressions designed to keep the world away. 

When I started to put all three of my energies together, my life as a transgender woman began to come together. I just wish now, I had not waited so long to understand the road I was on. My deep, dark gender closet was not so dark that I could not find my way out and arrive at the light. My only excuse is I did not understand the size of the closet I was dealing with and how much energy it would take me to break free. Once I did find the light, I learned from then on, success as a transgender woman would only be dictated by how much energy I put into understanding the road or path I was on. If I did not give the process my total attention, I found I would never make it. Which caused major problems with the rest of my male life which was demanding energy also. 

Attempting to juggle time at my job and time with my wife, took a tremendous amount of energy too, and I was exhausted. Finally, I could take the pressure no more and gave in to my inner feminine self who was screaming for her chance to live.  When she had the chance, she seized her opportunity and ran with it. Especially when I added gender affirming hormones into the mix. 

From then on, I began to realize it was all in the energy, and for me, it was all feminine as I entered transgender womanhood.

Thursday, May 1, 2025

Trans Girl at a Birthday Party

 

An image I took at one of the tables at the
birthday party. 

As I previously wrote about, I recently attended a birthday party for a dear friend of mine who happens to be a transgender woman recovering from a stroke.

For the party, I chose a bright colored red loose-fitting top paired with flats and my paisley patterned leggings. My makeup was a close shave followed by moisturizer, foundation, lipstick and eye makeup for a change. 

The only problem I had was getting my GPS voice navigation to work so I did not have to keep looking down at my phone for directions as I drove on busy highways. Even still, I was able to make it there and back with only three miscues when I needed to turn around. Since my wife is from Cincinati and knows the city well, she normally does all the driving, so I am not used to gathering my courage to do it myself. I was able to calm down and breathe a big sigh of relief when I made it. 

My friend is very popular and had a large turnout of around twenty people in the venue she chose. It was her first time out into the world during her recuperation and handled it rather well I thought. Scattered in the group were five or six transgender women who I had not seen in quite a while. It turned out the cisgender woman I ended up sitting next to was very nice and we had a nice conversation with another woman (cis) across the table. I was a little surprised how the conversation never turned to how we all met the birthday woman, but it never did. She took a picture of the two of us, so maybe someday it will turn up so I will be able to pass it along. 

All in all, I enjoyed myself and was able to sneak past the crowds to see my friend to drop off a card and gift from Liz and me. I could tell she was struggling with all the interaction, so I was able to say hello and goodbye without any interruptions. I came away from seeing her again with a ton of respect for anyone recovering from a stroke and hopefully soon, we can meet up again on the patio of a restaurant we used to regularly go to. One that even I can find!

Wednesday, April 30, 2025

Second Chances

Image from Mitch on UnSplash.

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

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

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

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

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

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

Sunday, April 27, 2025

Was I Outdated?

 

My wife Liz. Key West Florida.




Along the way in my increasingly long life, I have considered myself to be outdated. 

As I grew up through the late fifties and the early to mid 60's, I went through my mom's fashions, all the way to the short mini skirted times when I was in middle school. By the time I had cross dressed my way in the mirror to a place where I could control it at all, the world of fashion had changed, and I was outdated for the first time. My miniskirts gave way to hippie boho fashion. I loved the long-haired hippie women around me.

By now you are probably thinking I was resistant to change or was simply ignoring the overall basics of women's fashion. The biggest basic is that fashion always changes. A woman is encouraged to go with the flow of fashion for a number of reasons, good or bad. As I see it, the good or fun aspect of fashion are the seasonal changes. I write occasionally about when the seasons do change here in Ohio, how satisfying it is for me to go through my wardrobe and judge what stays and what goes. It is at these times; I have to figure out if I am outdated or not and most importantly, does it still matter to me at my age. 

As I am sure you all know, as cisgender women age, they go through progressions especially involving their hair. Many start wearing the longer hair of their youth and as they age, the hair becomes shorter and shorter. It was the one age trend I resisted until I had quite a bit of my hair trimmed off at the end of last year before my wife Liz and I went on vacation. It turns out, I fit right in with the other women on the vacation tour we went on to the Florida Keys. 

Just fitting in, was something I never wanted to do. Preferably, as much as possible, I wanted to be on the cutting edge of fashion, if, it involved having a Boho lean. I never got over the admiration I had for the women during my college and military days when I was required to wear my hair short. I made up for the short buzz cuts I had to wear by wearing my hair longer than almost all other women during my senior years. 

If you are familiar with "Stana Short" on the famous Femulate blog, the short she is referring too is in regard to her length of hemlines on her famously long and shapely legs. I never had to face the skirt length dilemma following my love affair with miniskirts in my youth until the eighties I believe it was when they briefly returned. One of my favorite outfits I had was a black mini I wore with one of my fluffy long sweaters and a pair of flats when I went out shopping. It was one of the few times in my life as a transgender woman that my fashion matched the majority of what cisgender women were wearing.

These days, at the age of seventy-five, I am happy to be able to stay active and mobile at all. Sometimes I think my favorite colorful leggings make me outdated in my fashion, but I love them and that is all that matters. I suppose too, I am allowed to be outdated. 

Saturday, April 26, 2025

Every Eye was on Me

JJ Hart

 When I was first entering the world as a novice cross dresser or transgender woman, I felt as if every eye was on me.

For the most part, most eyes were on me. Especially from other women. I vividly remember the times I was looked from head to toe by another woman. Slowly but surely, she was undressing every aspect of my fashion and making no secret of it. I thought at the time, I was just being introduced to the aspect of womanhood and to just get used to it.

At the same time, I was working on my overall femininized presentation, I was trying my best to mimic the way women move so I would not appear as a linebacker in drag. My adventures took me as far as trying to walk like a girl in large box stores late at night. I wonder now how many security cameras I made it on trying to perfect my walk. Through it all, I needed to be careful I was not walking the wrong way at the wrong time. Or for example, remember to not try to walk like a woman when I was working as a man. The entire process became more difficult the more I began to split down my time increasingly in favor of being a woman. I started with just cross dressing when I could a few days a week and ended with splitting my time four days a week in a feminine world versus three as a man. The whole process became even more complicated because I was still working my full-time job as a man. Especially when it came time to getting a new pair of glasses and I wanted to change over to feminine frames. 

The most difficult aspect of what I was attempting to do was the mental aspect of trying to juggle both main binary genders. I needed every moment to work on my transition and get used to all the nuances of it. A big portion of the process involved being looked at. At the least, no matter how well I applied my makeup, styled my hair and picked the right clothes for the occasion, I was still a big woman and would naturally attract attention. I attempted to conquer the size issue by losing weight. I responded by losing a significant amount of weight which helped in two ways. I could fit into better fitting women's clothes and at the same time look better when I went through another woman's inspection.

Of course, I was inspected by men too, but the inspection was much simpler, and I knew what it would involve. Women on the other hand, had more to look for since they had experience in the fine points of putting outfits together. At some point in their life, they had to put together everything from shoes to wardrobe to hair to put an outfit together. Since I needed to do it too, I knew what they were looking for and tried to plan for it. My accessories needed to match the rest of my hand-picked outfit to succeed. Even still, the times I went through helped me to prepare my future life as a transgender woman. 

If every eye was going to be on me, I was just going to have to adjust and do the best I could. If it was possible, I would try to thank all those women who looked me up and down. They taught me what I needed to do to succeed in my future. 

Friday, April 25, 2025

Opening Your Eyes

 

Image from Jesper Brouwers
on UnSplash.



I found I needed to be careful as I tried to negotiate a difficult gender path to transgender womanhood. 

Most likely, my eyes were open for the first time when I explored my mom's wardrobe for clothes and makeup I could try and see myself in the family's full length hallway mirror. When I saw myself, my eyes somehow were opened, and I knew I could never go back. Being a so-called normal boy was not going to cut it. 

From my humble beginnings, a small fire within me grew to a point where I knew I could never turn back from at least trying to set feminine goals and living up to them. The problem was, I had no workbook to rely on when the going got rough. I had no girls sleep overs to go to, or a mom to council me on my appearance. It came down to my relying on the mirror to tell me everything I needed to know about my femininized life, and it turned out the mirror could easily lie to me. It would tell me I was pretty, when in fact, I looked like a clown.

Following being rudely rejected by the public, my eyes were finally opened to the fact I needed to make changes in what I was doing if I was ever to survive. Soon I was haunting every nearby thrift store I could find for just the right feminine wardrobe items to add to my closet. It took a while, but I began to turn the corner and began to work my public presentation to a point where I could blend in with the cisgender women around me. My only real problem came when I did not have the finances to purchase the rare item, I thought I needed in the worst way. An example I still remember was a full-length wool powder blue coat I found at a discount coat store. It was in my size, went with my blond wig and I desperately wanted it. Long story short, no matter how many times I went back to the store and admired myself in the mirror, there was simply no way I could buy it. The main problem outside of affording it, was where would I hide it from my wife when I got it home. I needed to give up and move on to a cheaper alternative to keep out the Ohio cold. 

My eyes were really opened when I was allowed behind a rather formidable feminine curtain which women use to protect themselves from men. First of all, I needed to earn my way into their inclusive club by proving I was much more than a casual observer of women and most of all, not another drag queen. Step by step as I earned my way into a new and exciting gender world, I knew I was making the right move away from a male life. Mainly because I felt so natural in my experiences I was having. I cannot say my life was easy back in those days because I was stuck between two genders but on the other hand, each time I reached a new point of success, then I could not ever turn back. Again, because I was feeling I was headed in the right direction. 

Another problem I had during my journey was making sure my vision was correct. It was easy to have 20/20 vision when I was looking at myself in the mirror, but much harder when I was having a conversation with a strange woman. I was burnt many times when my vision of what was going to happen was blurred. 

Each time my eyes were opened, deep down I knew I could never go back. 

What an Adventure!

Image from Phillip Rawstron on UnSplash  Admittedly, at the age of seventy-five, I spend a lot of time looking back at my life, attempting t...