Showing posts with label sexuality. Show all posts
Showing posts with label sexuality. Show all posts

Sunday, May 25, 2025

Survive or Thrive as a Transgender Person

 

Image from The Blow Up on UnSplash.

It is easy to say, there is a major difference between just surviving and thriving as a transgender woman or transgender man. 

During my very long gender journey, I spent most of the time just surviving. Mainly when I existed by admiring my femininized version in the mirror. I did not understand at the time the difference in wanting to look like a girl, I wanted to be a girl. The entire process caused me huge amounts of duress and ruined my fragile mental health. Primarily because I had no one to explain to me how there were many others who were suffering in their own closets. In those days, there was no internet to provide any information whatsoever. No one to connect with at all. On some days, the loneliness was unbearable.

Still, I survived and continued to follow my own path. I was able to do what worked for me and gradually was able to join the public flow as my own extreme novice version of being a woman. As with any other newcomer, I paid my dues as ugly as they were. Along the way I kept thinking about what I was doing. Why would I ever consider trying anything as crazy as actually following through on my feminine desires to live a transgender dream.

Following a certain tipping point I went through, my desire to do more than just survive as a transgender woman became too much to handle. I was becoming increasingly more mentally unstable and self-destructive to the point of attempting suicide when I could take my life any longer. Fortunately, I was not successful and then set out to do more than survive.

I knew enough to know what I needed to do. Make a deeper dive into myself and explore my own femininity. I also knew I had to leave the mirror behind and substitute it for the world. To do it, I had to set my fears aside and look the other women I inevitably faced as the primary gate keepers in their world. A primarily had to learn the basics of passive aggressive behavior. Was another woman really letting me into her world or just acting as if she was. I learned the hard way to have eyes on the world from behind my back.

By succeeding in the world in my transgender womanhood, I was essentially carving out my own niche. Primarily because most of the world had never seen a transgender woman at all. When I immediately established, I was not a scary person at all up to no good, normally I received a good reception from other women, not men. With women at least, the gate was open for me to walk through. With men, my interactions were few and far between as their frail sexuality was threatened. I adjusted to my new world very easily and thrived more than I ever thought I would.

Suddenly, nearly all my spare time was living as my feminine self and when I was not, I was thinking about her. Or why was I wasting my precious time as a man when I was thriving in my new world as a woman. Each evening, I was out I had the opportunity to discover more and more the nuances I would need to thrive in the world as a transgender woman. Still, some nights I was still struggling to take everything in as my senses were barraged from many different angles. Specifically, when I started gender affirming hormones. From that point forward, I was able to attempt to sync up my internal with my external self. As I thrived, my mental health improved as I was finally able to live as my true gender self.

With age, I learned life is, but a big circle and I was able to find my way into thriving more than surviving. Many days, it was a struggle but finally finding my way was certainly worth it in the long term. Since I spent such a long time just surviving, I felt so much better in my new life.

 As the image says, success only comes from failure.

Saturday, May 24, 2025

My Gender Workbook

 

Trial and error were my main learning directions when I was initially following my gender path in public. As my workbook on how to be a girl or woman was never filled out at all, I had no other recourse in which way to go. I just didn’t know, which meant I never would unless I had the courage to learn myself.

Missing the peer pressure other girls my age had when they grew up really hurt and I was jealous in so many ways. I missed sleep overs and other times girls came together and discussed so many secret issues I was not allowed to know. Which included when they compared makeup routines when I was left to experiment all alone.

Survival as a novice cross dresser became my inner motto as I struggled ahead in my male life which presented its other set of challenges. Such as dealing with sports, cars and bullies. Having interests such as sports helped to keep the bullies away, especially in my male dominated family. If I was careful in staying in my closet, no one had any idea of who I really was as I was filling in my workbook. Many times, I was in despair because it seemed I was not gaining any ground towards my dream of living as a fulltime transgender woman. First, I needed to discover if I had any possibility of success to succeed at all. Which started the so-called bucket list of things I needed to do as I pursued my workbook.

The biggest problem never changed. I never had much help when dealing with the basics of femininized fashion, hair and makeup. It seemed to me, every woman I met expected me to already know the basics and it was like a “C
atch 22” of being a woman. If I did not know the basics on my own, no one was stepping up to help me and If I did know, I did not need it. Sort of like when you cannot land a much-needed job because of no experience and you cannot find any experience because no one will give you a chance.

Perhaps, I am more fortunate than other cross dressers of transgender women because quite early in my life, I persuaded a cisgender woman to help me dress up head to toe as a woman. I thought if a woman with a lifetime worth of experience could help me, I could fill out my workbook, with help. Ironically, after the makeup was over, I was not impressed and felt all the time that I was on the right path and could do the same feminine work on myself. Of course, I need to point out I had already put years of time and effort into refining my fashion and makeup techniques.

Just when I thought I had reached a success point in my gender transition, my teen cross-dresser years set in. The problem was, I was already a testosterone poisoned thirty something man seeking change. My transition out of my teens was painful and not easy to do but I finally made it out after many tears from public abuse. On the other hand, my gender workbook gained another chapter I gladly filled out.

On another slightly different topic, I heard from “Michelle” who is working on her own gender workbook and was commenting on my “Seismic Gender” on the lesbian culture and transgender women: “I really love how you described finding your place along that femme spectrum. It makes me think about how much of this journey is trial and error—figuring out what to wear, where to go, how to be in these spaces without losing yourself. And yeah, sometimes it really does feel like the universe nudges the right people into our lives at the exact moment we need them.

Honestly? Reading this gives me hope that I’ll find my own version of that someday.

Thanks for the comment! If it helps, at that point I had given up on ever finding another special person for the rest of my life, and the most amazing thing happened. I did find my wife Liz, or I should say she found me. It happened primarily because I gathered the courage to repeatedly put myself out in the public’s eye.

Just be careful when you do it and take your time to properly fill out your workbook and you can be successful on such a major undertaking as living as your authentic self.

 

 

 

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.

Thursday, May 22, 2025

Seismic Gender Shifts

Image from AC on UnSplash.

I received a response from a reader seeking more input on how I was able to integrate myself into the lesbian and sports bar cultures.

First, thanks for the question as it is a complex one to try to answer. It turned out, the lesbian culture was the most difficult to be accepted into.  I began my journey in Dayton, Ohio around the year 2005 while my second wife was still alive. Back in those days, there were still lesbian bars in business for me to go to. It is important to note, one of them was essentially a lesbian biker bar and they hated me. Especially when I played “Shania Twain’s” I Feel Like a Woman in the bar. Even still, they barely put up with me until I found a better venue to go to.

It turned out, relatively close along the road was another small lesbian bar which had just opened, so I tried it out. Imagine my surprise when the first bartender I saw, knew me as my male self also. She saw through my femininized appearance, and I was treated very warmly, which helped me gain acceptance from the other patrons. I was able to relax and look around at the dynamics around me.

What I immediately noticed was where I fit in the layered levels of women in the bar. There was everything from very masculine butch lesbians, all the way to their femme girlfriends who came with them. I learned very quickly, with my jeans, boots and makeup, I fit right in with the femme lesbians, even to the point of attracting attention of a few of the butches. Who, on occasion, bought me beers and flirted with me. In fact, my first dinner date was with a super butch who went on to become a full-fledged transgender man. Keep in mind also, back in those days, I was much younger and could present much easier in public once I learned the basics. Such as, what I was going to wear when I went to a lesbian bar. There would be no dresses or skirts for the evening.

It is also important to note, my next foray into the lesbian culture was pure luck or destiny if you don’t believe in luck. This is where my sports bar experience comes in. Keep in mind, I had managed sports bars for a living in my past and had a basic knowledge of how I would go about becoming a regular. Again, I needed to dress to blend, stay friendly, smile and tip well. My plan worked well and soon I did become a regular at several venues where I had gone to as a man and always wondered if I could repeat my visit as a transgender woman.

On one night, one of the bartenders asked me if I would be interested in meeting her single lesbian mother and I said yes. We ended up getting along well and even ended up adding another lesbian woman by complete chance who I ended up partying with for years until I met Liz and moved to Cincinnati. As destiny would have it, Liz identified as a lesbian also, so my circle was complete. I was basically protected from the world until I could learn many of the nuances of being a transgender woman. Such as, I did not need a man to justify my existence.

I guess you could say, my seismic gender shifts just came along when I needed it, or when I was questioning my sexuality. I had always gotten along with women easier than men and their interest in me sealed my future in the world. I enjoyed immensely going to lesbian mixers and being flirted with on occasion. I always thought it was because I was hitting some level of middle gender with some women who were not intimidated by a woman who used to be a man. They were intrigued and even impressed by my honesty in how I approached my life.

Sadly today, around here at least, there are very few pure lesbian bars left to learn in, and the younger generation seems to be more accepting of the transgender world. Which is what is scaring all the politicians, shoving unjust laws down our throat. However, I don’t want to get too far off the subject and just say my acceptance into a totally new culture as a transgender lesbian came at a cost. But a good one and I had friends.  


Wednesday, May 21, 2025

Trans Girl at a Drag Show

 

Rubi Girls, Dayton Ohio.

Very early on when I started to explore the public, once again I felt as if I did not fit in. Specifically, when I went to gay venues, especially the venues with drag shows. 

Although I knew many of the other patrons viewed me as just another drag queen, I knew I was much different. For the most part most of the queens I had met were gay men doing their best to perform on stage as women. There were very few transgender women on stage I could identify with. Even so, the local shows were places I could go to be safely entertained. Even still, I became bored with the same old, same old and began to seek out other venues I could go to. That is when I began to go to the well documented shifts to sports bars I had frequented as a man. 

Drag shows unexpectedly became a part of my life again when I began to develop friendships with other cisgender women. Going to shows became the cool thing to do and since I was the link to the performances in their minds, I just had to come along for the girls' nights outs. Which I loved. Most of the women I went out with in the small group just assumed I had more connection with the entertainment that I did. But who was I to say they were wrong, and I went along for the ride. 

It was not until much later when I finally was able to make the differentiation to all my women friends, how much different I was than the drag queens we were watching. The first big show I attended after coming out was when I was invited to go with my daughter and all her women friends when they all were invited to go to a drag troupe called the "Rubi Girls" in Dayton, Ohio. The group of performers is very famous in the region and has even raised millions of dollars to benefit AIDS research.

Effectively, it was my first girls' night out with my daughter and I did not want to let her down. I was scared and prepped overly well for the evening, as I knew I had to blend in with what my daughter's friends were wearing. Since I was just coming out as a transgender woman, my daughter decided only a select few of the attendees would even know I was her parental unit. Once my fear went away, I was able to talk to a few of the other women around me and immensely enjoyed the show. The whole evening proved to be one of the best drag experiences I had until my first date with my future wife Liz. 

This time, the group of women I went with was much smaller, as was the venue which was approximately halfway between Cincinnati and Dayton, Ohio. It meant the drive was easier for both of us since we had not moved in together yet. Again, I was careful not to overdress the other cisgender women in the group and attempted not to be so scared. Afterall, it was just another drag show in a gay venue. Everyone seemed to have a good time, including me when I put away my bias against drag performers and was just being me. All the women around me realized I was much different than the talent we were watching. I was closer to them than the drag women who were gay men. 

Overall, the date with Liz was very successful. So much so, our next date was a non-drag event when we went to the regional Renaissance Festival with her son and again had a great time, so we further solidified our relationship more and more. 

When I look back, I owe my contact to drag more than I give it credit for. At the least, going to drag shows even encouraged me to walk in heels with more confidence. Plus, all the credit for helping to start my public life with my daughter and future wife goes to drag and the confidence it gave me to know I was secure in my transgender womanhood and not in some never/never land which was my knowledge of a world I never really understood. Or felt a part of. I guess you could say, being a trans girl at a drag show still worked out for me. 

Tuesday, May 20, 2025

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 to look at all the successes and failures that I went through.

The end result is normally wow! Did I do all of that? I remember the adventures I went through when I first left the house in my short skirt with freshly shaven legs and felt the cool night air on my body. At the time, I felt as if there was no other feeling like it and I could not wait until I could do it again. Then, there were all of the Halloween parties I went to cross dressed as a woman from head to toe. The parties were exciting to say the least but also showed me I could possibly make it in the public's eye as a transgender woman in the near future. It is important to note, I went through the stages of trying to dress sexy as a woman to trying to encourage the others at the party I really was feminine. 

When I started to try to enter the world regularly, I found I had many adventures ahead as I went from being laughed at to my face to at least presenting well enough to blend in with the world at large. Out went the short miniskirts and in came the jeans and tops which other women were wearing on a regular basis to the venues I was going to. At the time, it was less fun for me but at the least, my new fashion choices were saving me the torment of coming home in tears. For the first time in my life, the public was not laughing at me for simply trying to be who I felt I should be. 

From there, the adventure really started for me as I made the second big transition in my life. From part time cross dresser to fulltime transgender woman, if only in my mind. The entire idea was huge in that it took me back to the earliest days of admiring my girl-self in the mirror, and thinking that was good, but there was still something missing. The missing part became evident over the years; I wanted to be the girl I saw in the mirror. Little did I know at that time; my gender path would be a long and intense process. Nearly fifty years to be exact before I was able to come to terms to who I really was as a person. 

Before I was able to build a small number of friends I saw on a regular basis, I was intensely lonely, and on many nights was just going out to be alone. Hoping no one would bother me. Fortunately, they did, and my life took an adventurous turn for the better.  I ended up being invited to lesbian mixers, the women's roller derby and even an NFL Monday Night football game. To say I was scared would be too easy a term. Excited would be another appropriate way to think about what I was going through. Where had all of this been all the time I was stuck in my closet? 

Another big adventure was evident when I discovered I had more than one gender closet to escape. There was the physical closet of fashion, makeup and presentation to overcome, and then the major hurdle of the intense mental closet I lived in. I experienced major problems with overcoming the life my male self-had built for me. He was intense and did not want to let go. By then, it was too late, and I was never going back. 

All my adventures proved to be worthwhile, and I succeeded in living my dream of transgender womanhood. Plus, for those of you who think you have waited too long to live your dream, I waited until I was sixty before I started. 



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. 

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. 

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.


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. 

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. 

Wednesday, April 2, 2025

I Just Couldn't Live Without Her

 

Image from Brian Kyed
on UnSplash.

At a certain moment in my life, I had reached the point of no return where I was living with two women, the one inside of me and my wife of twenty five years.

The question remains, how did I find myself in such an untenable, precarious situation. The answer was, it was not easy, and I really had to work hard to get there. Decades, to be exact. Once I pulled myself out of the mirror, and put her into the world, I knew I could never go back to being a parttime cross dresser. I could never live without her.

Many times, I have gone through the many steps I took on my path to transgender womanhood. To provide you all with a more precise look at my actions, we need to go back to the years when my second wife was still alive. What I began to do was sneak out of the house when she was working cross dressed in the world just to see if I could. After a very rough beginning, when I was laughed at, I began to get my high-heeled feet on the ground and do better. So much better, I began to think my ultimate goal of living as a transgender woman on my own terms may actually be possible. 

From there, I began to spend every spare moment I had alone as who was to become my authentic self. I became so immersed in becoming a woman, I needed to concentrate on the times when I still had to be a man at work, or with my wife. The biggest problem I had was, deep down inside I knew which gender route I had to take to survive in the world, but I was afraid to face it. The fights between my wife and I became so bad, a couple times she just told me to be man enough to be a woman. I was not man enough to do it, but I was stubborn enough to keep trying to live a middle of the road gender life, which became impossible to maintain. My mental health suffered, and I began to be more self-destructive than I already was. All the way to attempting suicide one night.

Fortunately, I was not successful in my suicide attempt, and I proceeded down the same path I had been on before. This time taking my cross-dressing activities into my own restaurant and threatening my substantially good job. Again, deep down I felt if everyone knew of my deep, dark secret, I would be relieved of the hell I was living because I had to make a change away from the male life I was living. 

Just before my wife suddenly died, I made one last ditch effort to partially purge myself of my femininizing supplies. I went all the way to growing a beard, so at least I was telling myself I was making an effort to return to the male world. However, there was one big problem, I was miserable and about the time I needed to go back into my feminine world, my wife suddenly and tragically passed away from a massive heart attack at work. Through all of our problems, I loved her deeply and we were married twenty-five years.

I often wonder what would have happened had she lived. I think now, my internal female would have won out and I would have completed my gender transition. She would have won because I felt so natural in the world as a transgender woman. When it came down to which woman I could not live with, I would have had to have chosen the woman I should have been all along and hopefully patched up my life with my second wife. So, at the least, we could have stayed friends.

Tuesday, April 1, 2025

Is It Real?

 

JJ Hart. 

Every now and then I pause and reflect upon my transgender womanhood as it exists now. 

I mention often, the trials and tribulations I needed to go through to arrive at the point I am today. Similar to many of you, I went through my cross-dressing adolescence trying to shove my testosterone poisoned body into skimpy women's fashion designed mainly for teen aged girls in their prime. I would love to have back some of those days when I went out in skirts which were too short and tops which were too tight. Predictably, I attracted too much of the wrong sort of attention and had to hurry home in tears. It was real alright, and reality was no fun for me in those days. The only good thing which happened was, my inner feminine self-kept the pressure on not to quit the feminizing process and listen to her on how I should dress to face the world. Which was much different than what my male self was telling me. 

It was then I realized how different and powerful the gender world was I was seeking admission to. I learned firsthand what I had always known. Women run their own separate world oftentimes in a parallel universe to men. They have their own power struggles from cliques they form rather than the teams' men form. Perhaps, more importantly, I learned the power of passive aggression women use. Women are very good at supposedly losing the battle but coming back to win the war and a smiling face does not often mean acceptance into her clique. 

Before you think the learning, curve was all negative for me, there were plenty of positives to work with. A prime example was, I loved the passive aggressive games women played with me as I learned to have eyes on my back the whole time I was out in the early years. By doing so, I earned my way in to being able to play in the girl's sandbox. My ticket in, just happened to be from the women bartenders I came to know as a regular. From them, other strangers were able to see me interacting easily with the staff plus I was awarded rest room privileges which I desperately needed. I grew used to seeing the staff so much in one venue I went to, I was even invited to a girl's night out one time with a group of servers. Which (even though I was scared), I ended up enjoying immensely. 

The whole process was extremely real to me and more importantly, it all felt so real. It was like this is the way I should be living the whole time. I was developing a substantial feminine wardrobe and had venues to wear my fashion to. I felt for the first time in my life, I was living a real existence, and I felt so alive. It took me many years to try to live a male existence and just that quickly, I broke all the reliance I had in the male world and stayed in my new femininized world. 

It was real and I was so happy I had the chance to live it, but I need to say, the whole path had its share of bumps and emotional bruises. Plus, since I had so few believers in me, I needed to rely in myself. Often, it was a very lonely process when I went it alone. It wasn't until I began to believe in my inner female so completely, did I find out how real life could be.

Sunday, March 30, 2025

A Private Journey


Virginia Prince
Being a young person with gender issues forced me into my own deep shell.

 Plus, the times I grew up in did not help. I battled having no real gender information in the times before the internet and social media. In fact, the first real indication I had there were any others who shared a similar desire to change their gender was when I discovered "Transvestia" Magazine and "Virginia Prince". Initially, I was so fascinated, I just needed to learn more.

My private journey became less private when I began to attend transvestite mixers, as they were called back then. From my well-worn pages of "Transvestia" I learned several of the mixers were within driving distance of me in my native Ohio. Immediately, I began to make plans to do the impossible dream and attend. I could not imagine what it would be like to meet in person, another cross dresser as I perceived myself to be. It all struck an emotional chord with me, and I could not wait for my first mixer. I felt, at the least, the event could help to get out of my shell and not be so private. 

Of course, I found out I was expecting way to much from my first meeting with others with gender issues. To start with, I was not prepared for the layers of participants at the mixer. Everyone from beautiful transsexuals to "cowboy" cross dressers with their hats and cigars. Somewhere, in between was me. Wondering where I should be in the group. All Virginia Prince and "Transvestia" told me was, I needed to be heterosexual in order to fit in. Prince never said anything about all the different individuals I would encounter. Long story short, I found I did not really fit in with any of the other attendees. Again, I was stuck in my own private journey.

Throughout my disappointment in not meeting more like-minded individuals to share my gender hopes and dreams with, I at least found a very few others I could socialize with. Better yet, they lived even closer to me in near-by Columbus, Ohio. One of the transsexual women had a very nice, restored home in a historic area of the city and regularly hosted her own mini mixers. Since I usually worked weekend nights, I could not make it to all of them, but the ones I could, I enjoyed immensely. 

On my visits, I even discovered others who were exploring their new gender lives as more than cross dressers since the new transgender terminology was still being explored. At the time, I knew I was not completely into, going through all the gender changing operations, but then again, if I could do it, I would love to pursue a trip into transgender womanhood.

Maybe I kept my journey private because I was just that type of person, or I just had never met many people I trusted with my deepest secrets. To this day, I think I can count on one hand, the people who know all about me. Even including my long-time therapist. My wife Liz used to harass me by asking me what we talked about, and I had a difficult time coming up with an answer. Even so, I am a believer in therapy, as it did help me to come up with coping mechanisms for my complicated gender life. 

As I look back, I have come a long way from the pages of "Transvestia" but not far enough to totally say I have ever left my private journey which was so completely embedded in me when I was younger.


Friday, March 28, 2025

What Came First?

 

Image from Alexander Grey
on UnSplash. 

Today was "patch" day, when I changed out my gender affirming hormonal estradiol patches, which I do twice a week. 

Every time I change out my patches to new ones, I think back to all the changes I went through when I first started years ago. Among other things, I remember how impatient I was to see and feel changes I hoped were forthcoming. I was also disappointed when I learned I would have to start on a very minimal dosage until the doctor and I could see if there were going to be any negatives to the treatment. Fortunately, there were not, and I was given progressively higher doses until I was finally assigned to an endocrinologist for more specialized treatment. At the time, the Dayton, Ohio VA Hospital did not have an Endo, so I needed to wait until they found me an outside provider for my care. After quite a bit of pushing on my part, the VA finally came through and I was set until they came up with their own Endo. Which I have to this day.

In the meantime, I was experiencing many significant changes to my body and surprisingly, to my mind. It was like my body had already been set up for the new HRT hormones and felt very natural with the changes. It is easy to write about the external changes I always mention, such as breast growth, hair growth and the overall softening of my skin. As I mentioned in a recent post, suddenly I was able to present better when I was out in public because I was able to wear less makeup and get my own hair styled and colored how I wanted it. 

Less obvious to the world, but more obvious to me were the internal changes I began to rapidly feel with the new hormones in my body. What came first was I was losing more and more contact with my old male self. I was losing my old testosterone edge and began to really mellow out. I went through puberty again and even experienced my first hot flashes as my body adjusted to the new femininized world it was in. Most certainly, my male self-had come first out of necessity, but the HRT allowed my feminine self the chance to catch up. I even learned women were not making it up when they were saying they were cold all the time, when my thermostat went crazy, and I was too. 

One of the only drawbacks I experienced was I needed to move up my life transition timeline, because changes were beginning to happen so rapidly. I could no longer wear most of my male shirts because of my new breasts and I needed to always be careful to tie back my hair when I was butching it up when I was going out. Also, my facial hair never really changed as I knew it wouldn't, but my body hair nearly completely went away, which was great.

As I said, there were no drawbacks when I left my male world internally. I never missed the actions of my male self who always seemed to be on edge. I became very introspective on what I was going through and could even began to be able to cry for the first time in my life. It was then I learned there were different sort of tears. Tears of sorrow and tears of joy were quite possible. 

I had no choice, my male self-came first and I ended up trying decades of cross dressing to fight him. But as I changed, gender affirming hormones were a huge part of it. In many ways, HRT was the deciding factor in finding my way into transgender womanhood. 

It turned out the second part of my life turned out to be so much more fulfilling than the first part. Even though I was frustrated at times that I waited so long, it was worth the wait. Especially when I learned the hormones did not change my sexuality. I was still attracted to women, and I found some were attracted to me as a transgender lesbian. It was all so exciting and new, I could not get enough of my new life and it did not matter what came first.

Friday, March 14, 2025

Let the World be your Classroom

 

Image from Aleksandar Andreev on
UnSplash.


It certainly is difficult to reach a space in gender time when you can relax and let the world be your classroom.

First of all, you need to acquire the confidence in yourself to view what other women around you are doing. Personally, I took the stairstep method on my gender path to finally acquire the stability I needed to grow into a stable transgender womanhood. Literally, for years, nothing seemed to come easy for me. I was very good at taking one step forward in my new world and then taking two steps back when I was rejected by the public. It was similar to the day when I thought I was on point with my fashion, makeup and wig. I was confidently walking down a mall sidewalk when one of my heels became stuck in a small crack in the walk and I almost fell. What were the odds? 

It was like the transgender gods were telling me I needed to keep learning and maybe what I just went through had happened to many other women in the past. I rapidly learned from then on to keep an eye out for any potential sidewalk issues. I was stubborn and slowly I kept acquiring the basics to stop looking at myself so much and begin to look around at what the other women around me were doing. They became my classroom at work where I worked with many women and out in the world with a group of strangers. Once I was allowed behind the gender curtain, I began to learn a lot. 

My first big lesson was women ran their world separate from men quite well. Women had their own forms of communication and style. The more accomplished women were the ones who were good at letting men think they were getting their way. I never really had to learn about dealing with men because the great majority of them left me alone. So, it was women I needed to worry about communicating with. Initially, I had few problems with other women because I was dealing with store clerks who did not care or were just interested in my money. It was not until I began to explore other facets of the world as a transgender woman did, I begin to learn the actual basics of looking another woman in the eye and talking to her. I even made it to the point where I initiated the conversation with such basics as a compliment on a dress or a piece of jewelry. When I did, I "broke" the ice so to speak and made it OK for the other woman to talk to me.

My second big lesson was there were actual alpha females who I knew from work. They were the ones who did an amazing job of balancing supervising others at work and still running a family at home. I realized, once I received a vote of support from an alpha female, I was in good shape. The whole process brought into focus how much I was able to learn from the women I worked with and secretly looked up to. I say secretly because I worked for a very male dominated company, and I did not have the support to provide the women what they needed to totally thrive. I simply was not that far up that ladder. 

As my classroom expanded, I began to write this blog, over a decade ago. Every once in a while, I go back and look over a few of my original posts. I noticed a big shift in the blog over the years. Initially, my posts revolved around how I looked and how I arrived where I was in life. On the other hand, currently my writings involve what is happening in the world now and how I arrived where I am now. Or, how I got to the point to stand in my gender space and be proud of it. What does remain constant here is all I set out to do was help others with the same gender issues I had. It just took a classroom to do it. Something I never considered when I was trapped in the dark confines of my own gender life. 

For the most part, I can now relax in the world and look around for any possible other reactions which are happily becoming increasingly rare. The classroom has gone full circle into a space I enjoy. I like going out to eat and even the LGBTQ peer support group meetings I attend virtually. They give me a chance to put on a little makeup and nicely brushout my hair. Every little bit helps in the world of a transgender woman or cross dresser. 

Friday, March 7, 2025

I Was Ready but Was the World?

 

Image from the Trolley Stop, Dayton, Ohio

It took me years to understand and accept my transgender womanhood, but once I did, what was the world going to think.

Once I had worked very hard to cross the threshold into being able to put a reasonable effort into presenting as a woman, the difficult work started. Even back in those days, I was able to learn basic tricks to take a good-looking picture but then I found putting the picture into motion was the problem. The whole scenario presented me with big new challenges, The largest mistake I made was underestimating how quickly the world would want to communicate with me. All of a sudden, when I was going out to be by myself, someone (usually another woman) would invade my little world. Which was suddenly growing rapidly. Initially, until I grew used to it, just trying to look another woman in the eye and talk to her was a real challenge.

I started by merely trying to mimic the tone and sound of the person I was talking to, then took femininizing vocal lessons to aid my efforts. I discovered quite quickly, I was more ready for the world than I thought. I found putting too much effort into communicating with a stranger could be a turn off and too little interaction could come off as being bitchy. So, I needed to be careful and usually let the other person lead the conversation. 

For the most part, I found the world was ready for a stray transgender woman just learning her way. I even was able to converse with several other women I met regularly in venues where I was a regular and so were they. I was amazed I had such an easier time talking to them woman to woman than I ever did as a man. One venue in particular in my world was a tavern called the "Trolley Stop" in Dayton, Ohio. It was/is the oldest continuing tavern in Dayton and I quickly became a regular of Gabby the daytime bartender. I knew from previous experiences, having support from the bar staff was key to my overall acceptance. So, I did my best to be friendly, spoke only if I was spoken to, and tip well. Being accepted in the Trolley Stop helped to really expand my world as a transgender woman and prove I was ready to do it. To make matters even better, the Trolley Stop even hosted a lesbian mixer every month or so and I enjoyed good times there as well. 

All of a sudden, the more I was out in the world as a trans woman, I proved I was ready to make it completely in the new universe I was in. It turned out to be one of the most exciting and satisfying times of my life. I was interacting and communicating with others. When I did, I made a whole new circle of friends (mostly women) I write about frequently. They provided me with the building blocks I needed to find my gender dreams. Once I had the solid foundation I needed, the rest was easy and fulfilling. Especially to my long hidden inner feminine self who had been punished for my entire life.  









  

Tuesday, February 11, 2025

Transgender Lines

 

My friend Racquel.

During my journey to transgender womanhood, I often went past gender goals without even realizing it. Or, I was too busy living my life, I could not slow down enough to enjoy where I was.

Along the way, I was careful to set goals for myself such as not being satisfied to present successfully in mall and clothing store situations where people were more into my money than gender. What I started to do was go to lunch or an early dinner when I was cross dressed to judge the reactions I was getting. Even though I was not totally successful in my feminine presentation, I was learning. I found employees at restaurants were more apt to accept me when I was pleasant, minded my own business and of course, tipped well. Plus, I was easy to remember and became a protected regular quite easily when I made wise decisions on where I decided to go.

In other words, stay out of the redneck venues so prevalent where I lived in southern Ohio. I learned the hard way in one place I went when I had the police called on me as I tried to use the bathroom. After it happened, I gathered myself and went a short distance up the street to another venue I knew I would be accepted in. I certainly should have seen that line coming up before I tried to step over it. The stubbornness which I carried over into my transgender struggles, served me well as I kept trying to succeed.

At the same time, I had a new set of confidences set in. I encountered a diverse set of acquaintances which I write about often. The give and take I went through as a brand-new trans woman helped me to stabilize who I was searching to be. Before I knew it, there were many new lines I was crossing. Since the groups I was socializing with were very diverse, I needed to confront lingering questions about my sexuality. One group had a man I was getting along with wonderfully and on the other side, I had several lesbians I was getting along with too. Mixed in also, was Racquel, a transwoman who often joined our group, and who to say, any of them really liked me.

It was about this time all the lines I was attempting to cross started to blur. Was I into the man, I liked, the lesbians I liked or even the transgender woman I knew? I knew I had quite a bit to consider so I kept going out and researching to hopefully come to a better understanding of who I was in my new life. 

Finally, I was able to sort it out, or it sorted itself out for me. The man I knew, and Racquel moved away and I was able to maintain my relationship with several lesbians. In essence, my decision was made for me. Choices have consequences and with a little help I made mine. 

All the lines I did not see did not trip me up. I was more flexible than I ever imagined possible, and I made my way into my transgender womanhood. 


Monday, February 3, 2025

A Push versus a Dream

 

JJ Hart

I often describe my journey to transgender womanhood as the impossible dream. 

On the other hand, I cannot ignore all the pushing I needed to do to arrive at my goal. My pushing started at a very young age when I was first cross dressing in front of the mirror. To begin with, I needed to push hard to find hiding places for my exceedingly small, treasured collection of feminine wardrobe selections. I resorted to old boxes in the garage attic, all the way to a hollowed-out tree in the woods next door to our house. In trash bags. Anything to stay safe with my secret. I knew if I was exposed, life as I knew it would be over.

I did push on and survive so my dream was still intact when I went to college and then served out my time in the military. My military time was especially stressful as I needed again to carefully conceal any idea, I was feminine at all. Through it all, I needed to keep my thoughts centered on a far-away dream I had of being able to live as a transgender woman. Sadly, there were too many times when I did not see how I could make it at all. Especially when the Army was strongly reinforcing my manhood. 

As in many other facets of life, the Army came and went leaving me a sense of freedom of what I could do concerning my gender issues. My first marriage came shortly following my discharge from the military and left me still wondering about what was going on. My first wife knew I was a cross dresser and did not really care, so I was left on my own to make any gender decisions I might decide on. This was back in the late 1970's and there was very little information on even being a cross dresser available. Again, I was on my own until the computer became a reality, and I was able to reach out to others. I learned quickly I was not alone and began to push for more clarity in my life. I even was able to dream more frequently of being able to live as my authentic self.

Before I did, I needed to determine what my authentic self really was and push to get there. This meant going down a largely selfish road as I carefully checked my gender boxes. It took me years to figure it out until I was able to merge how hard I was pushing with my ultimate gender dream of a being a transgender woman. My authentic self which was revealing her-self When she did, she left no doubt on why I felt the way I had my entire life. Something was not quite right, and I pushed on to figure out what the problem was. In the meantime, I treaded water cross dressing in front of the mirror until I found the courage and confidence to try going public.

Each and every time I was successful at all in dealing with the world, my dream was re-ignited, and I started to push through or totally ignore any gender warning signs I encountered. Everything I was doing put me completely at odds with my second wife, who again knew I was a cross dresser but never wanted me to leave the house dressed. Not only did I break my promise to her, but I also went as far as beginning a whole new life. My new life rapidly became very important to me mainly because I was happier and the whole life felt so much more natural.

My lifetime full of pushing finally aligned with my ultimate dream of transgender womanhood. Destiny opened my gender doors at the age of sixty and I took complete advantage. 

The Gender Comfort Zone

Image from Thomas Vitali on UnSplash.   It took decades to reach a point where I could say I was comfortable with my gender issues. The poin...