Riding the Gender Merry go Round

 

Image from Stanley Kustamen 
on UnSplash. 

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

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

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

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

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

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

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

Gender Participation Trophies

 

Image from Vicktor Forgacs
on UnSplash

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

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

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

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

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

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

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

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

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

 

 

Self-Destruction

Image from Abbot on
UnSplash.

I was very self-destructive over the years, and I am frankly amazed I made it to the age of seventy-five in one piece.

I think my self-destructive behavior began when I was forced into a gender mold which was deeply foreign to me. When I was very young, I did not know exactly what was wrong, but something certainly was. I was somewhat older when I had my first inkling of having a condition I barely knew how to pronounce. I was gender dysphoric. As a teenager, many mornings when I woke up for the day, I did not know if I was a boy or a girl. Not a good place to be.

My first object of destruction was the car. With it, I found I could seriously injure myself and sadly others. I could race my brother with a car and go way too fast at night for the road conditions. Many nights when I came home late and lonely, my mom was waiting up and, on several occasions, told me the angel riding with me was my grandmother. She may have been right, when I wrecked one of my cars going too fast and ended up rolling it several times into a house. Very easily, I could have been killed, along with my brother. But my brother and I walked away without a scratch. Even though the car was totaled.

I was just reckless as I entered my military years as I was frustrated and lonely as I grasped at any straw to solve my gender issues. Never pausing to realize the answer I was seeking was as close facing my own inner self. For more years than I like to admit, I feared facing the truth about myself and stayed on my self-destructive path. That made two paths I was on. One on my gender issues and the other me trying to hurt myself.

To dull the pain, I resorted to self-medication with alcohol. Drinking vast amounts of beer helped me to forget my male self on one hand and made me too brave on the other hand. On nights I drank, I could see one path from the other. So, I went back time and time again.

Then, my time in the military just made my habit worse as I was in an atmosphere of supported alcohol abuse. I found I had to finally rid myself of my destructive ways when I hit rock bottom and attempted suicide. Simply, I was tired of fighting my overwhelming desire to be a transgender woman and the possibility of hurting the loved ones around me. Most importantly, I felt as if the world would be a better place without me.

Once again, my guiding angel was with me as I failed in my suicide attempt with pills and booze. Maybe it was her who finally convinced me to face my gender truth. I was born into the world as a male which was completely wrong. My vibrations were always female deep down inside and those vibes were deeply felt. Still my male self-refused to give up all the privilege he would lose and did his best to stay the course he was on. All he did was to prolong the certainty of my life. When he gave up and I could pursue the deepest truth of my life, I committed myself to moving forward into my transgender womanhood.  

With commitment came a deep-down of satisfaction and happiness I had never known in my life. I was fond of blaming my parents for the lack of happiness I experienced when I was growing up. When, in fact it was me who was at fault. I was not honest with myself, and it hurt me. I couldn't follow my dreams, and it hurt me. The deepest cut of all came with the dishonesty I felt. I was raised to be honest, and chasing my gender dreams curtailed my honesty with the world when I was busy hiding all the time. Perhaps, most frustrating of all came when I could not outrun my issues. First, I attempted to pass myself off to me as a harmless cross dresser and, when that did not work, I faced the possibility I was transgender. A big leap for my honesty.

It was the first time in my life; I could face my truth and live honestly as myself. With new women friends and my wife Liz pushing me on, I was able to restore my confidence as a woman as never before. My progress was so much more than my appearance and reached deeply into living a fulltime life as a transgender woman. My gender journey of a thousand miles did begin with a single step and I took mine.

Sometimes I wish I had made the journey sooner but then again, all of us only have one life to live and I was able to live mine.

 

 

 

Gender Selfishness

 

JJ Hart, Key Largo, Florida.

Often as I discovered my transgender womanhood, I felt extremely selfish. Who was I to sacrifice my male life with others just to cross dress in the mirror for me.

At the time, I regarded myself as a clown in drag and ugly in every way possible. With those thoughts, how could I even think I could succeed of my dream of living as a woman someday. To have any success at all, I needed to be selfish and forge a one-way path to feminize myself.  

Defining selfishness was a problem also. I went from thinking I was merely in a phase, all the way to finally realizing I was a full-fledged transgender woman. Along with all the responsibilities of living a new life. I needed to face the reality of knowing every step I took would be different and others close to me would have to come along for the ride. Or be left behind. Mainly, I am referring to my second wife, who for several reasons drew the line at helping me femininize myself. The number one reason was one I had to totally agree with, which was she did not want to live with another woman and specifically one she did not like.

Through it all, I tried to discover why she did not like me. Since she has long since passed away, I can’t ask her for an honest answer. My best guess is she did not the amount of makeup I wore and the wardrobe I had acquired. Plus, she especially hated the idea of me leaving the house cross dressed as a woman anytime she was not around. Essentially, I was cheating on her with myself. I was the other woman. Naturally, I was torn too, as I just could not stop exploring the new world, I was excited to find myself in. All my efforts just put me in the cross hairs of my mental health. I was selfish and put myself in risk of losing a marriage of twenty-five years and give up the chance of living my dream of living as a woman. These days I make no secret of trying to take my own life with an ill-advised suicide attempt. I thought there was only one person who could truly help me, and I had burned that bridge with her. So, I was trapped.

Fortunately, with the help of a good therapist, I found my way out of the darkness I was in, and she helped me to understand the gender situation I was in. I started to take it for granted I was selfish, but I had to be to save myself and my mental health. At that point, I knew I would not have wished the period of life I just had went through on my worst enemy. My dark closet was even becoming darker even though I was beginning to explore the world as a woman. Transgender, or not because often gender borders were blurred. To focus on it, I needed to be more and more selfish in my life and every spare moment and thought had to be involved in feminization.

By this time in my life, my biggest hurdle was overcoming the loss of my second wife. Sure, she resisted losing me to another woman, but I still loved her dearly, and we did have many good times together. What happened was my long ignored inner female stepped in and immediately took over. She exposed us to many new social interactions to see what would happen and if when we conquered it, we immediately moved on to often more delicate social situations. She was really into testing me to learn how serious I was about the transition I was considering.

One of the main tests was when we decided to seek out gender affirming hormones. To do it back in those pre–Veterans Administration days, I needed to find a doctor to approve me. It was not given since I was nearly sixty at the time and had to have a health exam before I was given permission. I was approved for a minimum dose and soon was allowed to pursue a life changing hormonal program. Overall, the hormones turned out of be a wonderful gift to my inner self and allowed her to sync up her old male external male self with her strong feminine self to make a more complete human being for the first time in my life.

It turned out, my life of being selfish was the only way I could escape the male life I was born into. It was amazing how quickly my mental health recovered and for the first time in my life, I felt happy. The weight taken off my shoulders was amazing.

 

Coming Home

 

JJ Hart (Center) Wife Liz on Left, 
Daughter on Right. 

The process of crossing the gender border from male to female, always felt as if I was coming home.

From the beginning, my dual genders clashed, causing me to often sacrifice my already fragile mental illness when I was diagnosed as being bi-polar. Naturally, it was difficult to separate one issue from another when I became depressed and just wanted to curl up in a ball and left alone. On most occasions, I could just cross dress in front of the mirror and take my mind temporarily off my trip to find my true home.

The trip proved to be much longer than I ever thought it would. I never considered it would take me on a fifty-year odyssey. Complete with too many blind curves and dead ends to mention. If I was to attempt to mention any of the major problems I had with my transition was there would be so many more transitions than one. The gender border crossing was so complex, it would take me several different ways at once. I finally came to the point where I was simply trying to raise the bar of living as a transgender woman every time I went out in public. In my earliest days, it meant concentrating on more than just my feminized appearance. I needed to put my appearance, no matter how good or bad, into motion. What good would it be to look like an attractive woman if I was moving like a linebacker.

Every time I made a move forward in my transition, I could imagine myself living my gender dream. Which in most cases scared me more than anything else. What would my life be like without all the male privilege I worked so hard to earn. Perhaps the only stable idea I learned was I was much more than the casual cross dresser who just wanted to put on a dress for certain occasions. As suspected from my earliest days of admiring myself in the mirror as a girl. I wanted to do much more such as be a girl or at the least find out if the public would accept me as one.

I put many hours of work into my femininized presentation. I tried and tried to get my makeup right, even to the point of losing nearly fifty pounds on a diet I undertook. When I lost weight, I was able to fit into my stylish clothes, so it was a huge win for me. Along with the intense skin care routine I followed. Suddenly, I discovered I could use less make up and prove less was more. All these moves proved coming home indeed may be reality if I kept working hard enough. For the first time in my life, I made a concerted effort to achieve a very real goal. My transgender womanhood.

As I said, coming home involved several other minor and major transitions. I began to do so called womanly duties such as grocery shopping into my days when I could. I also added gift shopping at Christmas (and other times) to my time as a woman. Through it all, I was learning how the world would possibly accept me when I was able to make it home. All these actions showed me the feasibility of proceeding with my gender plans, though many questions remained unanswered.  Such as, what would I do about the basics of my life such as what to do about my wife, extended family, friends and having a basic income to live on.

It was around this time when destiny set in to provide me with major answers in my life. Tragically my second wife passed away, at the age of fifty, along with most all of my very few male friends. As far as family was concerned, my daughter stepped up to be my most steadfast ally, until my third wife Liz stepped into my life. Finally, I learned if I waited a relatively short period of time, I could take an early retirement on Social Security and solve my financial issues. The only loss I sustained was with my brother and his extended family who roundly rejected me. So much for close family ties.

When I made it to my true home, it was like day and night. It was as if a huge weight was lifted off my shoulders. My mental health improved with the help of therapy, and I was better able to face my life on a more equal basis than I ever had before. Surprisingly, I had very little re-arranging to do to live in my new house. It seemed my inner female self-had been not so patiently waiting for her chance to take over my life. Once she earned her spot in the public eye, she knew exactly what to do to survive.

 

 

It Never Got Old

 

Key West, Florida on Vacation. 

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

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

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

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

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

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

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

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

 

 

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.

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.

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.

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. 

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.

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.

Finding Your Comfort Zone

 

Image from UnSplash.

Being a transgender woman, trans man or cross dresser means you need to find your own level of comfort as you transition.

For all sorts of reasons, some of us decide to go all the way from gender realignment surgeries to deciding to stay in their gender closets. It is a difficult decision to face the possibility of losing everything in the life you have worked so hard so succeed at over the years. 

In my case, comfort levels came sparingly to begin with, then increased in frequency as time went along. For example, I had an exceedingly difficult time becoming situated as a novice transgender woman in the world. Possibly, most of my problem came from my own refusal to face up to who I truthfully was a person. My gender situation led me to a very bad situation where I was stuck between the two binary genders, male and female. Of course, I still needed to maintain my male world in the job I worked, but on the other hand, I was spending every spare moment I had trying to reach my comfort level as a trans woman. The end result was, because I was denying my true self (female), I was wrecking my already fragile mental health. 

Fortunately, I was able to work my way through my messy mental problems and come out rather unscathed with the help of a good therapist. Together, we were able to separate my bi-polar depression issues from my transgender issues which dominated my life. And I mean total domination. I was very into advancing my life in a feminine world and attempting to figure out how and when I should let go of my old male self. Finding my comfort zone finally began to come in stages.

What I did was set up what I thought was a mini bucket list of things I wanted to do as a woman. Or at least try to. As with anything else in life, I sailed through a few of the items on my list and hit a brick wall on others. Overall, I was able to use the confidence I gained from my successful feminine ventures and go back to the drawing board and figure out what I was doing wrong on the others. For example, one of the best things I did was stop going to the gay venues where I was only perceived as a drag queen and began going to the sports venues I was comfortable in. When I did, I was encouraged to begin to build a whole new person as I quickly began to establish myself as a regular. Since my business background was in similar venues, I knew the basics of establishing yourself as a regular. Show up often, try not to be a distraction, smile often and tip well were the basics. Since I already stood out from the crowd as a transgender woman, the rest was easy. 

Through it all, the comfort zone I needed the most was access to the woman's room, for obvious reasons since beer was my drink of choice. I was overjoyed when rest room access was granted to me when I became a regular. I even was invited to join other women when they made the short trip to the bathroom. I was very sure I had arrived. 

It is easy to equate being in a gender comfort zone with acquiring all important confidence to get by in a new world. Life was amazing when I was a woman and hell when I was not, so finally, even I could tell a change was needed. No matter how complete the separation would be.

My needs had changed from my old male days and to not face them head on would be a return to the same old gender problems I had faced my entire life. For once in my life, I decided to do the right thing, and I found my comfort zone. My male self-gave up and freed me up to build my transgender womanhood. 

A Destination or a Journey?

JJ Hart

 Early on when I was stuck in my dark gender closet, I viewed myself on a way to a destination, not much different than a vacation from my male self. 

Then, when I began to experience more "vacations" than I could handle, I began to notice I was on more of a journey than I thought. Looking back, I was missing all of the signs I was much more than a part time crossdresser, pursuing a harmless hobby. The difference always was I wanted to do more than look like a girl, I wanted to be a girl. Needless to say, I spent many hours of my spare time wondering what my true problem was. Time, I wished I could have back. 

Instead of getting any of the time back, I invested it in my femininized appearance in the mirror, and I still thought I was on some sort of a mysterious journey no one else knew anything about. It would be years before I was able to attend transvestite mixers to meet other likeminded people who I thought were on the same path as I. Imagine my shock when I found out I had waited so long to find out I did not fit in well with almost all of the others who were attending the mixer. Somehow, I just still felt different. Probably because most of the attendees viewed themselves as men in dresses and my views of my gender self were just beginning to form and they were so much deeper than thinking I was a man in a dress. 

It was about this time, I realized I was on more of a journey when I began to know transsexual women who were making the ultimate gender step in their life, gender realignment surgery to be exact. I was very intrigued by the idea and deep down I wondered if that was the journey I was headed on. The problem was I was stuck where I was in my male life and was not prepared like my friends were to make such a serious move. To be sure, gender surgery would certainly be a journey for me as I had quite the complex male life I was living and to be truthful, on occasion, I did enjoy the white male privilege I had earned. 

All I ended up doing on my journey was screwing up my mental health. Simply, the stress of juggling two of the binary genders became too much and I was very self-destructive. It was then I knew, my gender path was so much more than just a destination and I really needed to step up my game if I was going to survive. It was decision time. Either I went forward as a transgender woman or retreated back into my male world. 

The deciding factor was I felt so natural as a trans woman, so I did not stop my journey until I made it to a point where I could save my mental health and even my life. Certainly, even though I had reached many destinations along the way, my life turned out to be a gender journey which at times was touch and go. I ended up not going and stayed the course to my own form of transgender womanhood and was a better person for it. 

Gender Mandates

 When I was born, I did not have a choice of which gender I was supposed to be, my birth gender was male and there were to be no questions asked. 

In other words, I was mandated to enter a male world which I came to totally dislike and rebel against. Similar to many of you, I first had an idea something was wrong with my perceptions of my gender at a very early age when I went exploring in my mom's clothes. My first glimpses of myself in the full-length family mirror were memorable and electric. I knew right then, I needed to figure out a way to do more. 

The problem was, in my very male dominated family, I was mandated to go in only one gender direction and follow the male path. Afterall, if I made it, I was offered the promise of white male privileges. On the other hand, if I was caught cross dressing at all, I was surely on my way to see a therapist and perhaps be thrown into the dreaded conversion therapy. My answer was simple; I needed to continue in my underground cross-dressing ways and hope I did not get caught.  My major problem was my slightly younger brother who I was always stuck being with. Somehow, I did manage to do more and slightly lessen my mandate. When I did, I found I could enjoy my femininized self even more than I ever had before.

Of course, the most male mandate I faced was being drafted into the United States military during the Vietnam War. Since women were excluded from the draft, it was an exclusively male experience. I still resent having to face my time in the service when women did not, but I served my time for three years and was honorably discharged. I suppose too, my time in the Army disguised the true me to the outside world, since my friends and my dad already had served their country. It was mandated to be my turn if I wanted it or not. 

Slowly but surely, over the years, my mandate changed from male to female. I went very slowly to insure I would have less and less mishaps on my gender path. Each step I took gave me the confidence to take another. Of course, at some point, my mandates would collide. When they did, my mental health struggled, and I was fortunate (after several tries) to find a qualified therapist who helped me separate my bi-polar condition with my gender issues.

My largest feminine mandate came when I started gender affirming hormones. I knew almost immediately I had made the right decision. All the changes the hormones made to my body felt so natural. Inside and out, the changes were so dramatic, I think my body was always waiting for them. 

As mandates go, I would be remiss if I did not mention the gender privileges which go with the mandate.  Since I have spent quite a bit of time up close with male and female gender privileges, I know a little about both sides. As with most things, male privilege is more upfront and direct, while female privilege is more layered and indirect. 

One way, or another, mandates are a serious part of life and are difficult to control. Plus, they are so hard to deny.  

Transgender Dreams

 

Image from Alex Azabache 
on UnSplash.

My last question from my transgender grandchild for my yearlong book of questions I am putting together went something like this: If I had it all to do over again, what would I tell my twenty-year-old self about life.

First of all, before I answer, the questions come from a site called "Story Worth", and at the end of a year, they put all the weekly questions together to form a book on your life. It was a gift from my daughter. I am more than three-quarters through it already with a chance to add more questions for a small amount of extra money.

Now, back to my twenty-year-old self. First of all, at that time, I was consumed by two issues. Being drafted into the military along with a strong desire to be a woman. Conflicting problems to be certain which I was having a very difficult time dealing with. In the tried and true if I had known then what I know now, I would not have spent so much time worrying about basic training and beyond. I learned as I went through basic, that after I got into shape, it was just a team building experience with military realities built in. I made it through much easier than I thought I would and then prepared myself to serve out the remainder of my three-year enlistment. To be honest, I did not join the Army because I wanted to, or I thought it would make me anymore of a man. I was drafted into the service because of the Vietnam War. 

If anything, my gender issues became stronger when I was away in the military, as I constantly day-dreamed any spare moment I had about when I would become a civilian again and be able to pursue my dream of being a woman. It was all I had to get me by. 

Little did I know at the age of twenty, how complex and difficult my gender journey would take me throughout my life. To put it into perspective, the Army only took three years away from me, while deciding to finally come out as a transgender woman, took me forty more. I am sure my twenty years old would have asked why it took me so long to face the reality of who I really was and quit making excuses. I kidded myself for years thinking I was strong and would have to admit to my twenty-year-old, I simply wasn't. 

I would also have to tell my young self to not be afraid to dream because without dreams to achieve, often we arrive nowhere. I would have never made it to my goal of transgender womanhood unless I dreamed of it all those years and took steps to finally make it. Regardless of all the self-destructive behavior I put myself through. You only have one life to live and should try to do the best you can to preserve it. 

I was fortunate to have lived long enough to see my life come full circle from that confused twenty-year-old I was. When I did, I was able to achieve transgender dreams I never thought possible.  Of course, none of us know our ultimate destinies, the least we can do is accomplish goals which lead us in the right direction.

If you are in your closet, thinking you are trapped like I was, just do your best to look for the opportunities you may have to escape. Later on in life, it all may come back to help you with your transgender dreams.

Transgender Breakthroughs

 

Image from 
Shane Rounce  on 
UnSplash. 

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

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

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

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

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

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

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

Building Gender Bridges

 

Image from Alexander Rotker 
on UnSplash.

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

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

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

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

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

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

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

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

I Made Nothing

 

Image from Camillo 
Contreras on UnSplash.

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

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

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

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

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

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

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

Do the Right Thing

 

Image from UnSplash.

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

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

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

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

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

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

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

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