Wednesday, June 11, 2025

Riding the Gender Merry go Round

 

Image from Stanley Kustamen 
on UnSplash. 

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

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

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

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

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

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

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

Tuesday, June 10, 2025

Tomorrow Sometimes Comes

 

Image from Mark Attree on UnSplash.

I finally knew tomorrow was here when I started gender affirming hormones or HRT as it also is known as.

It was always my dream to try hormones as a natural progression towards my ultimate transition. By the time I sought out medical care to help my hormonal goals, I had pretty much exhausted my old cross dressing bucket list of situations I could put my femininized self into. I even went as far as pushing myself into situations I should not have been in. But I learned how far I could go.

Through it all, I still did not know how far I could go or have to. Would something come along to change my course or ultimately change my mind. It turned out, hormone therapy turned out to be the salvation to my problems I thought it would be. Quickly, I moved from a minimum dosage to an amount of the meds which would really produce changes. It was as if my body was taken to the HRT as naturally as it could and provided me with yet another what took you so long as I suffered through changes such as my first hot flashes as I was going through puberty again. What took you so long, echoed through the recesses of my mind.

The biggest problem was I was going through all these dramatic changes alone. All my Ciswoman friends would just smile knowingly and say welcome to their world if I brought anything up. So, I did not. I brought back my old unwanted male art form of internalizing my feelings once again. In my mind, it was a shame I could not share the beautiful changes I was going through with no one else. This all happened before my current wife Liz, and I became serious a decade ago.

I continued to realize my tomorrow was here when I was forced to stop wearing male clothes all together and donate mine to the area thrift stores. My protruding breasts were the first thing which gave me away, along the fact my rapidly growing hair was already long enough to wear in a ponytail. My body was telling me it was time to put all my male privilege aside and face the world as a transgender woman. Which meant several things. The main one was I could no longer pick and choose where I wanted to do and how I wanted to dress as a casual cross dresser. Everyday was important and I needed to plan ahead if I was ever going to be successful in finding and living my dream of living as a woman. After going through the motions for nearly fifty years, tomorrow was here.

Fortunately, by this time in my life, I had developed a strong set of allies who had only ever known the new me, so I did not have to worry about my old male self-coming into play. My friends, along with my daughter and Liz formed a strong bond for me and I was able to experience uniquely feminine experiences such as beauty salons with them. In many ways, they made up for the female peer group I never had growing up. My daughter even asked me to speak in front of her temple for my oldest grandsons Bar-Mitzvah not long after tomorrow came and Liz took me on traveling tour excursions as a transgender woman I would have never done without her. You could say, once I got started, tomorrow came crashing down on me. I was receiving what I had asked for all those years. Destiny was telling me, you wanted it, now you got it.

Of course, then I found how the life of women everywhere is more layered and difficult than a male existence. My daughter and I are prime examples when we needed to work together to explain my gender transition to three young grandchildren. We came up with a new name for me which reflected a family background, and the remainder of the process was amazingly easy.

Ironically, my brother came along to ruin my good karma by refusing to back my transition with his wife’s family who are a bunch of right-wing haters. I guess I need to see how the other half lived when it came to the transgender community personally.

As I said, my tomorrow waited long enough to arrive, which was my fault and could only be described as an exciting process when it got here. At least though, I did not crash and burn following a bumpy landing on the runway. I was able to still have enough time to live the life I had always dreamed of in my transgender womanhood. My tomorrows proved to be worthwhile as I lived them out.

 

 

 

 

 

Monday, June 9, 2025

Gender Participation Trophies

 

Image from Vicktor Forgacs
on UnSplash

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

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

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

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

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

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

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

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

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

 

 

Sunday, June 8, 2025

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.

 

 

 

Saturday, June 7, 2025

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.

 

Friday, June 6, 2025

Friday on my Mind

 

Image from Kelly Sikkema 
on UnSplash. 

It is Friday and the day my Veteran’s Administration LGBTQ group meets…maybe.

I say maybe the orange TACO in Washington is still attempting to cut back staff at the Dayton, Ohio VA where the group is located. I became semi-concerned last week when the moderator did not end the meeting the way they always do. I wondered at the time if they were not telling us something. Then, this week, my fears grew when I received none of the advanced reminders for the virtual meeting. It is the only support group I have really enjoyed, so I would hate to see it go. Especially to someone like tRumpt. We shall see. Happily, my fears were put aside for another week because I just received my call in texts from the VA.

Also, summer has finally arrived here in Southwestern Ohio and with it, my chance to go through my wardrobe and pick out the items I can wear. The problem I have is, I am not supposed to be out in the sun because it increases the iron levels in my body past an unhealthy point. Since I have tried to increase my walks by a substantial amount, finding any long-sleeved tops which are lite weight and comfortable for my walks, is difficult to do. Having the neighborhood see me in the same couple of long-sleeved shirts in hot weather may be enough to attract unwanted attention.

Speaking of unwanted attention, I made a comment about pre-opt transgender women using women’s locker rooms to shower and change in. My example comes from a protest a couple of years ago in Xenia, Ohio which is a conservative little town not far from me. I had a comment from Pammie asking me why I chose only “pre-opt” and not “post-opt” trans women in my comment. First, thanks for the comment and my answer is a difficult one to write.  Because in many ways it will make me seem like a hypocrite.

How? Because I believe gender is between the ears and sex is between the legs but not too much of the rest of the public. It’s no wonder the trans woman was told to leave when she was in the women’s locker room, naked. Perhaps also, I could not imagine showing my body in a semi-public space for all other women to see. If they had any questions, I was a transgender woman, my nudity would wipe out any questions since I am pre-opt. Which means, I have had no gender surgeries. I think also, post opt trans women should feel more comfortable in their bodies. But that is up to them! I hope that answers the question.

On a positive note, my wife Liz and I are going through with plans to take a tour this fall up through Boston to Maine. The trip includes riding Amtrak as well as a couple of other dinner trains. Since I am a huge rail fan, I cannot wait for the trip. Hopefully, this time, I will not catch Covid and end up in a hospital far from home. Which is what happened to me last winter when we went to the Florida Keys.

Closer to now, my daughter is planning a big graduation party for the three grads in her family which Liz and I have been invited to. In addition to the graduation of my oldest grandchild from Ohio State, my son-in-law is graduating with a MBA from Wright State University in Dayton, Ohio and my youngest grandchild is graduating from high school. I feel old! But seriously, I am obsessed with what I am going to wear. I am thinking about wearing my yellow print maxi dress which would be very comfortable and would fit well because of the diet I have been on. But I still have some time to think about it since it is not until the July 4th weekend.

Thanks to all of you for reading along every day and taking the time out to comment on my posts, your input makes it all so worthwhile.

Plus, as I said, the VA support group meeting is on for another week and I will let you know if something exciting happens.

 

 

 

 

Thursday, June 5, 2025

Women's Spaces

 

Image from Tim Mossholder
on UnSplash.

As far as being included in the so-called women’s spaces in the world, the women’s restroom is the crown jewel of inclusiveness.

When I was in my earliest stages of transitioning into my transgender womanhood, being “allowed” to use the women’s room, seemed to be an impossible dream. What went on behind the closed doors of the women’s room was so special anyway? As destiny would have it, I was to find out. My journey began when I started to become a regular in the sports bars I write so much about. The nearest ones to my home were nearly half an hour away, so I needed to time my restroom visits carefully, once I summoned the courage to use them. You see, I had to because of the amount of beer I was drinking. One led to another. When I drank, alcohol gave me the courage to be more confident about myself but on the other hand I needed to go more often.

As I gathered my courage to use the women’s room, I tried my best to time my visits so it would be empty.  Sometimes I was successful and other times I was not, so I did my best to see and learn from what other cisgender women were doing in their “sacred” space. Most of the women I encountered were just there to do their business, wash their hands and touch up their makeup. Quickly they were gone.

For the most part, the first lesson I learned was to look other women in the eye and give them a greeting with a smile. Which would have been a huge no no in the men’s room. From then on, it was just a matter of having the proper restroom necessities handy to ensure I was able to follow proper etiquette. I made sure my cell phone was always handy in my purse so I could use it in case I needed to wait in line for a stall. I even went so far as to carry an extra small amount of tissue paper, in case I needed to loan it out to a desperate fellow user in the next stall.

From my days in the bar/restaurant business I knew how women were not always the pristine humans in a restroom they claim to be, so I knew to look before I sat down to check for any wet spots or worse. I was also careful to always check for a hook to hang my purse on, so I did not have to put it on the floor. A sure sign of a gender intruder.

Through it all, I did not see or participate in any of the brief gossip sessions I encountered. Except for one memorial evening when I needed to use the restroom in one of the bars Liz and I went to. When I went in, the restroom was tiny and packed with women talking about a certain man. As my luck would have it, one evil looking woman was blocking my way to a toilet stall I needed to use in the worst way. Without physically moving her, I needed to stare her down and say excuse me as she let me by. By this time, I did not care what she thought of me, and my revenge was coming. When I finished my business in the stall, I came out to wash my hands and check my makeup. In the meantime, she had moved to a spot near the electric hand dryer which I needed to use. As luck would have it, she was slouching against the wall near the dryer, and I was able to direct the air flow towards her hair. Naturally, she did not enjoy her new hairstyle, and I got my revenge.

I was not as successful as the time I mentioned when I was first visiting women’s rooms. Even though I tried to be a regular in the venues I visited and had no problems with using the room, I did have the police called on me twice a long time ago. To this day, I still have negative feelings about those police calls. Specifically, the one where I was called a pervert. I was deeply hurt but ended up being able to report the woman who ended up owning her own hair salon to the Dayton, Ohio LGBTQ alliance for being an anti-transgender business.

These days, here in my native Ohio, the Republican bills banning all restroom usage by transgender women and trans men are currently in court battles to determine their legality. Whatever happens, it has been decades since I have used a men’s room, and I will be damned if I will ever go back. Besides, using the men’s room would subject me to bodily harm which I certainly don’t need.

The bottom line (no pun intended) to all of this is, be careful when you use the women’s room and know the written and unwritten rules of the room. Above all, your basic confidence in yourself will be an integral part of your experience.

My disclaimer and limits on all of this comes with when a pre-opt trans woman attempts to use a women's only locker room. I can understand all the problems which comes with doing this and I agree. It should be a women's only space.  

 

 

Wednesday, June 4, 2025

Loneliness

 

Image from Engin Arkyurt
on UnSplash. 



Growing up as I transitioned from my unwanted male birth gender into my feminine one, often I was intensely lonely. The mirror was no replacement for real people.

Since I was still in the pre-internet generation, I found it impossible to reach out and socialize with any others with similar gender issues. I mean, how strange was it that I wanted to be a girl anyway? To make matters worse, the thought of who I should be dominated my daily thinking. I separated myself from the rest of the world my age. I lived in a rural area with very few friends to start with, so I had very few potential friends to begin with. To combat my problems, I did the usual male reaction and internalized everything since I had no choice on coming out to my parents.

It wasn’t until I learned of the “Tranvestia” publication and Virginia Prince that I learned there might be a light of my gender tunnel which was not the train. I learned maybe an entire life of loneliness was not in store for me. I eagerly read of all the other pretty transvestites in the pages who managed to even stay married and have a career. Life went on for me in the 1960’s and then, all of the sudden, I had bigger problems ahead than wanting to be a girl. At that time, the draft for the Vietnam War had me directly in its crosshairs, with very few alternatives to consider. One of the main ones was what I was going to do concerning my gender challenges. Somehow, I knew the drill sergeants in Army basic training were not going to allow miniskirts as part of the uniform.

Making the best of a bad situation, I enlisted for three years to attempt being included in the American Forces Radio and Television Service and thanks to a couple contacts I developed with my congressman, I was fortunate enough to make it and left home for my three-year tour.

In the Army, I was anything but lonely and my confidence as a person increased, but at the same time my inner woman suffered. I resorted to my old habit of daydreaming of what I would do to make myself the most attractive woman I could following my military discharge. I even dreamed of which new car I would buy to show up my fiancé who deserted me when I had to join the Army. Instead of receiving mail from home from a girlfriend or lover, all I had was me and the letters I received from mom. The forced teamwork activities of basic training kept my mind off my basics for the most part. Was I a man or a woman. Certainly, basic was no place to figure it out. I needed to be the best man I could be to get by.

Time went by and I was awarded a spot with AFRTS which in turn, kept me out of most of heavy-duty Army duties. I was sent to Thailand, then Germany so I was able to see and sample two other cultures. Courtesy of Uncle Sam. Best yet, I was able to fight off my loneliness and even met my first wife and mother of my child in Germany where she was also serving at the time.

I suppose you can say I became quite self-contained as a person by the time I was discharged by the Army. I even went as far as coming out to my closest friends as a transvestite and my mom when I arrived home. I was successful with my friends who did not care and rejected by mom who wanted to send me to a psychiatrist. We never mentioned my gender issues again until she passed away. Sadly, she never knew (or accepted) she had a daughter instead of a son.

When I entered the time of my life when I finally learned and embraced the idea, I was transgender, I entered an entirely different set of being lonely, primarily because everything in my life was in question including my sexuality. I quickly discovered on the nights I went out to be alone, I was attracting much more female attention than male. Which I loved. I just needed to be careful where I went and who I talked to being a single trans woman alone. After a couple of close calls, I started to take more precautions and became safer.

I finally emerged from my loneliest period of my life, which I call my dark time, with new women friends and even a new wife in my life. Who I am still with to this day.

Sadly, I still carry the scars of my lonely times in my life, and I am still very guarded with others. I have a regular reader by the name of “Georgette” who wrote in and said our transitions never end. I am sure my transition from my lifetime of loneliness will never end either. But as far as the entire transgender community as a whole goes, I know I am fortunate.

Tuesday, June 3, 2025

Climbing Walls

JJ Hart

 When I transitioned from male to the feminine person I was all along, I hit many walls.

As it turned out, some were short walls and easy to climb, and some were almost insurmountable. The problem quickly became which were which. Very early on, when life was simpler, the act of applying eye makeup initially presented itself as a major hurdle, or wall. Once I conquered that challenge, I was able to move on to bigger and better things. Little did I know, I would be facing bigger walls to climb. A few were so tall I could barely see my dream of living fulltime as a transgender woman at all.

Leaving my safe yet dark gender closet and trying my hand at living as a novice cross dresser or transgender woman in public suddenly presented me with many new walls to climb. Iniitally, there was the omnipresent pressure of presenting properly in public as a woman. To do it, I needed to overcome how my old male self-thought I should look and change it to how my femininized self knew how I had to look to blend in with her cisgender counter parts. Plus, I needed to do it on a regular basis as people were starting to remember me. There were no more changing names to fit a new wig I was wearing. At least I needed to understand that even though strangers knew I was not a cisgender woman, I needed to prove I was a person who was nice to know and got along in the world. Most of all, I was not some sort of a freak, and I needed to remember in the overwhelming number of cases, I was the first and only transgender woman the public had ever met.

The frustrating part of this time of my life came when I was taking a step forward towards climbing another wall, then slid back down when I hit it. I was rapidly losing all the press on nails I bought as I was trying to climb. I seemingly always had problems with moving like a woman. No matter how much I tried, I still ended up moving like a stiff football player in public when I walked into a venue. I worked long and hard to correct the problem and finally succeeded to an extent. Putting femininized self into motion was a problem so large, it was only topped by the communication problems I was having dealing with the public. Basically, I was scared to death of talking to anyone. It was particularly frustrating when I began to talk to other women, who I very much wanted to be friendly with.

On the other hand, men were not a problem at all, since for the most part, they left me alone. The problem was partially solved when I took feminine vocal lessons and the rest with pure practice. Finally, before I came off being unfriendly with other women, I just gave up, relaxed and did the best I could to enjoy and learn from the conversations I was having.

Before I knew it, the walls were coming down and I was gaining the all-important confidence I needed to reach my lifetime dreams of being a woman on my own terms. My terms became rather obvious over time. No major gender surgeries which I thought were too expensive and risky for a person my age of sixty. I would just have to take all my learned experiences out of the closet, put them together and do the best I could.

Another of one of my remaining tallest walls was doing more for my inner self. I solved it by becoming eligible for gender affirming hormones. My initial thought was the changes I would experience would be external, not internal. It turned out, the internal changes were more immediate and far reaching than the external changes. In fact, I can and should write an entire blog post about my changes on HRT. Briefly, I entered an entirely, the new, softer world. Suddenly, I could cry, and my senses improved. Perhaps the biggest one was I was more susceptible to changes in temperature. I learned all those years of thinking women were faking it when they were cold was true. When I was reaching for my coat on a chilly evening.

Certainly, HRT helped to tear down most of the final walls in my gender journey. I say most because I do not think all my walls will ever be totally gone. After all, I have lived most of my life as a man with all the resultant experiences and privilege. No matter what I do what is left of him will still be with me. His former life will always be with me. I just need to learn from him and conquer all the walls he put up in protest.

There is always One.

  Event Venue where party was held. There is always one person who does not know how to or wants to keep their mouth shut around my wife Liz...