Showing posts with label transvestite. Show all posts
Showing posts with label transvestite. Show all posts

Tuesday, November 4, 2025

Falling Asleep in my Heels

Image from Toa Heftiba
on UnSplash.

Falling asleep in my new high heels turned out to be a very dangerous thing for me to do.

There was a time when I was in my early formative cross-dressing years that I thought wearing high heels was a fashion necessity I could not do without. Instinctively I knew the heels made my legs shapelier and longer. But what I did not realize was how much power the shoes gave the ciswoman wearing them. Have you ever noticed how men follow the sound of heels when a woman enters a room? Plus, the power extends from men to other women, who at the least responded to the expertise it took to wear a pair of high heeled shoes.

So, where did the danger come in for me? Actually, in. several different ways. First came the pure challenge of wearing heels. I had never experienced anything like it in my entire life but only knew the shoes made me feel so deliciously feminine. Through sheer effort, I conquered my fear of wearing heels so much that I forgot I was wearing them and ended up with another big problem, looking like a linebacker in drag, in heels. So much so that one night as I was trying to negotiate the stairs at home, my wife barked at me with a feet forward command. I never forgot that night and resolved to walk better in the future.

There were times in my past when heels went out as a fashion accessory and flat shoes were in with over-sized sweaters and short mini skirts for ciswomen everywhere. I was overjoyed with the idea of showing my legs off in tights and opaque pantyhose but again found myself in a situation where I needed to really concentrate on how I walked femininely without the heels I had come to rely upon. It seemed one of my favorite female privileges was taken away just when I was getting used to them. As with anything else in the fashion world of women, if you don’t like something, just wait because change is just around the corner.

That corner for me turned out to be a long way away. My fashion sense turned into a strong urge to blend in with other women in the world. Which meant where I was going, the women around me never wore heels. Especially all of my lesbian friends. Like them, I went for comfort in my footwear and blended right in, especially at all the lesbian mixers I went to.

My caveat to all of this comes from the transgender women such as “Stana” at the “Femulate” blog who have fabulous legs. Years ago, I had the pleasure of meeting her in Dayton, Ohio. Stana is tall to begin with and makes a striking beautiful woman when you meet her in person. Where we met, there were a group of men waiting for a ride when the elevator opened and out stepped Stana in all her long-legged glory. From where I was waiting, I could see everyman in the lobby turning to admire her. As you can tell, I have never forgotten the moment years ago when Stana took every advantage of her legs and heels as a transgender woman.

As I grew older, unfortunately, I had an old football injury destroying my ability to wear any heels at all. I broke my left ankle twice in the same place and wearing heels just became unbearable. To compensate in my own way, I try to buy stylish shoes and boots with no heels that I can walk in.

Regardless, I still remember the days when I felt the power of wearing my high heels gave me. Even after I went through the paranoia of feeling I was so much taller in the shoes. I decided to stand tall and be proud of myself, even though I was barely six feet tall. I had the opposite effect of going to sleep in my heels. I was wearing them proudly when I could. As I said, time has passed for me and I need to go for total comfort in my footwear, and it makes me sad. I feel I have lost a portion of my transfeminine self which will never be reclaimed. In the meantime, I can sit back and admire any woman I see negotiating the world in her high heeled shoes. As I know what she is going through, so I appreciate it.

As for you, if you haven’t checked out the “Femulate” blog yet, try it and you will see several transwomen and cross dressers in their heels and hose. Then you can go home and practice. Till you have your walk down and attempt in the public’s eye and watch out for sidewalk cracks which can cause you problems. Which I know from personal experiences.

 

  

Thursday, October 30, 2025

The Yin and Yang of Gender

 

Yin and Yang from Gabriel Vasiliu 
on UnSplash. 

You might ask why I would write a post explaining why I was in such a hurry to transition into my womanhood when it took me nearly fifty years to come out of my gender shell. I finally discovered I was in a classic war between my yin and yang personalities.

Today, I am writing to explain the two forces I faced as I decided when and how to transition. My own personal yin and yang of gender. I guess it doesn’t matter which of the two forces I had to deal with, or if my yin side was feminine and my yang side was masculine because both were prominent parts of my life. Yang flourished because he had to early in my life and yin did the same when she finally had a chance to live and exist. I found this description from “Wikipedia” which backs up my theory:

In Chinese creation theory, the universe develops out of a primary chaos of primordial qi or material energy, organized into the cycles of yin and yang, force and motion leading to form and matter. "Yin" is retractive, passive, contractive and receptive in nature in a contrasting relationship to "yang" that is repelling, active, expansive and repulsive.” It described me completely.

Yin and yang caught me chasing my tail as I would run back to the mirror as quickly as I could to put on a dress, make-up, and convince myself how pretty I was. It was yang’s primary form of escaping any potentially troublesome situations. As I always explain, coming to terms with all of this caused great torment, and now I wished I had someone to at least discuss it with except the one good therapist I was fortunate to be placed with at the Veterans’ Administration in Dayton, Ohio. She was understanding and even had a basic understanding of the LGBTQ community, so I did not have to educate her at all. However, we did not ever get into the clash of my yin and yang genders. On the plus side of our therapy, she never tried to equate any of my bi-polar depression issues with my need to express my yin side of myself.

Ironically, I think my yang side was very active and expansive in pushing my yin into the world. He provided the life lessons I needed to get out and push my gender envelope by learning new things. Without him, the initial exploratory trips to the regular venues I established myself in as a novice transgender woman would have never happened. So many nights I sat in my car for what seemed like forever before I summoned my courage to go inside.

On the other hand, it was yang who did his best to ensure his male world would never be taken away and he made a strong, experienced adversary. The problem became was how I was ever going to join my yin and yang together and form hopefully a good transfeminine person. The answer was I never had to really give up all the life which yang brought to the table. It turned out, I still was able to follow my love of sports, all the way to keeping my sexuality when lesbians took over my life. Altogether the entire process of joining my yin and yang proved to be easier than I thought. I just needed the courage to do it.

It would be too easy to say all transgender women and transgender men suffer from yin and yang gender problems, but the idea may go along way towards explaining what we feel to an outsider. It is far out of my pay grade to predict what anyone may do when confronted with such complex gender problems a trans person has. In fact, when I go back to “Wikipedia”, it even mentions gender in this form:

When pertaining to human gender, yin is associated to more rounded feminine characteristics and Yang as sharp and masculine traits”.

I don’t know about you, but the whole definition works for me, and I wonder why it has taken me so long to stumble upon it in my research. In some ways, yin and yang reinforces my idea that transgender people deserve a special place in the world. Not one of scorn and discrimination. Maybe the average person just needs to know more about us on a regular basis and not what they hear from politicians. But they can’t even govern well enough to keep our government open, so I can’t see much chance of that anytime soon.

Tuesday, October 28, 2025

Gender "Muscle" Memory

 

Image from Jeremy Bishop
on UnSplash

Perhaps you have heard an elite athlete talk about having muscle memory when they play their sport. Especially professional baseball players who make a living off of hitting curve balls. Which has nothing to do with presenting as a transgender woman, or does it?

I remember the days when I was going through an unwanted male puberty, and I was so self-conscious of how I was walking as a man. I did not want to attract any bullies by thinking I was too effeminate. I must have been fairly successful because I rarely had any problems. I was just a boy who liked sports and cars and stayed under society’s bigotry radar.

Then, when I started to explore the feminine world, I needed to throw out all of my walk like a man training and start to mimic the distinctive walk of a woman the best I could. I took me a while to do it, but I finally came up with a transfeminine walk that did not look like a linebacker in drag. The problem became doing it enough to have it become muscle memory. Mainly because I was not doing it all the time. Spending a day as a transgender woman learning the world, then reverting back to being a man on a job which demanded control was literally mentally killing me. On the days I had to be a man, I felt as if I was in some sort of a gender fog as I could see and feel my dream of womanhood but could not quite achieve it.

What I did was try to practice my feminine muscle memory anytime I did not think anyone was watching. Big box stores later in the evening were my favorites because they were largely empty of other shoppers. Later I wonder if I made the store’s security cameras and they were amused by a man trying to walk like a woman. But, of course, I never found out because I was not doing anything wrong. At least I found out I was being a success as a novice woman when on a few occasions on my male days at work, I was referred to as a woman.

Finally, practice started to make a successful feminine presentation possible for me, and I started to relax when I was out of my closet and the mirror exploring the world. The only problem I ran into was when I became too comfortable and forgot what I was doing. Like the time I was walking through a mall not paying attention when one of my heels became stuck in a sidewalk crack and I twisted my ankle. Lesson learned as from then on, when I was wearing heels, to watch out for cracks in the sidewalks. Muscle memory the hard way.

Until I began to live my life increasingly more as a transgender woman was I able to put the image I always saw in the mirror into motion. The pretty pictures I was able to take of myself were one thing but surviving in the world of cisgender women was another. Every time I thought I had learned all I needed to know, something else came along to shock me into going farther. I was growing increasingly frustrated and again my fragile mental health was suffering. Until I found a good therapist to help me face my truth. I should never had attempted to assume the male role I was in and all of the muscle memory which came with it. All it solved was making my life more complex when I tried to change it and enter the feminine world for good.

Especially with the help of the gender affirming hormones I was approved to take, my confidence as a trans woman grew and any resistance to losing my old male muscle memory went away. I carved out a new life and even found away to be happy in it. I was similar to the very successful baseball player who is winning the world series as my outward motion fit my inward feminine feelings. Even the HRT hormones enabled me to develop my own hips I was so envious of on other women. Anything I could do to come closer to my dream was welcomed.

Having the gender muscle memory from so long ago is something I still think about to this day. Even though I am highly immobile. It was the way I could get started towards another huge step in my male to female gender transition.

 

Saturday, October 25, 2025

All that And More

 

JJ Hart

When I jumped from the cross-dressing world and I went into the public, I found myself in a situation where all that was more in my life.

Why? Because I was very naïve about how the two binary genders react to each other. In my relatively sheltered male life, naturally I had only experienced life from the male side only, and I was trying my best to make all I could out of it. To make matters even worse, I was so shy I could barely talk to girls at all. So, I never had any experience with them. No experience led to no confidence which sent me further into my shell.

I used my shell to protect myself the best I could and give the best impression I could that I was a so-called normal boy. For years, I fought the good male fight and internalized all of my feminine feelings. In the meantime, I was studying the girls and women around me, daydreaming of the day I could be just like them. My gender workbook was blank at the time, and I should have hung a sign on me saying “no experience necessary to survive.” In the meantime, I immersed myself in sports and cars and appeared to the outside world as a normal young male. There I go, using the “normal” word again, when I know now, there just isn’t such a thing.

It took me years of trying to break out of my shell or closet and tentatively go out into the world as a girl. I started at night by going to places I knew would be deserted but then again had big windows where I could still see my dim reflection. I was actually headed to a book/magazine store where I could hopefully navigate the books but never had the courage to do it and ended up going back home deeply disappointed in myself. Slowly, I resolved to do better but I never did make it into that particular store. Instead, I began to explore the world of women’s clothing stores where I found any number of helpful clerks who were more than willing to look past my gender, and into my available money.

After I realized that the women’s clothing stores were too easy on me and did not present a challenge, I began to branch out and try to look for more challenging venues. I came up with the plan to stop for lunch when I went out cross-dressed, just to see what would happen. I discovered that when I was dressed to blend in with the rest of the cisgender women around be, I was able to interact with the servers waiting on me. More importantly, I was beginning to realize, it was easier for me to talk one on one with another woman than it ever was when I was a man. It was a huge point in my life which ranked right up with realizing I was much more than a male wanting to wear feminine clothes on occasion. It would lead the way to me discovering I could live the transfeminine life I had always dreamed of.

In many ways, I was able to channel the pure fear I felt when I went out for the first time as my true authentic self and turn it into energy I used to further my communication skills with the public at large, and women in particular who seemed to be more receptive to me because I was in their world. Before I knew it, I was able to settle down and begin to enjoy my new life as a transgender woman. To be sure, I was different than most everyone else I encountered but I wanted desperately to make it a positive difference. Mainly because nearly everyone I met had never known another transgender woman or trans man in their life. I just had to make our meeting a special occasion which was all of that, and more.

In return, I was learning valuable lessons from the ciswomen I met. In ways they never realized, the women helped me discover the wonderful world of my own womanhood. In doing so, I was able to navigate the pitfalls of my male to female transition and always move on to higher ground.

When I did, I went on to discover the layers of life women live in during their lives which they hide from men. My life went from chasing a dream to living it as I discovered a transgender woman’s life was all that and more.

 

Wednesday, October 22, 2025

When Gender Makes a Restroom Call

 

Women's Restroom 
from UnSplash,

Quite early when I began to leave my gender closet behind and navigate the public, it became evident that I would have to do something about how I was going to use the women’s restroom.

Initially, I had two problems and one benefit to deal with. The two problems I dealt with were the forms of liquid I was digesting, beer and coffee. Both of which did not want to stay in my body long, so I had to use the restroom more often than I normally would. The benefit I had was I had had many occasions to be in the women’s room as a man when I managed my restaurants. Sadly, I learned that ciswomen were not the fastidious gender I thought they were as I cleaned up many messes and tried to unclog stopped up toilets when there were trash receptacles nearby for sanitary products. So, I was prepared when I ran into a mess in a women’s room when I entered for the first time as a novice transgender woman.

On the other hand, I recognized the seriousness of entering a women’s only space and set out to be prepared. Naturally, I learned many lessons I added to those I already knew. Out of the many things I learned was I needed to flip totally the male idea that no one looks at another man at all in the restroom. Whereas, as much as I did not want to, I needed to smile and acknowledge other women in the restroom because that was the right thing to do. Little did I know, I was just getting started on learning the basics of survival in the women’s room.

I learned to look for an extra hook in the stall so I could hang my purse up properly and a secure lock to keep my all-important privacy secure. As you might remember, a poor abused lock let me down on a recent vacation to New England. Fortunately, I was just finishing my important business in a stall when I was rudely interrupted by a young girl who broke through the lock and surprised both of us. The disaster was averted since I was almost dressed and had pulled my leggings up. It was the only time something like that happened to me and it gave me the extra incentive to check the locks in the stalls I chose.

When I was younger and more insecure in the women’s restroom, I went to any extent to cover all my transgender bases. Of course, I always sat to pee, which I had seen cross dressers in the past not do, as they even left the toilet seat up. Then they wondered why they lost women’s room privileges. Which leads me to this point, cross dressers or not have to look before they sit on toilets. You can save yourself from bad situations by doing so. Also, when I was younger, just in case a prying woman asked, yes, I did have an extra feminine protection product for her to use. I was that paranoid of being discovered and losing my gender restroom privileges. I even tried to mimic a ciswoman’s urine flow to keep up.

Outside of having the courage to use the “room”, perhaps the second biggest act of courage is leaving the relative security of your stall and leaving. I had to remember that normally there was a line of women waiting to use the stall, so I had to move it along. That also meant ALWAYS washing my hands, quickly checking my hair and makeup and leaving. Hopefully safely without any negative feedback such as being called a pervert by a nasty woman one night. Thankfully, it was an isolated incident which happened years ago, and I have had no further repeats of such a negative experience.

Sadly, with many states coming up with more stringent anti-transgender restroom laws, we trans women and trans men also must become more adept in how we use the restroom. And I can’t imagine how bad it is for trans youth just trying to get by.

My words of wisdom are to look for restrooms which are uni-gender such as coffee shops and easy acceptance venues such as bookstores. Anyplace you can scout out the potential restroom you need to use. Then build your confidence from there. And one more thing (at least) make sure there is toilet paper in the stall you use because the next woman after you will wonder how you used it without paper.

Once you are confident of your transgender womanhood, other ciswomen will notice nothing is wrong with you. Which there isn’t. When your gender makes a restroom call, you are just doing what comes naturally.

 

 

 

 

 

 

 

Sunday, October 19, 2025

Taking a Break from the Elephant?

 

No more Elephants! JJ Hart,


Taking a break from the elephant? I guess finally I am.

This morning, with groceries running low in the house, my wife Liz and I decided to run out in the rain to our nearby coffee shop to grab coffee and a breakfast snack. Since I was not anticipating meeting anyone else in the world, I just grabbed my purse and headed out the door with Liz. No makeup or anything since we were just going through the drive through. When we returned home and in a dry space, it occurred to me that I had retired the elephant in the closet of my life.

Excuse my language, but that damn elephant has always been a part of me for as long as I can remember. It was somehow a part of every decision I made. I could not take a break if I wanted to. If I was on a vacation with my second wife, I could not relax because I was thinking so much how I would feel if I could do it as a woman. Usually, after the vacation was over, I just wanted to get back to work to take my mind off the elephant in the room…my transgender issues.

I finally came to a point when I quit worrying about who I was gender-wise. I was just me and that had to be good enough. Surely though, I needed a lot of help to make it to that point in my life. I was deeply insecure about my transfeminine self and needed whatever public reassurance I could get. More than not, the reassurance came from having no feedback at all when I was out in the world. No laughing or staring to ruin my entire experience. I just could not take any sort of break until I became better at my public presentation all the time. I was still two people trying to come together.

All of this extended over to my writing which at this count is over seven thousand posts over ten years on one platform I write on. On occasion, I go back through my earlier posts to see what if there were any changes there were.  When I did, I was amazed at how centered in I was on my feminine appearance and not much else. I still had not learned what the elephant in the room was trying to tell me, there was so much more to being a woman than my appearance. I could not take a break until I learned that ciswomen lead a more difficult, layered life than men, and I needed to adjust and do better if I was ever going to really succeed.

I don’t think I truly conquered all of my fears of merging my worlds together until Liz and I began to take bus tour vacations to various parts of the country. Primarily, when I needed to stand in line for the first time in many years with other women waiting to use the restroom. The entire process tested my new outlook on the world in a space which was considered a women’s only environment. I remembered what I learned from all my past experiences, did what I had to do, washed up and left. With no adverse feedback from any potential haters or bigots. I was just me using the restroom.

With all of that behind me, I began to relax even farther and enjoy all the new scenery the trip had to offer, for the first time as me. I was on my own and to hell with the elephant which had taken up so much room in my closet. Another chapter in my life had been closed. The only break I took was from my daily writing routine, to allow myself a chance to recharge my batteries and hopefully do a better job which I had never been professionally trained at. I just started writing to hopefully help others with similar issues.

These days, since I have retired from my elephant and am still taking a break from all the problems and commotion he caused, sometimes I don’t know how to act. After all, I needed years to rebuild the damage he caused. Taking a break, now, means a lot more to me than just taking a vacation. I am sure before the next adventure we take; I will still feel the same residue from past gender world mishaps I needed to overcome and move forward, but at least I don’t have to ruin my days worrying about it.

It is much easier to pack for a trip for just one person. The only person which really mattered all along which makes taking a break much easier to do.

 

 

Saturday, October 18, 2025

If I was a Betting Person

 

Image from Jeshoots.Com on 
UnSplash.

In my life, I have never been much of a betting person at all.

In addition, there were many times I would have bet against myself when I thought of ever making it to my dream of being a fulltime transgender woman. I had a real problem remembering all the negatives I encountered when I first left my closet and went out into the world. As I always mention, my gender woman’s workbook was totally blank when I started my life. The only fact which was rapidly becoming sure to me was that was I positive something was wrong with me.

Probably the only thing I would have been certain of was the gender issue I dealt with was deep and very complicated. Had I known how to bet on it, I would have. The only thing I would never bet on was I had my life completely backwards. Since I was born into a male world, I stayed there way too long. Staying on course to be the best man I could.

For awhile I thought I was successful in my male life as I held the bullies at bay by playing sports and working on cars. The proof was when I finally did work through my issues and transitioned, the very few people who knew the old male me were totally surprised when I told them. Proof I hid my true self very well, often sadly. I was hiding myself too well and, in the meantime, hurting my already frail mental health.

By this time, my male self was betting against any idea I could ever come out into the world as a transfeminine person. In fact, he did not know what the term meant. Following the adversity I went through coming out, he found out what perfecting our new life was all about. It was about going out as much as I could and exploring an exciting, yet scary, new world. It was about buckling up and staying the gender course I was on, when the times got rough. Which was often. I never had any of the feminine attributes a few cross dresser or transgender women had, so my path was often difficult.

As I became better at my feminine presentation, I began to think my dream was possible after all. I could even bet on it. For once, the optics of gender were working for me. Controlling the optics took a lot of work when I was rejected as a woman for so long. I would have pulled my chips back off the table and headed home. The big difference now was, I was able to outbluff others around me and stay in the game. I am sure no one mistook me as a cisgender woman, but on the other hand, no one was mistaking me as some sort of a bogus person trying to fool the public as a beginning drag queen. Betting on myself as an authentic person turned out to be the best move, I ever made in my life.

A good plan went a long way as I was able to carve out a new life in a relatively short time. I was not as shy as I was as a man and the world opened for me. After many false starts, success began to happen. I was staying out of my own way as a trans woman and letting my inner woman run my life.

I also learned where I was welcome to be a betting person in the world. For the most part, cisgender women accepted me in their world and let me play. Men, on the other hand, never wanted to bet me on anything. Which I quickly learned was not important to me after all. As long as other women validated me, that was all that mattered and again, my life improved.

Pushing my chips to the middle of my life’s gender table and betting I could make it to my dream I always wanted to live was all that mattered. Doing away with my conservative past helped me immeasurably during this portion of my life. I did not view myself as being any sort of courageous person. Just a person who had to do what she had to do to survive in a challenging world. The question became how fast I could learn the new rules of being a woman on my own terms. Decoding the difference between male and female privileges was the biggest challenge.

At that point, the betting game I was playing became closer to a game of mental gender chess. As an excuse, I kept telling myself I was not betting at all. Just playing the odds, I was right when it came to gender. When I expected I would make it as a transgender woman I did. I finally was right when I bet on myself.

 

 

 

 

 

Friday, October 17, 2025

Here Comes Tomorrow

 

My wife Liz, anniversary image.

Liz and I’s wedding anniversary was yesterday, and of course we had to go out and celebrate the event. It is actually our third anniversary after being together well over a decade.

Over the time I have written this blog, I hope I have not been short on trying to relay what my wife Liz has done for me. So much, as a matter of fact, she kicked me totally out of my closet, and showed me tomorrow was here. I could live a life as a transgender woman, finally free from my old male self. She was the direct opposite from my second wife who kept telling me there was no way she wanted to live with another woman. Liz told me she saw no male in me at all, and the rush was on to complete my male to female transition.

By the time all of this happened, and my second wife passed away, I was well into my sixties and had given up any hope of ever finding another serious relationship. Preferably with another woman who would accept me. As I always point out, to combat my severe loneliness, I was working the bar scene and even tried online dating which turned out to be a joke…until I met Liz. Or she met me. She responded to a “woman seeking woman” ad I put on a dating site and as luck would have it, she lived relatively close to me in Cincinnati. At the time she commented on the picture I used, saying I had sad eyes. Which I did, seeing as how I was going through the toughest time of my life. I had just lost my wife of twenty-five years as well as nearly all of the close friends I had to death as well as losing my business. I was grasping at any straw I could to stay afloat, sad eyes or not.

The only main straw I had was my sudden dependence on my strong inner feminine self. In a time of darkness, when my male self-had deserted me, she stepped up to provide the comfort and strength to move on. It was up to her to carve out a new life with new friends who had no previous contact at all with my old male self. Against all odds, in a sometimes-hostile world, she managed to do it, and my life slowly began to improve. With all the help and attention, I was receiving from my new ciswomen friends, I did not have to even give much of a second thought to the men who were afraid to approach me or just wanted to treat me as some sort of a fetish object. With my base sexuality settled again, it made it easier to feel secure in myself and move on with my male to female transition. Often it seemed my life was coming full circle and Liz was a major part of it.

During our anniversary dinner last night, we were fortunate that the venue was very empty without even the usual screaming kids so we could reminisce about our past and dream about the future. And of course, Liz took all the credit (as she always does) for reaching out to me first as a “woman seeking woman” post was an exceedingly rare response coming from any other women in those days. Plus, I was not shy in pointing out I was a transgender woman made my odds even more remote. If I received any responses at all, I felt like I had won the lottery of dating as a trans woman.

Because of Liz, I won the lottery for all the reasons I went into and more importantly, my gender transition which was always tomorrow became today. It was time to give away my remaining male clothes and follow Liz’s instructions on following my heart. A heart, it turned out, was feminine to start with and needed little to no encouragement to live. Regardless, when tomorrow finally came, it hit me hard and I needed time to adjust I really did not have. I needed to fall back on the decades of cross-dressing practice I had to feel more comfortable in the world. When I did, the joy of life I experienced was wonderful and even more so because I had someone special to share it with.

To be able to live the way I do still feels like a dream to me and Liz has helped me to realize my transfeminine dream more than anybody else ever did in my previous life.

Happy anniversary Liz and may we be able to celebrate many more together. And, thanks to all of you who have joined me in my journey. If you have not reached your tomorrow yet, keep trying. I am living proof it can still happen.

 

Wednesday, October 15, 2025

Pause and Reflect

 

Image from UnSplash.

Yesterday, as I waited for the doctor to see me, I had a chance to pause and reflect on my long gender journey so far.

In doing so, I had the opportunity to think about how scared I was in the early days of going to the doctor as well as other things. Naturally, I discovered some other things I was trying in the new world I was in, totally over my head at times. On occasion, I don’t think I point out enough how little I had to work with when I started my male to female gender journey. I was from a very male dominated family so there were no understanding moms or sisters to help me. In addition, my body was very testosterone poisoned which meant I had no effeminate body parts to work with, except my legs which I received several compliments on at various Halloween parties I went to as a woman. While I was flattered by the attention, I rapidly became more paranoid. I began to take compliments on my legs by thinking the people left out the part that I had on my legs as I had good legs as a man dressed as a woman.

As I reflect on those confusing days, I wondered how I had continued to persist as well as I did. I guess the reason was because what I was considering doing felt so natural even though it was so scary to me. I spent hours and hours pausing my life and reflecting on where I wanted to go. Too many hours, to be exact as I needed to be careful, I was missing out on my regular life as a man. Even though I did not worry about losing my male life the way it was. I wanted him to go away, but I needed to make sure I did it right. In doing so, I was selfish. I wanted to keep some of my male privilege and transition at the same time. All I did was hurt myself and those around me in the short and long term.

In the short term, I knew had problems dressing my body as a woman. I had the overweight thick torso and broad shoulders to worry about which would not go away no matter how much I attempted to display my legs. I was doomed to failure by wearing too many short miniskirts. My male ego was working overtime, and it cost me many embarrassing moments in the public’s eye before I finally learned my lesson and learned to blend with the percentage of the world I really needed to deal with, which were the other women. It is like the other women I dealt with at the VA yesterday, I made sure I thanked all of them for being there, and they really appreciated it and treated me better. In the past, I would have been too shy to do such a thing.

As I continued to reflect on my past evolution of my transfeminine person, I remembered again how self-conscious I was on my early visits to the VA clinics I went to for care. I was so afraid of being stared at, all the way to being laughed at. Which I never actually was. It took me several years of progress to overcome where I was in life. It took me the visits I made to the venues I went to when I left the gay bar scene I was involved with and moved on after I was tired of being mistaken for a drag queen. Which I had nothing against, but it just wasn’t me.

At this point, I was wondering exactly what to do. Some I have talked to mentioned the “courage” word with me when I thought of going out in the world. On the other hand, I thought pursuing a transgender life was in many ways, my destiny I had been working on for decades. As I reflected, I thought how right I was. From the mirror to the world, I had carefully followed my path and just had to keep doing it. Or, instead of courage, I would never forgive myself if I had never tried to try out living my dream. Especially when I had proved to myself that I could do it. I had a giant inferiority complex concerning my entire life as a trans woman which I had to conquer.

By this time, my doctor was ready to see me, and I needed to return to the reality of today’s world. At the advanced age of seventy-six, I view each annual exam as very important of course. Even though it was invading my time to pause and reflect.

 

Monday, October 13, 2025

Down the Transgender Rabbit Hole

Going down the transgender rabbit hole was difficult for me.

The hole I chose was very dark, and full of dead-end passages before I ever had the chance to see any daylight. As I pursued my long-term dream of living as a woman, I needed to go through quite a few serious changes. In my rabbit hole, there was very little to no help. Especially, any guidance initially from other girls or women around me. It took me years to quit being a victim of my gender issues and make them an opportunity, as I scrambled around my rabbit hole to make it more comfortable.

Of course, it never became more comfortable, and exactly the opposite was true. The further down I dug, the darker my life became. Out of desperation, I searched for my gender daylight. Way past the annual Halloween parties I was going to dressed completely as a woman. Once a year in the public’s eye just wasn’t going to make it for me anymore. I needed other outlets to test how I was doing as a transgender woman. Novice or not. When I was out for the longest time, I felt like the rabbit which was being circled by a hawk. I was so unsure in my new high heels, I could not have run if I had wanted to. I was forced to stay and get abused early on.

I guess I was lucky that my abuse was relatively mild in nature as compared to what it could have been. I was just stared at and laughed at for the most part, until I learned to blend in with the ciswoman world at large. As I did though, I was sent flying down my transgender rabbit hole in tears as my progress was slow. At that point, two things happened. The first was, my hole became my gender safe place where no one could reach me. I was always the pretty girl I wanted to be. The other was the unforgettable sensation of why I was attempting such a crazy journey to start with. I was fairly successful in the male life I never really asked for, so why rock the boat and risk drowning.

Another important lesson I learned was my perception of a woman's life was all wrong. It was like I was watching a slide show on the walls of my rabbit hole when I viewed women. It was not until I tested the daylight of the world, did I realize the truth of what I was about to face. The most important truth I learned was how completely women interacted with men in the world and how innately strong they were. I wondered how and when I could ever fit in as a transfeminine person. I found the only way to learn was to do it and see if I would ever be let in to play in the girls’ sandbox.

To finally make my way into the sandbox, I needed to extend my rabbit hole even farther than I ever had imagined. Since I was always inherently shy, learning to look another woman in the eye and communicate with her was always so difficult for me. It took me years to have the confidence to believe in myself and do it. The most frustrating part was when I thought I had my new life all together, something else would come along to destroy my dream. My rabbit hole had collapsed and needed to be rebuilt. Once I accepted the new challenge of transgender womanhood, I moved on and rebuilt my rabbit hole larger and stronger than ever before.

As transgender women and trans men, we all have our rabbit holes to negotiate. Some are similar, some are not but along the way, we all end up giving away something that is precious to us. Sadly too, some of us discovered our rabbit hole was too deep or built so poorly we had to turn back. I’m referring to the so-called “detransitioners” who the gender bigots and TERFS love to use us as an example of failure in the transgender community. I believe the number of people in the community is much lower than the bigots like to point out, so it doesn’t really matter that much to those of us who have carved out a new life when we left our rabbit holes and carved out a new life.

Sure, it was never easy doing all that work, but in the end, it was so worth it to achieve a dream and stay out of the old hole I had built myself forever.

 

 

  


Sunday, October 12, 2025

In the Wrong Room?

 

JJ Hart ahead of first Girl's Night Out.

When I first jumped out of my dark closet and into the bright world, I wondered if I had jumped into the wrong room.

There are other words for my feelings such as impostor syndrome, but I was not far enough along in my transgender development to know them. All I did know was I was feeling ill at ease when I was with another group of women. Which was nearly fatal mistake when it came to being accepted. I discovered how perceptive ciswomen were in their world and could spot a fake miles away. So, I worked hard to show them my truth. I really wanted to earn my way into their world.

It took quite a bit of work and time but slowly I began to be invited to special girls’ nights outs. I never turned down an invitation no matter how terrified I was of going until I began to feel as if I was not in the wrong room after all. It helped when I paid attention to what the other women were doing and saying, and I tried to do the same. As I suspected, the conversations revolved around family and kids, so even though I could not share any birth stories, I could talk about my daughter as a loving parent. A door was opening for me to enter a world I had always dreamed of as an equal, and I cherished my opportunity to learn.

I discovered too that most of the other invitees accepted me easily except for a few I rather not mention. No matter how much they glared at me, I was able to ignore them and have a good time. I was learning I had as much of a reason to be in the room as they did, an invitation from the alpha female gatekeeper who I respected completely for her diverse beliefs. In her life, she was her own contradiction in terms as I saw her. Primarily a strong Christian woman who accepted me for who I was.

On the other hand, men were a completely different story. From the time I started my male to female transition, I was ushered out of the boy’s club I had become a comfortable member of. I learned relatively quickly on the few dates I went out on with men to be quiet and let them lead. No matter how mundane the subject, and how much I knew about it. It worked as I settled into a new world having a lesser IQ. My dates were so rare with men that I never had a chance to feel the chill of being kicked out into a new world I always wanted to live in.

In short, I was thriving in my world and all thoughts of being in the wrong gender room went away. I was in no way an impostor and I deserved to be there. Rather than having a fancy new handbag, I had a fancy new confidence to go with everything else good which was happening for me.

Sadly, the only remaining problems were the same massive ones I refused to face. What was I going to do about my spouse who did not want to live with a woman, all the way to how I was going to support myself financially if I decided to jump the gender border from a male life, I was successful at, to a female one which was largely untested. Helping me along was the knowledge of knowing from all my ciswoman interaction in the real world was successful. It would be difficult, but I knew deep down I could make it. Mainly because the whole process seemed so natural to me.

Finally, I realized I was living my whole life backwards. I was always fighting the idea I was a man trying to be a woman. When in fact the opposite was true. I was a woman all along trying to be a man. It was no wonder I did not feel at home in either of the two main binary genders, male and female. And until I chose the right room, my life and mental health would never improve.

It seemed destiny was on my side as I made the journey into the transfeminine gender side of life. To arrive I had the cruel death of my wife (as well as other close friends to deal with) plus closing my business to overcome. Against all odds, my wife Liz found me online of all places and helped me to rebuild my shattered life. I was able to locate the proper feminine room and stay there.

Saturday, October 11, 2025

National Coming Out Day

 


National Coming Out Day is today around here.

Of significance to me is the input I was asked to provide in my Veteran’s Administration LGBTQ support group. In the group, there are equal members from the gay, lesbian, and transgender communities. Yesterday, I was asked when I came out.

I said I came out when I was sixty, or sixteen years ago. Then came the questions of how I actually made the decision to come out in the world as a transgender woman. Since my time to explain was relatively short for such a complex subject. I did my best to explain all the nuances of giving up a male life I worked so hard to maintain. Then I needed to try to explain the unorthodox way I did it. I wished for the freedom of having the written word to do it, so I jumped right in and quickly started how I left the gay bar scene and went to the straight sports bar scene, just to prove I could. Making it all concise was an issue but I did the best I could.

Then the questions shifted to how or who helped me on the special day when I decided to give up all my male clothes, start gender affirming hormones and come out. That person was my wife of ten years plus, Liz. They asked how we met, and I said she literally picked me up on an on-line dating site called “Zoosk.” The lesbians in the group enjoyed the story saying it took a good woman to finally help me coming out. Which I said was true.

I appreciated the fact that the LGBTQ group wanted to hear my story, and I tried to mention all of us are different. If you are considering coming out, naturally it is one of the biggest decisions you will ever make in your life. We have to sacrifice family, friends, jobs and more to live our dreams. There is also a new transgender woman in the group who felt safe enough to explain her gender issues last week. Her story meant a lot to me and I appreciated her tears of joy of being able to talk to someone else about her coming out story.

No matter where you are on your coming out journey, hopefully you will have the support you need to achieve your goal. Remember, it is a marathon not a sprint and there may be many bumps and dead ends along the way for you.

For those of you who have come out, hopefully you are able to live your best life. Congratulations! Now with the current anti transgender climate from the orange Russian asset, we need you more than ever before.

 

 

Monday, October 6, 2025

Can a Trans Girl Achieve Gender Parity

 

Image from Buddha Elemental 10
on UnSplash.

The main question I have is, have I ever achieved gender parity as I have gone this far in my male to female transition.

During my earliest days in the world as a novice transgender woman, I learned the hard way when I presented as a woman properly, I lost a portion of my intelligence immediately. Especially when I had the rare occasion to interact one on one with a man. My tow truck driver, for example, is my best one when one night when I first decided to go out on my own, my car broke down on a fairly busy road. Much to my chagrin, my problem attracted a well-meaning policeman, so I had him and the tow driver to deal with.

The first thing they did was huddle together and decide which route was the best way to get my car back to my house…without me. Who was I anyhow? Just a blond that needed help finding her way home, I guess. Then, when I was forced to ride back with my car in the cab of the truck, I found how much intelligence I had really lost. I was forced to act like I knew nothing about how his tow truck worked when in fact I did know a wheel was round and the cables on the truck were very strong. Before the short trip was over, I even found out what lunch his wife had packed him for work. I suppose I should have been happy, nothing out of the ordinary happened and he never seemed to let on he was helping a trans girl.

Through all of my early days of learning the gender parity I was experiencing, I needed to learn to keep my mouth shut around men and try to soothe their egos and the exact opposite around ciswomen. I threatened men and for the most part they ignored me, and women were curious and wanted to know what I was doing in their world. In my life as a man, I had never attracted so much female attention. While I was flattered, I tried my best to learn from all the new interactions I was having because often, all was not at it seemed with other women. When I played in their sandbox, I needed to learn all of their rules to achieve any amount of parity. Quickly I learned a smiling face did not always mean an accepting woman when passive aggression set in. I had one brutal night when I was caught just talking to a woman’s husband when she went to the rest room. When she came back, she was not happy with me and soon after the couple left the venue and I was left with claw marks down my back. Lesson learned.

The older I get, the more I think the reaction from toxic men in society is a reaction to gender parity. More than ever before, women are trying to step up and be the quality leaders we so desperately need. I can use my trans grandchild who uses the they and them pronouns as an example as they just started a job as a nuclear engineer following a graduation from The Ohio State University. They got a job as a civilian with the Navy so I hope they can be successful before the current batch of felons in Washington catches up with them. But that is a topic for another blog post.

One thing is for sure, when you jump the binary gender border from male to female, you will feel an instant change. I could no longer rely on size and bluster to get me by in the world with my male privilege. In order to be successful in the new feminine world I was in, I needed to be better as a transgender woman. I had to study and be comfortable I all the feminine areas such as restroom etiquette. Out were the days of just going to the men’s room and ignoring everyone else and in were the days of looking other women in the eye and smiling. For the most part, gender parity at that time meant being accepted in the world of women. How to start or continue a conversation beginning with an innocent compliment became important to me.

Right or wrong, any gender parity with men faded in importance with me as my lesbian friends taught me how important self-validation was without a man. I knew and my friends knew I was a valued person in their eyes, even though I had come to my womanhood from another path.

As society tries to minimize our importance as women, especially transgender women, it is time to realize the unique circumstances that brought us to the place we are today. And what we can add to our broken society in the future. So, I have achieved gender parity in my own way.

 

 

                                                                             

Sunday, October 5, 2025

Trans Girl on a Cliff

 

Image from Majestic Lukas
on UnSplash. 

A few years ago, sixteen to be exact, I found myself at the ultimate crossroad in my long gender journey.

I was sixty at the time and I had pursued all the mini gender bucket lists I could to see if a complete male to female gender transition was possible, and it certainly was. More precisely, I was becoming successful at carving out a completely new life as a transfeminine person with people who never knew anything about my old male past.

For some reason though, my old male self-refused to let go, causing me undue stress and tension. He kept arguing that there was simply too much hard-earned male privilege to just throw away for good. Plus, once I went down the final path to trans-womanhood, there could be no turning back. The cliff I kept sliding towards was increasingly steep every time I looked at it.

Through it all, I managed to turn a deaf ear to him and looked ahead to a new exciting life which felt so natural. Which is one of the main reasons I did not back down into my previous world of serious cross-dressing adventures. At that point, I needed to assure myself that my new feminine life would be more than adventure, it would be a heavy dose of reality with no turning back to the male clothes still in my mental and physical closet. More than anything else, the new Estradiol hormones I was on helped me mentally to prepare for the new life I was to face, while the clothes in my closet were just waiting for a visit to my local thrift store to give away. It was an emotional day when I severed ties with the last of my male clothes, but I did it anyway and the only thing I saved was my old Army uniform.

Ironically, when I did all of that, I was between serious relationships and all alone in the world to make and live with my serious gender decisions. There was nobody else to discuss my decision with. Just me, all by myself, which gave me wonderful clarity of thought. As the fog of the regular world dissipated, I was able to see clearly down the cliff and determine what the future held for me if I followed my ultimate dream of being a woman. Finally, after the umpteenth time of worrying over my decision, I decided to make it and take the weight of worry off of my shoulders. To ignore the cliff, I was facing, and jump was liberating to say the least. It was like I could breathe again.

As I made the final tumble down my gender path, I remembered all the twists and turns I made to make it. All the times I was laughed at or worse as I learned my lessons I would need to survive if I ever decided to make the final transition. Of course, I knew little to nothing about what I was doing so I was caught making up my woman’s world as I went along, with no help for the longest time. Once I got the help I needed, I was far along in my transgender development in the world, and I used the help I received from my cisgender woman friends to round out my personality and make my jump off the cliff seem easier to take.

With everyone’s help, I jumped and felt as if I could fly in the new feminine world I had chosen. There was no unexcepted crash and burn that I had feared for so many years. I had done plenty of prep work in the major areas I needed such as appearance, communication in the world, and so much more such as what I would do to support myself since I knew coming out on my old job would be impossible. The nights I spent going out in the world by myself as a transgender woman were behind me and I could look forward to a new future. I worked hard to jump from that gender cliff and have a safe landing.

My friends helped me to socialize more at lesbian mixers than I ever thought possible and I was able to retire early on enough of an income, so I did not have to worry about going back to work again, so my main bases were covered. It turned out, all those years of worrying what would happen if I jumped the gender border were wasted as I went all out to make sure I could make it as a transgender woman in the world.

Who knows, maybe all the extra work I did in the world just helped me make the landing I went through a little less intimidating and softer.

Saturday, October 4, 2025

Be Safe rather than Sorry

 

Toxic male from UnSplash

Before I begin this post, I have a disclaimer. I did not follow what I preached many times when I opened my dark gender closet door and ventured out into the public. I broke many unwritten rules I knew were true.

I will say, the times when I came out were much different than today. Not so much kinder and gentler to transgender women and trans men. Mainly, what I am referring to is the person at the top ruining the nation we have, and I don’t have to mention who he is. Basically, he is the top toxic male who empowers all the other toxic males who potentially can give us trouble. There is a real difference in just being laughed at all the way to being physically attacked.

In my case, as I always mention, my initial problem was drawing attention to myself rather than learning how to blend in with other women. I was fortunate I grew out of that phase quickly before I got into trouble other than just being laughed at.

Another of the main issues I encountered was how I was presenting myself once I was fairly confident, I could get by. What I mean was I was going out primarily as a single woman. Which is primarily something ciswomen just don’t do. They believe there is strength in numbers I just did not have. To make up for it, I tried to make sure I did not sit down next to a man if I could help it, and if there just happened to be a vacant seat, I tried to mark it is as mine. What I tried to do was use my cell phone as my major prop. Especially if it was during the warm weather months when I could not throw my jacket over the seat next to me and reserve it. Often, I would act like I was texting a potential friend on the phone who was going to join me. Anything to throw a toxic male off my path.

 I learned quickly when I discovered how much nonverbal communication went on between women that men knew nothing about. One night I had a prime example when a toxic man tried to strike up a conversation with me at one of the places, I was a regular at. When he did, I received a nonverbal warning from one of the bartenders I knew about him, so I rapidly left the venue before anything happened.

All of those methods I used helped me to survive in a new exciting world as I left the gay venues behind me and started to learn what the real world was all about. All very important points if I was ever going to make it to my dream of living as a transgender woman. My learning experiences turned out to be tremendous.

As I said, times have changed today and so much more is at stake for all of us. Whereas a couple years ago, a stranger would be less likely to say anything to you. These days, all of that has changed. There is more pressure on all of us to put our best foot forward as transfeminine people. I always mention the weight I lost when I first came out. Which helped me to buy more stylish clothes and obviously look better. At the same time, I began a very serious skin program which started every day after I shaved. I was doing as much as I could to improve my overall feminine self. All of it gave me confidence to move forward, which I needed badly.

Finally, I would be remiss if I did not mention the loss of your male personal security when you enter a new feminine world. Don’t take chances with your security by doing the things cisgender women already know. To the best of their ability, they try not to park in dark unmarked areas unless they have strength in numbers. As I read, in some areas, women even have to guard their drinks from toxic men trying to drug them. Can you imagine that? Well, you have to when you go through a male to female transition.

This entire post urges you to be on your game when you come out. Among other things, be careful how you carry your purse in crowded areas. It all adds a level of acceptance as a trans woman which goes far past your basic appearance which of course is important too.

In todays’ world, it is important to know your circumstances at all times, not unlike a cisgender woman who learned what to do around toxic males. Look at it this way, you will be a more complete woman ready to earn your place in today’s world.

 

 

Fifty Seven Percent

  Image from Element 5   Digital  on UnSplash During the election results last night, I watched a combination of my local television station...