Sunday, November 2, 2025

Asleep at the Switch...a Gender Problem Unsolved

 

JJ Hart, Mystic Connecticut. 

I am seventy-six years old and totally admit throughout most of my life, I have been asleep while tending to my own gender switch.

I can easily make all the excuses about not having access to any gender information at all growing up, but the fact remains that it was all my own fault. Most certainly, I should have tried something to act upon solving my severe gender dysphoria. Starting most days, not knowing if I was going to be a boy or a girl should have been a huge red flag that sooner or later, I would have to throw my gender switch.

Maybe calling it a switch was my first mistake as my switch turned out to be a one-hundred-amp breaker which threatened to shut down all of my existence if turned off. There was nowhere to turn, and I ended up guarding the breaker as it controlled my existence. It wasn’t until the internet came along did I realize I had choices with my gender dysphoria and more importantly, there were others close to me dealing with the same problems. The only difference was that they did not seem to let on that they had a problem at all. Some were beautiful and effeminate, some were not, but all were making their way through a world I had only dreamed of.

All of you of a certain age may remember who I am talking about. “Virginia Prince” and her “Transvestia” opened up a whole new world for me as did the “Tapestry” publication. Through all of that exciting cross-dressing input came visits to nearby mixers and meeting other transvestites like me in person. Or so I thought so. What I really found was a group of people in various stages of throwing their gender switches. Some had already resorted to throwing a breaker on being a man at all and were preparing for gender realignment surgery and never turn back. Then there were the others who were still desperately hanging on to their fragile manhood by smoking cigars and trying to walk in heels in a dress and cowboy hat. All in the days before “Urban Cowboy” came along and made women in cowboy hats cool.

Through it all, once again I was lost. I did not know if I wanted to throw my switch and hang out with either group, so I stayed to my self as I more or less drifted to the effeminate group in the room. Especially those who continued the party after the mixer by going to a large lesbian dominated dance club. I did not dance but still wanted an opportunity to see if I could still fit in with any group, at all. Finally, I did when I was invited to much smaller diverse parties at an acquaintance’s home in nearby Columbus, Ohio. I was intrigued because I never knew who I was going to meet up with. From cross dresser admirers to the occasional lesbian, they were all there at one time or another. Including the impossibly feminine transsexuals who made an appearance too. Never knowing who I would meet helped me to determine which switch I would throw if I ever had the chance.

As time went on, my hand began to tremble as I reached for the big power breaker which I knew had the power to end life as I knew it. The potential was there to wipe out everything I had worked so hard as a man to accomplish. Throwing my life into a huge blackout.

Once I made it past the biggest mistake I was making, the darkness around my choice began to brighten somewhat. The mistake was I thought just appearing as a ciswoman would clear the path to my dream. When instead, it was just the beginning. To throw the big breaker and end my male life successfully, there would be so much more learning to do which went past just being accepted by the diverse groups I was meeting at the parties I was going to. I would have to sever my ties, hitch up my big girl panties and get out of the gay clubs and into the world.

One thing became increasingly certain as I did it, I could and would be able to leave my past behind and survive in an exciting but so scary new feminine world where I was able to compete successfully one on one with other ciswomen. Once my path head became clear, did I have the courage to follow my dream and live a transfeminine life I always had wanted to live. More importantly, I had fooled with my main breaker with the power on and had never got electrocuted.

 

Saturday, November 1, 2025

Up the Down Gender Slide

 

Image from Abbs Johnson
on UnSplash.

Maybe you remember Ralphie (In a Christmas Story movie) who desperately wanted a BB Gun for Christmas and froze up when he was in a department store telling Santa what he wanted for the big day. What happened was Ralphie got kicked down the slide when Santa told him he was getting a football. Finally, Ralphie struggled his way back up the downslide and told Santa he really wanted a BB Gun and was then told he would shoot his eye out.

This scene paralleled my life in several ways. The main one was, I never asked for a BB Gun but got one anyway and secondly, I never asked Santa for the baby doll I really wanted. In many ways, the whole idea of struggling up the down slide when I considered my gender became routine. Instead of shooting my eye with a BB Gun, I became more concerned with hurting my eyes with my mascara stick. Plus, when I tried to hide my cross-dressing activities from my second wife, I tried to be more effective in removing all of my eye makeup so my wife couldn’t tell. It was a challenge to say the least. But not the biggest challenge of all.

First, I needed to break all the male tendencies I had built up over the years. How did I present as a trans woman, all the way to how did I move and communicate. I knew ciswomen operated on a different wavelength than men but how different I never planned on. For example, the amount of nonverbal communication between women surprised me. I quickly learned to watch for the visual cues I picked up when I was in a potentially dangerous situation, I was not aware of.

Ironically, the more I struggled to go up the down slide, the more slippery it became. I had to become more mentally tough as a transfeminine person to even survive in a potentially hostile world. It meant going back to the drawing board when I was pushed down the up-gender slide even more. By mentally tough I mean with my resources, facial feminization would not be possible and there was nothing I could ever do about the testosterone poisoned thick male body, I would have to work with what I had. That damn slide was not going to get to me. What I did do though, was put myself on a highly effective diet which ended up in me losing approximately fifty pounds as well as beginning to take better care of my skin after I shaved every day. By doing better skin care, I was able to use less makeup and look more natural.

With these changes, I was able to actually start climbing up my gender slide, so that someday maybe I could get the baby doll I wanted to have instead of a BB Gun. Mentally, at least.

Other changes I had to make as I climbed to the top of my gender slide was conquering my fear of heights. There came times when I thought I was moving too fast, and I was in danger of losing all my hard-earned male privileges such as family, marriage, jobs and friends. I did not want to beat myself and my male self-had me looking over my shoulder. Then I resolved to never stop working towards my goal of transgender womanhood and moving on to a totally different goal of being able to interact more effectively with the ciswomen I met. I always called it playing in the girls’ sandbox.

Maybe it was my gender paranoia weighing in on me, but I kept seeing potential problems coming at me when I was out of the mirror and into the world. Some turned out to be real, but most were not. I found I did not meet as many gender bigots or anti-transgender ciswomen TERFs as I thought I would. Men were for the most part always standoffish and ciswomen just were not for whatever reason. Maybe, in their own ways, they had climbed their own gender slides and understood what I was going through and did not mind sharing with me.

If you are starting your own gender slide, or even reaching the top, just remember the trip will never be easy. But to coin a saying, if it was easy, would have it been worth it. I know for me; it was the toughest trip of my life. Plus, you are human and will make a mistake on occasion. Especially, when you are not allowed behind the gender curtain to learn the basics cisgender women were raised with. At that point in time, it is up to you to climb your slide and thrive. Not just survive.

 

 

 

 

 

 

 

 

 

Friday, October 31, 2025

Halloween and Me

Image from Nice M
Nsshti on UnSplash.

Even though it has been years since I have been to a Halloween party at all, it still fills a special place in my heart.

The main reason it will is because it was the first time in my life that I was able to really explore if I could possibly make it to my dream of ever living like a woman on my own terms. In the recent past, I have written about the very first parties I went to dressed as a slutty, trashy woman, attempting in my own backwards way to be sexy. Also, when I started to go to Halloween dressed as me, I was doing it around people who knew me as a man, so I needed to put up with the idea in their mind that I was some sort of a jokester. When of course I was dead serious. One memorable evening took me to the freshly restored Ohio Theatre in downtown Columbus, Ohio for a midnight Halloween showing of the original “Dracula” movie, complete with background music from the original theatre organ. I went with my first wife who already knew I was a cross dresser and two other friends. I ended up having a fabulous time in my heels, hose and minidress surrounded by many other attendees in costume. The only problem I had was walking as long as I did in my heels. I was still too new to the cross-dressing style game to think ahead about my footwear if I needed to walk very far.

As the years and Halloween’s moved by, my whole focus began to shift about my potential “costume” I was planning on wearing. I began to move away from the trashy costumes I wore in the past, and into “costume” ideas another ciswoman would wear. At the same time, I stopped going to parties with my friends and began going to big clubs where I could see if I could blend in. It all was working out well until one night I was stopped by a guy wearing a full mask telling me he knew who I was. I was in shock and asked him how he knew, and he told me I looked like my mom. It turned out he grew up with me down the road and knew both of my parents. I was relieved as I was proud of my “French Girl Costume.” Which meant I was dressed all in black. Including a new pair of black tights, flats, blond hair and a black beret I purchased for a dollar at a thrift store. Other than being rudely recognized, I had another great time, and the evening ended too soon.

A few of my final Halloween parties I went to proved to me that I could possibly make it in the world as a transfeminine person. One was by pure accident and one I had planned ahead for. The pure accidental party was the one I recently wrote about which happened when I lived in the New York City metro area. Out of nowhere, I was invited by one of my female managers to a Halloween party her and her friends were going to at a nearby tavern, to her house. I don’t know why, but I decided to back slide in my “costume” idea and go to the party dressed a little on the slutty side. Mini skirt, heels, blond wig and all. It turned out all of her friends who were going were approximately as tall as I was and were all dressed to thrill also. What a surprise I had when I found I could blend in with all of them. The only problem I had was my second wife not approving of my “costume” even though she did not want to go. Life around the house was a bit frosty for a while.

The last major Halloween party I went to was a planned affair. I was invited to a party at a vintage restored Victorian mansion, along with a news girl who I worked with at the local radio station.  I was married to my first wife then and she did not care who I went with, so I planned to go as a professional woman just getting off of work. Just to see if I could. I did with a couple a write about often who thought I was a woman and were so entranced with me, they invited me to another party they were going to. I did not go but stayed and had a great time at a fabulous party.

Sadly, all my fun went away when I fully transitioned into being a transgender woman. Instead of putting on some sort of “costume” and going out into the world, I was just being me, and an exciting part of my life was behind me. Forever to be remembered fondly in my mind.

 

 

 

  


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.

Wednesday, October 29, 2025

Do "It" or Die

 

Image from Claudia Love
on UnSplash.  

I find it humorous when a gender bigot or some sort of other hater thinks transgender women or trans men had a choice when they decided to transition into the gender they should have always been.

The haters conveniently overlook the fact we trans people spend a lifetime of discontent over our gender dysphoria. In my case, the dysphoria invaded my already frail mental health and nearly destroyed it and me. I suffered from being born into the pre-internet “dark ages” where information on gender issues in particular was very hard to come by. It took years of my life before I was formally diagnosed with dysphoria and even worse, a bi-polar disorder.

It all started when I spent my days off work in bed, not wanting to move at all and forcing myself to work to keep my job. Of all people, the first real gender therapist I had diagnosed my problem when I brought it up in a conversation we were having. She ended up telling me she could prescribe medications for my depression but not for me wanting to be a woman. I should have listened to her and took more action than just cross dressing when she told me that. I was still stubborn though, and my male side thought he could conquer all. Setting up an internal war I would fight for years. I was fortunate when the prescribed medications worked with my depression but not so fortunate when they did absolutely nothing when it came to me wanting to be a woman. In other words, my gender therapist was right.

In the meantime, as my gender war raged on, I was out of my closet exploring the world to see if I could survive at all. As with any other novice, I had my good days and my bad days but something deep inside kept telling me to keep going because my survival was at risk. How much so, I still had not fully grasped.

As with anyone else, the years seemed to fly by and regardless of the unlikely idea I could ever achieve my dream of competing in and surviving in a transfeminine world successfully, I slowly was making it. Ironically, many times when I did make it, the trip up was not worth the trip down mentally. A prime example was the night I went to a cross dresser-transgender mixer on Long Island, New York and was forced to show proof I was actually a man before I was admitted to the mixer. Of course, I was on cloud nine for days after that before I crashed back down into my unwanted male world. I so badly wanted to take the next step in my transition but was afraid to do it which created extra pressure on me. Sadly, I took the pressure out on my second wife who I perceived as a problem when she did not understand what I wanted to do.

It turned out, I needed a ciswoman in my life to challenge me to do more than just look like a woman. She forced me into searching for the elusive lives’ ciswomen lead, and why they were so different than men. Still, I was stubborn and thought I had already put that research in until my path took me to a whole different gender world which I was never allowed to visit before. Until I tried and finally let in to see what my wife was talking about.

By this time, I was reaching the point in my life when all my explorations into womanhood were taking me as far as I could go. I was staring ahead at reaching my sixties and knew I was not getting any younger. It was time to try to be approved for gender affirming hormones or HRT and take the next big step towards my dream life. If I did not, I may never have the chance to do it again. Plus, I was coming off the darkest moments in my life when everyone dear to me died (including my wife) and the only comfort I had was my inner feminine self. At that point, she showed me the reality of where I was in life.

As the pressure mounted to choose which direction my life would take at the age of sixty, I chose female and closed the book forever on my male self. At that point, I never looked back and took the pressure off myself. Finally, a wise move and somewhere I could hear my second wife saying I told you so. She did but I just did not listen. And, by the way, I still suffer from depression and from dysphoria but now I have learned to live with both of them by living the way I was born to be.

I did it before I died.

 

 

 

 

 

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.

 

Monday, October 27, 2025

Following the Gender Breadcrumbs

 

Image from Elena Moshvilo
on UnSplash.

Following the gender breadcrumbs in my life meant finding the brief moments of gender euphoria I experienced and running with them.

Even when the mirror provided me with euphoria with the rush I felt when I saw myself as a girl, the feelings seemed to be exceedingly short and frustrating. I had yet to figure out my longing for the feminine clothes I was wearing meant very little to me. What was more important was, could the cross-dressing process ever take me closer to my dream of living a transfeminine womanhood.

Along the way, there were times when the breadcrumbs almost disappeared totally, leaving me completely lost and back into my closet. In despair, as I looked around, I did find enough crumbs to keep me moving because I was slowly learning, failure was not an option. I could take many of the hard-earned lessons I learned in the male world, adapt them and use them in my new exciting feminine world. For example, I learned that even though men compete differently than women, there was an equally intense competition going on between the ciswomen in the world that men knew very little about. Way past just being concerned of another woman looked better than them.  Since I did not have to worry about that, it took one more problem away from me. I never thought I looked better than any cisgender woman and I was not that shallow anyway.

I had more important problems to worry about as I searched for breadcrumbs to guide me along the path, I was on to transgender womanhood. Afterall, I was seeking to accomplish one of the most difficult tasks a human attempt to do which is change one of the most basic needs a person has, and that is their gender. Starting all over and carving out a new life was daunting for me, and I needed all the help I could get. For some reason, I found myself with ciswomen who spread the gender breadcrumbs for me. I could sit back and observe how they conducted their lives, good and bad. From them, I could see not all was peaches and cream as a woman then decide if I still wanted to do it. Then structure my life the best I could. My biggest problem was throwing out and ignoring all the hard-earned male breadcrumbs I had accumulated. In fact, I had almost put together the entire loaf which I kept trying to break up and throw away.

The most positive aspect of my life became the nights I went out with my lesbian and transgender woman friends, and we actually enjoyed ourselves so much we began to do it more and more. My breadcrumbs became easier to follow because I was different to my friends. I was not quite a full-fledged ciswoman as they were, but on the other hand, I was far from being a man they stayed away from. I was certainly baking my new loaf as a transgender woman with the help of my inner self who had been with me all the way and was just waiting to be set free.  It seemed most all of my dark lonely nights were finally behind me again in life. This time, on the side of the gender border I so long had waited for to open.

Wherever you are on your gender path, I hope it is lit well enough for you to see your breadcrumbs and have enough gender euphoria to get you by until you face another learning experience. I know, at times, the entire experience will seem overwhelming and hopeless. But the light at the end of the tunnel does not have to be the train and again I point out what a difficult path you are trying to follow. Risking, spouses, families, friends and jobs are never easy and is intimidating to say the least.  That is why if took me till the age of sixty to take the leap of faith I always wanted to do…live as a woman on my own terms.

It is important to note, you are doing the search on your own terms and the nay-sayers who like to point out you will never be a ciswoman are right. You can’t, but you can reach a womanhood of your own making.

Best wishes to finding all of your breadcrumbs along your path, and reaching your dream.

 

 

 

Sunday, October 26, 2025

Passing Through Customs

 

Image from CDC on UnSplash.

Passing through gender customs was one of the most difficult things I have ever done in my life. Relax, this is not another post where I slam the orange pedo/felon tearing down our country as I write...What I mean is, when the time and effort I took to finally blend in with all the ciswomen around became worth it.

 For the longest time, I thought passing customs just meant looking better than the average woman in the world. Then I discovered I needed to be better because I was a transgender woman. I could not get away with wearing no makeup and jeans like the other women around me if I was to pass their inspection. Don’t get me wrong, I did not have to wear heels and hose all the time to make it through customs, I just purchased jean skirts rather than jeans from my local thrift store and did very well with the new fashion I discovered. I was not wearing pants of any sort which I loved and still made it through customs wearing a skirt which flattered my legs.

Then I found wearing a simple skirt rather than pants was the easy part of customs. My first actual experience in passing a checkpoint as a trans woman came when a woman friend invited me to a NFL Football game in Cincinnati. In order to be admitted, I needed to be patted down by another woman who just smiled at me and then checked the extremely small purse I was carrying. She made it quick, smiled at me and let me on my way, terrified and all. By the time I began to breathe again it was game time, and I had other less scary distractions such as when and how I was going to use the women’s restroom. The whole evening really gave me confidence in my new self and how my future as a transgender woman could look.

Of course, I would be remiss if I did not bring up the most important point of all when I needed to actually talk and communicate with the other ciswomen who were inspecting me. The worst part was I was really shy and had put off any practice I could with my voice and eye contact. For the sake of repetition, I have always referred to the process of communication as being able to play in the girl’s sandbox. To make my life easier, I did my best to make sure there were as few girls as possible in the sandbox when I played in case something went wrong, and I needed to escape. Fortunately, I never did and was allowed to play.

For what they are worth, my words of wisdom are, when you start your journey in the world as a transfeminine person, always assume you will be going through customs of some sort. Women are always examined by other women from head to toe and by men also. So, get ready. It was a world which I was not used to because as a man, I rarely if ever, looked at what other men were wearing. On the other hand, women will notice what you are wearing if you can’t pass customs. Try not to be intimidated and enjoy the process as much as you can. It is what you signed up for.

It is also a positive if you can go through the process of having your legal gender markers changed. I had most of mine done years ago when I had not made the transition from transgender woman to trans woman senior citizen. I was more worried about being pulled over while I was driving and not having an ID which did not say female on it. Plus, not that it matters so much here in fascist Ohio, this year, the heavily manipulated legislature is trying to circumvent any gender markers on ID’s a person may have. Which means, as I understand it, in the future, I could be confronted and harassed by the authorities for simply using the restroom. Customs passing is getting harder and harder around here.

I read many posts and experiences from transgender women and men who are confronted when they have tried to pass customs, and it is not pleasant. In fact, it has led many to resort to measures such as genital realignment surgery to make them feel whole in their chosen gender. I myself, for various reasons, have not resorted to any surgeries, mainly because I am fortunate to have found many supportive allies over the years, I could surround myself with. More than anything else, they gave me courage when I needed to pass through gender customs.

 

 

 

 

 

 

 

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.

 

The Transgender Fear Factor

  Image from Darius Bashar on UnSplash Even though my transgender fear factor is a relatively dramatic term, it was very real to me. So m...