Showing posts with label transgender woman. Show all posts
Showing posts with label transgender woman. Show all posts

Wednesday, June 17, 2026

Living the Dream before it Consumed Me

 

JJ Hart

As I crossed the six-decades portion of my life and spent at least five decades of it trying to stay under control by cross-dressing, I was trapped and had nowhere else to go.

It happened because I had embarked on such a complete path of looking like and moving like a ciswoman and my gender bucket list was shrinking due to too much use. All the trips to malls, antique stores, and thrift stores just became boring when I was passing through them with no problems. Even though I was bored, the idea of being successful as a transfeminine person still consumed me. And, to make matters worse, I was finding less challenges to undertake as I increasingly painted myself into a gender corner I had always dreamed about but never thought I could reach.

I always made excuses such as I was never going to be good looking enough to present well in the new world I was seeking when truthfully my overall confidence as a trans woman had more to do with my approval than my appearance ever did once I had went beyond the basic point I needed to be to blend in with the ciswomen around me. Life changed when I realized there were plenty of women in the world who dealt with being bigger in stature and even had broad shoulders such as I had. My realizations helped to give me the boost I needed to continue to let my so called “hobby” consume me.

The reason was that I was ignoring the fact that cross-dressing was much more than a hobby, it was becoming a lifestyle. The biggest problem was that nothing I did as a novice trans woman was ever good enough. Even my second wife did not like the person I was becoming when I took the time and effort to show off to her as I thought were my best feminine efforts. Even though I desperately was seeking her approval, it was becoming obvious to me that my inner feminine self and my wife were lining up to fight it out. I was left behind to pick up the pieces as I was realizing how consumed I was when I had one of my rare, sanctioned (by my wife) outings at Halloween in NYC when my wife decided she did not want to go with me. The night turned out to be a dream evening as I ended up going out with four other women dressed to thrill as I was and they all happened to be as tall as I was in our heels. The night even ended on a high note when I was asked to dance by a guy in the venue we went to. I turned him down because he had no idea that I had one basic difference from the other woman I came with.

Anytime I experienced such a wonderful evening such as that Halloween party, I wondered if the gender euphoria I felt was worth it when I came crashing down. I was consumed with the moment and wanted to re-live it time and time again, but I was tucked away in my male work world and could not get out. Looking back, I don’t see now how I survived the balancing act I was putting myself through. I needed to physically show up as the man I never wanted to be. While at the same time spend all my mental energy remembering the transgender woman, I was. If I could have cried during that time in my life, I am sure I would have cried myself to sleep many nights worrying about my gender dysphoria and how it always threatened to wreck my life. Even to the point of almost destroying my marriage to the woman I loved deeply when my frustrations would boil over into yet another fight about me. Some of the fights were so severe that my second wife told me I was not man enough to be a woman, or why didn’t I just go away and fix the problem and make both of us happier.

Perhaps, by this time, you are wondering too why I did not take her advice and do it. The main reason was, at that time, I was not ready to give up totally on the life we had together when I was a man and even though I was increasingly being consumed by the idea I could be the trans woman I always dreamed of, I was not ready to pull the cord and jump out of the plane just yet. Because I was still afraid of the new gender heights I was reaching and selfish enough to think my wife may still come around to accept me. For those of you who don’t know, she never did and died tragically of a massive heart attack at the age of fifty.

The whole experience sent me into a major negative tailspin which I had a difficult time emerging from. I think the only reason that I did was because I had let my feminine self-consume me, and she could not wait for the opportunity to take over and live. My life had come full circle, and all the time and effort I put into my male to female femininization came back to help me. I had already put the work into how I wanted to look with my make-up and fashion basics and was already out into the world actually discovering how it would be to carve out a new transfeminine life for my very own. I had gotten what I needed as I moved ahead towards beginning HRT or gender affirming hormones. Which were something I always wanted to try as part of my overall commitment to being as close as possible to being who I always was destined to be.

When life consumed me, I was always somehow able to accept it and even thrive with it. Even though it took me decades to do it with all the ups and downs of what I had to go through. At the least, it made life interesting.

 

Tuesday, June 16, 2026

So Many Ways to Come Out

 

Image from Nicola Dowie
on UnSplash.

Recently, I had a response from a young transgender man on how he should attempt to come out to the world.

First of all, thanks for the comment and yes there are many ways to leave your closet and enter the world of the gender you are trying to live among. I know too that I have many trans men who stop by and read my comments which flatters me because as we flip the gender script, often the worlds we must conquer are not that different. Gaining the female or male privileges when you feminize or masculinize yourself often are the biggest issues. After you come out to spouses and family.

Over the years, I have read about coming outs that have ranged from just showing up cross-dressed as your authentic self, all the way to writing letters trying to explain the way you feel. As far as I am concerned, just all of a sudden showing up as a woman (or a man) has too much of a shock value and is counterproductive when you are trying to explain how you want to live to the person sitting across from you. Writing a letter may be more preferable if you feel more comfortable expressing yourself with written words rather than speaking one on one with someone. In my case, even though I did not feel comfortable talking to family about my upcoming changes, I hitched up my new big girl panties (under my male clothes) and asked to speak privately with those family members closest to me.  My first attempt at coming out was with my only child, a daughter and as I always write about, she took it extremely well. Just to show me life could never be that easy, my coming out to my only brother went off the rails quickly and we have not spoken since about 2014.

Having said that, I do caution trans women and trans men who are just coming out to family and loved ones that you are in a marathon not a race and sooner more than later, your family might come around. Plus, there is an increasing amount of information available now to explain your desire to live as yourself. If you have the chance, you maybe able to direct them towards the positive aspect of what you are doing and away from all the negative news they may see from politicians on the media ads. In my case, the split between my brother and I ran so deep when he refused to stand up for me and invite me to our family’s traditional Thanksgiving Dinner, I just can’t forgive him for that.

On the positive side, the relatively few people who knew the former me notice almost immediately that I am happier now. And if you give someone the chance to calm down and see the real you, they will respect that and the real you.

Of course, as we flip back to the negative side, there are always those family members that will try to throw religion in your face. Unless you are more of a biblical scholar than I am, I usually just give up on them.

Overall, I find the different sides of transitioning between transgender women and transgender men to be interesting. Since I was raised around the male dominated world of trying to force my way through difficult situations, I never gave much thought to trans men having to adjust to not being passive aggressive so much. Then there is always the idea of using the restroom which hangs over both of us. Even though trans men are in a new world in a men’s room where no one wants to make eye contact or speak, there is always the idea of having to still find a stall to use. Which conceivably could attract unwanted attention depending upon how well you present and how long you have been on testosterone. I know I have oversimplified the men’s room process and if you are a trans man, I am always up for ideas on restroom survival.

Flipping the script again, using the women’s room as a trans woman is something I know quite a bit about. The first thing I quickly learned was I needed to make contact and speak when someone else was in “the room.” From there, much of what I learned was either common sense such as never placing my purse on the floor and making sure my stall still had toilet paper all the way to trying to pee in the bowl a certain way to mimic the ciswoman in the stall next to me. Then, no matter how much I was in a hurry to leave, I had to always stop at a sink, check my face and always wash my hands.

Anyway, you cut it, when you have desire to cross the gender border either way from male to female or female to male, you must learn so many nuances of the moves you are making. Even though there are strict rules you need to follow, often times you will find yourself making up your own rules as you go along. It is just the nature of the ultra-serious game we play. What has worked for me in the past may not work for you and often I hear from readers who have supporters and non-supporters in the same family. The only advice I can offer is to embrace your new gender allies and hope your detractors come around.

The end result always must be it is your life to live and you need to live it to be happy. Sometimes your path will lead you the wrong way, just like your GPS does on occasion but it is not time to panic until you can get readjusted. Be patient, and it will happen.

As always, thank you for the comments I receive, often they are difficult to answer seeing as how we dealt with such a complex issue such as gender. I just hope, in my small way I can help.

 

 

Monday, June 15, 2026

Feminine Power Moves

 

Image from Gayatri Mohotra
on UnSplash.

When I first began to seriously explore the world as a transgender woman, I was stripped of all my male privileges and wondered what I could do to survive if I found myself in questionable situations.

The big answer I learned was to try my best not to get myself into questionable situations to begin with. Lessons learned at an early age by ciswomen everywhere such as trying their best not to jeopardize their own personal security from toxic men. When I first came out, I was used to going where I wanted to go, when I wanted to do it which led me into several tense situations. One from a much bigger cross-dresser admirer who had me in his sights in a narrow hallway where I could not escape and another time when I was approached alone on a dark city sidewalk by two men in front of a gay venue. Neither place I should have been to by myself, and I was lucky to escape without any real problems.

By this time, I was used to the only feminine power I had was having doors opened for me by men and I knew I was missing much more in life if I wanted to pay my dues and transition into a transfeminine world basically the hard way. Since I couldn’t afford to go through any of the expensive gender surgeries of the time and did not have any insurance coverage that would cover any facial surgeries, I needed to find ways to accomplish what I wanted to face on my own. I learned the hard way that I could do anything I wanted to if I set my mind to it. Or I passed out of sheer willpower according to my transgender girlfriend Racquel. All it really meant was I was able to work my way into living the life I wanted to live through more effort on my physical appearance through better makeup skills and wardrobe basics. The same things I noticed other ciswomen doing in the world who themselves did not really have “passing privileges.” I just came into my privileges as a woman from a different way.

Another difficult phase of my male to female feminization project was the impact of woman-to-woman communication which continually goes on in the world that men are not subject to. Or the world of non-verbal communication women often use between themselves. I even went to the extent of taking feminine vocal lessons which focused more on what I said rather than how I said it. The keys I was taught were mainly built around the passive aggressive tone’s ciswomen take such as “are you sure you want to do that” rather than the traditional male “don’t do that.” I got quite a bit of valuable gender information from the course to use on my path which was always full of male stop signs. To repeat what I just said in essence instead of giving me a stop sign, my inner feminine soul was saying do you really want to do this.

Of course, the answer always came back to me one way or another that I was on the right path, and I felt so natural doing it that I just had to keep exploring what was ahead around the next blind curve. It was at this point that I began to discover what I had suspected all along those ciswomen had more going for them than having doors opened by men. With the help of HRT or gender affirming hormones, I opened my world to a whole new universe of emotions and senses I never knew (or allowed) myself to have. I was the one who could reach for her coat without shame when she was cold when my thermostat went crazy with hot flashes at the same time. And I became the one who could cry a happy tear at the drop of a dime. If I needed to or not. It was all part of who I was as I began to explore my feminine power base I was developing.

As I always do, I cannot give myself much of the credit for doing more than just surviving in the new women’s world I was as I began to thrive and enjoy my new power base. As my new friends kept telling me, welcome to their world. I needed to be careful how I responded because I did not want to give up much about myself and shield my male past.

Thankfully, by this time I had given up all my male privileges and was excited to be settling into my new life as a transgender woman preparing to go fulltime into the world. By doing so, I needed to prove to myself that I was no longer afraid of being rejected as a trans woman. Primarily by men who resented that I had left the boys club behind to slip behind the gender curtain to play in the girls’ sandbox. Thanks, in no small way to my lesbian friends who showed me how to validate myself.

Somehow, I managed to give myself extra time to drain the remnants of my old male life drain away before I went all the way and gave up all my male clothes. Which was the symbolic way of me finally severing my male past altogether. As difficult as it was to give up all those decades of struggling in a life I did not like, the relief of doing it was amazing.

Before I knew it, I was enjoying everything I could in the new transfeminine life I had only ever dreamed of. I was fortunate that I was able to live through several severe gender-based self-destructive incidents that I paid my dues on and was able to move on to find a whole new set of powers.

It turned out that I was simply giving too much trust to male powers I was born into and never had a chance to do anything about it. When I did, I seized control of my true powers and never looked back.

 

 

 

 

 

Sunday, June 14, 2026

The Power of Pride

Image from Brian Kyed
on UnSplash.

Once again, it is Pride month. Time for celebrations around the country and sadly also time for all the transphobes and homophobes to come crawling out from under their rocks to try to protest.

Over the years, I was a regular participant in Pride marches in Ohio. Primarily the large ones in Columbus and Cincinnati. Very early on, I did not feel as if I had a substantial place to celebrate the “T” in the LGB celebrations. The closest I came to who I was when I saw a group of drag queens or weekend cross-dressers painfully trying to navigate the sidewalks in their sky-high heels. I did not have anything against any group; I just didn’t fit.

Fortunately, over time, things began to change for the better as I began to see more representation from all aspects of the transgender community all the way to parade grand marshals instead of the usual collection of drag queens. It was then I began to enjoy people watching to see all the many layers of rainbow life come together at a big party.

I had different things happen along the way too, like when my future wife Liz made me a shirt that said, “I was a transgender soldier, I fought for your right to discriminate against me.” I wore it into a Veterans Administration exhibit and received too many uncomfortable looks to be happy at the reaction, so I moved on.

Then there was the time that one of the main restrooms was out of order at a Cincinnati Pride which funneled all who needed to go into one restroom. I thought it was funny that all the TERF’s in the crowd who were anti men (and trans women) had to use the same restroom as everyone else. Everyone else except a stray hornet or two took it all in good humor and even went to the extent of passing extra toilet paper up and down the line. For once I was happy that if I was forced to, I could still use a hated urinal since I still had the proper equipment. I did not have to because the men’s room was the one that was closed.

That was the year Liz, and I went on a Pride Pub crawl when there were many more gay venues in the Cincinnati metro area. For a small fee, we were able to ride on a bus to quite a few venues and had a great time. Especially since by the time we finished the route it was raining. Since it was the summertime of the year, I decided to wear my blue tank top, denim mini-skirt and sparkly flip flops (because it was so hot and humid) I was ready for the weather. By the time we were done, we were drunk, soaked and happy we let someone do the driving for Pride as we finished up in a gay country themed bar doing Jello shots. It was one of the Pride evenings I never wanted to end.

I had other fun times when I went to Ohio’s biggest Pride with my lesbian friends in Columbus. Again, I enjoyed my company and the people watching I was doing and I did see other transgender women in the vast crowd. For effect, I wore the trans military themed shirt Liz made me again, but I just wore jeans and flip flops to go with it because I certainly wanted to be comfortable for all the walking I knew was ahead. Ironically, I could have worn much less since by this time, the HRT gender affirming hormones I was on had provided me with a well-formed set of feminine breasts and I could have bought me a set of pasties and joined the lesbian “tit’s out” crowd. But I did not go to that extent to expose myself to the world.

Along the way, I did manage making it to smaller Prides in places such as Yellow Springs, Ohio a very mellow, liberal diverse village who always manages a wonderful celebration of the LGBTQA+ world. One night in particular, I really wanted to see a famous local drag troupe (The Rubi Girls) perform. As luck would have it, I found a seat at the crowded bar next to a ciswoman who was dressed as “Debra Winger” from the “Urban Cowboy” movie, complete with the black cowgirl hat. Through our conversations, I never did find out if she was the real “Debra Winger” or not. Who knows, maybe I should have asked for an autograph but did not want to embarrass myself. As it was, I stayed through the show and donated what I could afford to the “Rubi’s” who at that time had raised over a million dollars for Aids research.

These days, the world has shrunk for me, and I must watch and envy the Pride celebrations from afar because our LGBTQA+ community has a lot to celebrate such as our resistance to and visibility from the politicians who want to crush us. It is sad that Pride encourages all the keyboard cowards to come out of the woodwork in their mom’s basement to harass us. I just hope my writing in such a small way keeps me visible when I can’t be because when I was younger and healthier I enjoyed the Prides I went to.

I also hope the crazies are kept under control wherever you go to celebrate your Pride because you deserve the chance to do it. In Cincinnati alone, later this month, they are expecting a turn out of three hundred thousand people.

I have resigned myself to the fond memories I have of Pride with the close friends I made around me. Together, they made the celebration so much better than they ever knew. Even if you are just beginning on your gender journey, you can celebrate Pride too. Since you are starting to face the long and difficult process of answering many highly personal questions. As you do, your Pride may become a better place to express yourself with others who accept you. I found it to be an amazing experience.

 

  

Saturday, June 13, 2026

So Many Choices...So Little Time

 

Image from Drew Colins
on UnSplash.

One thing that I learned from experiencing decades of cross-dressing is that there were so many choices and so little time.

It all started when I had to scramble for any time, I could find by myself dressing as an imagined pretty girl in front of the mirror without discovery from my brother or worse yet my parents.  I was born as the eldest son into a very male dominated family, and I was expected to fit right in with that male mold. I had little idea at the time that I was destined to break that male mold during my life and it was not going to be easy.

Back in those days, I had very little income that I scraped together from doing household chores and a newspaper delivery route I had for several years. The first feminine items I could afford to buy on my own were makeup accessories but first I needed to figure out a way to get to a store undetected and then decide what to buy. After putting a lot of thought into my situation, I remembered that my grandma lived in town, fairly close to one of the old five and dime department stores that sold makeup. I used the excuse to visit grandma, then go and shop. Or try to.

The only problem with my plan was that my dad worked downtown close to the store I wanted to try to buy my first makeup in. I was tired of using my mom’s samples, That was all well and good until I gathered my courage and walked into the makeup selection of the store I was in. As I viewed the extensive selection of cosmetics, I almost panicked and walked quickly from the store. There were so many choices and so little time to choose anything that might help me during my novice beauty program. Somehow, I stood my ground and picked out some foundation and lipstick which fit in with my limited budget, gathered my courage and headed for the checkout counter. Just knowing I would get made fun of along the way. Amazingly, the person at the cash register did not give me a second look as she took my money and I was no longer a virgin in buying my own feminine supplies. I just wished I had more access and money to do more.

I would have more financial resources later in life along with the knowledge to go with it as I learned the fun of doing thrift shopping for just the right choice of clothes to add to my wardrobe.  Plus, the thrift experiences gave me a chance to be patient in many of the bigger stores with seemingly an endless supply of discarded fashion. When I took the time to try on a new item I had never tried to wear before, I had two benefits. I didn’t have to pay much for the item and two, I could see how well it either flattered my difficult to please male testosterone poisoned body or didn’t. It helped too, when I was able to streamline the shopping experience and give myself time to vary my day as a novice transfeminine person. Instead of just facing an endless amount of clothes. I actually had time to do other things like take myself out to lunch. Then, again I was faced with an almost never-ending choice of where I could eat. Since I had already tried too many fast food drive throughs with various amounts of success, I decided to step up my game and try to eat at one of the casual dining restaurants I had went to and even managed as a man. Since I was still on a gender time clock and had to be home by a certain time dictated by when my second wife would be off of work, I was still facing so many choices with so little time to enjoy myself as a transgender woman.

My plan was to just get by and improve myself a little at a time in a world of ciswomen I was just discovering. By doing so, I discovered that most ciswomen ignored me if I was dressing to blend in with them or were just curious of why I was in their world. Of course, I did run into the occasional TERF woman who hated me and wanted me out of her world, which I did. One way or another, I was encountering far more women in my quest to be part of their world than I ever did any men because I just wanted to be out of my long-standing membership in the men’s club and they knew it. The only thing I did know was that I was increasingly not so lonely when I went out in the world to my regular straight venues. All my lesbian places had closed up and the gay venues I used to go to just brought back bad memories of me being looked at as just a drag queen so I was stuck…just where I wanted to be and I was satisfied, until I went too far and tried too hard to be accepted.

In my search for acceptance, I began to become too overconfident in my ability to succeed a began to look for more choices of where to go in such a short ill-conceived amount of time. What I did was start going to redneck themed places thinking I could be accepted when I was not and even had the cops called me one night in a venue, I was just trying to drink a couple beers then pee before I went to another place I had been to a lot. It turned out that they would sell me the beer, just not let me get rid of it.

As it turned out, I was/am able to live a long life and see many of my choices gang up on me in a very short period of time. Destiny worked its magic and gave me a full circle of life to live with. Throwing in that I was a transgender woman just added a little spice.

 

Wednesday, June 10, 2026

Trans Girl's Dreams...Nothing lasts Forever

 

Image from Bruce Mars
on UnSplash. 

Nothing last forever in a transgender woman’s world, or does it?

Many of my life’s earliest recollections begin with the vivid dreams I had of being the pretty girl of my thoughts, only to be shattered back to reality when I woke up into my same old male world. Sadly, I remember thinking at the time how bad it was that dreams could not last forever. Why was I stuck with the impossible dream.

At the time, I thought too, it was a possibility that I was going through some sort of a phase that I would grow out of. As many of us know, we did not grow out of any sort of cross-dressing phase, I grew into a more transfeminine one. It turns out that thinking me wanting to be a girl was just a phase was as wrong as thinking I was truly crazy because of my gender issues. I did not really think I was crazy for just wanting to be who I was, but it remained a thought in the back of my head which back in those days was reinforced by the mental health community.

As life moved quickly forward as it always does, in my thirties and early forties, I began to really entrench myself in the physical world of newly found cross-dressers and transgender women around me. For the first time in my life, I discovered I did have role models in the community I could learn from. In their lives, they were approaching the world as if they were never going back to their male selves, so why couldn’t I. My impossible dream may not be so impossible after all as I improved my feminine presentation to the point to where I could blend in with the majority of ciswomen I encountered when I started leaving the mirror at home and heading into the world.

From there, I began to set up small bucket lists for myself. Once I completed one task as a novice transgender woman, I immediately set up another. Basically, I set my tasks up on what my observations of women were anyhow and how much I wanted to try them in my new world I was experimenting in. An example was when I began to go to the big bookstores as me to see if I caused any negative attention. When I didn’t, I began to visit their in-house coffee shop and even began to use the restroom of my choice. The women’s of course. I would have looked very silly using the men’s room the way I was dressed.

Another problem I had was focusing on my dream. Just exploring the world without a plan was not getting me anywhere. In order to progress towards my goal, I purposely chose a few of the most trying experiences a ciswoman could have. Like going to an auto parts store to see how I was treated. The scariest experience I ever had was going to a pick it yourself junk yard with my wife Liz to pick up a side mirror for an old car we had. It was a very hot and humid Ohio day, and I was worried about melting in front of the guys at the junk yard, but no one gave me a second look, and we were off with our mirror before I knew it. But to this day, I am still shy of going into male dominated spaces because I know of how women can be taken advantage of from my old days as a male.

By the time all of this was happening, I was having a sneaking suspicion that my desire to live full-time as a transfeminine person was never just going to go away. In fact, it was just going to become more intense.

As my third wife Liz became more serious, she wanted to travel to a few places she had never been to and some that she had. The easiest way to do it was to sign up for tours with a local Cincinnati based tour bus company. Over the years, we traveled from Boston and Maine and New Orleans to Mardi Gras and Florida in the south. The challenge for me was always using the restroom with a bus who majority of passengers were women. I had some adventures along the way such as one elderly woman commenting that I was using “their” restroom, all the way to being afraid of confronting two agitated women in an Alabama restroom and being afraid of being arrested by a “good ol boy” southern sheriff for just wanting to pee. To add insult to potential restroom drama, matters just got worse when I became non-mobile to where I needed to use a handicapped stall where there was one available. But through it all, I learned to be resilient, and the world was not such a bad place after all.

It was about this time that my gender life flipped, and I knew my male life was not going to last forever but my female one would last as long as I did. It was during this period I survived two trips to the hospital. One for Covid and one for pneumonia which were the most gender numbing experiences of my life. When the nurses asked questions about my gender status since I was still biologically a male and I had to put up with all the nudity which went along with my visits. From it all I learned that being nice to the staff was the best way to go and they would be nice to me.

I am sure that kid in the mirror would have never thought his life would have taken so many twists and turns if he chose the gender path that he did. Would he have done it? Sure, but would he ultimately have a choice, no. Being transgender was simply something that was built into him from the beginning and he never would have a choice in the matter. As soon as he could come to that conclusion, the better off he would be when he discovered nothing lasts forever.

 

Tuesday, June 9, 2026

Using yet Another Term

 

Trans Tennis Star
Renee Richards circa 1976.

Recently, I used the term “dead name” to describe my old male name which I legally changed years ago. Rather than using “dead name”, Kayla wrote in and responded by saying she uses “former tenant” when referring to her former self.

I liked the idea and decided to pass it along to all of you for your consideration. I mean it is not like we have enough other terms which have evolved and even disappeared over the years. If you are of a certain age, you probably remember when transvestite was used as a term to describe many of us with gender issues. Then there is the term “transgender” which (according to Wikipedia) was originally used in 1965 by psychiatrist John Olivien then popularized by Virginia Prince in the mid 1990’s. Which was when I began to hear about being transgender and how it applied to me.

It was not until I began to go to the old “Tri-Ess” social transgender-cross dresser mixers, did I really begin to grasp the differences in the terminology to describe myself which was becoming more and more important to me. During the earliest times I can remember coming out to anyone was in the mid to late 1970’s when I used the transvestite term rather than using cross-dresser which perhaps would have been easier for the other person to understand. At the time, I was selfish and was not so concerned about what the others thought about me as I was about preserving my male self and was not coming out to many others anyhow. I stayed with thinking I was a transvestite which was not as far along on the gender disruption order as transsexual which meant to me as wanting major surgeries to live fulltime as a woman. At my age, “Christine Jorgensen” was the first person I remember as a well-known transsexual when she published her autobiography in 1967. The year I graduated from high school, so I had a real interest in secretly trying to find a copy of her book and try to read it which I never did. The closest I ever came was finding a copy of the “Renee Richards” book “Second Serve” which was published in 1976. I found it interesting when I researched Richard’s book in Wikipedia, no reference was made to her being a transsexual woman, only a transgender one.

About that time was when I began to seriously feel as if I fit the definition of a transgender woman more than any definition, I had ever seen before. I was somewhere off in a never-never land between being the cross-dresser I always perceived myself to be and the transsexual self which was rapidly disappearing as a term.

For me, at least as I “matured” into a “transfeminine” person which supposedly first appeared in a “Tapestry” publication from Tri-Ess in 1985. About the time I was seriously looking for ways to escape my gender closet. Also the time for me when I began to have serious access to the internet and social media which over the years was to open many new doors for me as well as many new terms such as the use of LGBT at all as many more letters were added to support different gender communities. In my latest search, I found the term is up to LGBTQIA+ to include all the variations on the gender spectrum.

Then there is gender fluidity which I have known a few people who have described themselves as such over the years. In fact, we had a gender fluid person attend our support group meeting here in Cincinnati years ago who went only with their middle initial as a name and refused any of the traditional he or she pronouns. I often thought maybe I was actually gender fluid growing up on the days I wanted to be a girl instead of the boy gender I was born into.

In another support group years ago, I mentioned another group catch phrase centering around Hormone Replacement Therapy or HRT. I called it HRT and Andi gently reminded me that a better, in-depth term, would be gender affirming hormones which made sense to me and I try to use both to this day.

Now I get to throw another gender term into my years old trashcan thanks to Kayla. I will never have to use a term I always hated anyhow to describe my ascent to being a successful trans woman in a world of ciswomen. Which, for the sake of staying with the theme of this post simply means a woman who was born female and still identifies as a woman.

I suppose the meaning of all these labels simply shows what a complex community the LGBTQIA+ really is and the most important thing is that you find the little niche you need to survive in. If you can follow all these changes, you deserve all the progress you have made. When push comes to shove all these terms are just semantics and you deserve more as you enter your authentic life.

I know there are other labels I have missed. I hope I have covered the major ones that helps us all and my “dead “name is now truly dead.

 

 

 

 

Sunday, June 7, 2026

Hey You!!!! Meeting Myself in the Middle

 

Image from Adam Winger
on UnSplash. 

For me, meeting myself in the mirror was never easy to do. While the group of boys I grew up around were blissfully doing boy things without a problem, I was struggling with the idea that I wanted to be a girl.

Sadly, for the longest time, I thought that someday I would have the chance to outgrow what would become for all to call gender dysphoria. For me, I was just a kid with problems I had no idea of how to conquer. Through all this time of my life my favorite quote to pass along was when some adult asked me what I wanted to become when I grew up, I could never tell the truth and say a woman as I lied and said a doctor or a lawyer. The only thing with certain that I knew was I would get an immediate trip to the psychiatrist if I had ever told the truth compliments of my parents. 

As I always say, age entitled me to a chance not to outgrow being a cross-dresser but did give me the opportunity to meet myself in the middle and start to mature into the transgender woman I am today. Before I did though, I needed to come up with an understanding of what the middle of being me really meant. What made it all so difficult was that my male life when it was going well it was very good, but when it was bad, I wanted out immediately. As I ran to my makeup, dresses and heels for comfort in the mirror.

The middle began to be harder and harder for me to find when I left the home mirror, gathered my courage and headed into the world as a transfeminine person. Many times, I could almost see and sense my middle person in the public mirrors I was still using to build myself up in places such as clothing stores in the malls and changing rooms I had started to use in all the thrift stores I was shopping to discover the latest fashion item I could wear. I was never any good shopping for women’s clothes as a man, as my feminine self-wanted to do it all and make all the final choices for herself.

In addition to fighting for the middle with my male self, I needed to fight my second wife for the rights to her husband. Like my male-self, my wife was a formidable opponent to any idea of me transitioning any further into the feminine world I increasingly wanted to live in. In many ways, she held all the gender cards because she knew I was a cross dresser when we met but never/ever agreed to me going past that point as she said she did not sign up to live with another woman. For whatever reason she never liked the transgender woman I was becoming and passed away before she could meet the finished product I had become. I don’t blame her because she just got caught in the middle of me not wanting to admit to what I always knew deep down…there was actually no middle point to me, I was destined to eventually live my life among ciswomen as an equal transgender woman.

The problem was, getting to the point of realizing all of this was easy to write about and harder to do. The biggest mistake I made was thinking my gender balance between male and female was so good that I could live as both in the world. While I maintained a long-term marriage and a good job. Trying to go all in on both genders cost me my already fragile mental health as I was still trying to do my research in the public eye about which gender direction I wanted to go. Long story short, I found without too much trouble I could carve out a new feminine life without the world questioning anything about my old male life. As I surveyed the world suddenly, I could see gender possibilities opening for me that I never thought possible before.

During this time in my life, I think I met myself in the middle too fast and tried unsuccessfully to slow my progress down until I could figure out what to do about the rest of my life. Primarily my second wife and my very lucrative job. Plus, on the other hand, I had put this gender teeter totter in motion, and it increasingly looked as if I could not get off. I kept up the old male charade I was forced to live as long as I needed to, and with the help of a few ciswomen friends, I was able to find a new middle point in my life as a trans woman. Which seemed to work well, until HRT or gender affirming hormones came my way, and the balance of my life was changed forever.

I had always viewed the possibility of me taking the gender altering hormones as a line of demarcation of me never going back to my old male life and it was. From the obvious growth of my breasts and hair to the overall softening of my skin and facial lines the changes came fast and furious and again I was forced to move up my timeline to discard (or give away) all my old male clothes and set my sights on a new bright future. Away from all the uncertainties of going back and forth between the two main binary genders of womanhood and manhood. My lifetime of juggling identities went away, my mental health improved as I entered the world I had always dreamed of my entire life that I had finally earned my way into.

The “earn” word is important here because of all the trial and error (mostly error) I put into finally facing the reality of my true gender and forever stopped meeting myself in the middle. Was it worth it? Sure, because I ended up not having any choice after all.

 

 

 

 

Saturday, June 6, 2026

Who Had it Easier

 

JJ Hart

The most ridiculous understatement I ever made to myself was thinking how much easier women have it in their lives than men do.

Those were the simpler days of just envying all the girls around me for their ability to wear pretty clothes when I was stuck in my usual boring male attire. As you can tell, my adolescent thought patterns about gender were much shallower back in those days. All I knew was I was having issues with going through male puberty and all its hair and added angles to my body while the girls were adding all the curves I so desperately wanted. It was about that time when I started to further torture myself by having dreams of being a pretty girl when I just had to wake up again to the same old world, I was so tired of at such an early age.

Another benefit I saw from the outside from being a girl was on the dating front. From my ultra shy vantage point, boys had to do all the work to chase a girl but gave it no thought to be a girl with no boys having any interest in you at all. It seemed all my ideas came from the problem I had for years of not being allowed to see behind the gender curtain to go through the insecurities of a girl’s puberty. As their bodies ramp up the necessities for possible childbirth later in life.  Which leads me to this, the incredibly short period of time a ciswoman has to level out their hormones and have the chance to live a so-called normal life. First, they have to go through puberty which shapes their bodies then go through child birthing years which strain their bodies and then go through menopause to reduce all the hormones again. Not to mention all the monthly menstrual periods most women must live with too.

In the days when I was busy with just being the “pretty, pretty princess” as my wife called me, she was taking me to task about never experiencing the so called downs of being a woman because I just wanted to appear as one, perfect my makeup and wear my pantyhose and heels as much as I could. For years, I went on clicking my merry way in my heels not giving much thought to what she was telling me. It was not until many years later that my heels finally led me to a path where I could finally learn what she was talking about.

Essentially, what I was able to learn from being a transgender woman and being able to live on both sides of the gender border was that both genders have their challenges. That humans are born as male and female, then get socialized (if they are lucky) into men and women. We transfeminine persons just were born into an unwanted male gender and were socialized into our chosen lives as trans women. The whole process gives us a deeper understanding of the world as we look into who has it easier in life, ciswomen or men.

Since the socialization process of being a male was what I was born into proved to be partially successful one for me, I have always thought men have had it easier. And women have it harder because they must put up with men. Even though, my gender dysphoria issues made me difficult to live with as a husband, I somehow have always found a woman to make the journey with me. Someday, I will have to write a post on the differences of my three wives during my life.

As I continued in vain to find the easy way out in my life, being a guy was the way to go as I found success in being able to bluster my way through in many situations and in others wondering how I would approach them as a transgender woman.

Finally, my gender travel took me behind the gender curtain where I could hear firsthand the experiences of all my ciswomen friends. It was not until then did I realize the grass was not always so green on the other side of the binary gender border. The only problem I did have was reversing all my experiences in the conversations we were having from male to female, so I did not out myself to my friends. I knew I was beginning to be successful when strangers outside of my circle of friends began to ask me questions on what to do about getting along with their boyfriend. I was flattered that other women had trusted me with their problems and were looking for input.

My own socialization journey had taught me that neither gender had it easier. Stereotyping here, men largely bluster and run when they can’t get their way and women are left to raise the kids and pick up the pieces. It is difficult to take such a complex subject such as gender and not stereotype something about it at some point, so I apologize.

I am sure that no matter where you are on your gender journey, you will encounter your own set of standards when it comes to the male and female genders and where you fit. It will certainly be an interesting journey with many individuals trying to tell you to stop. At that point, you must decide if maybe you have had it more difficult than either of the two main binary genders you have encountered. Many of them simply will not have the understanding it takes to approve of your journey, and you will have to move on. But, on the other hand, there could others who approve of you and even want to help. Just be careful that you know which is which.

When it comes right down to it, that girl you envied from afar in study hall, all the way to the woman whose fashion and passing privilege you admired so much both had their own problems to deal with. You just must get behind the feminine gender curtain to figure out just what they were.

 

 

 

 

Friday, June 5, 2026

When I Quit Recognizing Myself

 

Image from Vinicus amiz
Amano on UnSplash

When I thought of the subject of this post, I thought that was an easy topic. From the very first day I had a glimpse of myself in the family’s full-length hallway mirror I partially thought I did not recognize who I was looking at. Sadly, even with all the work I was doing to look like one of the pretty girls I admired so much, I still looked like my male self-wearing a dress with makeup. Most likely, the biggest problem in looking like a girl back then was the lack of access I had to my hair. I was cursed in being raised in an era when young boys’ hair style was short or shorter and a crew cut was considered a longer style. Dad took my brother and I to the barber with him every couple of weeks and we got our burr haircuts without question. If you don’t know, burr means almost no hair which was decidedly not what I really wanted on my head. I had no choice but to go along with the program, and had to use my imagination, along with a towel when I cross-dressed as my authentic self. Who was just learning to express herself. Even if it was only to be to myself.

It turned out to be years later that I began to be skilled enough to begin to match my exterior self with my feminine inner feelings. I had help from a professional makeup artist I will never forget who had the skill set to show me what I doing wrong with my makeup and the verbal skills to explain to me how to improve my life through ideas such as foundation basics to cover my beard and contouring my face to bring out the highlights I did not know I had. When he was finished, I truly did not recognize who I was looking at in the mirror. Plus, I really enjoyed all the compliments I received on my appearance from several of the attendees at the transgender-crossdresser social mixer I was attending. Once I was given that basic skill set to make myself up, I was able to start buying higher end cosmetics which flattered me even more.

In many ways, for a while when I did not recognize myself in the mirror, it scared me. Because I was losing touch with all my male past which had made me…me, for my entire life. I was shocked the first time I lost some of my basic male privileges I had always taken for common I would have such as my intelligence when I talked to men and my personal safety when I found myself in contact with a toxic one. Quickly, I needed to come up with a plan to support my new life as a transgender person without the old ways which I had been successful with until I could develop new ones.

Of course, too, there were my usual problems dealing with gender dysphoria when I thought I had done a wonderful makeup job only to see my male self-looking back at me in the mirror. Then, to add insult to injury, if I was being successful in navigating the world as a transgender woman, my impostor syndrome would set it. Impostor syndrome to me made me feel as if I was an impostor in the world of ciswomen and should not feel as if I belonged there at all. Who knew, just being a trans woman would bring all the baggage with it. When I ceased to recognize myself, I learned all the rest the hard way.

Even with all the new roadblocks, I began to do more than just survive in the new feminine world I found myself in. I began to thrive as I started to carve out a new exciting life where no one knew anything about my past as an unhappy man. I never let on to my past except to let strangers know I had been married in my past and had lost my spouse to a heart attack without ever mentioning which gender she was. As well as mentioning I did have a daughter when it came to family discussions. Technically, even though I did not birth her, I was in the delivery room for her birth which was as close as I could come with the circumstances I had to deal with.

Finally, I arrived at the point when I cherished the times when I did not recognize my old self and hated the times when I could still see his image slipping through when I looked for the first time in the morning in the mirror before I had a chance to put on any makeup. Rather than feel anymore of the pain of gender dysphoria, I got to the point of thinking I was stuck with what the world had given me as far as my appearance went. The idea I used worked well because I felt I never looked as bad as I thought and certainly not as good as I arrived at the point where I was erasing my male self for good.

I would be remiss if I did not mention the role gender affirming hormones or HRT played in all my progress in my lifetime male to female femininization project. While the hormones did not make me anymore or less of a trans woman. They certainly made me feel the process more. Almost immediately, as my skin began to soften and my breasts began to grow, I began to feel emotions flow through my body that I had never felt before in my life. My facial angles also began to soften, allowing me to do less contouring with my makeup when I went out was one of the good things which happened. Along with me not recognizing myself when all a sudden it was me who was reaching for her coat saying she was too cold in a venue, and I was not making it up.

I guess you say I covered about as much ground as I could erasing my old male self without going through any major (or minor) operations. But I did make it to the point where I did not recognize any of my old self anymore.

 

 

Monday, June 1, 2026

Visiting the Vampires

 

Image from Mike Lloyd
on UnSplash.

Today was a rushed visit to the Cincinnati Veterans Hospital for bloodwork before they shut down for a week to switch over to a new digital system that we all know will cause new headaches.

Most all my bloodwork can be done at an off-site closer clinic to my house which does not require a trip downtown into a very congested area. Plus, with my mobility issues, it makes the entire process of going downtown for specialized work very unpopular with me and my wife Liz who must do all the driving.

The specialized test I needed to get done before the shutdown June fourth was for my Estradiol blood levels. For some reason, my levels had dropped nearly fifty points from a level they had been at for literally years. For that reason, my endocrinologist requested another test of my HRT levels. When this level comes back, if it stays low, it will be interesting to see what ideas she has, such as maybe doing away with the patch system and switching to injections which for no real reason, I have always stayed away from.  I am not afraid of needles; I am just lazy about the possibility of giving myself injections. One way or another, I will have to jump off that bridge when I come to it. I think my hormonal levels have jumped back up because of an overall increase in the fullness of my breasts, so I may be jumping to conclusions I did not have to.

Past that, we were able to beat the rush this morning at the VA because the vampires (blood lab people) open up at six thirty and we were able to get an early start and be there before seven. For the appointment, I chose a three-quarter sleeve feminine lace trimmed blouse, leggings and flats. Along with a light application of makeup which seemed to work because I was not misgendered at all and was actually smiled at by several men who passed me by on the way to the second-floor labs. I will take that as a win everyday since I have had mixed results over the years at that hospital. Usually, the smaller clinic I go to is better because they know and remember me, but they just could not do the specialized Estradiol test because they needed to send it out for testing.

Now I play the waiting game (which if you were in the military, you know what I am talking about) before I can get the results back. I doubt if it will be very soon because of the overall system disruptions which are coming up.

This is a short post today because it is my transgender grandchild’s birthday today who is working up in Maine and I have to send them birthday wishes plus a small gift. Happy Birthday “A.”

 

  

Sunday, May 31, 2026

More Serious Stop Signs

 

Image from Steve Lieman
on UnSplash.

“Tia” wrote in yesterday and commented on my recent “Stop Sign” post. She wanted further insight into what my biggest stop signs were and how did I get through them.

First, thanks for the insightful comment, Tia and here are the answers as I remember them now.

By far, my biggest stop sign was put directly in my path by my second wife. As I was stuck between the rock and the hard place with her because of the transition I was slowly making from cross-dresser to transgender woman and my wife. Rightfully so, my wife pointed out I was breaking the marriage covenant we had and she did not want to be married to another woman. The last thing I want to do here is make her the bad person in all this gender turmoil because she knew and accepted my cross-dressing before we got married.

She even went as far as attending the social activities I went to in Cleveland and Columbus, Ohio and supported my efforts to leave the house to explore the world as a transfeminine person for the first time by backing me with money for motel rooms to get ready in. The only real stop sign I had was to agree to never leave the house dressed as me. Was it enough for me? No. I blew right through the stop signs and started to throw caution to the wind and go out into the world like the authentic me. Regardless of the heavily populated area of town, we lived in.

I kept on doing this until I was caught time and time again by my second wife and could not lie my way out of me breaking our agreement. I resorted to even going to therapy for help which never actually came. Mainly because I was not doing anything wrong in my struggle to just be the inner female I always thought I was. I even had a therapist I respected totally tell me that and I just ignored her. Thinking I could balance my gender issues and fight on to maintain the status quo. By ignoring the stop signs I was facing, I was just making my life worse and not helping our relationship in the long term which I will get back to later. Because, as it turned out, there would not be a long term relationship anyhow.

In the meantime, as I became more serious about the possibility of living out my life as a transgender woman, I began to see other stop signs ahead. They were major signs too such as how I would support myself in the world without my wife and perhaps the rest of my family. Obstacles which face nearly all transgender women and transgender men as we attempt to cross the gender border and live out our lives as normal everyday citizens. It is difficult to end one life, pick up the pieces and start over again. Something I wish all the transphobes who try to attack us would try to understand but that is a whole other topic.

Pure destiny helped me to negotiate the other major stop signs I faced with the attitude that if others could complete a male to female transition, why couldn’t I. Life became a circle for me as I went through the darkest period of my existence before I was able to pay my dues and take advantage of the new world I was in. The most tragic part was losing my wife to a major heart attack. I never ever thought she would ever die before me with the stressful lifestyle I was leading but I did, which led me to wonder what I would do about the biggest stop sign of all in my life. In the new darkness as I searched for my new path which had existed so long. All I needed to do was remove the stop sign and continue to live.

I also found I needed to do a quick look into who was important to me in my life and who I could afford to lose if I crossed the gender border. In my darkness I guessed my daughter who would support me and my only brother would not. Which was exactly what happened. It has been over a decade since I have talked with my brother, and my daughter has become one of my biggest supporters. My parents had long since passed on so I did not have to worry about coming out to either of them. Even though I did try to come out to my mom years ago and was rejected. I took that stop sign down and forgot about it.

It seemed, once I got used to taking down my gender stop signs the easier it got. Although that was not necessarily the case. Destiny stepped in again and provided me with an age excuse when it came to how I was going to support myself. I was fortunate to have worked a good job with a good wage which helped my Social Security retirement payments. I turned out if I was able to sell the collectables my wife and I had collected over the years, I could retire and support myself. Which saved me having to look for a job as a new transgender woman.

Of lesser importance was when the Veterans Administration started to provide care for gender conflicted veterans such as me. I jumped at the chance for lower cost HRT meds and the mental care to get them. The mental care provided me with a qualified therapist who helped me with the legal documents that assisted changing my legal gender markers within the VA and the public sector.

Perhaps removing the biggest stop sign of all that remained was discovering a loving relationship which I could cherish for the rest of my life. That person of course was my wife Liz who discovered me on an online dating site. I was always a social person and had resigned myself to a life of being alone before I met Liz and we are still going strong over fifteen years later.

I hope all of this answers the questions Tia and all of you may have had about my transgender stop signs and how I handled them. Some stopped me for years while others I simply rolled through or ignored altogether but one way or another I made it. As always, all of your comments are appreciated!

 

 

 

 

Living the Dream before it Consumed Me

  JJ Hart As I crossed the six-decades portion of my life and spent at least five decades of it trying to stay under control by cross-dressi...