Showing posts with label JJ Hart. Show all posts
Showing posts with label JJ Hart. Show all posts

Sunday, July 20, 2025

Can You Ever Enjoy the Ride?

 

Image from A. C. on UnSplash.

Lately, it has occurred to me how often I did not pause to enjoy my gender journey.

Perhaps it was because for the longest time I experienced very little gender euphoria for two reasons. The main reason was, I was never raised to feel any joy in my life. Nothing was ever good enough. So, when I entered the world as a novice cross dresser or transgender woman, life was very tough. The other main reason was, I was approaching my life from the exact wrong way. Deep down I knew when my “buzz” went away so soon from merely dressing up in feminine clothes in front of the mirror, I was doing something wrong. I did not know then my gender issues ran much deeper than just a love of fashion and makeup.

Before I knew it, I was in a vicious gender circle in my life when I needed to dress up rather than wanted to. There was a huge difference. When I needed to cross-dress, I had the tendency to take more chances and jeopardize my life as I knew it because I knew there was no way my parents would ever understand how their son was really their daughter. Plus, there were many other distractions too, such as not being able to afford my own wig until I was well into my college years. I hated running around with a towel on my head fantasizing that I had a full head of luxurious girls’ hair.

There was always something I was reaching for which ruined my present enjoyment. Such as a better dress, shoes or makeup which could help me look better as I had neared an impossible ideal of attractiveness. Facing my reality of appearance when the only feedback I had was in the mirror. As we all know, the mirror has a tendency to lie to you if you are not careful, and I needed a way to test my presentation as a transfeminine person in the public’s eye. Easier said than done, when I was busy living my own down low in a male life I was frustrated to be in anyhow.

Very quickly, I learned the mirror had been lying to me as I was rejected by the public. To succeed with my dream, I needed to pause my life and attempt to find out why I was having all the problems I was having. Almost immediately, I determined I needed to get my male self out of the way. He was dictating how my fashion presented itself and it was all wrong. For any number of reasons trying to dress sexy in the wrong places was getting me into trouble. My guy was dressing me for other guys when I should have been dressing for other women. Once I figured out, I was not a teen aged girl, my public life became decidedly better.

So much better, I was even able to enjoy several of the solo nights out I went on to be by myself. Even though I knew I was a transgender woman, I was just being me, and the public (amazingly enough) was accepting it also. My mirror even came back into play, and I used it more often in places such as women’s rooms to adjust my hair and makeup.

Life then began to roll on very fast. All the way to the point I was having a difficult time keeping up. I was learning so much about the feminine side of life, it was too late to turn back then and more and more, I was discovering how much I loved this new side of life I had always dreamed of.

Also, my life was reaching a new level of complexity as I was shutting down the male side and giving full access to my female side who had waited so long to be free. My problem was I was still trying to live part time in both genders as I transitioned, and I was afraid of what would happen when I lost all my male privileges. Finally, my mental health could take it no longer and I had to jump off the gender cliff I have written about.

As I jumped, the ride down was scary but fun in its own way, not unlike a big rollercoaster at an amusement park, the ride up in many ways was worth the ride down. All the fear and terror I had experienced when I had come out to a close family disappeared when I was accepted by my daughter and my wife Liz and a warm set of relief sat in. I could not wait until I could get back in public and live my true existence out of the closet. I was creating my own universe for a change and not relying on someone else to do it.

I began to build my own female privilege and thrive in it. It continues till this day and is the topic for another day. In the meantime, I often try to pause my life and enjoy where I am in my life.

 

 

Saturday, July 19, 2025

Creating a New Life

 

JJ Hart, Club Diversity, Columbus, Ohio


As transgender women, we have a unique method of creating a new life.

Obviously, we cannot host a birth ourselves, so we do the next best thing, allowing our inner feminine selves to flourish in the world. For some of us, the process takes a long time. I was referring to myself as a late in life transitioner. Occasionally, I still receive the comment I was not transgender enough to transition. Or why did I wait so long. Comments such as those used to bother me until I grew confident enough in myself to ignore them. We all have our own path to creating a new life. How we get there, and our methods are our own business.

What is lost on most civilians is how difficult it is as we create a new life. Which is even more difficult because we are only bringing out what was always there. It took me decades to discover I had all my gender issues backwards. Life became easier for me when I learned I was a woman all along, cross dressing as a man. As with many or all of you, I set out to convince others of my true self.

At first, I needed to prove to strangers I was so much more than a man putting on a dress parttime or a drag queen in my days of hanging out in gay venues. It was not until I began to leave my comfortable closet and take on the straight world, did I begin to improve my confidence and overall presentation. As I went out, I took my bumps and bruises and invested heavily in my future as a transgender woman. I finally learned it was time to cash in my gender chips and go for it all. Each chip was a unique experience I learned from as I learned how to create my new life.

When I had started to test out the ciswomen gatekeepers and was accepted, I knew I had reached the now or never stage of my life. It was time to face my true inner self and live my truth. The secret of making my trip personal was a scary step. I needed to risk strangers taking advantage of me, or my emotions which had been badly damaged after the death of my second wife. I thought I had effectively shielded myself off to the world as a novice transgender woman, but the opposite happened.

As women have a way of doing, they read the true damaged me and a select few reached out. The main one was my wife Liz who I have been with well over a decade now. Just when I was hopelessly online seeking a date with another woman, she responded to me, and we started to communicate back and forth. Liz, as well as my daughter, were instrumental in me creating a new life. They were powerful feminine role models who I could (and can) fall back on to this day.

In many ways, I could resent being born with gender issues as a problem I did not need, but what good would that do. I would never have had the chance to look deep inside me and create a new life which started with hidden glances in the mirror and morphed into a full-time life as a transfeminine person. I would never have thought it possible.

 

 

Friday, July 18, 2025

Cutting a Life in Half

  

JJ Hart at Witches' Ball


Cutting life in half is difficult.

Perhaps I am biased, but I feel transgender women and transgender men feel the cut deeper than the rest of the population. Some of you may even remember the days when a transsexual person was expected to go through gender realignment surgery, then move to a completely different town and start all over with their life.

At my age, I remember all of that, and it was one of the reasons I balked at going through a major gender transition in my life. However, I was fortunate. I had two transsexual role models who were determined to do the gender change in their own way. One was a Columbus, Ohio fireperson who restored her own house in German Village, an upscale historical area of Columbus. She was preparing to retire from the fire department and there was no way she would move after surgery. It has been many years since I have heard from her and the last, I had heard she and a lesbian had moved in together.

The other transsexual I briefly knew was a beautiful woman who was going to complete her gender surgeries also. As I remember, she was an accomplished electrical engineer who would have no problem finding a job wherever she decided to go. We were never close, so I lost contact with her too.

Back in those days, I was very naïve and considered a very feminine appearance was all it took to cut your life in half and start all over. I had not yet even begun to pay my dues to be able to slip behind the gender curtain. One of my main considerations back then was how far did I want to go to cut my life in half and start all over. I certainly did not have the money saved up for gender surgeries and loved my wife and new family. A lot to consider giving up. The only thing I did know was, I thought about it continually.

Then I began to explore seriously what it would take to cut my life where it was the beginning again and I could start all over as a transgender woman. Another problem I had was, the more successful baggage I accumulated as a man, the harder it would be to stop the train and go back. I was stubborn and tried to take the middle road. I worked on my makeup presentation and fashion and shopped till I dropped for just the right piece to add to my closet. At no point did I ever consider myself attractive, but I did feel I had done enough in my appearance to live that way for the rest of my life if I needed to.

As I reached the point of no return, it was time to cut my life and start all over again, but I did not. Sure, I had given away what was left of my male clothes to charity, but I did not give away my lifelong love of sports and women too. I found the big sports bars I used to frequent as a man were also welcoming to me as a transgender woman. And most amazingly, I learned my sexuality did not have to change either. I had more cisgender women and lesbians approach me as a new transfeminine woman as I ever did as a man. Dispelling another myth from the old days that when your gender changed by surgery, your sexuality had to change too.

What I did get rid of was any pictures or awards from my past. When other women talked about their families, I could talk about mine also, but just to a point. I found out the hard way, there would be no hint given at any time that I was a veteran and drafted during the Vietnam era. The entire process turned out to be a sure-fire way to out myself and draw reference to my male life if I was not careful.

Cutting and resurrecting a long life is never easy. Especially when people are curious about you. I went through tons of trial-and-error conversations before I finally began to get it right. Now I save details of my life for people like the prying woman a couple of weeks ago at the graduation party I went to. She went to the extent of calling me dad because of my daughter so I went to the extent of telling her I was drafted in the military during Vietnam. Plus, to confuse her even more, I told her my first wife, and third wife were sitting at the table also. After that, she gave up and left. It’s rare I have ever had a chance to pick and win such a battle.

In no way though, do I ever want to make any of this sound fun, because it is not. What stays and what goes away is always such a difficult set of decisions to make. I hope you can make yours easily.

 

 

 

Thursday, July 17, 2025

Writing your Own Script

 

Image from Prophsee Journals
on UnSplash. 

I never found it easy to write my own script.

Sure, I could blame my gender issues on my problems but not all. I discovered very early in life I did not possess many of the dominate male traits to be a complete success as a man, so where was I to go. For example, I could not blame my lack of athletic prowess on my being a cross dresser. I was just not that good of an athlete. When I was on the football team, I wanted to be a cheerleader. They seemed to be having all the fun while I was getting beat up by a faster and stronger opponent.

Rather than setting out to write a new script as a cross dresser or young transgender girl, I internalized my script which turned out to be the worst move of all. I had nowhere to go or no one to turn to for help with writing my girl’s workbook. No sleepovers with other girls my age for ideas of how to be feminine.

I was stuck. I could not live either life I was in. I made a less than adequate male as well as a cross dresser who had nowhere to go in public. Plus, it would be years before I could go out of my closet and test the world. Once I did, I was very much a dismal failure. My earliest attempts at Halloween glory ended up with compliments on my legs but not much else, and the biggest problem was I needed to wait a whole other year before I could escape my gender closet again. I kept dropping my pen when I was trying to write. All I really knew was I was a male by default. Having been born into a gender I never liked.

On the rare nights I was able to escape and sample the public, often I could not read or follow the notes I had hastily scribbled down. And another problem I had was I was making a deep dive into being a transfeminine person so rarely, I could not remember what I was doing right or wrong. Even still, I did the best I could as I still obsessed with the brief moments of gender euphoria I experienced. Occasionally, I could see my gender dream was possible and I kept on writing. Chapters began to appear such as presenting as a woman with confidence and communicating with the world as a new me.

I was pleasantly surprised when I could read and react to the new chapters and attempt to keep them from invading my everyday life. It was impossible for me to walk around the majority of the time wondering how it would be to experience the world as a transgender woman. I was never good at self-control, and it was showing if I was not careful. Primarily with my wife who knew I was in my gender zone and resented it for the most part. She was too smart to listen to or believe my excuses about what I was really thinking about. As time moved onward, I became better at hiding my writing from her. Or so I thought. In reality, she saw our life slipping away to another woman (me) she could not control. In return, I resented her for being a strict feminine gatekeeper who would rarely let me behind her gender curtain by telling me I was not ready.

She was right. I was not ready at that time, but I was gaining fast regardless of her misgivings. In the midst of many ill-advised moves which jeopardized our long term, twenty-five-year marriage, I was making other moves which were proving I could make it to my lifelong dream of living as a transgender woman. More importantly, I was reading my writing clearly and the results felt so natural.

I also discovered writing your own script could be very messy and selfish to do. Many times, my wife and my male self-ganged up on me with fear tactics on what could happen if I transitioned. Many fights later, I finally prevailed by default when she unexpectedly passed away, leaving me alone with my writings. I cleaned up my mess and prepared to live out the rest of my life as a full-time transgender woman.

I think my lifetime of experience writing a new gender workbook for myself proved to be a worthy accomplishment. Once I understood where it was coming from. There was nothing wrong with me as I learned to navigate a new world I was just getting used too. It just took me awhile to catch up with the rest of the cisgender women who had a head start on me. I just achieved my womanhood from another path which is the topic of another blog post altogether.

 

 

Wednesday, July 16, 2025

Staring off The Cliff

 

Image from Anton Luk
on UnSplash 

When I reached a point where I saw the real possibility I could live a life of a transgender woman, I found myself staring off a deep gender cliff.

The biggest problem I had was wondering how I would land if I threw caution to the wind and become (as my second wife called it) man enough to be a woman. As I slid down the slippery slope towards my cliff, sometimes I was fearless and other times scared to death. I can’t tell you the number of times I sat in my car adjusting my hair and makeup before I went into a venue. At times, I considered bringing an oxygen tank along in case I hyper ventilated. I did not because I thought it would ruin my outfit.

Another problem I encountered was alcohol. When I drank, I became much more fearless but to get to my arrival, I needed to be brave and walk into a venue to order a drink. It took me awhile to put the alcohol in my rear-view mirror and get on with my life, but I did it.

Along the way, I cannot stress enough about all the bumps and bruises I had when I slid down a very slippery gender slope towards a very steep cliff. I was facing losing everything I knew, owned and loved to be a transgender woman, so I wanted to make sure I was doing my slide right. For the most part, I did good except for impromptu visits from the police after I used the rest room of my choice and another night when I was asked to leave a venue after I was doing absolutely nothing wrong. I mended faster than I thought I would and chalked the experiences up to what I needed to go through to transition in the straight world which I was trying out for the first time.

The main thing which kept me going was the deep feeling I had I was doing the right thing. I had spent too long in front of a lonely mirror to turn back then. I needed to face the cliff and decide how and when I was going to jump because it was becoming increasingly evident to me, I would need to.

After my second wife passed away, I went into another lonely dark period of my life when the only thing I did was go out in the world as a transfeminine person and watch the occasional sporting event with my brother as my old male self. What did happen was, I felt the time I was spending as a man was being increasingly wasted. Even my male self was seeing the beginning of the end to his life.  If my brother did not accept me (which he did not), he would have to go away.

What really helped me to overcome my fear of the gender cliff I was looking at, were the ciswomen friends I was developing. The give and take I felt when I was invited to girls’ nights out or even lesbian mixers was propelling me forward to making the ultimate choice in my life. Ultimately, I started gender affirming hormones under a doctor’s care and made my decision to jump off the cliff even easier to do.

It turned out, my women friends knew me better than I knew myself. They saw no traces of my old male self and helped me with the nuances of living in a feminine world. Many times, all I was doing was going along for the ride. Never had I ever experienced so much about a new world I desperately wanted to be a part of in my life. It all made my fear of jumping off my gender cliff so much easier.

Another example would be, I had taken the time to do my homework and build a solid base before the slippery slope claimed me. I waited for two extra years working at a job I hated to make sure I could retire on Social Security and not have to worry about transitioning on the job. During that time, my gender universe opened a little more when the Veterans Administration health care program I was in approved gender hormone therapy for veterans which gave me access to mental health care and cheaper medications.

It all turned out to be time well spent and came back to help me when I finally made the jump down my gender cliff. My experiences and friends made the landing so much easier. I ended up wondering why I had waited so long doing my preparation.

 

Tuesday, July 15, 2025

Living the Transgender Reality

 

Image from Brian Kyed
on UnSplash. 

For me, living a life as a transgender woman was much different than my life as a cross dresser.

I mention it because of the comments I receive here mentioning those of you who may be on different phases of your gender journey and are on the gender balance beam. Such as regular reader “Michelle” who commented: That “gender balance beam” you described? God, it brought me back. The confusion, the hope, the guilt, the not-knowing—all of it. And the way you talk about HRT, how your body just... knew? That hit me so hard. I’m still early in my journey, but reading stories like yours gives me hope that it can work out. Even if it’s messy and hard."

Thanks for the comment! Yes, somehow my body knew I had just made the right choice when I started gender affirming hormones under a doctor’s care. As far as the balance beam went, I have never been coordinated enough to stay on any sort of object, but somehow, I was able to stabilize myself several times and live a transfeminine reality.

Backtracking just a bit, this morning I read a thoughtful post on Stanas' Femulate blog which went into how women accept (or don’t) when their men come out to them as cross dressers. In my case, I write excessively on how my second and third wives interacted when confronted with my gender issues.

The entire interaction was a story of contrasts between the two women who never had the chance to meet when my second wife passed away. My second wife knew of my cross dressing before we were married, and it was never an issue for her. Although she never let on, she never liked the feminine version of me at all. The problem arose as it became increasingly evident, I was much more than your average cross dresser, as I increasingly slid towards my reality of being a transgender woman. The problems all of this gender turmoil created were never her fault. They were mine because I refused to face the reality of who I really was regardless of the costs.  She was well within her rights to refuse me any help as I moved towards my gender dream which would not include her, and I understood that.

Now, on to my third wife Liz. I have been with her for over a decade now. In many ways, she is the exact opposite of my second deceased wife. Liz met me online in a woman seeking woman chat room and rescued me from a very dark time in my life. I was falling off the balance beam. After many months of chatting back and forth, we decided to meet up for our first date with a couple of other women at a drag show.

At the time, I was still reluctant to finish my male to female gender transition. I was living a minimum amount of time as a man, and I had not started hormones yet. The reality of transitioning was still sinking in. After a few months of being around Liz, she told me she had never seen any male in me so what was I waiting for? All I needed to do was make a doctor’s appointment and start HRT and within a very short period of time move in with her in Cincinnati. So, I was able to make a clean start as a transgender woman.

As you can tell, during my life I have been blessed to be with several women who loved me and I learned from all three, including my first wife who I saw just last week as she is the mother of my only child. Even though she only knew me as a crossdresser, we still get along.

Any way you cut it, coming out to a woman you are in a relationship with is one of the most difficult realities of being a cross dresser or transgender woman. I think women who accept us are saints for putting up with such a unique set of challenges. What hurt me the most was my second wife agreeing to me becoming the best woman I could become then not liking the feminine person I was becoming. In all fairness to her, I did go through many changes in my reality when I transitioned and she passed away before meeting the true me. I doubt if there was any way we could have stayed together but maybe we could have been friends.

Maybe you can use the old marriage pun: Life is a bitch until you marry one. And change it around to being transgender is a bitch, until you become one. The truth of transgender reality?

 

 

Monday, July 14, 2025

Unlearning LIfe

 

JJ Hart

Over time, I spent so much time and effort unleashing my male past, I cannot remember it all.

As soon as I could think about myself, I knew something was wrong. I just did not know what. Primarily, I did not know I was trying my best to survive in a male world I wanted very little to do with. Perhaps the biggest problem came when it was time to unlearn all the male life I was forced into. I was the proverbial round peg in the square hole, and I did not like it, even though I was rewarded with white male privilege when I was successful.

By choice or not, it seemed I was always fighting myself or the world for my gender dreams or goals. Very early I knew somehow, I wanted to be a woman someday, a deep dark secret I needed to keep to myself. Overall, I was deeply conflicted about where my life would end up because it seemed as if I was on a runaway gender train I could not get off.

A prime example was when I entered male puberty. I watched in shock as my body grew angles, and I needed to walk like a man. I am sure I was a comical sight, but I tried. I did not want to be referred to as a sissy and bullied in school and I was successful. Until it was time to reverse it all. When I left the cross-dressing mirror and entered the world as a novice transgender woman, there was so much to do as I was busy unlearning my male life. First of all, there was that male walk I needed to get rid of. There was no way I could overcome the positive feminine presentation I had succeeded at doing, if I was going to continue to walk like a man. Plus, I had the challenge of doing it in heels.

When I learned to walk in heels, I learned the inherent power of female privilege. Suddenly, my legs looked better, and men paid closer attention to the clicking of my heels. I just needed to match the rest of my fashion to blend in with my shoes. Since I loved my boots, the first thing that I did was try to save up for a pair of nice, heeled boots and find them in my size. Thank goodness for Payless Shoes. For the most part, I did good in my heels except for the time I got a heel stuck in a sidewalk crack in a mall I was walking in and the time I fell on a wet spot in one of my regular venues I was in. I survived and learned I needed to be more comfortable.

Another major gender response I needed to unlearn was to always look another woman in the eye when I talked to her, especially in bathroom situations. Eye to eye contact was normal in women’s rooms and totally not in men’s rooms. The new rules of the “room” I needed to unlearn and relearn if I was to survive as a transfeminine person.

Another major point of contention I write about often, is the difference between male and female aggression. I needed to unlearn the old male aggressive ways of coming right at you. On the other hand, I was clawed many times when I failed to recognize the passive aggressive intentions of a woman I was dealing with. Often behind that smile was a sharp pair of claws waiting to take a shot at my back. I needed to keep my head on a swivel and always be careful when I was dealing with other women in the girl’s sandbox. Lesson learned and I moved on as a better transgender woman.

Finally, all these lessons began to come together in my life, and I started to become a whole human being again. But this time, a human I wanted to be. No more unwanted male who I still needed to fall back on in times of duress. Afterall, I had to live with him for nearly fifty years, so there was some good to remember. I found I could relate to both binary genders better and understand where they were coming from. Of course, men were the simpler of the two genders as I suspected and women were more complex, and they led more layered lives.

None of it mattered to me as my world opened in ways I never imagined. Going to the extreme of unlearning my old life was radical but then again, I was able to make it work in my own way. If you are searching, just be aware everyone’s journey is different but maybe you can make it too if you are careful. There are huge inherent problems when you decide to forsake your male privileges and enter a new gender world.

 

 

Sunday, July 13, 2025

Painting Myself into a Corner

 

Image from UnSplash.

I was always an adequate house painter and not much more.

Possibly my biggest problem was ever finishing a project. Every time I would start, I got bored and quit before the project was done. There were even times when I would unknowingly paint my way into corners. Little did I know, all of this would carry into my life as a cross dresser and later a transgender woman.

Like many of you, I started experimenting with my mom’s clothes which I became attracted to at a young age. It was most likely a carryover from watching mom (and admiring) put on her “face” or makeup as she called it. I wanted to see how the whole girl package worked for me. At that point, I began to place myself in danger of painting myself in a corner I could not get out of. The corner I am referring to is being caught and facing irreplaceable damage to my life as I knew it in a male dominated family. As the oldest son, I was expected to carry on a macho tradition.

The problem was of course I did not want anything to do with male tradition because I was enjoying my alone time cross dressing as a girl so much. I worked onward on my feminine artwork, as I sought to buy my own makeup and pantyhose from my allowance and newspaper route money. Then I experimented with my limited time until I became a little bit better and did not look like a clown in drag. I was slowly finding my voice as a transfeminine woman.

The more I discovered, the more I risked painting myself into a corner. When I was in the corner, sometimes I paused to look around for a reality check. An example was the night I was in one of my regular venues dressed to fashionably blend in with the rest of the women and I needed to discover if I wanted to escape the corner I was in at all. It turned out I loved the real me and wanted more time out of my closet. I was beginning to learn who I really was, but it turned out I would have many more corners to paint myself into. Such as settling into one new person and not changing each time I went out into the public. I was shocked how quickly people remembered me; I needed to wear the same wig as a start to solidify my future in the world as a transgender woman. In a way, the experience was boring because I was always enjoying my newfound ability to shop in wig stores for the so-called perfect hair after waiting all those years to do it.

Another of the major corners I painted myself into was how I ended up just pursuing the basics of communicating with an all-new world. I never expected people (particularly other women) would ever want to talk to me as a woman because they rarely wanted to as a man. My guess is the women were just curious about me wanting to be in their world, or just I did not threaten them anymore when they let me behind their gender curtain.

In many ways, my decision to undertake gender affirming hormones was me painting myself into a corner was the biggest risk I had ever taken. Undertaking HRT was my own ride or die. Either I made it as a transgender woman with the help of hormones would preclude me ever going back to a male life I never asked for, or I would have to find another way out. Spoiler alert: I was fortunate when I cleared the medical screening, I needed to begin what I considered to be lifesaving hormones, and I flourished. My decision could be compared to a gender insurance policy. I was making sure I was successful when I finally synced up my inner and outer selves.

Today, I have put down my paint brush and concentrated on living my life as a supported transfeminine person. Sure, I confuse some people with how to refer to me, but that is their problem not mine. They need to be educated to the world anyhow. Transgender women and transgender men are not their enemy, but their ignorance is. I filled my world with acceptance from a loving world and watched many other people paint themselves into their own corners. I took many risks along the way to do it and out of sheer will power to do it.

I have felt the depths of loneliness, all the way to having a new family all my own (except my daughter of course, she was always there). I don’t think I would recommend such a unique human journey to anyone else, but it was anything but boring.  As a painter, I have finally come close to finishing a project.

 

 

 

 

Saturday, July 12, 2025

Did I think Life Would Turn Out this Way

 

JJ Hart.

Did I think life would turn out to be this way, I would have said NO!

In the earliest days of just exploring my mom’s clothes and admiring myself in the mirror, I never thought life would have become as complex as it did. For years, I thought my cross-dressing urges were an innocent hobby which hurts no one. I was entertained and it was all that mattered in my selfish world.

Little did I know, all I was going through was just the beginning of my life I would have to adjust to if I was going to survive. I was embarking on what turned out to be a very unique life as I had the opportunity to live life in two of the main binary genders.

To put it all together on a timeline, I was in my thirties when I first read the term transgender for the first time, and I thought I had finally found a term which described me. Or, at least put words to my gender dream of possibly living a transfeminine life. Up to that point, I had only experienced the other gender variant people I met at various mixers I went to. When I attended the mixers, I met everyone from cross dressers in cowboy hats barely covering their masculinity all the way to impossibly feminine transgender women who were on their way to surgery. I certainly did not think the mixer I went to would turn out that way. I was expecting to attend, meet people like me and come away with new answers about myself. Of course, it did not turn out that way, and I came away with more questions than answers afterwards.

Primarily, I found myself on a sort of a gender balance beam. I was very clumsy and became well versed in playing both sides of the gender spectrum. At times I was good at my games and at times I was very bad, and I suffered. Through the bad times I needed to keep my eye on my gender dreams, be selfish and do the best I could. Perhaps the worst part was, I still did not know how any of it would turn out.

It was only when I managed to escape my dark, lonely gender closet and explore to learn if my future transgender dreams were possible at all. I was in a long-term marriage with a woman I loved, in a successful job and outwardly living a good male life. Why would I want to sacrifice any of the white male privileges I had earned. I did not think on occasion that I ever could.

What changed everything for me was the further I went on my journey, the more natural I felt. I began to think more about my life was meant to be this way. When I was selfish in my gender choices and I did my best to be a chameleon with my life. These days, I would be known as being gender fluid. Another term not known in those days, instead I thought of myself as an androgynous person. Especially when I started gender affirming hormones or HRT. What happened was, I really started to play with fire then. I had given myself a loose timetable until I made the final transition from male to female but could not keep it when the changes to my body became much more noticeable than I had ever imagined.

I never had thought in a million years, my life would turn out this way and I needed to arrive at a point where I needed to be selfish again and give up on my male self. My longer hair, softer skin and budding breasts were giving me away. It was time for a change. In fact, way past time for me to face the inevitable, I should have been living a transfeminine life all along.

All the torment and balancing acts I put myself through were no more than tormenting myself needlessly. Perhaps the final clue was how quickly my body took to the new feminine hormones. There was no negative to the process at all and the calm I suddenly felt led me to feel I was in the right place.

So, no, I never thought I would be in the spot I am in today. I am living as a transgender woman with a wife who supports me totally. The only slice of life I lost was my brother’s acceptance which was overcome by my daughter’s. It has been over a decade since I have spoken to him and truthfully, I haven’t missed our interaction. I am sure I had a few lucky breaks along the way, but for the most part, I think destiny was leading the way. Along with my stubbornness to continue my journey. It does not matter as it all worked out.

 

 

Friday, July 11, 2025

It's Just Life...Not a Joke

 

Image from Engin Akyurt on UnSplash.

It took me awhile before I finally came to the point in my gender transition when I gave up and thought the whole process was just life and not some sort of an evil joke.

I had struggled enough through the years when my male self-put up quite the struggle to exist at all. It was as if he was on a slippery slope towards losing his life altogether. To make matters worse as I always point out, my male side’s life was not always that bad. I had a long-term marriage, close friends and a good job to fall back on when I needed it.

Through it all, I thought it was only the draw of the feminine clothes which kept me longing for another trip to the mirror. I did not realize my feelings went much deeper than that. I was feeling life itself. It took me many years and even decades traveling a very curvy and bumpy gender path to realize where I was. Plus, many times, when I realized where I was, I became scared of losing everything. Falling off a gender cliff became a real possibility.

No matter how frightened I became, somehow, I kept on moving forward thanks mostly to the brief moments of gender euphoria I was feeling. The interludes helped me to determine if my dream goal of living a transfeminine life was possible at all. Back in those days, I was immersed in the struggle to present well as a woman and not much else. In fact, when I go back and read my earliest blog posts, I cannot believe how much they emphasize fashion and makeup. It all happened long before I needed to learn the layers of life a woman goes through to live her life. It was like my wife told me be man enough to be a woman. In those days I was not as I made weak attempts to live in both main binary genders.

In the short term, I did not understand what my wife meant as I became semi successful in presenting well in the world as a woman, but I had not paid my dues. I found I would have to wait until my wife had passed away before I could earn my way behind the feminine gender curtain to be allowed in by the ciswoman gatekeepers. It was about that time too when I began to understand my dream of ever becoming a fulltime transgender woman could be possible. It was much more than a hobby or part-time profession; it was my life. Then my realization led me to understand what my wife was talking about. I needed to set off on an all-out journey to live my best life as a transfeminine person. I even needed to understand questions about my own long held sexuality. If I lived as a woman, would I suddenly have to like men sexually? I just didn’t know until I set off to experiment.

Along the way, I did manage a couple dates with men which led to kissing but not much else and I did not feel much of a spark of any kind. On the other hand, I was surrounded by curious ciswomen (including lesbians) who wanted to socialize with me, so I was happy, I had always been a contradiction in terms socially, meaning I always enjoyed company even though I was shy and I could continue to feel that way. My life was beginning to come together in ways that I never imagined possible.

For example, I never imagined I would have been able to enjoy a small closely knit group of women friends who taught me more about life than they ever knew. Without any pressure, I was able to sit back and live vicariously through them and primarily how they lived their lives without the validation of men. It was not too long until they began to invite me along to their lesbian mixers, which I loved. I was even approached by other women and kissed. Which provided me with a huge amount of validation.

With my sexuality and life coming together, I could concentrate on enjoying my life on my new gender affirming hormones or HRT. The hormones went a long way in syncing up my internal and external self. Along with softening my skin and facial lines, my whole world was changing too. My emotions heightened as well as my senses as the world around me was softening. A perfect match to my rapidly expanding social life.

I will never know if waiting so long to transition into a feminine world was worth it or not because I had so many excuses why I never had done it. All I really know is, I did it before it was too late and have never looked back. That’s life.

 

 

Thursday, July 10, 2025

At the Gender Crossroads

 

Image from Timelord on UnSplash

Many times, in my life, I have found myself at a gender crossroads.

Of course, like most of you, I learned from the situations I put myself into. As I always mention, the first one was when I needed to leave the comfort zone I had created with the mirror and attempt to live in the world as a transfeminine person. Initially, I was slapped down as people laughed and smirked at me. Until I learned to own who I was, which was a huge crossroad to negotiate.

Over the years, I began to think I had seen everything, but I had not. My main problem was I needed to make the final decision on which way I would go if I was faced with a making a final decision on which gender I would ever live as. Plus, I did not know if I even could live as a transgender woman. I kept searching and learning until I found I was not a man cross dressing as a woman; I was a woman cross dressing as a man.

I discovered also, I would need to transition more than once if I would ever try to make it to my dream life. Primarily when I learned it on the night I finally decided I would quit going out as a cross dresser and change my inner thought pattern. I was fed up with just trying to look like a woman and wanted to feel like one and see as if I could mingle with a group of ciswomen with no issues. I did make it with the other women and crossed another road I knew I could never go back. I mingled and socialized with other women and even used the women’s room with no pushback at all. It was amazing.

The next transition I need to make was when I needed to begin communicating with other women. It was never easy and a complete learning process. It does not take a genius to know women and men communicate on a different level. I knew well how to do it as a man, but I was a total novice as a woman. The first lesson I learned was I had to pause and listen to the other woman I was talking to. As a man, I could often make the first move and hope for the best. With women, I never did and often waited for a passive aggressive response. The real intent behind the smile often startled me until I caught on to the game.

All of it led me to the success I needed to this day to be successful with other women who indirectly try to bully me in their own way. An example was the ciswoman I wrote about in a recent post when she could not adjust to me being a parent not a dad to my daughter. In fact, I had a reader (Michelle) who responded to the woman and my return comment: “You handled it with so much more grace than I probably would’ve. And Liz’s quick response? Perfection. I’m so glad you still got to connect with your daughter and your grandchild, that’s what really matters. The rest is just noise.” Thanks for the comment! The woman was very noisy and was trying to bully me in her own way.

I was just fortunate that both Liz and I had been through similar situations, so we were ready. Somehow, the woman thought she had me over a gender barrel with the dad comment and that was when Liz took over. The woman asked Liz who I was to her and Liz said wife and the woman shut up.

My point it, both Liz and I had been through situations with other women such as her before, so we were able to handle the noise and go across yet another crossroad. By this time, I think there always will be another road to cross as I see my gender dream come together.

As Michelle said, the world is full of noise, and we must separate it into genders to make sense of it. Which would be another blog post altogether. In the meantime, for all of you approaching your own crossroads, try to feel secure on your journey and be careful. Especially these days when depending upon where you live transgender rights of any kind are in danger.

 

 

Wednesday, July 9, 2025

Just a Gender Detour

 

Image from Belinda Fewings
on UnSplash

After many years of looking back at my life, I began to think of my transgender experience as merely a detour in my life.

The problem was, there are many types of detours ranging from major closures to small delays. I found I needed to be careful with my navigation quite early when I was in the exploration stage of my mom’s clothes. One speed bump could lead me to an impromptu visit with a psychiatrist who knew nothing about gender issues and wanted to pronounce me mentally ill. Even back then, I knew I was not crazy for wanting to be a girl.

As the years progressed, I became increasingly skilled at sneaking around and dodging the detours in my life. Especially, the major ones such as becoming a parent. Even though the whole experience made me extremely proud, it still changed my life profoundly. I remember thinking at the time if it would affect my desire to be a woman but if anything, the birth process enhanced it. I was still in my detour mode, drinking heavily as I tried to find the nearest exit to help me.

To make up for the detours, I began to leave my closet and explore the world increasingly as a transfeminine person. The entire process meant taking chances such as leaving the house dressed as a woman and dodging many speed bumps along the way. It took me many more years before my path began to smooth out and I could see a clear road ahead. However, I still needed to be very careful with what I was doing. I had a long-term marriage and good job to protect among other male privileges. I was stuck between a giant rock and a hard place I needed to detour around. The rock was the better I did with my male life, and the hard place was my female side resented any incursion into her existence. To be sure, a very difficult place to be.

Then there were the times I crashed with my wife and was caught coming home late from one of my nightly gender adventures. A prime example was the night a lesbian was flirting with me and bought me a beer and said she should take me home with her. I was flattered and ended up staying too long and arriving home late. The ensuing fight lasted days after I hit that speed bump. Sadly, there were other times when I crashed on my own by driving an old sports car, which I bought that had the habit of suddenly not starting on occasion. Of course, one night when I was at a gay venue approximately twenty minutes from home, the car would not start. Fortunately, I had planned and left me enough time to call a tow truck and arrive home before my wife did. I had survived yet another close call.

My gender detours did not begin to go away until I started to really be allowed behind the gender curtain. It was after I had placed the gay venues firmly behind me in my rearview mirror and started to prove a fulltime life as a transgender woman was possible for me. The only problem was how fast I should dare to go. In those days, I still had my wife, family and job to worry about. As it turned out, destiny stepped in and showed me the way. Tragically my wife and several dear friends passed away leaving me alone to decide my future.  In addition, my road crew removed other detours such as employment when I discovered I could take my Social Security early and sell collectibles to make ends meet. My final indication I had a clear path ahead was when the Veterans’ Administration health care program approved gender affirming hormones for qualifying veterans. I was qualified and made a big jump towards my gender transition.

By this time, even I could see my detours towards living my dream were coming down, and I was in a now or never situation. I was sixty and had put up with my gender indecisions long enough. I went into a double retirement by quitting a job that I hated and gave away all my male clothes to charity.

Looking back, if I had known all the detours, I would have to take in my life just to survive, I wonder if I would have taken a different path. On the other hand, I was locked into a route I was taking and had no choice. Sure, I would have tried other ways around to get to where I was going. Such as attempting to come out quicker than I did and stop lying to myself. One way or another it is too late now to cry over spilled makeup.

 

 

 

 

 

 

 

 

 

Tuesday, July 8, 2025

When Being OK was not Good Enough

 

JJ Hart and wife Liz on right at Picnic.


I grew up in Ohio raised by greatest generation parents who lived through WWII and the great depression. Often, they were long on material support and short on emotional backing.

The main thing I remember from my childhood was, nothing was ever good enough. Take school for an example, while I excelled at subjects such as History and English, I really struggled with the Math and Sciences. Even still, I was expected to bring home straight A’s on my grade card every year. I had no excuses, especially when I went to high school where my mom was a teacher. She was pushing me hard for good grades to make it possible to get accepted by a good university.

I guess I became used to the pushing and figured nothing was ever good enough for myself and it carried over into my gender issues. Every time the mirror lied to me and said I was an attractive girl, I did not believe it and had to discover another way to prove it. Very quickly I learned I needed to replace the mirror with the public. Leaving my dark, lonely closet was the only way I could learn if I could ever achieve my dream of living a transfeminine life. It took every bit of courage I could muster to do it but if OK was not enough (by just standing in front of the mirror), I had to force myself into the world.

When I did force myself, it was like I was getting adjusted to a new pair of shoes. At first, I was tight and uncomfortable before I started to relax and began the basics of enjoying myself. I say I began the basics, because at every turn on my gender path, it seemed I was hitting a wall. Those were the times I needed to step back and decide if I was doing the right thing.

Those examples and failures proved to me I needed to keep going. Mainly because I felt so natural when I was pushing the envelope to leave my male self behind and live more and more as a transgender woman.

On occasion, proving OK was not enough and trashing the envelope almost got me into trouble. Mainly when I began to walk the fine line when I lost my male privileges. The most important being personal security. I was out and out lucky and escaped personal harm by men in the world. I wasn’t smart enough or experienced enough to sense the danger zones women are raised around. I learned quickly to park in well-lit areas or to ask for friends to walk me to my car. I did not want to be a statistic.

As I went through the process of living within the same parameter’s cisgender women have to face, I became a sponge of sorts. Nothing I did as I transitioned was ever good enough as my parents’ lessons oddly came back to help me. I was especially attentive when I went out to socialize with my women friends. They never realized what they did for me as I formed my own version of womanhood. In many ways I became a gender hybrid. It was impossible for me to leave decades of living an impacted male existence behind me, so I tried to take the good with me. For example, I was fortunate to have worked around women in the restaurant business for most of my life and I knew the trials and tribulations cisgender women faced in the world.

To this day, I have not shaken the idea of just being OK is just OK. I must be better just to be successful in the competitive world of women. I knew they could be competitive but not as much as I discovered when I finally had the chance to play in the girl’s sandbox. The whole process made me a better person in the long run, but it was surely difficult at times. Often brief moments of gender euphoria kept me going in my darkest gender hours. That was when I needed to provide electricity in my closet to give me the ability to see right from wrong.

Since my parents were my driving force behind my personality, I never had the chance to thank them for what they did. My Mom knew about my gender issues and chose to ignore them, and my dad never knew so I doubt if either would be pleased about their child raising outcome. They never knew how well OK was never enough worked out for me in my life.

 

 

Sunday, July 6, 2025

There is always One.

 

Event Venue where party was held.

There is always one person who does not know how to or wants to keep their mouth shut around my wife Liz and me.

I am referring to my night of affirmation I referred to in yesterday’s post. Everything got off to a wonderful start as we found the venue a little early and chose a seat in the shade as we enjoyed a pre-dinner drink. Plus, I found my daughter, son-in-law and middle grandchild quite easily. So, I was ready to relax and prepare for a fun filled evening without having to explain myself and my gender choices.

It turned out that I relaxed too soon because after my mother-in-law sat down beside me to once again question my health. Even though I am not very mobile, I have been very fortunate so far to escape any major health problems. That is when things began to get very interesting in the question department. My mother-in-law’s sister promptly sat down in the empty seat beside her and started asking me questions.  That is when the “fun” started.

First, she assumed I was my daughter’s mom, I think.  My assumption of her was she was an older lesbian. It turned out assumptions are like rear ends on people; everyone has one because we were both wrong. I told her I was my daughter’s parent when she said I was her father. Then she could not shut up and waded in further into my personal life. Sitting on the other side of me was my wife Liz and the woman promptly asked Liz if I was her husband. Liz quickly said no, I was her wife. Liz handled it beautifully and the woman moved on, I thought.

By this time, I thought the woman would have learned her lesson and just shut up, but I was wrong. She was one of those people who just can’t leave well enough alone, and it seemed I was the target until she became bored. Obviously, she had no knowledge of our family’s recent history. She was ignorant of the fact that one of the quests of honor last night was also transgender and was there with their partner also.

Then, my first wife showed up and grabbed a seat at the table and I became involved with talking to her. She is the mother of my daughter and will always have that bond, plus she does have some contact with my brother’s wife who rejected me for being transgender so long ago. There was a lot to talk about so I could ignore the woman who probably see she was being ignored by them. But not all the way.

The photographer began to round up the family for pictures after dinner. To start, he asked for the men to gather. My new friend? Looked at me for a second to tell me it was my turn for pictures until I glared at her and did not move. Obviously, she had not learned, and I waited for the photographer to call for the rest of the family to come up for pictures.

Regardless of what she thought, there were pictures taken I should be able to pass along later.

All too soon, Liz and I’s evening at the celebration was over and I did get to see and talk to my transgender grandchild before they take off for their new job in Maine. That was the important part and any dealings I had with anyone else faded away. Hopefully the woman left with a new understanding of the gender spectrum and even better learning how to keep her mouth shut around us. But I doubt it.

The best part is my daughter, and I have pledged to get together more often for breakfast in the future. Without the prying negative comments of an opinionated person who does not know what she is talking about. I don’t think she was a true transphobe, just a person who did not know enough to keep her mouth shut. Obviously, I have had all the right to be called a parent instead of a father and for her to recognize it. Whether or not she ever realizes it, it will be up to her. If she does, I hope I have played a small role in helping to change someone else’s life, who really needed it. I have to say it was difficult not to be negative with her and I was not. Which put me in a transgender educational position I did not anticipate being in. As my affirmation day proved to be much more by helping the public view of transgender population having families and life’s like so many others.

Some people just can’t seem to say no when faced with discussing situations they know nothing about.

 

 

 

 

Saturday, July 5, 2025

Affirmation Day

 

Image from Cate Bligh
on UnSplash

A much-needed affirmation day for me is here.

Today is the event I have written so much about. By pure chance, three of my daughter’s family have graduated from various institutions and will celebrate today.  

With a little luck (and planning on my daughter’s part) my transgender grandchild will return from their post-graduation trip walking the Appalachian trail. They graduated with a degree in nuclear engineering from The Ohio State University in the winter and immediately landed a job with the Navy as a civilian in Maine. They and theirs are their chosen pronouns.

Not to be outdone, my son in law is receiving his MBA this summer and my youngest grandson is graduating from high school. A group of overachievers to be sure!

This is where my affirmation comes in. The entire event is a safe space for me to go to where I can recharge my gender batteries for the future. Plus, my best ally, my wife Liz, will be by my side.

To be on the safe side, I have been planning ahead for months on what I am going to wear. I am aiming to be dressy and feminine without going overboard since I don’t know much about the venue.

I chose my favorite lacy feminine top and am pairing them with comfortable leggings and shoes since I don’t know how far I will have to walk. As always, I don’t want to stand out, I want to blend in. Sometimes, there are pictures taken, so if I get one, I will pass it along.

Past that, I have been able to do much of my pre-body preparation in advance, so today all I need to do is a close shave, makeup and hair to get ready. We have a reasonable drive to go north to Dayton, Ohio from Cincinnati to arrive at the venue.

As we go and I get my gender batteries recharged, I will let you know what happens.  

Friday, July 4, 2025

You Said What?

 

Image from Thomas Park
on UnSplash.

When your life is made up of a series of no, you can’t do that, you tend to find the nearest rock and crawl under it.

In my case, that no sent me into a deep dark gender closet I hid in for years. I even sought refuge behind the dresses and makeup I was wearing. Afterall, girls did not have to face the same challenges I was facing. I was too naïve to think the girls had separate gender challenges of their own to conquer.  It wasn’t until much later in life when I learned the truth from the women I was around about their life.

The word “no” ended up serving two purposes with me in my life. I found out relatively early that the people telling me no had any real control over me. An example was when I earned a spot-on American Forces Radio and Television when I was going into the Army during the Vietnam War. Being slotted into AFRTS was extremely rare and difficult to do and I did it with help from my congressman (back when they did anything). I learned there were ways around no if you were able to find them. I served my military duty but, in a manner, I wanted to.

My gender life was another subject altogether. I was still struggling and had a huge NO above my head for years. With a largely unsupportive family and no means to support myself as a transfeminine woman, I did not know what to do except to keep treading water and hope I did not sink. Plus, I had no money or insurance to cover any expenses incurred with gender surgeries of any sort. I was on my own and had to internalize my feelings.

Again, I found I could find my way around totally internalizing my feelings by attending local transgender-crossdresser parties where I could learn from others. In the meantime, I was doing my best to survive in a male world where I was becoming successful in. In other words, the rock I was under had more inhabitants than ever before but just as dark for me. Then I found a way to put electric light under my rock or in my closet. It was when I forced myself out into the world which was very unforgiving for years until I gained my footing and on a very slippery gender surface. It seemed my new high heels were more difficult to walk in than I ever imagined.

More than ever before, it was during this time, my gender tables began to turn for me. I was climbing a major mountain and still did not know how steep it was going to be. On the nights I was rejected by the public, I needed to go home and resolve myself to never take no for an answer. Somehow, someway I was doing something wrong and if I corrected it I could survive as a transgender woman. That was when I improved my fashion and makeup, along with losing nearly fifty pounds. All the improvements to my feminine presentation along with having the chance to communicate one on one with cisgender women I met, helped me to ignore the no button and keep moving up my gender path. I even was internalizing less.

Through it all, I need to point out, most of my progress towards being a transfeminine woman was not easy and hard earned. There were still too many, one step forward and two steps back moments to mention. At times, it seemed I was destined to learn everything a cisgender woman knew about life before I would be allowed behind the gender curtain and be invited to girls’ night outs etc. The only regret I ever had was never being invited to a bridal shower or bachelorette party. But it never happened.

Since I often learned the hard way what no meant to me in my life, I sometimes feel as if I am the worst person in the world to be writing about it. Sometimes no does mean no when you find yourself in a dangerous situation and you don’t have your old male personal safety privilege to fall back on. You must take the good with the bad when you are a transgender woman. Especially today with the current anti-transgender political climate. The republicans are not letting up at all with their gender lies, at least here in Ohio where I live and it is disgusting.

The more I see of their lies, the more I am resolved to never say I give up and keep on fighting for the truth. A big NO to the gender bigots.

 

 

Wednesday, July 2, 2025

The Second Act

 

JJ Hart doing Trans Wellness Outreach. 

Will the second act of life be better and more successful than the first? How many people even get a second chance?

That is the question I needed to answer when I finally shed my male life and entered a transfeminine existence. Since I did it at the age of sixty, I have had plenty of ground to catch up with. Many times, it seemed I never would. My internal gender clock was moving one step forward and two steps back as I attempted to transition. I had times when the picture was clear in my mind, and I was able to put it into motion. Such as the night I took myself out to see a major Christmas light display in a nearby village and was warmly accepted in my soft bulky sweater, leggings and boots. Then, as I rode the wave of gender dysphoria, I would do something wrong such as how I was moving. I am fond of saying, I looked like a linebacker in drag.

The problem was, if I relaxed at all going into the second act of my life, I had the tendency to fall back into old habits. I was learning the hard way over and over, to take nothing for granted in my new life. Many times, I tried and failed not to be too hard on myself since I was making up for a first act in my life which lasted so long, and I had to concentrate so much on it just to survive. It was around this time when my male self really began to set up roadblocks on my gender path. Suddenly, he began to see that this road I was on was not a phase or joke and I was deadly serious.  He started to ask questions such as how I was going to live in my second act with no job and how I was prepared to do it without the wife I dearly loved and had been married to for nearly twenty-five years. To be sure, all very real and very scary questions.

I put off deciding my life as long as I could as I attempted to learn if I could really live a transfeminine life at all. Were the obstacles insurmountable or not. Through it all, the one overriding feeling which kept me searching was the deep down feeling I was doing the right thing. I was headed in the direction I should have been going in my life all along and I kept going through the ups and downs of transitioning into my second act.

Once it was clear I was successfully transitioning into my second act, I needed to make sure I was doing it correctly. It turned out I had all the help I needed. In addition to the cisgender women I always mention, there was one important person I don’t mention enough. That person turned out to be very real and important to me. She was my inner feminine person who had been waiting for all those years and decades for her chance to fully come out into the world. Once she finally did, she knew completely what to do and what was ahead for my second act of my life. Mainly, all the nuances of life as a woman if I really wanted to go there. She knew the best part of my life was yet to come.

More importantly, I had finally made it through the bleak years when often I thought there would be no tomorrow. Or at least my dream of living a feminine life would never be realized. Often it set off a series of insecurities in myself which set back my life. Act one was bleeding because I could not get to act two.

When I finally made it to my second act, it was as if I had lifted a heavy weight off my shoulders, and I came to a point where I needed to be more understanding and approachable in the world. I could not get away with the old male ways of internalizing my feelings and start living again. If I did try to hide as a transgender woman, I would never have a chance to provide myself with a positive outlook to other women and not come off as an unfriendly transfeminine woman which was the last thing I wanted or was.

Since I was one of the few humans who ever had the chance to stop their life and begin again so there was no way I could mess it up. I needed to enjoy life and live it the best I could.  

Tuesday, July 1, 2025

Being Your Mother's Daughter

 

Image from Bence Halmosi
on UnSplash. 

What if your dream came true and you could have started your life as your mother’s daughter?

How would life really have been if it could have shared that special mother/daughter bond we can only see from afar.

As I changed my Estradiol patches this morning, I stopped to think how my mom and I would have gotten along if my gender world had been different. I know for sure; everything would not have been so rosy if I was living my dream. I remember vividly being able to sit back and watch mom expertly apply her makeup before she went out in public. Which her generation always did. I wonder now when she would have let me start experimenting with makeup if I was her daughter. I think now, I was wearing makeup before she would allow me to if I was in the feminine world I so dearly wanted to be in. I was also fairly sure I was shaving my legs sooner than she would have allowed.

The reason was, she probably never understood having a son who was really her daughter was all about. If I was her daughter, the pressure would have been on to conform to her ideas and rules. We were so much alike to begin with I am sure we would have fought continually. The gender grass always looked greener from the other side as I grew up. Especially when it came to the world of fashion. I had always admired the clothes girls around me were able to wear when I was stuck in the same old clothes.

It was not until much later in life when I started to really learn of the fashion problems my second and third wives had with their moms, did I begin to understand what they were going through. For example, my second wife told me several times about how she snuck out of the house with her skirt at one length (for parent approval) then when she was out of sight, she rolled it up to make it a forbidden mini skirt and supposedly mom never found out. On a more cruel side, my third wife Liz’s mom constantly harassed her about her weight. I can’t imagine how bad that made her feel. The closest I could come was if my parents ever berated me over a bad athletic play I made. Which they never did.

Overall, I wonder if any bond mom and I would have ever come up with would have been one existing of competition. I am sure my female self would have been struggling as much as my male self to gain any respect at home. All the way to the college I was going to attend. Mom was a graduate of an upscale public university in Ohio as well as being an active alum of one of their sororities. I am sure she would have pushed me (as her daughter) to follow in her footsteps, which would have been another problem.

I wonder if at any point in time, my dream of growing up as my mom’s daughter would have turned into a nightmare. Although, nightmare might be too strong of a term. Better yet, a struggle would have been better to use because both genders have their problems if they are over able to arrive at adulthood and claim the title of women and men. As I said, being a transfeminine person always seemed to be the best way to exist (for me) in life. I would never need to worry about being shipped to fight in Vietnam or summoning my courage to ask a girl out, among other things. On the other hand, I never had the opportunity to be asked out if I was a girl. Certainly, there was a positive give and take to both genders, but I was only seeing the good.

Would mom have taught me the basics of makeup? Or would I have learned it from girlfriends at weekly sleepovers. I am slightly biased, but I think I would have learned from my female peer group more than mom. Having never had the chance to learn, I will never know and since mom rejected any sort of discussion on my transfeminine life, there never will be any way to find out. She passed years ago.

It wasn’t until years later did, I have the chance to learn what I missed or didn’t when I grew up male. It finally took a group of women took me through the process of being a woman. In essence making up for what my mom missed doing. I inherited her stubbornness to do what was right and her ability to keep going until she arrived where she wanted to be. It would have been interesting if she had ever accepted the fact she had a daughter, not a son.

 

 

Can You Ever Enjoy the Ride?

  Image from A. C. on UnSplash. Lately, it has occurred to me how often I did not pause to enjoy my gender journey. Perhaps it was because...