Showing posts with label transfeminine. Show all posts
Showing posts with label transfeminine. Show all posts

Wednesday, July 30, 2025

Chess versus Checkers in Life

 

JJ Hart in Key Largo

On occasion, it seems to me that I am playing chess when the rest of the world is playing with checkers.

Of course, I am referring to how my gender dysphoric issues have affected my life. Let me be clear too, I have never been a chess player in real life ever. None of that stops me from having the utmost respect for someone who excels at the game. So why can I compare playing chess to my life at all? The reason is I can understand life a little bit better than the average person just because I have lived my life on both sides of the primary gender borders. I have had the opportunity to see firsthand how men live and then women when I was allowed behind the gender curtain as a transgender woman.

Having the opportunity to live in both gender worlds has totally put me at odds with some in the world. Especially those who worship the orange pedo/felon. It has been ridiculous how many laws have been passed in certain areas of the country against the transgender population. My prime example is my native Ohio, where I live today. For all intents and purposes, the Republican state legislation has voted me out of existence. The question is why. To find a closer look, you must follow the money here in Ohio where a deep funded dark money political group rented out and renovated offices right across the street from the statehouse in Columbus, Ohio. It turns out the primary objective of the group was to push for anti-transgender laws in the state.

Of course, in the already corrupt legislature, the anti-trans push worked. Often in the dead of night when the Republicans pushed it through. By now you may be wondering what all this political talk has to do with playing chess. With all the new laws, transgender women and transgender men have been forced to be more skillful when they go out in public. To their credit, many of the transfeminine people I know have continued their push to live an everyday life.

On the other side of the coin, those rednecks who would not accept us have never met a trans person in their lives and don’t know how to react when they discover we are just trying to live our lives the best we can. Which gives us a better chance of acceptance when they do.

I think also, many strangers don’t trust us because we have an abundance of life knowledge and skills behind us. Which is the reason many men reject us because they know we were once in the male club and know all the tricks. On the flip side, as I was transitioning into the feminine world, I had several women ask me personal questions on how to deal with their men since I had lived in the male camp for so long. Sure, It took me a long time to be awarded my feminine chess set, but once I was, there would be no looking back and no one was going to take away my new found freedom.

Certainly, I feel the same way today as I did when I came out of my gender shell over a decade ago. This fall, my wife Liz and I are taking another tour. This time to Boston, Vermont and Maine. Even though this is our fifth tour and I have never had any restroom problems before, I always pause to consider the consequences if I do this time. All it takes is one bigot to ruin it for everyone. One way or another, no tRumper is going to keep me from using the restroom of my choice with Liz. If the last tour was any example, I won’t have to worry about any gender related questions because the best one we received last year was were Liz and I sisters.

After being able to live so many years on both sides of the gender border, I feel now I am more than qualified to bring my chess game to the public and leave my old male checkers behind. Now, I even anticipate the sport of anyone trying to challenge me in the world. It took me long enough to get here, so it is time to enjoy it the best I can without something as petty as the restroom standing in my way.

Sorry about the politics in this post, but sometimes I just need to vent the best I can when someone is succeeding in taking our transgender rights away. We just have to be better than our rivals who know nothing about gender chess.

Never forget, men play checkers while women play chess in life.

 

 

 

 

 

 

 

Tuesday, July 29, 2025

Buckle Up! Now Entering Gender Comfort Zone

 

Image from Andraz Lazic 
on UnSplash. 

Around here, in Southwestern Ohio at least, we have been in orange barrel season on the roadways for months now.  As we drive through the new road construction, it is time to be ultra cautious and buckle up your seatbelt for safety.

As I always do when I travel, my mind drifts towards the transgender side of life when my wife Liz does the driving. This time, I equated all the orange barrels we were driving through to my life as a transgender woman.

Even if I had ever had a choice (which I did not), I wonder if under the old if I knew then what I know now if I would have ever embarked on the gender path I took. Initially, it was fun playing in my mom’s clothes and makeup, until suddenly it was not. It seemed too quickly I passed through the stage of wanting to look like a girl, straight to wanting to be a girl. To hell with the mirror, I wanted more out of life. Very quickly, my new attitude was causing problems which I needed to buckle up to and attempt to tackle.

Sadly, there were many times when I swerved when I should not have and hit several orange barrels throwing me back into my mirror to attempt to learn what I was doing wrong. What happened was, I simply needed more time and experience to be successful with a very complex move I was trying to make. Change genders as a human being. All along, I knew women were different, but I did not know how different until I was allowed behind the gender curtain. Plus, just being allowed behind the curtain required special navigation skills to get around the orange barrels. Not only did I need to appear as a woman, I needed to move and communicate as a woman also.

Putting the image from the mirror into focus and into the world proved to be very difficult for me. Since I was trying to live a life spanning both main binary genders, living one day as a trans woman and one day as a man was literally killing me mentally. The pain I was suffering I would not have wished on my worst enemy and worse yet, I was veering off my path and hitting many barrels. Fortunately, after a failed suicide try, I righted the ship and was able to continue towards my dream of living full time as a transgender woman. Without taking out any more orange barrels.

As I became better at being a confident woman from a different background, I began to see life differently. I was able to look other women directly in the eye and tell a lot about what they were thinking. As I took lessons from other cisgender women on nonverbal communication. From then on, my life began to improve markedly as I began to buckle up for more gender challenges. Such as, losing all my male privileges I fought so hard to gain. I nearly had major collisions when I did not plan on losing all the security privileges I had as a man. One night I had a big problem with a large man I could not fend off at a party I was at and needed my wife to rescue me and on another night, I was walking alone on an urban sidewalk after leaving a gay venue when I was approached by two men wanting money. They took my last five dollars and went on their way. Lessons learned from both evenings. One way or another, these two near misses made the loss of my intelligence when I talked to men seem to be very petty.

The next set of orange barrels I needed to navigate came when I began gender affirming hormones. The first major hurdle I had was finding a doctor to prescribe them at all. Back when I was looking for hormones back in the 1980’s in Ohio. Once I had passed the test of being on a minimum dosage for a period of time, I was allowed to take bigger amounts of HRT, and the changes really started to happen. Then, I had a whole different set of barrels to drive around. Such as, what would I do about my rapidly developing breasts and softer facial angles. The entire process moved up my transition timeline into the transfeminine world.

I finally had had enough with the whole gender dilemma, gave my male clothes to charity and set out to build a new feminine life at the age of sixty. Being a late transitioner had its benefits to me because I had more than a little idea of what to expect. Mainly from the time I spent navigating around all the orange gender barrels I saw on my path towards a future I so dearly wanted. As I always point out, it was never easy, and I needed to buckle up to make it.

 

 

Monday, July 28, 2025

Dealing With Severe Escapism


Image from Ludovica Dri
on UnSplash.


Severe escapism has been part of my life for many years.

It all goes back to the humble beginnings of me exploring my mom’s clothes and makeup. The entire process helped me to escape from a male life I never wanted. What never occurred to me had how quickly I escaped would become reality as I kept going back to my cross-dressing beginnings to seek guidance from the mirror.

Problems began when I began to listen to the mirror completely. It was telling me I was an attractive woman but was I really and ready to prove it to the world. When I switched out the mirror for the world, I quickly learned I had a long way to go in my heels to do better in a feminine world. What turned out to be a short trip really kept on going into a major lifetime of escapism.

How did I know I was escaping? Primarily it started when I began to feel so good as my novice transgender self. I thought, how could I feel this good and natural if I was just escaping. It was at that point when I seriously started exploring the possibility of living out my dream of eventually living out my life as a transfeminine person.  

Increasingly, I discovered my dream was a reality if only I could sever my ties with my escapism I was suffering under. No more could I run home to hide behind my skirts if I was so completely exploring the feminine world. Whatever was going to happen just would. What happened was I did not have to escape nearly as much because I was increasingly enjoying my journey into transgender womanhood. Again, because I could not run and hide when someone tried to interact with me. I even was able to conquer my fear of the “mean girls club” as I not so fondly call the so-called gatekeepers of femininity. Perhaps conquering is too strong a term. Put up with maybe a better one. The mean girls may not have liked me but found I was going nowhere.

As I no longer had to resort to so much escapism, I began to look for better ways to live my new life. I started to see new colors in the world as the gender affirming hormones (HRT) in my life began to take control. My senses heightened to a point where I could sense the world as well as the cisgender women around me. I learned women were really cold all the time I thought they were making it up, is a prime example.

It was increasingly a very rare occasion when I needed to revert to my old male life to take advantage of a male privilege such as taking my car in to be repaired. Even though I have needed to conquer that fear, I still have nagging problems with doing anything auto related to this day. Outside of that, I have overcome most of the problems I faced which sent me home hiding behind my skirts. Even my mirror has become a noncombatant in my life. I see myself for whom I really am. No better, no worse and I work from there with my makeup.

To be sure, running away from my gender issues did not improve my life. I continued to switch jobs and locations as I tried to escape my true self. It was not until I landed a dream job in my hometown did, I had to stay put and quit running. For all intents and purposes my escape route was destroyed. For a while, channeling all my gender issues into my work proved to be a wise choice as I made it nearly to the top in my field. Hear I was, with a good marriage, family and job, while all along something was still missing. That something was I still had the nagging idea something was still missing from my gender identity. I was still living a lie and found it increasingly difficult to run anymore from the idea.

In many ways, tragically, escapism would work for me as I became the last person standing in my small group of friends. They all died including my wife of twenty-five years, so I needed to start all over again. As they say, when one door closes, another one opens. Which is all well and good if you can find the door. Destiny paved the way for me to make the final gender transition of my life away from the male road I was on. For every tragedy which I so poorly faced, I discovered a person to help me rebuild, and that person is my wife, Liz.

With the magic words, she had never seen any male in me at all, I threw all caution (and him) to the wind along with all my male clothes and closed out the portion of my male life I had fought so long to do away with. My only regret? I selfishly would like back all the time and energy I wasted on fighting the inevitable, it was always time to allow my transgender woman to live. She was tired of not being allowed to do anything. Escaping was over.

 

Saturday, July 26, 2025

Breakfast with the Family

 

JJ Hart.

Just a short post today since I spent most of the morning at breakfast with the supporting side of my mini family.

By “mini”, I meant there were only four of us, my wife Liz, my daughter, son in law and me of course. We met roughly halfway between Dayton, Ohio (where they live) and Cincinnati where Liz and I live. To do so, I needed to take my walk early, which was not a bad idea anyhow because of our ongoing heat advisory.

Because of all of that and the half hour drive, I needed to back time the rest of my activities such as shaving, applying makeup and brushing out my hair. Since we were meeting at a casual breakfast venue, I chose a nice tan sleeveless top with a pair of leggings and flats. As always, I wanted to be comfortable and blend in with the other women. The only hold-up we ran into was the first venue we always went to was closed, so we had to choose another close by. Fortunately, we were near a major interstate exit, and there were a couple of other major breakfast food chains nearby. Plus, the one we chose was not full and we were seated quickly. Sadly, we could not find any locally owned venues to support.

As always, it is about this time, after all these years of being out in public, I still have a little amount of concern over being read in a negative situation. Nothing of that sort happened this morning and I had a great time. The only drawback happened when we discussed how my first wife was doing after her husband passed away last week. She is the mother of my daughter, and she is quite close to the situation.

My kid is a glutton for punishment and even went to an extended family reunion (from my wife’s late husband) last week. You may remember, she has a trans child who she completely supports and is quite liberal, in the middle of a bunch of tRumpt loving cultists. Including a friend of mine from long ago who keeps asking how my dead name is doing. He refuses to call me by my new legal name. Since I never see him anymore, I could care less about him and his political beliefs.

Other than our brief political discussions, we had a great morning and better yet, no one questioned my gender.

 

 

 

Friday, July 25, 2025

Meeting Your True Self

 

Image from Caroline Veronez on UnSplash.


Perhaps you remember looking into the mirror and seeing your true self peeking back at you for the first time. I know I do.

Ironically, I don’t think it was the time when I was looking at myself after trying on my mom’s clothes and working with her makeup. I am sure it was much later when I improved my makeup skills to progress from looking like a clown in drag. Most certainly, I could not see the true me yet but there was still hope that I still would. I had an ideal to work towards. My ideal was I wanted to be a pretty girl and admire myself in the mirror. But even still, I knew deep down I wanted more than just looking like a girl, I wanted to be a girl, in the worst way.

My biggest problem was I did not know how to achieve my goal of being much more than a part-time cross-dresser. I was still in the pre-information stage on the internet dark ages and had very little idea there was anyone like me who was questioning their gender. Even though, I finally did meet other cross dressers or transgender women but still was coming away confused on who I really was. It wasn’t until I gathered my courage and put my ego away to undergo a professional makeover at one of the mixers I went to, did I finally see the potential of who I was overcome my male self in the mirror. Better yet, the make up professional was able to explain to me what he was doing as he did it in a way I could understand and repeat the process.

As I began to enter the public’s harsh eyes, the pressure was on to up my fashion and makeup game so I could blend in with the world as a novice transgender woman. Increasingly, I was pushing my male image aside and concentrating on my feminine look in the mirror. I was coming close to seeing the true me for the first time in my life. Once I met her, I knew there could be no turning back. I needed to step up my public game to meet my gender urges.

It turned out, the public did my work for me. As I established myself as a regular in a few special venues I was going to, other women began to approach me for friendly conversations. For most, it was nothing more than idle curiosity about who I was and why I was there. Whatever the case, I needed to develop a more complete personality quickly. No longer could I sit there by myself and watch the world go by and enjoy myself as others were watching me. My true self came out quickly and she was aided by my long dormant feminine self. She had waited long enough for her turn to do more than survive, she wanted to thrive. I was surprised at how well she thrived. She did not care others knew she came about her femininity from a different route than she did. She just knew she was finally there.

Since I don’t rely on any facial surgeries to help my look, I am very much into what you see is what you get these days. I have had to rely on makeup skill and the effects of gender affirming hormones to get me by in the world. For the most part these days, I present as old more than anything else but again, I needed to meet my true self. Finally, I could take denying reality any longer and moved to accept my true self. The meeting was long overdue and was so much fun, I was sad I put it off as long as I did.

Thursday, July 24, 2025

No Easy Way Out

 

JJ Hart doing Trans Outreach Work. 

Like many of you, I struggled for years to escape my dark, lonely gender closet.

As I beat my head against the closet walls, I stared longingly into the mirror, dreaming of the day I would find an easy way out. As I did, it became increasingly evident to me that there would be no such escape from my dominating male self. He would make life miserable for years because of my indecision.  One day I wanted to be a boy and the next I wanted to be a girl dictated how I lived.

After years of despair over my gender dysphoria, I began to see a sliver of light in my closet when I briefly opened the door to look out. At first, I was getting the door slammed back into my face when I went out in public. Too many people were laughing at me to my face or worse yet, I could hear their comments behind my back. I was sent home early many nights in tears, wondering what I was doing wrong with my feminine presentation. Following intense introspection, I discovered what was wrong. I was letting my old male self-make my fashion decisions and dressing for men instead of women who were for the most part controlling my destiny as a transgender woman. Without the support of women, I would have never made it out of my closet at all.

Even as I learned my lessons on presentation, I still found there would be no easy way out of my closet. I discovered the more walls I scaled on my path to transgender womanhood; the more walls would appear to challenge me. Mainly because I was out in the public eye so much more, and I was challenged to find the proper wig to wear all the time as well as find better fashion to augment my wardrobe. There was no way I wanted to wear the same outfit day after day when people began to recognize me. To offset the extra attention, I needed to increase my visits to area thrift stores to find bargains I could afford, and more importantly, fit me. I was obsessed with outdoing myself when it came to my feminine presentation.

It turned out, the public was noticing as I lost nearly fifty pounds and started taking better care of my skin. If I behaved myself in the world, and was friendly, I crossed the line into communicating with other women. Of all the walls I needed to climb, communication skills were the hardest to scale. The change was dramatic because I needed to change my communication from direct male to indirect female as I learned women often talk with their eyes. Thus, I needed to get better in looking another woman in her eyes when I talked with her. Often doing it as a man was a threatening option, while doing it as a woman was not optional. I needed to learn to do it. By doing so, often I could see what they thought of me. Did they think of me as a woman or sort of a man seeking admittance into their world.

Mostly what I received back was curiosity. What was I doing in their world? And I think they understood my interest in being admitted to the girl’s sandbox went far beyond just putting on a wig, dress and makeup. One way or another, the process was extremely challenging and kept me guessing every night about what I was going to experience because some nights I was tired of climbing walls. I kept looking for the last one to climb, but found I was not even close. Mainly because the gender club I was seeking to join was so complex. On the other hand, the process of totally leaving my closet and male privileges behind was still quite scary and I needed total confidence in what I was doing before I made the final jump.

My introduction to HRT or gender affirming hormones gave me the confidence I needed to keep going. Suddenly the hormones helped me to sync up my external feminine self with my internal one. It was the final shove I needed to get out of my closet and live a new life as a transfeminine person. It turned out there was an easy way to escape if only I possessed the inner strength to look for my truth. Once I did, my fragile mental health improved, and I set my sights on enjoying my family more since a huge weight had been lifted off my shoulders. In the end, it was all worth it, but it was never an easy trip to go on, or I could find no easy way out.

 

 

 

 

Wednesday, July 23, 2025

Too Low on the Down Low

 

Image from Ky Nang
on UnSplash. 

I describe my life when I was cheating on my second wife with another woman(me) as being on the down low. Especially when in the early days I was hanging out in gay bars.

On occasion, I feel as if I make the process of transitioning with or without my wife’s support a little too exciting or even fun. I need to make it clear; it was anything but. It all started with a deal my wife and I made which I could go out in the public as a woman, only if I did not do it from our house. I even went as far as renting out motel rooms to apply my wardrobe, makeup and hair as I got ready to go out into the world.

Of course, with my mentality, that was never enough, and I started to break our agreement to never go out cross dressed from the house. The more I did it, the more I wanted to do it. That is when the going on the down low really started as I was sneaking around behind her back as a novice transgender woman every chance I got. I was stuck in life between not breaking our agreement and feeling so natural every time I went out in the world. During my life, I had always prided myself on being very honest, so I was not happy with the way my life was headed when I needed to lie to my wife when it came to explaining what I was doing in my spare time. Or why I was not successful in removing all my makeup when she came home.

The next biggest problem I ran into when I was on the down low was what was I going to do about the women who were approaching me. It was not as if I was being bombarded with romantic advances, but I did have some slight pushes. I felt bad because I never had any intention of ever physically cheating on my wife. However, I had always been a bit of a flirt which carried over from my days of being a male. There were occasions such as the night a man tried to pick me up in a bar after a professional makeover that I wonder what would have happened had I stayed. I didn’t and I will never know as well as what would have happened had I pushed a little harder to get to know a certain man with a motorcycle I was becoming close to.

I guess I had reached the bottom of my down low except for some stolen kisses from my lesbian friends. I internalized my feelings and waited for them to come to me, just like my male days. Then, when my wife unexpectedly passed away, everything changed and at the least I had purged my feminine life the best I could for the last six months of her life as I did not want to lie to her anymore. After she passed, all my barriers were removed and the first thing I needed to do was determine my sexuality. I thought to do it; I needed to go on public safe dates with a couple men I had met. I had a great time with Bob who was passing through Dayton on business, but he was married and lived far away. I did not have to worry about being brought home to mom in our brief relationship.

On the lesbian side of my life, things were decidedly different since I was no longer on the down low. Since HRT had effectively did away with any masculine sexual advances, I needed to learn new techniques. If I was brave enough, I found with the lesbian culture I needed to move slow and let them make the first move. I basically ended up with a group of three women I was close to. Which was all I needed. From the three, Nikki was never a real possibility because she was too much younger than me and I think would have recoiled at the idea of ever having relations with any sort of men (including me) at all. She was just an entertaining drinking buddy. Kim and my future wife Liz were in totally different situations. Both had lived difficult lives and were closer to me in age so they could relate to me being in a rebounding situation from all the death I had went through. In the end, I decided to move in with Liz in Cincinnati and are still together over a decade later, so I made the right move. Although every now and then I hear from Kim.

One way or another, life on the down low was never any fun for me. I constantly felt as if I was cheating on my wife. It was a relief to finally let it go and live my life authentically as a transfeminine person.

 

Tuesday, July 22, 2025

A Tale of Contrasts

 

Image from UnSplash.

No matter how you cut it, our gender is a tale of contrasts.

From the earliest age, we are forced into rigid gender roles, who for most people, work out quite nicely because they never question their assigned roles. Then there are those of us who just as early in life begin to question our placement on the gender spectrum. In my case, I knew something was wrong, I just could not figure out what. Then, as I became older, I made the discovery every morning when I had to determine what gender I had to be for the day. A jarring discovery to be sure.

Naturally, since I was born male, I needed to own up to the fact I had to do my best to face the world each day as a guy until I could slip behind my own gender curtain and put on women’s clothes and makeup. Early on, as I lived my limited feminine life in the mirror, I thought appearance was my number one goal towards living my gender dreams. It was not until much later in life did, I began to understand how wrong I was. There were many more contrasts between men and women that I ever dared to think about. Mainly because I was viewing how women live only through rose colored glasses as I thought they had easier lives than men.

It wasn’t until I began to pay my gender dues as a transfeminine person, did I begin to see the reality of what I was looking at if I decided to transition. As I was making my way into what I call the girl’s sandbox, I was getting tested regularly to see if I belonged. On some days I was successful and happy and on others, I was getting beat up (or clawed) and needed to retreat before I came back for more. One thing was for sure, all of this testing from other women was doing me good, because I never quit trying.

The main thing I did learn was one that I vaguely knew, women had their own world away from men and had their own alpha’s who ran the show. Once I was accepted by them, the rest of my life as a transgender woman was so much easier. But, on the other hand, the testing process was so much harder because the alphas were so much more wary of me wanting to be in their world. My second wife was an alpha and she made sure I worked long and hard to even try to earn a spot in the sandbox. An example was one of the many times she told me there was so much more to being a woman than just looking like one and it took me years to understand what she meant.

Perhaps the second most difficult part of being accepted in the feminine world was being able to communicate with other women. Out were the days of trying to bluster my way through a conversation and in were the days when I needed to look another woman in the eye and appear to be less threatening. While at the same time having eyes on my back for a passive aggressive attack. I learned the hard away on that to never trust a smiling face completely.

As I learned to communicate with other women, my life in public became so much easier and I could begin to relax more as I was beginning to put my entire feminine picture into focus. I could forget about completely focusing on my looks and movement and could concentrate on being social with the world. Which was important to me since I had always been a socially active person. Plus, as I always mention, men were never much of a factor to me since most of them ran and hid from me completely. Which was OK since I did not really know how to handle them as a transgender woman either.

My life of contrasts was coming to an end when I entered the final chapter with gender affirming hormones or HRT. The hormones were magical when they started their changes on me. I think most people consider external changes such as skin, breasts and hair to be important, and they are but to me, internal changes were more important. In a remarkable short span of time, I became more emotional as my world softened. Making me into a complete person.

I am biased, but I think my tale of contrasts made me into a better human being as I could understand both binary genders better. Since I had lived in both. Plus, after having the chance to live as both, I made the right choice to live as a transgender woman, even though at times, it was an intensely lonely and difficult journey. Which could be another blog post.

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.

 

 

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.

 

 

 

 

 

 

 

 

 

Chess versus Checkers in Life

  JJ Hart in Key Largo On occasion, it seems to me that I am playing chess when the rest of the world is playing with checkers. Of course,...