Tuesday, August 5, 2025

Is Purging Just a part of a Trans Journey we Need to Go Through?

 

Image from Shayan Rostami
on UnSplash. 

I received several wonderful comments to my “Purging” post yesterday including people such as Jeanie who has had gender issues for years such as me.

Here is the comment and we will go from there: “I just purged last Thursday. I wanted to see if there was a strong enough "desire to reacquire". I'd go months with the stash behind insulation in the basement under a bay window without dressing. It might be I was too chickenshit”.

Thanks for the comment! And it got me to thinking about all the ways we cross dressers or novice transgender women went to hide our small collection of feminine wardrobe and makeup from our family. As a kid, I even went as far as hiding my stash in plastic garbage bags in a hollowed-out tree in a neighboring woods. Where I hoped no one would ever discover it. In addition, I had two other small hiding places in the house I could go to if I was suddenly free to cross-dress in front of the mirror. The entire process added to hiding my gender issues in plain sight. Almost, as all along, I was desperately trying to escape being caught and being sent on an unpleasant trip to a psychiatrist who would have most assuredly pronounced me mentally ill. Which was the norm for mental health professionals back in those days.

Since I never completely purged my feminine stash ever, maybe I was too chickenshit to do it (as Jeanie said). Or, as I struggled throughout my life with gender issues, my own “desire to reacquire” would return to rule my life. As it turned out, I was never strong enough to purge totally. Which looking back should have given me a clue to who I really was, a woman cross dressing as a man. Deep down, I knew, every feminine item I had worked so hard to acquire could not so easily be thrown in the trash. It would ultimately come down to me wondering how much different I would look in the mirror if I had not thrown out my previous stash.

At first, it all got worse before it got better when I entered my strong going out in the world as a novice transgender woman with my second wife. Fortunately, when I was restoring the old house, we lived in, I was able to build in a closet we rarely used. So, I found a place to hide the many thrifts store finds I had made and purchased. Also, by this time I was in a place where I did not care what my gender foes thought. I was building my future public persona, so I needed to look my best. Essentially, I entered the “don’t ask, don’t tell” phase of our relationship when my wife never said a word about my increasingly large wardrobe. She knew, I knew I was never going to purge again. Which turned out to be not true.

Just before she passed away, I decided to throw away “most” of my wardrobe and makeup and even went to the extent of growing a beard. Which I considered the ultimate purge. Even as I did it, something told me to keep my favorite outfit, wig and shoes because I never could be sure when I would need my old friends again. Tragically, six months later I did when my wife passed away and I turned inwardly to my feminine soul for comfort. When I did, I was able to shave my beard and hit the ground running towards a new life. Or, should I say, heels on the ground.

One way or another, I was happy I was not strong enough to totally attempt to purge away my feminine life. It was time to open a new chapter, even if I was sixty, as a transfeminine person. It seems many of us, with gender issues are doomed to a life of denial. We try to sooth our transgender or cross dresser sides by trips to our mirrors until we are caught, or in a relationship which even makes it worse. We begin to feel guilty about many things such as forsaking our ingrained male habits, all the way to feeling selfish for wanting to do something as radical as changing our genders for ourselves.

A lifetime of purging falls right in line with all the other pitfalls we encounter on our gender journeys. We must be strong enough men to make it to transgender womanhood and purging is just another experience we have to go through.

As always, thanks for reading along with my writings and experiences! Your comments mean a lot to me also. They help me to know if I am headed in the right direction. Please keep them coming!

 

 

Monday, August 4, 2025

Kicking and Screaming.

 

My trans friend Racquel
with her fur-baby.

Sometimes I am asked why I waited so long to finally make the serious transition into a transfeminine world at the age of sixty.

The partial answer is I did not want to face up to my truth of who I really was. Instead, I internalized my gender desires as long as I could. Another reason was, I had a powerful male self who did not want to give up all the white male privileges he had fought to gain. Every bit of ground he lost to his transgender sister was hard earned. Plus, he had a powerful ally with him in my second wife who wanted no part of me to progress any further than the cross-dressing stage I was in when I met her.

My excuse is for not transitioning sooner goes past just ignoring the obvious. I just did not factor in the other major changes I would have to go through just to see if my dream of living as a trans woman was even feasible. Maybe I could never make it at all was a fatal flaw in my thinking because I needed the inner confidence to live. At that point, I opened my gender closet door and began to look around and my male self was dragged kicking and screaming into the world. Early on he was being laughed at in drag when he went out which hurt his male ego. Until he summoned up enough skill to stop the abuse.

All of this led up to finally realizing (for whatever reason) I was more than a cross-dresser. I was a transgender woman. It all led up to the scary, magical night when I decided to change my mind set when I went out for a drink in a venue, I had frequented many times as my male self and had always wondered what it would feel like to do it as a woman. As I said, I was scared to death, and sat in my car for what seemed like forever adjusting and readjusting my hair and makeup before I went in. I knew from previous visits, when the nearby mall closed, the bar would fill up with single professional women who just socialized with each other. As I steadied myself to go in, my male side was still screaming no as my feminine side was excited to finally get a chance to live. That night, for the first time, she had won the battle because I had a great time and even stayed for an extra drink just because I could.

Little did my feminine side know, winning one big gender battle would only make the war seem further away. Following the evening out, she wanted more which caused severe problems with my marriage and life. Deep down, I wanted to experience the thrill of feeling natural in my skin for the first time, and when I could not do it, I became depressed and downright mean to the world around me. Internalizing my gender issues became less and less of a way to run my life. As a result, I started to sneak out from the house any spare moment I had to attempt to reinvent myself as a transgender woman.

I learned I could and began to slowly carve out a new life for myself with people who knew nothing of my past male self who was still strongly resisting every move I was trying to make out of my closet. Sure, I had my ups and downs with what I was doing but my overall trajectory was up, and I was proud of myself. I had come so far from the early days I had admiring myself in the mirror. Even the kicking and screaming from my male self was beginning to fade. But I found not to be too confident because I still had a long way to go on my gender journey to be a full-time transgender woman. Since my trans woman friend Racquel always told me, I passed out of sheer will power, I always had to work harder to make it in the world. I would forever have a testosterone poisoned body my male self-had left me to work around since I did not have the finances or will power for expensive facial femininization surgeries like Racquel did.

So, I did the best I could and managed to build a small tight knit group of women friends who accepted me while at the same time instructed me on the finesse points of being a woman. All of it brought the final curtain down on the kicking and screaming of my male self. I just wish he had not been such a formidable opponent. On the other hand, his interaction kept the bullies away from me for the most part and allowed me to get through the military in one piece, so all was not bad.

The end result was, he never felt as if he was the most natural person for me to be. That distinction always went to my feminine side who never gave up winning my own gender war. She ended up just ignoring all the kicking and screaming until it finally went away and the lack of extra noise in my life was a welcome change.

 

Sunday, August 3, 2025

Purging

 

JJ Hart from back in Ed's and Michelle's
time.

For many transgender or cross dresser women, rarely have we lived a life when we never wanted to go back to our male selves. A common term for the practice is called “purging.”

Like many of you, I have experienced my share of trying to purge away my gender issues. About the time I thought I was entering a high-profile stage of my feminine life, I began to feel guilty and wanted to throw it all away. Then, I learned there were different stages of purging. For example, when I was purging, I never could seem to throw out or give away all my hard earned, cherished feminine wardrobe and makeup away. Deep down I always left the door open to my closet for a return to cross dressing as I called it back in those days.

Then there was Ed, an acquaintance I had who really defined purging to me. Ed was a frustrated cross dresser who at the least was having problems with his family and at the same time dealing with several very serious health problems. Before he reached a crisis point with his health problems, he decided to give away all his cross-dressing items. With Ed, that meant a lot. He needed to empty out an entire storage unit he rented to hide his wigs, wardrobe and makeup from his family. I turned out to be on the receiving end of his gifts. He gave me a nice set of silicone breast forms he purchased as well as a plastic tackle box full of expensive makeup.

What ever happened to him I will never know, the last I heard from him was decades ago when he was increasingly becoming more and more negative concerning a transgender friend of ours. Michelle was very beautiful and was headed towards gender realignment surgery, and I think Ed had developed deeper feelings for her than just friendship. He never confided in me if that was the case which leaves me to yet another unclosed mystery in my life. Along with what my deceased wife would have thought of me if she ever knew me as a more complete transgender woman.

Even as I continued to progress along my transgender path, I found myself to be a contradiction of terms. I did not know for the longest time how I fit in on the gender spectrum. I had an idea I was more than a casual cross dresser such as Ed was but was I as serious about becoming a fulltime woman as Michelle was. Being in the middle as always tortured my frail mental health as I did not know which way I wanted my life to go.

Initially, I decided I could take the pressure no longer and purged my feminine fashion and makeup…almost. I compromised and did not throw out my favorite wig, sweater and Ed’s silicone breast forms. So, I had left the door wide open to return to a life I had always thought deep down, I could never leave behind. Slowly but surely, I rebuilt my wardrobe, added another wig and purchased new makeup to fill Ed’s tackle box I still owned.

That was the last time I tried to purge my physical belongings, helping to calm my transfeminine longings down. Following the many times in life I attempted to purge my life away from my deep-seated gender desires, I finally learned that I could not easily throw my real life in the trash. I also lost track of Ed and Michelle long ago and the last I heard from Michelle was she had gone ahead with her gender surgeries and was living with a lesbian in nearby Columbus, Ohio.

I just wish I had the foresight to understand how close purging was to my overall wellbeing than the obvious. All along, I thought I was trying to rid my feminine self of her external possessions when in reality, I was proving the futility of trying to deny the person I was always destined to be.

In a full circle moment, I was able to grow my own breasts thanks to gender affirming hormones or HRT and donate my silicone breast forms Ed gave me to a swap out at a transgender-cross dresser support group meeting I attended. As I mentioned, he had very serious health issues, and I doubt if he is still alive today. In a moment of clarity, I remembered his full name and searched for it on Facebook to no avail.

One way or another, I view purging yet another unique sideline of following a gender path. As far as I was concerned, I not so slyly resisted completely throwing away all of my wardrobe, shoes, wigs and makeup I acquired. I never knew when I would go back, I just knew I could.

Saturday, August 2, 2025

Gender Trauma or Dysphoria?

 

Image from Dominic
Swain on UnSplash.


When you spend a life dealing with gender dysphoria, often, gender trauma comes along with it. Interestingly, I have encountered some in the transgender community who claimed they had no dysphoria at all.

One of those encounters I had, happened one night at a transgender-cross dresser support group I was attending. I mentioned my struggles with gender dysphoria and the moderator stuck her nose up in the air and said she never had experienced any dysphoria at all. I recovered from her statement by simply saying she was lucky. I would have not wished what I went through with my gender struggles on my worst enemy. As a sidelight, I wondered later if the moderator knew what gender dysphoria was anyway. Since that time, she has gone through gender realignment surgery and has married another transgender woman. What I consider a remarkable journey for someone who never had experienced any gender trauma supposedly at all.

My trauma started quite early in life when I knew something was wrong with me but just could not come up with what it was. In fairness to me or my parents (if they knew), the information on gender dysphoria was completely missing in those days when I was young. In fact, I don’t think I was diagnosed with gender dysphoria until I went to a Veteran’s Administration therapist. Which would have been sometime in my thirties and allowed my therapist to prescribe gender affirming hormones to me and start the paperwork towards all my legal gender change documents. So, it was very important.

Along the way, I had the public to blame for furthering my gender trauma, which made my ordeal of coming out of my gender shell even worse. I was insecure enough until I made it to the ordeal of having the police called on me because I simply had to use the restroom. To make matters worse, I was kicked out of one of my regular venues. That was the place where the crew came down to a nearby venue I was going to and invited me back. It turned out, the manager who told me to leave was fired for drug abuse and stealing. I had my revenge, but my gender dysphoria remained.  

It turned out, my newfound success in the world as a transgender woman was followed by extra pressure to do better. I wanted to be better at my art of makeup and fashion. I wanted to be able to blend but do it better than the average cisgender woman. I wanted to be respected but at the same time not threatening the world. I had my setbacks such as being called a pervert by another woman in a restroom. I got even with her too when I found out she owned a hair salon, and I reported her to the local powerful LGBTQ center.

When something like that happened, I desperately needed points of gender euphoria to balance out the bad spots. It seemed for every gender bigot I encountered; I ran into another nice person who was genuinely curious about me. Many times, even better, I was able to learn as much from the other women I met as they did about me. For weeks at a time, if I was lucky, I grew confident in my presentation and my gender dysphoria subsided. Not completely, as there was always a new obstacle on my path to being a full-time transfeminine person. On the plus side, I spent less time stuck in reverse on my transition journey.

By being out in the public’s eye, I spent less time dwelling on what I was going to do about my future. Was I going to keep pursuing a part-time male life until the wheels came off or was, I going to take the actions necessary to make progress towards my dreams. As I put off deciding on my life, my gender dysphoria simply would not go totally away. Every day and time I looked in the mirror, I struggled because sometimes I would get a glimpse of my real feminine self but on others, I could not shake the old male image looking back at me. No matter how much change was occurring from the gender affirming hormones I was on. Disappointment ran deep with me as the transition wheels fell off when I saw him in the mirror.

Sheer willpower, as well as elation when things were going right kept me going through the dark days of dysphoria. In fact, to this day, I still suffer from gender duress when I look in the mirror. I have made it to the point where I am not as bad off as the mirror is telling me I am or as good as the mirror is suggesting. I am tired of fighting and the world will just have to take what it gets from me.

 

 

Friday, August 1, 2025

Life is too Short

 

Image from Brian Wangenheim 
on UnSplash.

Time is a precious commodity and life is too short.

Days, weeks, months and years are especially precious for many transgender women and transgender men. Mainly, if you waited until later in life to break out of your gender box and transition. Which is what I did.

I could and did look at my cross-dressing years as practicing for the big event of coming out as a transgender woman. While I improved my overall skills in wardrobe and makeup basics, there always seemed to be something I was missing. Actually, there were two main things I was missing, not just one. The first one was the realization I had my idea of cross-dressing backwards. I was never a man cross-dressing as a woman, I was a woman cross-dressing as a man. The second major realization was I would have to go through several transitions to meet my goal. An example was, I needed to transition from being a cross dresser to being a transgender woman if I was ever going to make it to where I wanted to go as a transfeminine person.

To accomplish my dream, I needed to take my second wife’s advice and set out to learn what a real woman went through in life. There was so much more than just being the “Pretty, pretty princess” as she called me. The problem was, she was always my feminine gatekeeper when I tried to explore the new and exciting world I was seeking. She did not want me to make it. She was a strong person and made it tough on me to progress in any way on my gender path but still I persisted.

Time went on and the years passed me by as I went to transgender-crossdresser parties and mixers to see what I could learn. Even then, when I hit my forties, I had a sense of desperation as time went on with me, and nothing major was happening on my gender front. It was during this time of my life when I started to escape my closet and explore the world. Mainly, I was carving out a totally new life where people knew nothing of my old male self. I was free to be the new me I wanted so bad.

After I went through the darkest period of my life when I lost nearly everything and everybody who was near and dear to me, did my life come full circle, and I began to notice the light at the end of the tunnel was not the train. My guess is I had paid my dues, and destiny was opening its doors to me. Among other things, it was about this time that the Veteran’s Administration health care system approved providing gender affirming hormones for veterans such as me. I jumped at the idea of taking advantage of less expensive HRT medicines and free mental health care. Even though I had already set up my hormonal medications through a civilian doctor.

By this time, it was becoming increasingly evident to me which direction my life would have to take before it was too late. I was in the middle to late fifties of my life and if I ever was going to ever have the courage to jump off the gender cliff, I would have to do it. One thing I did not want to do was continue to live the part-time gender existence I was already living. Plus, I was rapidly nearing the point in my life when I could take early retirement. Which would preclude me from having to go through any ugly transition on the job scenarios. I worked in a very male dominated profession, so switching genders on the go could have been quite challenging.

Finally, one night when I was out to be alone, I decided I was enjoying myself so much, I needed to end my gender turmoil forever. I decided to forsake all my male privileges I had fought to earn for decades and seek out my dream life as a transgender woman. It was not a decision I took lightly as I sent all my male clothes except my Army uniform to the thrift stores which were so beneficial to me when I was first acquiring my transfeminine wardrobe and fashion.

By this time, I was sixty and I figured I would never have a better chance to transition again. I took advantage of all the feminine “practice” I had done over the years. I was able to hit the gender ground running and never looked back.

 

Thursday, July 31, 2025

Why Not Me?

 

Image from Buddha Elemental 3D
on UnSplash. 

My life has been a series of why not me moments.

As a boy growing up in Ohio, I always wanted to be a better athlete, which turned out to be an impossible quest because there always seemed to be a better athlete in my world to take my place. Then there was my attempt to be more social in the world, but I was incredibly shy, and it was so difficult to do. So, I ended up hiding at home, thinking someday I would grow out of my shyness.

My greatest why not me moments came as I struggled with my gender identity. It became so bad with me that when a stranger asked me what I was going to be when I grew up, the only truthful answer I never gave was a woman. I internalized my thoughts and somehow hoped they would go away. Which of course, they never did. They just got worse because the main problem I had was wondering if I could do it at all. Information was incredibly difficult to come by in my sheltered male privileged world and for the most part I was lost, and I continued the path I was on. Doing my best to live a male life successfully, and at the same time, steal away moments of privacy to cross dress in front of the mirror.

Often, much to my surprise, I was semi-successful at both. I kept my increasingly gender fluid life in balance by improving my mirror image away from drag clown to beginning girl, while at the same time, keeping the bullies away from me by having an interest in sports and cars. I even went as far as dating a few girls in high school where I ended up attending both my junior and senior proms. Little did anyone know I wanted to be the one wearing the pretty gown and getting the flowers. As with the rest of my life, I got over it and moved on, no matter how difficult it was. Why not me was not working, I was still stuck in my gender quicksand and there was no handsome cowboy coming to help me out. Or strong woman as it turned out.

When I finally had had enough of being a gender victim, I opened my closet door and looked around for the first time in my life. I knew I needed to move past the once-a-year Halloween parties I was attending as my novice transfeminine self and try more ways to get out into the world to see if I could be successful or would my dream of life as a woman always must be a dream. I was ever so cautious as I began by shopping in malls and bookstores which turned out to be low impact areas for novice cross dressers or transgender women. I went to places where my money was more important than my gender which gave me the confidence to do more. More meant testing the public with new and exciting ideas such as stopping at restaurants to eat to see if I had any push back at all. I did not and moved on. Maybe, my why not me was coming true after all.

Sadly, dreams being dreams are not so easy to achieve I found out. Especially in the world of gender change. There was no way I could gloss over all the nuances of being a true transgender woman would entail. Many times, I ended up getting my new high heels stuck in more quicksand than I could have imagined and was fortunate to have found my way out, which I have written about in several blog posts. It occurred when I suffered the loss of male security privilege. However, by this time, I was able to take the good with the bad which was beginning to lessen, and I could see my dream being reality.  Which I had never thought possible.

For the first time in my life, I was beginning to live my why not me moments. I was at the threshold of living the life I had always wanted. Free from the male shackles which had tied me down. Sure, at times, it was unbelievably confusing to do, but with the help of a few women friends I always mention, I made it and was able to get out of the quicksand all together and rebuild my life.

Today, I am a woman who happened to come from a different background than most. But it was my dream to make it, and I did. As I said, I never thought I could or would.

 

 

 

 

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.

Monday, July 21, 2025

Who "Ya" Going to Call?

 

Image from Beth Macdonald on UnSplash. 

For many cross dressers or transgender women, our gender pursuits are very lonely. If you are of a certain age, you remember lonely with a capital “L”.

You remember the pre-internet and social media days when any information on being a transvestite or transsexual was very difficult to come by. This is where I always mention Virginia Prince and her Transvestia publication and how it brought a sliver of light and hope into my dark closet. Virginia was all I had; there was no one else to call. My gender workbook was blank.

From the pages of Tranvestia, I learned of the nearby mixers I could attend and for the first time in my life meet likeminded individuals. I was naïve and thought I could meet others I could call and or meet on a regular basis. Instead, I met many people I did not understand and did not want to socialize with. Either I was too much of a woman for them, or not enough it seemed. I was caught in sort of a “Goldilocks” zone with a blond wig and still no friends to socialize with.  I selfishly wanted someone just like me on the gender spectrum.

Slowly, all of that began to change when I started to attend diverse gender mixers in nearby Columbus, Ohio. I started to come out of my shell a bit and began to meet others who I enjoyed their company which was a great start to finding my way out of the “who ya going to call syndrome”. From parties I was invited to, I actually had people I could call and be invited to come along to excursions such as the Andy Warhol main exhibit at The Ohio State University followed by a visit to a well-known Columbus gay venue I had never been to. I had a great time.

Of course, when I did begin to get out more in the world with or without my new transgender friends, I wanted more. Which left me in a really bad spot with my second wife and my male self who were increasingly putting up resistance to every move I was making. In my own mind, for the first time in my life, I was making progress towards learning if a transgender future was possible. Every step I took was resisted as the other two wanted nothing to do with my progress.

As I continued with building my own confidence as a transfeminine person, my circle of friends began to increase also. I was coming full circle into my own as I was the one setting up our social events and I even quit going to any other mixer in Columbus. Saving my time and money for the monthly lesbian mixers I so enjoyed in Dayton, Ohio. The only problems I still had were coming from my second wife who I loved very much and my male self who kept whispering in my ear was I doing the right thing by just giving all my male privilege away. I did my best to stay in the middle of the gender road while not getting hit by oncoming traffic.

Ironically, I had built such a good wall between my gender selves with my friends, I could not talk to them either. A prime example came when I tried to explain my first hot flash to a good lesbian friend of mine and all she said was welcome to her world. Lesson learned. From then on, I let her take the lead when the conversations became very personal because I knew she had a lot going on in her life, and at least I could be a good sounding board or listener.

I adjusted from moving from the very few male friends I had who had passed away to a very few new women friends who helped me to escape the severe loneliness I was feeling when my wife passed away. In ways they never knew, I was calling a friend and having the best of both worlds. I had reached my own “Goldilocks” zone as my friends were easing my solitude while at the same time, teaching me what it meant to be a woman. Primarily a woman who did not need the validation of a man to feel good about herself. Which was a direct conflict from the old ways of going through genital realignment surgery and then disappearing just to resurface in a new life with a man.

What was left of my sexuality after HRT remained with my lifelong admiration of women, so I did not have to change, which was a welcome discovery. Now, I am so fortunate to live with and have married the only person I need when I am feeling down or even gender dysphoric. I can talk it out with my wife Liz, and she is like I have my own in-house therapist. My problem is opening up after all these decades of closing myself off to the world. I was very good at the job.

 

 

 

 

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.

 

 

Is Purging Just a part of a Trans Journey we Need to Go Through?

  Image from Shayan Rostami on UnSplash.  I received several wonderful comments to my “Purging” post yesterday including people such as Jean...