Showing posts with label gay. Show all posts
Showing posts with label gay. Show all posts

Thursday, January 22, 2026

No One Way is the Correct Way

 

JJ Hart, Trans Ohio 
Conference. 

Yesterday, I referred again to my initial explorations in my mom’s clothes as the way I started my gender journey, and you may have done it too. Or some of you may have had a sister or two to borrow clothes from or even better get dressed up as a girl for Halloween in your past.

My point is that initially we follow very similar paths on our gender journeys without ever meeting up until later in life. Possibly at one of the cross dresser-transgender mixers which used to occur and still do in places such as Provincetown and Harrisburg Pennsylvania who host major events so you can experience living as your feminine self for an extended period of time. Plus, if you live near a city/metro area of any size, often there are LGBTQ groups who host support groups for novice cross dressers to attend which helps them understand a little more what they are up against with their gender issues. For example, Cincinnati, where I live has several gender support groups which cater to different ages in the community.

No matter how you reach out to seek relief from your closet, no one way is the right way to do it. For example, I would not recommend how I came out into the world as a transfeminine person to anyone. I took too many chances in sketchy gay venues as well as drinking way too much. I was caught in a situation where alcohol gave me too much courage while at the same time convinced me how good I looked. Both of which nearly got me into serious trouble a couple of times when I pushed the envelope too far by trying to go to redneck leaning venues. I was fortunate that I did not get physically harmed but I did not.

It was about that time when I began to notice how much more attention, I was getting from ciswomen than men. I think for the most part, the women were curious about what I was doing in their world, and I was harmless dressed the way I was. Slowly, I began to think I was on the right path after all when I started to enjoy myself.

For the longest time, I thought my next move into the lesbian culture was relatively rare when it came to the transgender community until I received another comment from “Bobbie W.” It turned out she was influenced by two lesbians when she was exploring the world too. Sadly, the difference in our paths came when her two friends moved away after school and Bobbie lost her contacts in the lesbian world. On the other hand, my difference was I never lost contact with their world and learned so much about the woman I could become. I became so serious with one of the lesbians I met, that I moved in with her and we got married. We have been together for over a decade now.

Another point I want to make with being accepted by the lesbian culture is you have to try to enter their world with a thick skin and prepare yourself for rejection. You also have to understand the layers of difference in their culture from “butches” to “femmes” and everything in between. Also be aware there are “Gold Star” lesbians who are completely against everything male versus the rest of the culture who had made it with a man in their past and had a very bad experience. One of my friends was a “Gold Star” and always held me at arm’s length while the others, including my wife Liz had children through previous soured relationships.

Maybe also, you think that since you went to all this trouble to be a transgender woman, why waste it on another woman and you want a man. Since I have had very little experience with men over the years, I am a bad one to ask. For the most part, men have steered clear of me, and I have steered clear of them. I did have a couple of dates years ago during my coming out years, but nothing ever came of them, and they were one night experience dates in very public venues where I felt safe. Other than a very rare circumstance, I have never met a trans woman who had a long-term relationship with a man, and I often wondered how scary it would be if he brought his trans girlfriend home to meet mom and the family for the holidays. Although I did it with Liz’s highly conservative dad and brother. (I was terrified).

These days, the possibility of establishing a long-term relationship exists on a broader spectrum than ever before. I know a couple of transgender women who met during their gender realignment surgeries five years ago and just celebrated their fifth anniversary, so anything is possible. Just because your path does not align with the other gender conflicted people around you, it does not make it right. As I said, the spectrum has grown bigger over the years with the advent of the internet influence and social media groups. Although I read recently the tide is starting to turn back to personal contacts and away from online dating which I was lucky with. After sorting through tons of trash and rejection my wife Liz contacted me and we have been together ever since.

Since we are all humans, we share in the vast spectrum of life we are living. Perhaps since we are transgender women and trans men, we have a broader spectrum to live with. These days we still have to deal with the unreasoning anti-LGBTQ political ads which are starting to appear. I saw one just this morning from Kentucky congressman Thomas Massie who was campaigning for a right-wing candidate when he said the candidate was not for transgender they and them but for us. I need to get prepared for the worst that is yet to come.

Try not to let it all drive you tightly back into your closet and keep in mind no way is the right way when you decide to come out and look around.

 

Monday, January 19, 2026

Setting New Traditions

 

JJ Hart bottom row, left. 
Girls Night Out Birthday Party

Establishing new traditions or routines can be difficult when you decide to finally live as the gender you were always meant to be.

In my case, the biggest moment of change was when my regular invitation to the family’s Thanksgiving feast was rejected by my brother and sister-in-law who did not have enough backbone to stand up to her rightwing Baptist family. The excuse I was given was, what would the kids think. I was fortunate that my dramatic change was by my daughter and my future wife Liz. Both of them invited me into their family gatherings with open arms and I ended up having an even better time than I would have had with my brother.

Other traditions I was invited into were girls’ nights out for various special occasions such as birthday parties. I cherished the chances I had to go behind the gender curtain and see how ciswomen interact with each other when there are no men around. Sure, I was terrified to go at first but quickly calmed down and warmed up to the experience when almost all of the women there treated me as an equal. Surprisingly to me, I ran into no problems except for one woman who acted as if she was mad at the world anyway. Plus, my most important lessons were if you take men out of the picture, women are looser acting around themselves and the only real difference in the conversation is the lack of sports and job talk. The bulk of the conversation was built around family and spouses.

I took these new learning experiences with me and ran with them into my everyday life’s interactions with other women. I subtracted any talk of employment and my major interests (sports) unless I was asked about something specific. Which surprisingly I was not and my private life which I had not merged at that time, stayed mine. No one pried, and I did not offer. Which worked well for me.

As I slowly began to build on the experiences I mentioned, life became more fluid and natural to me, and I knew I was on the right path. I felt better after spending a night with the ciswomen than I ever did when I was busy posturing with other men. It just took me time to establish new traditions, and I came to expect the occasional invitation to join other women in their celebrations. I became my own woman, just from a different background than the rest of the group. As I learned so much, most of the women never knew how much they benefitted me by just allowing me into their lives. Including the lesbian experiences, I had which went such a long way towards shaping my future.

From the earliest days of going to diverse mixers in Columbus, Ohio and ending up leaving with a lesbian I talked to, all the way to attending lesbian mixers with Kim and Nikki in Dayton, Ohio years later, I again was able to learn so much about the sort of woman I wanted to be. As many of the transgender women around me were stressing about finding a man, I learned I did not need a man’s validation to be me. It really helped me to not needing to change my sexuality while I was building new traditions in my life. I had always appreciated the company of women around me and nothing changed.

If you are considering, or are building new ones, as you know it is a major deal and one that can take a while. My advice is fairly simple, pursue as many avenues as you can and be prepared for the occasional rejection you may receive. Especially from men who may perceive you only as some sort of fetish object. And of course, be safe and meet strangers in public places initially.

Sooner rather than later before you know it your new traditions will become established and second nature to you. That is when the woman who has always been a part of you can emerge and live the life she always imagined. Jumping the gender border may be something you were always destined to do but never dreamed you would have the chance to do it like I did. I needed to wait for decades as I experimented with my gender but finally the doors opened wide for me to find myself in a do or die situation. Either try a male to female transition which was always a female-to-female transition in my world or forget it and move on with my life at the advanced age of sixty. It would have been easier just to do what I always had done and live a life with one foot in each of the binary genders.

I took the hard way out and decided to pursue the next step in my transition (it was a big one) and seek a doctor’s approval to begin gender affirming hormones or HRT. It was a huge step for me and one I did not take lightly. My body took to the new hormones like why did I take so long to do it? It fit right in with the rest of my life of waiting too long to do what was right. Establishing new traditions in a life I always should have known was just the beginning.

 

 

 

 

Thursday, January 15, 2026

Gender Lost and Found

Image from Jon Tyson on UnSplash.

I spent most of my life in the gender lost and found department.

It all started when I discovered my fascination with my mom’s clothes and was lost when I outgrew all of her wardrobe. I was fortunate when I found a elastic, stretch mini skirt in a box outside the girls’ locker room one day and managed to hide it away in my gym bag and take it home for myself. What was lost was now found.

Along the way, I ended up wishing my overall gender dysphoria could be solved as easily as finding a skirt I could squeeze into and wear. It was only the beginning of a lifelong search to finally face up to who I really was. Until I faced up to the fact that I was never male at all, I was lost in a life I did not want.

Slowly but surely, I began to find my way out of my dilemma. But before I did, I needed to gather all the courage I could to leave my mirror and experience the world, as terrifying as it was as a transfeminine person. It was only then could I see the possibilities of what my future might hold if I actually followed my dreams and was able to live a life on my terms as a transgender woman. Along the way, I found out more about myself than I lost as explored the world. Surely, initially (as I always point out) I was treated rudely in a world which was different back in those days. The world was more likely to find humor in my efforts to be feminine than today when more and more people are just mean. To a point where they will share their unwanted bigoted feelings with you. Every time I was laughed at as a novice cross dresser, I resolved to head home to the safety of my mirror and attempt to fix the problems which were holding me back.

What I found was, I was not trying hard enough to blend in with the ciswomen around me. I needed to lose my male ego which was telling me to run from the criticism I was receiving and for the first time, pay attention to what the world was trying to tell me. Get out of the teen girl fashions I was trying to be seen in and start trying to determine my strengths and go from there.

The more I learned about presentation as a trans woman, the easier my life became as I began to test the boundaries of what I could do. For the most part, I was successful in building the basics of a new feminine life other than the times when I tried to go too far into venues I should have never considered trying. Ironically, one of the biggest set of venues I needed to lose were the gay bars I was going to. Even though, for the most part I found I could express myself there, my growth as a person was slowed dramatically. I tired of being rejected as just another drag queen and wanted to find something more. Losing the gay bars except on certain occasions was the best move I made except when I found acceptance in a small lesbian tavern I went to regularly along with the bigger sports bars, I found that I could be a regular in also.

As I expanded my feminine horizons, I lost more and more of my male self who had always wondered what it would be like to go to his favorite venues as a woman. I found I was right and enjoyed myself even more as a transgender woman. Especially when I went there enough to be recognized as a person, not some sort of a man in a dress. My golden rules of being accepted almost always worked for me as there were three. Number one, be friendly and not be a bitch. Number two never cause any trouble, and number three always tip well.

The only problems I found were when I needed to separate who I was in the real world when I needed to go back to being a man and existing in my working world, I increasingly wanted nothing of. It was a fast-moving pressure packed macho world which I could never see myself doing a male to female transition in, so I was lost in limbo much of the time. It was the only major problem I found I could do nothing about and had to give up a well-paying job when I retired to a fulltime transgender woman’s world. At least, I found my knowledge of competition carried me over quite well into the women’s world I was in. Of course, I needed to lose all my male privileges’ I had gained over the years and start all over again and often I learned the hard way that women compete just as hard as men. Just in different arenas.

Once I learned the new rules, I was learning quickly and even enjoying my feminine world even more than I thought I would. Probably because I was dealing from a position of gender strength because of all the time I had spent in a male world. Many times, I found I knew what potential problem would be coming at me before it even appeared. One of the gifts of being a transgender person.

Of course, now I feel that I have found much more than I had ever lost. I look back at my all too lengthy male life as the chance I had to learn the basic building blocks of life which I would need later to succeed at being a woman. From there I needed to take all the benefits I found as a new feminine person and use them wisely. To squander all that I had learned would have been a tragedy as I wasted all my time in the gender lost and found.

 

 

 

  


Monday, January 12, 2026

Who Won the War

 

I call this a fake image of me.
Pre Hormonal padding and hair.

Relax, this post is not another of my political rants!

As my life enters its senior stages, I have the luxury of looking back and wondering what the hell happened. Or, who won the gender battles and who ultimately won the war.

Even though the cards were stacked against her to start (and continued for years), my feminine side managed to hold her own enough to survive. Which was amazing when I looked at the beginnings of our life and what she had to put up with. To start with, I was born into a very male dominated family with a highly competitive nature to contend with, so I always had to be ready for a battle of some sort. For the longest time, I would have to accept defeat at the hands of my brother who was always the better athlete and I would quickly run and hide behind my dresses and makeup. When I did, my feelings were soothed and I was ready to try to compete and win.

One way or another, I found the only winning I was doing was when I was a girl in front of the mirror. The mirror kept telling me I was pretty, and that kept me going. I was far from winning any gender war within myself, but I was managing to tread water and stay afloat…barely because I had no where else to turn. My desire to be a girl was shutting me off from the world. What happened then was, I grew tired of just presenting in front of the mirror and wanted to test how well I did in front of the world. The whole scenario forced me into major battles once again.

This time, I found amazingly I could compete in the world as a transgender woman and I did not have to accept defeat every time I went out in public. Maybe I was finding my home gender after all. I think at this time too, I was battle hardened from all the defeats I had sustained in my male life, and it was easier for me to continue to move forward.

As life started to change, I wanted to explore the consequences of what I was doing more and more. Then my battles became more serious and far reaching which led my male self and my second wife to panic. They suddenly realized I was becoming a more accomplished trans woman and could possibly make it after all to my dream of living a full-time life as a transfeminine person. For her part, my wife kept telling me I made a terrible woman, which I learned later was true. Simply because I had not spent enough time behind the gender curtain to claim my womanhood, yet, but I was coming alarmingly close enough to find out what she was talking about to set her alarms off. And my male self, not to be outdone was doing his part too by relaying all the new jobs and moves he was making into a personal success story.

Between the two of them, they made formidable gender foes, and I needed to become better at exploring who I really was. Whenever I could get off work, I attended cross dresser-transgender mixers, both large and small to determine if I could do what I saw other successful people living on the gender frontier. By doing so I could see my major battle lines being drawn up ahead, and I was like a runaway train headed for them. Major decisions were coming up in my life if I like them or not because I had spent too much time and effort in my explorations to turn tail and run again. I had nowhere to go this time because I had blocked all my exits. All my skirts, dresses, heels and makeup were ready for action.

By this time, my male self was in pure panic mode knowing that his ace card of military service had backfired on him. He thought somehow an ultra-macho experience that Army infantry basic training would make me more of a man when in fact, the whole experience made me a stronger person and believer in myself. When push came to shove and the times were darkest, I could make a decision and live with it. Even if was the decision that would effectively be his final battle and win the war for his feminine counterpart.

Also, I was coming up with a clearer idea of why I had struggled with who I truly was for all those years. I had blindly followed the idea that I was a man cross dressing as a parttime woman when, in fact, I was a woman cross dressing as a parttime man who happened to be married to a strong ciswoman. Plus, he was the primary wage earner in the family. Covering all those gender tracks was exceedingly difficult and put a tremendous strain on his mental health but he kept on fighting the gender battles against all odds. Out of some misguided idea that he had to. It was such a relief when he surrendered and gave up the remainder of his clothes to a local thrift store. The only thing he saved was his Army uniform which had taught me so much about life and winning,

When he realized he had lost, there was no time for wild celebrations. Only time for serious contemplation of what was next and how my victorious trans woman would react. It turned out, she took her win quietly and set out to build a life she always knew was possible. A life which was enhanced even further when she was approved for therapy and HRT through the Veterans Administration. Finally, she had the help she needed to match her internal needs with her external appearance. Which is the subject for another blog post altogether.

Regardless, victory was sweet as my old male self-faded into the past. She lost many battles, but ultimately won the war.

 


Friday, January 2, 2026

Practice, Practice, Practice

 

Image from Mor Shani
on UnSplash. 

Sometimes I wonder if some people don’t take the time to understand how much practice I needed to do as I became my authentic self. I guess I could say I went through nearly a half century of work to become who I dreamed of being. It was far from easy.

Starting at the beginning, I never had much to work with as far as being an effeminate boy. Not to mention, I was born into a very male dominated family. Very early I learned I was going to have to work hard to not look like a clown in drag when I tried my best to look like a pretty girl in front of the family mirror. I always equated putting on makeup with painting the plastic model cars I had. Which I was always very bad at doing.  

It did not help when I earned my own meager amount of money working around the house or delivering newspapers in the neighborhood. Then I used the money to try to shop for makeup. I still remember to this day, the first time I was confronted by the sheer number of various makeup brands and variations to try. I finally selected several products out of desperation and hoped for the best as I was trying not to use my mom’s makeup anymore. Now, I don’t remember how successful I was, but I kept on trying to practice on my face until I got it right. Or so I thought. It wasn’t until years later that I visited a true professional makeup artist that I discovered I was not working on the true potential of my makeup to its maximum effectiveness. I was merely making the same basic mistakes over and over again.

I was fortunate to have the makeup artist who was able to explain to me in terms of understanding what he was doing, so I could repeat the process later. Practice for once made perfect. I was able to paint my model cars in a way that my friends admired them. But this time, I was actively admired at the crossdresser-transgender social mixer I was at, and this time when I tried to hang out with the “A” listers (as I called the beautiful, more advanced crowd of attendees) I was accepted. The best part of the whole evening was I then had a basis of where I needed to be as far as being an accomplished cross dresser but on the other hand, I was presented with a deeper set of questions about what I was going to do about my male life as I knew it.

What I decided I had to do was take my transfeminine show on the road so to speak and see if it would play at all in the public’s eye. Away from all the safety of mixers and gay or lesbian mixers. That is when the real practice set in. I needed to stop all of the hard-earned male muscle memory I had learned and start to learn the best that I could the graceful, fluid moves of a cisgender woman. Naturally, the whole process was difficult to do. Especially when I was switching back and forth between the two main binary genders almost daily. Constantly, I needed to remind myself of who and where I was so I would not end up at the wrong place at the wrong time.

Through it all, when I thought I was being successful in going down my transgender path, roadblocks always emerged which sent me back to my drawing board and started setting up more practice. Those were the days of taking every spare moment I had to sneak out of the house and begin to carve out a new life for myself as a trans woman. Once I made it successfully out of the gay venues I was going to and into a few of the big sports bars I was used to going to as a guy, I started to relax and enjoy my new exciting life even more.

No matter how much I try to gloss over this part of my life, the fact still remained I was essentially cheating on my wife when I went out as myself. Deception was never my strong suit, and I was never proud when I needed to lie about what I was doing. By this time, I had reached the point of no return but still was afraid to face it. I hid it by staying in the so-called practice mode I was in. If I could have just one more experience being a transfeminine person, it would make it so much easier when I decided to permanently put my old unwanted male self behind me for good.

Finally, I quit kidding myself, and I was doing so much than practicing over and over again to live a transgender life. I had always dreamed of doing it, so it was time to do something about it and live it. Who knows, maybe all that practice at living a feminine life saved me in the end as I finally learned to move and communicate my way around in a ciswoman’s world.

 

Saturday, December 27, 2025

Resolutions

 

Image from Nik on UnSplash.

I am a firm believer that most new year’s resolutions are made to be broken. Statistics say that nearly eighty percent of people never keep resolutions.

On the other hand, in my formative transgender years, I ended up making several resolutions that I intended on keeping. But by now you might be able to guess which ones I am talking about. The further I was going towards being able to live the feminine life I always dreamed of, the easier it was for me to set new resolutions to conquer in the upcoming year ahead.

Very early in my gender journey, it was easy to set easier goals such as getting out of my dark closet and into the world. I figured from there I could look around and see what was next. What was next proved to be terrifying, natural and exciting all at the same time. More and more I felt bored by the old idea that all I wanted was a chance to be a woman on my own terms. It got to the point where I did not have to make any resolutions which I would have to break. I was doing a good job at living out the ones I had already made. Ironically, I missed several resolutions I should have made but did not. Such as when I did not see my second big gender transition coming at all. It was when I shifted gears mentally and began to think of myself as being transgender and not a cross dresser at all. To this day, I have nothing against all cross dressers (since I was one for years) but my gender needs took me deeper.

Of course, going deeper into my transgender rabbit hole, brought out the need for new resolutions. The old shallow ones such as could I exist in a ciswoman dominated world no longer were making it. I was way past all of that and needed to find out once and for all if I could carve out a new life for myself that I had only dreamed of. You might say, reality of life began to outstrip my dreams as well as the need for more resolutions. At that point, I quit making them all together.

It was easier to go free form in my transfeminine pursuits and do the best I could. It turned out that for the most part I was successful and continued on feeling good about myself. Until the usual problems arose with my unapproving wife and a male self who continued to dominate a big portion of my everyday existence. As I thought more and more about them, I wondered what I would ever do about setting up more resolutions about changing my life for good and jumping the male to female femininization border.

I don’t think until you have walked a mile in our high heeled shoes as a transgender woman would you understand the relative importance of making new year’s resolutions. While others are thinking about losing weight or cutting back on their drinking, you (on the other hand) are wondering what in the world are you ever going to do about becoming a full-fledged transgender woman. It is especially difficult when someone you know asks you what your resolutions are and you don’t want to lie.

At that point, I just went back to my default position I used when anyone asked me about my future. When I was a kid, instead of saying one day I wanted to be a woman, to please my parents I just said I wanted to be a lawyer or doctor. Seemingly, nothing changed later in life when I was asked about my resolutions, I would just say to lose more weight or make more money. So, I lied and took the easy way out. There was one way I could tell the world the truth at that point in my life. Then I started to wonder how many other people who spoke of their resolutions on new year were fudging their answers too. All those people who rushed out to join a gym never really meaning to go like I did once. As I think about it, going to workout in any shape or form was yet another gender smokescreen I threw up to disrupt anyone who was sensing my transgender issues.

Overall, I wonder how many other trans women or trans men have had to try the same method and any sort of a public call for a resolution or two is just another way to hide while you are on your path. One of the statistics which I have read on resolutions said that only twenty percent of people making resolutions keep them anyway, so I don’t feel so bad about not making them anymore. And who knows how many of those making resolutions are closeted transgender people anyway?

Looking back, the only advice I could give to a trans person still in the closet thinking about the new years and making resolutions is to try to make yours doable and don’t try for too much. Failure only leads to disappointment and a deeper return to your closet.

Anyway, you cut it, a new year is on the way, and we have a chance to sweep away a very disappointing 2025 out the door. Just keep your head high and hope for the best in 2026. At the least we will have a chance to vote and change a very crooked regime in Washington. Something you can do from the privacy of your closet, and no one will have to know and if you do make resolutions and don’t keep them you will be in the majority of the population for a change. A real rarity.

 

 

 

 

Saturday, December 20, 2025

Meeting a Hero's Wife

 

Image from UnSplash.

This is a short post which basically revolves around the unexpected meeting I had yesterday with a very special person.

Nearly every Friday afternoon I attend a LGBTQ support group (virtually) at the Dayton, Ohio Veteran’s Administration hospital.

It is one of the best support groups I have ever been involved in, and it is rare that all the original attendees still come to the meetings. It is a very diverse group with everyone from gay men and lesbians to transgender women like me. Yesterday we had a full house including a new participant who I assumed to be a questioning lesbian ciswoman.

I turned out to be very wrong and as the hour meeting went on the moderator very skillfully brought it out of her why she was there. It turns out she is the wife of a hero. Her spouse is one of the transgender service persons forced to leave the military by the supreme coward who dodged the draft “Captain Bone Spurs.” Better known as president tRumpt. When she told their story, I was wowed and expressed my position that her spouse was a true hero and would she be joining the group in the future.

Since she said, they were just exploring the area for LGBTQ contacts, that would be a real possibility. And I was thrilled to have the chance to meet her. So, I will see if I have the chance after the Christmas holiday when we have our next support session. I will let you know what happens.

In the meantime, my wife Liz and I will not be attending any concerts by the Cincinnati Symphony Orchestra this season. Years ago, I tested my courage and even found a sequined formal dress to wear to a holiday concert with Liz. Even though, it was not my favorite form of music, I managed to calm down and enjoy the show when I learned not everyone else was looking at me.

We even stopped for drinks on the way home (in an Uber) so we would not have to drive and had a great time. Since Liz is a Wiccan, we don’t celebrate Christmas as such, we celebrate Yule instead which is close since the Christians “borrowed” Christmas from the pagans in ancient times. Plus, my daughter converted to Judaism years ago, so I am pretty much left out of the Christmas holidays altogether which is a total change from the years with my second wife who was a fanatic. Poetic justice, I guess.

Even though those days are past me, I am fortunate to still have Liz’s family to feel the holiday warmth from. I know many in the transgender community are not so well off this time of year.

For me, just the chance to meet a hero’s wife in person was a huge gift unto itself. As I said, I hope she comes back for more interaction and brings the hero with her.

 

 


Monday, December 1, 2025

Sealing the Final Deal in my Gender Struggle

 

JJ Hart. Key Largo last year.

Sealing the deal on my male to female gender transition was the most difficult decision I have ever had to make in my life.

It is the main reason I kept putting it off until I was nearly sixty years of age and could take the pressure no longer. The only way I kept what sanity I had was to cross-dress my way along until I could take bigger, more substantial steps.  One of the problems was, I had learned that cross dressing was not nearly enough to solve my gender issues and sooner or later, I would have to face the truth of who I really was. Also, I was very naïve and thought I could balance the influence of two genders in my world as I grew older.

As I set out to build a reasonably successful male life, at the same time, I was trying to fill out my feminine workbook with absolutely no help from other women. I was stuck being on my own for years, until I progressed to the point where I could leave my closet and explore the world as a novice. After brief successes (and a lot of failure), I was able to see portions of my future and judge if I could ever seal the deal and live my dream of being a fulltime transgender woman. Even though I was still progressing, I was still hitting roadblocks on my path to trans success and had to keep working my way forward through failure.

All I could see in my future was a life I would have to live alone with no way to support myself as a transfeminine person. My sexuality did not change, and I wanted basically nothing to do sexually with men, and I knew how incredibly difficult it would be to find a ciswoman who would accept me the way I was. I had pulled off some other seemingly impossible things in my life but accomplishing this and sealing the gender deal was too much to hope for.

Then, as I lived my new life as a trans woman, I learned that maybe my dream was not too much to hope for and one thing was for certain, if I did not try, I never would know if I could make it. I expanded my explorations with men and managed to have a couple real live dates when I enjoyed myself but nothing sexual happened, so I set my sights in lesbian bars for a ciswoman who wanted a woman with a little bit extra experience in the world. Amazingly to me, I was moderately successful in one lesbian bar where they accepted me. Which brought me so much closer to thinking I could seal the deal and live my dream.

Now I was to the point where I had to really see where I wanted to take my life. I was an executive general manager of a large casual dining restaurant which I had put in years of hard work to arrive at. If I transitioned, all the work I put into my career would be gone (along with the money) and I would have to start all over again. Behind the world as a transgender woman. Naturally, the whole situation was a major roadblock.

It finally came to the point where I faced sealing the deal like I was jumping off a cliff into nothingness. At that point destiny set in for me and made my final decision so much easier. Tragically, I lost my second wife and almost all of the close friends I had to death and could start with a clean slate in life. Plus, the restaurant I owned was failing and I was losing it also, leaving me a couple of years to work before I could retire early on Social Security which would give me enough income to get by. As You can tell, the doors to transition were opening wide and I would have been a fool not to walk through them.

Most importantly, my mental health was suffering and my self-worth as a man was at an all time low, so it was time to end the torture I was feeling and jump off the cliff and seal the deal. It was during this time too, that the Veterans Administration health care system, which I was already a part of, approved veteran’s care for gender dysphoria with mental health counseling and HRT if approved. I was quickly approved and ended up taking another giant step towards achieving my dream and sealing my lifetime goal.

What did I have to lose? I was leaving a male life I never really felt comfortable in to jump off a gender cliff and land in accepting women’s arms as I joined their world. When I did, I tried to take every little bit of advantage I could from all the learning experiences I put in over the years. Landing on my feet in high heeled shoes was a challenge but I managed to make it in fairly good shape. I came out fully at the age of sixty when I finally decided to seal the deal and never looked back. I could not take balancing two genders any longer and took the easy way out into the world of women where I should always had been.

As always, thanks for reading along, and any comments are welcome! I always do my best to respond.

 

Sunday, November 30, 2025

If Your House of Cards is Broken, What Then

 

Image from Nik Korba on UnSplash.




If your house of cards is falling, what then?  Is something many transgender women and transgender men face as they transition to the gender of their choice.

The problem is, we hide our flaws so well over the years that many of the friends and family we associate with never had a chance to see the true selves we are internalizing. In my case, I knew very early on I had deep flaws that eventually I would have to adjust to. Somehow, I carried the misconception that age would solve all my gender problems which I hoped magically would just disappear. In the meantime, I set out to build a stable male existence on a house of cards.

The longer I built my house of cards, the harder it became to rationalize tearing it all down and starting over. As I started my path towards achieving my dream of living my life as a transgender woman. What I ended up doing was, trying to explore the world in stages as a novice cross dresser or transgender woman, to see if I had any chance of making it at all. Very early on, I had my doubts as my futile attempts to blend in with the world were met with scorn. I knew without a shadow of a doubt what I was doing was breaking my male and female self and I needed to discover ways to fix it.

It was then I began to shove my male ego aside and begin dressing for the segment of the population I wanted to blend in with, cisgender women. I began to re-study all I had ever thought of women as a whole and started to fix the way I was trying to look. I was certainly not making it as a teen girl dressed to thrill and settled in on a more mature scaled back look I could handle with my testosterone poisoned body. I immediately began to see dividends as I started to successfully blend in with the world.

The problem I discovered was I was beginning to be too successful in my exploration. Suddenly I realized I was not a casual weekend cross dresser at all. I fit in with the new up and coming term transgender almost perfectly and I began to change my mindset from thinking I was a man trying to be a woman to I was actually a woman trying my best to be a strong, successful man. When I discovered this, my life in some ways changed for the best, but in other ways turned out to be problematic. It was easy to accept my changes, but it was hard to decide what to do about them because of the seismic problems they caused. My house of cards was shaking and becoming broken, and I did not know (or want to face what I needed to do about it.)

To attempt to hold my broken world together, I kept trying to apply the strongest male glue available. All I ended up doing was hurting my mental health more in the process of trying to save myself. All the ripping and tearing of my gender dysphoria was literally killing me. Finally forcing me into action to save myself. As I struggled, I continued on my not so merry way, exploring what it would really mean to me if my house of cards collapsed and I had to fix it. The only thing I had going for me was all the experiences I had built up as a transfeminine person in my life. So, I did not have to start from ground zero when I decided to go after my male to female transition for the final time. I was secure in my feminine appearance and communication skills, and I had major hurdles behind me. Then all I needed to learn was what would happen when I lost all of my male privileges which were a major part of my house of cards. In many ways, losing things such as my security and intelligence as a trans woman were breaking all the remaining chains I had to my old male life.

The bottom line was I took a male life that was not broken and broke it anyhow. Giving up nearly everything I knew as a man. Gender affirming hormones or HRT put the finishing touches on everything I had ever known and shifted my knowledge of gender privileges to the feminine side of the gender spectrum. As my testosterone decreased and my estrogen level increased, I was free to build a new life. Which for once was not broken or flawed. No more house of cards for me, nothing was broken.

 

 

Tuesday, November 25, 2025

Stopping was Never an Option

 

Image from Josiah Niklas
on UnSplash.

Very early on, during my very confusing crossdressing years, I wondered if I could just stop the madness of wanting to change my gender as I grew older. I did not know at the time that stopping would not be an option.

As I grew older, my desire to be a pretty girl (then a woman) grew with me. The more I cross-dressed in front of the mirror, the better I became at the basics of makeup and whatever fashion I could get my hands on. Plus, the better I became, the more I wanted to do more to improve myself. Increasingly I knew stopping and purging all my feminine clothes was never going to be an option even though I tried and tried. At that point, I tried a clumsy attempt to come out to a couple friends I had but was rudely rejected. I needed to return to internalizing all my feelings of wanting to be a girl if I was to survive in my world. Which was cruel and unusual punishment for me and more importantly, my fragile mental health. I was already stuck in long periods of depression before I was diagnosed as being bi-polar by a therapist I went to as I grew up and away from my parents.

When I did move away to college, I actually lost my desire to cross dress and act like a girl for almost a year. I did not know how to act when stopping all of a sudden became an option.

Of course, before I knew it, my gender dysphoria came creeping back into my life. I then needed to build my wardrobe fashion, undergarments and makeup all from scratch. I vividly remember the trigger object which started it all. My future fiancé for some reason, found a short wig to cover her long straight hair, and tried to surprise me with it. I was not pleased and let her know it. I then set out to get her a wig I liked. Funds were tight as I worked at a small radio station where I went to college, but I managed to scrape together the money to buy a beautiful long blond wig I had seen in the window of a beauty shop in my hometown. Under the guise of buying, it for her, I had really wanted it for myself. As luck would have it, she did not like it, and I was able to “inherit” the wig when we separated years later.

I kept the wig until I joined the Army for my Vietnam War tour of duty and beyond, as I was able to hide it away on the rare occasions, I could use it to “top” off my outfit when I cross-dressed. Even with all the traveling I was doing with “Uncle Sam” I still was able to anchor myself with the belief that stopping my idea of being a woman was not a fairy tale and could still be possible someday.

It wasn’t until I seriously began to explore the public’s perspective of me as a newly minted transgender woman, did the world start to change and I knew nothing that I was trying in my new world was going to change…ever. Even still, ever became a big word for me as I hit a series of roadblocks to become a full-fledged transfeminine person. Just when it seemed I was moving in the right direction, something would come along and temporarily stop me. At that time, through all the roadblocks, I finally realized I could see my dream of living like a woman was certainly not an option and it would be a shame to waste all the time and effort I put into my path.

I also needed to make the final decisions I would need to successfully put my male life behind me. What I would do about supporting myself and coming out to my remaining family became very important decisions. My only child (daughter) made it easy on me because she accepted me totally. While on the other hand I was rejected by my only sibling (brother) and we became estranged. My parents, second wife and most of my friends that mattered had passed away which made my coming out process easier. One way or another, I had decided to go my own way no matter what anyone thought.

If I had realized earlier that stopping my male to female gender transition was never an option, life would have been so much easier for me. I would have been allowed to live the best I could, make all my mistakes earlier and achieve my ultimate dream sooner. Rather than stubbornly hanging on to a male life I was born into but never wanted.

 

 

 

Monday, November 24, 2025

Transgender Dreams

 

Image from Felipe Delgado
on UnSplash

Obviously, we transgender women and transgender men do a lot of dreaming when it comes to the ultimate results of our lives. For example, when I was very young, I could never speak truthfully when an adult asked me what I wanted to be when I grew up. Saying I wanted to be a woman would have never been acceptable and would have rewarded me with a visit to a psychiatrist. So, I said something more acceptable such as a lawyer or a veterinarian.

I had to save my ultimate desires to be feminine for my dream world and often went to sleep thinking of how it would be if I could wake up as a pretty girl. Of course, I was never able to take advantage of such a thing happening to me and I needed to make the best of what I had to work with. Which was about ready to radically change for the worse when I went through male puberty. As I started my growth spurt, I rapidly outgrew all my mom’s clothes I had tried to squeeze into and had to rely on my meager allowance added to my newspaper route delivery money to try to sneak out to stores and buy my own clothes and makeup.

Through this portion of my life, my mirror was my friend and helped me to bring dreams of being a pretty girl to life, no matter how I really looked. It wasn’t until I began to experience the public’s reaction to me did, I finally get a fair and accurate reaction to how I really looked. I desperately dreamed of being more than a clown in drag. After tons of work and trial and error experiences, I finally made it to where the public at least knew I was being serious about achieving my dream of being a woman. Little did I know, the real work I would need to do to achieve my dream was about to begin.

The more I explored the world as a novice transgender woman, the more I found I had to do to survive in the new exciting feminine world I had dreamed of being a part of. When I was in the public’s eye, I found I attracted the attention of ciswomen as never before and as I did, I needed to get radical and do things such as talk to them. Initially, I was very shy and completely unprepared to take such a big step, but I was way past the point of ever turning back. For the first time in my life, my dream appeared to be within reach, if I kept learning what my new world meant.

I found I was stuck in some sort of a gender never-never land. Ciswomen instinctively knew I was not Cis but on the other hand, wanted to be in their world. Fortunately, I found most of them let me into their worlds and showed me a path to being successful, if they knew it or not. I did not care how I received the help and guidance; I was just trying to achieve my dream of living as a successful transgender woman. As I tried to point out in yesterday’s post, I went past the point of trying to be trans all the way to just being me. Which I think the women around me accepted because of my honesty. By now, you may be thinking what about the men around me? For the most part, they left me alone. Which was fine by me. I wanted out of their club and wanted nothing to do with going back if I had anything to do with it. I was successful and never did. My dream increasingly appeared to be reachable, and destiny opened her doors for more success for me. Primarily when it came for time to consider going down the path of gender affirming hormones or HRT.

I knew first, I needed to find a doctor to approve taking the hormones and I found one in one of the Dayton, Ohio LGBTQ publications. He had openings and I was able to get in for a checkup and then receive my precious prescriptions for initial minimum dosages for estradiol and spiro to get started on a new path towards achieving my dream as never before. After I began the minimum dosages, I had no adverse reactions and in fact the opposite was true. I felt as if I should have been on the meds for my entire life. They made me feel so good.

By this time, I felt as if I was living proof that transgender dreams come true if you pay your dues such as I did. The dues I paid were certainly the best investment I ever made.   

 

Friday, November 21, 2025

Gender Professionals

 

Image from Alysha Rosly
on UnSplash.

On occasion, I can just sit back and observe other women. Through my observations, it has occurred to me that some ciswomen are better at being women than others. For example, they walk straighter with their shoulders back and are proud of their femininity.

It has also been my theory that all females do not have the right to claim their femininity or the right to be called women just because they were born that way. Transgender women in particular know that becoming a woman can take many paths and we have can claim our own womanhood when our gender workbook is filled out.

Does it make us gender professionals? No, not in its own right but it does give us a leg to stand on when we are out in the public eye just trying to live our lives. It could be argued that transgender women and trans men must be better than our gender counterparts to get by and stand a chance of becoming gender professionals.

The question could be also, what does being gender professional really mean. I am only one gender conflicted person of course but for me to understand what a gender pro really meant, I needed to go into the world and live it. First, I tried to go to gay venues to see if possibly I was attracted to other men, or would they be attracted to me as a transgender woman. They were not attracted to me in any way and considered me no more than another drag queen on their turf. Which I wanted nothing to do with. Next, I tried the few lesbian venues I could find in the Dayton, Ohio area. There were three, and I found I was hated in one, had a neutral reception in another and was warmly accepted in a third. From the experience I mainly learned the different levels within the lesbian community and was it possible to work my way in at all.

The third and final venues I ended up at were the big sports bars I frequented as a man. In them, I was surprised to learn how quickly I could establish myself as a regular if I did not cause any trouble, learned to smile and then tip well. I learned too, to try to carry myself as a gender professional. Leaving no question of who I really was. I had to learn also carrying myself as a gender professional was completely different from being a gender professional. It meant I could carry myself well if I was wearing a fancy sweater and slacks, or my favorite team’s football jersey with a pair of jeans and boots. I discovered, more than anything else, I needed the confidence to do it and the rest of the world be damned if they did not like me. I was just having fun in the world as my self and taking advantage of all the fashion perks of being a woman.

Even with all the learning I was doing at the time, I still made learning from the ciswomen around me a priority. I figured they held the secrets that I needed to complete myself as a professional woman. The times to talk and communicate and the times to keep quiet and shut up and learn come to mind. You might say, I was exploring all the nuances of being a woman and trying to improve myself at the same time. I was fortunate in that almost all of my friends came from the lesbian community, so I came up with a unique view of the world. Especially around men which I learned did not validate my womanhood.

As you can tell, pursuing my quest to be a gender professional overtook much of my thinking. There was so much happening when I met my wife Liz, and I started to accompany her to her meetings she went to for various reasons. What happened was I had no choice but to expand my horizons again and meet a whole new set of people. When I did, I fell back to all the lessons I had learned about communicating with strangers. Not as a transgender woman but as just me.

Most Importantly, I had built back a portion of the self esteem I had lost as a gender professional growing up. I lost the inferiority complex I had put myself through during the rocky days of coming out earlier in life. Believing in myself for the first time as a transgender woman was all it took to get me by and enable me to become a true gender professional.

 

 

Thursday, November 20, 2025

Five Million

 

Original image. 
JJ Hart writing.

Recently, I reached a milestone as far as my blogging “career” goes.

This week, I reached and went over my five millionth hit to the blog which was amazing to me when I considered the humble way this all got started. I actually started blogging a long time ago when I barely even knew what the term meant. And I did it mainly because of the discussions I had with “Connie” an online transgender woman friend I had met from Seattle. Along the way, on another site we were on, we discovered a mutual dislike for what we called “trans-nazi’s” or transsexuals who based their worth on the number of gender operations they had undergone. Somehow, they felt better than the rest of us and were not shy about letting us know it.

From there, I had started to relay the experiences I was having as I initially began the trip out of my closet and into the world. “Connie” thought my experiences would be worth sharing and here we are so many years later. In many ways, both of us share the same sarcastic sense of humor, so we matched up well.

On a much deeper level than just harassing the “trans-nazi’s”, I hoped sharing what I went through in my lifelong gender journey would be a great way to pay forward my experiences and help others. Every time I receive a comment or two from a person in need of guidance as a beginning cross dresser or transgender person, I feel honored that they reached out to me. While all our trips are different, at the same time we are similar and have all have the same opportunities to learn from each other.

Five million hits later, I now realize the strain of finding subjects to write about on a daily basis really takes it out on me until I run across a comment or two which keeps me going. It fulfils the original idea I had when I started writing something I did not know I could keep on doing for any length of time. When the comments kept rolling in, I knew I was on the right track because I thought the audience I was writing to represent is a very narrow part of a potential audience. Then I thought, if I was reaching just one person out of the vast majority of readers on the internet, I would be doing my job. I learned to be more satisfied with being more of a niche blog, designed for the transgender audience or those that were questioning being trans and would their life look similar to mine. Because switching your main binary gender is so difficult and intimidating to do.

The bottom line is, I would not have all those hits if it was not for you and I cannot comprehend how many of you come from around the world to visit the blog. My deepest thanks go out to all of you no matter where you are.

Even though now I write on two separate platforms, I still write for free because I feel it is the right thing to do. It just makes me feel better.

Once again, I cannot thank you enough for joining me in my gender journey and I should do it more. Just be assured, it means a lot to me when you read along and even take the time to comment!

May we continue on to many subjects together in the future. 

 

Wednesday, November 19, 2025

Transgender Week of Awareness and Remembrance

 


As we finish up the Transgender Week of Awareness then honor all trans women and trans men, we have tragically lost over the years during TDOR, or Transgender Day of Remembrance, it is time for me to add in what I have done recently to be out in public to advance the awareness of who I am in the world.

As I mentioned a couple of days ago, yesterday was the day I needed to go to the main Cincinnati Veterans Medical Center to visit my hematology doc, who in turn ordered all of my blood work I needed from all sorts of providers including my primary doctor all the way to the nurse practitioner who monitors my depression and anxiety medications. So, the bottom line was I ended up seeing several people in a short span of time.

Of course, as luck would have it, the weather was beyond terrible for a mid-November day in Southwestern Ohio. During our trip to a very congested VA medical center my wife Liz had to battle torrential downpours, strong winds and even thunder and lightning. Through it all Liz got us there safely and it was time for me to meet the public as a transfeminine person. Fortunately, there is a drop off point at the front entrance, so I did not have to walk far in the rain with my walking stick. As I waited for Liz by the door, I sat near a group of four women who ignored me completely, so I thought I was off to a good start. In the distant past, I have caught people staring at me and worse at that VA, but not yesterday.

In some ways I am stealth these days as I transitioned into a senior citizen transgender woman. So, I can’t say I add much to the celebration of transgender people everywhere. Instead of all the people I did see yesterday, most of them paid me no extra attention except for the intake nurse who called me Miss Jessie and another volunteer who called me Mam when she was asking if I needed any help.

As far as the hematology doctor went, he was very nice and accommodating. He agreed to and set my estradiol blood test and even volunteered to give me more refills on my prescription. I left with a good feeling about him and if he ever knew I was transgender, he never said anything about it.

All that remained then was to make my appointment for next year and wait for the results of all the blood tests I did. It used to be I would have most of them within twenty-four hours before the ridiculous cuts to the VA that the Epstein crook made. So now I wait longer.

Now it is time to stand with all of you transgender women and trans men everywhere to make sure the public knows we have not gone anywhere. Even if you are still in your closet waiting to come out, be aware there are others to help you currently out in the world. You can join in the celebration also.

Just remember, the week ends with TDOR, the Transgender Day of Remembrance. It’s the time we pause to remember those trans people who tragically died just for who they were. Now, more than ever before, we have to stick together for change and in many areas such as Ohio, get our rights back.

As far as my wife Liz and I went, we stopped at our favorite coffee shop for a holiday joe and light breakfast sandwich which was a welcome sight for me after I needed to miss my breakfast and fast due to the blood tests. We went through the drive thru and headed home with our treats.  

Hopefully, all will turn out okay with my blood tests which I will be able to share with my daughter’s mother-in-law who always wants to know how my health is getting along. We shall see. In the meantime, take the opportunity if you can be a visible transgender woman or man. Except for those of you who have gone through the time and effort to go stealth in the world. Congratulations to you too.

I will keep you informed of my trifecta of medical reports which seem to pile up on me at certain times of the year. Anymore, it is my primetime to be out and about as a transfeminine person and do my bit for transgender week of awareness.

 

 

   

No One Way is the Correct Way

  JJ Hart, Trans Ohio  Conference.  Yesterday, I referred again to my initial explorations in my mom’s clothes as the way I started my gende...