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

Thursday, June 26, 2025

Build the Plane before You Fly It.

 

Image from Miquel Angel
Hernadez on UnSplash. 

Early in my life I learned to build my gender plane before I tried to fly it.

When I was simply admiring myself in the mirror, life was easy, or so I thought. I could apply my makeup and put on my mini-skirt and journey to the mailbox, hoping the neighbors would not see me. Through it all, the mirror lied to me and said I looked wonderful even though I did not even have a wig. Even still, I kept going. Mainly because we lived in a very rural area and no one saw my mailbox adventures.

I suppose, during those days, I was merely experimenting with clothes and makeup, the same way any other young girl would do. The problem was, I had no one in my peer group to criticize me and help me to learn what was correct with make-up and fashion and it showed. I was attempting to fly my gender plane before it was fully built. The mirror never did any of it for me. It was simply there to tell me how good I looked.

It was not till much later in life, did I begin to replace the mirror with public feedback when it came to early adventures going out in the world as a transfeminine woman. I vividly remember all the nights I quickly returned home wiping the tears away after being followed by someone and laughed at. Mainly from teenaged girls. Somehow, I needed to keep taking my plane back to the drawing board to attempt to see what I was doing wrong. The good news is, I did begin to figure it out. I was dressing for the wrong gender. Trying to please men, when I should have been trying to please women. Out went the sleazy, ill-fitting clothes. Replaced by more sensible clothes as I did my best to cover my male poisoned body.

It worked as I began to blend into the world, as I gave myself the chance to experience my reality for a change. I was similar to the Wright Brothers during their first flights; I was not going far but I was doing it. During this time, my flights grew dramatically longer. I was finding my way out of the clothing stores where all they cared about was my money, all the way into restaurants where I had to interact with staff on a one-on-one basis. I was discovering how well my plane was built or not. Surely, I was still experiencing my ups and downs, but I was having more of the positive side of life.

The problem was, on my male side, he was still having success in his world with a very successful job. So, he wanted no part of helping to build a new gender plane. I was forced to build around him. Which made for a very shaky foundation. Especially for my already frail mental health. It hurt me deeply when I was flying high and he brought me back to earth with a crash. He even took me as far as an ill-fated suicide attempt.

In the short, and long term, I survived him and continued to build my plane, every time I thought I was done, there was more to do as I studied the nuances of living a transfeminine life. Adjusting to being passive aggressive alone to other women was a big adjustment, not to mention the communication issues I faced in the new world I was in. Other women were very curious about me and wanted to know what I was doing in their world. Very soon, my air space became very crowded with new people, mostly all women.

Many times, starting all over in life became a major challenge for me. I needed my plane to provide me with a better view of what was really happening in my life. I had too many fake, mean people to beware of. Even after all these years, my plane was still very fragile. Before I moved ahead any further, I just had to build in the inner strength I needed to pursue my dream of living fulltime as a transgender woman.

To accomplish my dream, I needed the friends I had found in my new life to do it. I always mention the Liz’s, Kim’s and Nicki’s of the world who helped more than they ever knew. It was all of them who finished building my plane more than I did and I will be forever grateful for them coming together to save me.

Growing up, I built plenty of model cars to look at and even race, but nothing helped me to prepare for the greatest building experience of my life. A gender transformation project which took me decades to complete. In fact, I am still working on it to this day even though I have been fully out for over a decade now. There was more building than I ever thought possible to start all over again with my life.

 

Wednesday, June 25, 2025

Catching Up

 

JJ Hart, Hot Summer Day.

This morning was a day to catch up and run errands.

Because of the continuing heatwave we are under here in Southwestern Ohio, I needed to get an early start. For example, it is nearly ninety degrees (F) before eleven AM with heavy humidity. So, by early I meant the pharmacy I was going to did not open till nine o clock. Plenty of time for me to have a leisurely morning as I got ready. By getting ready, I did not mean I had to go to any elaborate means to do it. Basically, all I needed to do was shave closely, apply moisturizer, makeup and brush my hair. I figured the least which would happen to me was I would see two different people in drive thru’s.

Of course, I was wrong because my second stop involved an up close and personal interaction with a coffee shop employee who was taking orders outside the window since the equipment had broken down in the heat. It turned out all my built-in paranoia of meeting strangers was unfounded for at least today.

First, the guy at the pharmacy had the personality of a cardboard box and could have cared less about me. And, as far as the girl I interacted with personally with the second drive thru went, she was very nice to me, and I felt as if I was welcome.  Especially since she knew I (assumed) I was transgender. Whatever the case, I felt good as I headed home before the traffic became worse again.

Speaking of going out, my wife Liz and I’s trip up to Dayton, Ohio during the upcoming Fourth of July weekend is rapidly approaching. My daughter is having a graduation celebration for her family. My oldest grandchild graduated from Ohio State last winter and is coming home from hiking the Appalachian trail before she takes a job in Maine this fall. In addition, my youngest grandchild is graduating from high school, and her husband is receiving his MBA. The event is being held outside, so I need to plan accordingly. I have picked a very feminine top to go with leggings and flats so I can be appropriately feminine without going overboard.

It does not seem possible, but the next big event is Liz and I’s big trip to New England in the fall. Just like that, another summer will have gone by. At my age, there is no way I should be wishing time away. As my mom was fond of saying, age is like a roll of toilet paper, the closer to the end you come, the faster it goes. As with most things mom told me, she was right.

It seems, no matter how small the public interactions are, when I am positively impacted, the better my life is. It is like charging up my gender battery. I constantly need it. Such as the positive interaction I had today.

Tuesday, June 24, 2025

Painting a Picture

 

Image from Vinicus Amix
Amano on UnSplash.

During my life, I have never been accused of being an artist. In fact, I would mess up drawing stick figures.

The best thing I could do was connect dots. Which I needed to do quite often in my gender conflicted life. Basically, the main dots I needed to connect were, was I a boy or a girl. It ended up taking me far too long to finally connect those dots and attempt to draw my gender picture.

When I began to experiment with makeup, I learned the basics of facial artwork and even I could make myself look better in the mirror. Mainly, though, I struggled along until I summoned the courage to request a makeover from a professional makeup person at one of the transgender-cross dresser mixers I went to. He did a miracle job and transformed me into a woman who I only had dreamed of. Most importantly, he was able to explain to me what he was doing in a step-by-step format that even I could understand. I looked so good, I was invited along by the “A” listers, as I called them when they went out to explore other venues after the mixer was over. I even got the last laugh over all of them when a man tried to pick me up in a venue we were in, and they were not.

Sadly, the success I felt from the mixer did not last long when I had to go back to the real world, I was a part of. When I did, I became mean and nasty to my wife and others around me. All the way to almost losing jobs because of my attitude. No way to paint a picture. Somehow, I needed to get better before I self-destructed my life.

I hung on until I did get better when I had the chance to leave my closet more than once a year for Halloween parties. I was aided by the fact that my artwork with makeup and clothes continued to improve until I looked better than some sort of a circus clown in drag. I simply had to if I was ever going to have the chance to live my dream. Through it all, it did occur to me how difficult the process was going to be. I was painting two pictures at the same time, one as a transfeminine woman. One as a successful man. The stress of doing so nearly killed me. Being a man was easier because of all the white male privileges I had gained but being a transfeminine woman felt so exciting and natural when I painted her.

By the time I had gotten this far, I found I had painted myself in a corner. I could see the finish line for a change, while at the same time, I had a wife I loved, a family I loved and a good job to protect as a man. Decisions, decisions were wearing me down. Primarily because it was so frustrating to me to have worked so hard throughout my life to paint two pictures, only to have to finally choose between the two. What I did was let the public choose which picture they preferred. Since my transgender woman had an unfair advantage, she won the contest easily. She got to start all over again and learn from all the mistakes her male counterpart made and go from there. Time and time again, the public picked her.

Putting the finishing touches on my feminine portrait proved to be easier said than done. First, I needed to come out of my closet to what was left of my blood family. I received a 50/50 reception when I was accepted by my daughter and rejected by my brother. By this time both of my parents were deceased. Predictably, both coming out events were scary and quickly resolved. My daughter wondered why she was the last to know while my brother did not have the courage to stand up for me to the rest of his extended family. We have not spoken now in over a decade. Sad but true, he never wanted to see my finished portrait. Conversely, my daughter and I are closer than ever.

But then again, are our portraits ever finished until we die. Shouldn’t we always be making small upgrades the best we can? Plus, age should put us in a better position to do it. Sure, painting two completely different gender portraits at the same time was difficult and at times required tons of skill to keep one hidden. But somehow, I was able to gain the artistic skill to make it happen.

The powerful draw of an overwhelming dream was all the motivation I needed to become a better artist and provide the background I needed to live a life as a transgender woman.

Monday, June 23, 2025

The Biggest Lie

 

Image from Dave Goudreau 
on UnSplash.

Sadly, the biggest lie I’ve ever told in my life regarded my biggest truth.

The lie of course, regarded my gender identity. For simplistic reasons I could say the problem I faced early in life was having a complete lack of information to lean on. It was back before the internet information years, and I thought I was the only boy in the world who wanted to be a girl part of the time.

To compensate for my cross-dressing activities, I was prepared to lie my way through it. If I was ever caught red handed because of leaving lipstick on my fingers. Due to whatever circumstances which were beyond my control and very lucky, I was never caught by my family. Although I always have wondered if my mom somehow knew but hoped my fascination with her clothes was just a phase I would grow out of. The best part was, I never was caught or questioned so I did not have to lie my way out of an ill-advised trip to a psychiatrist. Back in those days, being a transvestite (the term which was used) was a mental illness problem. Not something I wanted to face. So, I hid in fear.

As I weighed the two alternatives, fear or lying, I chose to internalize the fear I was feeling every time I put on feminine clothes. Once again, I was able to put off lying to the one biggest person in my life…myself.

All was well until I was discharged from the Army and returned to civilian life. Once I did, I began to pick up where I had left off with my gender issues. I even went as far as almost telling my first wife who was also in the Army and was being discharged several months after I was, to expect a totally different me when we met again. I was totally thinking of meeting her as my transfeminine self. As much as I secretly wanted to, deep down I knew I was not ready for such a big move, so I hid my feelings again and lied my life away, for a while.

You know what they say about lies, the more you lie, the more you have to. Just to stay above water. Before long, I was drowning in my own personal lie, until I met my second wife. She was much stronger than my first wife who never said anything negative to me at all considering my gender issues. I often thought wife number one would not protest at all if I told her I was leaving for a period of time for sex realignment surgery. She was just too easy, and I divorced her to be with my second wife who also knew of my cross dressing. Which started out good but deteriorated

I say deteriorated because my second wife did all she could to support my growing gender issues until I had outgrown both of us. All of the times she encouraged me to go ahead and rent a motel room and spend the day out as a woman taught me valuable lessons. First and foremost, I could make it in the world as my feminine self after all. Then, the big lies started as I began to go out on my own when my wife was at work, from the house. Which was something I told her I would never do. By doing so, I began to live the biggest lie of all, as I was increasingly aggressive in my attempts to do more and more in the world away from my masculine self.

Naturally, the tailspin I put our marriage into put a strain on both of us. Especially when she caught me going out. When she did, a massive fight would break out for days until somehow an uneasy truce would be called. At times, things would be so bad, my wife told me just be man enough to be a woman. The problem was, I was still lying to myself thinking I could keep my married life balanced with my transfeminine one. I just was not that good a juggler to do it. Again, mainly because I could not face my truth.

Sadly, my second wife passed away before I faced my truth. Being the wise one in the relationship, she knew me better than I knew myself. Pushing me to pay attention to what it really meant to be a woman.

Now I just wish I did listen to her and went ahead and transitioned. Sure, it would have been difficult but living the life we lived was difficult too and I could have started living with a clear conscience. Being the stubborn person that I was, I kept on living a lie until I could take it no longer and finally made the move into a life I could enjoy as a fulltime transgender woman.

By the time I transitioned most of the important friends I had known (including my wife) had passed away. Leaving me alone in the world to carve out a new life in my sixties. It would have been very difficult, but I wish I had listened to my wife and been man enough to be a woman sooner.

 

 

Sunday, June 22, 2025

Building Bricks as a Trans Girl

 

Image from Marcus Spiske
on UnSplash. 

If nothing else, my long life has been a series of gender building blocks.

Ironically in my youth I spent hours building small houses with a set of plastic building blocks I was gifted. That was until I discovered the joys of mom’s clothes and began to admire myself in the family’s hallway mirror. Little did I know, from those humble beginnings, I was heading towards building a lifetime of building blocks. Transphobes as well as other assorted bigots were ruining my early days as a transfeminine woman. Which meant I needed to sort through my gender bricks until I could survive.

Very early on, I knew I needed to build a strong closet. To quote a famous “Doors” song, I was a “Rider on the Storm.”  Somedays my storm would be less as my gender dysphoria subsided on others it was unbearable and all I did was think about the next time I could cross dress in front of the mirror. It was on those occasions; the mirror would play tricks on me and tell me I was an attractive woman. I say tricks because on a good day, I had not mastered the art of makeup or fashion. I needed to be persistent in my building blocks because I would never have been successful if I did not. My dream of living a life in a transfeminine world was proving to be much more difficult than I ever imagined.

It turned out my wife was right, I did make a terrible woman until I paid my dues, but I couldn't pay my dues until I built enough gender bricks to be allowed behind the gender curtain to learn the nuances of doing it. One thing I did know was that I was my gender journey of a thousand miles did begin with that single step in front of the mirror. To keep up with my journey, more and more bricks would be needed for me to succeed. Once I was behind that imaginary but so real curtain, I became a complete sponge to be the best transfeminine person I could be. Some days I was thrilled to be where I was and on others, I was scared to death. Building a new life from scratch with very little help proved to be intimidating.

I learned and became better at dodging the barbs and smirks of the haters in the world. I had built enough bricks to replace my old gender closet with a new one which was built to last me. The new closet was good enough to take me to the point where I could authentically begin a new life as a transgender woman. Which meant I needed to be better than the average cisgender woman just to get by.

The women around me who helped me build my new gender fortress were the gate keepers who never knew how much they helped me live my dream. I was able to layer my feminine experience all the way to success.

Little did I know when I was a kid trying on my mom’s clothes for the first time, how far I would need to go to survive. My last adventure turned out to be my best.

 

Saturday, June 21, 2025

The Big Risk

 

Image from Joshua Rawson Harris
on UnSplash.

When you jump from one of the main binary genders to the other. In my case of course it meant leaving all my hard-earned male privileges behind and move into a largely unknown world.

The risk was tremendous the farther I went along. Mainly because I was accumulating an increasingly amount of male baggage. Such as family, house and good job. At the same time, I was perfecting my transfeminine appearance, which encouraged me to move forward in the world. To be sure, I was involved in being tested with a double-edged sword. Or which way should I go? I spent many wasted hours trying to obsess over my future, which was still very vague. At that point I did not even know if I could even exist in a fully transfeminine world. On nights I was accepted by the public, gender euphoria told me I could. Then, on the nights I was rejected by the public, I thought there was no way I could ever live my dream, and it would remain just that…a dream. A dream which never would go away. 

Through it all, the idea of risking all my existence remained with me and naturally scared me to my bones. I was hiding away my biggest secret and even though I did internalize it well, it was a drain on my mental health. Which is a side story I tell often because it is something I think more transgender women and trans men can learn from. At least I hope so.

Something else, I don’t think the average person understands about us, is this is not a casual joke to us, and we just cannot stop putting on a dress on a whim. We are ready to risk it all to live an authentic life as our true selves. Free from our closets. The problem was at the end of a day out, most of us must go back to our old unwanted male selves (or female selves for trans men). For me, it was always a heart-breaking experience as I tried desperately to maintain my male façade for my wife and work.  The only alternative I had was to attempt to live part of my life as a trans woman and the other half as a macho man. It tore me up.

The entire process just became worse and worse when I began to carve out an all-new life in a feminine world. The more success I felt, the less I wanted to go back to my old life and began to research the prospect of living my lifetime dream. In fact, all I can remember all I really wanted to be when I was young was, I wanted to be a woman. Which of course, I needed to keep to myself. I was miserable as I felt as if I was the only boy in the world who felt that way. It took me years to learn I was not the only male in the world who wanted to be female and was prepared to take the risk to do it.

I was able to find a couple of real live acquaintances who took the risk, almost, so I could judge what it meant for me if I decided to follow in their footsteps. I say almost because one the transsexual women I knew was a very attractive retired firefighter in Columbus, Ohio and had a very good pension to live on. The other trans woman I knew was even more attractive in her own right and a very accomplished electrical engineer and would always find a job. I had a good job but not one which would carry over to a gender transition. So, I had much more to consider, not to mention neither of the women I mentioned were in a serious spousal relationship and I was. Right in the middle of a twenty-five-year marriage. I would later come to know how similar yet drastically different our transgender community is.

The pressure I was feeling to take the final risk continued to build. Aided by the success I was having in dealing with the public, I was encouraged to take the final risk in my life. At this point, destiny stepped in to show me the way. My two major stopping points were my second wife and what I would do for an income after I transitioned.

My wife tragically died, leaving me with one to speak of to object to me leaving my old life behind and beginning a new one. Then, by that time, I was in reach of being able to retire on early Social Security income plus what I could sell online. In many ways, the lightning did come right before the rain for me and then the sun came out. When it did, I could see my dream life had arrived and I could live how I wanted to.

 

 

 

Friday, June 20, 2025

A Trans Girl in the Arena

 

JJ Hart at a Witches Ball. 

Or, should I say, a scared trans girl in a new arena.

As I started my gender transition from male to female, I truthfully did not have an idea of the complexity of what I was getting myself into. I had closely studied the ciswomen around me for years to try to see what made them tick and how they survived the challenges in their lives. I also learned the hard way; I could only go so far until I was allowed behind the gender curtain.

My first initial shock when I entered the arena of life as a transfeminine person was everyone would be looking at me. Sure, I was used to the fact that all men looked at women and judged them, but I was not prepared for women doing the same thing and even more so. Since I was never the most attractive woman in the room, I did not have to worry about most men giving me a second look. Except those men who desired me for what I was, a transgender woman.

Women were a completely different deal. I found quickly how another woman could look you up and down, and head to toe. Judging me without saying a word. It took me awhile to get over the experience and plan for it. If I was going casual or professional, it did not matter, I needed to be perfect in my presentation. From accessories to shoes, I needed to shine, or blend. In other words, I needed to be better than the average ciswoman to survive in the new arena of life I chose. An arena where everyone noticed who I was or wasn’t.

After the initial shock wore off, I learned that this part of my new transfeminine life was just something I needed to get used to. For the most part, I was used to men shunning me and women showing interest in me because they were curious what I was doing in their world. I ignored the men and concentrated on the attention I was getting from the women because I was learning so much from them about how to survive in the new gender world I was in. Sure, I suffered several bumps and bruises along the way, but I survived and moved forward. Sometimes quickly, sometimes slowly until I found my way.

Being a trans girl in a big arena surely brought on a new set of challenges when I lost all of my male privileges. Such as my right to personal security and my right to express myself to the best of my ability. I was used to being able to scare off most all of potential physical danger as a man, which of course was all lost as a woman and I was nearly attacked several times before I learned. Also, being excluded in conversations simply because of who I was became a common place. Both aspects of my life were something I did not quite bargain for when I entered the new arena I was in.

The nuances of living in a new arena became a common place for me. As I transitioned from cross dresser to full time transgender woman, I knew I was in the right place, and I could see the so-called finish line ahead. Or so I thought.

Now at the age of seventy-five, I can see the finish line but for the most part it has nothing to do with my gender arena. The finish line I am seeing has to do with my own mortality and how my family will remember me. In many ways, I am the unintended role model for my transgender grandchild who is facing an uncertain world. I say unintended because I had nothing to do with my grandchild’s life choices. They (choice of pronouns) are just fortunate in that their parents are so supportive of the life choices they make coming from such a diverse family environment.

I believe we will never stop transitioning in our lives. We keep transitioning all the way to the grave as transgender women and trans men whose families refuse to bury the trans people as their authentic selves. The final battle and insult. The arena never seems to be quiet at all.

At the least I could say, the journey to the gender arena and the successes and failures on how I survived were never boring and not something the average human will ever know. Perhaps, it is part of the reason we have been demonized by a certain political party when most of the population has never met a transgender person. If they ever stepped into our arena and saw our life firsthand. They would know, we are not such monsters after all, just average people trying to make it in the arenas we chose.

 

 

 

 

 

 

 

Thursday, June 19, 2025

A Trans Girl and her Hair

 

JJ Hart and Mega Hair. Most of
it is tied up behind my head.

Certainly, one aspect of life transgender women share with cisgender women is the love of their hair.

Very early in my life and for years following, like so many novice cross dressers, I had no access (financial or otherwise) to buying a wig, nor did my mom wear one. I was stuck wearing a towel around my head and imagining I had beautiful flowing hair.

I needed to wait until my college years before I could afford to buy a wig, which supposedly was for my fiancé who I desperately wanted to not like it. To me, it was long blond, thick and beautiful, and I couldn't wait to try it on. I was still firmly in the closet to her in those days, so I needed to figure out an excuse to wear it.

Finally, I could not take the pressure any longer and came out of my closet to her and asked her to dress me head to toe as a woman with (you guessed it), that beautiful hair to finish off my outfit. As it turned out, that one day of satisfaction of cross dressing would come back to haunt me later. To make a long story short, she held my gender issues against me and threatened to leave me if I did not tell the military draft board, I was gay when they came after me during the Vietnam War. We broke up when I refused her demands and fortunately, I got to keep the wig. Years later, I found I received the better end of the deal.

After I was discharged from the military, I did have the financial resources to purchase more wigs and was able to be successful on occasion when I did not simply try to buy the longest hair in the wig shop, I went to. I normally traveled at least fifty miles to get to a quality venue to purchase a new wig. I was obsessed with my hair; it was the crowning glory of all the work I put into my fashion and makeup. As with many other aspects of learning to blend in with the other women around me, I took the wig obsession too far. I was beginning to be involved with the public far too often to change wigs every day. They were beginning to know me looking a certain way and I needed to stay on course to carve out a niche as the new transfeminine person I wanted to be. My clown wigs, as I called them, went into a storage bin, only to be seen again on Halloween…maybe.

The biggest jump from there came when I started to grow an amazing amount of my own hair when I started gender reaffirming therapy or HRT. The prescribing doctor told me that I would grow a lot of hair, and he was right. He noticed at the age of sixty, I had no signs of male pattern baldness which I carry over to this day.

Another person who noticed my hair was my daughter and for my first birthday following coming out to her, she offered me a trip to her upscale beauty salon for a color and style of my new hair which was all mine! Naturally, I was scared to death to go but the experience opened so many doors for me. The main door was the understanding of why so many women make a priority of going to a hairdresser to look good. As I soaked up the atmosphere at the salon, I thought I could skip my daily dosage of estradiol tablets I was on at the time were not needed because of all the estrogen in the air. Even though I was still frightened, I still loved it as I was the center of attention for my hairdresser and my daughter who was hovering nearby.

From that point onward, wigs were in my past and I needed to concentrate on my own hair. An immediate problem was I couldn't see the back of my head and did not have a wig head to rely on to turn the hair around and see the back. It did not take me long to master the art of holding another mirror up, catching the reflection in the main mirror so I could see the back of my head. Initially, I compared it with seeing the dark side of the moon.

I know my experience with hair turned out to be very lucky in my world of genetics. While I did not have to put up with expensive wigs, going to a hairdresser is certainly not cheap. Plus, for me at least, I think the ability to go without wigs was one of the most important aspects of me presenting well as a woman.

Maybe it was karma making up for all those years I had to have short hair, when I was finally allowed to grow it out. Whatever the case, I share with women everywhere, trans or not, the importance of having good hair. Plus, you can still have great hair with your wigs, if anyone asks if it is your own hair, you can truthfully answer, yes! I bought it.

 

Wednesday, June 18, 2025

Jumping Through Hoops

 

Image from Jennifer Mela444
on UnSplash. 

The more involved I became in the transfeminine world, the more I found myself jumping through hoops. Many times, in my heels.

It seemed, every time I became comfortable enough in my transgender womanhood, something would come along to set me back. Sadly, most of my setbacks came at the hands of my deceased second wife. She was accepting me as a cross dresser but recoiled and drew a line in the sand when it came to any idea, I was transgender and wanted to move forward to gender affirming hormones. As much as I wanted to argue (or plead) my case, she still said she did not want to be married to a woman.

It was my fault I did not have the courage to tell her she already was married to a woman. Like it or not. So, since I lacked the courage to follow my gender instincts, I did the worst possible thing and tried to hide all my activities such as leaving the house dressed as a woman. One of the things I promised I would never do. But, as hard as I tried to hide it, she always would somehow catch me coming home when I was cutting my time away too closely. To save what was left of our twenty-five-year marriage, I went as far as seeking therapy. I went to therapy mainly to provide my wife with an idea I was jumping through another hoop to save our relationship.

I have therapy to thank for helping me to strengthen my mental health, but my wife never knew it was not helping our marriage. In fact, one therapist even told me she could do nothing about my desire to be a woman at all. Leaving me with no hoop to jump through at all, and I would have to find another way. In the meantime, I knew just sitting around the house admiring myself in the mirror was not going to cut it in any way. Once I had jumped the hoop and was successful in the public’s eye, there was no way I could ever go back to my old life.

Deep down I knew, I had to keep pushing forward as I set gender goals for myself such as taking the giant step of leaving the gay bars and seeing if I could be accepted in sports bars. When I found out I could, I was ecstatic and kept on going. However, through it all, jumping through hoops was never easy as I kept on doing stupid things such as overextending the water-balloon breast forms I made in my pre-silicone days. Of course, I had one of them break and created a mini flood at one venue I was a regular in. As I said, I needed to very quickly upgrade to silicone breast forms to prevent any future disasters. I had enough other problems to worry about. Such as, what was the new person I was creating be like.

Suddenly, I was beginning to understand when my wife called me the pretty, pretty princess and told me being a woman was more than just looking like one. Most importantly, I was in the middle of learning exactly what she told me. When I was going to my venues and socializing as a transgender woman, I was jumping all the hoops I needed to get by. More precisely, I was learning the layered life a woman lives when men think they are running the show. On more than a few nights, I became so tired of jumping hoops, I just gave up and headed home exhausted.  Along the way, I was facing passive aggression from ciswomen who really resented my presence at all. I learned to leave the other women behind and move on to people who at the least did not dislike me. Life was too short to waste it on bigots and haters.

Tragically, my wife passed away before she was around to meet the new and improved me. It would have been interesting to see if she recognized I took her up on her advice. I tool a crash course on her instructions that a woman was far more than appearance. My period of exploration was intense and to the point and I could deflect my future any longer. I needed to take it upon myself to finally achieve my lifelong dream of living a transfeminine life.

My hoops became so much more real than the earrings I was wearing. I was finally in the process of paying my dues my wife had talked about. What she never told me was, I would have to be allowed behind the feminine gender curtains to really could do it. One led to the other and while it was never easy, similar to jumping all the hoops I needed to jump, I made it. Heels and all.

 

Monday, June 16, 2025

Making Gender Decisions

 

JJ Hart

Living my truth as a novice transgender woman proved to be more than I bargained for.

Like many of you, I started innocently enough as I rummaged through my mom’s clothes for anything I thought would fit me. Too soon, I found I had fallen in love with the feel of feminine clothes such as undergarments and panty hose. The biggest problem I quickly encountered was the buzz I felt when I cross dressed in front of the mirror just did not last. In the space of a couple days, I yearned to repeat the process of doing my best to look like a girl, repeatedly. I did not know it then, but my mind was attempting to tell me I was transgender and not a cross dresser. In those days, the transgender word was years away from being used or understood.

When I finally reached the age to go out on my own, the mirror remained my best friend. All the way to the point of going places where I could enjoy seeing my transfeminine reflection. I would even go to the big home improvement stores to check out their mirror selection when in fact, I was checking me out and reinforcing my feminine image in my mind. Finally, even my simple search for gender acceptance proved to be too much to take on a regular basis. I needed the public to be my reflection which mattered the most. Or I began to interact with more clerks and servers on a one-on-one basis to see their reactions. The more I explored, the more confident I became, and life became so much easier. In fact, too easy.

The first main discovery I made was the fact that women were much more interested in me than men. It did not matter, if the woman was a clerk, a server or a stranger off the street, they all seemed to share a curiosity of why I was in their world. Many times, there was too much curiosity going around on both sides, I was as curious about them as they were about me. It was about this time when I began to really live my truth as a transgender woman. I always reasoned too, more than a few strangers were drawn to me for that precise reason. They knew I was living my truth. Certainly, there were haters and bigots along the way, but not enough to slow me down. I ended up learning to stay clear of them very effectively.

Confidence was always my key as I learned to live my truth. I knew I was transgender and anyone who paid close attention at all to me, knew I was also. With that out of the way, we could get down to real life and very soon the typical stranger realized I was not the normal cross-dresser they saw on television on one of the many talk shows. I was real and not evil in any way. It worked with other women I encountered and almost never did with any men. So, I was satisfied with my results. I was kicked out of the men’s club and that was the way I wanted it. I guess you could say I was in some sort of a new layered gender reality as I tried to live my new truth.

I would be remiss if I did not bring up how intensely difficult all of this was to the progress of my mental health therapy. Per norm, my therapist said it best when she told me there was nothing, she could do about my wanting to be transfeminine. If I wanted to enough, I would make the sacrifice to do it. All my visits were pointless until I faced my own gender reality. My excuse continued to be, leaving my male life with all the comforts of the privilege I had built up was very risky, so I continued to put it off until it was almost too late and I tried suicide as a solution.

Naturally, the attempt did not work, because I am here writing attempting to help others with similar gender issues as mine. I learned I wanted to live and needed to make the right choice with my life to do it. I was stubborn and waited until the age of sixty to make the change from living a partial male life to a full time female one. All the lessons I absorbed along my long gender journey came back to help me in my final decision. I still remember vividly, when I sat alone and decided to donate all my male clothes to thrift stores and give up my male life forever. A tremendous weight immediately came off my shoulders and I knew I had made the right decision.

 

 

 

 

Saturday, June 14, 2025

A New Day

 

JJ Hart, Dining Out. 

This post is a little shorter than the recent ones I have posted but no less important and it involves last night's trip to a restaurant venue we always go to.

It seems, every day is always a new day for me. Last night, my wife Liz met her son for dinner at our favorite restaurant where we dine approximately every other week.

As luck would have it, since the venue is large, we have had the same server several times before. About three visits ago, I wore my new Margaritaville T-shirt I bought during our winter trip to the Florida Keys. Even though I thought it was appropriate to drink a Margarita when our regular server promptly called me the dreaded “sir” word. Sadly, my Jimmy Buffett Margaritaville shirt was not feminine enough for me to pass the gender test. So, I needed to relegate it to just wearing around the house. I was sad.

Last night was different. I wore one of my most feminine lace trimmed tops and our regular server seemed a little gender confused but did not call me “sir” and I was satisfied. Also, one of my favorite things about the venue is I never had any problems with being mis-gendered by anyone. I could just relax and be myself. It was one of the first venues where I could sit and ponder the old days when I struggled to exist as a transgender woman at all. I was revitalized every time I went. Which made it a new day.

In many ways the process taught me how far I have come in living my gender dream, but in so many ways can not give up or relax the process. Even though I don’t wear a lot of makeup, I need to make sure I wear the basics every time I face the public. No pun intended. The moment I let my guard down; I could be reverted to the “sir” word I worked so hard to put behind me.

In many ways, when I transitioned from a cross dresser to full time transgender woman, I knew every day would have to be the new normal for me. There would be no more planning ahead three days or so for the special days when I could face the public as a transfeminine woman. I would be doing it every day. I went into a major wardrobe expansion mode. Just to keep up being in a new gender world. As soon as I dropped my guard at all, I would risk slipping back into the world I waited so long and worked so hard to get out of. Fortunately, I was very paranoid about doing it and I was able to translate my fear into positive feelings about what I was trying to do.

There were many steps backwards on my journey to discover how uplifting and pleasurable my life could be at the age of sixty when I seriously began my transition. The longer I was able to live this new life, every day turned out to be exciting and I was less vulnerable to outside threats to going back to my ingrained old male life. Eventually, life took care of itself as I found new friends and part of my family accepted me. I was able to live long enough and escape the self-destructive behavior I exhibited. Life was just a huge circle, and I was on the slippery side of the circle. I could risk everything to selfishly live my life and make everyday a new one. Or stay the same and wither away.

Naturally, making every day a new day was a challenge. Waking up every day addressing a new life was all I asked for and all I ultimately received. It was who I really was and proved to be a wonderful overall experience of gender transition.


Friday, June 13, 2025

The Clash of Gender Ego's

 

Image from Sherest Gupta
on UnSplash. 

Through most of my long life, I needed to deal with the clash of egos, doing battle for my existence.

On one side, I had my well-worn and battle tested male ego who was doing his best to make it in a world where he did not want to be. On the other, I had my deeply hidden feminine side who only made her appearance in front of the mirror and then went back into hiding. In other words, my male ego attempted to dominate while at the same time, my female ego was hiding, just exactly where she did not want to be.

For the longest time, to make matters worse, I did not think women had much of an ego at all. Except maybe with their appearance. As I made my way through life, I discovered how wrong I was. On several levels, As I always warn about, my male ego dictated how I dressed early in my life when I was going out in public. I fell in love with several compliments I received about my legs when I went to Halloween parties and made sure I showed them off to the extreme when I was going out for the first time. The idea was all well and good except I was doing nothing to overcome my broad shoulders and torso. I had no fashion balance, and it showed with the number of times I was made fun of in public. My male ego had failed me. I was dressing to his tastes and was failing.

It took years to do, but my female ego finally took control and slowly but surely, I began to blend in with the other women around me. For a moment, I even thought my clash of egos was over, but I was completely wrong. My male ego was very stubborn and still thought he had some sort of control over my life. He refused to believe he had lost all his male privileges and nearly got us in trouble several times before he learned the hard way what problems could exist.

One of the biggest issues was the idea of my sexuality and how it would or would not change with my new transgender life. Of course, Mr. Macho recoiled at any thought of intimacy with a man, but Ms. Self wasn’t so sure. Like many women, she had a spectrum of ideas about sex which were not so rigid and paranoid. In fact, I made a concerted effort to date a few men to see what (if any) excitement would happen. It just so happened women turned out to be much more interested in me as a trans woman, my choice was easy to make. For once, my male ego won. For the wrong reason.

One of the earliest instances I can remember of a lesbian woman approaching me happened one night at a mixer/party I went to at a friend’s house in Columbus, Ohio. At the mixer, I ended up approaching another woman and having a brief conversation before we decided to leave for a while and go to a big lesbian club to mingle even farther. We ended up having a good time that night, but since I still had a wife to go home to, I could not stay long enough but visiting with another ciswoman who happened to be a lesbian was a wonderful experience and would set the path for my future. Although, I did not know it at the time, primarily because my male and female egos were still clashing.

By now, you may be asking the question, who was winning the struggle? My woman was, even though my male self would win every now and then, it was as if he would take one step forward and two steps back. On the occasions when my second wife would catch me coming back from a night on the town, he would jump forward into purge mode. Vowing to never wear any female clothes ever again. All the time knowing there was no way possible he could ever keep his promise. I had crossed too many lines in my gender sand to go back, and the fact was becoming increasingly evident to him and my wife, there was nothing they could do. They were waiting for me to face my own reality.

Solving my final gender issue was easier said than done. My male self was hanging on for dear life until the very end, and he nearly pulled all of us down in the process until therapy and suicide came into play. Finally, I needed to pick a winner in my gender ego clash, and I was wise and picked the only way I could go. I put my old male self completely aside and begin to live a transfeminine life I had only dreamed of. I wondered why I did not pick the winning side years ago and live my truth.

 

 

Friday, April 30, 2021

Supergirl's Next Gig?

Being the somewhat paranoiac person  I am, often I wonder if I was in the acting business, would I be forever wondering where my next job would be coming from. I wonder also if transgender actress Nicole Maines can land another starring role after her current gig as "Supergirl" comes to a close.

Then again too, there have been other transgender actors such as Jesse James Keitel who has expanded the traditional trans binary narrative past the more simplistic transgender woman and man into referring to herself as a transfeminine person with the "she/her-they/them" pronouns.  She is currently starring  on the ABC television series Big Sky" (below).

At the least, hopefully these groundbreaking trans actresses will help pave the way for the next generation of transgender acting talent who are simply known for their skills. 


 


Sunday, November 22, 2020

Big Sky

 This fall, most of the major network television shows have delayed filming schedules. One of the few who didn't was the "Big Sky" new release on ABC. Locally here it's on Tuesday nights. 

Of significance, the show features Jesse James Keitel (below),  who is making LGBTQ history as the first non binary regular actor in a lead role on prime-time television.


Previously, Keitel appeared in Alex Strangelove, Younger, and the Student Academy Award-winning film Miller & Son. Big Sky, created by David E. Kelley (Big Little Lies), centers on the hunt for an abductor of women in Montana. Jerrie, a transfeminine nonbinary artist and sex worker, is one of his targets.

Keitel, who uses they/them and she/her pronouns, said they hoped the story may “change some hearts and minds” among conservative viewers regarding nonbinary and transgender people. Television is “the most powerful medium we have right now,” Keitel said. “It’s accessible to so many people, people who normally wouldn’t get to experience a person like this.”

Build the Plane before You Fly It.

  Image from Miquel Angel Hernadez on UnSplash.  Early in my life I learned to build my gender plane before I tried to fly it. When I was ...