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.

 

 

 

  

A Musical Interlude

 

AFTN Image. I am on the left and Dave
Mallett is on the right taking a break, Circa 1972. 

I have mentioned many times that I started my working career as a radio DJ on local AM “Top40” stations all the way to entertaining the military on American Radio and Television stations in Thailand and Germany.

During that time, I developed a great attachment to various forms of music including the blues which I suffered from at the time from untreated Bi-Polar depression. Then I began to feel the music deeper than ever before and it helped me to overcome the deep issues I had from my gender dysphoria.

Ironically, out of the clear blue sky yesterday, I heard one of those songs which had affected me so deeply. Actually, I saw “Rascal Flatts” perform their remake of “Life is a Highway” by “Tom Cochrane” on a New Years Eve show I was watching this year.  When I did, the memories from the late 1970’s/early 80’s came flooding back to me when I heard these lyrics for the first time:

“Life is a highway
I want to ride it all night long
If you're going my way
I want to drive it all night long”

I was in Columbus, Ohio finishing up yet another exciting evening of partying with friends at a small diverse cross-dresser-transgender mixer I was at. When I heard the song, it was one of those magic moments when I had the lights of the Columbus skyline in my rearview mirror and nothing but open road ahead to collect my thoughts about the evening. It seemed all my senses were at their highest possible point as I savored the summer evening and for once did not think of everything which would come up in the future when I crashed back into my unwanted male life. All I knew was I wanted to drive the transgender highway I was on all night long and never lose the feelings I was experiencing. With lyrics such as this:

“Life's like a road that you travel on
Where there's one day here and the next day gone
Sometimes you bend, sometimes you stand
Sometimes you turn your back to the wind
There's a world outside every darkened door
Where blues won't haunt you anymore
Where the brave are free and lovers soar
Come ride with me to the distant shore”

I really wanted to ride to the distant shore but was not certain how I was going to get there. So, I relied on music to dull the gender pain I felt daily except when I was stepping out to feel what a feminine lifestyle would mean for me.

Yet another song which reflects so deeply what I was feeling is the classic “Nights in White Satin” by the “Moody Blues”. Again, here are a couple of brief excerpts from the song if you have never heard it:

“Nights in white satin, never reaching the end
Letters I've written, never meaning to send
Beauty I've always missed, with these eyes before
Just what the truth is, I can't say anymore”

Most certainly, I was at the point where I could not say what the truth was about my gender at that time. I was at my peak of being non-committal about where I wanted to go in my life. Should I sell it all off for what I could get as a man and start all over again as a transgender woman was my dilemma. Was I missing the beauty with my eyes before. And here was the hardest part, spelled out for me so well by the “Moody Blues”:

“Gazing at people some hand in hand
Just what I'm going through they can't understand
Some try to tell me thoughts they cannot defend
Just what you want to be you will be in the end”

That was the hard part. Did I want to be a transfeminine person, pay the dues and achieve my goals in the end. It turned out I did achieve my dream later in life when I could not take living as a man any longer, so what I wanted to be, I was in the end. And what about those people who tried to me their thoughts they cannot defend? They were so difficult sometimes to overcome.

I am sure, with the amount of music which has been produced over the years, you have music which profoundly speaks to you and your gender issues too. Sometimes I feel. Since we transgender women and trans men go through such profound changes in our lives, we may feel the music deeper than our non-trans counterparts.

In the meantime, we are stuck on Cochranes highway. Riding it all day as well as all night long.

 

Reflections on a Theme

 

Image from Alexsandra King
on UnSplash. 

Reflections on a theme could really go several ways.

The first one goes all the way back to my earliest days of gazing in the mirror at my new girl-like figure. Since I did not have much to work with as far as clothes and makeup went, I needed to use a lot of my imagination when I looked at myself. All I remember is, every article of clothing I could wear was cherished and I hoped I did not destroy it and clue my mom into someone had been into her clothes.

On the other hand, makeup was a little easier to hide, since mom had a whole drawer full of used makeup and samples for me to experiment with until I arrived at the point where I did not think I looked like a circus clown doing drag. As I said, imagination played heavily into my girlish pursuits back in those days until one fact came in loud and clear. Just dressing like a girl fell far short of meeting my expectations of how I wanted to feel. More than just looking like a girl, I wanted to know how it would be to feel like one. It turned out to be an idea I would carry with me throughout my life. Little did I know I would be writing about the same theme some fifty years later as I still struggle to understand all the aspects of the gender dysphoria I went through before I just gave up and went to my dominant side which was OK because in her own way my mom was a dominant woman and had to be to survive in the world of men she was in.

I guess you could say mom was the first feminine role model I had. As I reflected on her, I saw a person who worked hard to get a college degree during the depression years then ran off with a man her parents probably did not totally approve of. In other words, she was strong-willed and often got her way. Except for the daughter, she never knew she had who was watching more than just the way she applied her makeup. I was watching how she navigated the world. In my own way, I went through my own great depression as I learned how difficult it was going to be to be a transfeminine person. Long before the term was ever used.

During this time, I spent a lot of time reflecting on who I was and why I was this way. Surely, I was one of a very few boys around me who wanted to be a girl. One of the many ideas I reflected on was the fact that I was simply afraid to go out and compete with the other boys. Which even though was probably true to an extent, I knew I had to do it anyway, so I had no choice but to make a half-hearted attempt at doing boy things to throw gender doubters off my path when they realized what an effeminate boy I really was. Since I was not athletic enough to hang with the jocks or smart enough to hang with the brains, I ended up taking some sort of a middle path with a group of troublemakers which at least kept me away from the bullies. Sadly, there was no group for boys who wanted to be girls.

As I stayed in the mirror for years and years, I built up quite the love for my reflection as I went along. So much so that I caught my reflection lying to me. No matter how ridiculous I looked, the reflection I was seeing told me I looked great which hurt my overall feminine approach to life, out of the mirror. It was not until I gathered all my courage and began to explore the world as a novice crossdresser ot transgender woman, did my reflection begin to change. What happened was, for better or for worse, I traded out my home mirror for one in public. As strangers began to notice me, I very quickly received feedback on my reflection from them. Was I convincing the world that I was a serious transgender woman and not some sort of a joke or someone up to no good that was all the craze back in those days on television and in the movies.

All of this reflection on a theme quickly became very important to me since I had finally made the move to get out of my closet and see the world through the eyes of a very serious trans woman. Soon I reached the point of no return and just had to rely on my home mirror to apply my makeup and fix my hair. The rest was up to me to do in the public’s eye, where my true reflection always was. My theme always should have been I was a feminine based individual all of my life with strong ties to woman role models. My goal never was to be the, “Pretty, pretty princess” as my wife called me. I was just going through a phase so get to a point where I could become a strong independent trans woman. I did not know at the time how much the world would change and I would need every bit of my new self to survive under a corrupt president who wants to erase the LGBTQ community.

Now, when I see myself in the mirror, the only reflection on a theme that I see is me. I am a survivor of my internal gender dysphoria wars and external problems along the way too. Some were interesting, some I learned from and most were quickly forgotten as life intervened. All I know is, I would never have found out if I had been stuck in my reflection on a theme. Which was being a woman. Being stubborn enough to keep pushing ahead was what kept me going. Deep down, I knew I was right.

 

 

 

 

Running...Always Running

 

Image from Filip Mroz 
on UnSplash. 

During my life, I have never thought of myself as a runner of any sort. I have never completed any marathons, or long distance runs anywhere except the Army in basic training when I had to.

In basic, all I really learned about running was to never try to look behind you and see how fast if anyone was gaining on you. Mainly because I was never the fastest person running and I was trying to compete against the clock. Not another person. Lessons which came back and helped me later in life when I set out to battle my gender dysphoria. I would have been so much better off if I had never looked back to see who was chasing me.

For the longest time, I took up too much of my mental universe either worrying about what someone else thought about me or worse yet, feeling extreme jealousy over the way another woman looked. I discovered that I was just wasting my time when I spent too much time or effort on both. Which I was doing. There was no way possible that everyone was going to accept me because no matter what I was doing, there seemed to be to be someone else on my wavelength to tell me something was wrong with what I was doing. And as far as being jealous of the way another ciswoman looked, I discovered later in life that there had not been a woman born yet who did not find some sort of flaw in the way she looked. My job was to do the best I could and work with what I had to present my best transfeminine to the world.

Instead of turning around and wasting time and energy watching who was gaining on me, to succeed I needed to throw all my limited resources towards filling out my gender workbook as fast as possible. If someone did like me because I was a transgender woman, that was their problem not mine.

The main problem I needed to solve about me running from my problems was all the moving and job changes I was putting myself and my family through. Even though all the job interviews and moving around was exhausting, I used the process to run from my inner most feelings…that I wanted to quit being a male and live a feminine life. Behind every job move that I made, there was the ulterior motive of wanting to make my life back then as a cross dresser potentially easier. Ultimately, that is the reason I made moves from places like my conservative hometown in Ohio all the way to New York City where I thought I could find a much more liberal existence.

Finally, I went nearly full circle and landed back in my old hometown, but the difference was this time I would be much closer to Columbus, Ohio where I had contacts in the cross dressing-transgender community. By doing so, I even managed to land a much better job which I had worked for years to get. For once, it seemed I was putting my running life behind me, but I really wasn’t. Not until I finally was able to face myself about my true lifelong issues such as (you guessed it) why I wanted to be a transgender woman. To do so, I still had the usual obstacles in the way such as what was I ever going to do about the twenty year plus marriage I was in and the great job I had worked so hard to get, Stopping all the running I was doing was never going to be easy but I kept painting myself into corners I could not easily escape from when on the occasions I was successful in my feminine presentation led me on to wanting more.

More meant taking an increased number of chances with a male life I should have been satisfied with. All my plans were coming together except for the most important one. Except for the most important one I had been running from my entire life. What was I going to do about my increasingly relevant feminine life. The stress I was under became tremendous. Afterall, I was trying my best to juggle two binary genders at the same time. Lucky or not, I was still able to keep most of my feminine life a secret from most of my acquaintances and I continued on as long as I could before the running had to come to a complete halt.

During my life, I was able to only make and keep a very few male friends and as destiny would have it, they all passed away (along with my wife) in a short span of time. At that point, there was no reason to keep running, so I was able to stop and take the easy way out for a change. I chose going all out into a transfeminine lifestyle and never look back with the help of gender affirming hormones or HRT.

When I stopped all my running and faced the truth, I had been avoiding all along, the feeling I had was euphoric and one I had never experienced before. My next step was not to hold it against myself that I did not stop running much earlier in my life and take the lessons I learned about not looking back in the Army. I never knew what happiness was until I did it.

 

What was Meant to be, Will Be

 

JJ Hart doing Trans Outreach program.

The longer I lived and experienced a feminine based experience, the more I realized my life was turning into what I always expected it to be.

Yesterday, I spoke about the “aha” moment I had when I transitioned from being a serious cross dresser to living as a novice transgender woman. Even though I was scared to death to do it, after the experience was over, I felt so extremely natural I knew my life would never be the same again. In other words, my new life as a trans woman was always meant to be and felt like it. Over the years of thinking about my new life and seeking answers, the only excuse I could find was that my mom had several still births before me and resorted to the new (at the time) DES drug which was prescribed to help problem pregnancies. DES was known to flood the uterus with estrogen to help the birth mother and was “rumored” to be a cause of gender dysphoria in children later in life. But all of that was just a theory.

I was left to be on my own forever wondering why I felt so natural when I tried to cross that gender border into womanhood. As my mind wandered into all the different scenarios I could have been confronted with, nothing was ever placed in concrete. As much as I disliked competing in the male culture, still I was relatively successful in doing it and had managed to carve out a life in a gender I wanted nothing to do with. So, it was not that.

The older I became, and the more experience I forced my way into, the more I felt living in a cisgender women’s world was the place for me. If I could make it happen. First, I needed to get past my appearance paranoia/obsession and open my eyes to what was really going on around me in the world when I was exploring it as a transfeminine person. I was naïve in my gender thinking about women as a whole and tended to put them all up on a pedestal. Which I found out was completely wrong.  Quickly I learned that although women operate on different wave lengths as men, almost all the basics were still there for me to learn. At that point, I had plenty of other “aha” moments when I realized the intricacies of how the two main binary genders operated on a daily basis.

I learned too that there were simply some things I could not do by simply observing the ciswomen around me, I needed to interact with them before they would let their guard down and let me see their true selves. The more immersed I became in their culture, the more I wanted to be and again for the first time in my life I began to feel natural in my own skin and felt like my life was meant to be.

I found I was a quick learner when it came to being a quality trans woman and not a standoffish bitchy one. I learned I could make friends easily with most all other women and the rest did not matter anyhow.  Most of them were evil in their own ways, and I did not need their problems if I was ever going to get where I was trying to be. I had bigger issues to face such as how I could learn to communicate effectively as my new, out, authentic self who I learned could not wait for her chance in the real world. She knew exactly who she wanted to be if she ever got the chance. All of a sudden, I was having fun in my life again and the male to female transition problems I was experiencing began to fade into my past. Even though I carried an immense amount of baggage with me from my male life, I was still able to pick and choose what I always wanted to remember from the male world I came from.

If I paid attention to the knowledge, I had gained from having experience on both sides of the gender border, it gave me a real head start on how to conduct myself around men and women. I even was asked questions from women about how to deal with their man and how he may be feeling and I was very flattered to have tried to help.

As I always bring up, my biggest problem with all of my gender transition was how long it took me to do it. Waiting until the coast was clear and when I was nearly sixty years old took away valuable years of my feminine life which I could have experienced more of the world. If I had it all to do over again, I would have been braver and known the huge gender move I was about to make was always meant to be, so just do it. Pull the bandage off my old male life and get on to the future.

Maybe, if I ever have a tombstone, I can have it engraved with the simple words, “She was always meant to be.”

Making the New You...You

 

JJ Hart

Making the new you… you probably know is a lot more than putting on a dress, wig and makeup.

Most of the time, it takes time to grow into what you always had thought yourself to be all along. A fully feminine person. By that, I don’t mean you have to go out and have major gender surgeries to feel complete although many transgender women do. In my case and at my advanced age of seventy-six, I have long since given up on gender surgeries because they don’t define me. But that is like HRT or gender affirming hormones, just because you can’t take them does not make you any less of a transfeminine person.

Going back to my original point, I think it is important that we take the time and opportunity to grow into our new authentic selves which have been a part of us forever. I know forever is a big word which people like me have run from our entire lives. It is especially frustrating when you discover the truth has been right in front of you forever. Instead, I took the long route or path of slowly discovering I could indeed make it to my dream of living life as a transgender woman. I had to go back and back fill my entire personality and outlook on life to do it.

In the book I am writing through another format for my daughter and other family members who have questions about my life. This week’s topic is what I would do differently if I had a chance to go back and do it again. It was an easy question to answer; I would certainly go back and transitioned earlier in life than I did. The problem I have with thinking this way is I am selfish and I would want certain aspects of my male life to live themselves out before I made the big gender jump across the border for good. For instance, I would hate to give up my stake in having my daughter who is one of the greatest gifts of my life. Plus, you can’t forget the world and its reaction to transfeminine people was much different back then and if I transitioned then I would consider surgeries to advance my standing in an often-unforgiving world. Chances are, I would, simply because I had so much longer to live.

It would have been interesting because back then, I had such little understanding of what I was really facing if I continued along my gender path. I was still laboring under the impression that a pretty face would be all I needed to get by as a trans woman. There was still so much to do to enable the authentic me to emerge into the world. What would I do when and if I needed to have the pretty face actually communicate in the world with other humans. I had come to the point where I could make her move more convincingly as a woman, now I had the biggest jump to make. I did the best I could. Even to the point of taking vocal lessons on the small ways ciswomen communicate with the world. The entire process was intense but worth it.

The only way I made it through the rebuilding process was to make it a completely selfish pursuit which I spent every spare moment thinking about. My male time in life shrunk to a bare minimum, or just enough time to get by and keep him moving on the essentials of life such as a job.

On the feminine side, I found I had help from understanding ciswomen that accepted me. I write about them often. Emphasizing their warmth and humor when at the same time were the best gender teachers I could have ever asked for. Together, they all helped the new me be me and move on from there.

From there meant I could begin to attend “meet up” groups in the Cincinnati area with my wife to be Liz. We went to writers’ groups as well as artisan/crafts groups which helped me to come farther out of my gender shell and just be the new me. If you live in an area which has groups such as meet ups, I highly recommend them as vehicles to experience new vistas of your gender experience. I always looked at them as a way to expand who I was in the world as I shed my old male past. Which led one step farther into a spiritual group which Liz was already a part of. I was invited in with open arms which gave me yet another new outlet to experience.

Making the new you, you will never be an easy experience depending on how much gender baggage you had to shed along the way. The longer I waited, the more I had to figure out what to keep and what I needed to get rid of. Whichever way you decide to go, just try to make the best possible decisions and keep moving towards your dream. Just think, your whole journey could be a labor of love.

 

 

As the Clock Strikes Midnight

 

JJ Hart

New Year’s Eve is upon us again.

With it comes a flood of memories, some good, some not so good from both sides of my transgender border. First, let’s remember one of the ugly male experiences I had. This came from years ago when I had completed my tour of military duty and we were celebrating that as well as the New Years.

Being the huge drinker that I was, I ordered a keg of beer and a bottle of mezcal for a smallish party my second wife (to be) and I were having. Too much booze it seemed to stay socialized at all. To make a long story short, after a hard night of trying to drink the mezcal and the barrel of beer, when the clock struck zero and the ball in Times Square dropped, I did not kiss my future wife first, I committed the ultimate sin of kissing her more attractive sister. Needless to say, there was no way to hide what I did, and I was in deep trouble no matter what I had to say about it.  The damage was done, and I would have to live with it for years. In fact, I don’t think I ever lived it down.

I could blame the entire unfortunate episode on toxic masculinity setting in, but in fact, I was trying desperately to bury any thoughts that I had of being a woman on yet another New Year’s Eve. From then on, the yearly debacle which was a party on New Years went on by me in a blur. At the least I proved I could outdrink anyone else and at its best I learned the problems of acting like a fool and being careful to kiss the right person at the right time.

Nothing really changed until I met my current wife Liz approximately seven years ago when we went out on the town in downtown Cincinnati for a New Year’s Eve celebration. We began with having an Uber ride to our first destination, which was the Cincinnati Music Hall for a performance of the symphony orchestra. Even though I thought I was dressed appropriately for the occasion in my black sequined gown, I was still very terrified about going at all. It turned out that once again all the worrying in the world did not help me at all because nothing happened. I went, I blended and I conquered all those around me who may have questioned having a transgender woman in their midst. And probably, the best part was that the night was just beginning.

From the music hall, we took a terrifying taxi ride in a cab company called Einstein Taxi (really). He drove us at breakneck speed to a venue where we had dinner reservations down by the riverfront. Once we safely arrived, we did not have to wait long to be seated and once again I was met with no resistance to being me at all. The venue was also a micro-brewery which featured German food, so we ate well as we waited for the ball to drop on a New Year. This time, I made sure I was kissing the right woman. Liz of course, before it was time to head back home and no, we did not drive.

This marked the first time I can remember I did not have the thoughts of failure hanging over my head. I was not going to spend another year as my hated male self again. What a relief!

This New Year’s we have a huge college football game to watch as The Ohio State Buckeyes play Miami of Florida. Since the game does not start until seven thirty, we will have plenty of time to open a bottle of wine and toast the incoming 2026. Without dwelling on all of the problems the transgender community had heaped on us in 2025, maybe the upcoming year will be the one when the rest of the world says enough is enough and the upcoming mid term elections will sweep the evilness and the liars out. It is the country’s two hundred fiftieth anniversary. It is time to reclaim some of our past which made us great.

That is my hope for the New Year, as well as I hope you have a better year too, no matter what your goals and dreams might be. I will be spending it in the comfort of my own home with my favorite person who did more for my male to female gender transition than anyone else. It does not get any better for me and I don’t have to worry about who I am going to kiss.

Happy New Year’s!

Dark Side of the Gender Moon

 

Image from Maria Kovalets
on UnSplash.

Exploring the dark side of the gender moon for me meant a lot of work.

I equate it to the first times I could experience wearing my own hair in public without the help of a wig of any sort. The satisfying part was that I did not have to worry about the style and color of the wig I selected and how hot it was going to be on my head during the warm summer months when my makeup threatened to melt off of me as soon as I put it on. On the other hand, I needed to master the art of looking at the back of my head in a mirror to see how my new hair looked. I began to think of it as the dark side of the moon. No longer would I have the ease of styling a wig on a wig stand in the back so I knew it would look good on my head.  

Also, not wearing wigs anymore opened up a new wonderful world for me of visiting women’s beauty salons. I will forever remember the first time my daughter gifted me a visit to her upscale salon/spa. I was just coming out of my gender shell and the whole prospect of having my hair done terrified me, but I hitched up my big girl panties and said yes. Little did I know what was instore for me. Thanks to my daughter, first of all I needed to walk through seemingly an endless gauntlet of women in chairs in various stages of having their hair done. I gathered up all of my courage and tried to walk as femininely as I could until I met my new stylist.

The first of many decisions I needed to make was what color I wanted my new hair to be. As my daughter and stylist hovered over me with what seemed like an endless set of examples to choose from, I chose a red/blond streaked shade and then had to pick how long or short I wanted my new hairstyle to be. I had no idea choosing the dark side of my gender moon would be this difficult. Quickly though, I chose an off the shoulder look which maintained most of the hair I had grown. All too soon, my appointment was over and I was spun around in the chair to see the new me and I loved her! All the years of frustration of not being able to afford quality wigs or take care of them faded away and the best part was I had been blessed with visits to women’s spaces such as beauty salons and I walked away from the experience knowing why so many ciswomen value their beauty visits to the hair salon the way they do. The day following my first visit to a serious upscale salon, I thought I had been exposed to so much estrogen, I could skip my daily dosage.

I guess you could say, having my hair done was just the first of dark side of the moon gender moments in my transfeminine life. When you add in all my other journeys into women only spaces, there were plenty of other experiences to mention. Like the one I rarely recall when I was invited to go out and party with a few of the servers, I met at one of the regular sports bars I hung out at. Like the experiences of having my hair done, I had been out several times on girls’ nights out invitations in my past, but never like this one. These women were all much younger and prettier than I was so I wondered how I would fit in. The answer was that even though they were all nice to me, I did not really fit in at all. The other women were too busy getting hit on by guys so there was little time for other socializing. I quietly sipped my drinks and pleasantly left with the group when most of them did. More lessons learned.

As far as any major male to female feminization process goes, there are inherent risks to be taken when you go through the process of losing your male privileges and discovering your new feminine ones. I know in my case, I was starting to know I was successful as a transgender woman when I began to be treated in certain ways. Such as when men in particular began to question my intelligence as I talked to them. I thought to myself, did I treat women this way?  I was definitely on the dark side of my gender moon as I explored a new world.

As you begin to explore your new world, there is plenty to do such as gathering the courage to use the women’s rest room. Which is a natural need when you are out and about for any length of time as your new trans woman self. Not any of the rightwing paranoia being spewed by the bigots saying we are men using the women’s room.

Actually, exploring the dark side of your gender moon can be an exciting experience and one you have waited your whole life to take. Take it far past just styling your own hair and/or wig and expand it all the way to discovering a new world you wanted to live in so badly. Just try to enjoy the discoveries you make and any aha moments you live through. There is so much to be learned when you jump the binary gender border to live on the other side. All the work I put in was certainly worth it.

 

 

 

 

 

 

 

Fearing Change as a Gender Challenged Woman

Image from Joshua Gaunt 
on UnSplash. 

Gender change came so very slowly for me during my life.

First, I needed to free myself from the male bonds I was born into which I had no control over. Looking back, I think one of the main problems I had was fearing the changes I was looking to go through if I faced up to reality. From that point forward, life became a struggle as I feared changing it.

What I became was the best transgender procrastinator I knew. Any excuse I could come up with not to go through with living my dream, I clung to like a survivor on the Titanic. What I would do about spouses, family and employment were a few of the major questions I was asking. So, what did I do? I ran as hard and as fast as I could from the problem. I was running so hard, I even changed jobs very quickly so I would not be bored with my life as a transfeminine fugitive. Eventually, even though I grew tired of the pace, I found a stable good job and settled part of my life down. I say part of my life because during that time my gender issues were raging out of control.

Even though I was slowly becoming successful at blending my feminine self in with the world of cisgender women, I still had many fears to conquer. Just when I thought life was improving for me, I would hit another roadblock and send me running back to my cross-dressing drawing board. Which was crazily marked with clownish makeup until I got it right. The fear of applying skilled makeup kept me occupied for years it seemed. On the other hand, when I got my male ego out of the way and realized I needed to dress for other women and not men, did I begin to improve my overall look and the laughter I used to receive in public began to die away. When it did, I learned the most powerful force I had to combat gender change was having confidence in myself. Surely, I would never be the prettiest most beautiful woman in the room, but a lot of other cisgender women were not either and they were surviving and even thriving just fine. There were many layers to building womanhood and I just needed to find mine.

For some reason, the more success I felt as a transgender woman, the more fear I had. I guess it was because of my old male self-starting to panic because he was losing his dominance over my life. For years, what had seemed like the impossible gender dream was now looking as if it could become a reality. As he fought his new reality, the stakes towards living a successful life as a trans woman, increased dramatically. Every step I was taking towards my dream seemed to feel as if I was walking in quicksand since at any time, life as I knew it could be disrupted beyond repair in the little backwards town I lived in. I still lived in mortal fear that any day I could be discovered and the acquaintances I had built up over the years would realize I was living a gender lie. Which I was.

I finally made it to a point where I could not procrastinate my life any longer and I began to use every spare moment to explore the world as a transfeminine person. It all meant I accepted the challenge to finally go all in with making the final preparations for my new life. The bittersweet part of it all was part of my male to female final transition was built on tragedy. In the space of a couple short years, I lost my second wife as well as all of the friends I had built up over the years to death, and I had to start all over again. Sure, I was still afraid to do it but deep down I knew transition was the only way I could go. Suddenly it was up to only me to decide if I wanted to take the ultimate step and try to get a doctor’s permission to begin HRT or gender affirming hormones. I was approved and then the changes I was hoping for began to really happen for me. The changes were so dramatic, I sometimes take an entire blog post to relate them to you.

What frustrates me now are the haters who say that because I took so long to transition, I am not trans enough for them. Normally, they are younger LGBTQ individuals who have no idea of what the world was like way back when I was growing up. We all have our own gender crosses to bear, and we need to understand each other’s journey.

Sadly, there are all those transgender women and trans men who can’t take the burden of gender change fear any longer and tragically try to take the self-harm way out. The suicide rate in our community is completely too high and could come down with proper help and understanding.

In my case, my excuse is I had a heavy dose of ignorance combined with fear and procrastination as reasons it took me nearly a half a century to come out of my gender shell and live freely in the world as a transgender woman. These days, if you can steer clear of all the online trolls and haters, you can still get valuable information on the internet concerning ideas on how to build a new life as a woman from scratch. Plus, fear for me was a powerful motivator and when I was forced into a corner because of my gender, I came out fighting because I believed I was right.

It turned out I was.

 

 

 

  

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.

 

 

 

 

Acceptance...all that And More

 

JJ Hart.

Just a short post this morning since I was out and about with my wife Liz to medical appointments and more.

This morning, I got up early to go with my wife Liz to her doctor’s office appointment. Per norm, I did not expect much interaction with the public since we were going at such an early hour. So, I could keep my feminine prep to a minimum.

I kept my prep to a close shave and brushed my hair along with leggings and sweatshirt top and I was ready to go. With my rain boots along with the wrap my daughter got me for my birthday to keep the cold wet away. As Liz went to the receptionist at the hospital to be checked in, I grabbed a nearby seat to sit and wait, and the receptionist very much ignored me one way or another. I was off to a good start as all of the other people who followed us into the large waiting room were off in their own world and ignored me also.

As I was playing on my phone as I waited for Liz, I began to think about how far that I have come over the years when it comes to being accepted as me, as my true self. I used to obsess on my appearance when I went out and about at all, until I noticed I was the only woman doing it. Gender acceptance was as important to me then but was still somehow different. These days, my acceptance level seems to be at an all time high which is great for my continued confidence as a transgender woman.  I will certainly need all that I can get when Liz and I take off again for another extended vacation south from Ohio in the latter part of January. As always, my paranoia stems from using the women’s room in the states we travel through which frown on it.

Through it all, I keep telling myself this is the fourth or fifth tour we have been on, and I have never had any restroom problems, so why start now.

Other than that, we don’t have much going on except I have a mammogram in February.  It is hard to believe the winter will have moved on so quickly from me. Especially at my age, it is sad to see life moving by so fast. 

Back to the present, to reward Liz for getting her flu and pneumonia shots, we went through our favorite coffee shop, drive through for warm coffee drinks and a light breakfast sandwich and the girl at the drive through window said, “you girls have a nice day.”  With that comment, she made sure I did.

No matter how long I live my dream of being a transfeminine person, reinforcement from a stranger is always great acceptance and more.

 

 

 

The Hustle and Bustle of Christmas as a Transgender Woman

 

Image from Clarke Sanders
on UnSplash.

Doing the Christmas shopping shuffle as a transgender woman, often takes a lot of courage and confidence to do it.

Over the past couple of weeks, I have written about my holiday adventures leading up to the big day. From taking a short trip to Clifton Mill to view their extensive, festive lighting display all the way to letting two men load my heavy purchase for me at an Oak furniture store, I stretched the boundaries of what I was used to as a new cross dresser or trans woman in public. After it was all said and done, even though I was terrified most of the time, I was happy I tried it all. I came out of doing the Christmas shuffle with much more confidence in my girl self than I had going into the season.

In fact, as I have written before, Christmas quickly outpaced Halloween as my favorite holiday. Why? There were several factors, such as the length of the season and the creativity I could put into celebrating it. Plus, for once, I was doing good for others by buying gifts for them as I shopped. I positively loved it and wondered where the experience had been most of my life.

If you are a procrastinator and last-minute gift shopper like I was, doing the Christmas shuffle as a transgender woman is ideal for you. As you can get lost in the crowds quite easily and no one pays attention to a single woman out doing her late shopping. Custom made for you to do your shuffle and head back home.

I was fortunate when my second wife left her bookkeeping job and took a managerial position at a large bookstore chain. So, at Christmas, she was very busy and worked many hours. It was easy for me to schedule my hours around hers, so I had plenty of time to get out of the house and do gift shopping. I could obsess on wearing just the right outfit to blend in with a busy world and at the same time, search for just the right gift. Along the way also, I could stop in and grab a bite to eat at a restaurant and again stretch my ability to deal one on one with the world as a transfeminine person. Yet another reason, I came to prefer Christmas over Halloween because I hoped I was not perceived as a man wearing a costume, or worse yet some sort of drag queen.

As the big day approached, the sky was the limit for me. I did my shuffle as much as finances allowed and stockpiled my gifts for my special night where I stayed home with some high-powered eggnog and wrapped my treasures to go under the tree if they would fit. Of course, my wife was close to being a professional gift wrapper and I was just the opposite. But as the eggnog kicked in, I did not care, and besides it was the thought that counted. Right?

Finally, the big day arrived and I was shuffled out. Plus, we had family connections to visit all day on Christmas day. My thoughts for once were in other places than doing my precious shuffle which I had learned so much from. After the day wound down and my wife and I were alone, we opened the final gifts from each other. Which included a gift for my feminine self. I will forever remember a nice fancy fuzzy baby blue sweater she gifted me. It was snug fitting and I filled it out nicely with my new silicone breast forms I received from a cross-dresser acquaintance of mine who was purging. Naturally, that part of our gift giving day was the part of the day which was the most anticipated for me. I was like a little kid, brimming with anticipation.

Every year after the intense transgender Christmas shuffle was over, I had the chance to sit back and reflect on all my experiences and what they meant. Without hesitation, I think the confidence I built up from going out in the world as my trans self was the most important aspect of what happened to me. I learned what it meant to blend in with ciswomen around me and survive better than I ever could before. I also discovered the vast majority of the world did not and does not care about having a transgender person in their midst. The biggest difference is that back then, we did not have a Russian asset in the White House leading his blind, spineless party into demonizing a small portion of the population. Back then, I was merely a curiosity to many people, especially ciswomen.

When my second wife passed away, the need to do the major Christmas shuffle went with her too. The only blood family I had left was a brother and a daughter to worry about at all during the holidays. When I came out to them, I was roundly rejected by my brother and completely accepted by my daughter and her family. So, I broke even and even did better when I considered the relationship, I was able to build up with my daughter, son-in-law and three grandchildren. I won the family coming out shuffle in a big way.

Even still, sometimes I miss the hustle and bustle of doing the transgender Christmas shuffle as over the years, I have gone nearly the entire direction in the other way. It is hard to say what I miss most but it probably having the financial resources to buy basically as many gifts as I could afford might be it.  Maybe it all came from having a guilty conscience from sneaking out of our house to join the world as my authentic true self instead of my old boring male self and breaking the pledge, I gave my wife that I never would.

Whatever the case, I was extremely selfish and was a contradiction when I did it to buy gifts for others. I guess it fit in with the whole contradiction I felt from my deep-set gender dysphoria to begin with. I dealt with it all the best I could, did my Christmas gender shuffle and moved on with my life making the most of it.