My Gender Woes were Always Pending

 

Image by Samual Regan Asante
on Unsplash. 

From the earliest days of my life, my gender always seemed to be “pending” as the bank likes to call my most recent on-line deposit.

In my cross-dressing days, when I could afford it, I jumped daily into different wigs, clothes and makeup styles. I was desperate to find the next best thing which would help my feminine presentation along and I was always waiting for the public to acknowledge me. Positive or not, I was always pending their approval in my life.

Along the way, I did get better with my looks and became better at blending in with the ciswomen in the society around me. But I never lost my desire for approval. It became key to my survival as a novice transgender woman, long before I discovered there would be so much more if I ever wanted to slip behind the gender curtain and live my dream life. By then, I was lapsing back into my brainwashed family idea that nothing was ever good enough which carried over to my male to female femininization activities. My confidence was so low, and fragile that the smallest negative comment would send me back to my cross-dressing drawing board as I wondered if I would ever make it.

At that time, I survived in my world by listening to a little voice in my head which was telling me all this turmoil was pending if I just stayed on my path. To do so meant negotiating many blind curves, bumps, and stop signs along the way. Before I knew it, my path was littered with failed fashion choices, wigs and drag style makeup. I needed to choose wisely what I would need to keep before I attempted to move on.

One of the most dramatic pending issues I had was when I made the jump from gay to straight venues. When I did it, I had no idea if I could, so I had to gather the confidence to do it. I needed to be better at blending my style so I would fit in but not too flamboyant to attract unneeded attention as a single woman by herself in a bar. I became very good at using my cell phone as a prop to act like I was saving a seat in the venue for a friend. Among other things I was doing to present and blend in as a transgender woman. I was not concerned so much about being read as trans but was concerned about not being a distraction. Even though I became successful and was able to become a regular at a couple venues, my relaxation was always pending as I needed to stay on guard for any crazy reactions to my being there at all.

The whole process helped me to heighten my senses to where ciswomen normally operate on a daily basis. Since I was primarily dealing women in my new life, it was key that I was able to read my gender cues correctly because the cues were coming from a different angle than they ever were when I was a man. Women primarily were curious what I was doing in their world and was I projecting an honest view of myself. When I passed their tests, I was allowed in to play in their sandbox. There was room for me after all and my dreams of living in a feminine world suddenly became so much more feasible. Something which was always pending before I was able to get out into the world and experiment as a transfeminine person.

The problem became; I was forced to remain pending in my life at a time of extreme gender discovery from me. As the world of ciswomen were exploring me, I was exploring them and learning tons of information on what I would have to do if I ever chose the final male to female transition. In other words, I was able to turn their curiosity around to satisfy my own.

Finally, I arrived at the point of no return when I had done enough experimentation as a novice trans woman to know where I wanted to go to live my dream and I knew I could if I played my cards right. I knew in many ways, this final transition I was planning on making would be the most difficult to do. I would have to try to wrap my male life up the best I could. Which involved deciding what baggage I wanted to bring with me following nearly a half of century of living.  As far as family went, I was down to only two who were still living and I knew I really wanted my daughter to accept me, which she did and my brother who I figured would be a problem and he was. He rejected me and we ended up going our own separate ways over a decade ago.

I knew too, I would have to find another way to financially support myself because my employers never would. For once, age came to my rescue as I was close to being able to take an early social security retirement and augment it by selling the numerous amounts of collectables my second wife and I had collected over the years. With the two sources of income, I calculated I could not have to work another job as I transitioned.

With those two major potential problems behind me, I had very little pending to stop me from moving ahead to the hormonal world of HRT which proved to be immensely satisfying and something I should have done years before. Rather than making the process another pending idea I wanted to try.

By now, you probably know the rest of the story. I am seventy-six and the remainder of my life is shorter than what I have previously lived. Even though I am immobile, I am fortunate to still get around and have someone who loves me. I just hope good health is not pending and I can live peacefully with myself. Which at times during my life has been an issue, including my mental health. I am meeting with my new therapist this week and will have more to share later.

 

What is THAT Sound?

 

Image from Jason Rosewell
on UnSplash. 

What’s that faint noise I hear far in the distance? It took me awhile to figure it out, but it was the sound of my feminine self-yearning to be set free to live. Very early on, I thought she would go away as I aged but the opposite turned out to be true. She grew stronger as the years of my life progressed.

That is when I started to realize just looking at my cross-dressed self in the mirror was just not going to be enough. I wanted more of the feminine life I had experienced. What I was experiencing was the idea of I had much more than a casual interest in women’s clothes and makeup. I was more into how they lived. The term transgender had not even been invented yet, so I had nothing to compare my feelings with. I did not think I was transsexual like Christine Jorgensen, but I was certainly different from other cross dressers I was seeing in my well-worn copies of “Tapestry” and “Transvestia” magazines. When all of that happened, the sound kept getting louder and something larger was wrong with me and it took me years to realize what was wrong with me was not what the sound was telling me.

I went on fighting myself searching for the truth I was looking for when it was right in front of me if I chose to see it. I ignored the advice of my handpicked gender therapist (one of the few I could find back in those days) who told me she could do nothing about me wanting to be a woman but could do something about my manic depression. Which I always had thought was something to do with my gender dysphoria. She told me it wasn’t and helped me by prescribing medications to help me in everyday life. At the time, it turned out, I was ready for help with my depression but not ready to face the facts about my gender future. I was used to loud sound from my days as a radio DJ and I was stubborn enough to want to hang on to a dual gendered life.

At the same time all of this was happening, I was beginning to explore the world as a novice transgender woman and learning every time I went out what the sound I was hearing really meant. I had life all backwards with my struggles to live a male life and the sound was telling me increasingly I was destined to be a woman all along. Not in the mold of having extensive major gender operations but doing it on my own schedule as I marched to my own drummer. Yet another sound which was growing in volume. Before I did though, I needed to undertake an extensive program of more exploration. I desperately did not want to make the move across the gender border at some point and find out I had made the biggest mistake of my life. My spouse, family and job meant so much to me, giving them up for no real reason scared me beyond belief.

Every time I began to have doubts about my upcoming gender decisions, my drumming sound grew louder as I felt more alive and natural when I was allowed behind the gender curtain with cisgender women. The work I was doing to prove myself to the world finally was paying off, for the most part. When I suffered a setback, I had the confidence and experience as a trans woman to do the right thing and move forward in my new life as I followed the sound of gender success. During this time, even though it is a blur to me now, I still remember that it all was not pleasant as I went through the turmoil of deciding which way I was going to turn next.

I know what you are thinking, what was she doing even thinking about turning her back on the gender future she had worked so hard to build. But I did as my male self stubbornly tried to drown out the sound my feminine life was making. Perhaps desperately would be a better term because of all the male privilege he had built up. He was desperate to hold off any more change.

Finally, the sound of change became deafening to the point where it could not be ignored anymore. I was not getting any younger and my transgender transition clock was ticking, loudly. As I had a huge heart to heart talk to myself, I came up with the decision to seek a doctor’s approval for HRT or gender affirming hormones as a natural progression of my feminine progress. In addition, I decided the hormones (if my body responded positively to them) would be the point of no return. I would have to come up with a different way to support myself financially, plus gather the courage to tell what was left of my family the truth about myself. As it turned out, the hormones began to feminize me faster than I ever thought possible and soon it became increasingly difficult to hide my protruding breasts, longer hair and softer skin than ever before. Long story short, my daughter accepted me and my brother rejected me as I revealed my life to them so I had the best of all worlds with the support of my daughter.

Ironically, one of the changes I went through was I had a greater, deeper appreciation of sound and music as a transfeminine person. I had gone full circle in my life understanding what that sound was and better, yet what it meant to me.

I always loved being right when it mattered most, and it did when I relaxed and listened to the sound of my gender spirit. I should give all the credit where credit is due…to the little sound inside of me who said keep trying when the going gets rough. Through the good times and the bad times, she was always there to help me survive.

 

Was I being Selfish?

 

Image from UnSplash and
Brooke Balentine.

When I was a maturing cross-dresser, one of my wives made it a prime point of her argument against my cross-dressing at the time saying that I was just being selfish. The problem I had with her saying that was deep down, I knew it was true. Mainly because I was spending all my spare time thinking about or doing my cross-dressing activities. I felt guilty, but there was little I could do about it as I wanted to be feminine so bad. So, I went on with my daily activities ignoring the best I could what she said.

Sadly, my selfish problem only became worse the farther along I traveled up my gender path. I simply wanted more from my life than what I was getting and I was pursuing it. I thought to hell with the risk I was doing to my male world and life as I knew it if my secret was discovered as it almost was several times. Like when I almost ran head on into my wife’s boss going to a big box store in a small Ohio town we lived in at the time. I did not think he recognized me, but he did bring up seeing a a particularly “big” woman the other day when he left work to pick up supplies at a party we were attending at his house one weekend. Of course, I could not let on it was me he was talking about, but my wife knew and questioned me about it later. I don’t think she ever believed my denials, but life went on until I made it to the next level of being selfish.

When I was out in the world as a successful transfeminine person, just doing it a little bit was just not enough. Success bred success, and if I could not for some reason make it out into the world again, I grew angry and bitter with life and tried to take it out on the world around me. By doing so, I even almost lost jobs because of my attitude. Having a sullen selfish attitude got to be so bad, I even sought out gender therapy to help me from one of the few therapists in Ohio at the time who dealt with it. It turned out to be that she could not work miracles with my gender issues, but she did with my attitude which was influenced by being diagnosed with a Bi-Polar depression disorder. Following a few experiments with medication, I found one that worked and my life became better. Except for I did not magically quit my feminine ideas and remained on my selfish path to see if I could ever live my dream of going full-time in life.

What made matters even more frustrating was, even with all the mental energy which was going into my transgender issues my male self was still able to advance in his life too. Making it harder for me to think about moving along with my plans and even being selfish about them at all. Through it all, my guilt was building about why I was even cursed with being transgender at all. This was before I finally began to understand my gender problems were not a curse at all.

In the meantime, my wife and I were clashing every time she caught me being selfish and leaving the house as my feminine trans woman self. One time she was even mad enough to tell me why I wasn’t man enough to be a woman. If I was smart at the time, I would have listened to her advice. I should have faced my true self and started making plans for my ultimate male to female femininization project. I just was not ready for several reasons such I loved my wife very much and the life we had built together.

By now, you have probably noticed a theme here. I kept shooting myself in the foot by being supremely selfish when I set out to build a new life when I already had a perfectly good one with a loyal wife, good job and loving family. All of which helped to describe why I felt so much stress and tension during this portion of my life. All the therapy and medications in the world could not help me until I had the courage to face up to my true self as she looked at me in the mirror. She had been there all along, and I thought I needed to apply makeup to bring her out (which I did for the public) but one on one, she was very real to me. She appreciated all the outwardly things any ciswoman needs to survive but inwardly, she just needed to be recognized for the person she had the potential to become.

Ultimately, I outlived my second wife (and many family members and friends) which freed me up to not feel any selfishness at all about what I was doing with my femininization. I was just busy preparing my world for the truth I had so deeply known. I should have never been a male at all and was just a woman cross dressing as a man. Needless to say, it was an enlightening experience coming out of my gender shell and having the opportunity to live my feminine truth. Just having the chance to compete in a world of ciswomen on their level was an intimidating yet exciting experience which my true self was up to. After living life hidden away all so many years against her will. As with most all transgender women and transgender men, it is a major project to bring ourselves into the world and unfortunately, we must be selfish to do it. The good thing is, once we go through the selfish part of our lives, we have the potential to be good, loving partners. If we are destined to find that special someone to love.

Life dictates it is nothing but a circle, and we have to take the good with the bad. Selfish or not.

 

 

 

 

 

Trans Girl on the High Gender Board

 

Image from Navy Medicine
on UnSplash.

I remember completely when I was a kid, intensely afraid of heights, and my mom made me jump off the high diving board at the swimming pool we were at. It was the last thing I wanted to do, and I still don’t know till this day how she convinced me to do it. But she did. I am sure she thought that once I did it, I could do it again, which I never did.

Perhaps, by this time, you are thinking what does this have to do with being transgender but of course I can connect the lines as always. Fast forward to the days when I was first gathering all the courage, I could muster to leave the house and attempt to explore the world as a woman. To do it, I needed to jump off that high diving board again and again. Plus, I would have to raise the diving board even higher every time I tried it.

As I did, I discovered little pockets of cross-dressing acceptance I could exist in. Such as the women’s clothing stores where almost everyone was nice to me. It took me awhile to realize the clerks who waited on me were not being nice just because I was another woman, they were being nice because I had money to spend. To them, my gender was not trans, it was green. Even though I took acceptance and built on it to other potentially mellow venues in malls such as bookstores and coffee shops. I was successful in them and was able to build my confidence from there and move up to a higher diving board and jump off. No matter how scared I was, I needed to force myself to climb and jump.

The next comfort zone I forced my way out of was by forcing myself to stop for lunch to see if I would be accepted. For the most part I was, because again, my money was green and I smiled and tipped well. The magic ingredients it turned out to be accepted into a challenging new feminine world. Or so I thought until I kept on climbing. It turned out the climbing part was the easiest. Once I arrived where I thought I wanted to be. I added “thought” in because once I made it to a higher board, the jumping part really scared me. Mainly because I was leaving so much behind me, along with all the male privileges I had worked so hard to gain. Such as fighting back when someone made fun of me for the way I looked. When it happened, the only recourse I had was to go back to my cross-dressing drawing board and try to determine what I was doing wrong.

Before long, my drawing board became quite littered with fashion mistakes I had made. Going through my cross-dressing adolescence was quite painful because I was a thirty-year-old male trying to do it before I learned otherwise. I was exhausting myself climbing up the high dive and then down when I discovered there was no water in the pool. Finally, I learned the hard way to cross-dress to blend with the other ciswomen around me because they ran the pool I wanted admission to.

It turned out that the pool was much farther down than I thought it was, and I had too much time to think about what I was trying to do before I hit the water. I had not made the time to build up the feminine muscle memory I would need to allow me admission to the world as a transgender woman. It did me no good at all if I vaguely looked like a woman if I could not move or communicate like a transfeminine person.

At that point, jumping off the high board became very real to me. I was rapidly coming to the point of decision about what I would do with my life. By this time, I was in my fifties and was beginning to carve out a respectable life as a trans woman. My new world knew what I was and did not care. About my present, or more importantly, my past as a man. I was able to bring what baggage I wanted from my male life without any interference. It made all the difference in the world to me when I needed support from wherever I could get it in the worst way.

As I lost my fear of the high dive, I began to consider other transgender alternatives such as taking advantage of therapy and HRT through the Veteran’s Administration health care system which I was already a part of. I wondered then what my mom would have thought (she had long since passed away), about teaching me to take the long and difficult path to the high board would come back to help me so much later in life. Especially when she was the one who was dead set about me coming out to her after the Army when I tried. Karma came back to help me when I needed it the most. I could jump off the highest diving board I could just to prove I could.

Of course, the final high board I jumped off was the one which saw me do away with all my male clothes and live life as a fulltime transgender woman. In reality, I was never a stylish swimmer or diver, but at least I made it to the point where I could make it in a woman’s world. A world which would prove to be much more complex and difficult for me to succeed in than I ever thought possible. Probably, because, for the most part (except for a few friends) I was filling out my gender workbook as I went along. Preparing myself for when I could achieve the ultimate goal, my lifetime dreams of living as a woman to the best of my ability.

At the least, I was happy I gathered enough courage to go ever higher on my gender diving board and more importantly jump.

 

 

 

It was Always in my Way

JJ Hart on Left, wife Liz on Right.

Every time I turned around, my gender issues were always in my way. When I was younger and my life was simpler, the issues manifested themselves mainly around the sports I was trying to play. Since I was never good enough to win consistently, I usually had to head home to my makeup, mirror and skirts to feel better. One way or another, I always was soothed by looking at my feminine self in the mirror.

Of course, with age came complexity in life which included a military disruption of three years during the Vietnam War. My Army training very much was in the way of expressing any of my feminine qualities. Drill sergeants frowned upon any miniskirts or lipstick during basic training. So, I needed to resort to deeply hiding my secrets away, not unlike what I had done my entire life. I kept thinking against hope that someday I would be the pretty girl in the new car I was saving up for. I did get the new car, but being the pretty girl was very much up for debate and something I was always trying to achieve.

To remove the obstacles, I faced to living the transgender dreams I had, I needed to do a lot of living I discovered. Life was never going to be as easy as just looking the part of a ciswoman. If I truly wanted to go through all the living to earn the title, I needed to get out of my shell and into the world as a novice trans woman. Sadly, as I followed my gender path, there was always something emerging to get in my way. Such as a wife, family, friends and job which I did not want to risk losing. It seemed the better I did as a man, the more I had to lose.

All along, I thought the gender curtain would be more of a gentle barrier to cross to see how the feminine half of the population lived without men. I was not prepared for all I needed to go through to earn my way to having female privileges to replace the male ones I was losing. To begin with, I was painfully shy and insecure about talking to any other woman at all. Plus, as I learned all the different forms of communication women use, adding them into my world was a challenge. Such as having to stay in the present when someone talked to me and not try to anticipate what they were going to say. I discovered it was much easier to anticipate what a man was going to say from all my years as living as one, than a woman with non-verbal (eye to eye) communication skills. Not to mention, a ciswoman’s passive aggressive behavior which I misjudged several times before I adjusted to the new world I was in.

When I was able to get communication out of my way, I could move on to other obstacles in my way. I was still having problems with putting together a complete convincing picture as a transfeminine person. I had not practiced enough to feel natural in my world of makeup and high heels to feel natural and relax. Every time I was able to relax and enjoy myself as a transgender woman, I would do something to give myself away. It was not until I quit thinking I was fooling anyone into thinking I was a ciswoman did I do better. Mainly because I was just being me. At this point, I needed to overcome another major hurdle I had when I was a man. I never thought, or was raised to think, I was ever good enough to excel in the world and if I could never make it as a man how could I ever make it as a trans woman. It was a major boulder to move from my path.

It took a while, but I did build the self-esteem as a woman that I never had as a man. I did it slowly with the explorations I took into the world. I was able to build the all-important confidence I needed slowly but surely with the help of a totally new set of friends and acquaintances I built up who had no knowledge at all of my former life as a man. As my wife Liz told me, very few people ever have the chance to start over again, so make the best of it and I was able to. Soon enough, I was as comfortable in my tennis shoes as I was in my high heeled boots, and I was able to build upon nothing being in my way as I built my female privilege.

I knew then, I had made the right choice to follow my dreams into a trans woman world because I felt so natural. The light at the end of the tunnel was not the train as it beckoned me into a new world. It turned out, the main thing that was in my way all along was myself. Once I got me out of the way and for once was truthful with myself, I was able to move forward with a mental clarity I had never known before.

It was certainly worth the struggle to make sure my second chance in life was worth it. Sure, my gender issues were a major hurdle to move but it was no big surprise when I considered how deep gender runs in all humans. In many senses, discovering the true nature of me made life that much more interesting.

 

 

 

 

Is Your Life Running Away

 

Image from Zac Ong
on UnSplash. 

Running more and more over the years described my life on so many levels. Most all because of my desire to be a woman. Over the years, I have moved many times, mostly because of a search for better jobs along with cross-dressing opportunities. I thought moving from my conservative smallish Ohio town to the huge metro New York City area would provide me with a more liberal base of people to work with. Which just wasn’t true, I found for the most part, I was still hiding my desire to go public in my skirts and makeup most of the time.

Mainly, it was a learning experience until I began to get older and all of a sudden saw time was moving away from me. Maybe you could call it my transgender biological clock. No one lives forever, and I still needed a chance to live out a chance to live life as a transfeminine person before I died. My new attitude added a certain importance into learning what I could about living as a woman. Or what I like to call, slipping behind the gender curtain to see how the other half really lived alongside a world of men who thought they ran the show. After several attempts of running straight ahead into failure in the public’s eye, I began to get it right with my presentation. Allowing me to explore more the true world of ciswomen who had carved out successful lives for themselves.

When I did all of that, I ran directly into communication problems. I will forever remember the first night when I attempted to add my thoughts to a group of men, I somehow found myself a part of. Suddenly, I found myself being totally ignored in the conversation and I needed to leave. There were pros and cons to what happened I found because the positive was I had presented as a woman well enough to be ignored but the negative was the whole affair marked the first time; I felt a major part of my intelligence along with my male privilege was being taken away from me. For the longest time, I felt the impact of running directly into a gender wall.

Happily, I did not receive any black eyes I needed to cover up with makeup from the running collisions I was having with the public as I set my high heels in motion to conquer my little part of the world. The personal stubbornness I had to succeed came back to hurt and help me when I moved forward in the feminine world of ciswomen. It hurt me when what was left of my old male self-tried his best to dictate how I should look for the world, which led to many fashion disasters. It helped me when I needed to pick myself up after getting knocked down again and again as I was trying to see what I would have to do to be a successful transgender woman. When I was able to put all my old self behind me was when I was able to finally see my future and run to it successfully.

The whole process of male to female gender transition was very exhausting as I tried to live in both major gender binary worlds for a short while. I always mention it to pass along a warning to all you who are thinking of trying it too. In the short term, painting yourself into a gender corner you cannot get out of is no fun unless for some reason you want it to be. For me, all it did was wreck my already fragile mental health situation. Since I already had been diagnosed as being Bi-Polar, I was already trying to keep one clinical depression controlled when I had another creeping up on me when I could not express my feminine self. I needed a lot of good therapy to separate the two potential huge problems. When I was doing it, I was still running as fast as I could to continue to chase my dream of living as a successful trans woman. Which would ultimately lead me back to just being me.

The frustrating part was the running target I was aiming for kept moving on me. Once I thought I had all I needed to play in the girl’s sandbox safely, I discovered another aspect of a woman’s life I never considered. Mainly because I was naïve and knew a woman’s life was different than a man’s, but I was not prepared to find out exactly how different. All the varying layers of a ciswoman’s life really got to me for a while until I began to get my gender workbook filled with relevant new ideas on how I was supposed to live. In other words, all the doodling in my workbook started to make sense and I could see all the running I was doing to catch up coming to an end.

Either way I was getting into shape from all the running I was doing, or I just began to give it all up as I began to become much more successful in the world as a transgender woman. At this point too, the HRT or gender affirming hormones I was approved to take helped to calm me down and sync up my internal and external selves. Internally I began to feel emotions I never knew I had and externally I was helped along by softer skin, longer hair and my own breasts. Among all the other changes the hormones brought about. I just wished I could have started HRT earlier in my life because the changes felt so natural and I would not have to spend my whole life running from an invisible foe, myself.

Now in my advanced senior years, I am finishing out my workbook on its final pages. My final transition is just being the true me I always was meant to be. Deep down, I was never meant to be a runner after all.

 

 

 

In Touch with Nature

 

Image from Brice Cooper
on UnSplash.

The “Ostara” ritual came off yesterday as expected with the usual suspects attending.

The weather cooperated with all the other plans, and it was a beautiful spring day here in southwestern Ohio. The only gender drawback did not even come because of me because there was a young very androgynous child there too. I could not tell the gender of the child and of course I did not pry. All went well until one of the other older women in the circle just could not leave the matter alone and said something to the child which elicited a loud response. Suddenly I heard “I’m a girl!”, and I thought the woman just could not leave it alone and had to go where she should not have been. Other than that, the woman sat next to Liz and I when we ate lunch and persisted on lighting up some sort of a cigarette after she ate which did not go over well with Liz and I who are confirmed non-smokers. The only good thing was after she smoked if was time for us to leave the ritual.

What I don’t think I realized was until after I received a comment from “Alex” who is transitioning from female to male was how much the opposite path of my gender male to female gender transition has meant to me. Now I can really feel the power of nature is a small example of how much more the Ostara ritual meant to me than I ever thought it could be when I was a man and too busy thinking about guy stuff such as work and sports to be overly concerned about my inner connections with Mother Nature. I credit the power of HRT or gender affirming hormones with unleashing a new appreciation for the world around me as I progressed with the hormones. All of a sudden, I was more in touch with the world around me with senses such as temperature and smell. I was very appreciative of permission I was given by the doctors I saw to go down the gender path I did, and I worry that the orange pedo in Washington and his followers will take it all away from transgender people of all ages today. Already it is happening here in Ohio, and I fear for my next estradiol prescription which is due to be renewed early in May.

It comes through the Veteran’s Administration health care system for me, and hopefully I still will be protected from outside political influence since I have been taking the hormones for nearly a decade now. Maybe I can fly under the radar at the VA and tie it all into my mental health (which is true) and something the VA is ultra-sensitive about. Fortunately, I have an appointment set up soon for a new psychiatrist who I hope will be sensitive to my entire situation. With that, maybe I can explain the power of the ritual I just went through on my overall mental well being and he will be behind me.

I think in many ways, getting back in touch with nature during “Ostara” takes me back to the innocent days of my rural childhood when my brother, friends and I had our run of the fields and woods around us. Growing up that way, with the freedoms we had, set in motion a lifetime of appreciation of nature that somehow got away from me as I grew into a false sense of manhood. Where “camping” out during Army basic training in Kentucky was as far as I got into nature. What a relief it was for me to make all the positive contact I had missed at least for a hour or so during the intense ritual experience.

I had no idea that my sense of gender was so intertwined with the world until I began to reach out to others and live it. And I am sad that mankind has managed to abuse the only world we have to call home, but that is another subject altogether. It all came back to me yesterday as I remembered the love I had for the woods which surrounded our house when I was growing up. I guess it took a jolt to my system which included a male to female gender transition, to bring myself back to a full circle experience with the world and back in touch with nature.

 

 

 

 

All Along, I was just Becoming Me

 

Image from Pea on UnSplash. 

As I always point out, becoming me was a very difficult concept to adjust to.

First of all, I needed to understand who the true me really was and work my way to the light out of my dark closet. Sadly, it took me decades to face the truth about who I really was. I was never the male I was seemingly born to be. I was born to be a feminine person, no matter what it took to get there. Which turned out to be the key term over the years, as I risked everything to discover who I truly was. As my male self was busy building a wall to his world by becoming successful in his job, my novice transgender self-needed to take a back seat and watch the clown show.

The problem was that often the clowns were not funny and just needed to stop before they caused complete damage to my life as I knew it. I was living the male dream in many ways with a good job, small family and a close knit group of friends and it was difficult to even thinking about giving it all up, but I did. Male privilege was very real to me and preparing to give it up was intimidating to say the least. Somehow, I needed to find the true me and quit being so self-destructive when my gender dysphoria hit me. In most cases, my morning mirror was to blame when I looked in it for the first time everyday and saw a woman lurking behind my male self-shaving.

I did not really begin to understand who I truly was, until I put my cross-dressing world behind me and started to explore the world as a transgender woman. Before I did though, I needed to draw an invisible line in the sand when I went out and see if I could cross it. When I did, I felt a deep sense of gender euphoria and wellness. When I did not I had to force myself to go back home, return to my cross-dresser drawing board and try again. Which I needed to do many times before I started to get it right. The important part is that no matter how down I felt on the days I was abused in public, there always seemed to be the slightest spark of hope which came from feeling good and natural as my feminine self. Suddenly, finding my true self did not seem to be so far away, if I could find the time out of my busy life to do it.

That is when I started to use every moment of my spare time in my transfeminine explorations of a terrifying yet exciting new world of cis women. Plus, if I was not exploring, I was busy thinking about it when I was working as a man. I wish I had back all the excess time I wasted in those days when I could have put the energy into my family, spouse or work. It would have made such a difference in my life. As it was, my life consisted of slowly sliding down a gender cliff. Not knowing what awaited me when I finally let go of my male self and headed towards a feminine world for once and for all. At that time, I did not realize I would have a team of gentle womanly hands to soften my fall. I still had a lot to learn about going behind the gender curtain.

Even though I was becoming accomplished as my authentic me, I found I still had many years ahead of me to continue my journey. I still had to round myself out as a new person very much from scratch. It was difficult to not automatically out my male self when I was talking to a new woman who turned out did not care about him anyhow. It was time to put him in the background and pick and choose the highlights of what benefitted me as a trans woman creating a new life. It was a different way to live and took a lot of getting adjusted to. Far beyond just worrying about my appearance and if I could use the right rest room. I needed to be on my toes all the time because just the wrong response about my past could give my whole male life away.

Once I separated the forest for the trees, I was allowed behind the gender curtain or rather followed my woman friends back there. For once, I was on the gender ride of my life. The same one I had paid so many dues over the years to be on, and once I got there, there was no way I wanted to give it up. So, as you can tell, I had a lot of help finding the real me. Women like Liz, Kim and Nikki showed me the way with their knowledge of playing in the girl’s sandbox. They all helped to bring out the true me in ways they never knew as my male past faded into my rearview mirror for good. It was the only time in my life that a mirror made the right call for me.

Needless to say, finding my true self after all those decades really opened the world up for me and made life so much more pleasant. Since I was not suffering from all the gender in-fighting I was going through, my mental health improved along with everything else. It did not hurt that the HRT gender affirming hormones I was on were making serious in-roads on how I felt internally as a trans woman and how I was viewed by the public. I felt better all around.

The only problem that I see now is how long it took me to come up with my own gender truth. If I had faced the facts long ago, I could have saved myself and the people I loved around me all the emotional stress I caused. Finding the true me cost me the most precious commodity I had. My time.

 

How Much Discipline do you Need

 

Image from Brett Jordan
on UnSplash.

One thing I learned the hard way in my transgender travels from male to female was that it took an intense level of discipline to do it. In fact, cross-dressing as a girl was the first thing I ever did in my life which took a large amount of discipline. School was easy enough and sports were something I always tried at but never excelled at.

Growing up, I was always under pressure from my parents to finish any projects that I started and do them right. That is when the struggle began. I have written fairly extensively about how I struggled with the makeup arts when I first discovered all the makeup samples my mom had stashed in a drawer beside her sink in the bathroom. Using the samples meant I would have less chance of discovery when and if she discovered someone was in her makeup.

The only parallel I always use was how I tried miserably to paint all the plastic model cars I put together. My cars never seemed to come out as well as my friends and I really did not want my makeup to be the same failure as my attempt at modeling cars was. For the first time in my life, I developed the discipline to do something about wearing makeup and I set out to become better at it. Which included being able to purchase the right supplies with the meager amount of money I had to work with. I was under a lot of pressure when I did my own shopping for feminine accessories, so I needed to make sure I did not make a mistake and buy something which made me look like a clown in drag going to the circus.

Little did I know, developing discipline in my feminine pursuits was just the beginning of a lifetime search for a transgender future. Every time I turned around, I faced a new challenge, it seemed like I first went out in the world of ciswomen. Where I needed to be better to just survive. A prime example was early in my life as a novice transgender woman, I had a difficult time of getting out of the mirror and putting a complete feminine image together for the world to see. It seemed as if every time I thought my makeup and fashion looked good, my movements and voice were totally off, and I would ruin the whole image. I just had to develop the discipline to do it all and complete myself as a transfeminine person.

Experience was the only way it happened. The more I went out into the world, the more I learned about if I could ever achieve my trans woman dreams. It was very important to me to explore all my options before I made such a huge and important decision in my life. Before long, I was sneaking out of the house every spare moment I had to live the new life I was carving out as a transgender woman. The problem was, the whole experience was terrifying while at the same time, it felt so natural. Further confusing me on which way I should go with my gender issues.

One way or another, I was developing the discipline to conduct myself in the world of women with my own set of standards. I learned to dress and makeup myself to blend in where I was going and more importantly how to communicate with others around me when I got there. It took tons of discipline to do it. Especially when I was making the mistake of trying to live in both binary genders at once. I needed to force myself to make sure I was projecting the right gender at the right time mainly when I was at my job as a successful man. I can’t tell you how many times customers tripped up and called me “mam” when I was going about my male business. Secretly I was pleased but could not show it. The bigger problem I always mentioned was that the gender ping-pong I was playing took a tremendous toll on my mental health. Switching back and forth was terrible.

The only positive was that I developed more discipline than I had ever had before. When I was a man, I knew I was temporarily holding on to a lifestyle I no longer cared about and when I was a woman, I totally had bought into where I wanted to go with the rest of my life. The only thing left to do was to seal the deal and do it. And learn the fine little nuances ciswomen know how to exist in their world. Like figuring out who the alpha female is and going after her approval. Through it all, I was building layer upon layer of confidence in myself. Which I would need later when the dark period of being extremely lonely set in. The intimidating thought of finding anyone remotely able to partner with again looked very dim until all of a sudden it was not. That is when I found my current wife Liz over a decade ago and she made a believer out of my self again and I could drop all my personal defenses to ever loving someone again.

It turned out that all the work I put into disciplining myself into being a totally different person worked out for the best. I emerged from my work with a newfound lease on life as the transgender woman I had always dreamed of becoming. I proved my parents wrong. I could take on a project and see it through successfully. Just not the one they had chosen for me. I tried once to come out to my mom and was rejected and never to my dad, so I doubt they would have ever approved of what I did. Even though what I did was save my own life by shattering my gender shell.

It took a lifetime worth of work to improve my feminine discipline. Mainly because I was blindly entering a world of ciswomen I knew nothing about as my gender workbook was blank when I started. After making up for lost time, I fairly quickly caught up and entered the world as myself.

 

Living in the Real World

 

Image from Jacqueline Mungala
on UnSplash.

Living in the real world became a challenge to me as I transitioned from a male existence to a feminine world. The main problem I had was figuring out what was right and what was wrong as I followed my path through many blind curves and stop signs.

One thing I never thought of completely was how different my life would be if I had ever had the chance to live as a fulltime transgender woman. Sure, I was not totally naïve and thought my world would basically involve pretty clothes and being chased by boys. When I finally was allowed behind the gender curtain, I discovered how complex and layered lives ciswomen really live. Very quickly, trying to live in the real world as a novice struggling trans woman got me in over my head. I would be remiss if I did not bring up how I tried to present myself. I thought trying to look like a sexy teen girl was the way to go, and fortunately my time in that cross-dressing phase of my life went away quickly. Often with brutal consequences of being laughed out of any venue I was trying to visit.

In other words, I put what my male self was telling me about presenting as a woman in the real world behind me and started to look around to what I needed to do to blend in with the other ciswomen around me. The challenge was not only did I have to be as good as the next woman, I needed to be better to survive in the real world I found myself in. With success, I brought confidence I could do more.

The next problem I faced was what was I going to do about my deteriorating (already fragile) mental health. As luck would have it, I was assigned a qualified therapist within the Veterans Administration who knew what she was doing and was able to separate my Bi-polar disorder from my gender dysphoria issues. She provided me with permission to begin HRT which is something I had always wanted and made the real world more livable for a transfeminine person like me.

At the same time, I was trying to take every spare moment away from work to explore different venues as a trans woman. I was attempting to accomplish trying out (as much as possible) everything I would have to go through if I ever followed my dream into womanhood. What was a ciswoman’s life really like and how was it different than what I had already lived as a man. I was entering the scariest yet most exciting time of my life as for the most part I was successful when I went out. The biggest issue which eluded me, was being able to communicate effectively with the world of women I encountered. Learning all the nuances of non-verbal communication women use was the biggest challenge for me. For the first time in my life, I needed to really listen to what was being said to me and watch the other woman’s eyes at the same time to see if I could catch a clue of what she really meant.

Through this portion of my life, I had a powerful motivation to succeed as a woman in the real world. My second wife of twenty-five years had unexpectedly passed away to leave me completely alone with my gender issues. I had no spouse to worry about how to tell my truth about wanting to be a woman. Yet another terrifying yet exciting time of my life. What was I going to do about my newfound freedom. Since you are reading this post, you know what I decided to do. I started making plans to finally make the leap off the gender cliff I had thought of for some time and throw caution to the wind for the remainder of my life. I figured why not because my confidence was at an all-time high with my small circle of friends I had built up. Along with factoring in all the time and effort I put in exploring the real-world ciswomen live in because for once, I had earned my way (or forced my way) behind the so called “sacred” gender curtain.

Once I had made it to this point, after another stop sign on my transgender path, I found I still had more learning to do to really be ready to live in the real world. That is where my ciswomen (lesbian) friends came in which is a subject of another blog post. I will say, they taught me how to be validated as myself in the real world. It was another main transition to go from thinking I was a transgender woman to knowing I was just me. Which took me from cross-dresser to trans woman, back to a secure me during my lifetime. A long, often brutal journey which had a happy ending. I learned the person I had been running from much of my life was not such a bad person after all.

Maybe, most importantly, I discovered the one aspect of my life I never thought I could experience and that was having the ability to be happy. I never had a chance to learn it from my family, and I spent so much time trying to deny myself any satisfaction I could have had from a successful career as a man, there was no time to ever be happy. It turned out that when I turned the corner back to just being the true me, I allowed happiness to be part of my existence.

I had survived all the lessons I had learned as I followed my path to a brighter, more authentic gender future. Living in the real world was not such a bad thing after all. My only regret is that it took me so long (all the way till sixty) to have the courage to face my truth so I could live as I truly was.

 

 

 

I Could Never Say No

 

JJ Hart with two Special People who 
made it Impossible for me to say No.
Liz on left, daughter on right. 

I discovered early in life that saying no to cross-dressing as a girl was something I could never do.

I tried many times, but I was a miserable failure as the pressure would build to run to my makeup and wardrobe to look at myself in the mirror. I even went as far as trying to shave the ugly unwanted hair off my legs with my mom’s electric razor. When I did, the world seemed to come together for me…for a while. Like clockwork, I could almost predict when the pressure would start to build again to cross-dress. Like most of you, I even purged or threw out most all of my feminine belongings in a wild rush which felt so good at the moment, until my old urges came rushing down on me. Saying no was just not an option.

For a while, I thought being feminine to the point of living as a transgender woman fulltime was always going to be just a dream. At other times, I thought that some point in my life I would just outgrow my gender urges and revert to a fulltime male life, no matter what my brain was telling me. I guess you could say, sometimes I thought a permanent purge would be in my future. I was kidding myself. That permanent purge never came as I tried many times to no avail. It seemed each time I tried to say no, my urges to follow my transgender needs came back even stronger. This time fueled by the positive feedback I was receiving when I was able to present better going out in public as a novice trans woman in a world of ciswomen. Just entering their world was much more difficult for me than I ever thought possible.

One of the problems was my old male self and my second wife did not participate in my dreams. It was far from my wife’s fault because none of what I was doing was anything she signed up for when we got married. She tried to help as much as she could, but my dream was growing so fast I could not control it. I started out the marriage as a cross-dresser and now I was into a transgender woman, and I did not have the courage, or knowledge to explain it. I just knew, I could not say no to pursuing my dreams. I am sure all she saw was her man slipping away. Sometimes slowly and sometimes quickly and I understood why she did not like it.

As I said, I really always knew saying no was not an option in my pursuit of a transfeminine life when I really went out into the world and found myself in the middle of new friendships who knew nothing of my past. growing Just trying to look the part of a woman faded away as I always thought it would when I found myself at the point of wanting to be that woman. Doing my best to communicate with the world on their terms. As I continually searched my soul for guidance on the path I should take, the answer always came back the same. Follow your instincts and do what you need to do to feel natural. With input such as that, why should I ever say no to myself again.

Finally, I reached the point of no return in my life when I needed to look at myself in the mirror to see who I really was. With no makeup at all one morning, I had a chance to see the real me and the words my wife Liz said to me came through loud and clear. There was no male in me and for once everything with a “no” word in it made sense. Plus, I was mentally exhausted from fighting myself all my life. I had enough, and it was time to make my final decision.

When I replaced no with yes, my life opened up to new horizons I never thought possible. Yes, meant I could be the long-hidden self I could never find. If you are on a gender path of your own, I hope you can do a better job of facing your truth than I did. I kept saying no too long and missed a significant amount of my life trying to outrun myself. On the other hand, changing a gender is a huge move, and one that cannot be taken lightly. You have to get to the point where saying no is not an option to you anymore.

 

 

 

When Gender Calls

 

Image from Brooke Cagel on UnSplash. 

When I was very young, when I listened closely, I could hear the faint sound of my true gender calling me.

Please keep in mind that very early on I could not quite understand what the voice was trying to tell me. I just knew something was not right. As I grew older and started experimenting with Mom’s clothes (even to the point of shaving my legs), did I have a basic understanding of what the voice was trying to tell me. From the first view of myself in our full-length hallway mirror, I had an idea that I had arrived in the right place as I stared at the pretty girl that I had a hand in creating.

It was then that the real gender work began. The first problem I had was trying to find the private time I had to cross-dress. And once I did, when would I have the time to do it again as the gender pressure built on me every time. What I did not understand and wouldn’t for many years was that I was much more than someone who just wanted to wear pretty feminine clothing. My true gender was calling and would never be satisfied until it was properly expressed. Even though I did not fully understand the path I was on and would have to accept it over the years to come. Especially all the blind curves and stop signs I ran into. I was not prepared for all the trials and tribulations I would have to go through to even try to pursue my gender dreams which always had to do with living a transfeminine life. At that time, the phrase had not yet been invented or used, so all I knew was I wanted to be a woman with all the perceived benefits which came with it.

Jumping ahead, the benefits of living as a full-time trans woman were there but just vastly different that I thought they would be. I still had the joy of selecting and wearing pretty clothes which changed with the seasons. It turned out, some of the enjoyment was taken away when I needed to pick out an outfit every day when I gave away all my male clothes and the reality of my existence set in. I guess you could say the novelty of dressing like a woman became a necessity when my gender called.

Speaking of my gender calling, I needed to learn how to accept it when it was trying to get through in my busy life as a man. I knew who was calling all of the time, I was just afraid of facing the reality of me answering it. I ran from it until I could run no more and I had myself painted into a feminine corner of reality I could not get out of.

What I am referring to is all the nights I went out as a trans woman to be alone and ended up socializing and carving out a new life faster than I ever thought possible. Suddenly, my gender phone was ringing off the hook and demanding more and more attention. The conversations became deeper and deeper as discussions about spouses, family and jobs took center stage. At a crucial point, I needed to lose all my fears of debating the pros and cons of gender change and consider the future which increasingly looked feminine to me. I respected the world of ciswomen from all angles, and I wanted to explore my desire to fit in more and more.

Finally, my gender voice became mildly abusive and challenged me to think deeply about the life situation I was in. What was I doing by constantly fighting a situation where I felt natural and good at. For once, I put my stubborn male self behind me and listened. Sure, there were bound to be bigots and haters still on my path, but I would have to ignore them and stand up for myself. The availability of gender affirming hormones or HRT helped me a lot because the hormones softened my skin and harsh male facial angles and made it easier to present a feminine face to the public. Which in turn, gave me more confidence. For the first time in my life, my external and internal features came close to matching.

At least now, my gender voice could quit screaming and calling me stupid for the way I was trying to run my life. Then perhaps, I could answer my gender phone and think about more pressing issues such as how I was going to run my life as a successful, happy transgender woman since happiness was something which eluded me for most of my life.

During a classic “if I had known then what I know now” moment, if I had known way back in my past how deep my gender issues ran, I was so much more than someone who enjoyed wearing feminine clothes. I wanted to be a woman as my ultimate goal in life. It would have been nice too, to have other guidance to help me along in my gender dysphoria struggles. In those days, not only were there not any qualified therapists to help, but there also wasn’t even internet to refer to for information so our closets were very lonely and dark.

Certainly, the one thing missing in my closet was a phone so I could talk when gender called. Maybe it would have saved me a great amount of stress and turmoil. I say maybe because of who knows, I would have had the maturity and courage to lick up the phone and have a honest and far-reaching discussion with myself about who I really was.

Maybe, when your gender calls, there will be a real person such as a supporting spouse to talk to about your life. So many transgender women and transgender men don’t have that luxury. One way or another, pick up the phone and talk. It could be the best therapy for you.

 

 

 

No Matter Where you Go...There you Are

 

JJ Hart, Cincinnati Pride, 
Three years ago.

I always thought no matter where you go, there you are was meant to be a humorous statement, until I lived it during searching for my transgender roots.

Often, I have written about the time and effort I put into moving myself and my family as I switched jobs flutily trying to find my dream of having a feminine future. Sadly, it seemed, after a short time, I was back to where I started. Spinning my tires and getting nowhere. That person I was looking at in the mirror just would not change. When that happened, I would start taking bigger and bigger chances with my future probably hoping someone else would discover my deep dark gender secret. No one except my second wife ever did to any extent, so I was forced again to face my gender dysphoria on my own.

The problem was I was not ready to face my truth as one therapist told me that I was the only one who could make the final call on my gender needs. Would I be a man or a woman was a dauting idea for me, and for the longest time, ran from my decision.

What I tried to do was research how it would be to be a woman in the world I was in. Again, hoping I would receive a magical answer on which way I should go. As close as I came was the days which I was able to pass as a presentable ciswoman. I started doing things such as specific duties such as going to the grocery store, for example, where I was able to literally melt a teen grocery bagger in my big fluffy sweater and mini skirt which was the fashion of the day. It was eye opening because it was the first time I had ever had that sort of a reaction from a male at all. Ironically, all it did was make me feel good about my feminine self for a short time as I prepared to enter the world. No matter where I went, there I was.

Where I was, was a spot where I needed to face reality. Was I going to listen to my wife and never go out explore the world as a woman or stay at home and pass the time drinking and dreaming of the next time, I had the courage to go out. Every time the call to go out came up I had to answer to save what was left of my mental health, and I hit the road doing slutty things such as flashing semi-trucks in my miniskirts. Somehow, I was under the mistaken impression it all gave me validation as a woman. It did not and I outgrew the temptation quickly and went back to doing weekly chores such as trips to the grocery stores.

It wasn’t until much later in my life when I started to truly understand where I should be in the world. I left the gay venues I was frequenting and started exclusively going to the lesbian and straight bars all together to see if I could make it in a world that I enjoyed. In those cases where I went, there I was and I liked it. The world was a blur of excitement and trepidation as I tried more and more venues to see if I would be accepted, and I found in some I was.

Before I knew it, and had the where with all to acknowledge it, I was moving from the transgender woman image I had of myself. I was slowly becoming the best version of me, and one I had dreamed of my entire life. Being just me meant that for once, no matter where I went, there you are meant something basic to me. Getting there was never easy and I took a lot of chances, but I made it through many storms and high winds to make it. Looking back, I don’t know how I did.

Being just me brought me deep satisfaction and allowed me to allow myself to let my feminine side rule my world. There was nothing I could do about always being a transfeminine person, but being a quality version of me was going to be a work in progress as I meshed all my virtues together. The problem then became recognizing exactly what my virtues were and what I could take from living on both sides of the main gender binaries, male and female. I needed to look at the process as a blessing that few humans get to go through rather than a curse that most haters and bigots said it was.

When I took my life firmly in control and was able to surround myself with strong allies, finding out where I was stepped out of the mist and into the sunlight. In the bright light, I found I could be a nice quality person that people responded to as me, not because I was transgender.

At that point, no matter where you go, there you are became very real to me because I had landed squarely where I wanted to be. Sure, I took a long winding path to get here, but now I am finally proud to say I am just me. Certainly, I would not recommend all the running and drinking I did to anyone else but hopefully you can find your own path which brings you to the stage of just being you. And sometimes, all the things we do to survive our gender issues make for a more interesting life than most people have. At least it worked for me as I made my way through the no matter where you go, there you are phase of my life. Which turned out to be most of it. Hopefully you don’t have to take fifty years like I did to have the courage to do what is right for you.