Trans Fun?

 

Holiday Image, JJ Hart author.

Are we having any fun yet as the holidays are upon us? 

Certainly, it is a tough time of the year as transgender women and trans men face the daunting task of facing unapproving families. Too many of us face a lonely existence this holiday month. In many ways, we are uniquely qualified to face the challenge. For those of us who were ravaged by testosterone poisoning and not gifted by natural feminine features, our path is a steep one to finding any acceptance at all in our transgender womanhood. 

In my sense, there was only brief gender euphoria moments during too many instances of rejection by the public. Every now and then, I would have moments of fun when I briefly succeeded at my goal of successfully presenting as a woman. Then, all too often I would ruin it all by not knowing how to move as a woman or more importantly having any idea how to communicate with the public as the person I had always wanted to be. 

Through it all, I did have enough fun, or at least satisfaction to keep moving forward. To be certain, there was a difference between having fun or being satisfied with what I was doing. To be satisfied meant deep down I felt natural when I was pursuing my feminine dreams. To put it another way, there was a flood of water under my gender bridge primarily in the decade after 2007 when my second wife passed away and opened the door to a total transition into transgender womanhood. If I wasn't hanging out with lesbians in their venues, I was finding my way in big sports bars as a regular. Slowly but surely, I learned I still was alone on my gender path, even though I was meeting and learning from a few of the cis women I stayed close to. It was difficult because I had always trained myself to keep everyone else at an arm's length so I would not be hurt. The difference was now I was finally at the level personally where I wanted to be as my authentic self so I could accept new friends.

If I had liked, it or not I had finally reached the bottom-line where I had always wanted to be. When I did, I began too actually relax and enjoy myself. Which means I was having fun, regardless of myself. Perhaps I was fortunate in that my path forward was complex but maybe not as complex as is the norm these days. Social media contacts were just becoming the norm and maybe it meant the tons of trash I needed to sift through to find my wife Liz was destiny and not luck since she actually sought me out online after reading my profile. Then, there was my public persona which I don't necessarily recommend because I was going out to venues as a single transgender woman. Back in those days at least, one did not have to worry about someone else putting date drugs in your drink while you were not looking. 

Looking back, I did have fun during those days and primarily it was because my confidence in my new self was increasing because of the people around me. I could copy what they did as women and do the best I could. Which was better than I had ever done before. I had paid my transition dues and was ready to face the future.  

Joy to the World

Image from JJ Hart Liz on right.

Gender euphoria is so wonderful to a transgender woman or trans man striving to present themselves in the world as their authentic selves. On the other hand, it is often very rare to obtain. 

The brief moments I experienced euphoria in the world when I first went out as a novice trans woman or cross dresser, kept me going but barely. The reason was, I suffered from huge bouts of  gender dysphoria which wrecked my life. It seemed every morning when I woke up and looked in the mirror, would I see the same old male I never wanted to be or somehow see behind him and view the girl I always dreamed of being. My dreams even reflected my gender issues when I would awake following a very vivid dream where I was the pretty girl. When reality set in, I was very sad.

It took me years to realize I could fight back against my gender dysphoria and do more to live out my dream of living as a woman. Years of sorrow when I failed became years of joy when I succeeded. Progress was very slow at first as I went out shopping in the world and sought out every mirror I could find to restore my faith I was indeed a presentable woman just minding her business in the world. When I discovered most people did not really care about me, my life became much easier and took quite a bit of the pressure off I was feeling. 

Still, I needed more. On every occasion I could, I was out the door seeking new places to visit as my new exciting self. I was walking the gender border and feeling the joy on some of the days I was successful and torment on the days I was not. My main problem was trying to find feedback with what I was attempting to do. The only time I did receive any response was when I went to the small, diverse parties I went to at an acquaintance's house in nearby Columbus, Ohio. From transgender admirers to inquisitive lesbians, I had a chance to meet new people in my world and see how I measured up to them. I knew I could never be a beautiful as a few of the impossibly feminine transgender women who attended but just maybe I could elevate my appearance to a feminine level where I could get by. The parties also proved to be the initial starting point of developing my own new personality as a trans woman, so they were very beneficial.

As I experienced the joy of being my true self, something had to give. Sadly, the something turned out to be my male self and my marriage of twenty five years to my second wife. Both of them suffered terribly. Naturally, neither of them wanted to lose any power. My male self was quite comfortable in the life he had built and my wife did not want to lose the man she married, so I was in for very difficult times. What happened next was my mental health went into a very steep decline. I did not know where to turn and at that time did not have a good therapist to fall back on. Then I resorted to the worst possible choice when I tried to internalize everything. By doing so, I made everything worse. 

I continued to go out as much as i could but ended up just forcing the gender issue and losing any of the joy I had previously felt. It wasn't until I decided to begin gender affirming hormones and transition fully, did I begin to reclaim the happiness I felt. 

Was it worth it? Sure as I finally achieved my dreams of living fulltime as a transgender woman. I just wish I had the courage to do it sooner. Or as my second wife told me a number of times when we bitterly fought...be man enough to be a woman. 

Trans Bucket List

 

Image from Pepe Nero on UnSplash.

On my way to achieving my version of transgender womanhood, I started my trans woman bucket list.

It all started on the fateful night when I decided to go out and mingle with a group of professional women as an equal. Not as a man cross dressed in their company to see if I could make it in their world. There was so much else at stake that evening because I knew if I was successful, I could never go back to just living my life as a man. 

Once I was successful, I began to think of  things I could accomplish as a trans woman to add to my bucket list. Once I was accepted as a regular in one venue, could I possibly add another to increase where I could go to add variety to my evenings. For the most part I was successful in being accepted. Even to the point of being thrust into a diverse small group of acquaintances I could regularly socialize with. The group included the sister of one of the bartenders, a lesbian, a couple men and an exotic dancer to name a few. All of this occurred before I met the transgender woman and two lesbians I socialized with on a regular basis.

Also on my bucket list at the time was how was I going to handle my sexuality with men. I almost found out when I became attracted to one of the men in the group. Or should I say he was becoming intrigued with me. All the way to him seeking me out on the nights when I was there all alone. I felt comfortable talking to him and even enjoyed his company before he switched jobs and abruptly moved away. It turned out there were very few men on my bucket list but even so, there were a couple which left a deep impression on me. 

Both of the men were met through social media dating sites and happened after I sorted through an amazing amount of trash responses. Because I was careful to meet any responders in a setting I approved of, we met in my regular venues I felt safe in. Both treated me with respect and I leaned a little of how it would be to interact with an interested man as a woman as I was wined and dined. It was terrifying and exciting at the same time. I still remember both dates and how special I felt but on the other hand, I never really lost my attraction to women. As impossible at it seemed to me at the time, I was headed towards being a transgender lesbian...if I could be accepted. 

I continued my quest for a new bucket list as I learned how to be a woman from other women. It seemed nightly I was learning new ideas such as I did not need a man to be validated in my new life. The lesbians I were around were both very strong and confident in their own right, so I could be also. 

Then, there was my relationship with my wife Liz which has been going on for over thirteen years now. I never though I would find another person who would be serious enough about me to want to build a relationship at my age. But I did and amazingly, Liz found me on a dating site defying all odds. 

Just when I thought I was done with my bucket, it became filled with happiness and I hope to keep it that way. 

Act Fast...Think Later

Image from VT on UnSplash.

Many times as I was traversing my very long and complicated gender journey, I ran into situations where I needed to act fast and think later. Or, wow, did I really do that?

Perhaps the most impressive example was when I had an ill-advised attempt at wearing water balloons as breast forms. While I loved the feel and bounce of the balloons, deep down I knew the danger I was facing. Someday, I would go too far trying for bigger breasts and one would explode in public. Of course I kept going with the balloons until the possible happened. I had an explosion of water in one of the venues I always went to. When it happened, I needed to act fast and head for the rest room. Fortunately, I made it and there was no other women in the room so I could enter a stall and clean up. Then I was able to make a quick exit from the venue and head home. I don't know what I would have said if anyone had noticed. Maybe I was pregnant and my water broke? 

After the water balloon disaster, I needed to think about what I would do for breast forms which were not as dangerous as water balloons. At the time, silicone breast forms were just becoming popular but were still out of my budget. What happened was a cross dresser acquaintance of mine went on a major purge of his feminine belongings and gifted many items to me. Including a set of breast forms. Since we were basically the same size, the new silicone breast forms worked well and were the proper size. And, most importantly, I didn't have to worry about disasters coming up.

Perhaps you have heard the term "muscle memory" which essentially means you keep repeating an action until it becomes second nature to you. In my earliest days of entering the world as a novice cross dresser or transgender woman, I spent many of my leisure hours attempting to learn how a woman moved and walked. When I did, I am sure I provided many a stranger with a humorous look at my male self trying to move like a woman. In fact, one night when I was in what I thought was a deserted box store, I caught myself being stared at by a guy who suddenly appeared out of nowhere. He was probably a plain clothes security person getting a kick out of seeing me practice. At any rate, I acted fast and left the store and thought later about where I would do my practices. 

Acquiring the basics to present well enough as a woman was difficult for me and required hours of effort and will power. Along the way, I experienced more situations of acting fast and thinking later than I can remember now. I do remember vividly the night when a lesbian friend of mine wanted me to approach another woman at a lesbian mixer we were attending and see if I could get her name. I acted fast and said yes, when in fact I was petrified of being the proverbial "wing person" for another woman. It didn't really matter anyhow because I never got a name. But later, in another venue I got even when I was kissed by another lesbian as my friend sat by herself. 

Maybe acting fast and thinking later just came with the territory of my transgender womanhood. I had always been an impulsive person and nothing really changed except for I had a whole new platform to work with. I think too, when I began keeping company with other women as a transgender woman, my instincts needed to change. I learned quickly how mean other women could be to each other and how difficult it was to watch for passive aggression. Early on, I needed to survive many passive aggressive encounters in the world with other women. 

It was all just a part of the learning process on my gender journey and one I had to face to make it to my dream.   

 

I Chose Me

 

Image from the JJ Hart archives.

In an extension of yesterday's post, I decided to explore how I chose my inner feminine soul over my forced male existence I was rebelling against.

Basically, the deciding factor came down to how natural I felt as I cross dressed in the very beginning of my gender path to freedom. Very early, I remember vividly how I so desperately wanted to be more than just a boy dressed as a girl in the mirror. I wanted to be the girl. Why did I have to put up with all the male problems I had so much a problem with. 

As I embarked down a very long path to having the courage to finally living as me, as I write about often, the longer I waited, the more baggage I needed to do away with. Often I was my own worst enemy when it came to having any success as a male as it seemed every male privilege I secured someday I would have to give it away. This extended to making any new friends. It was very difficult to be close to someone who may reject me when I set out to live a new life and let the old one go. 

At the many milestones I encountered on my gender path, deep down, I needed to choose me. Especially when I learned there would be more than one major transition I would have to take. My primary go to example was the momentous evening when I suddenly decided I was done with being a cross dresser. I wanted so much more. It was the night I went out to mingle with other professional women getting off work at a bar/restaurant by the mall I always went to. The whole process was basically a mental move, in that for the first time I was going out in my mind as a transgender woman trying to be the equal of any other woman I met. I wasn't a man at all.  It meant the world to me when I was successful and knew right then I could never go back on my journey. Somehow, someway, I just had to be me.

My main roadblock was my second wife who accepted me as a cross dresser but always drew the line at any suggestion of me being transgender. Especially when gender affirming hormones were brought up. She rightfully saw her man she married slipping away and wanted no part of it.

Unfortunately for both of us, I had gone too far to turn back on my dream of living as a transgender woman. I was following my path the best I could and did not want to go back. Choosing me, over the life I had was the most difficult decision I ever had to make. The pressure was on to make my choice and for the longest time, I tried my best to live a life in both the binary genders. Plus, it seemed when I thought I had life all figured out, more and more questions arose. Like what was I going to do about my sexuality was a big one. Was I going to pursue men or become a transgender lesbian. 

Once I made my decision, the rest was easy. The pressure was off and I was free to be the me I should have been all along. What a relief!

Trans Girl in a Sports Bar

Archived Image, JJ Hart with wife Liz on left 
and daughter  Andrea on right. 

 I have documented several times how I came to be accepted as a regular in a couple sports bars I was familiar with as a guy.

In many ways I was forced into the path I was taking. I did not particularly enjoy the atmosphere I was facing in the male orientated gay bars I was going to. I did not like the music usually and especially did not like it when I was treated like a drag queen. Even though I was not dressed extravagantly like queens did. 

As time went by and I tired of even fighting for a drink at the bar, I decided it was time for a change. To do so, I decided to go back to what was familiar, if I could do it. To be sure, I needed to find out if I presented well enough to get by in a totally new environment except it wasn't. As I previously said, I had been in many sports bars as a guy, so I knew to be friendly, smile and tip well. What I did not count on was how fast I would be remembered in these venue's as a transgender woman. It seemed as fast as two visits in a place, I was remembered and could go from there. Of course the problem was, building a whole new feminine person nearly from scratch. 

I discovered the whole process was relatively easy as I was there to start with to watch the sports on big screen televisions and drink a few beers at the same time. Outside of the staff, I rarely had any interaction with anyone else. 

In the meantime, the lesbian bars I used to go to were disappearing rapidly. For the most part lesbian bars have remained an endangered species until recently. In fact, I saw a story about new women's sports bars which are popping up  now around the country. Without actually mentioning any lesbians by name, it featured one bar opening up by two married women (to each other). In other scenes from the venues, the look of the clientele suspiciously reminded me of the lesbian bars I visited years ago.  

I also was remined of a women's roller skating match I went to with three of my lesbian friends in Cincinnati, Ohio. The crowd that day was overwhelmingly women including me. We all drank one dollar beers and watched women roller skate around and around. Outside of a few side looks, I survived and had a great time. 

These days, with the advent of women's basketball and soccer, not to mention college sports on the regional level, women's sports are really booming. A great time to mesh in your love of sports as a man with your  new life as a transgender woman. It is not unusual these days for a woman, trans or not to be seen in a sports bar and also makes it much easier for transwomen everywhere to carry with them a major portion of their previous lives. I know I was really stressed if I would have to lose my love and knowledge of sports when I transitioned.

On whatever level you consider, even though new women sports bar are not referred to as lesbian bars, they still focus on the success of women everywhere.

Cutting Through the Noise

 

The further I went along my transgender path, the more noise I encountered. 

When it was just me and my mirror, the noise was often very restricted and low. Even still, the message was creeping in , I  was dealing with  more than met the eye in the mirror when it came to me looking like a girl. However, what I was hearing stayed close to the same until I began to go out in public. When I did, the noise began to increase dramatically. Often, not in a good way. 

The reason was, during the times when I was failing at presenting any semblance  of a feminine person, the noise was deafening. It was telling me to stop my impossible dream of transgender womanhood and take the easy retreat back to an old male life I never really wanted but had succeeded in anyhow. I was used to all the male privileges I had gained. Long term, fortunately for me, I cut through the negative noise and continued along my gender path. To do so I needed to be patient and learn all the feminine lessons when they were presented to me.

The longer I tried to experience the world as a transgender woman, the more I wanted to do more. Which meant more noise I needed to cut through. Such as the guy who tried to attack me sexually at a mixer I went to one night in Columbus, Ohio. I was saved from a very bad experience by my second wife. She made me pay by mentioning how I was dressed invited the interaction I had. Mega noise in the house began after the incident.

There were other examples I have written about and some I haven't as I traversed the path to my dreams. Too many nights going out just to be alone when I was already too lonely to start with. On those nights I muted the noise mainly with extra alcohol which proved to be a temporary fix to my problems. Little did I know, the worst of the noise was yet to come. When I actually had to communicate in the world with other women I needed to be part of my noise solution and not be part of the problem. In other words, I was becoming a skilled listener so I could cut the noise of the world back and enter women only spaces. It was never easy but I earned the right to be there.

Often today with all the vile and harmful politics which have been laid upon the transgender women and trans men of the world, the noise has become more unbearable than ever before. It takes a better person than me to ignore all of it. Especially when I have the future of a transgender grandchild to worry about. All I can do is continue my written outreach as I attempt to prove to the world transgender women and trans men are just the same as the rest of the world trying to get by. We are not the monsters the politicians make us out to be. 

There is a light at the end of the tunnel for me and my outreach issues. Yesterday I was contacted by a reporter from one of the Cincinnati televisions concerning the possibility of doing an interview. So we will see what happens. 

Whatever happens, I will write about later and hopefully todays election will be a positive force for the future and not a step backwards. 

Into One Club and Out of Another

 

In the Women's Club. I am on the bottom row
to the left.

As I transitioned into transgender womanhood, I learned how quickly I could be pushed out of one gender club and make my way into another.

The first club I was quickly rejected from was the good old boys club which I was tired of anyhow. I quickly found many of the gender stereotypes were true. My primary example was and is when I am in a conversation with a man, I seemingly have lost a good portion of my intelligence. In many ways, I was expecting it because of the way I had seen many men around me in my life treat women. I wanted a change in the worst way.

Of course leaving one club and being accepted into another was not going to be the easiest thing I had ever done. As I set my course into the world of women, initially I was met with little resistance except for two key people in my life. Along with my second wife who hated the idea, of course my male self was dead against it also. He was the one who was getting kicked out of the club.

One of the first aspects of being accepted into the woman's club I learned was to look for the hidden knife behind the back trick. All of a sudden I was in the world of passive resistance. Some women did not like the way I looked or acted all the way to resented my presence in the club all together. Rather than tell me to my face, they worked behind my back to drive me away. I came away from the learning experience with many claw marks on my back. I considered it all as a initiation experience into a new exciting world where all I wanted to do was play in the girl's sandbox. What I never counted on was how complex the new world would be. I knew women were much more complex than men but slipping behind the gender curtain and living my dream proved it.

I fought hard to keep my dream from becoming a nightmare. First there was the problem with learning how to dress myself so I could stand a chance of blending in with the other women in the world. Then there was the problem with learning how to go with the flow, or practice moving like a woman and last but not least, there was the problem of learning to communicate with the world in my new club. The more I progressed with all of this, the more I did not want to be forced back into the male club because the pressure was constantly there. Going back meant leaving all the gender struggle behind me and regaining all the male privileges I had lost when I entered transgender womanhood. 

Somehow, I always managed to keep my dream alive and no matter how beneficial going back seemed to me at the time, maintaining my hard earned membership in my new club was more important to me. I had served my time in an unwanted male existence and had no desire to return. So I continued to spend time in my new club as a transgender woman and learn the benefits of living an authentic life. 

I never really missed the benefits of living in the male world.  Then I needed to set out on the complicated process of telling all of those who thought I was still in the male club, I was not and please listen to the reason why. Some people and family I was successful with and some I was not but none of it kept me from trying. My main goal now is to keep my membership in good standing in the transgender woman's club.

Connections through Isolation?

 

My wife Liz on left
from the JJ Hart Archives

When I finally began to be successful in my femininized public pursuits away from the mirror, I was content to be alone in the world.

By being alone, I didn't have to face any communication problems with anyone else I faced. Essentially, I just passed through their world quickly and was gone. I did not want to know them better and have to challenge myself into interactions with strangers. Ironically, my idea did not last long as I was increasingly thrust into public interactions as a transgender woman I did not want. In the beginning, I just was not ready to look another person in the eye and risk ridicule.

I learned quickly, my public interactions would be overwhelmingly with other women. Initially, I interacted with clerks in clothing stores who were mainly interested in helping me with my money, except for the few who wanted to help me with my fashion. It did not take me long to realize what was going on and then move on. 

I began to stop and eat lunch to extend my shopping trips which meant ordering from a menu with a server and/or bartender. I found sitting at the bar made for a more personal experience unless the staff was very busy with other patrons and I could try out speaking with others as a trans woman. Very soon out of forced habit, I found myself relaxing more and even enjoying the experience. It was like I was completing a long lost part of my new personality as I left the mirror and entered the world. It was a challenge and I grew to love it. I discovered also many more women than men wanted to know more about me. Women were curious while men were scared of me it seemed and I loved it. 

Along the way, when I first began to communicate I tried to mimic the voices I was hearing from other women and try to repeat doing it until I thought I was doing it right. I even took voice lessons for awhile to improve my vocal presentation for my transgender womanhood.

Still, after my second wife passed away, I was extremely lonely. Not only was I facing finding another person I loved at the age of sixty, I also had the added pressure of doing it as my new version of my authentic feminine self. I was prepared to spend the rest of my life by myself. Little did I know I would not have to. Initially, when I went out to supposedly socialize and find new friends, I was going out to be by myself. If my gender was never challenged I would have taken the easy way out and would simply go back home to my two dogs. 

If it wasn't for a bartender at one of the venues I had become a regular in, I would have remained in the social rut I was in. One night not long after I arrived, she served me my first drink and quickly asked me if I would be interested in meeting her single lesbian mother. Of course I said yes, and a friendship  started that has continued over ten years till today. She is the woman who took me to the NFL Monday Night Football game. A very scary experience which cemented my arrival as a full-fledged transgender woman in the world. But that wasn't all that happened at my favorite venue. Another night, as I sat alone to be by myself, another woman came in to pick up her to-go order. While she was waiting, she slipped a note down the bar to me asking if I was interested in having a drink sometime. I said yes and the three of us ended up having a great time the next couple of years as we watched sports, drank too much and had fun at lesbian mixers. My two new friends ushered me into a world I never thought I could go.

Against all predictions, my connections through isolation worked very well for me. My new friends which included my wife Liz who also identifies as a lesbian, all helped me into my own important version of transgender womanhood. Destiny was certainly helping me during this period of my life.  

Hitting the Transgender Wall

 

Image from Selin 
on UnSplash

There were so many times during my journey to finding my authentic self that I hit a wall or two or more. 

The easy walls came when I was younger and was trying to find makeup and wardrobe items to admire myself in the mirror. During that time and into the future, finances were a major set back. As much as I admired the pretty clothes the girls around me were wearing, I just did not have the money to afford any of them. There was no way I could go to my parents and ask for a pretty dress for my birthday or Christmas. Plus, I was stuck at a major point of my overall femininized image when it came to my hair. In those days, I was stuck with very short hair cuts such as burr or crew cuts and there was no way I could afford a wig. A major wall, to be sure as I think having the first wig I cherished did not come around until my college years in the late 1960's till the early 1970's when my military days took over. Of course I was against the wall again when my hair needed to be kept very short.

After I had served my time in the Army, I was able to secure the finances to afford a more update feminine wardrobe and my walls began to take on a more mental aspect with me. The more I was able to sneak out of the house and into the public, the more I knew I had little or no knowledge of where I wanted to go as a novice transgender woman. It seemed everything was being thrown at me at once and my mental health crumbled after I was hitting many walls at once. My male life was becoming more and more demanding as I became successful at my job and I discovered the more I explored the female world, the more I liked it. 

Even so, climbing the feminine walls were difficult. It seemed everytime I mastered one aspect of being a transgender woman such as walking, I would catch my heel in the crack of a sidewalk and ruin my whole day. As I continued along my bumpy gender path, I found mishaps with walking in heels were indeed minor in the scope of my transgender life. On the horizon loomed much more serious walls such as communication with the public and with women in particular. Overwhelmingly, men ignored me and women were curious about what I was doing in their world, I discovered quite quickly I was interacting with more women than I had ever done as a guy which was scary in many ways, including what would I say and how would I say it. 

I wondered what had I done when I was forced to actually talk the talk of the person I had become. I resorted to what had worked for me in the past as I had encountered tough trans walls to climb. I basically tried to shut my mouth and observe what was going around me. It worked to an extent until people (women) began to warm up to the new person I had become. I even was giving other women advice on how to understand their boyfriends or spouses. 

Anyway you cut it, I guess for me, gender affirming hormones created the last major wall for me to climb. At the time, I was doing my best to appear as a woman and communicate as one to the world. Beginning the hormones in many ways was a selfish move because I did it for myself. When I did, instead of more walls crashing down, they melted. HRT, when I was approved for it was a magic potent stimulant my body had been craving for years. Very quickly, I knew I had made the right move as I was able to tear the final walls down and make my way into fulltime transgender womanhood. 

Surely, I was bruised and battered by hitting all the transgender walls I needed to scale to live the life I wanted but I made it. When I look back on all the terrifying yet exciting steps I took to get to where I am mow, I wonder how I made it. First there was my appearance and battling testosterone poisoning then overcoming the problems of male behavior which also effected my life that all made for a rough journey. Surely there were too many walls to count.   

Happlily Ever After?

 

Image from Dave 
Goudreau on
UnSplash. 

When it comes to transgender women and trans men, is there ever a happy ending?

As we examine our lives , again and again, we inevitably encounter many pains as we make the transition from one gender to another. Most of us (including me) go through a period of time when we consider ourselves to be cross dressers or transvestites. We were in our own state of limbo, not knowing where we were going. I am amazed when anyone in the outside world thinks our life was so much easier and we were wearing the clothes of the opposite sex as some sort of a lark.

The fact remains, amidst the brief moments of gender euphoria in front of the mirror, we never actually had a choice when it came to our gender issues. In the case of many people such as me, my journey was very lonely and singular and I wondered if I could ever live happily ever after as a transgender woman. It seemed like the impossible dream and if I could ever arrive there, perhaps I could finally become happy. But happiness for me had always been fleeting. Probably because I had never seen much of happy in my family growing up. We were taught anything we did was never good enough. It carried over into my life as a novice transgender woman. 

No matter how attractive I thought I was, there always had to be more. I needed to be better as a trans woman. It turned out I did need to be better to survive in a new feminine world but getting there was a challenge when I went too far, too fast in the wrong direction. Primarily when I went over board in how I was dressing myself way too slutty and attracting the wrong attention to myself. It wasn't the type of validation I was seeking. It took me awhile to realize I could not make it to any semblance of happiness on the path I was on. 

I learned I never would have a chance to be happy in transgender womanhood, unless I began to change my ways and began to dress to blend in with the world. Once I did, I learned I had a whole new set of challenges I needed to face to be happy. Similar to many of you, I faced spousal issues as well as job, family and friends. I always considered changing my gender was a difficult task to take but I never knew all the nuances of making the change I would have to take. Being a woman, trans or not, was a very layered process and I would ever be happy if and when I ever arrived at my goal of living fulltime as my authentic self. 

Then there were the gender affirming hormones I decided to pursue. Before I could begin the meds, I needed permission from a doctor and a therapist to begin. Adding to the importance of the move but once I started the hormones, I knew I was in the right place and I would not turn back to my old unwanted male life.

Even with the HRT, happiness was still fleeting as I faced a wonderful new world. Most likely because there were still instances of public setbacks I still had to negotiate, which included times when my mind was playing gender tricks on me. I was still influenced by sixty years of living a male life and being conditioned to never be happy.

Now, at the age o seventy five, I know I certainly have fewer years ahead than behind me. Now I have to make a concerted effort to be happy. If I don't, it will be too late.

Intimidating Women

Library of Congress 
image from 
UnSplash.

During my life, surprisingly so, I have encountered many intimating cis-women. 

Probably the most intimidating of all was my Mom, a dynamo at a mere five foot two inches tall.  From early as I can remember, we clashed on many different issues probably because we were so much alike. On the girl side, I was fascinated from a young age when I watched her skill with makeup and hair. I could only dream of ever duplicating her prowess. Of course I would never get the chance for her to ever see the fashion skills I finally developed as the daughter she thought she never had. 

As I grew up, my intimidation of girls of all kinds increased. I was so jealous of their ability to dress in pretty clothes and wear makeup continued. In addition, I was so shy, I was afraid to communicate with girls at all. So my problems continued to get worse. I never had the chance to circle back to where I began. All the time I was cross dressing in front of the mirror, it was a very solitary, lonely experience as I craved the peer feedback other girls my age had to work with. 

The older I became, the more I admired women who were stronger and spoke their minds. You might say I was intimidated in the most positive ways by strong women. I was even attracted to them to the point I chose one for my second wife who I was married to for twenty five years. Even though she knew I was a cross dresser from the very beginning, somehow I secretly thought she would help me with my on-going quest to be a feminine person. She never really did help me much and very much resisted any ideas I had I was a transgender woman. 

Perhaps I am attracted to strong successful women because I wish I was one. I so admired the women managers I worked with because of all the extra skills they had to use to be successful. Most if not all of them had families to support at the same time they worked a full-time job. I was in the restaurant business and some of my best kitchen managers were women who dealt with macho kitchen crews. 

Being a transgender woman, I think sometimes I intimidate other women. Sometimes they seem to melt with kindness such as the hostess last week when my wife Liz and I went out for my birthday dinner. She was beside herself to make sure we were satisfied with our experience. As I can remember, intimidation on my part of a guy was when I was shopping at a grocery store years ago for the families groceries. In those days, a fashionable woman who had the legs wore an oversize sweater with flats and a mini -skirt, so I did on that day. As I chose our food, I tried to contain my fear in checking out, I found I was wrong.  As it turned out, the store was nearly empty and only had one check-out lane open with a woman cashier and a male bagger. 

It turned out, I really intimidated the bagger, he blushed and stuttered when he asked me if I needed help taking my bags to my car. I looked at the cashier and him when I said I didn't and she gave me a slight knowing smile. I wondered then, if she knew I was transgender at the time or not. Regardless, it was quite the experience. 

It wasn't until I transitioned into a feminine world as a trans woman did I fully understand all the nuances of what it takes to be an intimidating woman. For example, some women use their heels to begin the process. Heels give a shorter woman a height advantage to be able to compete with the men in their world. Plus, these days, more and more young women are becoming educated to give themselves an extra advantage in the world. 

It turns out, in my life, intimidating women are becoming the norm as the future is female. 

 

Becoming Me

Image from the 
JJ Hart
Archives. 

As I bridged the gender gaps in my life to survive, I did what I perceived to be cross dressing as a woman in my family's mirror. 

Slowly I began to learn the makeup and fashion tricks the girls around me used to look their best. At times it seemed I was attempting the impossible as puberty set in and my body began to go through many unwanted male changes. Like it or not, I was stuck with testosterone poisoning and I would somehow have to get use to living with it. I was becoming a me which was very much unwanted. 

As I got by in life, I learned to camouflage my broad shoulders, and torso (among other negatives) and try to emphasize my positives, even if I needed to do it with feminine style padding in all the right areas. Since I was told I had good legs at the Halloween parties I went to, naturally I tried to emphasize my legs when I dressed. 

Sadly it took me many years to learn the truth about myself. Yes, it was true I was a cross dresser but not the way I always thought I was. In no way was I a male cross dressing as a female, all along I was a woman cross dressing as a man. Once I arrived at that point in my life, suddenly everything began to be so much clearer. I just wish I could have come to the realization so much earlier than I did. I always use the excuse to myself the world itself held me back in the pre-internet years before very little was being published or researched about gender issues. In fact, I still remember in my youth the news stories about the police rounding up and arresting men dressed as women. How could that be? 

Still I persisted and remember vividly the night I dressed up in a mini skirt, panty hose, heels wig and makeup and headed to a nearby gay bar when my wife was away. I was so scared and once I got there and was admitted through a locked door, I only had one drink and left before I even relaxed and I never had the opportunity to go back before the owner died and it closed. Even still, my adventure that night helped me to become the transgender person I wanted to be. At that point, the problem still was, I did not totally know who I was, or face up to her yet. But I was diligently working on the problem by researching my feminine life. 

To do the research, I needed to risk everything and leave the safe surroundings of the mirror and enter the world. I started with going to more gay venues and becoming quickly disillusioned when they all thought of me as a drag queen. Lesbian bars were better but I did not find true acceptance until I became brave enough to go to straight places. There I could watch my sports, drink my beer and become accepted as a regular fairly quickly by the staff. I minded my own business, tried to be friendly and tipped well and was in. Even though I knew they knew I was transgender. it did not matter and along the way I think it even helped me. One way or another, I was taking giant steps towards being me and I knew there was no way I could ever go back.

Perhaps the biggest step I ever took on the gender path to being me was when I started on gender affirming hormones. After being approved by a doctor, the changes occurred quickly.. In addition to the external changes such as breasts, hair and skin, I experienced internal changes also. My emotions changed as well as my whole life just softened. The entire time of gender adjustment was one of the most magical times of my life. 

Overall, the discovery of who I really was as a transgender woman was a terrifying yet exciting journey. One I don't regret taking, once I faced up to her, I was so much happier.   

Man, I Feel Like a Woman

Shania Twain

 Maybe you saw country star "Shania Twain" as she hosted the 2024 People's Choice Country Awards. 

If you did, you probably remember when she sang the iconic song "Man I feel Like a Woman.". The song meant quite a bit to me for a number of reasons. The main one of course was I did feel like a woman, not to mention I would have given anything to have her appearance. 

The song was popular during the time I started to find and patronize two small lesbian bars near where I lived. One was a very rigid lesbian biker bar and the other was a much more mellow atmosphere where I happened to know one of the bartenders as my male self. Even though I was begrudgingly served in the biker bar, I always sought to poke the bear. I discovered the easiest way to do it was to play Twain's song on the juke box. For some reason, the owner and other patrons resented me even playing it. I found it to be great fun until I came in one night and the music machine was completely turned off. From that point forward, I took the pressure off  and just started to go to the other small lesbian bar where I was welcome.

In the other bar, I was able to learn many of the nuances of the lesbian community and figure out where I fit in, if at all. In my jeans, boots and makeup I discovered I was closer to being a femme or lipstick lesbian and found I drew the attention of the very serious bull or butch lesbians. I even was heavily induced into singing karaoke by a huge woman in a cowboy hat. Since I am a terrible singer, I tried to let her take the lead and I quickly left the bar shortly after singing. The only thing I heard her say was my voice was lower than hers. I never saw her again.

On the other hand, a super butch who was on his way to becoming a full fledged transgender man just happened to be my first dinner date with a guy. He later told me how scared I was,  he was right. 

Through it all, I still did feel like a woman and did appreciate the acceptance I gained from the lesbian community. I never had to try to adjust my sexuality and was validated as my new emerging self without needing a man and all the potential problems which came with it. On the other hand, there were a few men I did feel a connection with just enough to wonder how the other half lived. At the least I knew I would not have to operate on the gender fringes forever if I had to. 

Needless to say, I will never achieve the appearance standards of a Shania Twain but most other women (trans or not) will not either. Plus my womanhood was achieved in a different way than most cis-women. None of it was my fault and I did the best I could with what I had to work with. And, in the end result, I do feel like a woman.  

  

Complacency

 

Summer Image with padding.
JJ Hart

As I did my best to transition from male to female there were many times I experienced moments of complacency.

It happened slowly enough as I kept throwing lifelines to myself so I could survive a life burdened with gender dysphoria. To add insult to injury, I was not gifted with feminine external attributes to help me along as I initially tried to make it in the world as my authentic inner self. Disguising my testosterone poisoned body was a total learning experience. Angles needed to be changed into curves using everything from pads to balloons to foam. Anything it took to perfect my image and avoid complacency. 

The main problem I had was I could not avoid all the years I had lived as a man. The male trip was never easy for me to learn and even a more difficult time to forget. I had survived and even flourished and now I was trying to give it all up and for what. To live as a woman which became an all encompassing goal. I would practice the best I could walking and moving as a feminine person. Even to the point of being called "Ma'am" when I was at work as a man. I figured it was because I projecting a feminine "aura" to the world and resolved to add the idea to my accessories when I was out in the world as a novice cross dresser or transgender woman. 

I started to project very strongly that I was a woman to any stranger I was interacting with. Along with looking them in the eye, I was able to be accepted for the first time as the person I wanted to be but I still had to guard in not letting up my guard and not slipping back into any of my old male ways. Just one time walking like a linebacker or not paying any attention to my new feminine communication skills could essentially ruin my whole day. It did not matter how much time, effort or money I put into my appearance, if I forgot who I was, nothing mattered. For years, my entire existence was still so fragile until I put in the years and work to tip my gender balance.

I can't say, even today I don't experience moments of complacency. It is easy when the cis-women my age and younger are for the most part very casual in their appearance. Ironically, when I see a woman in heels and hose in the grocery store dressed to the nines, my "trans-dar" goes up and I want to take a closer look. Perhaps the person could be part of the transgender or cross dresser sisterhood. 

Through it all, complacency or not I have never forgotten how the differences in female fashion is and was one of the fun parts of transitioning. No longer was I confined by the drab and boring male fashions. I had forever admired how the woman around me had the freedom to express themselves through fashion and now I could also.

On another topic, I attended two other LBGTQ support group virtual meetings recently. The groups moderator is a trans man and does a good job of keeping everyone involved. The group is very diverse and I was surprised to see a couple of the transgender participants seemingly have partially de-transitioned over the years. Plus I learned the Veterans Administration has finally approved electrologist visits under their care and my mammogram was approved after four tries. The main problem was the hospital I wanted it done at still had an old chart on me with my dead name so getting a new one was the problem. The VA needed to approve the process and did so my dead name information has been changed on yet another document. Progress is progress I guess.

At least I was not being complacent and stayed the course until I saw results.

Sitting Pretty

Image from JJ Hart.

It never took me being a genius to figure out my appearance as a woman would cost me much more than my male self ever did. 

I started out my feminine life innocently enough as I began to save my meager allowance to buy a few articles for my girl wardrobe. I even took on a rural newspaper route to add a few dollars every week to spend on whatever I wanted. The problem was, finding my way to a store where I could attempt to spend my hard earned money. 

Our family home was actually in a rural area outside of town and I needed to figure some sort of an excuse to make it into town by myself because all I had was my bicycle. I figured out the answer which came to me when I was asked to go in town and visit my Grandma. She just happened to live very close to the downtown area and probably would not resist any attempts on my part to go downtown alone. I knew also, there were several stores downtown which sold makeup as well as other feminine accessories. So close but so far.

Predictably Grandma didn't and I had free reign to go shopping on my own. Then, the next biggest hurdle came along when I had to actually go into a store and shop for any makeup I found that may be suitable. The first time I was brave enough to shop for my own makeup, I was panicked and just wanted to buy something and get out of the store. Another problem was my Dad worked a short distance from where I was shopping and if I was caught, I would have no answer to why I was buying makeup. He never did catch me and the only hurdle I needed to face was the clerk who would be checking me out with my purchases. 

I was able to visit Grandma and do my shopping with no problems except for my extremely limited financial resources. Even though I managed to buy appropriate makeup, panty hose and even shoes, there was no way I could ever afford a suitable wig. For years, the wig of my dreams was just a fantasy of mine. Even so, time flew by and I managed to survive, even with my gender issues. It wasn't until I was out of the military did I realize how much sitting pretty would cost me. 

Dressing head to toe as a woman still proved a challenge for me to afford. Most of my needs would be met by going to thrift stores in our area. By doing so, I was able to find fashion "treasures" which were added to my growing wardrobe. While the thrift stores were cost effective for me, so many other aspects of cross dressing myself were not. Due to the size of my feet, thrift stores were out and I needed to shop retail. The whole process of adding new makeup, accessories such as purses and jewelry was a challenge because for the most part, my wife had control of the family finances. Through it all, going to a wig shop and buying a wig was still very difficult and frustrating. What I mean is, once I was able to put together a quality outfit, I was still struggling with having a wig to finish off my look. 

Finally, my financial situation improved to the point where I could afford a quality wig but then I needed to figure out which wig I could buy. Initially, I was like a kid in a candy store and picked out the wrong wigs which made me look like a clown. Through all my fashion errors when I was out in public for the first time, I finally was able to buy the correct wig which fit me well and framed my face correctly. It turned out the wig was the final piece of my presentation puzzle. 

For the first time ever, I was able to do my best and sit pretty as a novice transgender woman. 

Staying in the Present as a Trans Woman

Outreach Image. JJ Hart, Cincinnati 
Trans Wellness Conference 

Throughout my life, I  have experienced difficulties with staying in the present. 

Perhaps it all started when I started to raid my Mom's wardrobe and makeup and then briefly feeling really good about it. Then when the warm feelings began to fade, the day dreams began to set in. I could not wait to get in front of the mirror again.

As my life as a cross dresser grew more complex, so did my efforts to day dream my time away until I could attempt to enter the feminine world again. As I always say, I wish I could get back just a small portion of the time back I wasted on day dreaming of my gender issues.

Plus, all the day dreaming in the world could not keep me in the present as far as my ongoing life as a male was going. The more I needed to learn about successfully navigating a world I did not want to be in, the more I wanted out. Especially when I hit puberty and was facing all the changes testosterone was doing to my body. I did not want all the new angles to my body as well as the extra hated body hair which I had no choice over. I wanted all the curves the girls around me had. Changes I fight to this day through my gender affirming hormones or HRT. 

Ironically, I still struggle with my overall concentration as evidenced in my answers given to the nurse practitioner at the VA who monitors my depression meds and blood work. She always asks how my concentration is and I always answer fair and we move on. We have never really explored my answer and how I equate it with my life as a transgender woman. I guess it is our own version of don't ask, don't tell. She in fact has always known I am trans and has never held it against me.

For the longest time, the only person holding transphobic thoughts about me, was me. As I played the victim in my own life, I had an even harder time staying in the present. The main problem was I was attempting to lead a life with feet firmly planted in both binary genders. Being a man one day and a woman the next just was not a good way to live. In fact, my life was ripping me apart and causing me to mentally run. So I was increasingly not staying in the present as I played gender favorites in my head. My life as a transgender woman was so exciting and wonderful, my man self finally could not compete anymore. 

Then there was the anxiety of how my sexuality would play out if I transitioned into trans womanhood. Since I had never been sexually or emotionally attracted to a man, how would I survive if a man approached me after I had transitioned. Could I take myself out of the present and satisfy a man when I had no experience. I quickly found I did not have to worry when all of the sudden I was surrounded by women when I jumped the gender border. I gladly stayed where I was when it came to my sexuality and began to identify with the lesbians who were friends of mine.

I can't really say I can stay in the present any better at this time in my life than ever before. Hormones or not, I feel I am more in tune with the world around me. Which counts for everything.        

Feeling the Pain

 

Image from Eugenia 
Maximova 
on UnSplash.

Learning on the fly all I needed to know concerning my authentic life as a transgender woman often resulted in pain.

The pain, early on mainly materialized when I rushed the process of going out in public as a novice transgender woman or cross dresser. Many times I was reduced to tears following being stared at or even laughed at when I was simply out walking around. I felt the pain for years until I finally realized I was the problem and sought out the reasons why. The main reason was (as I always mention) my male ego was dictating my femininized fashion sense. He was thinking attempting to dress sexy would somehow validate myself as a woman. Of course, it didn't and just made me look ridiculous. On the other hand, when I dressed to blend in with other women, they validated me as a woman.

My frustration and pain increased until I became fed up with the entire process and changed it. My thrift shopping adventures began to change to reflect my new fashion sense. I was held back in many ways by my budget and knowledge of what fashion I was trying to buy. Sizing was an example, as I struggled to find what looked best on my testosterone poisoned body. I did not have the benefit of having any feminine characteristics to begin my journey so trial and lots of error is what I went through. Every time I learned a fashion choice I made  just would not work, I felt the pain return again.

My situation improved when my overall confidence improved to a point where I was able to use the women's changing rooms. When I could afford to go to a mall clothing store, I always checked with a clerk first to see if I was to be accepted so as not to feel the sting and embarrassment later. In the thrift stores I went to, the changing  rooms were not monitored anyhow, so I never had to ask. As I said, when I had the opportunity to try on clothes ahead of time, my improvement rate went way up and my fashion pain way down.

After conquering most of my fashion pain, next up came my paranoia over communicating as a transgender woman in the world. Of course I quickly discovered I had no idea of how women communicate between themselves. I found myself on several different levels when I dealt with the world. Once I figured out I was not "fooling" anyone else and just resorted to being myself, my life improved. One level of woman just did not care and basically ignored me while another level was curious and wondered what I was doing in their world. Overall, I was learning on the fly and had my share of pain such as the one transphobic woman I encountered at a party Liz and I attended many years ago. She was actively harassing me about what my dead name was. She was so evil, the experience still causes me pain to this day.

Overall though, when I compare my transgender journey to others I read about, I suppose I have had it lucky. Even though I had suffered a lifetime's worth of pain when I lost my wife, several close friends and my business in a span of five years, I was able to find new friends and rebound. Mainly because the friends and Liz accepted me as my authentic feminine self. I guess karma was paying me back for a lifetime of wondering what I was doing about my transgender self. All the years of doubting my gender existence came back to be a strength when I quit being a victim in my own life. 

Sure I was transgender but suddenly it became a strength not a weakness and the pain was behind me. 

     

A Spectator in my Own Life

 

Image from Author JJ Hart

There were many times in my life when I felt as if I was a spectator in my own life.

From the first glimpse in a mirror when I cross dressed as a girl, all the way to when I first went out determined to be a woman rather than just look like one, often I was on the outside looking in. Being on the outside was certainly not a great place to be. I literally spent decades of my life worrying about where I actually stood with my gender issues.

Along the way, I grew tired of being the spectator and wanted more inside information on how the feminine system I so admired worked. I discovered the hard way, I was not going to be allowed to learn more until I made the drastic step of increasing my transitioning efforts. Naturally, it was very difficult to do when I was totally immersed in leading a male life which I had become quite successful at doing. Overall, I was becoming the victim when it came to my life as a whole. I kept wondering why me when it came to my desire to live as a transgender woman. I finally had to shake it off and move forward with my gender transition before I lost everything I knew in life. 

It turns out the real culprit was myself.  I was afraid to face my truth and it cost me. I even tried to out run my desire to live as a woman by moving and switching jobs. Once I talked my wife into moving from our native Ohio to the New York City metro area. Then back again a couple years later. Living in different parts of the country was certainly an eye opening experience but did very little to help my gender issues. On the rare occasions it did like the night on Long Island when I went to a transvestite mixer and the hosts thought I was a cis-woman was flattering but did me no good the next morning when I crashed back into my male life. Then my poor wife had to put up with my mood swings.

Still I was a spectator in my own life when I walked down the long hallway in heels to get carded for my true gender to the times I did the family grocery shopping in sweaters, mini skirts and flats, I wondered who was that? It took me years to come to the conclusion the other feminine person was me and she had a right to be here in my life. Slowly but surely, I was building the life experiences needed to cross the gender border but it kept taking me so much time. I kept running into so many road blocks, I thought I was some sort of a gender construction engineer. 

Regardless as time flew by, it was time to put my gender cards on the table to finally determine which gender was going to be the primary provider in my life. What I attempted to do was live as much as I could as a novice transgender woman to see if the lifestyle was for me. Even though initially I did not attempt to do it, the trans life rapidly snuck up on me. Before I knew it and maybe before I was ready, I began to carve out a brand new life as a woman. Quickly I needed to develop feminine communication skills which was difficult for me to do since I was overwhelmingly dealing with other women in my life.

Through it all, slowly I grabbed total control of my life and became a spectator any time I was forced back into my old unwanted male life. In other words, I finally faced my own truth and flipped the ultimate gender script in my life.    

Staring Down the Transgender Cliff

Image from Jimmy Conover
on UnSplash

 As I transitioned from my very active male self into an accomplished transgender woman, there were many times I found myself staring down a cliff on my gender path.

The more I walked on and was successful, the more scared I became. The cliff I was looking at, increasingly appeared to be steeper and riskier than I ever imagined when I first put on a dress and makeup so many years before. After all, I was risking so much such as a spouse, family and a job to name just a few. To add more pressure, I was becoming increasingly more and more successful in my choice of occupations. I had worked years to arrive at where I was and now I was risking it all to try to be a successful out transgender woman. By successful, I mean I was able to increasingly move about in society as I carved out a new life.

Mixed in with all the life changing experiences I was going through were many failures as I would sneak up to the cliff and look over. The entire process was scaring me more and more and threatened pushing me back into the gender closet I had worked so hard to leave for all of those years. 

Finally, I could take it no longer and began to gather the courage to take a leap of faith as I approached jumping off my personal cliff into a risky world I thought I knew something about. Before I did, I tried to come up with a survival plan when I jumped into the sometime snake pit which was the feminine world. I needed to learn the basics of the indirect passive aggression. Slowly but surely I learned to fasten my seatbelt and learned to ready myself to jump. I had conquered so much on my journey and it was time to quit staring down the gender cliff. 

Ironically, the women friends I had made like Liz and Kim helped me to a soft landing. They taught me what it would take to for me to become a transgender woman on my own terms. More importantly, all the fears I felt concerning my fear of gender heights proved they were like new gender guardian angels to me. Certainly, I found there were transphobes who would never like me but on the other hand, I found most people just didn't care. I was left alone to make a soft landing around my friends and enjoy my new life. 

I have always tried to be a proponent of the idea that something you are proposing to do will not be as bad as you think it will be or as good as you think it will. The same happened to me with I took the chance and gave up my male life and undertook the biggest adventure of my life. 

The soft landing off of the cliff coincided with my softer life as a transgender woman. When I did land, I wondered what took me so long. My excuse was I was afraid of heights, when in reality, I was just afraid of losing what was left of the white male privilege's I enjoyed. But it turned out, I could not have my gender cake and eat it too. It became too much pressure to attempt to live part time as a trans woman and a man. 

I closed my eyes, hoped for the best and jumped. It did not matter how intimidating the cliff seemed to be, the steep gender cliff proved to be the least of my problems.