Breaking the Gender Chains

 

Image from Arlem Lambunsky
on UnSplash.

For years and years I blamed myself for my transgender issues. 

I did not have access to the proper information to know otherwise. I thought somehow I was addicted to seeing myself in the mirror as a femininized person. The chains of being a male person weighed heavily on me. It was not until much later in life that I had the chance to learn I was completely wrong and I had never really had the choice to attempt to break all the chains which were restricting my life. All of this occurred in the pre-internet years and it was not until I bought my first computer did I finally began to see there were others just like me who struggled the same way in life.

At approximately the same time, I began to meet more and more diverse individuals in the new LGBTQ community. Primarily, I learned the difference between cross dressers and transgender women and men. Those involved in pursuing a life in transgender womanhood were much more serious than the average cross dresser who was actively embracing how they appeared as a woman. I was able to meet several impossibly feminine transgender women who embraced being a woman, not just looking like one. At the time I was intimidated and wondered if I could ever make the jump myself. Plus, I knew before I attempted such a radical move, I had quite a bit of work to do on myself.

I became the mistress of excuses of why I could not break my gender chains and move forward into the great unknown. What would I do about the remnants of my male life and what if anything would I do about my sexuality among with other important parts of my life. One thing I knew for certain was my desire to live as a fulltime transgender woman was more than an addiction because the process felt so natural and affirming. The entire process was stressful and damaging to my mental health because I was firmly stuck between the two main binary genders.  I would have not wished the stress I was feeling on my biggest enemy and the worst part of it all was  how I needed to internalize my feelings to the world. 

Life was so black and white at the time. Half of the time I was in the darkness of being chained to the wall of my old male life as I daydreamed of the lighter times when I could explore again and again the times I had as a woman. 

Through new woman friends and a good therapist, I was able to break out of my old gender chains and live my dream. Proving time and time again I was living the life I was meant to live. In no way did I have any lasting attraction to just wearing woman's clothes. The clothes were just a larger indication of how I wanted to live my life and were an external view to the world  which enabled me to open gender doors which were previously closed to me. 

I could not believe after the chains were broken and the new doors were opened, how much brighter my world became. Somedays I wonder if the wait was worth it. 

A Cajun Night Out

Ohio River Pride Image
of Author JJ Hart

Recently I passed my seventy fifth birthday. To have a mini celebration, my wife Liz took me to one of our favorite restaurants which happens to be a Cajun food place called the "Swamp Water Grille." 

Even though we live miles and miles away from Cajun country, the chef/owner of the venue studied down in New Orleans and his food is incredible. Before I could get to the food, I had to go through the usual steps most women go through to get themselves ready. Since we just finished watching the Ohio State - Iowa college football game and the venue is quite casual, Liz and I decided to wear our Ohio State University sweatshirts. In addition, I added a close shave, foundation, contouring and lipstick and was ready to go after I brushed and tied back my hair. 

As I prepared, I realized I was putting the effort in to be invisible in the venue but I wasn't. For some unknown reason, I went first to the hostess stand to put our name in on the wait sheet. The first thing which happened was the hostess gave me a big smile and complimented me on my glasses so I was not so invisible after all. She was obviously of the younger generation which does not have a problem with transgender women or men so I felt warmly welcomed to the venue. Not to mention feeling a little relieved of my anxiety I was experiencing. I was further confused because I had been at the venue before with no problems what so ever. It is just a sample of the anxiety I live with. 

From there, it was clear sailing and no one seemed to notice me at all. They were all so busy with enjoying their food, friends and surroundings they did not have time for me. The only person who we were dealing with was our server who addressed us as "ladies." Which is wonderful of course. I went through so many years of disavowing my true authentic self, I don't think I will ever tire of being referred to in the feminine tense. 

As we finished our wonderful dinner and drinks, it was time to bring the evening to an end and we headed to the car. Ironically, I felt the benefits of being largely invisible to the world as an older transgender woman while at the same time being very visible to myself. It seemed everyone of my senses were heightened as I waited for someone to stare at me and say something negative. I guess no matter how successful I am in my relatively new life, I will always experience the stress and tension of be confronted in my life.

In the meantime, a little (or lot) of great Cajun cooking helped me to experience a huge dose of gender euphoria. The best gift I could have ever experienced.
    

The Rock and the Hard Place

 

Image from
the JJ Hart
Archives

Recently, I received a comment from a reader who said in essence, I was too hard on my second wife when I mentioned her.

After thinking the comment over, I can see why it was made. First, some quick history. My second wife and I were married for nearly twenty five years until her sudden and untimely death at the age of fifty. She knew I was a transvestite or cross dresser when we were married and accepted it up to a point. The demarcation line was always HRT or me pursuing  a life as a transgender woman. For years it was fine with me as she approved me going to a motel to cross dress and go out into the world. We had an uneasy gender truce and I ended up abusing it.

The problem was, I always blamed myself for our gender problems because naturally, they all originated with me. Primarily when I began to break the promise I made to never leave the house dressed as my feminine self. Of course, I eventually was caught and all hell broke lose. She was a strong woman and knew how to emotionally battle me. She was the rock keeping me from my increasingly obtainable goal of trans-womanhood and I was in the hard place of knowing deep down it was where my life was headed.

Along the way, my second wife imparted good information about being a woman but withheld other very important facts. She would just tell me I made a terrible woman and then adding in she was not implying anything about my appearance. Leaving me to wonder for years what she meant. Mainly I found my old male ego was still in the way of my gender progress to the future. It wasn't until she had passed on and I took the opportunity to really explore the world as a transgender woman, did I understand what she meant. I finally had to walk the walk and talk the talk to move my hard place along. Femininization was difficult yet exciting for me on many occasions.

My second wife also tried to tell me to follow my dreams and give up our relationship but I still tried to have it both ways which just made things worse. She knew me better than I knew myself. 

So, as you can tell, I owe her quite a bit and wonder if we could have at least arrive to a point where we could have been woman friends. I obviously don't say it enough if I am receiving comments to the contrary. I also don't praise the cis-women who stay in marriages with their transgender spouses. I know if the shoe was on the other foot, I would have an incredibly difficult time accepting a trans spouse. As my wife said, living with another woman  was something she never signed up for. 

The rock and the hard place cost me dearly over the years. The pressure of attempting to maintain a relationship and a male life with the increasing knowledge it was all a lie built up an enormous amount of pressure and all but ruined my fragile mental health. I resorted to trying to drink away my problems to no avail and just became more depressed. I was not freed until I basically had nothing else to lose after her death. Once I was freed, I could look back on our relationship for what it was and all the good times we had and how I basically hurt it all.

Playing the Victim as a Trans Woman

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It has always been easy for me to play the victim at times during my life.

Primarily, when times started to get rough in my male life, I could day dream of escaping into my female world .Usually I try to point out after a particular difficult day on the football practice field, I could wistfully take a look at the cheerleaders not so far away and instantly feel better. Of course, I was quickly brought back to reality by my position coach. Or by the offensive lineman who was intent of driving me into the ground. 

Over time my escapism became a habit, especially when I discovered how intense my feelings became when I cross dressed and interacted with my mirror. Suddenly I was not the victim anymore when I looked at the girl in the mirror. Which was all good until I found I wanted so much more than an image of a girl, I wanted to test my new self in the world. 

At the same time, my work was training me not to be a victim. As I rose higher and higher in management structures, I learned the buck stopped with me and I was only as good as my employees who worked with me. My problem then became carrying the same ideas over to my life as a novice transgender woman. Even though, I was still married to my second wife and was interacting with many many strangers on a regular basis, I was still extremely isolated and alone with my gender issues. Just cross dressing in front of the mirror wasn't enough and still I felt as if I was a victim. Why did I have to suffer from extreme bouts of gender dysphoria. 

The answer was always the same, I was stuck with who I was and I needed to somehow make the best of the situation. I dedicated my life to finding out more and more of what my wife was telling me when she told me I knew nothing about being a woman. I learned I did not and instead of being a victim, I needed a way to be allowed behind the feminine gender curtain. It wasn't until I made the decision to put my cross dressing ways mentally behind me and pursued ways to enter the world as a transgender woman did I begin to make serious inroads towards my dream. I know I am just dealing with labels to some but to me the distinction between transgender and cross dresser was huge for one major reason. A cross dresser to me just wanted to look like a woman and a transgender person wanted to be a woman. My ideas led to several spirited discussions on message boards as you can imagine.

As life moved on, I hated to be called a victim and did all I could to avoid it. I went to any extent possible to not going back to my former self feeling sorry for himself. In my own way, I felt proud of the fact I had been able to put all the self destructive behavior behind me. I was especially happy my suicide attempt had failed because I found I still had so much to live for if only I was able to reach out and grasp it. It was amazing when I stopped being a victim and was trying to live two gender lives was behind me. The pressure was off and my mental health improved. 

Playing the victim as a trans woman just didn't work for me. I did not have to worry anymore about what gender I would have to live as on any given day. When my dominate feminine self was finally given her chance to live, she took over and made my life worth living again. The icing on the cake so to speak was when she was able to make and flourish with a whole new set of friends which included my wife Liz. All of them never knew my old male self and I was able to build a new person from the ground up. 

Life was exciting and fun again or maybe for the first time ever. My old male self predictably knew how to be successful but never knew how to make friends and be satisfied. I was so fortunate to have been able to slip behind the feminine gender curtain and discover how the other half lived. I was accepted and loved it and never had to turn back.  

What Would Mom Say

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on UnSplash

This week my question to answer on the year long bio I am writing for my daughter and family as well as my wife Liz involved what parent I learned the most from.  

As I compared my Mom and Dad, easily I learned the most from Mom. Outside of the usual circumstances, I found I could find many more opportunities to spotlight Mom's influence on me. For example, I remember at a very early age watching Mom put on her makeup. Being a product of the "greatest generation" she was not shy about dressing up. However, I don't think watching makeup being applied led me to being a transvestite or even a transgender woman really mattered. Somehow the gender issues I faced went much deeper. Perhaps as deep as the medication Mom took during her pregnancy (DES) which was offered to women at the time to prevent problem births.

It turned out, I was successfully delivered just before my parents had decided to give up after three still births and adopt a child. I think because of all of that, my Mom put an extra emphasis on raising me and my brother who came along two years later. So much so, I wonder now what would have happened if Mom would have realized she had a daughter rather than a son. In all fairness to her, the fifties during my youth had very little information on gender issues. When it was available, gender issues were known as mental illness. 

Throughout the years, I always mistakenly thought girls had all the benefits in life I always wanted. Girls were able to wear the pretty clothes I wanted, be gifted the dolls I wanted and even never had to worry about being drafted and serving in the military. Male privileges were not known to me in those days because I had not yet earned any. As a side note, once I did earn the benefits of being male, I learned some of them were automatic and I did not want them anyhow.

I have forever wondered what my life would have been with Mom had I been born a biological female. Being as similar personality wise as we were, we fought quite a bit as mother/pseudo son and I have to think it would have been worse as a daughter. Mom was very headstrong and I am sure we would have had battles over fashion styles in the 1960's as well as when I could begin using makeup. In fact, when I was sneaking around using her makeup, I was probably younger than I would have been had I been her actual daughter.  I am sure too, Mom would have tried to influence me into going to her college and joining her sorority. She would have done her best to push me down a certain path which was certainly going against my generation's rules at that time in history during the upheaval in the later 1960's.

By this time, you may be asking where was Dad during all of this. It was not like he was not an influence in my life but he was not as hands on as Mom was. He was long on providing and short on emotions which I struggled with for most of my life. One thing I remember most about him was how desperate I was to never disappoint him and since I rarely if ever heard a positive from him, I never knew what he really thought of my life. He was blessed with excellent health and outlived my Mom by ten years and I never came out to him before his death from Dementia.

I did try to come out to Mom but it was a dismal failure for both of us. Predictably, when I told her I wanted to be a woman, she offered up mental health counseling. The conversation took place just after I was finished with my military duty and was never mentioned again until her death fifty years later. I used to hold her thoughts against her and was quite bitter but I gradually mellowed with age and came to realize she was just a product of her generation. 

To honor all her sacrifices, I used her first name as my middle name when I legally changed my gender markers nearly ten years ago. Had I had the opportunity to be accepted as her daughter from the beginning, it would have been interesting how our lives would have intersected. Way past the pushback I would have received for wearing my skirts too short and wearing too much makeup when I was a teenager. I know what Mom would have said. You aren't leaving the house looking like that. Maybe I should have thought of that when I tried and failed to dress that way later in life.  

 

Gender Freedom

Image from Irina Rudnick
on UnSplash

 I found freedom was fleeting many times during my life.

The first time I can remember is when I did not ever have the power to cross dress when I wanted to during my early life, I had to really be aware of what I was doing to avoid detection. Of course, if discovered, any life I was living would have been destroyed. I could only imagine falsely promising I would never cross dress again or find myself in a version of conversion therapy. 

The second time I vividly remember my freedom being compromised was when the Vietnam War draft began to loom in my future. It was an unreal situation which became all too real. After college I took my physical and was pronounced fit to serve in the military. I ended up enlisting for three years to be able to further my career as I served my country. 

All along, my youthful self was learning the basics of freedom. I found rare ways to express my true gender self by sneaking out the back door of the house and initially walking around our neighborhood. Plus there were the yearly Halloween parties I went to dressed as a woman to get me by. Both attempts to ease my gender pressure did work, for a short while and then I was back searching for more freedom and often still risking everything I had to achieve it. When I could, I was making the fifty mile trip to nearby Columbus, Ohio to meet and socialize with a very diverse group of transgender and LGB individuals.  From them, I was able to learn more about how far I would have to go to have a semblance of gender freedom.

It was not until I began to really explore the world as a transgender woman, did I finally begin to experience just a bit of freedom. As gay bars and other unforgiving venues began to fade into my rear view mirror (along with malls) did I begin to discover a glimmer of hope I could survive in the world as a transgender woman. With the hope, came a new push to do whatever I could to make myself into a better woman. It turned out, I was not making anything. She was already there waiting very impatiently for her turn at freedom and life.

I learned also, freedom is never free and you have to work for it. In many ways I had paid my dues and it was time to take the chance and collect my winnings. After following a very winding and bumpy gender journey for all those years, many of the traffic signals turned from red to green and destiny stepped in to insure my gender freedom.

My mental health improved and became stronger with everything else in life. Improbably a cis-woman found me and wanted to love and nourish me at one of my lowest spots, so freedom again became a breath of fresh air. Now our gender freedoms are at risk in the upcoming election. One of the candidates who is not female wants to take them all away. Don't let him!  

I Knew my Life had ro Change

Pride Image from Christian Lue
on UnSplash.

As I grew more proficient in the art of feminine makeup and fashion, the possibility of leading a feminine life grew more and more feasible. 

When it did, I experienced certain moments of knowing I could never go back to my male life and I was lying to myself if I thought I could. Still I was stubborn and refused to listen and I was uncontrollable in my search for my true gender. I resorted to self destructive behavior such as self medicating my mental health with alcohol. 

An example was when I cross dressed and went out into the world. What happened was I was emboldened when I drank to do more. I chose and was accepted in a few venues I was used to going to as a guy. Even though I was radiating with anxiety, I managed to calm down and change the way I was thinking. I went from thinking I was trying to get by in the world as a man cross dressed as a woman to thinking I was actually a transgender woman trying to find herself in the world. It was a dramatic change to say the least and quite a bit to comprehend. Specifically, I remember vividly the night in question as once I arrived as a transgender woman, the more I knew I could never return. 

Return I never did. I was firmly occupied in my quest to be the best trans woman I could be. Including researching what my second wife was telling me. She kept saying I made a terrible woman which had nothing to do with my appearance. It had everything to do with how I conducted myself in a new feminine world which I learned I knew nothing about. No one would let me behind the gender curtain until I made the first move. The move meant so much more than just obsessing on how I looked and went into how I acted as the new feminine person I desperately wanted to be. The learning process turned out to be more intricate than I ever imagined. 

Time and time again, communication skills stood firmly in my way when a stranger (mostly other women) wanted to invade my little world. I don't know what I thought was going to happen but what did happen startled me. I needed to do my best to talk to the world as a transgender woman. Matching my external self with what my internal self was feeling. No longer could I try to render myself invisible and visible at the same time. No more going out to buy myself a drink and enjoying it by myself. I think now the last time I did it was when I treated myself to a date night as a woman. I went to an outdoor concert one night to watch an aging blues rock and roll star. I managed to have an enjoyable time and knew right then I had made the right decision and I would not be attending any other events as my old male self.

I knew my life had to change and I was changing it. At times, the process seemed to be agonizingly slow but at others, so fast I wondered if I could handle it. I weathered all the changes and turned them into progresses. I procrastinated my final changes as long as I could. I quit lying to myself and jumped off the gender cliff. Never to return to a male world I never should have been in to begin with. Gender affirming hormones sealed the deal and my body took to them as if they always should have been a part of me. Finally, it never occurred to me the feminine hormones may have somehow been a part of me to begin with.

Maybe the hormones were to blame for a lifetime of gender stress and tension. I will be the last to know.     

The Long Search

Early in my
search.

The problem I often ran into during my life was taking my eyes off the goal and becoming lost.  

Perhaps my biggest problem was I did not have a clear cut gender goal. Essentially, I was wondering around just trying to get by as I cross dressed my male self in the mirror.  The work I put it sadly only lasted me a few days before the thrill of being femininized wore off and I was firmly back in my male world. The long search for better results resumed.

It took me years to realize the ultimate end to my search was me facing my own truth. Until I did, all the mirrors and Halloween parties in the world would not help me. Still, I was very stubborn and did not want to give up on all of the privileges of my white male life. I wanted my gender cake and a chance to eat it too. I suffered totally because of my idea I could live a life somewhere between both of the main binary genders. The long search went on as I struggled. 

Keep in mind also for over a half a century I searched for my gender identity and the entire journey had it's ups and downs. The ups happened when I was able to present realistically as a woman and the downs when I could not and engaged in self destructive behavior with myself and worse yet those around me who I loved. I did many things I am not proud of today but can not get back.

The search also led me to abusing alcohol and my mental health. Through therapy, I was able to salvage my mental health and fortunately, I was able to curtail my drinking before it caused permanent damage. So my search continued in better shape than it was in before. Plus, I was really able to step up my feminine presentation game to help my confidence when I went out. Through much more work than I can ever admit to, I arrived at the point where I could ghost my male self altogether and leave him behind. 

It was only then when I gathered the courage to end my long search and face my reality My search led me to the spot where I needed to finally accept the fact I needed to fill in the gender blanks in my life. I learned I was born to be feminine and was forced into a male life I really never wanted. Even still, I lived on in a mostly male life I felt guilty being in. It was time to put all my gender lies behind me and end the long search for good. 

I will forever resent I took so long to face my truth but it is something I will have to live with. My goal now is to live a positive transgender existence in my life. Now that the search is over.  

Transgender Guilt

Image from Civil War Cemetery
Cincinnati, Ohio.

 For many years I felt guilty about having my gender issues.

After all, I felt so alone in my desire to leave my male self behind and live in a feminine world. Not only was I alone, I even was scorned when I tried to express my desires. As I grew through the stages of being a weekend cross dresser into a novice transgender woman, I waited for the guilt to go away or at the least diminish. It never did. In fact, my guilt increased. 

Factors arose such as what would I tell my daughter and my wife, all the way to how I would manage to support myself and my family when it seemed I could lose everything if I transitioned. Selling my life out to be a woman seemed at times to be such a selfish idea and I felt guilty. So much guilt, it stressed me out so badly it wrecked my already fragile mental health. I would not have wished my gender problems on my worst enemy and even a bigger problem I had was there were few people I could even talk to about it. 

Sure, I had a therapist, but even then I felt guilty of sacrificing my masculinity and talking about my inner feelings. I had a gender storm inside me I could not get out and I was stuck between a cruel rock and a hard place. The reason was I was trying to live in both of the main binary gender worlds. For three days, I was learning if I could exist in a feminine world and in the next three days I had to go back to my boring male world. On the extra day, sometimes I lived in both genders, at least in my head. Of course doing all of this did nothing to relieve the guilt I felt on how I was living my life.

The more I lived my life between the genders, the more I could see what was coming. I was lying to myself when I tried to tell myself my inner woman was winning the contest for my soul. When I was spending my three days experiencing life as a trans woman, I felt more alive and excited about my future than even before. At the same time, I still felt the doubt creeping in about if I could make it at all. Perhaps freedom from guilt was on the horizon if I could just make it. So, I kept trying different things to enhance my future.

As I always point out, my male self pulled out all the stops and threw in guilt as one of the main weapons to keep the status quo he always fought for. As he fought, he made sure he brought up all of the fond memories of the time we spent together. 

Finally, his efforts proved to be to no avail as I started to put together a new life as a transgender woman. It turned out he could not compete with my truth, I had always been destined to be feminine. It was an unfair fight, guilt or no guilt. I could take the battle no longer and gave in before the stress literally killed me. I will forever remember the night when I gave in to my feminine side and decided to research if I was healthy enough at the age of sixty to undergo gender affirming hormone therapy. Which would signal a point to me which I could never to back to life as a man. 

From that point forward, I was able to give the remainder of my male clothes away along with the guilt they carried with them. I moved forward to legally changing my name and all the identification documents which could be be legally done in my state and with the Veteran's Administration. I was doing my best to put all the transgender guilt as far as I could into my rear view mirror. 

Bridging the Gender Gap

 

Image from Samuel Reagan Asante
on UnSplash

It is a dirty job but someone has to do it, right? We transgender women and trans men are in a unique position to be the only go between both of the primary genders and make a difference. If society and politicians let us.

I did not set out to write another post criticizing a certain political party in my state of Ohio  which is trying to do away with all transgender rights. You all know where I stand. Instead what I am writing about is singing the praises of acquiring deeper gender knowledge. Very few humans ever get the chance to journey across the gender border and see how the other half lives. 

Interestingly, there were times I was asked for my feelings about how another woman's spouse or boyfriend was feeling towards her. Women are more intuitive than men and were seeking out my ideas because they knew I at one time, had occupied the male world. I was filling a void they could not find anywhere else. 

Even still, bridging the gender gap was exceedingly difficult. There were so many things to learn about how the genders interacted with each other to survive in the world. In addition, I needed to adjust to being the pursued gender rather than the pursuer was all I thought it would be. I grew up with the idea girls or women had it easier because they did not have to go through the torment of finding dates, right into deciding what was the right date for me. That is if I was ever asked. Which was not often since I was mostly rejected by men. The feeling was mutual because I did not feel any particular attraction to them anyhow. Especially so when I was accepted into a group of lesbians who showed me my validation in the world did not involve men anyhow. 

My new friends taught me how to bridge the gap and learned so much from them while I did it. I was raising the bar in my life without, for the most part, realizing I was doing it. It was difficult learning to walk the walk and talk the talk as a transgender woman but slowly I managed to do it. I think now my major success came from the point I was finally putting my gender picture together. I was no longer a one man show, I was a one woman show. I could see my gender dream was possible following years of denial and struggle. 

Looking off the gender bridge proved not to be so intimidating any more. Even though I was still afraid of heights, I learned my gender issues did not involve heights at all. It was more a matter of me keeping my feet on the ground. 

Once I did, being able to help anyone else with understanding gender issues was a huge plus. Paying life forward for me has always been a powerful motivator. Plus, being able to shine a light on the gender differences between genders is not something to be feared. The differences should be embraced and celebrated. Including those of us who have been fortunate enough to have the chance to experience both sides of the binary genders. Even though, for me at least, all the down times and bumps in the road I experienced did not feel so good at the time. 

If I could tell my young self one important fact, it would be to relax, learn as much as I can and know I would be successful in the end and bridge the gender gap. Plus, if I stopped building unneeded bridges to climb and jump off of, I would be so much better off.

Procrastination

From the archives.
JJ Hart

I am well versed in most areas of procrastination. 

After all, I have spent most of my long life procrastinating as a transgender woman. Recently, I received the inevitable question of why I waited so long in my life to finally tackle my gender issues and transition. Even my daughter who has displayed the ultimate in acceptance in my transition over the years (and has a transgender child) shyly questioned me one day about if I had always known I was trans. With very little thought, I answered I had always known but I did not tell her how long I procrastinated doing anything about it.

One of my excuses has been times change over the years and the late fifties and early to mid sixties were dark times for anyone with gender issues. In fact, I remember the stories I saw about the police rounding up any transvestite or gay men in paddy wagons and taken to jail in the pre-Stonewall revolutions in New York City. So, when I included a very non accepting family life, the period of time was not a good time for me to outwardly explore any gender issues. 

Another excuse I had for procrastinating my coming out and living as my authentic self for so long was I lived in the pre-internet dark ages. In fact, my wife Liz and I went shopping for a new computer for her. Long story short, I was intimidated and totally lost in the whole process, I faded into the background. Liz needed a specific type of computer for her art business and had researched the whole computer situation. The only thing I could do was later on compare her research to mine when it came to me even considering I was transgender. Plus I was pleased when the clerk, checking Liz out referred to me as "she".

As times changed and more and more information concerning gender issues became available, I changed too. But not to the point I was ready to accept the fact I wanted to do more than just look like a woman, a part of me was screaming I was a woman. Now I know some would argue there is no way I will ever be a woman and I argue back my mind tells me I am even though in between my legs tells me I am not. Even though I could not experience periods or being pregnant, I went through so many things cis woman could never conceive of doing. Even so, I still went against my inner feelings and procrastinated again and again that I was indeed transgender. 

Deep down, I knew the truth but kept putting off the fact I was trans and letting the pressure build on myself. Finally when I went out into the world, I knew I wasn't trying to fool anyone. I was just being myself. When I couldn't lie to myself any longer, on a magical evening I will never forget I faced an internal mirror and decided who was looking back at me. No longer was I am a victim of the world and I was done procrastinating. From that point forward, I decided to go all the way and move forward to explore my full potential as a transgender woman. Major moves were ahead and exciting yet terrifying such as the major impact of adding gender affirming hormones to my system. 

It wasn't until I was truthful to myself and decided to follow a feminine path which I should have followed years ago did I become happier than I ever thought possible. My mental health improved and I got off almost all of the alcohol I was so fond of. Procrastination was behind me and just do it became my theme. 

The Ultimate Gender Grab

Image from the author, 
JJ Hart.

In many ways, this is an extension of yesterday's post which partially examined my transition from my male self into a feminine world. 

Along the way, there needed to be an ultimate gender grab to be successful. Very early on, the desire to view my image in the mirror was the fun part. I struggled to dream high and stay grounded with my gender desires which always threatened to change my life for the worse if anyone discovered my secret life in dresses and hose. I found I needed to reach out quickly and grab on any small amount of unattended time to cross dress away from my male self into my authentic transgender self. 

Sadly, my male self and society kept trying to grab my gender reality away from me. Some of it was my fault early on with how I presented myself in public. I found any edge I gave the public to "discover" me often led to a bad reaction. Serious side effects included my fragile novice transgender confidence being shattered. When it all happened, it took me weeks or even months to try again to grab my true gender back from the world. 

At that point, all the pushing and grabbing became almost too much to bear and I resorted to therapy to shore up my frail mental health. Plus, I fell back on a high level of alcohol abuse. When I went out to venues to see if I could make it as a woman, invariably I appreciated the false sense of bravery the alcohol gave me. The only positive came when I discovered other women friends in the venues I went to and they helped me to make a giant feminine gender grab which helped me towards my dream. All of a sudden, actually living as a transgender woman became a reality. The need for alcohol faded away.

The grab became so close, my male self panicked and did his best to hang on to all the work he had put into my old life. My feminine self came to the rescue and grabbed back her share of my life and ultimately won the war, even though she had lost all those battles over the years. Amazingly, all the battle scars she had sustained were easy to heal. She was saying, she had been there and done it as a subservient second fiddle to my male self and had enough of the lies. She thrived under the new life she had inherited and grabbed back all of the gender privileges she had only dreamed of. Better yet, she didn't care what the public thought of her and her confidence soared. 

It's no secret to anyone how the final gender grab would end up with me. My trans woman over achieved to an extent I never thought possible. When I was able to set back and trust her to run the show, the future was secure.   

 

Mental versus Physical

Archive Image
Ohio River in
background.

Is presenting as a woman when you are born male more of a mental or a physical effort?

I think, in my case, I started out with a more physical experience and then moved on to a more mental one. Possibly, it is because it took me so long to grasp the idea I was more of a transgender person in the making and not a cross dresser. I have nothing against cross dressing but it just was not for me. I wanted to go past just looking feminine to being feminine. Sadly, because of the lack of information and other excuses, it took me decades to understand myself. During those times I tried anything I could to resolve my gender pain I was feeling. 

What I did not understand was the amount of pain I was feeling was due to the transition from being a physical appearing woman to a mental operating one. Walking the walk and talking the talk with the public as a novice transgender woman certainly took a toll on me mentally. Finally I was coming closer and closer to solving all the public gender issues I was feeling. Walking and moving as a woman started to feel more natural but communicating with the world as a trans woman was much more problematic. I was very self conscious about the tone of my voice among other things. 

Another concept I did not consider was for the longest time I tried to fool the public into thinking I was a cis-woman. Instead of just resulting to being my natural feminine self. When the public interacted with the real physical person who was me, women in particular were intrigued with me and wanted to know what I was doing in their world. When they learned, I was not up to no good, the response was for  the most part positive. At that point, the mental aspect had to kick in with being transgender. I needed to work on what I was going to do with my old unwanted male self and decide what sort of a life I was going to build for an exciting future.

How I appeared to the world as my physical feminine self was still important and I am not saying it still is not. It just that is much of my appearance became easier to approach because I was all of a sudden I was just dressing to blend in with the rest of the feminine population. An example was this morning when I did not have to put on a fresh face of makeup and a dress to make the short trip to the street curb to pick up the trash cans and bring them back to the house. I could do what the neighbor lady does and just pull her hair back, throw on a pair of jeans and get the cans. This is an extreme example I know but a realistic one when the mental part of being transgender meets the physical part. 

When the two aspects did come together, my life improved dramatically also. There was less stress on my mental health primarily when my feminine inner self took over. It was as if she was saying what took so long. The main reason I took so long to transition was I ran from the gender truth I was feeling for all those years. I should have realized I was born to be a girl/woman long before I did. I did not and paid the price.

I also do not feel good about convincing people like my first two wives to come along through my turmoil. I convinced them I was just a casual cross dresser at the beginning and I was trying not to go further into a transgender world. It was unfair to all of us, Since  I was the driving force in both relationships, it was up to me to do better. Instead, I decided to take the lonely gender path for most of my life. Until I could put the mental and physical aspects of being a transgender woman together and discovered I could settle in and live a good life.      

It's All in the Eyes

Sad Eyes
Image from
the Archives.

Over the years, my eyes have helped me out in many ways.

Of course there is the obvious reason such as the blessing of eyesight but then, life steps in- very importantly for a cross dresser or transgender woman trying her best to improve her makeup art. For me at least, the hardest part of conquering the mystery of makeup  involved making up my eyes. At the time, I equated it with applying paint to the plastic model  cars I was fond of building because I struggled with both. Ironically, at the age I was at, I am fairly sure my Mom would have did her best to forbid any use of makeup at all by the daughter she never knew she had. 

Still I persisted and grew more proficient with buying then applying my eye makeup, The availability of all the colors fascinated me. Along with the chance to match colors up with my limited fashion choices I was capable of finding. It was close as I could come to all the girls around me who I admired so much. 

Fast forwarding many years, my eyes continued to be a focal point in my makeup art. I had learned along the way women communicate through the eyes in many ways. Much more than men who rely on vocal cues. I knew as I transitioned into transgender woman, I was on the right path with my makeup techniques. All the years I put into my art was worth it.

Perhaps the most rewarding feedback I received from my eyes came from my wife Liz. For all the wrong reasons. We met on line when she responded to a post I listed as woman seeking woman. Keep in mind I immediately pointed out I was a transgender woman. Thankfully, none of my gender issue mattered to Liz and she said she was attracted to me because I had sad eyes. If the truth be known, during that part of my life, I did have sad eyes. Over the past two or three years before the picture, I had just gone through very dark portions of my life. Primarily due to death of my second wife and four of my closest friends, mainly to cancer. Along with the loss of my business, I had lost nearly all the self confidence I had ever had in myself. In fact, the only concrete thing I had to grasp onto was my identity as a trans woman. 

Regardless of my sad eyes, my girl self became my deepest passion. In many ways, just to get by, I needed to become a deeper researcher of women. Instead of becoming my father's son which I had chased for many years, I became my mother's daughter she never wanted, to my knowledge. The gender guilt I felt was only grief with no where to go. 

Led by my eyes when I communicated with other women, I found my way out of the darkness of life I was in and regained my confidence. Even though it was a different confidence than I had ever felt before. My confidence as a transgender woman was a hard earned quality which went all the way back to the days when I was struggling with makeup and shaving my legs when I was a kid. Living and learning was always an exciting experience. Even in the days when I was a dismal failure in the world. Somehow, deep down, I knew I was doing the right thing by pursuing a life as a trans woman. 

It was always in the eyes, I just had to learn how to use mine. They were such an important part of my life when it came to communicating with other women. Perhaps it is true when it is said your eyes are the window to the soul.

Bonding with Yourself

 

Club Diversity Image. Columbus, Ohio

As strange as it may seem, it took me many years for me to fully bond with myself as a transgender woman.

For years I wondered if I was a woman or a man. Everyday was like groundhog day when I woke up in the morning. Some mornings I felt more like a girl and others as a boy before the reality of my existence set in. No matter how gender fluid I felt that day, I needed to be ready to compete in my unwanted male world. I wish I could say the competition just made me stronger as a male but it never did. Most of the time, the competition just made me want to head home and cross dress as a girl. Plus, I was put into an even deeper frustration place when my brother was home and I didn't have any privacy to try on my feminine wardrobe. 

Bonding was difficult when I was not allowed into the feminine world at all and was destined not to until much later in life. In the meantime, I struggled from one gender struggle to another, All the time, hiding my authentic self from everyone in the world. I suffered so much, I needed all the help I could get to maintain my life as a man and still have any sense of stable mental health. Especially when I was diagnosed with having Bi-polar depression. If you are not familiar, I suffered from terrible highs and lows. When I was up I could do anything. Including transform myself into an attractive woman and when I was down, all I wanted to do was lay in bed and sleep and try to drown out my gender issues with alcohol. Finally I was diagnosed by a therapist and was prescribed medications to help me out.

As we all know, the medication has not yet been invented to relieve the pain and tension of having gender dysphoria. Even now I suffer from dysphoria when I wake up in the morning and look at myself in the mirror. After all these years, I have learned to take the good along with the bad and take the middle road. It has been a good coping mechanism for me. Along with those mechanisms, I learned other ways to structure my life so I could finally bond with my myself. When I did, I found I was a stronger human because I had the chance to experience life from both sides of the binary gender spectrum. Since it is the rare individual who can claim to be all male or all female in the gender spectrum, I was able to find my special place where I could exist in society. The question always was, was society ready for me or any other transgender woman or trans man.

I quickly discovered most of the world did not care if I was trans or not. They had lives to live and were busy doing it. On the rare occasions I did encounter a negative transphobe, my strong personal bonds gave me the confidence to survive. 

Again, bonding my unwanted male self with my stronger, more natural female self took me years to complete. Mainly because I did not have the courage to admit who I was to my true self. Once I did close the gap, my long awaited bond was complete and I could move on in life as a total person as a transgender woman but never forgetting the man who helped get me here. A topic for another blog post. 

Sink or Swim

Image from Trans Wellness Event. 
Jessie Hart Archives. 

Many times when I first entered the world as a new cross dresser or femininized male, I wondered if I was going to sink or swim.  

Leaving the mirror (who never lied to me) was difficult because the public didn't lie either and let me know if I blended in with other women or looked like a clown. Of course when I was stared at or laughed at I sank to depths of depression as I thought I was in too deep and would never make it to my transgender dreams. 

I discovered sometimes the hard way when I was out in the world, I could not turn back and needed to stick it out, even when the going got tough. It included the times that got so bad when I was laughed at. Then, something deep inside of me kept saying move on because times would get better. Similar to when I learned to swim at an early age, I gained confidence in the water and I began to swim onwards and learned women's fashion, hair and makeup which came closer to flattering me. 

Often my biggest problem was myself. My old male ego was telling me I needed to try to look a certain way when the opposite was true. I needed to blend in with other women in the venues I was going to which was especially important when I made it out of the gay venues I was going to and into the world I was used to as a man. Perhaps I was mistaken for a drag queen in the gay bars because I was dressing as one. Slowly but surely I started to be accepted as a transgender woman in the preferred venues I went out to and I began to swim with the big girls. By doing so I accepted the extra challenge of communicating with them. Far beyond just appearing as one of them.

As I always say, women lead a much more layered lives than men and here I was right in the middle of them trying to swim with the current. Which at times was difficult to do. I had so much to learn in a very short period of time. In order to not sink in the situation I was in  It took me tons of lonely soul searching to figure out if I was moving my life in the right direction and was losing all my white male privileges worth it. Of course you know I knew it was and I kept swimming towards my dream of living as a transgender woman. 

I was lucky when women along the way threw me life jackets to keep me afloat in my time of need. Their efforts just helped me to decide somehow I wanted to be more like them. If I survived my male to female gender transition, maybe then I could pay it forward and help other novice transgender women. Which is the primary reason I write. Most certainly I am biased but I think crossing the gender frontier is one of the most difficult tasks a human can undertake, so any assistance is good assistance Especially when we are swimming against the tide of society. 

Hopefully, if you are becoming tired or confused during your gender swim, I can throw you my version of a life jacket or boat. You can beat society's system and succeed if you are careful and keep trying. I sank so low once I tried severe self harm (suicide) to myself and was lucky I made it to the surface and survived. I bring it up simply as an example for those who think being transgender is some sort of a choice. It's what happens when trans women or men are round pegs being forced into square holes and never given the chance to sink or swim.

There are many ways to find your way to womanhood as a transgender woman, you just need to be patient until you find your path.

There is Always a Transition

 

Archive
image
Jessie Hart

In an expansion of yesterday's post, today, I am beginning a post on the extra transitions we go through in life. Many are relatable to everyday life, some are not. Everyone goes through changes or transitions. For example when and if they ever become parents.

My biggest transition came when I crossed the gender frontier from viewing myself as a cross dresser I could possibly live without to a fulltime life as a transgender woman. My transition also came along when I was negotiating raising a daughter, building my career and attempting to outrun myself. Life became very busy as I struggled to find myself. I resorted to therapy to try to balance my mental health. Along the therapy path, I was diagnosed with a Bipolar depression disorder to add on to my gender dysphoria which was dominating my life. Through medication I take to this day, I am able to control my depression and my gender dysphoria became much better when I finally decided to fully leave my gender closet. 

As I lived on, maybe I should have taken up the motto, "Later is Greater" as I took my time exploring the possibilities of living a totally femininized life. My excuse is I wanted to make sure I had it all right before I risked it all and left my male self behind. Eventually, I learned from all the trips I was making out the door of our house, doing the best I could to blend into the world as a woman, transgender or not. Then, another transition was facing me head on. It was the great leap from being an experimenter to being a doer or practitioner of being feminine. I took years of watching and learning to understand what my second wife was telling me when she said I didn't know anything about being a woman. Not only was she right, she did did her best to hold me back from learning what she was talking about. There was no way she wanted to show me much about what truly being a woman was all about. Instead, she persisted in calling me the "Pretty, pretty princess."

Her failure to help me just pushed me farther and farther towards my next transition which was a huge one. The more I settled on a feminine look and style I liked, people I previously didn't know began to recognize me and I was forced to begin to build a whole new life as a trans woman. Primarily it meant I needed to communicate with the world with tools which were totally foreign to me. Trying my best to develop a softer feminine sounding tone was a real challenge along with adjusting to a society of women where passive aggressive behavior was the rule. There were too many times I suffered when I didn't perceive exactly where the attack on me was coming from. Instead of usual male frontal attack I was used to, I needed to start watching my back. Communication with the world was a huge part of my next gender transition. 

After I thought I had the communication and appearance transitions down, seemingly there was another challenge awaiting me at every turn. Who knew it could be so difficult to cross the gender divide? I was often frustrated when the smallest details would trip me up, not to mention the big ones such as the ill advised use of water balloons as breast forms. The balloons worked well enough until one exploded on me one night in a venue I often went to. Fortunately, I was on my way to the woman's rest room when it happened and it was empty. I was able to clean up,  quietly finish my drink and leave with no one noticing me, I was wearing a loose fitting top so no one saw or mentioned the one breasted wet woman on her way out of the venue. Needless to say, my next investment was silicone breast forms. 

As I near my seventy fifth birthday. transitions are harder to come by yet more meaningful These days, I mostly just present as old. Plus, my ultimate paranoia of having to go to assisted living and having my gender attacked looms large. As I always say, I need to do my best not to dwell on the future and live in the present. 

None of us control the final transition, no matter how much money or power we have. It is up to any higher power you believe in to make it happen..   

Trans Peaks and Valleys

Image from the
Jessie Hart Archives.

Lifetime as a whole presents us with many peaks and valleys to negotiate.

Since I am transgender and always wanted to be a woman, my peaks and valleys often revolved around times when I came out as my authentic self in the world. Very early on, sadly, there were more frequent valleys than peaks as I learned to survive in the public as a novice cross dresser or transgender woman. I vividly remember too many times when I came home sobbing when I was laughed at. I don't remember now how I survived the dark times and continued to move forward. 

As I did move forward, there were other peaks in my life such as when my only child was born. When she arrived, my existence changed forever. Plus, I wondered how having a new person in the world would effect my gender desires. In many ways, I thought it was poetic justice when I had a girl. For some reason, deep down, I thought I could understand a girl better than a boy.  Since my daughter turned out the way she did, maybe I was right.

A big problem I had with my peaks and valleys was staying in one place long enough to actually understand if I was doing anything right. As I constantly changed jobs and moved my small family, I gave my second wife a hard way to go when I tried to chase myself. I am amazed we made it through twenty five years. 

Another problem I had was when I needed to come down off the gender peaks when I encountered them. Gender euphoria was so rare, I wanted to hang on to it as long as I could. When I couldn't I would become frustrated and ultimately mean around my family and co-workers. 

The more I progressed in my gender transition the more extreme the effort to climb out of the valleys became. The major problem was I didn't feel increasingly secure in my old male role and at the same time, I was feeling more and more natural as my femininized self. Which again caused me great frustration when I fell deeper into my valley. At several points I was so deep, I needed therapy to help me restore my mental health. Therapy on occasion did help me climb up to an acceptable level of a peak. When I was smart enough to actually take the therapist's advice. 

It turned out my fear of heights carried over to my transgender issues. The better I became at existing as a woman in public, I was scared. Primarily because for the first time in my life it seemed to be a real possibility I could reach my dream of actually living as a transgender woman. As I looked down on my previous male life, leaving it scared me. What would I do about  losing all of my white male privileges and then having to start all over again. At the time, the only female privilege I could see was a man opening a door for me. Which I later found to be false as there were other feminine benefits I had yet to experience as I climbed my gender peak. 

Finally, at the age of sixty, I could take the pressure of the climb no longer and I decided to stop all aspects of my old male life. I was taking gender affirming hormones to take me to the next step, my mental health was improving and for once I could see my life clearly as a transgender woman. So even though I needed to take a leap of faith off a cliff and transition, I found I had others around me who provided a soft landing. It turned out, I hadn't lost anything at all. 

My up and down life of trying to live as both binary genders was difficult at times to say the least. Near the end I found I made the correct decision on which peak to climb and it was not the male one.

Is Being Trans all About You?

Image from Caroline Hernandez on UnSplash

 As I was embarking on a struggle with my second wife concerning me coming out as a transgender woman, we encountered plenty of problems. It was  during this time, she was fond of telling me my gender issues were not all about me.

Ironically, for the most part she was right. As I ventured more and more into the public's eye, all I thought about was the next opportunity I would have to go out as a woman. Then, when I had to go out as my boring, unwanted male self, I would become upset and get mad when I tried to internalize my thoughts. I have written before about the vacations I ruined when all I thought about was how I would spend them as a woman. 

Worst yet, I was jealous of the fact she had the body and life I wanted to have. I wanted her curves and soft skin and wanted her to make love to me as another woman. Which for the most part never happened. The whole process carried over into my life as a cross dresser or novice transgender woman. When ever I went out into the public, I felt as if every eye was on me. Which for the most part, was not the case. I found most of the public was just going about their everyday lives and could not care less about me and my issues. It took me years to learn I could just blend in for the most part into a feminine based society and basically just disappear

First, I had to work my way around the fact my male ego still controlled the way he wanted me to look. He wanted me to dress to thrill, which just turned out trashy and attracted unwanted attention. It was quite the learning experience and took awhile to accomplish because of one big reason. I wanted so badly to be a pretty woman but just couldn't accomplish it primarily because of my testosterone poisoned body. As far as anyone had ever told me, my legs were the only feminine part of my body I had to work with and my wife was no help because she never helped or complimented me on anything I did. Once again saying my attempts to be pretty were all about me.

When I could not disagree, I just became more frustrated and the pressure was on to do better as a femininized person...with or without her. It was at that point, I did my best to escape the house without her knowing and see the world through the eyes of a transgender woman. I was modestly successful and when, on the other hand, when she discovered what I was doing, huge fights happened. Fights, I never won, because I knew she was right. I was risking everything we had built to experience a new exciting but scary world. After I figured for sure I was indeed transgender, the pressure on me really began to build. On one hand, I suddenly could see a dream I wanted my entire life may be accessible but on the other, I would have to lose everything I had worked so hard for to grab it. It seemed life was so unfair but I could hear my parents telling me, no one ever said life had to be fair and I moved on.

Sadly, my wife passed away before I faced my truth with her and she knew it more than I did. On more than one occasion following a big fight she told me why did not I do us both a big favor and transition. For some reason, I followed the male way out and tried again and again to internalize my feelings until I was intensely unhappy. It seemed being trans was all about me until I finally came out and accepted myself.

When I did accept myself as transgender, I was able to see the world from a different viewpoint and learned to love the world and others more deeply than I ever had before.

Back from the Brink

Picnic with my wife Liz on right. 
 

As I changed out my estrogen patches this morning, I thought about how far back from the brink I have come over the years towards my dream of becoming a full time transgender woman. 

Along the way, it became evident to me I needed to streamline my life If I was ever going to succeed in my goals. I carried way too much old male baggage with me and if I ever expected to actually to succeed, I needed to determine what I needed to leave behind. Since I was attempting a later aged MtF transition, I had a truck load of baggage to consider such as family, friends, employment etc. As it turned out, I received an even break with my family as I retained my daughter in my life but lost my brother along with his extended red-neck family. So, I considered I did well, all things considered. As far as close friends went, I never made many which probably due to the fact I always thought someday I would have to disclose my gender issues to them. But first, I needed to be truthful to myself and realize my dreams went far beyond just looking and cross dressing as a woman. I wanted to be one, a huge difference when it came to telling another person. 

My issue with telling other friends became a non issue when sadly, most of my other close friends passed away. Leaving me on the brink by myself and looking down a very steep gender cliff. During this time, the pressure was continually building to make a decision on how my life was to be lived. Would the status-quo be good enough to get by, or did I need to make a radical change and hope for the better. By this time also, my second wife had passed away, leaving me with no real relationship obstacle to hurdle. Essentially, I had free reign to do as I pleased. If I wanted to take my feminine self to a downtown festival or an outdoor concert I did it.  The whole process helped my to decide my gender future as I continued to feel so natural. Even though I was on the brink.

In the meantime, I was slowly shedding as much of my old male baggage as I could. If I could help it, I never bought any male clothes as I expanded my feminine wardrobe. If and when I stood on the brink of my cliff, I wanted to look as feminized as possible. It worked as I was able to interact in a whole new world to me. 

Eventually, what happened , my new friends shoved me off of my brink and at the same time provided me a safe, soft landing. They took me at face value as a transgender woman and did not want to know anything about my male past, so I was happy beyond belief, I couldn't figure out why I had such good fortune but could only surmise it was because of all of the years of gender struggle I spent getting to the brink. My world was finally coming full circle.

I also need to mention women such as Kim, my wife Liz and my therapist Dr. "C" who helped me negotiate me coming back from my brink. Plus, as I write this, I realize I never came back from the brink, I made my way through it. 

Even still, being at the brink for all those years was  the mental challenge of a lifetime and without all the help I received from the women around me, I am not so sure I would have made it. Or, at the least I would have been a different person today.