De-Transition?

 

Woman's get together. I am on the 
bottom row, far left.

Several posts ago I may have written something which made some readers think I was considering ever de-transitioning back to my old male life.

To begin with, there is no way I would go back to a life I never appreciated. Even though I was mildly successful at living a male life, something was always missing. It turned out what was missing was my feminine soul. The problem was I needed to develop my feminine soul to the point where she could flourish. It took me years to discover the truth with many starts and stops along the way. For years it seemed everytime I took a step forward as a transgender woman then I took a step or two back. The entire process was very frustrating. I was finding out leaving the men's club and entering the woman's club was going to be much more complex than I ever thought. 

Even with all the threats to the transgender community today, the easy way out would be for me to go back to the life I used to have. Also during my life, I have learned taking the easy way out is not often the best way to exist and be true to yourself. Trans womanhood was my true self and when I recognized it, my fragile mental health as well as my life in general improved. So, I knew completely I had done the right thing by stopping the cruel joke I was leading trying to live as a man. The major reason I would never go back to an unhappy existence which led me to alcohol abuse and even a suicide attempt.   

When I transitioned into a feminine world, I finally also learned how to be happy. Something I had never learned how to be. All the time, effort and work I put into relearning how to live made the whole process so worthwhile. So why would I give it all up?

Then there were all the magical hormonal changes I went through when I started gender affirming hominess nearly a decade ago. When I did, it seemed my body took to the changes so naturally and was so ready for change. Even though I experienced many external changes to my body, I also went through major internal changes such as emotional growth. I constantly worry about giving all of the hormonal gains up from HRT if I had a medical emergency or if the government tries to take them away. 

I also had a question from Georgette about the picture I used for the post. She asked if I ever had seen any of the women again and were any LGBTQ orientated. I do keep in occasional contact with two of the women in the group and no I don't think any of them have or had any other contacts in the LGBTQ community. In essence, I was really just one of the girls except for one woman who seemed to really resent me.

I hope this answers some of the comments I receive here. For obvious reasons, I can't answer all of them in a post but I thought the de-transitioning comment was important enough to share. As always I really appreciate all the input I receive. Thank You. 

 

Finding your Happy Place

 

Image from Priscilla du Preeze
on UnSplash

These days you may think finding any sort of happiness as a transgender woman or trans man may be impossible but it is not.

Take this morning for me as an example. As I was getting dressed and viewed my bare thighs before I put on my pants, I had forgotten how nice it is to view their increasingly femininized form thanks to the use of gender affirming hormones. In other words, I have developed my own hips, finally following years of hormonal usage. In many ways I took the slow cautious route when I started down the medical transition path on the advice of my doctor. He advised me to take minimum dosages until we could judge the effects on my body.

At the age of sixty, my body took to the new feminine hormones wonderfully and naturally. Soon I was put on higher doses of HRT and bigger changes began to take place rather quickly. I had set up a semblance of a timetable of when I wanted to shed all my male clothes and live fulltime as a woman but it turned out the timetable was a waste of time. What happened was I became very androgynous looking in a very short period of time. While I was developing an increasingly noticeable set of breasts, my skin began to soften which in turn softened the lines of my face. So much so that anyone who knew me from before would notice the difference.

Even though I was shocked at the rapid exterior transformation of my body, the whole process felt so exciting and natural I could not wait to do more and more as I accessed my new transgender womanhood. It all meant setting up new plans and timetables on who I was going to tell and when. By this time in my life I had outlived most of my family and close friends, so telling many people was not going to become a problem. I had even retired so I did not have to worry about transitioning at a job. All of this left me with two main people to come out to. My only daughter and only slightly younger brother. 

I knew at the time, I had a better chance of succeeding at telling my daughter the truth about me than my brother. My daughter was much more liberal while my brother's in-laws were right wing Baptists and I figured he would sell me out to appease them. It turned out I was right on both accounts. I found my happy place when my daughter totally accepted me and was down when my brother did not. I took my fifty fifty win/loss record and moved on.

To this day my happy place continues with my daughter and her extended family. In fact, my wife Liz and I just accepted an invitation to Thanksgiving dinner at my daughter's Mother-in-Law's house which makes up for the decade long snub from my brother. 

As the holidays approach, I hope all of you can find a happy place to celebrate with family, blood relation or not. In the transgender community, often we find the best family in non traditional situations. It is a wonderful time of the year to discover or re-discover a new happy place for yourself.

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.

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.   

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.

What Now? More Steps???

Image from Henri Pham
on UnSplash

As I view my progression into a transgender lifestyle, I see it as a series of steps. In other words once I arrived at one step I needed to look around and see what was coming next. 

It all started innocently enough after I discovered I could wear certain items of my Mom's wardrobe and admire myself in the mirror. After that step, I found I wanted to shave my legs, put on hose and a mini skirt I found at school and head outside to check the mail at our house. I knew I was hooked and needed to figure out what was next in my life. 

The next step was very difficult to come by as I mentioned in yesterdays post., I needed to acquire the makeup and then learn how to use it. My next step upwards did not actually come until my college days when I was able to buy a wig I loved for a girlfriend I had, then keep it when we broke up. Finally, I could complete the total makeup and hair step and I loved it. It was around that time when I became brave enough to attempt to express my feminine side at Halloween parties. Immediately I began to learn new lessons from the experience such as how I was separated from all the male friends I had when I was cross dressed as a woman. I was excluded from the club.

From that point onwards I needed to decide if I wanted to be excluded from a club I worked so hard to be a part of. It was a huge step in my life when I decided I should and would give up my male past and go forward as a transgender woman. Little did I know, when I made the decision, so many steps were to come. Such as when I began to enter the world as a woman, I needed to concentrate on so much more than just look like one. I compared the process with taking a mirror image and then putting it into motion. I needed to concentrate on femininizing my movements and then undertaking the biggest challenge of all, communicating one on one with the world. Which meant mostly women since most men had the tendency to leave me alone because their sexuality was threatened. 

My steps then came quicker and quicker the more I tested the world. Confidence came when I successfully negotiated one step after another and was ready to move on. At times the process was not easy when I thought I was moving too fast. I paused and began to consider how much I had to lose if I continued on the path I was on. I was on a collision course with the reality of my true gender. My next step just had to be gender affirming hormones or HRT. Fortunately I sought out medical and therapeutic help and was approved for the hormones. A huge step as my what now was answered. My body took to the hormones easily and I was able to flourish. 

Finally I ran out of steps and excuses and decided to give my male clothes to charity. What now became the future and it was time to live a life as a 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.        

It Was Never Easy

I am amused when anyone thinks my gender journey has ever been an easy one. 

To begin with, I was born into a very male dominated family. Being the oldest son of two, I had heavy male expectations forced on me. Very early on, I learned I was in the wrong place at the wrong time. I did not belong in the male world at all. The problem was coming to the knowledge I did not belong as I was sneaking around my family's back to cross dress as a girl. As I remember, I had two hiding places for my small collection of feminine wardrobe and makeup. 

The first place was up in the attic of our family garage and the second was more creative when I discovered a hallowed out tree trunk in a woods next door to my house. What I did was use plastic trash bags to protect my precious belongings from the elements and it provided an extra way I could be alone and dress which relieved (for a day or two) my gender tension. So none of my drastic measures were easy but I survived without anyone detecting my secret, to my knowledge. 

As years went by and my life as a girl began to be more complex, I was pressured to do more and more to protect my life. Sneaking around became more intense as my wardrobe increased, along with my knowledge of the makeup arts. In all fairness to me, I attempted to ease my gender pain, I told my first and second wives ahead of our marriage I was a transvestite or cross dresser which I thought would help my world. My idea worked for awhile, until I essentially out grew the idea I simply wanted to wear women's clothes and makeup. More and more I wanted to be a woman.

Making the jump from cross dresser to transgender woman often was brutal. Partially because I still had my male life to contend with. It probably would have been easier on me if I was not involved in such a male intensive job which automatically would completely throw me totally and publicly back into a world I never wanted. Ironically, my life as a man I worked so hard to build was now in direct competition with a feminized life I was growing into. 

At the same time, my biggest challenge became was deciding if I was transgender at all, Could I continue a life where I lived in both binary genders temporarily or would I need to choose between being a man or a woman. I ran from the decision for years before I grew so tired of running I could go no farther. Making a decision was never an easy one but one I needed to make. Finally, one night I had yet another soul searching discussion with myself and decided to live a life as a transgender woman. The world as I knew it was showing me the way. For the first time in my life I was single and did not have to worry about a spouse to deal with when I changed.

I went even further and decided to go to a doctor to see if I was healthy enough to begin gender affirming hormones. I was and my body took to them very rapidly, making my decision to give away what was left of my male wardrobe to charity and add to my feminine wardrobe. It was not easy to make the decision but it was easy to live with the results. I only knew my new feminine life would never be easy but still would so much better than the life I had lived,

It was never an easy life and my gender dysphoria certainly did not make it any easier. Waking up in the morning after dreaming if I was a boy or a girl never got my day started on a good foot. All of it became some sort of a daily routine I never wanted. With all the highs and lows, somehow I learned to live with it all. 

Tomorrow is Here

Labor Day 2024.

 Throughout my life, I was the best at putting everything off. From homework to attacking a gender issue, I kept putting it off, hoping it would go away. 

Of course it never did and I was stuck until the last moment trying to do something about it. My best laid plans for escape never did work. Especially when it came to my gender issues. When I was young, the whole plan seemed simple enough. Cross dress as a girl as much as I could get away with and then escape back into my male world. No matter how painful that was. 

It was a good plan until life became more and more complex and I wanted more and more from my cross dressing activities. In other words, I wanted out of the mirror and into the world. I started innocently enough with quick trips to the mail box during the day when I was the only one home. Of course I had to wear my shortest skirt and feel the cool air on my freshly shaven legs and I was hooked for life. 

The problem was, tomorrow was never quite here. Once I cross dressed for a quick day, I needed to go back and try to exist in a male world I never really wanted and I deeply resented it. Repeating the entire routine over and over again made me moody, grumpy and overall difficult to live with. Perhaps the worst part was, I had no one to talk to concerning my gender issues. So a full fledged gender tomorrow never came for me. I was just digging myself a deeper hole, thinking someday my life would change. Then, I didn't know it would but I didn't consider how much work it would take me to do it. 

Days, years and even decades went by and still I hid from myself all my gender truths. Most of the time I did not live in the present while I kept in the back of my mind the next time I could cross dress and enjoy my small but growing feminine wardrobe. All of the waiting created it's own set of issues. During that time, my male self was doing his best to survive and prosper in the world. Which at the same time, made the idea of transitioning into a transgender woman more complex and intimidating. It was easy to keep putting off what I knew deep down was true, I was always meant to be a girl. I just had to be in the position to reach out and grab her. 

During that portion of my life, it seemed my gender tomorrow would never be here and massive roadblocks stood up and blocked my way. Navigating them in my newly acquired heels would be a challenge I would have to accept as I crossed the gender border to play in the girl's sandbox. I found myself to be way past the tomorrow mode and started to believe my dream of living as a full time transgender woman was very achievable. 

Very quickly tomorrow became today and with the help of others, I seized the opportunity before I became too old to enjoy it. I am not shy of saying I waited until I was sixty to transition and begin HRT for what ever reason. I ended up feeling so natural, I wondered why I waited so long. 

Opening New Doors

 

Ohio River image.

It took me over a half a century to open all the possible doors I could before I decided to begin gender affirming hormones and transition into a full-time feminine life.

For any number of reasons. I over-reacted and resorted to excessive experimentation  before I quit knocking on so many doors. Such as, behind door number one was a wife who did not approve.  Other doors had the usual questions such as what would I do with my friends. extended family and employment. 

Before I could make it to the other main doors, I needed to prove to myself beyond any shadow of a doubt, I belonged in the world as a transgender woman. What took me so long was I needed to live my male life at the same time as my new femininized life. Switching back and forth between the male and female genders took a toll on me but I kept slowly finding new doors to knock on and walk through. What I did was single out a door to go through and then judge the reaction. If I was successful, I would look for another door and if I was not, I would go back to the drawing board and attempt to figure out what went wrong. Often I found out the hard way that even though I was accepted in many venues, in others I was not. Mainly when I pushed the envelope too far and journeyed into the wrong redneck venue just to see if I could. 

Other doors I attempted to open and was successful is when I went to very small diverse mixers at an acquaintance's house in Columbus, Ohio. During the parties, I was able to meet all levels of the transgender community and see how I measured up. Especially with one of the transsexual women who I admired so much. Even though I did admire her, I learned her life was not applicable to mine and I had to keep looking for my own door. Since her path would not work for me. She was a soon to be retired Columbus fire person and was looking forward to a good pension to support her as a single woman. Plus she had good insurance, and I had none of them, I wondered how I was ever able to make it to my dream. 

On occasion, I grew frustrated with the number of doors I needed to go through. It seemed just when I thought I was successful, I was met with a dead end and needed to turn back. I did purge a few times and tried to put my male self in total control but deep down inside I knew the purge was only temporary and my girl self would re-emerge. She always did, stronger than ever searching for the mysterious, magical next door to go through. Sometimes it seemed as if I was stuck in a huge gender maze trapped and looking for a way out. 

Finally, I knew it was time to put my maze, doors and gender past behind me and do the right thing. I found the way out I was always looking for and she was with me all along. All I needed to do was admit the truth. All those years of looking behind all those doors made me aware of one main thing, don't wish for what you want because you just may get it. 

I wished for a full time transgender existence and kept opening doors until I got it. 

Tears of Joy

Image by Anthony Tran'
on UnSplash.

Until I began gender affirming hormones  in my life I never cried as a man. 

Even more foreign to me was the concept I could actually cry three different ways. Of course I cried out of sadness but did not expect the tears I shed when I was emotional and even more so, the most unexpected tears I shed when I was happy. 

It took the layers of change  which began with the HRT femininizing hormones I was taking to enable me to, for the first time cry at all. It happened as I waited for a light summer time thunderstorm to roll in as I sat and waited on my side porch. When I sensed the first soft rolls of thunder, very unexpectedly I began to cry. At first, I tried to hold my emotions in as I was taught to do as a man. Then I realized I did not have to follow those old gender restrictive footsteps any longer and let the tears flow. Even though I did not cry for long, it seemed I cried forever to makeup for all the years of gender repression I had put myself through. 

Little did I know, my experience with tears was just beginning. The more the hormonal changes increased, the less control I had over my emotions. The total range of new feelings I was experiencing was amazing and I found crying out of joy was the most amazing experience I could have. I was even crying when my favorite athletes excelled on television. And had to put up with the good natured barbs of my wife Liz, who seemingly knew I was crying tears of joy before I did. Of course, she had such a long head start on me in the feminine hormone department being born female, she knew what was coming. The standing joke in our house is when did I change my Estradiol patches when I begin to cry.

How different my life would have been if I could have shown any emotions when I was a man. I was even stoic and tear free when my parents passed away. When my wife passed so suddenly, I did not have the chance to grieve or shed a tear with her either and the only time I have cried is recently when she came to me in a dream.

Through it all, the HRT hormones along with being able to express my emotions just re-enforced my opinion women lead a much more layered experience than men. Being able to cry over sadness, joy or even anger led me to believe I was on the right track in life as I sought out the way to living as my authentic transgender self. I sought out the way to be more of a woman and I found it in so many ways. Then again, I was fortunate in that I was healthy enough to be approved to begin the hormonal therapy at all when others aren't. 

Shedding tears of joy was just a portion of the emotional release I felt when I transitioned. Outside of other changes such as resetting my body's thermostat and refining my sense of smell, most of the other dramatic changes were external in nature. 

Sadly, I had no one to talk about many of my changes with as my women friends were fond of telling me welcome to their world when I brought up my feelings and I was discouraged about talking at all of my previous life.  It was not till my wife Liz came along did I finally feel secure enough to express my total feelings. It was still difficult shedding all those years of male life to finally allow me to share my true transgender self to the world. Tears and all.    

 

Gender Anxieties or Paradise

Image from Cacique 
Nacimento on'
UnSplash

During my gender transition, all the way to today, I have experienced my share of anxieties.

Early examples revolved basically around the way I looked when I was cross dressed in my very limited feminine wardrobe. I kept telling myself I was OK when I with my cross dressing and I was for a couple of days before my gender anxiety returned. Making me difficult to live with. Paradise was fleeting and hard to find. 

Much later on in life, when I began to try out the public's perception of me, the whole process was anxiety ridden. When I used to shop till I dropped in clothing stores, my feminine life was easy because everyone was just interested in selling me something. Or I was in thrift stores where the clerks barely looked at me at all. Maybe because they were used to waiting on cross dressers? Very soon I came away with feeling no anxiety at all when I shopped so I felt I needed to challenge myself further. I needed to see if it would ever be possible to live my dream of being a full-time transgender woman. It was close to this time also when I began to seriously challenge the world as a woman at various Halloween parties I went to. Most of them happened when I was married to my first wife who knew I was a crossdresser  when I married her, so there were no surprises when she saw the "costume" I settled on. 

Even at Halloween, I experienced growth with my gender issues. When I dressed trashy, early on, I was treated the same way but when I decided to see if I could present as a business woman at the party, I was treated with more respect and even surprise at my true gender. Little did I know at the time when I dressed as a woman, I was presenting as my true gender. Very quickly I learned, Halloween was never enough and I needed to express my authentic self as a woman more than once a year. When I did, I began to do more of the household grocery shopping as a novice transgender woman as well as haunting the antique malls and bookstores for the perfect gift for my wife. Anything to take me out of my male comfort zone. When I was successful I was in paradise and when I failed, of course the opposite occurred and  I was sent back to my gender drawing board to re-think my plans. Could I ever make it to my dream the way I was heading. 

Spoiler alert, I could and did make it. Somehow and through the help of therapy I was able to work my way through a large amount of my gender anxiety. My therapist helped me to realize there was absolutely nothing wrong with my transgender desires. Which was as close as she could come to telling me I should proceed with my dreams. Paradise was reachable if I wanted to pursue it farther and I had already accomplished most of the hard work. I had established myself a foothold in the world as a transgender woman and it felt so good and natural, so what was I waiting for.

The answer to what was I waiting for was the outside chance my male self would finally get on board with my decision. He didn't and hung on to the bitter end. In fact he tried to ruin my transition all the way to when I was medically approved to begin gender affirming hormones or HRT. What happened was, the HRT changes were so dramatic, even my male self needed to finally give up and go away. He finally did, leaving most all of my gender anxiety behind and replacing it with a lifetime of feeling freedom such as I had never felt before. 

I had paid my dues and it was time to move on.

Trans Girl Destiny

 

Image from
the JJ Hart
Archives.

When I was given the keys to a transgender existence, on occasion I have to pause and consider how I have arrived here.

Unlocking all the mysteries of crossing the gender border proved to be more than I could deal with on occasion but I kept on moving forward. Trying to find out what it meant to achieve my dream of living as a transgender woman. Finally I learned to relax and let destiny take it's course. Before I could even begin to relax, I needed to learn the new rules of the road.

The rules of being a woman were not easy to learn before I was accepted for admittance into the club. I discovered along the way there were more female privilege's other than having doors opened for me by men. One of the biggest ones was being allowed to communicate with other women on a mostly non confrontational-passive aggressive platform. Along the way, the lessons learned were brutal and I ended up walking away with many scratches or claw marks on my back. Primarily I found not to even try to look at or get close to a woman's man. It frustrated me because the man always made the first move and I had no real interest at all but none of it mattered to the other woman. Another mystery solved as I worked my way towards my transgender destiny. 

During the years in between my final solution to my gender issues, I was held back by many circumstances beyond my immediate control. I felt pressure to maintain my marriage of twenty five years and a job I was rapidly progressing in. To maintain my life, I tried to balance my existence between the two primary binary genders which only provided temporary relief and in some cases, even made it worse. When I became more successful in living as a trans woman, I felt so good and natural, I just wanted more and more. Which included no going back to my old male life which ironically I worked so hard to maintain. Destiny was trying to tell me eventually I would have to give it all up and start over but I could not find the courage to do it.

As I waited and waited for my chance to transition, I came to the point of no return. Magically, at the age of sixty destiny really came into play. First of all, I was to the point when I considered gender affirming hormones as the next huge move I could make concerning my chance to live as a full-time transgender woman. As I was considering the move, the Veteran's Administration suddenly announced they would now cover HRT as part of their health care for veterans. Which I happened to be a part of. The only hold up was I needed to see a therapist at the VA for an approval. I still remember how nervous I was the first time I went to see my therapist and after a second visit, I had my approval for my life changing hormones. 

It was around this time too, my second wife had passed away. Leaving me very much on my own to consider any gender decisions. My choice as clear and impactful as destiny was showing me the way forward and leave my ill-fated dual gender life behind and live as a transgender woman. When I did, I found I had other major decisions to make such as the possibility of undergoing major gender realignment surgeries. I decided against it for several reasons such as I did not have any insurance to cover it and the VA in those days was not covering SRS at all. Similar to Medicare covering breast augmentation or facial femininization surgeries. I am not sure how much any of those entities support those surgeries to this day, so don't quote me on it. The only aspect I decided on was my gender was between my ears and not my legs and those closest to me viewed me as a woman. So I had achieved my goal.

I can't forget the final part of my transition life which destiny played an important role was the financial part. Since age wise I was so close to being able to retire early on social security, I could sell my vintage items on the side and make enough to go ahead and retire. Which meant I would not have to worry about doing a gender transition when I was working. 

So, I had secured my big three aspects of my transition so I had no real reason not to pursue my transgender dreams. Destiny worked for me.

Ditching Good with Better as a Trans Girl

 

Archive Image
from Witches Ball
Tom on Left.

Ditching good with better has always been a difficult obstacle in my life. 

I always blame my parents for my feelings on doing the best I could on anything I tried. Nothing I did was good enough. If I got B's they should have been A's was a prime example. Even though I was an above average student, I don't remember ever being told I was doing a good job. I think now, their influence carried on with me in every facet of my life, including when I was a novice cross dresser and budding transgender woman. 

It all started with my appearance as a girl. When I was younger and before I went through any testosterone poisoning at puberty, it was much easier to look like a girl. But just looking like a girl was never good enough, I wanted to be a girl and enjoy their life. Or at least as I perceived it to be. I guess my parents attitude was rubbing off on me. At the time, all I could really do to further my looks was to over achieve with my meager allowance and take on a rural newspaper route. Between the two, I could sneak out to the store and buy the occasional wardrobe item or makeup I could experiment with. I was doing my best to ditch my good with better as a trans girl during my early age. If I had given the same effort to everything else I tried during that time, at the least I could have received better grades and my parents would have been pleased. 

On the other hand, my parents in no way would have been pleased if they had known I had issues with my gender. I shudder to think what would have happen to me if they had discovered me dressed in my feminine wardrobe and makeup. At the least, I know I would have been sent to a therapist during a time when even being a cross dresser was considered a mental illness. I never wanted to even consider what the worst could be. Perhaps since we were not particularly religious, Christian conversion therapy would not have been in my future. The only thing I know for sure is, I would not have had any understanding at all. All along I did the best I could and was able to hide my cross dressing with the world. How I don't really know.

The older I became, good certainly did not become enough. A prime example would be the Halloween parties I went to when I was first testing the world  I started with just trying to be a sexy sleaze of a woman thinking I would receive some sort of a validation. Several parties later, I grew more bold and wanted to see if I could be mistaken for a real woman, so I wore my business attire and then waited for reactions. Overall I was received well with strangers who did not know me mistaking me for a woman who did not have a chance to dress up for the party. I was discovering better was always best when it came to how I presented as a transgender woman in the world, under the cover of Halloween or not. 

All of my experiences led me to establishing myself in a new feminine world. I needed to try very hard to do away with all my old values to do it. My whole world became a concentration of new friends and life. In my own way, I needed to be better than the world to succeed in chasing my dream of living full time as a transgender woman. Sure I needed to look the part but suddenly I needed to be the part which meant moving and communicating as a woman. 

Ditching good for better in my transgender world was one of the best moves I ever made. By the time I was medically cleared to begin taking gender affirming hormones or HRT, I was more than ready for the results. Almost instantly I knew I made the right decision.  Since my parents have long since passed away, there is no possible way for me to communicate to them they were right. For all the wrong reasons. Their resistance  to giving me any positive feedback early in life made it easier for me to find my own path in the world as a trans woman. A place where good was never enough for me.  

Gender Expectations

Image from the JJ Hart
Archives

As I progressed through my gender transformation, I had so many expectations.

All I really wanted to be when I grew up was a woman but I had no idea of how I was going to achieve my dream. Unlike most of the major professions available to me, there were no schools I could apply to to be femininized. I just wanted to find my passion and follow it. 

To do it, I finally had to be free of the mirror and join the world. Even when I discovered that, I had to often snatch defeat away from the jaws of victory. Or I was defeating myself by going exactly the wrong way with my women's fashion, hair and makeup. At the rate I was going back then, there was no way I was ever going to exceed, or even make it, to my gender expectations.

Another problem I encountered was the complexity of the new life I was trying my hardest to live. Every time I turned one corner it seemed I had another blocking my way. I began to see life as a series of walls I needed to climb. For example, if I couldn't learn to communicate with the world, how could I ever hope to bring my dreams to life. Many times as I journeyed out into the world, I was flying blind not knowing what to expect. The whole process was at once scary yet exciting. It took me many evenings out on my own to establish myself in venues I wanted to be secure in. At the time, I was doing my best to separate myself from the gay bars I was going to where I did not enjoy being treated as a drag queen. 

It was very difficult at first to be accepted as a single transgender woman in the sports bars I was going to. Often I resorted to using my cell-phone as a prop to fend off anyone who thought I was going to be alone for any length of time. It was during this time when I started to meet a trans woman friend of mine and socialize in many venues I was fearful of going into by myself.  There seemed to be an extra amount of security when I was with a friend. When we were together my gender expectations were satisfied because I was allowed to relax and be more social in the world.

From there I transitioned into having my lesbian friends and had a chance to really blossom. All of a sudden, I did not need a man to validate my existence as a woman and they helped me climb another big wall towards achieving my dream. My experiences at lesbian mixers, roller derby matches and even professional football games helped me to come out of my gender shell fast. By doing so, I needed to free my long dormant feminine inner being so she could help me to become a new person. She gladly did so and took off tons of pressure from my gender expectations. If I did not know what to expect, she did and took charge and maybe most importantly gave me the chance to build a quality trans person. I had the rare second chance in life to learn from my mistakes as a cross dresser and a man.

I finally ran the string out and had seen all I needed to see as a transgender woman and couldn't wait for the gender affirming hormones or HRT I was approved to take to take further charge of my body. All my expectations had been exceeded and there was no way I could have dreamed of coming this far in life the first time I slid into hose and a bra when I was a kid. 

I don't completely know why I made it but I sure am happy I did. Along the way, my gender expectations were often confusing to me and impossible to explain to others. Even though internalizing my feelings was brutal, good therapy helped my mental health. Even more so if I had listened to my gender therapist years ago who told me there was nothing either of us could do about my desire to be a woman. Of course I was stubborn and did not listen. If I had, my gender expectations may have really changed for the better much earlier in life.

Buckle Up!

Image 
from the 
Jessie 
Hart
Archives

Recently, I have happened across several posts on my social media feeds from novice transgender women just beginning HRT or gender affirming hormones. 

In many ways, as I look back on my hormonal experiences, I am envious. Mainly because my experience was so exciting. Possibly because I was finally realizing my attempt to take a major step forward in my transgender transition. For years, I had dreamed of starting HRT, much to the chagrin of my second wife who was completely against it. She had always told me, she did not want to live with another woman and the hormones would take me dangerously close to doing it.

When I actually started down the HRT path, little did I know how right she would be. I was naïve and I thought my new journey would involve growing breasts and hair but never dreamed of all the other changes which would take place. My skin softened along with my facial angles which helped  my feminine presentation in the world. I could use much less makeup and do away with wearing wigs because I was fortunate I did not inherit any male pattern baldness.  

Before I knew it I really wanted it to happen, I was becoming very androgynous and had to do something. With my hair, breasts and skin alone, it was time to begin to think about the circumstances to what I was doing. Plus, I have not even mentioned all the extra benefits of going through the second major puberty in my life. When I did, I discovered so many new things about myself such as when my sense of smell suddenly improved and my body's thermostat went away. What happened was I was cold all the time and suddenly understood women were not making it up all the times when they said they were chilly.

Then there were the onset of emotions I went through when I started HRT. Previously in my male life I had become very insulated when dealing with my emotions. Sadly, I became so callous, I had a difficult time shedding a tear when my parents passed away. Suddenly, one night, when a late summer thunderstorm moved in, I sat alone on my side porch and started to cry for the loss of my old male self. It was such a powerful moment in my life, I will never forget it. 

Of course if you are just starting down your path to femininizing hormones, there will be many peaks and valleys or ups and downs. Similar to so many others, I questioned the gender path I was taking. Was it the correct one? So, I buckled up for the ride. I'm not sure now if I was ready for the first hot flashes I went through which hit me when I was out in public and I ended up wondering if the world had noticed I was getting ready to internally combust. Perhaps back in those days, the worst part of my gender journey was I had no one to share it with. I was just getting to know the small circle of women friends I started to hang out with on a regular basis and knew they would only say welcome to their world if I brought up anything such as hot flashes to them. 

After awhile, I came to the conclusion I had buckled up for one of the best roller coaster rides there were. The best part was, for the most part, I had no idea what was coming up next. When I was approved for larger dosages under the care of a doctor, changes continued to come at a rapid pace. Under medical care, I went from pills to patches which supposedly helped with the wear and tear on inner organs such as kidneys. Life was good as I adjusted to the new hormones and I felt as if my body was telling me I was a natural for gender affirming hormones all the time. 

The very few people who knew me pre-transition said it the best, I just seemed more relaxed and happy now as a transgender woman. I never said anything but I gave most of the credit for my new found joy to the hormones I was on. HRT had helped me to sync up my internal and external gender feelings. It would have been "TMI" or too much information for the average person to understand. 

I will always wonder how my deceased second wife would have reacted to me as a transgender woman. Would I ever have paid enough dues to move out of the pretty pretty princess mode she threw me in and ascend to the woman mode she was so afraid of. I would like to think at the least we still could have remained friends.  I will never know.

At the least, your journey will be different than mine in many ways and will include many twists and turns. Just try to enjoy the journey many others will never have the chance to take.

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..   

Going Through the Motions

Image from Dibakatur Roy 
on UnSplash.

Looking back at my fifty plus years of life as a cross dresser, I wonder when and how I crossed the gender barrier into being a transgender woman.

Also, how many years did I spend just going through the motion to arrive at my destination. I started with going through what I call now my mirror worship period. During this time, I couldn't wait for any opportunity I had to slip away from my boring, unwanted male life to slip into what feminine fashion and makeup I could find which fit me. Invariably, the mirror would give me positive feedback until I could come back for more. 

I am guessing now but I think approximately twenty years or so went by before I was brave enough to leave the mirror behind and see what if anything the world had to offer a novice cross dresser. On the other hand,  I know it took me longer than the two decades to figure out my truth. I was just going through the motions as a cross dresser and my gender issues ran much more deeper than just wanting to put on a dress and walk in front of the mirror. After years and years of doing the same thing, for some reason something clicked in me which made sense but at the same time was very scary.

It was the time I decided to find out if I could go co-exist with a group of women as a woman in their own territory. Previously, I had scouted out the venue I wanted to go to and when I wanted to try out my idea. It was the "Friday's" I write about often and yes I was petrified for several reasons. What if I did not make it and was ridiculed or maybe worse yet, what if I did and my life would change forever. If I did make it, I knew I could never go back to just going through the motions of being a part-time cross dresser. I was so much more. 

Finally, I got in so deep with me thinking I was transgender I reversed all of my gender thinking. Primarily I wasn't a man cross dressing as a woman at all I was a woman cross dressing as a man. Or, I was just going through the motions of being a male because I was born into it and was just attempting to get by until I could change my life for the better and live as a transgender woman. It represented a seismic change in my thinking on how I was going to live my life. 

By the time I was sixty, I could not take all the self destructive behavior I was experiencing any longer and decided to cross the gender frontier and live as a transgender woman. I embraced all my new gender thinking and set out to discover all I had missed by living my life as a man. Since my inner feminine soul had been observing my life and struggles the whole time, surprises were kept to a minimum. It turned out she was plotting all along how she would live once she got the chance. 

The last major step my male self gave her was going to the doctor and getting approved for gender affirming hormones. HRT just helped to further sync up what I thought I needed to be with what I actually was. Or, I thought I needed any help I could with femininizing my body to help me blend in with the world.

Of course, now I feel as if I was robbed of my life when I was going through the motions of being a man. On the other hand, I made the best of an unfortunate mistake. I gained a daughter, built a solid career and even survived my tour in the Army, so it all could have been so much worse as I battled my own gender dysphoria. It turned out, being transgender just led me into going through more motions than most people.   

A Trans Woman's Intuition

Anniversary Image 
from the Jessie Hart Archives

The world makes a big deal about woman's intuition, as they should 

I feel women as a whole have a deeper understanding of the world than men do. I have always believed women live a more layered life than men which leads to a need for more intuition. Not to mention a less secure life than men when it comes to personal security. Simply put, women have to learn at an early age the problems they could face dealing with toxic males. 

Add to all of that and you can imagine (or have experienced) the problems a transgender woman can face. We have to experience the impact of toxic men and toxic women also.  Lately it seems the anti-transgender societal atmosphere has made it a necessity for trans people to develop their internal intuition more effectively just to survive.

Early on, I was just so starved for male attention, I put myself into dangerous situations. I equated a man's attention into a validation of me as a woman. Fortunately, I was able to live through that portion of my life without any serious harm coming to me. Even though I barely escaped on occasion. I can not claim all of the credit for my escapes as I had other cis-women around me who helped. I can remember one night in particular when a man approached me at the bar in one of the regular venues I was a guest. When the server at the bar saw me and the man approach she did not say anything. Instead she just gave me a look which in no uncertain terms said to be careful. I took her advice, paid my bill and took off before he came back around to me. 

Also, toxic men are attracted to transgender women because they somehow think we are desperate for male attention. Which is the reason so many lonely trans women react to scammers on social media sites. Conservatively, I think I receive two or three scam requests a week from generals and doctors who happen to be widowed. I laugh them off and quickly block them. It never takes much intuition to know where they are coming from.

It is a different story in the real world of course. When women as a whole are warned to be so careful just when they are out to socialize. These days, women have to protect their drinks and make sure they go out with friends. Just another example of how a woman's intuition comes in handy. 

I think when I transitioned into a woman's world, gender affirming hormones aided my progression. In fact, I just answered a question from my transgender grandchild about my favorite smells. During my answer, I made sure I brought up the influence of the femininizing hormones on my sense of smell. One of the first big inner changes I experienced on HRT was the better sense of smell I realized. I am interested to see what reaction (if any) I receive. 

Most certainly I learned a transgender woman's intuition was a priority in order to survive. My inner woman, who waited so long to live her life in the world, knew it also. I learned when she took control how easy it was to let her take the reigns of my life. Early on she proved she knew what to do when she had the chance. I also learned I needed to be better than the average cis-woman. I did not have any of the benefits of growing up as a young girl. Catching up on the fly was often very difficult to do. Little did I know I could benefit from my old male life and use the lessons to help me when I jumped into the girls' sandbox.

Knowing where guys were coming from helped me to get by in the dating world on the very few occasions when I decided to enter it. I found I needed any advantage I could hold to help my gender life along. Including a better knowledge of my transgender intuition. 

 

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.