Mountain of Hope...Mound of Ash

 

Image from JJ Hart

On occasion when I was following my very long path to transgender womanhood, I did experience enough hope to keep moving forward towards my ultimate goal of living a fulltime feminine life. 

Those were the days I was on top of the world and felt good about my life as a whole. Sadly, too many times my dreams were crushed mainly with me making poor gender decisions. Those were the nights I returned home with tears in my eyes following brutal interactions with the public. I was at the least stared at and at the worst laughed at to my face. Since I had only the mirror to blame for lying to me, I needed to find a better way to improve my presentation as a novice cross dresser or transgender woman. 

Really, the only recourse I had was to keep going out hoping for the best and expecting the worst. Very gradually, out of sheer will power, I did become better at my craft and my confidence grew. I was climbing my mountain of hope and staying there. Sadly, my only mound of ash came when I was discovered by my second wife when I was returning home after a night out. Predictably a massive fight would happen, and feelings would be hurt. It wasn't until years later when I finally had the courage to face my gender truth and finally transition. By that time my wife had passed away and it was a moot point. Following her passing, I found I had another mountain to climb. 

My mountain was one of loneliness. For the first time in over twenty-five years, I was by myself with only my two dogs to take care of. No other person to worry about disappointing with all of my gender adventures. It did not take me long to decide which direction to go with my life. My inner feminine soul was screaming to be let out and for once there was nothing to restrain her. She was my woman, and I was her.  With new enthusiasm, I began to climb again. Sure, there were still setbacks and problems with my new life. A primary example was when I tried to date men and was constantly stood up on potential dates. Fortunately, when I began to be accepted by lesbians, I found I did not need a man to be validated as a woman. 

When I climbed my gender mountain, I began to begin too clearly see what was going on around me. As all the clouds and doubt parted and I could see there was only one path for me to pursue. I finally gave up on my male self, gave away all his clothes, started gender affirming hormones and never looked back. 

When I finally freed myself up to be me, I never had felt better. It was a huge weight lifted off my shoulders which I had carried way too long. Since I am afraid of heights, climbing my gender mountain was never easy but I made it. 

I Chose Me

 

Image from the JJ Hart archives.

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

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

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

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

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

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

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

Trans Girl in a Wig Store

 

JJ Hart Blonde Look.

Perhaps I should say trans girl in as many wig stores as she could find. 

Once I arrived at the point where I could even afford a nice hairpiece, I was like a kid in a candy store. So many styles of wigs to choose from and so little time to try them all on. I wish I could say I quickly became better at the process of choosing my crowning glory. Sadly, similar to the rest of my outfits or fashion, I was going too trashy to blend in with the women in public. I was telling myself since I needed to overcome a large head and body, I needed large hair to do it.

Also, to find a wig store I had not been to, I needed to drive long distances. Primarily from my medium sized hometown which had no stores which specialized in wigs all the way to Dayton or even Cincinnati which had several. 

Once I made the trip, I needed to learn several of the shop owners were not really interested in how I presented in new hair but were very interested in how much I had to spend. The owners could not do much to direct me in the proper direction of what I needed to look better as a transgender woman. Being fair to them, my male ego was in the way, telling me how to choose because he thought I would look better. Many times, I ended up buying what I today call clown wigs which were guaranteed to get me recognized or clocked as a cross dressed man. The wigs were good for Halloween and not much else.

All in all, the choices were bewildering. I felt as if I was back in my beginning days in the makeup department when I was attempting to figure out what product I wanted to try. In the wig store, I had to choose a color of hair I wanted, style I wanted and even which hair I wanted, human or synthetic. The possibilities were endless. 

In the beginning, my default color was always red or auburn before I started to shift away to other shades. For years I rotated between dark colors and blond which became my favorite. I was enjoying the changes in my appearance until I needed to settle down into one look when people began to recognize me. No more changing my name with my wigs. Settling down was difficult but something I needed to do as I followed my path to transgender womanhood. 

Through the magic of gender affirming hormones and good genetics, I arrived at the point where I did not need to wear a wig at all. In fact, one of the best gifts I had ever received came from my daughter when she provided me with a visit to her own upscale beauty salon. Even though  the experience was terrifying at first, I ended up loving it and could not wait to go back. Almost immediately I understood why cis women spend so much time and money at their salon. 

Most certainly, I cannot overstate the importance of hair to our outfits and fashion as transgender women or cross dressers. Hair demands all the effort we put into it. 

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. 

 

Outreach in Transition

Paula from the UK.

Recently, I received this comment  from long time reader "Paula" who is from the UK: 

"Here in the UK we are all pretty nervous about talking to journalists, especially TV journalists as so much of what is broadcast is at best negative and at worst downright attacks. Having said that the work you are doing is important, as more and more of us approach our dotage with more of us out than ever before elderly LGBT+ care will be more important than ever."

Thanks for the comment Paula and after a weekend to think about doing the interview, the voices in my head told me to shy away from doing it. Due to me mostly listening to the voices I have in my head and going forward, after seeing our new president in action, I have decided to dial back much of my outreach activities and be more careful of the crazies who are popping up. 

Hopefully, none of that will impact the blog in anyway which I am still dedicated to and I remain true to my initial vision when I began this writing journey over a decade ago. I wanted to share my transgender experiences with anyone who could benefit from them. 

Looking ahead at my own future, I am fortunate to be surrounded by a supportive cast of transgender allies who could help me when  potential difficult situations arise. The main one I can see happening is if tRumpt and his minions try to meddle with my Veterans Administration health care which could mean I would have to seek out a new more expensive source for my gender affirming hormones. I will have to jump off of that bridge if it ever happens. 

A  much closer bridge to jump off of for me is coming up Wednesday when I go to my Hematology appointment. Following my last round of blood work, I was told my platelets were low again and I needed a consult. Never a good thing to hear when you are seventy five like I am but I will see what they say coming up very shortly. 

One way or another, I thought I would keep you all involved with what I was doing with my curtailed outreach attempts. Most certainly I will continue my Cincinnati Alzheimer's diversity committee work I do and as I said continue to write the blog which has undergone so many changes over the years. When I look back on any of the early posts I wrote, they were mostly appearance related whereas today the posts are lifestyle intensive.  

May we all survive the future the best we can. In the meantime, thanks so very much for reading along with my experiences. Hopefully they can help you in the best possible way.  

If You can see it You Can be It

 

Image from Trans Ohio party JJ Hart.

Long ago, when I first glimpsed myself in the mirror as a feminine person, very soon I realized just seeing myself was not enough, I wanted to be the girl I was watching. 

In the classic if I had known then what I know now, I would have known then I was less of a cross dresser and more of a transgender woman. Way before the term transgender was ever used. Now more than ever before, it is time for us to blend in with the public at large as transgender women or trans men. We just have to be better and better.

Fortunately, I had years of preparation to be ready to face the world. Since I had plenty of testosterone poisoning to overcome, there was work to be done and I needed the courage to do it. Along the way, I viewed the whole process as stairsteps towards what I perceived as an impossible dream of transgender womanhood. Facing the world with confidence was my biggest problem. Every time I took a positive step forward when I went out in the world as a novice transgender woman, it seemed then I faced several steps back. When I was on point with my fashion and makeup, I lost it with my voice. Or vice versa on other days when I caught myself slipping back into my old male ways and walking like a linebacker. Adding to my problems was I was still trying to maintain a life stuck between the two main binary genders which made my existence even more difficult. I needed to consciously think all of the time which gender I was dealing with the world as. I was in.

Very slowly, I worked through this phase of my life and found women friends who I could learn from. I learned I could relax with them while at the same time learning how it was in woman only spaces. At the time, when I looked in the mirror, I was seeing it and being it which felt wonderful and so natural I knew I was in the right place. For the first time in my life, I thought my dream of leading a feminine life could be realized.  

Through it all, I still needed to work on my makeup and fashion skills to blend in with what my lesbian friends were wearing. It was a challenge because I needed to look as if I was not wearing any makeup at all when I was. I needed to work harder than the average woman to succeed in the world. By this time, I was used to it and worked hard to instill confidence in what I was doing with my gender goals since there was so much at stake. I was playing a high risk game with my life. Was the grass really greener on the other side of the gender border. 

I found out indeed the grass was greener but often not so easy to enjoy. I met more than a few women who did not want me in their world and did not hold back on their dislike for me. When they did, I needed to quickly pull the knife out of my back, smile and move on to friendlier situations. 

By this time, I was so close to seeing my dream goal of transgender womanhood, I pushed on even harder. I started gender affirming hormones with my doctor's approval. When I did, the changes came quickly and naturally as my body adapted to the new feminine hormones. Predictable changes such as hair and breast growth were quickly proceeded by inner changes with emotions as my life suddenly became softer. With my softer skin my facial changes were fairly dramatic and I knew then I could see it and be it.

As with any other long journey, you wonder was it worth the time and effort. With me the trip from the mirror into the world and beyond was just finding my true self. 

Hitting the Transgender Wall

 

Image from Selin 
on UnSplash

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

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

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

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

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

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

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

Happlily Ever After?

 

Image from Dave 
Goudreau on
UnSplash. 

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

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

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

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

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

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

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

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

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 Sixty Four Crayon Box

Image from Leisy Vidal on UnSplash

I view gender in light of all the recent attacks  on the transgender community from a certain political party here in Ohio not called the Democrats, as a big box of crayons. The whole shameful process just shows how little the Republicans care to know about the trans community,

Rather, if they like it or not, almost all humans fall on some sort of a gender spectrum. It seems, men have fewer crayons to pick from because of their innate insecurities concerning their own gender and or sexuality. Which is a whole separate subject.

I know when I began to color in my own life, I needed the big box of crayons because I did not fit the male mold I was in. Whatever the world thought of me, I needed more out of my life than a restricted male existence. Instead of viewing myself as the round peg being forced into the square hole, I started to see myself as a multi-colored individual with many new gender frontiers to explore. My journey was destined to take me far past the rather quick romance with all the pretty fashion, all the way into a in-depth dive into what a life as a transgender woman would be all about. As I was busy coloring my future, I found I needed different colors to enable me to express myself more completely.

Examples were plentiful. Such as when I looked the part of a woman, how was I ever going to communicate as one. I was so busy coloring, I needed a whole new box of crayons to keep up with my life I was attempting to balance between two genders. To further stereotype the whole process, I quit using all the drab and darker colors and began to use the lighter more vibrant ones as I lived more and more in a femininized world.

The more I went to diverse transgender mixers in nearby Columbus, Ohio, the more I learned about others who were coloring in their gender lives too. I was able observe everyone from those who had almost completed their new lives, all the way to those who were working with broken crayons and severely struggling. All of it was an extreme eye opener for me because I was so naïve when it came to the transgender or LGBTQ world as a whole. Normally what happened was, I took everything in and ended up going back home and thinking about it. A solitary pursuit since I did not have anyone to talk to about it except for the occasional therapist. 

Therapy produced mixed results when several I went to did not want to discuss or see my colored design of who I truly was. It wasn't until I sought out one of the rare gender therapists back then who told me the truth. Basically, she said my picture was beautiful and there was nothing I could do about wanting to proceed on my path to transgender womanhood. I wish I would have listened and started to change my life back then but I was stubborn and hung on to my part-time male existence which at the least, paid the bills. 

As transgender women and men, we really need the extra courage to keep coloring our pictures. For example, in my case, if my health holds up, I will be on gender affirming hormones the rest of my life. Hopefully, I will need another sixty four box of crayons as my life expands as a transgender woman.

 

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. 

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. 

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.     

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. 

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. 

Trans Weariness

A night out with my wife Liz on left.

Over the span of my life, I have gone through more than a few bouts of weariness.

I was especially tired of being made fun of when it took me many trips to the clothing stores to finally find the correct fashion so I could blend in with other women well enough to get by. Marching to the beat of my own fashion drum was certainly not getting the results I wanted. It got so bad, strangers were stopping me in stores to ask for pictures and not in a good way.

I kept working through all the dark days until the gender clouds parted and I could actually see glimpses of my authentic feminine self. The whole process now happily seems so far away but the process still scars me in so many ways. Especially all the times, I came home in tears following being laughed at after my mirror had lied to me and told me I was an amazing woman. It took me years of work to prove the doubters wrong and I could actually live a successful life as a transgender woman. My biggest problem came from the fact my biggest doubter was my male self. I grew so weary of him telling me I could never live my dream life as a trans woman. 

In many ways too, I grew weary of being a cross dresser and wanted more out of life. It took me trying several terrifying experiences in public to change my mindset around into who I really was. I was right when I was so young when I thought I wanted more than to just look like a woman, I wanted to be a woman. My problem was, life kept getting in my way. Through my formative years of high school and beyond, I had the very real threat of being drafted into the military hanging over my head. Most certainly, I would have a three year break in my quest to determine my gender needs. I was more fortunate than many my age and escaped combat in Vietnam and even got away with coming out for the first time to a few close Army friends after a Halloween party when I told them I was a transvestite. Coming out was an enlightening experience until I was out of the Army and attempted to come out to my Mom. I was roundly rejected and ended back up firmly in my closet. 

In those days, Halloween parties were my salvation from the weariness I felt from everyday male life. Even though they were few and far between, the parties allowed me to get out of the house and interact with the world as a very novice cross dresser or transgender woman. I was able to learn the basics of what I would need to do to survive in a new world I was considering trying. From the Halloween parties I was able to find and participate in transvestite mixers in nearby towns to where I lived. At the social events, I was able to see and interact with others in the cross dressing community so I could judge where I was at and where I wanted to go. When I did, life became less wearisome and I had an exciting reason to look ahead at my next feminine adventure. 

By this time, I was ready to come out of my unwanted male world even further and I was learning so much life took on a new meaning. I learned what transgender meant to me and how I fit in in the trans world which had many layers to it. More than a few of the layers were less than positive and I began to ignore them or called them "trans Nazi's" and rapidly moved on. Basically, they were the people who held their self esteem above others due to the number of gender surgeries they had undergone. Since I had not (and never have) undergone any genital realignment surgeries, they assumed they were better than me. Rejection was quick on my part.

Weariness ceased to be a problem when everytime I went out into the world as a transgender woman I was learning something new. It could be something small such as a fashion error all the way to a huge learning experience of losing my male privilege in personal safety. When I almost ended up hurt. From it all, I ended up learning and doing better.

I guess I should say too, how much my life changed when I started gender affirming hormones. Weariness with my old male self certainly went away as all the changes were different, surprising and rapid. 

Life became like a roller coaster. Once I reached the top and headed down, it was thrilling.

 

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.

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.