More than Theatrics

 

Christine Jorgensen circa 
early 1950's. 

Deep down I knew being feminine for me was much more than a theatrical exercise dressed in front of the mirror as a girl. I wanted to do more than just look like a girl; I wanted to live like one. I wanted to be the one with the pretty clothes that all the boys admired.

It turned out I was ahead of myself as far as my gender dysphoria was concerned. Gender dysphoria, as well as the term transgender had not yet caught up with the public at large. It was still transvestite, transsexual or Christine Jorgensen or nothing for me as far as having any idea anyone else in the world was like me at all. Perhaps you may not know it, but Jorgensen was supposedly the first widely known transsexual to come out with the very public news of her gender realignment surgery in the early 1950’s.  No theatrics involved, just a lot of publicity, I guess.

I thought of Jorgensen and the gender loneliness I felt the other day when I got to watch “Some Like it Hot” on our local PBS station. I was approximately ten years old when the film was released in 1959 and I remember being mesmerized by the idea men could be women at all. Even still, I don’t think, or remember, if I connected the dots yet to how I was feeling about myself. I was still very much stuck in the everyday struggles of being a boy.

When the internet became popular, I began to discover a whole, wide wonderful world of gender possibilities. Including a term which I had never heard of before, transgender. As I understood the term, it took away all the possible theatrics of just looking like a girl and brought up the possibility of living as one. At that point, I began to wonder if I was a cross dresser at all, and not more. The only thing I thought I knew was I was still in some sort of middle ground as my gender dysphoria went. I felt much more that I was so much more than the average cross-dresser, but not quite there yet as far as I wanted all the surgeries Jorgensen and others were going through.

To maintain any sense of mental stability at all, I began to explore the world the best I could to see if I fit in with this new transgender term I was reading about. My best and exciting evenings came about when I was able to be invited to and attend small diverse parties at a transsexual’s house in nearby Columbus, Ohio. It was there I learned about the dangers of being trapped by a much bigger and powerful man, all the way to being picked up by a lesbian I had never met before. Most importantly though, I was there to observe and learn anything I could from the hostess, a transsexual retired fireperson from Columbus who was headed to surgery. Michelle was beautiful and I was dazzled. I discovered there were no theatrics from her, she was as real as could be and I wondered if I could ever achieve what she had.

The main thing I did learn was, my deep feelings about living as a transfeminine person may not go the same way as Michelle’s did, but it was possible for me to live my own successful life as a woman if I tried hard enough. That is when I learned to put my cross-dressing theatrics away which had served me well and I entered another phase of my life. Michelle was beautiful and exotic in her own way, but I could do it too, just in my own way.

I would be kidding myself and all of you if I said finding my new self was ever easy. I needed to make all the difficult decisions about risking everything in my life which was important to me. Such as a loyal, long-term spouse, family, friends and good employment. The same things we all go through as we struggle to transition as a transgender woman. When I finally decided I needed to go the distance and give all my male clothes to charity, the weight was off from my shoulders to not live a theatrical existence as a man anymore. I spent over fifty years fighting a gender battle I could not win as the cards were stacked against me.

I was able to put all the gender questions I suffered through in my past and build a new transfeminine life the best I could. I just had to quit the theatrics to do it.

 

 

 

 

 

Trans Woman at a Photo Shoot

 

Example of Liz's hand beaded work
from Liz T Designs,

This happened years ago when the world went through an all too brief softening on its views of different kinds of women. Way before the current orange felon/pedo came along trying to destroy our world.

As I remember, it all started with a few big brand beauty products moving away from the same old skinny models and began signing women who were closer to the norm for their commercials. I was encouraged when I saw new models who never looked the same and even closer to what I had achieved in my cross-dressing adventures.

At that time, our native Cincinnati had just opened its second huge crafters mall in an old shoe factory. It featured everything from artists painting to blacksmiths working their metal. So, you can tell, perhaps crafters was not the right word to use for these serious working people. It just so happens; my wife Liz is a very talented crafter of her own right. She went to art school, and she works on everything from painting to hand-beaded work to knitted clothing items which she sells online. She was very interested in everything which was going on in the mall and we stopped in many of the shoppes.

One of the unique stops we made was at a handmade book shop. Liz had been wanting to try her hand at trying to make her own journals, so she struck up a conversation with the owner as I browsed. It turned out the owner and crafter was interested in me too and was very nice to me. She also had a book to sign for any interested followers. We signed up and I thought that would be the end of it, but it wasn’t.

To my surprise, a couple of weeks later I received an email from the owner asking me if I would be interested in participating in a photo shoot, she and a photographer she knew were putting together a book project which featured women from different backgrounds to submit to an exhibition in Chicago. After the initial surprise and shock subsided that they had thought of me after such a brief meeting, I jumped at the opportunity. Even though the idea scared me to death. I just could not turn down the chance to have a professional photographer take my picture. Such a long way from using my old cellphone in a mirror.

Before I knew it, my appointment time had arrived and it was time to hitch up my big girl’s panties and head to the photographer’s studio, also in the big mall, so I knew how to get there. Once there, I was dressed in the requested neutral black sweater and ready for my leap into the great unknown. One of my first questions involved my makeup and was assured I looked fine, and I sat back and let the photographer do her work. My immediate reaction to everything was my ego enjoyed being the center of everything around me and outside of an old Glamour Shot appointment years before (remember them?), the only time this would happen for me in my life.

Then I had to sit back and wait for the next part of the process, when the book was actually published and sent to Chicago. I just hoped I could represent the Cincinnati transgender community well. Finally, the news came back that the book did not win the competition but there would be an official party for it to come up at one of Cincinnati’s smaller museums. As one of the models, I was invited. Of course I had to go, but what would I wear to a book unveiling party? To be honest, I don’t remember what I wore after going through my closet. I did not want to be too formal but look nice at the same time, and I think I achieved my goal.

For the first time, I was able to see the book put together and of course I was not satisfied with how I looked. Being the perfectionist I never was, I thought the photographer could have done a better job at lighting my face to de-emphasize my jawline. But she didn’t. As far as the other women in the book, there were a wide range of choices they made including women of color and heavy-set women away from the usual beauty stereotypes cisgender women must deal with.

Sadly, I don’t know whatever happened to the pictures I received from the photo shoot, so I can’t show them to you. All I have are the memories of being singled out in a positive way because I am transgender and the once in a lifetime chance to do a photo shoot because I was.

 

 

Confidence is your Main Accessory

 

Image from 
Jon Tyson on UnSplash.

Some assume I have reached the point of life I am at, through very few challenges.

The truth is that I faced many challenges along my very long gender journey to living fulltime as a transgender woman. I write about many of them often. As I look back, the one main challenge I faced was having the confidence to move forward to my strong dream. Perhaps the earliest confidence I needed was when I walked down our long driveway dressed as a girl to check the mail. Hoping someone would notice the girl in a miniskirt out of the house on a winter’s day without a coat. Then hoping no one would see me and somehow report me to my parents. Nothing ever happened, so I gained the confidence to keep doing it.

The problem was, there were only so many trips to the mailbox I could take to feel good about my cross-dressed feminine self. Here I was taking all that time and effort to feminize myself and having no outlet except the mirror. I was frustrated in my little closet which I had no idea of how to escape from. I was like a caged animal, I knew I wanted out of the cage, I just didn’t know where to go when I escaped.

As the years passed by, I traded going to the mailbox with a yearly trip to a Halloween party. Even though it took me years to get it right, I finally figured out how to figure out a “costume” which helped me to build my confidence that I could present well enough to get by in the world as a woman. My goal always became to be mistaken for a woman in a costume, not as a man dressed as a woman and I achieved it. From there, my problem became Halloween only happened once a year, and what would I do the rest of the year about my growing gender dysphoria. My final decision was a simple one, if I had the ability to do it. I would have to manufacture my own reasons to sample the world as a novice transgender woman and see if I had the same positive feedback I received on Halloween. I discovered most of the world did not care about how I was dressed, and I gained the confidence to do more.

I made it to the point where I began my “bucket list” of things to do as a transfeminine person. Or could I do other things that women do in their everyday lives and succeed. Every time I did something such as taking myself out to lunch, or negotiating a bookstore and buying a coffee, I checked them off my bucket list and proceeded to move on to more difficult interactions with the public.

Of course, not everything I did was a success. I was told to leave a venue I thought I was a regular in one night when three drunk guys thought it would be fun to play “Dude Looks Like a Lady” on the jukebox over and over again. Initially it hurt me, until I got my confidence back and found another venue right up the street. My success was complete when the crew of the place I was asked to leave found me one night. They told me the manager who told me to leave was fired for drug abuse and they wanted me back. Retribution was mine as well as a real boost to my confidence. It felt good to be wanted as their token transgender woman.

Even so, to this day, I wonder why my confidence is so fragile. In September, my wife Liz and I are taking another bus tour. It’s our fourth one, and this time we are traveling from Ohio to Boston and then up into New England by train. Even though, I have never had any real problems with anyone else on the trip before, in the back of my head I still worry about some right-wing woman questioning my gender and ruining my trip. I am sure I am just paranoid and should be worried about catching Covid again and ending up in another hospital. Which is how our last vacation ended up. Hopefully I can get an updated vaccine just before we go. Which will build that part of my confidence.

The only way I know to build your confidence is to keep being yourself and improving your presentation as a transgender woman or cross dresser if you prefer. Perhaps it will always be fragile like mine is and it is something we always will have to deal with. One thing is for sure; you cannot build it by hiding yourself away. Expect some setbacks and keep moving forward as you are building a new future. It is a huge step forward. Having nice fashion and applying beautiful makeup is wonderful but it all means nothing if you do not have the confidence to pull the picture together. Humans are like sharks and they will know something is wrong if you let them.

 

 

In Over my Head

 

Image from Wilhelm Gunkle
on UnSplash.

As I thumbed through my new feminine workbook, I sadly discovered there were no chapters on what to do if I got in over my head. In my well-built male world, I had been able to figure out strategies on what to do in times of duress. I could choose to stand and fight, try to bluster my way through, or just run from the problem.  None of which was available to me anymore on the gender path I was on.

Even though I was blessed with a healthy male body which was slightly bigger than the norm, I had hated the changes testosterone made to it when I had no choice but to go through male puberty. Very quickly, I grew past the sizes of my mom’s clothes I was trying on and had to find other ways to build my wardrobe on the very limited budget I was on. My newspaper route money, along with the small allowance I got for helping around the house, just didn’t go far. Still, I was able to sneak out of our rural home under the pretense of visiting my grandma who lived downtown and do some shopping for makeup and hosiery. I just remember how incredibly overwhelming the makeup selection was and how much I was over my head with my selections.

After I was able to smuggle my purchases past grandma and my family, then I needed to work earnestly on how to apply the makeup I bought and not look like a clown. After looking in the family mirror and feeling like a clown in drag, I knew I was in over my head and just had to find a way out, or in as it turned out. I wanted out of the male world and into a feminine world. The mirror was wearing off, and I needed to improve my presentation, or I was doomed to forever occupy a male spot in the world where I knew I was not in over my head. The white male privileges I was building up were just too easy to not take advantage of. Ironically, all the good I was accomplishing in the world with my family, friends and job was frustrating me because, deep down, I did not want it.

What was happening was my frail mental health was being destroyed by all the gender ripping and tearing I was going through. One day I was a successful man and the next I was working to present my self as a woman was very destructive to my everyday existence because the whole process took me back to my gender fluid days when I was a kid. Back in those days, no one knew about the gender fluid term, or used it which put me in over my head before I even really started in life. Remember, I grew up in the pre-internet dark ages when anyone who cross dressed was considered mentally ill. At least I knew, even though I might be alone as a transvestite (another term from the dark ages), I was not mentally ill.

I barely survived the dark ages when I did learn there were actually individuals like me who wanted to dress as women. I would be remiss if I did not mention Virginia Prince and her Transvestia publication at this point. It was my lifeline to the cross-dressing world and opened my closet for the first time. When the light came flooding in, at first, I was blinded, and it was difficult to find my bearings. My first transvestite-crossdresser mixers I went to left me more confused than ever before. I knew I was in over my head when I saw and occasionally chatter with a few of the ultra-feminine women who I could see no masculine traits at all and on the other hand, I knew I was innately more feminine than many of the cross dressers I met. So, I left with more questions than answers.

I was caught in the same place for years as I explored the world looking for myself. Surely, along the way, I found myself in over my head as I transitioned but I kept going anyhow. Too stubborn to quit and waste the new feminine privileges I was working so hard to gain. To use another example, I threw myself into the deep end of the gender pond before I had learned how to swim. I gave myself no choice but to make it. Fortunately, all the mirror time working on my presentation as I wanted to be like the beautiful cross dressers I saw in Transvestia came back to help me. If I could present myself to blend in with the world, it gave me one step up to make it as a transfeminine person.

I certainly was in over my head enough to earn my right to play in the girl’s sandbox, and fill out my gender workbook.

 

Transgender-When Life Throws you a Curve.

 

Image from Chu CHU on UnSplash.

It’s baseball season as we head down to the “dogdays of summer” around here in Cincinnati. As I have mentioned many times, the gender gods allowed me to take my passion for sports with me when I transitioned from male to female. This year, I have been completely emotionally immersed in the Cincinnati Reds professional baseball team. So much so, sometimes I feel guilty about my involvement.

Overall, though, life threw me a real curveball when it came to sports. For several reasons, athletics helped me to keep the bullies away, since I was doing “boy” things. As I played, I found I could not hit well at all, primarily a curveball and resorted to running home to my dresses and makeup to feel better about my failures. And I did, which solidified my deepening idea I should have been a girl all along. Dressing in my pretty feminine clothes certainly felt better than crying in the shower after I committed a key error or struck out to end the game.

As time went on, I faced the reality of non-athletes everywhere, life had thrown me a curve ball I just couldn’t hit. Somehow, I just needed to adjust and become the fan I am today and quit being a victim. I think perhaps it was my Army duty which took any idea of self-pity away from me. So what if my draft number was twenty-three, I would just have to enlist for three years to make the best of it. Plus, the entire routine of basic infantry training took any idea of being a victim away from me. At least I was not one of the guys crying on the night bus to Ft. Knox in the middle of a Kentucky winter. Somehow, I would have to make the best of a situation I did not want to be in.

It turned out, that idea carried right over into my gender dysphoria. The older and more experienced I became as a transgender woman, ended up clashing with my increasingly successful male life. Life had thrown me a gender curveball, and it was not fair but the problem was mine to deal with.

Initially, I kept striking out on my path to transgender womanhood. I was woefully unprepared for the world I so desperately wanted to enter. The path was quite dark with many bumps and curves, so I needed to be careful with the high heeled steps I was taking. Perhaps the most important problem I faced was when I was completely outed as a man in a dress was quickly going home and attempting to figure out what I was doing wrong. Was it my fashion, or my makeup, or what?

This time I refused to be fooled by a gender curveball and hung in there until my life began to change for the better. Slowly, I was being accepted as my true transfeminine self in the public’s eye. I was not hitting any home runs yet, but I was making contact with the public and was successful.

Incredibly to me, the more contact I was making, the more I needed to make. In particular, women were curious what I was doing in their world and drew me into conversations which were uneasy for me in the beginning. Life was throwing me curveball after curveball, and I became halfway decent at making contact with the strangers I met. I think too that after the public met me, more than a few of them reacted to the fact that I was a person who was living with their truth. Then I needed to catch up and respect myself for living my truth. Which was difficult for me to do for years.

Ironically, at that point, I went to work for a company which would not accept any of their successful managers being victims. I carried their training over into my real life and was better prepared for any and all setbacks I encountered. I began to see my supposed setback in life just could be a positive if I made it one. Not so much different than when I went to Army basic training wondering how I was going to make it without my cross-dressing crutches.

After immersing myself in the world of cisgender women, I came out as a better person. Certainly, well rounded in how the two main binary genders interact with each other. I could not ever make it as any sort of an athlete, but it turned out I could as a transgender woman. A journey I came to respect many times along the way.

 

The Only Constant is Change

 

Image from Brad Starkey
on UnSplash

In life it seems, the only constant is change. Especially for transgender women and transgender men. As with most of you, my life of change started quite early when I started exploring my mom’s foundation drawer. To make matters worse, I then started raiding her makeup collection.

As I viewed myself in the hallway full length mirror, little did I know what a long trip I would embark on to battle my gender dysphoria. My male self was strong and put up quite the battle when all along my feminine self was plotting how she could win the war. All he could do was resort to typical male actions and reactions such as internalization of the gender problems all the way to completely running from them.

Change became reality when I started running from my problems by changing jobs and moving my family several times. My first move took my wife and I from our native southwestern Ohio home to the radically different environment of the New York City metro area. I was naïve and thought moving to a more liberal area of the country would provide me the opportunity to pursue my growing serious cross dressing “hobby.” Nothing of the sort really happened except a couple of times. The first of which was when I made the journey out to Long Island to attend a cross dresser – transgender mixer. I was so successful that I was carded at the door to prove I actually was a man.

The other example was a Halloween party I was invited to by a fellow manager of the restaurant I managed. Somehow that night I managed to escape the criticism of my second wife who wasn’t going with me anyhow and dress the way I wanted to. I chose my favorite wig, short dress and heels and slipped out of the house. Away from the unapproving prying eyes of our landlord. The evening turned into my dream scenario when I found I was going with several other tall and sexually dressed women as I was. The ultimate camouflage was I fit right in. My successes fueled my ego and pushed along my changes. For the first time in my life, I began to believe I could achieve my ultimate dream of living as a transgender woman. If I was fooling the world on these evenings, why couldn’t I do it more.

In the short term, my male ego hurt my ability to change. Being briefly accepted as a woman only pushed me on for more change. Leading to huge fights between my main feminine gatekeeper (my second wife) and myself. In typical male fashion, he oversimplified the gender problems with the same old results. It was time to run again and move from NYC back to a different part of Ohio. This time, to a very rural area along the Ohio River. Surprisingly, change came easily to me in this rural area of Ohio. I was able to cross dress and do the grocery shopping as well as other trips.

Still, change haunted me and I felt the need to find a job in Columbus, Ohio where I had been successful in the past in the crossdresser-transgender community. I felt if I could go back there, I could again fit right back in.

This move or change ultimately led me back to my hometown which was close to Columbus. I had come full circle with my changes which led me to finally face my gender reality. I was and had always been a woman at heart and had made my own way down difficult paths to find her. Plus, I was so tired of running all the time, so I did not have to accept the only constant being change. The only constant was my whole life as a male was a lie, and I had to do something about it.

I ended up taking advantage of all that I learned the years I was a novice transgender woman and using the lessons to make my transition more flawless. For once, I was changing in place as I threw my mirror out the window. I started using the public as a mirror to see how well I was presenting as a transfeminine person and went on to live my life.

For me, the final straw which ended my ill-fated male life was when I changed my life for good and started HRT or gender affirming hormones. I could not believe all the changes I went through and how good they felt. I know all people go thru changes in their lives but not to the extent most transgender persons do. It is certainly a difficult journey and not recommended that you take the path I took.

Not the Man I Used to Be

 

Image from Ava Sol
on UnSplash.

Almost daily, I feel as though I am not the man I used to be, and it feels great!

In many ways, I was a man’s man as I went through life desperately attempting to survive in a male world. To do it, often I needed to bluster my way through life confronting other men I met. Although nearly all my confrontations fell way short of being physical, I still was able to win more than I lost. As I said, I hated the life I was living because deep down it did not feel right.

While being a man’s man took the life right out of me, it seemed being a transgender woman put it back. As I settled into my own woman’s arms, I instantly felt better, and I did not care if I was no longer the man I used to be. However, what was easy in the beginning became increasingly difficult as I went along up my gender path. It seemed like each wall I scaled on my path was a little higher as I stopped to look around to see if I still wanted to keep going.

By now you know I never stopped moving away from the man I used to be, and I had many lessons to learn. Particularly around personal security which I always took for granted as a man. I was always over average size, and people usually left me alone. It got to be so bad I couldn’t even scalp tickets to a football game I wanted to attend with my wife. The illegal scalpers thought I was a cop and would not sell to me. I had to let my wife approach them as the tickets were not illegal but where they were selling them were back in those days.

Other aspects of life I hated about being a man was always having to make the first move. All the way from being the one asking the woman out, all the way to where we were going for dinner. Then being told somehow my choice was wrong. Through it all, I could not wait until I was the one who did not make all the decisions. It was all I did at work, and I felt I shouldn’t have to at home which did not work well with my wife. On the other hand, I did learn always being the one who asked someone out was not the popular way to go with everyone. Just waiting around to have someone ask you was just as bad for the woman.

Finally, as I began to put all of that behind me and was beginning to put together a new life as a transgender woman, my life as a man began to fade in my rearview mirror of life. Not being the man, I used to be a welcome change and was where I was headed anyhow. I was trying to find specific small things I used to do as a man and change them over to feminine ones. Large examples included how I walked all the way down my gender path to learn how to better use the nonverbal communication women routinely use between each other. Very quickly I learned how one glance from an employee at a regular venue I went to meant I was in possible trouble if I stayed. In an instant, my gender world changed as I knew I could not stay and fight my way out or try to neutralize the situation with a male scowl. So, I picked up my purse, paid for my tab and left. Along with my male ego. 

Then there was the ultimate challenge to any remaining masculinity I had left. It came when I was approved for and started gender affirming hormones. Very rapidly, HRT caused what was left of my male strength to fade away. I used to put trucks away in my busy restaurants all the time and move very heavy beer kegs around with no help. Not a chance of that ever happening again since I was on the hormonal medications. As I learned I was not the man I used to be, my body started to change, and androgyny began to set in. All before I made the fateful decision to give away all my male clothes and live fulltime as a transgender woman.

For me, deciding to never go back to the man I used to be was a simple decision I should have made years before. Out of all the decisions I had to make as a man, I was unable to make the biggest one and set my life in the right decision…away from the man I never was.

You Make a Terrible Woman

 

JJ Hart on left. New wife Liz on right.

As I was initially coming out of my intensely lonely and dark gender shell, I dealt with quite a bit of guilt. Especially when my wife called me a terrible woman. I initially thought she was referring to my looks, which she told me she wasn’t.

My second wife was also fond of telling me coming out was all about me which as I look back on it, she was right. My transition was all about me, and I was completely immersed in it. Every time she even made the slightest move to interact with me, I shunned her as I was scared, she was just going to be negative. To be successful, I needed to do it alone it seemed.

I am sure the progress my wife saw in my overall presentation made her feel insecure about the future of our marriage. No matter how guilty I felt about the journey I was taking without her, deep down I knew I had to stay on my path if I was ever going to have a chance to achieve my dream of living as a transgender woman. Which my wife was dead set against.

As I progressed on and on the guilt grew, I was having. Here I was jeopardizing a good marriage, family and job just to wear women’s clothes and makeup. My problem was, I was still refusing to accept the truth about myself. In other words, my desire to be a woman in any sense of the word ran much deeper than just looking like one. When my wife told me I made a terrible woman because I hadn’t paid my dues past looking like one, I knew somehow, I needed to set out to learn what she was talking about, regardless of the guilt involved. To survive, my transition had to be just about me, and I stubbornly pushed forward.

The problem was, the more guilt I felt, the worse my mental health became. I did not know who to listen to, the world at large or the person I was closest to. The world at large was slowly coming to accept me as a transfeminine person while my wife was as standoffish as always about my progress. What she did not know was I was making the strides needed to prove I was not a terrible woman and in reality, a fairly likeable one. Or at least I was trying to.

Time marched on, and my guilt increased to the point where I committed suicide or tried to. When I failed, the entire self-harming episode left me with further problems with my guilt and mental health, so I sought out therapy. Fortunately, I found a good therapist who understood depression and the transgender community, and my life began to improve again. My therapist told me it was alright to feel guilt about the gender transition process and sometimes you must leave loved ones behind so you can live. Beyond all of that, she taught me extreme gender dysphoria was difficult to deal with and before long, our in-person meetings at the Veteran’s Administration were between her and my authentic self. What a relief!

My guilt subsided as my joy increased in my life. Sure, I still had rough spots to contend with, but with my overall knowledge of the world and what to expect, I knew I had finally overcome my fear of actually “making” a terrible woman. In reality what happened was I had the chance to live my way through what my wife told me and in addition. I was not making anything. I already was a transgender woman and had always been. I was just guilty of trying to hide it and internalize it too long. Surely, it was all my fault, and I never had the chance to apologize to her because of her untimely death from a massive heart attack at the age of fifty. I wanted to show her I had paid my dues in the world, and, at the least, I hoped we could be friends. Actions speak louder than words and I know she would never back off from saying I made a terrible woman and in turn at least like the new me.

In life, we rarely have a chance to make a second impression, and it has been nearly an impossible one for me since most of the people I knew as a man (that mattered) had passed away. I needed to concentrate on the new acquaintances I met as a trans woman who never knew my old male self who in his own way had passed on also. Since I did not have a difficult time making and keeping friends in my new life, I must not have been a terrible woman after all.

Deadly Serious

 

Image from Nicholas COMTE
on UnSplash

Looking back at my long (50 year) gender journey, I wonder now how I became so deadly serious as I considered myself more than a casual cross dresser.

I came a long way from just experimenting with my mom’s clothing to where I am today. As I live fulltime as a transgender woman. Many days, if I have the time to even think about it, I wonder how I went about connecting my dots during my travel from the male to female gender. But, before I go any farther, I should mention two things. First of all, I have nothing against cross dressers, as I spent too many years being one to attempt to put myself up on any sort of gender pedestal. Secondly, I don’t consider myself a female in the strictest sense of the word. That is why you might notice I use the transgender or transfeminine word more frequently. In addition, I strongly feel the woman word (and man) are both socialized terms as many females or males never make it to being true women or men. Now, since I got all of that out of the way, what does that have to do with being deadly serious about anything. Not much, but I always like to clear the air.

In my life, I can only remember being deadly serious about two things, the first was following an often-vague path to my own version of womanhood and the other was Army basic training. In the Army, your secondary MOS or job classification is infantry which means I received the same training as everyone else who were going to Vietnam for a very uncertain future. So, the bottom line was, I took my military training deadly seriously. Just in case I needed it later. Fortunately, I never did. Naturally, pursuing my feminine path was destined to be just the opposite.

It seemed, the more I tried to do as a novice cross dresser or transgender woman, the more I wanted to do. I forced myself away from the easy gender experiences I was trying, into a true interaction with the world and my challenges became much more serious but not quite to the deadly stage. I think the reason was, I was still experimenting with people as strangers. Not like somebody I would see more than once. I was naïve and thought people would not remember me for what I was, a man in drag or a dress. When other people began to see me repeatedly it was good for both of us because I needed to up my presentation game and quit changing wigs every time I went out. To succeed in the new world I was creating, people needed to see I was deadly serious about being accepted in the new mainstream venues I was going to when I gave up on going to the gay venues I tried.

More importantly, I lived through all the bumps and bruises I suffered as I silently fought back against the gender bigots I faced. Some of which were not so silent as I attempted to enter the so-called women only spaces such as restrooms. One night, I was called a pervert by an irate cisgender woman before I backed her down. She was the one I had to threaten with LGBTQ sanctions on her business if she did not leave me alone. Which she did.

The more comfortable I became in my transgender world, the more deadly serious I became about doing more. Soon I was to the point where I was like a runaway train heading down a one-way track as my manhood was coming to an end. One of the final acts of severing what was left of him came when I was approved for and started gender affirming hormones or HRT. My body took to the new hormones flawlessly to the point when I wondered why I hadn’t been on them all along.

The reason was relatively simple, as the changes from the HRT would preclude me from going back to the male life I had worked so hard to establish. Would I be deadly serious enough to risk all I had built up such as a long-term marriage, a family and friends plus a very good job which I could have never transitioned on.

Finally, after years of introspection, I made the decision to go as far as I could without surgery into a transgender life. With all I had to lose at the age of sixty, I decided “playtime” was over, and it was time to be deadly serious again and never look back as I had reached my dream of living in a transfeminine world.

 

Buckle Up!

 

Alpha Gatekeeper Hope
Who Let Me In!

If you are a transgender woman or trans man and you have been transitioning along your gender path for any length of time, you know there are plenty of highs and lows to prepare for.

I know on my gender journey; I have had to buckle up for many rough roads ahead. I have many examples I write about often such as being told to leave one venue I started to go to when I decided to leave the gay bars behind and go to mainstream straight venues. I went home in tears like when I was laughed out of malls by groups of teenaged girls when I first attempted to go out in public. For a long time, I never thought I had a chance of living my transgender dreams at all.

Deep down, something told me to fasten my seat belt and keep trying to succeed. You see, the problem was all along in my life, if something went wrong, I ran to my skirts and put on makeup to make it go away. In these cases, I had nowhere to run, so I had to get it right. I was in a corner, and I couldn't get out without a lot of work. It turned out to me, the whole process was a labor of love, and I felt good going forward on my gender path. The problem was I was still quite naïve about what I was facing and thought success could be found if I just was able to present properly as a woman. To try the new world out I was in, I went to all sorts of different situations. Examples were when I went to a downtown festival and an outdoor concert just to see if I could. Following painstakingly applying my makeup and choosing just the right clothes, I managed to be successful at both, and my confidence soared.

When I did, my frail confidence was shattered again when I learned the world was curious about me as a transfeminine person. It meant I would have to really buckle up and do more than trying just to look like a woman, I needed to communicate like a woman. All of that turned out to be harder than it sounds (no pun intended). I found out quickly that women operate on a different wavelength than men. Men use a more simplified straight forward approach to communicating with each other and other women. On the other hand, I discovered I better refine my listening skills, plus be aware women communicate with each other on non-verbal wavelengths. Also, eye contact with other women became very important too, if I was ever going to be allowed to play in the girl’s sandbox by the alpha female gatekeepers.

As with anything else, I needed to allow practice to become perfect if I was ever going to succeed at reaching my goal of living as a transgender woman. To do it, I needed to forget my unreachable dream of being able to present so well as a woman that anyone would ever think I was cisgender. To begin with, testosterone poisoning had taken all of that idea away from me. I needed to re-buckle up my expectations and know the best I could do was follow my path as a woman from a different background. To succeed, I needed invitations from cis-gender women to their girls’ nights out so I could observe and learn how other women acted when men were not around. Naturally, I needed to put what was left of my male ego behind me when I had to buckle up and attend several of these meetups. My primary example came one night when I was invited along with a group of servers where I went to, to another upscale venue to party. They were all young and attractive and immediately were surrounded by attentive males, leaving me by myself and my drink. I learned a powerful lesson that night why certain attractive women tend to hang out together.

I was fortunate as I traveled my gender journey, I had key alpha females to help me with my seatbelt. As an example, I have added the picture of “Hope” who ironically gave me hope for my future dreams. She was the first bartender I ever met who went out of her way to be kind to me, all the way to introducing me to her lesbian mother who I stay in touch with to this day. Hope led the way for me to be accepted by others and thrive in the girls’ sandbox, and I will never forget her for it.

My main message is, no matter how many bumps and bruises you may suffer along your own gender journey, just try to securely fasten your seatbelt and make the trip as interesting as possible. Just remember, not many are able to make the same journey and achieve their dreams of living as a transgender woman.

 

 

 

Low Risk...High Reward?

 

Image from Jayson 
Hinrichsen on UnSplash.

There are many things we do in the gender universe which represent a low risk, high reward effort.

For example, under the cross-dresser umbrella, we have the far-ranging participants who go from wearing panties under their male clothes, all the way to those who fully dress as transfeminine women in their spare time. At the least, there is more risk to the cross dresser who is fully dressing in feminine fashion and makeup than the person who simply needs to pull his pants up to cover his panties. At some point too, one must consider if wearing women’s clothes is simply a fetish or is there more to it. Which carries even further into the world of sissies and such which involves men who fantasize about forced femininization.

In my case, even though I deeply felt the pleasure of hose on my shaved legs, or other beginning thrills such as looking at myself in the mirror, deep down I knew there was so much more to what I was doing about my developing gender issues. I knew too, if I was ever caught with my clothes and makeup on, there would be no rewards, just risks, so I needed to be very careful. All the way to the point of never wearing panties under my male pants at school and on rare occasions dreaming about a woman forcing me to cross dress at all. Ironically, I talked a woman into dressing me head to toe as a woman only one time and I ended up thinking I could have done it better myself. The risk of telling her did not equal any reward at all.

The risks and rewards proportionally grew greater together as I grew older and my male life began to grow. Many times, without my feminine one who was still stuck in her mirror. It was in the Army of all places, when I first came out to a small group of friends that I was a transvestite and much more than the fully cross-dressed woman they were able to see at a Halloween party. Naturally, it was a huge risk to take because the Army could have taken measures to discharge me. The reward did come when I was able to finally feel the relief of telling someone else my deepest secret and no one cared.

The further reward of coming out of gender shell was the fact my first wife was in the group of friends I came out to. Our marriage then led to the greatest reward of my life…the birth of my daughter who supports me to this day.

As my male world kept expanding and threatened to take over my transfeminine experience, I was going through a wonderful period of great discoveries in my life. Those were the days when I first discovered the transgender term and what it meant to me. For the first time in my life, I found a community which I belonged in. I was too much woman for the average low risk cross dresser and too little for the risk it all world of the transsexuals who were headed for gender realignment surgery.

I was so comfortable in my new place in the world, I was prepared to take bigger and bigger risks. Much to the chagrin of my second wife who had no problem with my cross dressing but was totally against any thoughts of starting gender affirming hormones and living increasingly as a woman. Every time I went out to explore the new feminine world I was creating, I was risking my twenty-five-year marriage. Because I chose to lie to myself for many years of denying who I really was, I ended up making us both miserable.

My excuse was I knew I would be losing a great marriage, a substantial job and many hard-earned male privileges if I threw all my cards into the middle of the table and came out into the world as the person I was always meant to be. Finally, the choice ceased to be mine as I embraced my new feminine self. My wife had passed away, I reached the point where I could retire from my job, and I was eager to check out the world of female privilege. It was all a huge risk, but I had to take it as I was nearing the age of sixty and I figured I was near a now or never moment in my life.

I had never been a gambler of any sort, but I wished I had the courage to make the move I made earlier. One thing is for certain; you can never rewind your life to make up for past mistakes. You just have to do the best that you can of your past to plan ahead for the future risks you will have to take.

 

 

Hormones in my Life

 

Image from Mitch
on UnSplash.

This morning, as I changed out my Estradiol hormonal patches, I briefly paused to consider the magical changes HRT has meant for me.

My thoughts were formed yesterday when I wrote a short chapter in my book I was writing on my life that my daughter bought for me. As I remember, the question of the week for me was how I responded to changes to my body over my life. I started by writing about how bad I felt when my body began to form angles when I went through male puberty. It was long ago, but I still remember my disappointment. This was way before the time of puberty blockers for young transgender boys and girls. Not that my parents would have approved of blockers for me anyhow.

I followed up my ideas on male puberty with what had happened to me since I was fortunate enough to be approved for gender affirming hormones and I could experience a second puberty in my life, this time, one I wanted. Even though I was attempting to overcome all the damage testosterone did to my body, I could not fix most of it. I was stuck with broad shoulders and a big male torso which served me well to keep bullies away but did little to help me to present well as a transgender woman.

On the positive side, the new HRT meds were able to soften the harsh angles of my face and soften my skin, so I could use less makeup. I also found I had no male pattern baldness, so my hair grew so well one of the first things my daughter did was treat me to a hair styling and color at her upscale women’s beauty salon. Another case of being totally out of my old male environment and loving it. After my fear went away. At that point, I was loving my new life.

My new life as a transfeminine woman took on a new meaning as I adjusted to my new body. Gone were the old days of blustering my way through life with my male body. In were the days of being more in tune what was my body telling me from newly sensitive breasts to a developing transgender woman’s’ intuition, I was really changing. By intuition, I mean I needed to develop a sense of anyone who was going to potentially threaten me with any harm. Much of the new development was not much of a problem because I was going through so many other internal changes anyhow. The easiest way to explain it is, my world went from the harsh realities of being male, all the way to the softening universe of being a woman.

Also gone were the days of me attempting to macho my way through any situation. From being able to admit when I was cold, all the way to planning ahead to any potentially dangerous situations, it all presented me with a new world to consider. All because of two little Estradiol patches I applied twice a week. It was magic to me how well and how fast they worked. It was as if my body was waiting for the HRT meds my entire life.

It is not often that I have the opportunity to slow down my everyday life and consider the benefits of being approved for gender affirming hormones. I needed to go to a physician back in those days which were relatively difficult to find. On one hand I had seen the health problems other transgender women had gone through when they went the route of unsupervised hormones. Since I was near the age of sixty at the time, I did not want to risk any health issues and fortunately, there weren’t any. Even though I do not remember the exact year I started HRT, I remember I took my first dosage which were pills with my future wife Liz on New Year's Eve. From there, I progressed to higher dosages and eventually to the patches I am on today.

Which brings me full circle to the meaning of this post. With or without the hormonal medication I am on, I would still identify as transgender. HRT just helped my external presentation in the public’s eye. And, if you are considering hormones, you don’t need them to be you either. If you do, make sure you seek out a doctor to help you to know all is well before you make the jump.

For me, the HRT process was the final point of knowing I was doing the right thing by jumping off the gender cliff I was on. It sure made the landing softer.  

Female Privilege?

 

Is there such a thing as feminine privilege? Even though it is much different than male privilege, I think there is.

At first, the only privilege I could see in response to putting in all the work I was doing to present myself as an authentic woman was men would open doors for me. Ironically, opening doors for me was just a prelude to taking away my intelligence if they took the time to talk to me at all. Sort of like the tow truck driver one night who needed to explain the basics to me of how his wrecker worked before I gave in and just played the part of a dumb blond which matched the color of my wig, I was wearing that night when my car broke down.

What I was going through was losing my male privileges. The main one I always warn novice cross dressers or transgender women about is the male personal security privilege. Beware of going about your business as you had as a man when you jump the gender border because it could get you hurt. There is a reason women don’t go out alone into dark unsafe areas and you need to learn it too. You can get hurt, or worse if you have no one to protect you as a transfeminine person.

It took me awhile to realize there were many feminine privileges except for clothes and makeup. Like so many other things I was experiencing, I discovered the whole process was layered into the world of women as a whole. Much feminine privilege I found came from the separate world women create away from men. For example, to be allowed to play in the girl’s sandbox by cisgender women became much easier when and if I was accepted by an alpha female who acted as a gatekeeper. Much like when I was accepted in a venue I chose by a lead server or bartender. It was an easy way to earn the right to use the women’s room. All I needed to do was mind my own business and tip well and the alpha would do the rest.

At no point did I ever take the privileges or freedoms I had earned for granted. Because when I did, I would risk sliding back into the old male world I had come to dislike so much. There were many times when I sat alone and weighed the benefits of my new life to see if all the gender turmoil was worth it. On one hand, I was learning what my second wife told me I would have to learn about being a transgender woman, and on the other, I was scared to keep going towards a very steep gender cliff.

I suppose the biggest move I made towards learning what female privilege was all about was when I started gender affirming hormones or HRT.  As my body took to the new hormones as something it should have always had, as much as I appreciated the external changes, I appreciated the internal changes even more. My world rapidly seemed to soften as my emotional level increased for the first time in my life. I understood for the first time what women had gone through all those years in their lives. It was a privilege to try to erase as much as I could the effects of testosterone poisoning, which I had gone through so many years ago. As well as having the opportunity to go through my own version of female puberty while I still could.

The end result of my gender exploration was that each of the binary genders has their own privileges. It just is as if a man’s benefits are more pronounced, which is like a man’s life in general. As the man, I was for all those years, I was used to blustering and forcing my way through many situations I found myself in. Plus, I had very few real friends as a man which I could rely on to help when and if I found myself in a bind. Of course, women turned out to be different as I could rely on my cisgender women friends to help me in times of need. Which turned out to be mainly emotional, more than anything else.

After seeing both sides of the gender border, and having the chance to cross it, I made the right choice for me when I chose to seek out the real meaning of feminine privilege. Women certainly do not have it any easier, but I would take what I learned and feel secure in my choice to live in society as a transgender woman.

Is Purging Just a part of a Trans Journey we Need to Go Through?

 

Image from Shayan Rostami
on UnSplash. 

I received several wonderful comments to my “Purging” post yesterday including people such as Jeanie who has had gender issues for years such as me.

Here is the comment and we will go from there: “I just purged last Thursday. I wanted to see if there was a strong enough "desire to reacquire". I'd go months with the stash behind insulation in the basement under a bay window without dressing. It might be I was too chickenshit”.

Thanks for the comment! And it got me to thinking about all the ways we cross dressers or novice transgender women went to hide our small collection of feminine wardrobe and makeup from our family. As a kid, I even went as far as hiding my stash in plastic garbage bags in a hollowed-out tree in a neighboring woods. Where I hoped no one would ever discover it. In addition, I had two other small hiding places in the house I could go to if I was suddenly free to cross-dress in front of the mirror. The entire process added to hiding my gender issues in plain sight. Almost, as all along, I was desperately trying to escape being caught and being sent on an unpleasant trip to a psychiatrist who would have most assuredly pronounced me mentally ill. Which was the norm for mental health professionals back in those days.

Since I never completely purged my feminine stash ever, maybe I was too chickenshit to do it (as Jeanie said). Or, as I struggled throughout my life with gender issues, my own “desire to reacquire” would return to rule my life. As it turned out, I was never strong enough to purge totally. Which looking back should have given me a clue to who I really was, a woman cross dressing as a man. Deep down, I knew, every feminine item I had worked so hard to acquire could not so easily be thrown in the trash. It would ultimately come down to me wondering how much different I would look in the mirror if I had not thrown out my previous stash.

At first, it all got worse before it got better when I entered my strong going out in the world as a novice transgender woman with my second wife. Fortunately, when I was restoring the old house, we lived in, I was able to build in a closet we rarely used. So, I found a place to hide the many thrifts store finds I had made and purchased. Also, by this time I was in a place where I did not care what my gender foes thought. I was building my future public persona, so I needed to look my best. Essentially, I entered the “don’t ask, don’t tell” phase of our relationship when my wife never said a word about my increasingly large wardrobe. She knew, I knew I was never going to purge again. Which turned out to be not true.

Just before she passed away, I decided to throw away “most” of my wardrobe and makeup and even went to the extent of growing a beard. Which I considered the ultimate purge. Even as I did it, something told me to keep my favorite outfit, wig and shoes because I never could be sure when I would need my old friends again. Tragically, six months later I did when my wife passed away and I turned inwardly to my feminine soul for comfort. When I did, I was able to shave my beard and hit the ground running towards a new life. Or, should I say, heels on the ground.

One way or another, I was happy I was not strong enough to totally attempt to purge away my feminine life. It was time to open a new chapter, even if I was sixty, as a transfeminine person. It seems many of us, with gender issues are doomed to a life of denial. We try to sooth our transgender or cross dresser sides by trips to our mirrors until we are caught, or in a relationship which even makes it worse. We begin to feel guilty about many things such as forsaking our ingrained male habits, all the way to feeling selfish for wanting to do something as radical as changing our genders for ourselves.

A lifetime of purging falls right in line with all the other pitfalls we encounter on our gender journeys. We must be strong enough men to make it to transgender womanhood and purging is just another experience we have to go through.

As always, thanks for reading along with my writings and experiences! Your comments mean a lot to me also. They help me to know if I am headed in the right direction. Please keep them coming!

 

 

Kicking and Screaming.

 

My trans friend Racquel
with her fur-baby.

Sometimes I am asked why I waited so long to finally make the serious transition into a transfeminine world at the age of sixty.

The partial answer is I did not want to face up to my truth of who I really was. Instead, I internalized my gender desires as long as I could. Another reason was, I had a powerful male self who did not want to give up all the white male privileges he had fought to gain. Every bit of ground he lost to his transgender sister was hard earned. Plus, he had a powerful ally with him in my second wife who wanted no part of me to progress any further than the cross-dressing stage I was in when I met her.

My excuse is for not transitioning sooner goes past just ignoring the obvious. I just did not factor in the other major changes I would have to go through just to see if my dream of living as a trans woman was even feasible. Maybe I could never make it at all was a fatal flaw in my thinking because I needed the inner confidence to live. At that point, I opened my gender closet door and began to look around and my male self was dragged kicking and screaming into the world. Early on he was being laughed at in drag when he went out which hurt his male ego. Until he summoned up enough skill to stop the abuse.

All of this led up to finally realizing (for whatever reason) I was more than a cross-dresser. I was a transgender woman. It all led up to the scary, magical night when I decided to change my mind set when I went out for a drink in a venue, I had frequented many times as my male self and had always wondered what it would feel like to do it as a woman. As I said, I was scared to death, and sat in my car for what seemed like forever adjusting and readjusting my hair and makeup before I went in. I knew from previous visits, when the nearby mall closed, the bar would fill up with single professional women who just socialized with each other. As I steadied myself to go in, my male side was still screaming no as my feminine side was excited to finally get a chance to live. That night, for the first time, she had won the battle because I had a great time and even stayed for an extra drink just because I could.

Little did my feminine side know, winning one big gender battle would only make the war seem further away. Following the evening out, she wanted more which caused severe problems with my marriage and life. Deep down, I wanted to experience the thrill of feeling natural in my skin for the first time, and when I could not do it, I became depressed and downright mean to the world around me. Internalizing my gender issues became less and less of a way to run my life. As a result, I started to sneak out from the house any spare moment I had to attempt to reinvent myself as a transgender woman.

I learned I could and began to slowly carve out a new life for myself with people who knew nothing of my past male self who was still strongly resisting every move I was trying to make out of my closet. Sure, I had my ups and downs with what I was doing but my overall trajectory was up, and I was proud of myself. I had come so far from the early days I had admiring myself in the mirror. Even the kicking and screaming from my male self was beginning to fade. But I found not to be too confident because I still had a long way to go on my gender journey to be a full-time transgender woman. Since my trans woman friend Racquel always told me, I passed out of sheer will power, I always had to work harder to make it in the world. I would forever have a testosterone poisoned body my male self-had left me to work around since I did not have the finances or will power for expensive facial femininization surgeries like Racquel did.

So, I did the best I could and managed to build a small tight knit group of women friends who accepted me while at the same time instructed me on the finesse points of being a woman. All of it brought the final curtain down on the kicking and screaming of my male self. I just wish he had not been such a formidable opponent. On the other hand, his interaction kept the bullies away from me for the most part and allowed me to get through the military in one piece, so all was not bad.

The end result was, he never felt as if he was the most natural person for me to be. That distinction always went to my feminine side who never gave up winning my own gender war. She ended up just ignoring all the kicking and screaming until it finally went away and the lack of extra noise in my life was a welcome change.