Friends

Friends! Nikki in middle and 
Kim on right...

 Despite of all of my early successes (along with failures), when I was experimenting so alone with being a cross dresser, the fact remains the friends I made later in life proved to be the most valuable experience of my life. 

Even though I had arrived on many public stages on my gender journey, it seemed there was always another major step to take. After all, I had gone through the difficult steps of sneaking out the door of my gender closet and into the world but the process just taught me I still had so far to go. I somehow needed to find away to develop as a full fledged transgender woman. To do it, I needed to take the plunge and seek out public acceptance. 

I began similar to so many back in those days. I explored several on-line dating sites which were still relatively new. Predictably, I was a dismal failure on the sites. To try to do better, I would change how I approached the dating world. On a few places I would advertise as a woman seeking woman (then tell them in my profile I was transgender) while on others I would post a woman seeking men profile. Over all I failed miserably with just a few responses who actually showed up at venues of my choice to meet. Most of them just stood me up and didn't show at all. One less than memorable night, I even had a guy show up and want to wear my panties. 

Amazingly, I did strike success when over twelve years ago now my wife Liz answered my woman seeking woman ad on a dating site. Following writing back and forth on line nightly I finally gathered up the courage to talk to her in person. The problem was, I was afraid of how my voice would sound over the phone. Through it all and eleven years later we were married. I guess you can say I believe in long courtships before I got into my third marriage. Mainly, it was my daughter's doing because one day she suggested why don't you two just get married and we did. For you new regulars to the blog, I should mention Liz is a cis-woman (born female) and identifies as a lesbian. Our first date was a drag show and the rest is history,

I would also be remiss if I didn't mention several other cis-women who accepted me into their world and taught me so much. Through my entire life, I thought a woman's acceptance of me would basically just include helping me with my appearance. The idea was blown away when my first fiancé helped me to cross dress one day. I was not impressed with her efforts which came back to haunt me later when she tried to "out" me to the world. Lesson learned and I took responsibility for my own feminine appearance. What I didn't learn until much later were all the other factors which went into being a successful transgender woman. Ironically, my second wife told me I had no idea of the feelings I would have to develop to learn what she was talking about.

Phase two of my attempt to pursue my own coming out just occurred when I began to visit my favorite sports bars as my new authentic self. In a relatively short period of time, I was able to meet two other women whom I was able to bond with and we had a great time. It was with them I learned more of the essence my second wife was trying to tell me about. I learned I didn't really need a man to be validated as a transgender woman and went on to build my new life from there. I owe them all so much and will forever be indebted to them.

Through my life, I have always had a difficult time finding who I considered real friends. Friends are a learning process to me and I did learn so much.   

Increased Anxieties

Image from Sydney Sims
on UnSplash

When I reached the point where I considered coming out of my gender shell and pursuing a life as a transgender woman, my anxieties went up considerably. 

Possibly, the main issue was just surviving in a new world. Everything was different than I supposed it would be when I experimented as a cross dresser or transvestite. The main difference was I was attempted to insert myself into a new world without the benefit of my old male privilege's I had worked so hard to acquire. When my status was in doubt, I couldn't just bluster my way through and had to finesse it. Especially when I found myself in conversations with other men. When my car broke down one day, I found out the hard way how dramatic the gender change could be when the sheriff who responded along with the tow truck driver refused to listen to me regarding how the best way it would be to get the car back to my house. I finally had to just shut up and play the dumb blond. Even to the point of asking ridiculous questions about how the wrecker worked to the driver when we were heading back. 

Looking back, perhaps the only thing which was really hurt was my male ego who all of a sudden was shut out of my life. 

Through it all, my anxiety continued to build along with the pressure. As it increased for me to be successful on the stops I made on my new gender journey. By stops, I mean  the times I tried to slow down my male to female gender transition to reflect on all that I had learned. It was difficult because I was so eager to attain the next step I was seeking. I shouldn't have worried because huge changes were looming ahead which would make me terrified to go forward yet so excited not to. As the cis woman (born female) friends I began to know, told me so knowingly, welcome to their world.  Any time for reflection I had earned had to be learned on the fly.

As I added layer upon layer of experiences when I went public, adding communication was the one I write about the most. Learning how women uniquely communicate among  themselves was a challenge. I discovered women use a whole different form of talking when men are around or not around. Also, non verbal cues became more important to me as I found myself without the old male privilege of safety. As a man, I could take my personal safety for granted, as a woman the opposite was true. In fact, on several occasions pure eye contact with other women kept me out of possible trouble with men. It certainly took me awhile to learn the new nuances of communicating in the world as a transgender woman. 

The other issue which caused me extreme anxiety was the decision to begin HRT or hormone replacement therapy. I knew before I even considered starting the medications, I would need approval from a doctor which wasn't a given due to my age since I was in my sixties at the time. Plus, if that wasn't bad enough, I knew the changes I would go through would make it impossible to ever go back in my world to my my old male self. Since I was already diagnosed with high anxiety and was on bi-polar meds, this did not make my life any easier at the beginning.

Once I started the hormones though, I knew I had done the right thing. I calmed right down, developed in all the right places and went all out to establish a new life. In addition, as I started to feel at home adjusting to female privilege's, I earned my right to play in what I called the girl's sandbox.  

These days of course I still have anxieties and worry too much but I can say none of my problems come from my solved gender issues. A welcome relief.

The Trans Process

Image from the 
Jessie Hart
Archives

Even though I write often concerning wanting to be a girl over the hated boy I had no choice over, the process just wasn't that clear cut.

I mean I didn't wake up one morning thinking Hey! I want to be a girl instead of the boy I was made to be. It was a process. The whole deal was beginning a sixty year (plus) gender journey. The path began innocently I thought,  with explorations through my mom's clothes and makeup to see what I could fit into and how I could look. At many points on the path I needed to process which stop signs I would obey and which forks in the path I should follow. It is important to note, not all paths were successful and I needed to backtrack many times. In fact, some of the stop signs I ran resulted in dismal failures and I needed to gather myself, get back to my cross dressing drawing board and get back in the game.

Often I wonder why I tried so hard to trust the process and try even harder on key issues I was facing such as my presentation. The answer is actually fairly simple. When I pursued and trusted the transgender process at every turn, the more natural I felt. I somehow knew deep down I was on the right path even though I had made some mistakes when I followed it. 

One of the important points to note is, no one sees the trans process, they just see the end result. You will get no passion points from most people who were not present when you were struggling as a novice cross dresser with your appearance or how you walk or talk. They weren't there to see the tears you shed when you failed or to be much of a peer influencer when you failed in your mind. Fortunately, the world has changed slightly in our favor with plenty of makeup tutorials and even entire chains of makeup stores to help us all survive in the world. But even still, all they see is you. No matter if the final product is the final product at all.

The disconcerting fact concerning the trans process is, it never seems to give up. Even in the final stages of our lives we face severe challenges to simply living as our authentic selves. Examples include being forced into a non forgiving assisted care living facility. As we know, it only takes one uncaring care giver to make a life miserable for an LGBT person. This extends all the way until death when gender bigoted family members refuse to honor our final gender wishes.

I suppose the most positive way to look at a lifetime of following the trans process is...at least it was never boring. All the times I was excited, yet petrified to follow my path will go down as some of the best and worst times of my life. 

Even though I have often questioned why I was somehow chosen to live as a transgender woman. Deep down I knew I had no choice.

Moving too Fast

 

Image from UnSplash

There were times during my transition when time moved so slow but then again other times went all too fast.

Most of the slow times involved the periods when I had to wait to cross dress again and again seeking precious small amounts of gender euphoria. I needed them to hold me over until the next time I could stare into the mirror and visualize my feminine self looking back. Improvements at the time were painfully slow. It seemed they only happened to just barely keeping me afloat in life. It turned out to be a decades long project to resurrect my true self which went into forced hiding many years before when I was a misunderstood youth. I was forced by society into being a boy when all I really wanted was to be a girl.

Sometimes I think I was fortunate to have survived the slow times in my life when I was so frustrated with my very limited chance to express myself. The very few chances I had were often dismal failures such as when I talked my fiancé into dressing me head to toe as a cross dressed woman. First of all, I didn't think she did that good of a job and the whole experience came back to haunt me when I entered the military. To satisfy her paranoia about me serving, she told me to tell the draft board I was gay. Nothing wrong with being gay but I wasn't and I was not ready to out myself to the world. So out she went. I was prepared to face a long slow three years in the military (Army) by myself. 

It turned out, the three years I served did go by very fast. I was able to experience different cultures when I was stationed in Thailand and Germany. I was even able to come out of my gender closet very briefly to let a few close friends into who I really was. Ultimately I owe the three years to allowing me to meet my first wife who is the mother of my daughter who accepts me totally and giving me the chance to utilize much needed Veterans Administration health care when my business failed and I needed it most. 

The period of time when I signed up with the VA which entitled me to low cost bi-polar medications  and ultimately my hormone replacement therapy was a blur. Not only was I going through a very dark period of my life when I was losing nearly everything, I was exploring an exciting but terrifying time of life when I seriously began to live finally as my transgender self. Initially I set out to live a isolated self as a novice trans person, it proved impossible. I had always been a social person when I left high school and I found I still craved human interaction. My interactions started innocently enough when I began to be recognized as a regular at several of the venues. From there destiny did the rest. One of the bartenders who always saw me by myself set me up with her Mom who I still know today. Another social contact happened one night when another woman sent me a note down the bar. 

At this time, my life began to speed up, I was learning more and more about what my new life could be like. The women I was with showed me so much and I always say , I owe them so much. Without their input, I would have taken literally years longer to achieve my goals of living as a transgender woman. There were times I thought I was moving too fast but eventually determined the feeling was just because my old male self was being threatened with losing everything he had worked so long to accomplish. 

Very quickly I did catch up and look back at that time of my life as one big blur but the outcome was wonderful. 

On another sidelight...it's nine eleven. Never forget!!!!!

Insistence

 

Image from the Jessie
Hart Archives

I found out long ago, living my desired lifestyle as my authentic feminine self would involve tons of insistence. 

First of all, I needed to insist I needed all the practice I could come by in front of the mirror as I attempted to perfect any sort of a new gender appearance. It meant sneaking around the prying eyes of an inquisitive younger brother as well as hiding from my parents who I knew would never understand. Slowly but surely my insistence paid off and I improved my appearance. Little did I know, it was only the beginning of an extremely long life time journey.

Through it all, I needed to insist on continuing my journey no matter how difficult the process was. If I was ever discovered, the push back would have the potential to be tremendous. I could lose my friends, family and job, almost immediately. As the pressure mounted, I still needed to move forward down my path to move from a part time transvestite or cross dresser all the way to living fulltime as a fulltime transgender woman. 

Insistence was also the key during my early days of exploring the world as my true self. I needed to face all the stares (and even laughs) I was getting from the public. I ended up learning the hard way how the mirror could and was lying to me. I needed to repeatedly go back to my wardrobe and makeup drawing board until I achieved more of a success. 

Then, I learned the hard way, how my successes would lead to needing more insistence for success on my part. I was petrified the first several times I was forced into one on one conversations with other women. How was my voice going to sound and what would I say were my primary worries. At the beginning, I resorted to trying to attempting to mimic the pitch of the woman I was talking to and as far as what I would say, I would simply just respond to whatever questions were asked of me. I don't know how well it worked but it was all I had. Finally I was forced to improve and began to develop who I would be as a transgender woman as I began to interact with the world.

Even still, whatever was going on, I needed to insist with some people I was feminine, not masculine. To this day, I have to correct the pronoun usage used with me by strangers. I am fortunate because I have two powerful gender allies with my wife Liz and my daughter Andrea (who also has a transgender child). Often either of them will lead the conversation for me calling me "she".  That way strangers who may question my gender have an idea of who I am. 

What makes everything so difficult these days are the continuing attacks on the LGBTQ and primarily transgender community by a certain political party not called Democratic. In fact, the party has outlined a platform for 2025 which would be the beginning of the end for trans women and men everywhere in this country. A prime reason all of us have to unite against the gender bigots now and in the future.

One of the positives is our tribe has been trained to be insistent and will survive in the future.

Being Better

Photo from the 
Jessie Hart
Collection

Always attempting to be better than the next person was always part of my life. 

Nothing I did was ever good enough for my parents. If I received "B's" in a school course, my grade should have been an "A". If I made sports team, why wasn't I a starting player? These were just a few examples of how life went. I can't ever remember hearing an encouraging comment like way to go from my parents. Similar to so many other aspects in life, I figured it was normal and went on. Little did I know how being better would come back to haunt me later in life.

As I doubled down on my cross dressing efforts again I found nothing I did was good enough. The main problem I had was I was always playing catch up to the other women. They all benefitted from growing up around a peer group which judged them with basics such as makeup and wardrobe. Of course I needed to learn all of it on my own. 

Perhaps one of the most frustrating aspects of the entire transgender process was not only did I need to learn the appearance process on the fly (with no help), when I ended up going out in public, in order to survive I had to be better than the women around me. Perhaps one of the bigger compliments I ever received from my second wife came when she actually asked me to help her with her makeup one night when we were going out. Although she never said it, I knew I had somehow arrived in her eyes as a person who knew her way around makeup. 

It turned out, I was only scratching the surface. Before I utilized the benefits of hormone replacement therapy to grow my own hips and breasts, I resorted to silicone breasts and foam hips to give me a more feminine form. I simply wanted to be the attractive blond woman in the bars I frequented. It worked as I was noticed in a few of the lesbian bars I went to, as I was approached my other women much more masculine than I was. My confidence soared and I felt as if I was finally making in roads into looking better than the next woman. Even though I was transgender. Then it occurred to me I had to be better to just survive as trans. 

Through it all, my natural upbringing kicked in and I thought being better was just part of the game. After all, any cis woman could throw on any old shirt and jeans and go out and no one would question her gender. If I did the same, I would be busted or clocked instantly for being a man in a dress. As unfair as it was, I understood because I had been living with the rules my entire life. In other words, I was up to working harder to achieve my goal of living fulltime as a transgender woman. Which was becoming harder and harder with each step forward I took. I always understood women led a vastly different gender life as men but I didn't understand how much until I set out to prove I could do it every day.

I was primarily blindsided by the communication aspect of feminine interactive conversation. I needed to learn the basics of reading  someone's emotions through their eyes and not their words. Plus, let's not forget the power of a woman's passive aggressive nature. Too many times I remembered trusting another woman only to be stabbed (or clawed) in the back. The whole process taught me  quickly I needed to get better. A feminine public presentation was one thing but being allowed to play in the girls sandbox was another. 

In remembering my post from yesterday, I still need to remind myself of who and where I am as a trans woman. Just a small thing as a smile turned out to be a huge deal. But I was used to knowing I needed to be better. Picked myself up and went from there.

Just Smile!

Image from Vicki
Hladynets on UnSplash

 Even though one of the first things I learned when I began to experience the public first hand as my feminine self was everyone was looking at me, sometimes I still forget the consequences. 

This morning I was reminded.

It happened when I went with my wife Liz to one of her doctor's appointments. While I waited, I was facing the receptionist and was oblivious to what was going on until I looked up and she was looking at me. The mistake I then made was instead of immediately smiling my hello at her, she smiled at me first. The whole process took me back to an incident I had years ago with a young girl when I was shopping in one of my favorite clothing stores. The girl ran around a rack of clothes and all of a sudden we were face to face with each other. I must have scared her because the next thing that I heard was Mom, look at the BIG woman. I thought well at the least she didn't mis-gender me, until she said the BIG MEAN woman. I then realized I needed to make a major change in my feminine presentation.

The change I needed to make was how I used my facial expressions. Here I was putting all the effort into my makeup and wardrobe, then I ruined it all by keeping that old male scowl on my face. Especially with other women, I was immediately outing myself as a cross dresser or transvestite. I certainly needed to change the way I was presenting myself to the world. Especially since I was discovering more and more I needed to deal with both genders differently. Specifically in the women's restroom I learned if I led with a small smile in my presentation, it was exactly how the other women did it. Also, it was all right to lead with a smile because I wasn't dealing with the old confrontational world I had to live as a male. I resolved to make my smile a go to effort with other women I encountered and it worked. Even though they may have considered I was transgender, if I smiled first, they didn't consider me a threat. 

Perhaps this morning, my excuse was I hadn't had any coffee yet so it was early and I was grumpy. It doesn't matter. I should have never forgotten one of my basic rules of presenting in public. As a woman (transgender or not), we are always on stage and need to remember it. Men bluster their way through life while women finesse it.  Just another example of how the rules change when you cross the gender border. 

Sadly, no matter how hard I try, sometimes I have a tendency to slip back in to old ingrained male habits without even thinking. Back in the old days, I could simply stop people from interacting with me with a look. The difference now is I want to invite them in as a woman but only if they are another woman. I didn't this morning and I feel bad.

The positive is I realized it and smiled back hoping to manage any damage, Plus, I will have a chance to see her again during the next appointment. Certainly. I will be sure I make the first move and smile with a hello.

It's All a Dream

 

Transvestia Cover from
the year I graduated 
High School

When I began my gender journey years ago, little did I know many of my dreams would become a reality. 

In the midst of being so young, all things were possible but at the same time impossible. Here I was so all alone in my very dark, isolated closet thinking I was the only one in the world who wanted desperately to be a girl. I would be years away from my first "Transvestia" Magazine where I learned there were actually many others like me called transvestites. Plus, from that point forward, I had other cross dressers to compare myself to. After all, there were so many others who looked wonderful and I could only dream of looking like.

Then, "Transvestia" opened the door to more one on one interaction with other transvestites by publicizing social mixers I could actually attend because some were close enough geographically to be there. I did go and was exposed to a whole new world I never knew existed. There were cross dressers trying to hide their feminine side with cigars and cowboy hats (way before the Urban Cowboy movie) all the way to the impossibly beautiful transsexuals' who I couldn't believe were ever male at all. Through it all, I still had the impression I did not totally belong in either group. I could dream of looking as good as the second group I mentioned, but getting there was going to take me quite a lot of work. 

Ironically, the mixers led me to networking myself to smaller groups of like minded individuals in Columbus, Ohio which was a much shorter drive to where I lived but far enough away I would not be recognized as a version of my male self. Back in those days, he was standing directly in the way of all my feminine dreams and making any progress difficult to maintain. In many ways, he and my second wife were allies against my authentic self who so much enjoyed the new interaction she was having at the small parties she was attending in Columbus. Those attending again included anyone from cross dressers admirers to lesbians to transsexuals headed for genital realignment surgery. I was able to learn from them all and wonder what future path my life could take. Following the parties, I would spend days daydreaming of the next one and would I be able to get time off of work to actually go. With or without my wife who was normally the only spouse who attended the small mixer. I could sense the whole evening was not enjoyable for her.

As much as my gender daydreaming threatened to disrupt my everyday life during the days following the party, I still found time to do my job well. As well as dream of my next move. Which was could I ever think or dream of considering a life as a full time transgender woman. The term was just being coined at the time and to me it meant a new freedom from the old belief transsexual's needed to complete their gender surgery, sever all ties, then move away and just disappear. Perhaps there was hope for me yet.

Through the small sliver of hope I maintained over the years, it was true I could have the life I had always dreamed of. I was able to carve out a life in what I considered to be a feminine dominated world. Gone were the days of trying to please my old male self with how I dressed and in came the days of dressing to blend with the majority of the women I encountered in the world.  It all led to me considering and beginning hormone replacement therapy and really changing my life away from my old male self. Basically as far as I could without surgery. 

What I really learned through it all is if you can manage to live long enough, life is but a circle and some dreams can come true if you can stay the course. Which essentially what happened to me.

Fun and Games?

 

Image from Itai Aarons 
on UnSplash

Far too many instances these days I read about someone saying being transgender or having gender dysphoria is a choice.

For those of us who have (or continue to) suffer through our own gender issues, we have never had a choice. The problems with our gender meshing with our authentic selves is much more than just thinking we could put a dress on us and the world would be so much better. If only it could be so easy. Quite early in life I learned just looking myself in the mirror as a girl was a fleeting idea. Not only did I want to look like one of the girls I envied so much, I wanted to actually be one of them. Such a radical idea was to lead me into a lifetime quest to live as a transgender woman. A term which still would be years away from being invented as I looked into the mirror. 

When I look back at the whole process, it was never fun and games because the pressure was on to conceal my cross dressing from my parents and only brother who was a couple years younger than I and very curious. Very few times I remember being able to actually relax and enjoy what I was trying to accomplish. Which brings up the question, why do it? The answer is simple, because I had no choice. Deep down, something kept me driving towards being feminine, at least in appearance, It would take me years longer to learn the finer points of moving around and succeeding in the world as a transgender woman. Most of the time, the process was very painful and very few times exhilarating. I was at once guarded and afraid and out and happy on others. The night I went out to see the Christmas light display at a nearby restored mill comes to mind. 

I wore my fuzziest, warmest sweater along with leggings and boots and out I went to test what it would exactly be like to see the lights as a woman. Along the way, I even became brave enough to stop and order a cup of warm hot chocolate to thaw out. The whole evening turned out to be very satisfying because everyone I encountered seemed to be nice to me but even still wasn't what I called fun and games.  Plus, the twinkling lights were brighter and certainly more fun to see. 

It is also not fun and games when you have to deal with the up's and down's of having gender dysphoria. Often the process was similar to taking a continual ride on your favorite roller coaster. You spend so much time effort and money to prepare your image as you climb to the  top of the coaster. Then you feel the exhilaration on the first steep downward slope only to hit the bottom and be depressed again. After all, gender dysphoria is a deep dark place place to be. Especially when you combine it with a bi-polar disorder like I did. Often my mood roller coaster spent way too much time at the bottom until I reached out for help.

Just once I wish someone who thinks being transgender is a choice would have to experience our existence. Why would a person give up the gender privilege's they worked so hard to accumulate during their lives? The partial answer is it takes a person who can grasp a complex situation to accept a trans woman or man. Often we are still trying to understand our selves.

One thing is for sure, the journey for us has never been easy, is not a choice and is never fun and games.