What Now? More Steps???

Image from Henri Pham
on UnSplash

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

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

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

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

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

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

Stuck on Me

 

Image from Monika Kozub'
on UnSplash

My second wife used to be fond of telling me, my gender issues were all about me.

Looking back, I think she was right. In so many ways I was single handily attempting to cross the gender frontier with no help from anyone else, including hers. Among many other things, she just did not care for my inner feminine self. She always called me the "pretty, pretty princess." Even though the comment always hurt my feelings, I knew I was too immersed in my appearance and then lacked the actual experiences in the life of a woman to prove her wrong. Plus, I was selfish in my pursuit of a better feminine cross dressed experience. Not to say very frustrated when I was only getting out into the world very infrequently to explore and learn to explore what she was talking about. Just going out on Halloween and very infrequent transvestite mixers was not enough to relieve my gender tension or dysphoria. 

Since she passed several years ago, I will never know for sure but I think she never did want me to survive as a transgender woman and return to my full-time male self. I know I came off as being selfish and I was. I couldn't wait for the next time I could cross dress as my authentic self who at the time was really learning how an intense a time it was going to be. It was an incredible time in my life of learning and I was extremely disappointed my wife could not or would not come along. On the other hand I understood when she told me she never signed up to live with another woman, which I could not disagree with. I was stuck between my transgender rock and the hard place many trans people find themselves in. Either discontinue my gender journey I was on to become a transgender woman or at the same time I give up on my twenty five year marriage.  To a woman I loved very much. 

Along the way, I learned I was so much more than the "pretty, pretty princess." I am sure if my wife had lived, sooner or later I would have had to follow my true gender path and we would have needed to separate. My fondest desire is we still could have remained friends and she would have liked the new feminine person I became. After I paid my dues.  As it was, when she passed so unexpectedly, she left me on my own. Which meant relying on the gender basics I had come to trust over the years. It was then, there was nothing holding me back to going forward towards a gender transition. Even as stubborn as my male self was, he finally gave up the effort to maintain his place in the world.

So once again I was stuck on me and this time, it was the true me. The me I always dreamed of becoming with the help of my wife Liz and other lesbian women friends I had made. When I gave of myself, they gave it back to me. So, in many ways, I was stuck on them. There was no more princess in my future. I had paid my dues and applied to play in the girls' sandbox. Even though there were plenty of times I had sand thrown at me or suffered claw marks, I survived and earned my right to be there. At my age (sixty-ish), I thought I was too old to start over again but found out I was not. 

Through the miracle of gender affirming hormones and life experiences, I was able to reboot my life and live a dream I never thought possible. I guess you could say I became stuck on life. The princess was gone and she was replaced by a secure public transgender woman. Buh-bye!

Gender Anxieties or Paradise

Image from Cacique 
Nacimento on'
UnSplash

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

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

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

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

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

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

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

Good Together

 

Image from Columbus, Ohio
from the Archives.

As I grew into expressing my authentic self, I felt the pressure of attempting to placate what was left of my male self while I was increasingly living as a transgender woman. 

Increasingly, I felt as if I was living with a stranger when I tried to express my male self. He was fading quickly into my past, much quicker than I thought possible. Who was this man who controlled my life for so long? It took me so long to have the courage to figure it out. As I always point out, the answer was an easy one. I never was a man cross dressing as a woman, I was a woman cross dressing as a man. Once I figured it out, my life became so much easier. 

Sadly, my male and female sides never were good together. My second wife was fond of teaming up with my male self against my femininized insecure self. When she needed help the most, it was extremely difficult to find. Fortunately, I was stubborn enough to mentally tell them to go to hell. Mainly, because I felt so natural when I was following my transgender instincts. 

Instincts led me to improving my natural presentation as a woman including fashion and make-up arts. Maybe as I improved, my wife and male self became more and more scared. Somehow they saw me glimpse my reality and they did not like the future they saw. Specifically, the very few nights, my wife actually went out to eat with my femininized self, she made it painfully obvious she did not like me. More than anything else, her attitude hurt my feelings since I had attempted to dress down to meet her standards of wearing jeans, boots and sweaters. My next step down for me was to wear no makeup at all which would have defeated the purpose of going at all. Essentially, I gave up on any idea of us co-existing as women of any type. We were never good together. 

All I really wanted was an even break, or so I thought. The more I ended up exploring the world as a novice transgender woman, the more I wanted to do. Eventually, I could take it no longer and took the only way out I had. I went the gender affirming hormone route and decided to pursue a life as a trans woman and the rest of the story is relatively easy. The more life I lived, the more I felt more relaxed and good together with myself. 

Life was good again as I had come full circle from the dark days of death and gender dysphoria. 

The Power of Hope as a Trans Girl

Image from Dayne Tompkin
on UnSplash.

Of all the emotions, perhaps hope is one of the most powerful.

Especially, these days when the world seems to be coming after the entire transgender community, hope seems to be a precious commodity. In my case, I learned slivers of hope came in the form of brief gender euphoria, when I glimpsed the girl looking back at me from the mirror. She gave me hope I could keep trying to live my dream. 

Then I was forced back into my mundane drab male life I never really wanted and my hope disappeared. Often for long periods of time before I could cross dress again. I was in despair until I could glimpse my feminine image again in the mirror. Perhaps the worst part was I did not know exactly what I was looking for. More preciously, I did not understand the predictability of my urge to be a girl my age. If I was able to document it at all, it seemed every week at least once I wanted to cross dress and be feminine. Why did the euphoria of dressing not last? It wasn't until much later I would realize my answer was I was more of a transgender woman than anything else. 

In the meantime, I was busy watching the teen aged girls I so wanted to be like. Without being creepy, I noticed how they moved and what they wore. When I did, it gave me hope I could someday live my dream of being a woman. Even though I was a student of the female gender, life kept me stuck where I didn't want to be. Later I began to understand no one gets out of life without trauma and mine was an extension of being transgender. Learning to live with my trauma and still hope for better kept me going along with small periods of gender euphoria.

Initially, I took the easy way out by taking trips to mall clothing stores where everyone could present as anybody as long as their money was green and by going to gay venues where it was easy to get in. Later I learned in the gay bars, anyone was admitted but very few transgender women were ever accepted. Which made sense, the men in the gay venue were there for other men, not one who was cross dressed as a woman. I found the best I could hope for was to be accepted as a drag queen which I wasn't. 

The whole process forced me further into the world and gave me new hope for the future. I expanded my horizons past the mirror and into the life I write about so often. Surprisingly, I felt a new life as a transgender woman was possible so I started gender affirming hormones to allow the process to be easier. New friends who never knew my old male self helped me along more than they ever knew and the nights when I went out to be alone suddenly became to socialize with the world. My hope to achieve my dream was alive and well. 

However I felt about my dream coming together, the more I knew I needed to work harder to make sure it happened. For example, I needed to change as many of my legal gender markers as possible back in those days in backwards Ohio. With the help of letters from my supportive therapist, most of the process was surprisingly easy. 

Overall, the power of hope in my transgender life has been a wonderful influence but not a super power which was easy to find or nourish. The whole process took me too many years to accomplish what I set out to do because I did not have the wherewithal or even the courage to do it. Eventually, I did learn it would take more than just hope to fulfill my life dreams, it took action. 

Transsexual Harassment

 

Pow Wow Image from the
Jessie Hart Archives. 

In a previous post I promised to write about the times I was sexually harassed as a transgender woman. 

The first time I experienced harassment came when I attended a nearby mixer/party with my second wife in Columbus, Ohio. The parties were relatively small but very diverse group. Anyone from cross dressers to transsexuals headed for gender surgery to male admirers attended. 

To begin with, my wife did not approve of the outfit I was wearing, saying it was way too short to start with. Of course I did not listen to her and went with the dress I wanted to wear anyway and yes it was very short on me. Even to the point of making it very uncomfortable to sit down even though I had freshly shaven legs and new panty hose.

Once we arrived at the party, I grew restless and needed to move around. Space was limited in the small house of the host so everyone was basically confined to the living room. There was also a hallway which led to a bedroom and bathroom. When I did get up, I didn't notice one of the male cross dresser admirers got up to follow me also. I was/am a big person and had never experienced any problems with my size before and was shocked when I saw how big the person who was suddenly stalking me was. Before I knew it, he had me cornered in the hallway and for the first time in my life I felt helpless. I didn't know what I was going to do until I looked up and saw my wife glaring at both of us. He saw her too and immediately backed off and the threat was over but not before my wife gave me the I told you so lecture concerning what I wore. Even though deep down I knew my wife was right, the deeper meaning of what happened to me never went away.

From that point onward, I knew how a woman could be overpowered and sexually assaulted by a man. I found out the difficult way, once I put on heels and hose and cross dressed as a woman, my male privileges changed forever. Gone was the idea I would not be stalked and attacked on a dark lonely city street or parking lot. Of course I needed to learn the safety lesson the hard way too. 

When I first came out of my gender closet, I frequented my share of three male gay venues clustered together on a city block in downtown Dayton, Ohio. Once I made into the venues themselves, I normally did not have any problems. It was when I was going back to my car one night, I ran into problems.  As I was walking down the sidewalk, I was approached by two men who ended up stopping me. I was lucky that night and was able to "buy" them off with the last five dollars I had. 

From that point forward, I told myself I would be safer where I went. I made sure I parked in lots which were safely lit and park as I could to where I was going. I even would ask friends to follow me to my car when I was out. I was lucky to escape any actual harm when I first ventured out of the closet as a transgender woman. I discovered negative harassment in no way validated me as a woman. All it did was put me in danger. In fact, it wasn't until I began to hang out and visit my lesbian friends did I learn I didn't need a man at all to validate my existence, transgender or not. 

Once I learned losing my personal safety as a former man was behind me, I could move forward and recognize what being an out and proud trans woman was all about. Transsexual harassment became an unwanted and unneeded determent to my life.   

Having Fun????

 

Image from Jarritos Mexican Soda 
on UnSplash

Depending upon which label you use, transgender or cross dresser, when you reached the heights of dressing yourself as a woman, did you ever feel as if you were having fun?

I guess before you can answer the question, you have to define what fun is to you. To start I went to a popular well known source for an answer and it said whatever provides amusement or enjoyment. At that point I began to think at what point did I achieve either amusement or enjoyment. Although I couldn't remember many times I was amused with my life as a serious cross dresser or novice transgender woman, there were plenty of times I enjoyed myself. Even though many moments of gender euphoria were rare. However rare, there were enough moments to encourage me to move forward in the world I wanted to create for myself. 

There were many times my old male self filled in the blank spots in my life as he always did. To him, he rarely enjoyed anything and was amused by less than that. I can blame my parents on how I was raised to feel nothing was ever good enough, I could always do better. There was never time allowed for fun or enjoyment when I was moving on to the next thing.  My male life carried over to my earliest cross dressing days when I always thought my next outfit or wig would allow me to present better the next time I went out into the public's eye as a feminine person. Even on the rare times I was successful in my transgender quest, I never allowed myself a moment of fun. 

During that period of my life, like most people, I thought I would never be old and wrinkled and my idea of having fun would change. Even though, unexpectedly, the introduction of estrogen based hormones into my system plus the blessing of good genetics, allowed me to continue the partying lifestyle much longer after I should, sooner more than later I needed to calm down. In order to save my body the best I could, I needed to cut back nearly entirely my alcohol consumption. On the other hand, as I reached my mid seventies in age, I needed to find activities to motivate my mind and body as I approached the end of my life. 

What I decided to do was continue to write the Cyrsti's Condo blog on two on line platforms now and on the other hand try to push my body to do more walking. Since my Dad began to give up on himself and retire to his easy chair later in life until dementia ultimately led to a very ugly death, I figured even though I couldn't enjoy the same aspects of life I didn't take the time to savor when I was younger, I try to set myself up for the future and enjoy what I have. Such as the rare accepting cohesive family I am so fortunate to have. I cherish the relationship I have had over the years with my wife Liz as well as my daughter Andrea. 

Even if I am not having fun as such, being able to lead a life as a fulltime transgender woman is special to me. I try to always remind myself how truly special it is to lead the life I do. 

It is always special to me that all of you take the time to stop and read my blog. It means so much to me and thank you.

  

Night Moves

 

Image From 
the Jessie Hart
Archives

With all respect and credit given to singer Bob Seger, one of the line in his "Night Moves" song particularly resonated with me. Seger sings about having a 1960 Chevy which I had one also. Plus, I even copied Seger's lead and made out with a girl in the back seat. 

Basically, the basis of the song has to do with his early learning relationships with girls. Other than the connection with the car, I immediately made another connection with me being a transgender woman. Since I had many years to live as a heterosexual man, I had big sexual questions to answer when it came to my future feminine life. 

At the time I was coming out, I had certain cis-women friends who automatically assumed I would move my sexuality with me into all of a sudden being attracted to men. I worried how my new sexuality would effect me because I knew gender was between the ears, or in the brain, and sex was between the legs. It turned the sexuality did not matter that much to me after all. 

In order to understand where my sexuality would ultimately end up I needed to work on my own night moves. Very quickly, I found out women would still be in my future. As it turned out, not only was I going out by myself as a woman in sports bar venues (which was hard enough), I was going out as a transgender woman. Which meant greater expectations of what my night moves could mean. Along the way, I attracted very few men but on the other hand, I was approached by more women than I had ever experienced in my life. Going out to be by myself was quickly proving to be more of a failed theory than a fact. The public, mostly women, wanted to interact with me.

Of course at that time, I wasn't looking for a sexual relationship of any sort, so I didn't have any night moves at all to work on. Other than attempting to appear as presentable as I could. If I was approached by the rare man, I considered myself validated as a full fledged transgender woman. All the way to the times to I actually had dates with men. Plus there was a guy, if I had the time and would have put in the effort I could have seen myself going farther with him. The fact still remained I had no experience with flirting with a guy and all the experience flirting with another woman. 

By pure chance, all the cis-women who I became close to turned out to identify as lesbian. I think it happened for a couple of key reasons. The first of which was curiosity. The women were all curious why I wanted in their world at all. The second is I was still a mixture of some sort of a hybrid gendered man. I was certainly more mellow than any man they ever met and never made any sexual advances to speak of. I worked hard to not be the guy I didn't ever like. 

Embarking on hormones very much did away with any sexual advances I could ever consider as a so-called normal man. My doctor who initially prescribed my HRT told me was I OK with losing any sexual contact I had previously enjoyed. It didn't bother me because when I had sex with a woman, I always imagined I was a woman too.

I guess you could say since I was too shy to start dating until later in high school, I didn't have much experience with many night moves at all. What I did have was with women and it turned out it was all I needed. 

First Impressions

 

Picnic Photo, Liz on Right

Following up on my Halloween post from yesterday, I began to think of all the first impressions I noticed when I first went out in public as my cross dressed feminine self.

My biggest takeaway from the experiences came when I was interacting with men I knew. Nearly immediately I felt a rejection as if I had been excluded from the male club. Later in life, I would figure out I was just experiencing a loss of my male privileges. The better I presented as a trans woman, the quicker my male life went away. When I did, I learned I needed to live my public life with a perceived loss of intelligence and personal security among other things. I just didn't realize in those early days of public interaction exactly what I was experiencing. 

Along the way I also learned how the power of first impressions changes between the binary genders. Men seemed to concentrate on sizing other men up as more or less another threat while women were more accepting. To this day, I need to adjust to smiling first when I meet another woman and not to walk around with what is left of my old male scowl on my face. The problem I have is pre-judging the reaction someone else is going to have to me. You would think by now I would not be so affected by my thoughts anymore but I am. Most likely my thoughts still come from when I first started meeting up with the public. Halloween or not.

First impressions also involve how much confidence you have in yourself. When you can summon the courage to know without a doubt you are in the right place at the right time leads others to believe you are too. In her own way, my wife Liz encourages me to step forward as a confident transgender woman when we are interacting with the public in places such as restaurants. Even so, confidence in public can be a very fragile thing as I found out very early. Even when I was going out under the cover of having a Halloween "costume." 

The more parties I went to, the better I became at refining my outfits. I wanted to try my best to be mistaken for a genetic or cis-woman and not myself. The good news was it actually worked on occasion and the bad news was I needed to wait another year before I could build on my experiences and discover if I could really be able to ever live out in the world as a trans woman. Spoiler alert, I could but the process was to be a very difficult one for me. 

The first problem I had was figuring out which wardrobe I could choose to hide my testosterone poisoned male body. I started the process by losing nearly fifty pounds and finished by undertaking HRT or hormone replacement therapy. When I did, more and more I was pushed out of my old male comfort zone and into a new and sometimes terrifying feminine world. I had to learn all over again the power of first impressions and how to deal with people. 

For the most part, my life experiences now have been positive ones. The problem people I run into often have a negative world of their own which has nothing at all to do with me. I am merely invading their space. 

It is the best I can do!  

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!!!!!

Gender Willpower

 

Image from the Jessie
Hart Collection

Over the years I made at least two major mis-conceptions and spent precious time attempting to over compensate. 

The first big one was I was a male to female cross dresser. When in reality, the opposite was true, I was a female to male cross dresser. I was forced into dressing like a guy to survive in a world I never really accepted. It took an enormous amount of willpower to maintain an image of being a well adjusted male in the world. Too much as a matter of fact. Every time I snuck around to build a  small collection of my own feminine wardrobe items and makeup, I would then build up the courage to "purge" (throw away) my stash and feel good for several days when I "manned up" and got the gender monkey off of my back. Sadly, most of you know what happened next. The gender pressure would build again and I would begin to rebuild my small wardrobe and makeup collection. If I didn't, I would become irritable and very nasty to live with as I attempted to make everyone around me as miserable as I was. 

The second major misconception I encountered was when I was much older and entered a phase called my "twin spirit" time. It was about this period of my life when I began to be exposed to a life source advanced by many of the ancient native tribes. Some of them believed and accepted multi gendered individuals. Some of them to the point of viewing them as special citizens in their tribes. At the time, I thought Wow! this is for me. The problem was later on I found I wasn't a true twin spirited person because all along I rejected my male side and was only influenced in the public's eye by the testosterone poisoning I had gone through. So on the outside, I looked the part of a total male.  Again I spent most of my time and gender willpower trying to fight the cards I was dealt as a transgender person.

Again and again I was stubborn and tried to "purge" my femininity out of my life. No matter how hard I tried, the results were still the same. In a short period of time I kept going back to the mirror and enjoying my cross dressed image. 

Finally, I left the mirror behind and became fairly proficient in being out in the public as a transgender woman. My willpower was beginning to shift from fighting my gender changes to one of acceptance. When I did, I was able to decrease the pressure I was putting on myself to conform to a male-centric life. The main discovery was I was correct  in  was when I thought deep down I was always born to be a girl and something went horribly wrong. When my willpower went to the positive side, I was able to build the life I was always destined for. 

In the end I realized gender willpower was always a powerful human emotion and one which is taken for granted from the majority of the population. Once I arrived at the place now on my own gender journey, I can now allow all of my willpower to send me in the right direction. To live out the rest of my life as a fulltime transgender woman. 

Now What? An Adventure in Sexuality

 

Way back when, even though I was trying completely to transition into a transgender woman, I had never given much thought to any potential changes in my sexuality. I couldn't see myself being with a man except if he was validating me on his arm as a woman. All of those thoughts changed when I met the guy and his bike. For you purists I think he owned a classic Indian Bike. 

I'm sure through out the years I had some sort of tunnel vision about my feminine appearance. Even though I wanted male validation from how I looked, I could never imagine really being with a guy.

Of course gender and sexuality are two separate terms. For simplicity, gender is how your perceive yourself as a woman or a man (or somewhere in between.) Sexuality is which of the binary genders you wish to have sex with. Again allowing for desiring both genders is a possibility. 

Somehow growing up wanting to be a girl rather than just look like one didn't allow me the idea of being sexual with my own gender. Looking back at my high school and early college years though, I think I did have a crush on one my closest male friends. A crush which would forever remain a secret. 

As life progressed and I interacted with my second wife while cross dressed as a woman, I had a  chance to experience what gender life would be like from the feminine side. On one of the trips we made together to a transvestite mixer we decided to stop at a tavern for a drink before we went. As we sat at the bar, a guy parked his Harley motorcycle by the front door and ended up sitting down next to my wife. He ended up having quite the conversation with her and ignoring me. So much so I wondered if she would end up leaving with him to ride on his bike. Of course I was helpless to do anything and let her take control of the situation. It was a feeling I would never forget when she didn't go anywhere with him. Ironically, years later I would another interaction with a man and his motorcycle of my own.

I have written how quickly I arrived at the "now what" moment with him too. He was as sensitive as he was gruff looking and totally validated my desire to be a woman. I remember wishing at the time I didn't have a wear a wig (and had my own hair) so I could beg a ride with him. But the wig I wore just didn't fit that tight. I could only fantasize what it would be like to ride with my hands around his waist. But a fantasy would all it would ever be with him.

Later in my transition, I did have a few other opportunities to date other men. In fact one of my first dinner dates with a guy was with a trans man friend of mine. A couple other dates went relatively well but overall I had a difficult, even miserable time finding a date with a man. On the other hand it seemed I was finding my interest from women was reaching a all time high. At first it confused me until I learned to relax and enjoy it. I have written in depth about my success (to this day) with lesbians. On the other hand I was able to befriend several women and their husbands too. I suppose being a gender hybrid has it's advantages.

To this day, now what never became a reality as I have never been with a man. Years ago I had a cis woman friend of mine who said get a banana and practice. Rumor has it, I did just in case. Or should I say "Justin Case". I only know Justin wasn't riding a motorcycle. 

Pass the Wings Please

Recently, after I passed along the experience between my wife and I when she was approached by a man in a tavern we were in and it was one of the first times I was out with her cross dressed. Connie commented: Better to be a wing-woman for a wife than a competitor. How would she have felt, had the guy decided to sit down next to you and chat you up, instead?  

Since she has passed on, of course I can't ask her and can only speculate but I think she would have reacted  with a mixture of humor and curiosity. Humor because I was so new to any feminine experiences I would have been extremely ill at ease with the experience. Curiosity of course would have followed closely because she would have been closely checking out how I would have handled it. I can only say, it I had handled it smoothly, it would have cost me dearly in our relationship in the near future.  She would have wondered I am sure how I was able to handle it so naturally. It didn't matter because she ended up talking with the guy. 

You Cyrsti's Condo regulars may recall though I had a chance much later in life a couple times to be a wing person for one of my lesbian friends. Even though it was fun and flattering to do, I was never successful. I think deep down inside I knew it would be one of the few times in my life I would able to interact as a wing person for someone else. If by chance you don't know what a wing person does, she (in my case) was asked to approach another person in a bar and tell them my friend was interested in talking to them. 

One way or another, I wasn't successful so I will never really know how the person's I approached truly felt about me. I only know I had come a long way as a transgender woman in the mean time,

Make my wings spicy! 

Boredom

Indirectly I have found an outlet to relieve some of my boredom. I decided for a change to respond (and accept) more friend requests from my Facebook Messenger app. 

In the past, I only basically accepted women (trans or cis) or someone who lived close geographically to me. Recently though, I have opened up my friends list a little. Even still, I have only 840 "friends" compared to the thousand plus others I know have. 

Results have been predictable. Several of my new "acquaintances" have massaged my vanity by telling me how good I looked and how much they liked transgender women. One in particular wondered how often I made it to New York City. I told her I worked for a couple years in the NYC metro area but hadn't been back for decades, Plus, right now with all the virus happening around there, I don't think it would be my fave place to visit anyhow. I found out too my attachment to younger lesbians continues. Or their fascination with me. I had one supposed 24 year old in Quebec wanting to send me sun bathing pictures. And another in Florida who wanted to see sexual pictures of my partner and I. I just immediately blocked her and laughingly mentioned it to my partner Liz. 

Then I have the ones who busily want to chat, start then rudely disappear without saying anything. I suppose they realized quickly how boring I really am. And, there was a guy named Joe who is my age who would try to chat later in the evening and then (I think) fall asleep in his chair. 

Probably the most interesting chats I have had came from a couple different sources.  One of which was a trans woman who supposedly lives only about 20 miles away. She started an active chat then abruptly ended it, never to be heard from again when I asked her if she had ever heard of the cross dresser-transgender support group I am part of. Maybe she was and that is why she ended the chat :). Then there was the 27 year old medical student in relatively close Lexington, Kentucky. She was attracted mainly to older lesbians. 

Finally, there was the middle aged bitter transgender woman from Ontario, Canada. She has suffered through many genitalia related problems through her life and I suppose if I had gone through it all, I would be bitter too. 

All in all, Messenger has shown me the world is indeed an interesting place, especially if you are like me and take nearly nothing I read with a grain of salt. Excuse me now, I have to go. My messenger just dinged on my phone. :)  

Mirror Mirror...

Over my life, I have suffered from a love/hate relationship with my mirror.

It started early on as I benefited from a long hallway we had in the house which featured a full length mirror at one end. I could get cross dressed up and fantasize I was a beautiful girl. Unfortunately it was much later in life when I learned how wrong the mirror could be. The best example would be when the mirror thought one of my best described as a drag queen outfit would look good at the mall. I even put together a tennis outfit once. I can only imagine now how ridiculous I looked. In fact, many times the public told me with their reaction.

As the cell phone camera began to emerge though, the mirror emerged in a new light. Even though I owned an aging regular camera which has since went totally obsolete, the cell phone gave me a new avenue to view myself and show myself to the world. After extensive experimentation, I found I could take a better picture of myself if I took it from the mirror. Or so I thought. Seemingly, I could put any picture on a dating site and get a positive reaction.

Actually though, one of my pictures attracted my partner Liz on a dating site called Zoosk. Rest assured the process was long and grueling, as I suffered many cases of being stood up by men looking for a date. On the other hand, Liz was attracted to my photo because of my sad eyes. She felt a connection.

Every once in a while, I still sneak in a mirror picture. Here is one of my favorites from two winters ago. It was taken after a fun night on the town with Liz, in our hotel room. It had one of those fancy lighted mirrors in the room and I couldn't resist as Liz was already asleep.

After I see it, I want to color my hair again and shift the part back to the center. I have to keep telling myself to stay the course with my current silver gray hair which according to my "experts" (Liz and my stylist) is kinder to my complexion, age etc.

Plus, this mirror pic does not represent my real everyday life anymore. As with any picture, it only represents a small slice of time.

Blog Comment

I follow a non transgender based blog on Word Press called Lifes Fine Whine. Today she posted she wanted comments about childhood dreams and how they came out. I decided to provide a comment about mine. The comment was designed to explain some of the angst of being transgender without getting too in depth. Here it is:

All through my childhood, I wanted desperately to be just like the girl next door. Unfortunately I was a boy born into a male dominated family.
So, I played football when I wanted to be a cheerleader. Went to the prom in a tux instead of the beautiful dress my date wore.

After college, I was drafted into the military during the Vietnam War. I served my time but never lost the idea I was somehow living a lie. I cross-dressed every time I had the chance to relieve the pressure and explored the idea of living a feminine life.

Along the way, I went through two marriages to women who knew of my "secret." The second passed away quite unexpectedly leaving me free to make a decision in my life.

Finally, at the age of 60, I came out as transgender and started hormone replacement therapy to feminize my body as much as possible.
I began to live my life as a transgender woman. Found an incredibly accepting partner and settled into living my dream.

It took me awhile but now I feel blessed to have lived on both sides of the gender fence.
I have also benefited from my daughter and three grand kids who also are extremely accepting.
In many ways I feel I should come out sooner.
However the wait was worth it. 

Friday Night Puns

As the national holiday for cross dressers everywhere rapidly approaches (Halloween), I hope you have your costume ideas all together. I remember the extreme stress I went through. First and foremost, I wanted to try to come up with a costume idea similar to what a cis woman would wear. Then, I had to try to come up with a date I could be free so I could attend some sort of a party.

I worked in the restaurant business, so most of the time it meant working all weekends. Plus, getting all dolled up cross dressed for work was out of the question. After all I had my macho image to protect, primarily because of the white redneck kitchen crews I had to manage. One of the prime reasons I don't have more Halloween stories to share.

Also, not all of the experiences were positive. I remember the times when the high heels I wore killed my feet. Or for some reason the few parties I wasn't accepted well at. The times I was touched inappropriately come to mind too. I guess I learned the hard way what cis women go through when they dress a certain way.

But all in all, the good times out numbered the bad. Including the experience I shared about the politician and his wife.  Here is where the "puns" come in. Compliments of Connie (of course):


"Maybe it was the politician's wife who was more interested? Or, a ménage à trois that could lead to a raucous in the caucus? Or, something profunda in the rotunda? A congressional confessional? :-)"   Probably all of the above!

Before Liz and I go out tonight to a Halloween party at a local venue we are close to, I thought I would share a picture of both of us. Taken last winter. Maybe I will have a picture taken tonight if I think about it.

Also thanks to Connie for the political puns!

Liz and Jessie selfie taken last winter in downtown Cincinnati, Ohio

Celebrity Fun?

Connie's comment about her attention from pro athlete (NBA) Shawn Kemp jogged my memory of a Halloween party when I got asked out by a future Washington D.C. politician and his wife. First, Connie's comment:

"I did join him at his table for a bit, only because there were already two other women there already. I was able to play defense long enough until the shot clock had expired, anyway. I wish I'd been able to get a pic, but this was so long ago that my flip phone didn't have a camera."

There has to be some sort of pun to use here about you or Shawn calling foul somewhere along the line. :)

Plus, the best I can offer was the the night I got all dolled up (cross dressed) for a Halloween party. For some reason I ended up leaving my wife at home and going with a news woman at a radio station I was working at. 

Along the way at the party, I was approached by a couple I vaguely knew as a local politician. The party turned out to be a fun eclectic blend of people in a restored Victorian mansion.  They initially expressed their surprise I wasn't what I appeared to be. Then proceeded to ask me along to another party they were heading too.

Seeing as how I was the news woman's ride, I had to say no. It turned out to be one of those moments my life could have changed if I had been able to say yes.

I often wonder how the politician who went to Washington fared later on when he tried to pick up a cross dresser with his wife.  I can't believe I was the first...or the last.

Of course with a politician, I would never have found out the truth!

As I wrote, I don't have a real celebrity story to share such as Connie's but I do have the experience of being mistaken for a woman during a time in my life when my gender dysphoria was at it's peak. I was constantly  wondering if living full time as a woman was even possible. 

It turns out it was.

We Got Mail

We received two great responses from our religious post yesterday here in Cyrsti's Condo:

1. KeithJune 5, 2019 at 10:44 AM

   "Genesis 1:27: "God created man(kind) in his image...…….male AND female he created them". It is not the exclusionary connector, OR, but the inclusive connector AND. We all have varying PROPORTIONS OF BOTH, according to the first book of the bible, the introduction to our connectedness to God. As ond deepens in their spiritual awareness one tends to understand the scriptures at a deeper level, as originally intended. Thanks for your post."

   
   
2. 
   GracieJune 5, 2019 at 9:49 PM

   "I have a hard time getting too excited about Deuteronome 22:5 after a little scholarly research. Although not completely understood, there is some speculation that it may have had to do with admonition of some pagan rituals that were performed crossdressed. Or in a society where men and women socialized separate from each other, it was a way to get together with the opposite sex for illicit purposes. If taken too literally, one could suppose that the majority of contemporary western women will be going to hell for wearing pants, and St. Joan of Arc is also burning in hell."
3. Thanks to both of you for responding!

The Power of the Dollar

Long ago when I first started down the long feminine path to living full time, I learned many of the retail clerks I interacted with didn't care I was cross dressed, only that I had money.

Little did I know, way back then, I was touching the basics of an up and coming LGBTQ economic force.

Yesterday, I received an email from Elouise alerting me to an article called "The SMB Guide to Success in the LGBTQ Market.

I call it the "Anti" Chick fil a/Hobby Lobby post. Two decidedly anti LGBTQ companies. Here is the beginning of the article from  Website Planet:

"If you own or manage a small or medium-sized business (SMB), this article is for you. With less resources to play around with, SMBs must pull on all available resources to effectively work with and market to a wide customer base focused on interests, not social demographics.

That’s why SMBs must begin building strategies to effectively market to and work in an LGBTQ-affirming world.

The LGBTQ market is one of the fastest-growing sectors out there, and it’s becoming an increasingly valuable customer base across all industries. In fact, according to GayStar News, a conservative estimate on the size of the global LGBTQ market is $3.7 trillion – that’s a huge market that could be left out of your customer base unless you take the right steps. This community is also particularly sensitive to social issues."

This is a very good in depth piece,  if you would like to read it follow the link above!