It's a Lonely World

 

Image from Jarle Johnasen
on UnSplash.

It is a lonely world for many transgender women and transgender men as we journey along our dark gender paths.

As I always point out, like so many of you, I got a late start on filling out my gender workbook on how I was even going to begin a transfeminine life. Before the word was even invented. I was not invited to any overnight stays with the girls I admired so much to take advantage of early make-up tips and even feminine peer pressure on the clothes I was wearing to do a better job of looking the best I could in front of the mirror. Ironically, I was probably ahead of most girls age-wise when I started wearing makeup and shaving my legs, but I did not know that because I was not allowed behind the gender curtain to play in the girls’ sandbox.  

Looking back, I thought for a while there was always a chance I was going through some sort of a phase and I just could not be the only boy in the world with a strong desire to be a woman someday.

To make matters worse, I was always exceedingly shy back in those days which made me an introvert, and I had a tendency to not trust others. That would manifest itself much later in life when I had a very difficult time making close friends. Especially with other men. Who I thought would never understand my deepest darkest secret which by then I knew was no innocent phase in life I was going through. Not surprisingly after a while, I lost most of my shyness around ciswomen and enjoyed my time with them even more. Even though my true motives were never revealed that I just wanted to be like them in the worst way possible and I was just trying to see what it took to live their lives.

Even though I was still married to a couple of very different women through this portion of my life who knew of my cross-dressing desires and did the best I could to surround myself with other women, deep down inside I was still lonely. It never occurred to me why and what I could do about it for years. I just never realized for the longest time that I was living much of my life completely backwards. I was never meant to be a man and was forced into it by a cruel twist of fate I could do nothing about. Being a woman trying to live as a man put a terrific strain on me and caused me to constantly dwell on what I was doing wrong to feel so lonely.

When I finally made it out of my gender closet and into the world, my loneliness amazingly began to go away when I started to interact with other women. While men shunned me, ciswomen were curious why I was in their world. When they found out I was not some sort of fraud and a honest human being, it was OK to talk on a shallow level. Which was fine with me because I was so lonely after my second wife unexpectedly passed away. Her death taught me to never take anything for granted again and I set out to live more deeply as the transgender woman I was becoming. Just breaking down the gender barriers I was doing was never enough to get behind the gender curtain. I needed to do more.

Primarily, I needed to learn all over again how to talk to people. Mainly women but also men. Women I found came at me from all different directions and practiced a lot of nonverbal communication. I needed to practice the art of passive aggressiveness also when I found a smiling woman was not necessarily a friendly one. Until I proved to be up to the gender communication challenge, life became very interesting. Perhaps you have noticed that for the most part I left men out because for the most part, they left me alone. Which was fine by me, because with most of the men I did encounter, all I did was soothe their ego. Payback I guess from all the time I spent in the male world.

By this time in my life, I was looking at being sixty directly in the eye and could see very few avenues available to me to combat the extreme loneliness I felt at the time and had just figured I would have to spend the rest of my life by myself. As someone once said, the darkest hour is always right before the dawn and that is what happened to me. I already had my casual lesbian friends who met with me several times a week to watch sports and drink beer until my current wife came along online of all places and we cemented a wonderful relationship. Firat of all, Liz made me a believer in myself again. A confidence I had always had as a man but never as a trans woman.

Unbelievably, destiny had worked its magic, and I found someone to love in the world again and we lived close enough to make a romance work. As long as we are together (over twelve years now), we will not have to experience any lonely days in a cold world ever again.

For those of you who want to know more about how I did it was the only way I made it out was putting myself out there in that same cold world. I had to battle my fears by going out in big straight sports bars and becoming a regular. And, beat all the long odds to find a romantic partner on an online dating site. My big break came in the sports bars when a bartender I knew as a regular set me up with her single lesbian mother who I am friends with to this day. My moral to the story was I needed to put myself out there before I could reap the benefits, but I know the world has changed and you have to be careful.

One way or another, we transgender women and trans men live in a potentially very lonely world which is a shame because we have so much more to offer than the average human because we have seen so much in our lives.

Thanks for reading along and contributing with claps and comments! Hopefully I can come up with something meaningful to you.

 

It's Your World to Live In

 

Image from Gabriel Silverio
on UnSplash. 

When it comes down to it, it is your life to live and no one else’s. But life comes in the way.

The problem is often for transgender women and transgender men, it is easier said than done to live our own lives. Especially for those of us who had to wait until later in life to go after our dreams of transitioning into a feminine world. Perhaps, you were like I was and called selfish for my one-sided obsession about even seeing if my male to female dreams could ever become a reality. My second wife was fond of telling me my cross dressing should not be all about me.

The longer I pursued life on my new transfeminine gender path, I realized she was right. In order for me to move ahead in a world which felt so natural to me, I had to be selfish. It was the only way I could make the difficult decision to take a leap of faith and try to jump the gender border.

Back in those days, the only thing I could hang my pantyhose on were the annual Halloween parties I was going to dressed in my feminine finest. During these early parties, I learned a few of the basics I would need to survive as a trans woman later in life. Such as how visibly trained the human animal is to the genders, and if I was to go to the feminine side, everyone (male and female) would be noticing me. My new visible role in the world took some time and effort to get used to, but I did finally do it when I learned to dress to blend with the other ciswomen around me. It was my life to live, and I was coming closer and closer to deciding how I wanted to live it.

Before I did, I discovered I still had a whole lot of living to do before I made my decision. The problem was my male life on occasion was not that bad. Which gave me false hope that I could save it. All it did, as I juggled two genders at once, was to make my life a mental health hell as I struggled to maintain any sort of life I wanted. On one side, I had the increasingly financially successful male self-making it harder to give up all that he had earned and the male privileges which came with it. Struggling with my feminine side which felt she was in a more natural position to thrive. The end result was whatever decision I made just had to be the right one. With so much at stake in my life, I needed to go back to being very selfish with myself to make it.

In the meantime, I went into a heavy experimentation period of my life as a novice transgender woman. My goal was to try to live every moment that I could discover what a ciswoman has to go through in her life. So, I could tell if I wanted to do the same thing. I wanted to be more than the “pretty, pretty princess” that my second wife always called me when she was trying to make fun of my femininity to learn what she was really talking about. It was a struggle, but eventually I did by setting up my own version of a transgender bucket list of things to do. What did a ciswoman know that I did not became my main goal in life when I shed my male clothes and went out in the world as a trans woman. Overall, my plan worked well for me except the times I tried too hard and ended up in redneck bars where a single woman should have not been to begin with.

I did so much, I wore out my bucket list of obvious things to do and began to examine the difference between male and female privilege in society. Losing my male privilege brought about no real surprises such as having my intelligence challenged and learning to be more careful with my personal safety. While the main feminine privilege I felt was the freedom to be myself in the world and went way past just having doors opened for me by men. Needless to say, I was in love with the whole path I was on as a transfeminine person and could not wait to get back to it anytime I had to leave and go back to my increasingly unwanted male life.  I was stubborn but then again, I slowly realized I could never go back to the life I had lived before. No matter how successful it was.

As I reached the age of sixty, I could put it off no longer no matter how stubborn my male self-had become. When my second wife passed away from a massive heart attack, he was left with no allies in my life to fight with and was done. I had paid my cross-dressing dues by doing the best I could with what I had to work with appearance wise and had gone out of my way to experiment with how ciswomen live by putting myself in actual situations in life which I could expect to happen. After all of that, I just needed the final push off my gender cliff, and land in a world of my own choosing. Without a perpetual balancing act.

In other words, I guess you could say I went too far in paying my own dues during the approximately fifty years it took me to lead a life to discover who I always was. I decided long ago tt was too late to cry over what I did or did not do and to look forward to the time I have left in the world. At the least, I found living a life on both sides of the binary gender border was as scary as it was interesting. How many other humans get to experience what a transgender women or transgender man gets to see in one lifetime.

Sure, we experience our ups and downs but so does everyone else and we can have such an interesting path to claim a life which was always meant to be ours.

HEY YOU! Thanks for joining me in my journey and commenting or clapping for my posts. You make it all so worthwhile.

 

Staying in Rhythm as a Trans Woman

 

JJ Hart gaining my rhythm with women.
I ma in first row on left.

 

It took me years to get into rhythm as a new transgender woman when I no longer considered myself a weekend cross-dresser.

The main problem I had was I needed to go back and forth between my male life and the feminine life I was trying desperately to learn. My wife and I had come to an uneasy truce about my increasing need to explore the world of ciswomen. She thought it was fair that I took three days out of my week to cross-dress and would even see that I had the money to go to a motel to complete my male to female femininization. Anything but me leaving the house dressed as me.

As you can tell, that was more than a fair deal but not a deal I could keep. Every time I was getting used to the makeup, clothes and movements of being a woman, I had to have it all taken away with a jolt of reality when I had to go back fulltime into my unwanted male world. Before long, I grew tired of the truce and having my gender rhythm destroyed and started to leave the house as me any time I wanted. As with most good times, my brief on an off life as a transgender woman was threatened with ending as my second wife discovered me time after time, I had excuses for being dis-honest and jeopardizing the good marriage I had but deep down I had no choice if I wanted to keep my feminine rhythm going.

Through all the good times and bad times with my second wife, I was learning what it would take for me to express my femininity and it was all me who drove us to our breaking point. More than once when I tried things such as gender therapy to curb my desires to be a woman. The only time that therapy helped me was when I was diagnosed with being a Bi-Polar depressive person which said a lot to me. Mainly it explained why I was spending days at a time not wanting to get out of bed and others when I thought I could conquer the world and it had nothing to do with being transgender. After trying several medications, I did not tolerate well, I found some that I could, and they keep my moods stable to this day. I was able to work my depression issues into my life and build them into the rhythm so I could live a good life.

Even with all the success I was having on my depression medications, I still had to face the problems I had switching back and forth between the two main binary genders. Most of the time on a daily basis. As I would rush home from work, pull off my shirt and tie and be the woman I always wanted to be until my wife came home. I was able to juggle my genders and make some sort of a life with all of this until the untimely passing of my wife from a massive heart attack at the age of fifty. Even though we never saw eye to eye on my transfeminine desires, I still loved her deeply and our marriage made it to the twenty-five-year mark.

Naturally, the whole tragic deal sent me into a tailspin, and I had to figure out what to do about my all of a sudden very lonely life. Was I going to go back to try to establish a male life with another ciswoman or get rid of my male life altogether and start all over as a transgender woman.

By this time in my life, I did not want to try another relationship with a ciswoman I would have to lie to, so the answer was clear. Take all the time and effort I had put into building my new rhythm as a trans woman and head for a new life. All the time and effort I put into presenting as well as I could as a woman, as well as communicating well as one too came back to help me. Confidence as well as an extreme amount of destiny opened doors for me that I never thought possible would happen. As my third wife Liz told me very few people ever have the opportunity to stop their lives, learn from their mistakes, and start over again. Don’t screw it up.

I took the insight I received from my time as a man observing how ciswomen live around them and tried to mold that into a new life. Because I fell into the arms of loving women during my male to female transition, I did not have to worry about such rhythms such as my sexuality ever becoming an issue. I had always desired women sexually as a woman myself, and nothing had to change. Add in my passion for history and sports and I hit the trifecta of being exactly in the place I wanted to be. Through it all, I could not believe it was all finally happening to me after all the years of sneaking around and struggling with my gender.

Better yet, I had reached the point where if I looked like a woman, walked like a woman and communicated as a woman, then I was a woman. Even though I did not gain my status the same way most women do. Their gender rhythm came naturally while I needed to work to find mine was the only difference.

Even though I was a slow learner when it came to learning to finally live how I was always meant to live, I was a survivor which was all that mattered and when I learned my feminine rhythm I never had to let it go.

As always, thanks so very much for reading along with my exploits in exploring the transgender world. Any comments you might have are always appreciated!

 

 

 

 

 

 

 

 

 

 

 

 

 

 

I Wish I Knew Why

 

Image from Anderson Rian
on UnSplash.

It is not like I am new to being out in the world as my authentic feminine self, so I don’t know why I feel certain ways.

One of them happened this morning when I needed to take our car to the shop to get the oil changed before we take a rather lengthy trip to my old hometown later this week. As I have written before, I am still fearful of going by myself to any male dominated businesses.

I think it goes all the way back to when I was a kid when I used to go with my dad to an auto parts business a friend of his owned. There were never any women, and I felt totally out of place. At the time, I felt it was because I was young at the time and I would grow out of feeling self-conscious there. But now I think, it could have been my inner female rebelling at the ideas of being around all that intense masculinity.

Back to this morning, even though I did get an early start, I wanted to be there when they opened at 7:30 AM to get my paranoia over with. I was worried since we are headed into a holiday weekend, they would be busier than they were. Which was a moot point, since I had to figure out what I was going to wear, shave, put on my light makeup and head out the door. After doing all of that, I was still out the door by eight and still was able to get right into the oil change location.

Since I would not be getting out of the car for either of the places I could go ultra casual and wear my jeans along with my “Libra” themed burgundy tank top which I wear with my long hair pulled back so it softly falls over my shoulders which is my revenge for having to cut my hair extremely short when I was young and even later when I was in the Army. I am very fortunate in that I have never had any male pattern baldness, so I have always had a great head of hair.

It turns out all my paranoia was unfounded as none of the male workers did anything out of their way to make fun of me and were professional in every way. Before I knew it, I was on my way and breathing normally again. On my way to my nest stop at my wife’s Liz and I’s favorite coffee shop to pick up coffee and a light breakfast. Other than having coffee and food we like, the coffee shop also has a LGBTQA+ flag proudly on one of their walls. Again, the person who served me was very nice and put me at ease.

On the way home, during my short trip trying out the world again as an independent transgender woman, I was wondering if changing my estrogen HRT patches out today had anything to do with my moodiness about going out in the world alone. Friday, when I make a much longer trip back to my old hometown, Liz will be going with me as I must pick up more copies of my name change documents from all the way back to 2015.

Sadly, I have more negative memories of my hometown than good ones, but I need the legal copy with the judge’s signature on it for a life insurance policy I forgot so long ago. I can procrastinate with the best of them!

To make a small joke about my visit to have the oil changed this morning is that all my fluid levels turned out to be OK. Maybe the true win was to realize what the basic reason I still fear going into male dominated spaces so badly. It is a deep-seated problem which goes back to my youth which makes it very difficult to get rid of.

 

 

 

Memories or a Dream?

Image from Ian Dooley
on UnSplash

Too many times, when I went out into the world for the first time as a new transgender woman, I wondered if I was making a memory or living a dream.

Sadly, most of the time I was working so hard to succeed for the first time in a new exciting world, I did not have the time to know if I was making memories or working my way towards a lifetime dream. There was simply not enough time to do all I wanted to do, such as present well enough to blend in with the ciswomen around me. It was like I was driving a new car, and I did not know all the new features I was trying to master. How was I ever going to stop being a man with all the male looks such as a scowl and how I walked and turn myself into a pleasant looking feminine person as I camouflaged all the testosterone damages male puberty had caused me.

There turned out to be a way after I worked my way through not dressing like a teen girl which just drew negative attention to me. Certainly, creating more negative memories than positive ones and my dream of living as a full-time transfeminine person, remained just that. A far-off dream. At first, I had many memories to make and learn from as I followed my dark and lonely gender path. Perhaps my biggest problems came when I realized I was trying too hard when it came to expressing my own brand of feminization because I was working so hard to catch up with my own gender workbook and decide where I wanted to be.

The only dreams I was having during this time of my life were the rare occasions when I went to sleep and dreamed that I was the attractive woman I always wanted to be and the pressure was off to look a certain way as a woman which I had always lived with. I was obsessed with trying to try any beauty secret I could to improve my appearance in the world. This obsession very much was with me until I began to settle into my own beauty routine

 The dream took a giant step towards materializing when my daughter took me to her up-scale beauty/salon and spa to color and style my hair for the first time when it had grown long enough to do it. Even though I was scared beyond belief to do it, I knew this was a golden opportunity to go behind the gender curtain into a female dominated space I had never dreamed of going before. It was amazing as I wrote about several posts ago, and I knew right then why ciswomen were so adamant about having their hair done a certain way. I could not wait until I could scrape up the extra money so I could afford to go back. Plus, with my new hair, there was no way I could keep on presenting male in the world as I knew it.

I was so obsessed with putting myself out into the world, I needed to think of different ways to do it and build more memories such as when I started to meet the ciswomen and lesbians who would form my circle of friends and help me slip across the gender border and behind the gender curtain where I desperately dreamed of being.

At this point, I always mention the good and the bad that happened to me along the way to validating myself as a transgender woman. It took a lot of confidence I didn’t have to make it happen. Too many nights of rejection when I attempted to push the gender envelope too far and was sent home in tears with my new dreams shattered. When it did happen, I needed to rely on my deepest inner feminine self to assure me everything would be OK and these were just memories which happened to be unpleasant to add to my dream. She told me that the roughest dreams you ever had are the ones you had to work extra hard to achieve.

Sooner more than later, I began to have more pleasant memories than bad ones and my ultimate dream again began to come into focus. If I tried hard enough to accomplish all my feminine goals, I could join the others ahead of me in the transgender community I was familiar with and leave my male past behind me forever.

Surely, there is a big difference between memories and dreams. I consider memories a less than physical form of dreams. Meaning memories are easier to come by and dreams are something a human should always have to keep their lives headed in a more positive direction.

Depending upon where you are on your gender path, maybe you are just in the dream phase of where you want to be and that is fine. It is when you begin to build memories of your journey do you start to build the blocks you will need to make it through. During Pride month, no matter what you may read from haters, TERF’s and bigots, you should be proud of the gender dreams you have.

You are worth it and often there are more silent allies and developing transgender women and transgender men that you know who are ready to join society. Just look at your memories and dreams as what you had to go through to arrive where you are today. Someday you may be able to become that confident trans woman you only were when you were asleep.

When it comes right down to it, it does not matter if you are clinging to memories (past and present you are making) or the life you are dreaming of living, The most important thing is the self-love you are able to give yourself. Without it, you have a difficult time loving anyone else.

Thanks for reading along with me and thinking of your own memories and dreams. Any of your comments are always appreciated!

 

Feminine Power Moves

 

Image from Gayatri Mohotra
on UnSplash.

When I first began to seriously explore the world as a transgender woman, I was stripped of all my male privileges and wondered what I could do to survive if I found myself in questionable situations.

The big answer I learned was to try my best not to get myself into questionable situations to begin with. Lessons learned at an early age by ciswomen everywhere such as trying their best not to jeopardize their own personal security from toxic men. When I first came out, I was used to going where I wanted to go, when I wanted to do it which led me into several tense situations. One from a much bigger cross-dresser admirer who had me in his sights in a narrow hallway where I could not escape and another time when I was approached alone on a dark city sidewalk by two men in front of a gay venue. Neither place I should have been to by myself, and I was lucky to escape without any real problems.

By this time, I was used to the only feminine power I had was having doors opened for me by men and I knew I was missing much more in life if I wanted to pay my dues and transition into a transfeminine world basically the hard way. Since I couldn’t afford to go through any of the expensive gender surgeries of the time and did not have any insurance coverage that would cover any facial surgeries, I needed to find ways to accomplish what I wanted to face on my own. I learned the hard way that I could do anything I wanted to if I set my mind to it. Or I passed out of sheer willpower according to my transgender girlfriend Racquel. All it really meant was I was able to work my way into living the life I wanted to live through more effort on my physical appearance through better makeup skills and wardrobe basics. The same things I noticed other ciswomen doing in the world who themselves did not really have “passing privileges.” I just came into my privileges as a woman from a different way.

Another difficult phase of my male to female feminization project was the impact of woman-to-woman communication which continually goes on in the world that men are not subject to. Or the world of non-verbal communication women often use between themselves. I even went to the extent of taking feminine vocal lessons which focused more on what I said rather than how I said it. The keys I was taught were mainly built around the passive aggressive tone’s ciswomen take such as “are you sure you want to do that” rather than the traditional male “don’t do that.” I got quite a bit of valuable gender information from the course to use on my path which was always full of male stop signs. To repeat what I just said in essence instead of giving me a stop sign, my inner feminine soul was saying do you really want to do this.

Of course, the answer always came back to me one way or another that I was on the right path, and I felt so natural doing it that I just had to keep exploring what was ahead around the next blind curve. It was at this point that I began to discover what I had suspected all along those ciswomen had more going for them than having doors opened by men. With the help of HRT or gender affirming hormones, I opened my world to a whole new universe of emotions and senses I never knew (or allowed) myself to have. I was the one who could reach for her coat without shame when she was cold when my thermostat went crazy with hot flashes at the same time. And I became the one who could cry a happy tear at the drop of a dime. If I needed to or not. It was all part of who I was as I began to explore my feminine power base I was developing.

As I always do, I cannot give myself much of the credit for doing more than just surviving in the new women’s world I was as I began to thrive and enjoy my new power base. As my new friends kept telling me, welcome to their world. I needed to be careful how I responded because I did not want to give up much about myself and shield my male past.

Thankfully, by this time I had given up all my male privileges and was excited to be settling into my new life as a transgender woman preparing to go fulltime into the world. By doing so, I needed to prove to myself that I was no longer afraid of being rejected as a trans woman. Primarily by men who resented that I had left the boys club behind to slip behind the gender curtain to play in the girls’ sandbox. Thanks, in no small way to my lesbian friends who showed me how to validate myself.

Somehow, I managed to give myself extra time to drain the remnants of my old male life drain away before I went all the way and gave up all my male clothes. Which was the symbolic way of me finally severing my male past altogether. As difficult as it was to give up all those decades of struggling in a life I did not like, the relief of doing it was amazing.

Before I knew it, I was enjoying everything I could in the new transfeminine life I had only ever dreamed of. I was fortunate that I was able to live through several severe gender-based self-destructive incidents that I paid my dues on and was able to move on to find a whole new set of powers.

It turned out that I was simply giving too much trust to male powers I was born into and never had a chance to do anything about it. When I did, I seized control of my true powers and never looked back.

 

 

 

 

 

So Many Choices...So Little Time

 

Image from Drew Colins
on UnSplash.

One thing that I learned from experiencing decades of cross-dressing is that there were so many choices and so little time.

It all started when I had to scramble for any time, I could find by myself dressing as an imagined pretty girl in front of the mirror without discovery from my brother or worse yet my parents.  I was born as the eldest son into a very male dominated family, and I was expected to fit right in with that male mold. I had little idea at the time that I was destined to break that male mold during my life and it was not going to be easy.

Back in those days, I had very little income that I scraped together from doing household chores and a newspaper delivery route I had for several years. The first feminine items I could afford to buy on my own were makeup accessories but first I needed to figure out a way to get to a store undetected and then decide what to buy. After putting a lot of thought into my situation, I remembered that my grandma lived in town, fairly close to one of the old five and dime department stores that sold makeup. I used the excuse to visit grandma, then go and shop. Or try to.

The only problem with my plan was that my dad worked downtown close to the store I wanted to try to buy my first makeup in. I was tired of using my mom’s samples, That was all well and good until I gathered my courage and walked into the makeup selection of the store I was in. As I viewed the extensive selection of cosmetics, I almost panicked and walked quickly from the store. There were so many choices and so little time to choose anything that might help me during my novice beauty program. Somehow, I stood my ground and picked out some foundation and lipstick which fit in with my limited budget, gathered my courage and headed for the checkout counter. Just knowing I would get made fun of along the way. Amazingly, the person at the cash register did not give me a second look as she took my money and I was no longer a virgin in buying my own feminine supplies. I just wished I had more access and money to do more.

I would have more financial resources later in life along with the knowledge to go with it as I learned the fun of doing thrift shopping for just the right choice of clothes to add to my wardrobe.  Plus, the thrift experiences gave me a chance to be patient in many of the bigger stores with seemingly an endless supply of discarded fashion. When I took the time to try on a new item I had never tried to wear before, I had two benefits. I didn’t have to pay much for the item and two, I could see how well it either flattered my difficult to please male testosterone poisoned body or didn’t. It helped too, when I was able to streamline the shopping experience and give myself time to vary my day as a novice transfeminine person. Instead of just facing an endless amount of clothes. I actually had time to do other things like take myself out to lunch. Then, again I was faced with an almost never-ending choice of where I could eat. Since I had already tried too many fast food drive throughs with various amounts of success, I decided to step up my game and try to eat at one of the casual dining restaurants I had went to and even managed as a man. Since I was still on a gender time clock and had to be home by a certain time dictated by when my second wife would be off of work, I was still facing so many choices with so little time to enjoy myself as a transgender woman.

My plan was to just get by and improve myself a little at a time in a world of ciswomen I was just discovering. By doing so, I discovered that most ciswomen ignored me if I was dressing to blend in with them or were just curious of why I was in their world. Of course, I did run into the occasional TERF woman who hated me and wanted me out of her world, which I did. One way or another, I was encountering far more women in my quest to be part of their world than I ever did any men because I just wanted to be out of my long-standing membership in the men’s club and they knew it. The only thing I did know was that I was increasingly not so lonely when I went out in the world to my regular straight venues. All my lesbian places had closed up and the gay venues I used to go to just brought back bad memories of me being looked at as just a drag queen so I was stuck…just where I wanted to be and I was satisfied, until I went too far and tried too hard to be accepted.

In my search for acceptance, I began to become too overconfident in my ability to succeed a began to look for more choices of where to go in such a short ill-conceived amount of time. What I did was start going to redneck themed places thinking I could be accepted when I was not and even had the cops called me one night in a venue, I was just trying to drink a couple beers then pee before I went to another place I had been to a lot. It turned out that they would sell me the beer, just not let me get rid of it.

As it turned out, I was/am able to live a long life and see many of my choices gang up on me in a very short period of time. Destiny worked its magic and gave me a full circle of life to live with. Throwing in that I was a transgender woman just added a little spice.

 

A Humbling Gender Experience

 

Image from Katherine Hanlon
on UnSplash. 

For literally decades, any thoughts I had of living a successful life as a transgender woman, were only thoughts. I was never sure if I had any chance of making it. In fact, most of the time it seemed as if I was swimming against the current in a fast-moving stream of ciswomen, I wanted to interact with so badly, on their terms.

Doing it on their terms was my problem as I had always tried my best to be a strong student as a man of how all the women around me were living their lives. The main issue always was that I was only allowed to see so much of what was going on across the gender border. Again, because I was a man and had not yet paid many dues yet as a novice cross-dresser and not even a transgender woman yet. I still thought my real issue in paying my dues to be let behind the gender curtain came from my appearance in the world. Just being able to blend in with the ciswomen around me was good enough.

It was quite a humble experience when I found my appearance (and no matter how much it was improving) was not going to be enough. Even though the mirror was being kind to me as it told me I presented well, I was still stuck behind it as I still needed to put the image into motion. I was caught in the place where I looked good as a woman…for a man trying hard to accomplish it. I desperately needed to find a place where I looked as if I wasn’t trying to dress to impress. I was just being me. The problem then became who was the me I was becoming? How deep did my feminine desires run and where would they ultimately take me became the main things I thought about in my life. Every spare moment I had was spent either actively cross-dressing in front of the mirror or making plans of going public with how I looked and making the world my mirror.

As I learned the hard way my lessons on how to blend in with the world around me, often I was brutally laughed at and rejected by the world because I was dressing to thrill and not to blend. I guess I could say, I was humbled in the worst way by groups of teen girls in the malls I was just trying to shop in. My initial goal back then was to face my teen critics one-on-one until I failed completely or succeeded after many times of going back to my cross-dressing drawing board. It was like ripping a band aid off a mental wound and saying too hell with it and trying again to be successful. Until I was.

Rather than become overconfident at that point, I decided to try to build upon my newfound success and work on things such as how I moved and walked in heels. I discovered that every little discovery helped in my male to female femininization project such as keeping the old male scowl off of my face when I was out as a transfeminine person. No more scaring little kids away who called me a woman which was good but a mean woman which was bad of course. It was the last thing I wanted to do after working so hard on the basics of presenting as a passable woman.

The more I progressed on my path to living as me, the more humbled I became. Too many nights I came home in disbelief at the lessons I had learned from men and ciswomen in public as I struggled to fill out my gender workbook which was way behind the rest of the world I was dealing with. I learned men did not value anything I had to say unless I was spoken to first and women had their own way of communicating around men even if the men thought they were in their conversation. Just as a starting point. I also learned of a whole new lesbian culture I knew nothing about and where I could possibly fit in as a femme lipstick lesbian. As you can understand, the terminology and how I fit in came at me quickly and again I was extremely humbled to be asked to go to lesbian mixers where I learned a lot.

I learned also that women lead much more layered existences than men do, often built around dealing with men themselves. I did not have to worry much about that because I was not attractive enough for men to pursue me and after my lesbian friends taught me I did not need a man for validation, my life brightened considerably.

As I progressed deeper and deeper along my gender path, it became increasingly obvious that I could indeed achieve my goal of someday succeeding in a feminine world. Even though in many ways it did not resemble my initial dreams. In no way did I think I could maintain my sense of sexuality as I never made it with a man. In my own way, I maintained my own “Gold Star” status that many lesbians I knew maintained. The closest I ever came to getting any real attention from a “GS” lesbian were a few kisses.

When my new world began to open up, I was very humbled to be there at all. Along the way, I have survived issues such as severe depression and negative attitudes towards me from loved ones to stick to my dreams and goals. Remembering where I came from helped me form the strong building blocks to complete such a diverse and difficult change in my life. Using the negatives in my male life to build a transfeminine one was one of the best moves I ever made in my life as I made a complete circle back through all my male years to be the person I always dreamed I could be.

I was back to being me. The only transition which really mattered.

 

 

 

 

 

Trans Girl's Dreams...Nothing lasts Forever

 

Image from Bruce Mars
on UnSplash. 

Nothing last forever in a transgender woman’s world, or does it?

Many of my life’s earliest recollections begin with the vivid dreams I had of being the pretty girl of my thoughts, only to be shattered back to reality when I woke up into my same old male world. Sadly, I remember thinking at the time how bad it was that dreams could not last forever. Why was I stuck with the impossible dream.

At the time, I thought too, it was a possibility that I was going through some sort of a phase that I would grow out of. As many of us know, we did not grow out of any sort of cross-dressing phase, I grew into a more transfeminine one. It turns out that thinking me wanting to be a girl was just a phase was as wrong as thinking I was truly crazy because of my gender issues. I did not really think I was crazy for just wanting to be who I was, but it remained a thought in the back of my head which back in those days was reinforced by the mental health community.

As life moved quickly forward as it always does, in my thirties and early forties, I began to really entrench myself in the physical world of newly found cross-dressers and transgender women around me. For the first time in my life, I discovered I did have role models in the community I could learn from. In their lives, they were approaching the world as if they were never going back to their male selves, so why couldn’t I. My impossible dream may not be so impossible after all as I improved my feminine presentation to the point to where I could blend in with the majority of ciswomen I encountered when I started leaving the mirror at home and heading into the world.

From there, I began to set up small bucket lists for myself. Once I completed one task as a novice transgender woman, I immediately set up another. Basically, I set my tasks up on what my observations of women were anyhow and how much I wanted to try them in my new world I was experimenting in. An example was when I began to go to the big bookstores as me to see if I caused any negative attention. When I didn’t, I began to visit their in-house coffee shop and even began to use the restroom of my choice. The women’s of course. I would have looked very silly using the men’s room the way I was dressed.

Another problem I had was focusing on my dream. Just exploring the world without a plan was not getting me anywhere. In order to progress towards my goal, I purposely chose a few of the most trying experiences a ciswoman could have. Like going to an auto parts store to see how I was treated. The scariest experience I ever had was going to a pick it yourself junk yard with my wife Liz to pick up a side mirror for an old car we had. It was a very hot and humid Ohio day, and I was worried about melting in front of the guys at the junk yard, but no one gave me a second look, and we were off with our mirror before I knew it. But to this day, I am still shy of going into male dominated spaces because I know of how women can be taken advantage of from my old days as a male.

By the time all of this was happening, I was having a sneaking suspicion that my desire to live full-time as a transfeminine person was never just going to go away. In fact, it was just going to become more intense.

As my third wife Liz became more serious, she wanted to travel to a few places she had never been to and some that she had. The easiest way to do it was to sign up for tours with a local Cincinnati based tour bus company. Over the years, we traveled from Boston and Maine and New Orleans to Mardi Gras and Florida in the south. The challenge for me was always using the restroom with a bus who majority of passengers were women. I had some adventures along the way such as one elderly woman commenting that I was using “their” restroom, all the way to being afraid of confronting two agitated women in an Alabama restroom and being afraid of being arrested by a “good ol boy” southern sheriff for just wanting to pee. To add insult to potential restroom drama, matters just got worse when I became non-mobile to where I needed to use a handicapped stall where there was one available. But through it all, I learned to be resilient, and the world was not such a bad place after all.

It was about this time that my gender life flipped, and I knew my male life was not going to last forever but my female one would last as long as I did. It was during this period I survived two trips to the hospital. One for Covid and one for pneumonia which were the most gender numbing experiences of my life. When the nurses asked questions about my gender status since I was still biologically a male and I had to put up with all the nudity which went along with my visits. From it all I learned that being nice to the staff was the best way to go and they would be nice to me.

I am sure that kid in the mirror would have never thought his life would have taken so many twists and turns if he chose the gender path that he did. Would he have done it? Sure, but would he ultimately have a choice, no. Being transgender was simply something that was built into him from the beginning and he never would have a choice in the matter. As soon as he could come to that conclusion, the better off he would be when he discovered nothing lasts forever.

 

Hey You!!!! Meeting Myself in the Middle

 

Image from Adam Winger
on UnSplash. 

For me, meeting myself in the mirror was never easy to do. While the group of boys I grew up around were blissfully doing boy things without a problem, I was struggling with the idea that I wanted to be a girl.

Sadly, for the longest time, I thought that someday I would have the chance to outgrow what would become for all to call gender dysphoria. For me, I was just a kid with problems I had no idea of how to conquer. Through all this time of my life my favorite quote to pass along was when some adult asked me what I wanted to become when I grew up, I could never tell the truth and say a woman as I lied and said a doctor or a lawyer. The only thing with certain that I knew was I would get an immediate trip to the psychiatrist if I had ever told the truth compliments of my parents. 

As I always say, age entitled me to a chance not to outgrow being a cross-dresser but did give me the opportunity to meet myself in the middle and start to mature into the transgender woman I am today. Before I did though, I needed to come up with an understanding of what the middle of being me really meant. What made it all so difficult was that my male life when it was going well it was very good, but when it was bad, I wanted out immediately. As I ran to my makeup, dresses and heels for comfort in the mirror.

The middle began to be harder and harder for me to find when I left the home mirror, gathered my courage and headed into the world as a transfeminine person. Many times, I could almost see and sense my middle person in the public mirrors I was still using to build myself up in places such as clothing stores in the malls and changing rooms I had started to use in all the thrift stores I was shopping to discover the latest fashion item I could wear. I was never any good shopping for women’s clothes as a man, as my feminine self-wanted to do it all and make all the final choices for herself.

In addition to fighting for the middle with my male self, I needed to fight my second wife for the rights to her husband. Like my male-self, my wife was a formidable opponent to any idea of me transitioning any further into the feminine world I increasingly wanted to live in. In many ways, she held all the gender cards because she knew I was a cross dresser when we met but never/ever agreed to me going past that point as she said she did not sign up to live with another woman. For whatever reason she never liked the transgender woman I was becoming and passed away before she could meet the finished product I had become. I don’t blame her because she just got caught in the middle of me not wanting to admit to what I always knew deep down…there was actually no middle point to me, I was destined to eventually live my life among ciswomen as an equal transgender woman.

The problem was, getting to the point of realizing all of this was easy to write about and harder to do. The biggest mistake I made was thinking my gender balance between male and female was so good that I could live as both in the world. While I maintained a long-term marriage and a good job. Trying to go all in on both genders cost me my already fragile mental health as I was still trying to do my research in the public eye about which gender direction I wanted to go. Long story short, I found without too much trouble I could carve out a new feminine life without the world questioning anything about my old male life. As I surveyed the world suddenly, I could see gender possibilities opening for me that I never thought possible before.

During this time in my life, I think I met myself in the middle too fast and tried unsuccessfully to slow my progress down until I could figure out what to do about the rest of my life. Primarily my second wife and my very lucrative job. Plus, on the other hand, I had put this gender teeter totter in motion, and it increasingly looked as if I could not get off. I kept up the old male charade I was forced to live as long as I needed to, and with the help of a few ciswomen friends, I was able to find a new middle point in my life as a trans woman. Which seemed to work well, until HRT or gender affirming hormones came my way, and the balance of my life was changed forever.

I had always viewed the possibility of me taking the gender altering hormones as a line of demarcation of me never going back to my old male life and it was. From the obvious growth of my breasts and hair to the overall softening of my skin and facial lines the changes came fast and furious and again I was forced to move up my timeline to discard (or give away) all my old male clothes and set my sights on a new bright future. Away from all the uncertainties of going back and forth between the two main binary genders of womanhood and manhood. My lifetime of juggling identities went away, my mental health improved as I entered the world I had always dreamed of my entire life that I had finally earned my way into.

The “earn” word is important here because of all the trial and error (mostly error) I put into finally facing the reality of my true gender and forever stopped meeting myself in the middle. Was it worth it? Sure, because I ended up not having any choice after all.

 

 

 

 

Who Had it Easier

 

JJ Hart

The most ridiculous understatement I ever made to myself was thinking how much easier women have it in their lives than men do.

Those were the simpler days of just envying all the girls around me for their ability to wear pretty clothes when I was stuck in my usual boring male attire. As you can tell, my adolescent thought patterns about gender were much shallower back in those days. All I knew was I was having issues with going through male puberty and all its hair and added angles to my body while the girls were adding all the curves I so desperately wanted. It was about that time when I started to further torture myself by having dreams of being a pretty girl when I just had to wake up again to the same old world, I was so tired of at such an early age.

Another benefit I saw from the outside from being a girl was on the dating front. From my ultra shy vantage point, boys had to do all the work to chase a girl but gave it no thought to be a girl with no boys having any interest in you at all. It seemed all my ideas came from the problem I had for years of not being allowed to see behind the gender curtain to go through the insecurities of a girl’s puberty. As their bodies ramp up the necessities for possible childbirth later in life.  Which leads me to this, the incredibly short period of time a ciswoman has to level out their hormones and have the chance to live a so-called normal life. First, they have to go through puberty which shapes their bodies then go through child birthing years which strain their bodies and then go through menopause to reduce all the hormones again. Not to mention all the monthly menstrual periods most women must live with too.

In the days when I was busy with just being the “pretty, pretty princess” as my wife called me, she was taking me to task about never experiencing the so called downs of being a woman because I just wanted to appear as one, perfect my makeup and wear my pantyhose and heels as much as I could. For years, I went on clicking my merry way in my heels not giving much thought to what she was telling me. It was not until many years later that my heels finally led me to a path where I could finally learn what she was talking about.

Essentially, what I was able to learn from being a transgender woman and being able to live on both sides of the gender border was that both genders have their challenges. That humans are born as male and female, then get socialized (if they are lucky) into men and women. We transfeminine persons just were born into an unwanted male gender and were socialized into our chosen lives as trans women. The whole process gives us a deeper understanding of the world as we look into who has it easier in life, ciswomen or men.

Since the socialization process of being a male was what I was born into proved to be partially successful one for me, I have always thought men have had it easier. And women have it harder because they must put up with men. Even though, my gender dysphoria issues made me difficult to live with as a husband, I somehow have always found a woman to make the journey with me. Someday, I will have to write a post on the differences of my three wives during my life.

As I continued in vain to find the easy way out in my life, being a guy was the way to go as I found success in being able to bluster my way through in many situations and in others wondering how I would approach them as a transgender woman.

Finally, my gender travel took me behind the gender curtain where I could hear firsthand the experiences of all my ciswomen friends. It was not until then did I realize the grass was not always so green on the other side of the binary gender border. The only problem I did have was reversing all my experiences in the conversations we were having from male to female, so I did not out myself to my friends. I knew I was beginning to be successful when strangers outside of my circle of friends began to ask me questions on what to do about getting along with their boyfriend. I was flattered that other women had trusted me with their problems and were looking for input.

My own socialization journey had taught me that neither gender had it easier. Stereotyping here, men largely bluster and run when they can’t get their way and women are left to raise the kids and pick up the pieces. It is difficult to take such a complex subject such as gender and not stereotype something about it at some point, so I apologize.

I am sure that no matter where you are on your gender journey, you will encounter your own set of standards when it comes to the male and female genders and where you fit. It will certainly be an interesting journey with many individuals trying to tell you to stop. At that point, you must decide if maybe you have had it more difficult than either of the two main binary genders you have encountered. Many of them simply will not have the understanding it takes to approve of your journey, and you will have to move on. But, on the other hand, there could others who approve of you and even want to help. Just be careful that you know which is which.

When it comes right down to it, that girl you envied from afar in study hall, all the way to the woman whose fashion and passing privilege you admired so much both had their own problems to deal with. You just must get behind the feminine gender curtain to figure out just what they were.

 

 

 

 

When Nothing Else Mattered

 

Image from Klara Khokhlova
on UnSplash. 

Perhaps, similar to many of you, you have been described as selfish when you pursued your gender desires. I know, I was by my second wife as she told me many times my desire to be a pretty cross-dresser in my life was not all about me.

During this time of my life, sadly or not, all my spare thoughts and time dedicated to my cross-dressing activities, so yes, it was all about me. I did my best not to be that way, but I was failing miserably. Especially when I figured it out, I could leave the house as me and do a portion of the household chores such as grocery shopping. I figured by doing so, I was helping my wife and at the same time helping myself.

The more proficient I became at doing my new portion of some of the weekday household chores, the more I felt that nothing else mattered to me than my quest to explore my inner femininity. Increasingly, I broke the rules and made excuses to leave the house and explore the new, natural and exciting world I was experiencing.

As years always do, mine flew by in a blur as I became more proficient in perfecting my feminine appearance and it began to be more apparent to me that the life as I was living as a man would have to be sacrificed at some point if I wanted to pursue my dream goal of living as a transfeminine person. That is when I began to fall back on my ill-fated male habits of internalizing all my feminine feelings. Hoping that eventually, they would just go away. Compliments of my latest purge of my cross-dressing belongings.

Very soon, it became evident that all the purging in the world would not rid me of my deep-seated gender issues and nothing else began to matter, not even the massive fights my second wife and I were having when she caught me out of the house as myself. I would go to any extent possible to try to mend the wounds from my breaking the promises not to ever go out again unattended, all the way to promising I would go to a therapist in Columbus, Ohio who specialized in gender care to attempt to solve my “problem.” Even then, I would not listen to the therapist who told me that my gender issues were not a “problem”, and there was nothing she could do about them. I made the mistake again of thinking there was something radical I could do about how I was attempting to live my life. I could keep trying to sneak out of the house and try to learn more about my possibilities of living life as a transgender woman, while at the same time continue to live with my wife. She always know I was a cross-dresser but was completely dead set against me going any further towards being approved for gender affirming hormones (HRT) and living as my authentic self.

Perhaps the biggest problem was I was not sure what my authentic self really was. I knew I loved my second wife as much as the day I married her years before, but I really was not sure of how deep my transgender issues were going to run. Plus, all the research I was doing into a new life, jeopardized my old life which at times was not so bad because I was accumulating all the male privileges such as wife, family and job that I did not necessarily want to get rid of. The whole situation just mentally tore me up as I did not know what gender I was going to be from day to day. Was I going to try to be my true self or go out into the world again and “act” like the strong man I was not.

It all led me to feeling completely detached from the world and wanting to end it all because I felt so worthless to everybody. Fortunately, after I hit rock bottom, I got help from a good therapist and was prescribed medications which helped my on-going Bi-polar disorder and anxiety. It turned out my anxiety was triggered in many ways by my gender issues so that was easier to solve, but my depression was not so my new meds really helped. Giving credit to where credit is due, my help came through the Veterans Administration health care system and as luck would have it, I was teamed up with a therapist who knew what she was doing when it came to depression and LGBTQ care.

By this time, my second wife had tragically passed away from a major heart attack leaving me totally alone with my thoughts. Quickly, since nothing else mattered, I took the path of least resistance into my own form of womanhood. All those dues I was paying as a cross dresser working with my appearance came back to help me when I could hit the ground running in my heels (not really) and concentrate on rounding out my persona of the trans woman I wanted to me in the world of alpha cis women around me. I was able to see and learn from what they did to make their lives more fulfilling as women, and I wanted to do that too. I was having fun while at the same time was secretly learning everything I could from the ciswomen around me.

Most certainly, nothing else mattered when I sought out approval for my gender affirming hormones from a doctor I found in an LGBTQ newspaper. Along with the hormones, I was putting my new life together by legally changing all the gender documents I could with the VA and in the civilian world. Very soon, my old male life was in my past and my “dead” name faded away.

The only thing that did matter was building a new life with my third wife Liz, a lesbian ciswoman who accepted me for what I was. I could not let a second chance such as that pass me by.