Showing posts with label dreams. Show all posts
Showing posts with label dreams. Show all posts

Wednesday, September 10, 2025

Change was Coming

 

JJ Hart

As I grew into myself, I learned the truth. Change was coming if I liked it or not.

Change was one of the reasons I loved the fall season so much. As the weather cooled off and football came on, I could go through my feminine wardrobe and see what I could keep and what had to be discarded. Plus, I can’t forget Halloween which of course is the cross dressers’ national holiday in October.

Sadly, as the leaves began to change and fall from the trees, the whole time was bittersweet for me. The worst fall I could remember was when I was on a six-month delay to join the Army and I was working at a small radio station in Bowling Green, Ohio. If you are not familiar with that part of northwest Ohio, it is very flat to the point that any hills are manmade. One night, I was just driving around feeling sorry for myself as I looked ahead to Army basic training and I was so sad as the leaves blew in front of me. If I could have cried, I would have, but tears were nearly impossible for me in my male pre-HRT days. Similar to everything else in those days, I internalized my feelings and tried to move on as deep down I knew change had to happen.

During that time, I almost outed myself to my roommates in the apartment I was staying in until I left for basic. On one trip home, I brought back one of my favorite outfits along with a wig and makeup to Bowling Green. One day when I left, I assumed I had hidden my belongings well enough to not be discovered but I was wrong, and one night when I was preparing to surprise a male visitor to the apartment, after I went to work of shaving my legs and face, I checked for my clothes, and they were gone. I certainly thought, for a while change was coming then it was not. No one said a word to me and very soon, I was off to play soldier anyway so nothing else mattered.

Back in those Vietnam War days, basic training was an intense team building experience when a few drill sergeants needed to try to get a bunch of raw recruits ready for possible combat. During this time, the only way I could keep my girl self-alive was to bury her deeply in my subconscious mind, So, when we were on long forced marches around Ft. Knox, I made sure I thought about the well-being of my girl and the changes we would go through after my military service was finished.

Looking back at the three years I served; the time now seems like a blur and when I was discharged, I came really close to making a big change then by picking my future wife up at the airport cross dressed as my transfeminine self. I even went as far as hinting as such when I wrote her a letter. (Remember those?) Again, my male self-won out and I decided not to, and my big change had to go back to coming again. I did not have the courage yet to face my gender truth and took the easy way out and went back to accepting all the male privileges I had earned.

It was not until I became a parent and had reached my thirties did change to me become a real priority. I will always remember my thirtieth birthday being my hardest because I still hadn’t decided what I was going to do with my life. Sure, I had employment and financial issues to be aware of but again the underlying big elephant in the room was what changes would have to happen with my gender. I knew it was never going to be easy to present well as a woman, and I needed to work extra hard to earn whatever passing grades I could achieve in the public’s eye. Once I made the mental changes to proceed, much of my work became cosmetic in nature.

I was able to move the elephant aside and set about learning what it would take me to really live life as a transgender woman and not just be the “Pretty, pretty princess” my second wife called me. As change set in, I learned very few trans women or women at all live the life of a princess and I had a lot of work to do to put my male life behind me.

The last major change I put myself through was the hormonal one when I started gender affirming hormones. The HRT allowed me to sync up my external and internal selves and live a more productive life as a transfeminine person.

Monday, September 8, 2025

Gender Dreams

 

Image from Greg Pappas 
on UnSplash.

This morning when I woke up, I took a moment to remember the sadness I felt when I got up in the morning and I was not a girl. I had the same sad realization, I was still a boy and nothing had changed. Plus, it is important to point out that I had no other dreams when I was young such as being a professional athlete or a doctor. All I wanted was to be a girl. I figured I was the only boy in the world who felt that way.

It was on those mornings when I needed to realize I was still male, and I had a long trip to make if I ever was going to change it. As my life became more complex, so did my gender dreams. Sometimes, I could not wait until I went to sleep to see what sort of dreams, I would have that provided me a respite from the days activity of being a man.

It was not until I decided to come out of my closet and test the world as a transgender woman, did my nights began to change. Replacing dreams with action was often a very scary proposition. But it was one thing I had to do if I was ever going to see if I could make it to a new transfeminine world at all. Would the public ever come to a point where they would accept me as more than just a man in a dress. Out in the world to be laughed at. If I could never make it past that point of being a cross-dresser, did I want to go on any longer and forget all the dreams I had. I finally discovered there was much more to being a woman than appearance and it was just my male ego trying to influence me.

Still, as I struggled along in my novice cross-dressing years, my gender dreams began to change with it. Instead of just wanting to be a woman, I started to dream of how it would be to live as an attractive woman and not have to worry about my presentation so much. I think it was because I was becoming more confident in myself, and my subconscious self was adjusting to the new me. More or less, I was reacting to the kinder, gentler world I was in as a transgender woman, and I loved it.

My main problem then was, could I make it to my dream when it became a reality. I was frustrated when I thought I could see the finish line and it was taken from me due to unknown transitional experiences such as what would I do about supporting myself if and when I made the decision to go from a male world to a female world. And would I need to prepare to be lonely the rest of my life because the possibility of someone loving and accepting a trans woman were exceedingly rare at my age of sixty. I was fortunate and exceeded all my dreams when I was financially able to take an early retirement and support myself and found my wife Liz (or she found me) on an online dating site. At that point forward, I had painted myself into a corner and I had no real reason to not follow my dream of being a transgender woman full time. Because I had finally faced up to myself and realized I had always been trans parttime, even though I could not share it fulltime with the world. 

As I faced up to reality, my nighttime dreams began to change also. Slowly my old male is disappearing from my subconscious too, He is being replaced by new dreams with me living as my true, authentic self. Maybe it is because he was pushed out of his final hiding place in my mind. Whatever the case, I was not sad to see him go.

I wonder now, what my childhood boy would think if he could see me now. Doing much more than just hiding in a gender closet waiting for brief moments to escape and explore. I am sure he never thought he would have the ability or confidence to be who he always wanted to be. Not an athlete or a doctor, just myself…a woman. I certainly had to come a different direction to claim my prize but maybe by doing so, I appreciate it more because it was never just given to me.

The boy I was would have never known his dreams would have never turned out like this, and being happy would not have been so far away also when she was playing with the girls. Where she always belonged.

Saturday, September 6, 2025

Planting the Gender Seeds

 

Image from Sebastian
Demitro on UnSplash.  

After my initial experiments with my mom’s clothes, I blamed the cross dressing and started to plant my gender seeds, as I wanted to be feminine all the time. Sadly, for me, it took me decades to realize the seeds were already planted and were growing. All along, I had an idea that was the case, but I was afraid to do anything about it. Mainly, because I had no one to turn to for understanding. The times were very dark in the 1950’s when I was growing up for any understanding of gender issues at all. As I always mention too, I grew up as the oldest son in a male dominated family, so my goals were set for me as a boy.

It wasn’t until much later in life that I had served my time in the military that I was able to water my gender seeds and watch them grow. My first realization I could come out of my gender closet came in the final months of my time in Germany in the Army when I went to a Halloween party thrown by the nearby hospital staff dressed completely as a woman with shaved legs and all. The biggest moment came weeks later when I admitted to my closest friends, my costume was not a costume at all. I loved to dress as a woman and was a transvestite as we were called back then. In the 1970’s.

The best part was, my friends could care less and more importantly, the higher up’s in the Army never found out and I was honorably discharged after my three years were up on time with no problems. Coming out to my friends really set me up for success in growing more and diverse gender seeds…until my mom came along and tried to kill them. I was emboldened by my recent success in coming out and one night I decided to tell her. She responded the expected way with shock and the added offer of paying for a trip to a psychiatrist. From there, the discussion rapidly ended, never to be brought up again for the rest of her life. I knew deep down I was not crazy and did not need a mental health professional to tell me I was.

With that knowledge, my gender seeds continued to develop, even though they were in the darkness of my closet for the most part. Until I could stand it no longer, the only times I ventured out in public as a novice transgender woman was the occasional Halloween party and business trip I went on. Somehow, I was able to smuggle my feminine wardrobe, wig, and makeup past my wife and enjoy a night out on the town when I arrived there. For the most part, the experiences I went through helped me to nourish my transgender seeds and come away with a better understanding of where I fit into the world as a transfeminine person.

Even though I was becoming more successful in chasing my dream to ever live as a trans woman, I kept finding I had a long way to go. In order to see my seeds finally bloom, I needed to have the cisgender alpha females I encountered to accept me. They closely examined me and let me in to play in the girl’s sandbox. To get there, I needed to tend to my seeds which were still blooming. The mistakes I made all centered around when I was overconfident about where I was headed and I got burnt. Fortunately, I was able to reach down and pick one of my flowers and offer it as a peace offering. The flower was enough to move my life along.

My garden proved to me to be worth all the effort I put into it. All the tears I suffered early on when I went out into the world as a transfeminine person were used to water my seeds and watch them grow. Plus, all the time and effort I put into learning the makeup arts after looking like a clown in drag came back to help me. I took the time also to plant diverse seeds which helped me when I encountered difficult situations. Which I never knew where and when they were coming from.

It turned out that I never had much of a green thumb in my male life, but a flourishing trans thumb when it counted the most. It was quite the discovery for me when I discovered how layered and complex the women’s world I was in. I also benefited from the careful job I did of planting and protecting my young seeds. On occasion, I regret the time it took them to grow, but in many ways, I was the prisoner of when I grew up in the dark days in the pre-internet era. But taking the extra time to become strong and thrive in my new life was worth it. As I said, the seeds were there all along, all I needed to do was nourish them. 

 

 

Friday, September 5, 2025

Trans Girl Panic

Transfeminine person from 
the Baliente Agency
on UnSplash.
As I transitioned from male to female, I found myself in over my head more times than I can recall. But before I get started on them, I would like to wish my daughter a happy birthday. She has always been one of my biggest support mechanisms (ally), and I love her very much.

As I was initially venturing out of my gender closet for the first time, my daughter quite literally put me in over my head when she gifted me a visit to her up-scale hair salon she was a regular at. I will never forget the complete panic I went through as I had to walk a line of at least ten women in chairs getting their hair done as I made it to my stylist I was meeting for the first time. I needed to calm down and look around until I began to realize what women know about getting their hair styled. It is a gender affirming experience and there was enough estrogen in the room to help my minimal Estradiol dosage along. As my panic subsided, I began not to care what the other women thought of me, and I relaxed.

It turned out, my first trip to the hair salon was just the beginning of a lifetime full of panic filled experiences. Many of which were brought about by my own ignorance. Such as the night my daughter invited me along to join her women friends in Dayton, Ohio at a well-known drag show. The only problem was, I couldn’t let on I was her parent to several of the other women because my daughter did not know how they would react. No pressure, right? I did manage to talk only when I was talked to and enjoy the show from a well-known drag troupe which had raised well over a million dollars to AIDS research. By the end of the evening, I was confident I had done nothing to embarrass my daughter, which was my goal, and I calmed down.

Later on, as I branched out on my own, I found myself in plenty of embarrassing situations I brought about on my own. I went through ill-advised times when my water balloon breast forms exploded on their own and I needed to head quickly to the bathroom to try to repair the damage. Luckily, no one else seemed to notice the mess I made before I was able to pay my tab and leave. From then on, I made sure I purchased silicone breast forms and did away with the ill-fated balloons forever, so I did not have to worry at a time when I had so much else going on. I was busy trying to make the transition from male to transgender woman, so any unwanted disasters were not welcome.

Such as the time I pulled a very public slip and fall when I was wearing my new high heeled boots, I was so proud of. I learned fashion needed to take a back seat for me when the weather was bad. The only good thing I can say about the panic I was experiencing was it was teaching me valuable lessons. I learned when I entered a venue, all eyes were not on me, and I was OK to simply stand up straight and find my seat unless there was a hostess present.

The moral to my story is I had to be resilient and not collapse when feminine panic set in and I was completely out of my old environment as a man. All my previous escape mechanisms were stripped away, and I needed to form new ones. I even learned to use fear as a motivator when I began to change my mindset that I was a cross dresser to I was a transgender woman. I felt if I could make it through another major change in my life during my second transition, I could make it through anything, and my confidence began to soar. Also, I found I began to put my biggest fear behind me, and I could look another woman in the eye and communicate one on one. For once, I was free to completely explore the world as a new transfeminine person.

I used all my learning experiences as a trans woman wisely (including the mistakes) to calm my panic and move forward towards my impossible dream. As my mistakes began to fade into my past, so did my panic which helped me to be more efficient in the public’s eye. Having a clear head in a new world is so important to moving ahead. And maybe more importantly, deciding where I wanted to go as a transgender woman.

 

 



Thursday, September 4, 2025

Why Would I do this to Myself?

 

JJ Hart, Club Diversity
Columbus, Ohio.

Even though it has been years since I have been asked the question which asks why I am transgender, I withheld all my sarcastic comments such as I found my gender dysphoria in the bottom of a cereal box and thought of a concise truthful answer.

The truth is I had always known but was afraid to accept it. In the meantime, I set out on a slow, often torturous process to reach my impossible dream. To all the naysayers I interacted with, I just wanted to say, if I was not serious about switching male to female lives, why would I do this to myself. I knew early on I brought a lot of the problems with the public I faced on myself because of my novice attempts at presenting myself to blend into society with other women. I was coming off like a clown in drag, rather than someone who was seriously trying to jump the gender border from male to female. I was not playing around.

As my old male ego suffered, my feminine ego persisted and finally I did better in the world. I think too, the world took me seriously for the first time and did not have to ask the “why” question. I discovered too, that most of the world was just doing their thing and could care less about me if I could just blend. As I did blend in and began to carve out a new life for myself, the “why” of what I was doing became more personal and pressure packed. I was risking a successful male life I had worked hard to achieve, in order to live a new life which was so scary and at the same time felt so natural. I was having fewer people ask me why I was doing this transgender trip to myself.

Which brings up the question why any of us would transition ourselves if we were not desperate to do it. As an example, my own personal example was all the self-destructive behavior I put myself through including suicide and alcohol abuse. I was a living example of why I would do all of this to myself to be a transfeminine person. I was serious about what I was doing and needed to continue up the gender path I was on.

What helped me too was when I began to see the same people more than once. Since I was easy to remember, strangers began to put a name to my face, and I began to become a regular in several of the straight venues I went to. I just followed my tried-and-true idea of if I was friendly, did not cause any trouble and tipped well, I would be welcomed repeatedly.

The farther I went along my gender path, I began to wonder what sort of a transphobic gender bigot or female TERF would even question why a transgender person does what they do. Such as making all the sacrifices we must make to live the life we desire such as risk losing family, spouses and employment. Slicing off a major part of our life and starting over is intimidating enough without the naysayers questioning it.

On the other hand, there were things I wanted to do to help my feminine transition along such as losing nearly fifty pounds and beginning to take better care of my skin. Suddenly, I had access to more fashionable clothes which fit better, and my makeup was easier to apply. All because I took the time to take care of my transfeminine self. When I did so, even the haters I still encountered needed to get over it because I was more secure in myself. Even though I was increasingly successful in the world as a transgender woman, humans are like sharks, and every now and then I needed to fend off any unwelcome attention I might have attracted.

Possibly, the most important answer to the “why” question came when I decided to seek a doctor’s help and begin gender affirming hormones. Naturally, the decision on HRT was a major one and not a decision to be taken lightly. At the time I started hormones, I was leading a healthy male life which would have to change. I knew all along, I had come too far on my gender path to turn back now and quickly learned I had made the right decision to start HRT. My life blossomed as never before, and I never missed my old male body and emotions again.

By this time, I had married Liz and settled into a transgender dream world I never thought I could achieve. I guess I was to the point of if I could dream it and could do it. Which is a topic for another blog post altogether.  Plus, I had answered the question once and for all of why I wanted to do this to myself. It was fulfilling my own personal destiny.

 

Tuesday, September 2, 2025

The Same Old Road

Image from Danijel Skabic
on UnSplash. 
Quite early in life, I grew tired of the same old gender path I was on. Although I could not exactly put a finger on what was wrong with me, I knew something was. What is that definition of insanity? When you do something over and over again and have the same results, I think it is.

Also quite early, I thought I was the crazy one because of my deep-seated desire to be a girl when I was being forced into being a boy from birth. Little did I know, I was destined to become a late gender transitioner in life and must deal with my own form of insanity for fifty years, before I had the courage to do something about it and get off the same old gender road I was on.

As I traveled, it seemed like I was getting better than ever at finding every bump, curve and pothole along the way. Possibly, I was attempting to make my male to female journey even harder, just to prove I could do it. As I like to say, my gender workbook was blank and everyone around me could tell it. Plus, when I first began to get serious about trying out my feminine self in the world, the only outlet I had were the annual Halloween parties I went to. Early on I tried to dress sexy/trashy and then after a couple of years built myself up to trying to present as a cisgender woman at the party. Which surprisingly I was able to do way back when I was still into Halloween as my outlet from the same old gender road.

The best part was, I was able to locate side roads along the way as I was able to present better in the world as a transgender woman. The side roads enabled me to explore different rabbit holes and dead ends to see if I could survive in a new exciting environment. When I had the courage to do it, the road actually smoothed out for me, and I enjoyed myself more than I could ever dreamed I could. Even with all new gender euphoria I was experiencing, I still had to be more careful than ever that I did not crash and burn my male life…yet. I still needed him and what he could provide such as all the male privileges he had worked so hard to earn.

One way or another, I was definitely not on the same old road as I continued to experiment with living as a transfeminine person. I made mini bucket lists of the new things I needed to accomplish each day as a transgender woman and set out to do them. The list could be as small as working on a more feminine walk, all the way to going to a new venue I had never been to before as a trans woman. More often than not, I found the world accepted me as just another woman and did not really care. The whole experience was a confidence booster and enabled me to travel roads which were not the same old ones I was experiencing as a man. One of the main road twists I always mention was when I was able to escape the gay venues I was going to and finding other lesbian or straight venues which supported me.

Suddenly, I was having so much fun choosing all the new roads I found, I had a difficult time deciding where I was going to go. I never thought I was any good at road building until those exciting days when I was finding myself in the world. Some nights, I even felt like I was on some sort of a feminine interstate highway with all the interaction I was having with cisgender women I ran into. Sadly, I finally needed to slow down before I wrecked and burnt myself out, but not before I experienced more than I ever thought I could. My dream life was right down the road, if I could just reach it. I stopped, looked around and I found, all those years thinking I was crazy because of my gender issues were wrong, and I should have listened to myself long ago and I would not have to gone down all the rabbit holes I went down and then being stopped at dead end streets to prove to myself I was still the man I never was.

I was never good at auto mechanics as a man, and it showed when I tried to keep driving down the same old gender roads. As a transgender woman, I was able to take the pressure off driving down the same old roads.  

 

  


Monday, August 11, 2025

Buckle Up!

 

Alpha Gatekeeper Hope
Who Let Me In!

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

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

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

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

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

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

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

 

 

 

Friday, August 1, 2025

Life is too Short

 

Image from Brian Wangenheim 
on UnSplash.

Time is a precious commodity and life is too short.

Days, weeks, months and years are especially precious for many transgender women and transgender men. Mainly, if you waited until later in life to break out of your gender box and transition. Which is what I did.

I could and did look at my cross-dressing years as practicing for the big event of coming out as a transgender woman. While I improved my overall skills in wardrobe and makeup basics, there always seemed to be something I was missing. Actually, there were two main things I was missing, not just one. The first one was the realization I had my idea of cross-dressing backwards. I was never a man cross-dressing as a woman, I was a woman cross-dressing as a man. The second major realization was I would have to go through several transitions to meet my goal. An example was, I needed to transition from being a cross dresser to being a transgender woman if I was ever going to make it to where I wanted to go as a transfeminine person.

To accomplish my dream, I needed to take my second wife’s advice and set out to learn what a real woman went through in life. There was so much more than just being the “Pretty, pretty princess” as she called me. The problem was, she was always my feminine gatekeeper when I tried to explore the new and exciting world I was seeking. She did not want me to make it. She was a strong person and made it tough on me to progress in any way on my gender path but still I persisted.

Time went on and the years passed me by as I went to transgender-crossdresser parties and mixers to see what I could learn. Even then, when I hit my forties, I had a sense of desperation as time went on with me, and nothing major was happening on my gender front. It was during this time of my life when I started to escape my closet and explore the world. Mainly, I was carving out a totally new life where people knew nothing of my old male self. I was free to be the new me I wanted so bad.

After I went through the darkest period of my life when I lost nearly everything and everybody who was near and dear to me, did my life come full circle, and I began to notice the light at the end of the tunnel was not the train. My guess is I had paid my dues, and destiny was opening its doors to me. Among other things, it was about this time that the Veteran’s Administration health care system approved providing gender affirming hormones for veterans such as me. I jumped at the idea of taking advantage of less expensive HRT medicines and free mental health care. Even though I had already set up my hormonal medications through a civilian doctor.

By this time, it was becoming increasingly evident to me which direction my life would have to take before it was too late. I was in the middle to late fifties of my life and if I ever was going to ever have the courage to jump off the gender cliff, I would have to do it. One thing I did not want to do was continue to live the part-time gender existence I was already living. Plus, I was rapidly nearing the point in my life when I could take early retirement. Which would preclude me from having to go through any ugly transition on the job scenarios. I worked in a very male dominated profession, so switching genders on the go could have been quite challenging.

Finally, one night when I was out to be alone, I decided I was enjoying myself so much, I needed to end my gender turmoil forever. I decided to forsake all my male privileges I had fought to earn for decades and seek out my dream life as a transgender woman. It was not a decision I took lightly as I sent all my male clothes except my Army uniform to the thrift stores which were so beneficial to me when I was first acquiring my transfeminine wardrobe and fashion.

By this time, I was sixty and I figured I would never have a better chance to transition again. I took advantage of all the feminine “practice” I had done over the years. I was able to hit the gender ground running and never looked back.

 

Tuesday, July 15, 2025

Living the Transgender Reality

 

Image from Brian Kyed
on UnSplash. 

For me, living a life as a transgender woman was much different than my life as a cross dresser.

I mention it because of the comments I receive here mentioning those of you who may be on different phases of your gender journey and are on the gender balance beam. Such as regular reader “Michelle” who commented: That “gender balance beam” you described? God, it brought me back. The confusion, the hope, the guilt, the not-knowing—all of it. And the way you talk about HRT, how your body just... knew? That hit me so hard. I’m still early in my journey, but reading stories like yours gives me hope that it can work out. Even if it’s messy and hard."

Thanks for the comment! Yes, somehow my body knew I had just made the right choice when I started gender affirming hormones under a doctor’s care. As far as the balance beam went, I have never been coordinated enough to stay on any sort of object, but somehow, I was able to stabilize myself several times and live a transfeminine reality.

Backtracking just a bit, this morning I read a thoughtful post on Stanas' Femulate blog which went into how women accept (or don’t) when their men come out to them as cross dressers. In my case, I write excessively on how my second and third wives interacted when confronted with my gender issues.

The entire interaction was a story of contrasts between the two women who never had the chance to meet when my second wife passed away. My second wife knew of my cross dressing before we were married, and it was never an issue for her. Although she never let on, she never liked the feminine version of me at all. The problem arose as it became increasingly evident, I was much more than your average cross dresser, as I increasingly slid towards my reality of being a transgender woman. The problems all of this gender turmoil created were never her fault. They were mine because I refused to face the reality of who I really was regardless of the costs.  She was well within her rights to refuse me any help as I moved towards my gender dream which would not include her, and I understood that.

Now, on to my third wife Liz. I have been with her for over a decade now. In many ways, she is the exact opposite of my second deceased wife. Liz met me online in a woman seeking woman chat room and rescued me from a very dark time in my life. I was falling off the balance beam. After many months of chatting back and forth, we decided to meet up for our first date with a couple of other women at a drag show.

At the time, I was still reluctant to finish my male to female gender transition. I was living a minimum amount of time as a man, and I had not started hormones yet. The reality of transitioning was still sinking in. After a few months of being around Liz, she told me she had never seen any male in me so what was I waiting for? All I needed to do was make a doctor’s appointment and start HRT and within a very short period of time move in with her in Cincinnati. So, I was able to make a clean start as a transgender woman.

As you can tell, during my life I have been blessed to be with several women who loved me and I learned from all three, including my first wife who I saw just last week as she is the mother of my only child. Even though she only knew me as a crossdresser, we still get along.

Any way you cut it, coming out to a woman you are in a relationship with is one of the most difficult realities of being a cross dresser or transgender woman. I think women who accept us are saints for putting up with such a unique set of challenges. What hurt me the most was my second wife agreeing to me becoming the best woman I could become then not liking the feminine person I was becoming. In all fairness to her, I did go through many changes in my reality when I transitioned and she passed away before meeting the true me. I doubt if there was any way we could have stayed together but maybe we could have been friends.

Maybe you can use the old marriage pun: Life is a bitch until you marry one. And change it around to being transgender is a bitch, until you become one. The truth of transgender reality?

 

 

Saturday, July 12, 2025

Did I think Life Would Turn Out this Way

 

JJ Hart.

Did I think life would turn out to be this way, I would have said NO!

In the earliest days of just exploring my mom’s clothes and admiring myself in the mirror, I never thought life would have become as complex as it did. For years, I thought my cross-dressing urges were an innocent hobby which hurts no one. I was entertained and it was all that mattered in my selfish world.

Little did I know, all I was going through was just the beginning of my life I would have to adjust to if I was going to survive. I was embarking on what turned out to be a very unique life as I had the opportunity to live life in two of the main binary genders.

To put it all together on a timeline, I was in my thirties when I first read the term transgender for the first time, and I thought I had finally found a term which described me. Or, at least put words to my gender dream of possibly living a transfeminine life. Up to that point, I had only experienced the other gender variant people I met at various mixers I went to. When I attended the mixers, I met everyone from cross dressers in cowboy hats barely covering their masculinity all the way to impossibly feminine transgender women who were on their way to surgery. I certainly did not think the mixer I went to would turn out that way. I was expecting to attend, meet people like me and come away with new answers about myself. Of course, it did not turn out that way, and I came away with more questions than answers afterwards.

Primarily, I found myself on a sort of a gender balance beam. I was very clumsy and became well versed in playing both sides of the gender spectrum. At times I was good at my games and at times I was very bad, and I suffered. Through the bad times I needed to keep my eye on my gender dreams, be selfish and do the best I could. Perhaps the worst part was, I still did not know how any of it would turn out.

It was only when I managed to escape my dark, lonely gender closet and explore to learn if my future transgender dreams were possible at all. I was in a long-term marriage with a woman I loved, in a successful job and outwardly living a good male life. Why would I want to sacrifice any of the white male privileges I had earned. I did not think on occasion that I ever could.

What changed everything for me was the further I went on my journey, the more natural I felt. I began to think more about my life was meant to be this way. When I was selfish in my gender choices and I did my best to be a chameleon with my life. These days, I would be known as being gender fluid. Another term not known in those days, instead I thought of myself as an androgynous person. Especially when I started gender affirming hormones or HRT. What happened was, I really started to play with fire then. I had given myself a loose timetable until I made the final transition from male to female but could not keep it when the changes to my body became much more noticeable than I had ever imagined.

I never had thought in a million years, my life would turn out this way and I needed to arrive at a point where I needed to be selfish again and give up on my male self. My longer hair, softer skin and budding breasts were giving me away. It was time for a change. In fact, way past time for me to face the inevitable, I should have been living a transfeminine life all along.

All the torment and balancing acts I put myself through were no more than tormenting myself needlessly. Perhaps the final clue was how quickly my body took to the new feminine hormones. There was no negative to the process at all and the calm I suddenly felt led me to feel I was in the right place.

So, no, I never thought I would be in the spot I am in today. I am living as a transgender woman with a wife who supports me totally. The only slice of life I lost was my brother’s acceptance which was overcome by my daughter’s. It has been over a decade since I have spoken to him and truthfully, I haven’t missed our interaction. I am sure I had a few lucky breaks along the way, but for the most part, I think destiny was leading the way. Along with my stubbornness to continue my journey. It does not matter as it all worked out.

 

 

Tuesday, July 1, 2025

Being Your Mother's Daughter

 

Image from Bence Halmosi
on UnSplash. 

What if your dream came true and you could have started your life as your mother’s daughter?

How would life really have been if it could have shared that special mother/daughter bond we can only see from afar.

As I changed my Estradiol patches this morning, I stopped to think how my mom and I would have gotten along if my gender world had been different. I know for sure; everything would not have been so rosy if I was living my dream. I remember vividly being able to sit back and watch mom expertly apply her makeup before she went out in public. Which her generation always did. I wonder now when she would have let me start experimenting with makeup if I was her daughter. I think now, I was wearing makeup before she would allow me to if I was in the feminine world I so dearly wanted to be in. I was also fairly sure I was shaving my legs sooner than she would have allowed.

The reason was, she probably never understood having a son who was really her daughter was all about. If I was her daughter, the pressure would have been on to conform to her ideas and rules. We were so much alike to begin with I am sure we would have fought continually. The gender grass always looked greener from the other side as I grew up. Especially when it came to the world of fashion. I had always admired the clothes girls around me were able to wear when I was stuck in the same old clothes.

It was not until much later in life when I started to really learn of the fashion problems my second and third wives had with their moms, did I begin to understand what they were going through. For example, my second wife told me several times about how she snuck out of the house with her skirt at one length (for parent approval) then when she was out of sight, she rolled it up to make it a forbidden mini skirt and supposedly mom never found out. On a more cruel side, my third wife Liz’s mom constantly harassed her about her weight. I can’t imagine how bad that made her feel. The closest I could come was if my parents ever berated me over a bad athletic play I made. Which they never did.

Overall, I wonder if any bond mom and I would have ever come up with would have been one existing of competition. I am sure my female self would have been struggling as much as my male self to gain any respect at home. All the way to the college I was going to attend. Mom was a graduate of an upscale public university in Ohio as well as being an active alum of one of their sororities. I am sure she would have pushed me (as her daughter) to follow in her footsteps, which would have been another problem.

I wonder if at any point in time, my dream of growing up as my mom’s daughter would have turned into a nightmare. Although, nightmare might be too strong of a term. Better yet, a struggle would have been better to use because both genders have their problems if they are over able to arrive at adulthood and claim the title of women and men. As I said, being a transfeminine person always seemed to be the best way to exist (for me) in life. I would never need to worry about being shipped to fight in Vietnam or summoning my courage to ask a girl out, among other things. On the other hand, I never had the opportunity to be asked out if I was a girl. Certainly, there was a positive give and take to both genders, but I was only seeing the good.

Would mom have taught me the basics of makeup? Or would I have learned it from girlfriends at weekly sleepovers. I am slightly biased, but I think I would have learned from my female peer group more than mom. Having never had the chance to learn, I will never know and since mom rejected any sort of discussion on my transfeminine life, there never will be any way to find out. She passed years ago.

It wasn’t until years later did, I have the chance to learn what I missed or didn’t when I grew up male. It finally took a group of women took me through the process of being a woman. In essence making up for what my mom missed doing. I inherited her stubbornness to do what was right and her ability to keep going until she arrived where she wanted to be. It would have been interesting if she had ever accepted the fact she had a daughter, not a son.

 

 

Thursday, June 26, 2025

Build the Plane before You Fly It.

 

Image from Miquel Angel
Hernadez on UnSplash. 

Early in my life I learned to build my gender plane before I tried to fly it.

When I was simply admiring myself in the mirror, life was easy, or so I thought. I could apply my makeup and put on my mini-skirt and journey to the mailbox, hoping the neighbors would not see me. Through it all, the mirror lied to me and said I looked wonderful even though I did not even have a wig. Even still, I kept going. Mainly because we lived in a very rural area and no one saw my mailbox adventures.

I suppose, during those days, I was merely experimenting with clothes and makeup, the same way any other young girl would do. The problem was, I had no one in my peer group to criticize me and help me to learn what was correct with make-up and fashion and it showed. I was attempting to fly my gender plane before it was fully built. The mirror never did any of it for me. It was simply there to tell me how good I looked.

It was not till much later in life, did I begin to replace the mirror with public feedback when it came to early adventures going out in the world as a transfeminine woman. I vividly remember all the nights I quickly returned home wiping the tears away after being followed by someone and laughed at. Mainly from teenaged girls. Somehow, I needed to keep taking my plane back to the drawing board to attempt to see what I was doing wrong. The good news is, I did begin to figure it out. I was dressing for the wrong gender. Trying to please men, when I should have been trying to please women. Out went the sleazy, ill-fitting clothes. Replaced by more sensible clothes as I did my best to cover my male poisoned body.

It worked as I began to blend into the world, as I gave myself the chance to experience my reality for a change. I was similar to the Wright Brothers during their first flights; I was not going far but I was doing it. During this time, my flights grew dramatically longer. I was finding my way out of the clothing stores where all they cared about was my money, all the way into restaurants where I had to interact with staff on a one-on-one basis. I was discovering how well my plane was built or not. Surely, I was still experiencing my ups and downs, but I was having more of the positive side of life.

The problem was, on my male side, he was still having success in his world with a very successful job. So, he wanted no part of helping to build a new gender plane. I was forced to build around him. Which made for a very shaky foundation. Especially for my already frail mental health. It hurt me deeply when I was flying high and he brought me back to earth with a crash. He even took me as far as an ill-fated suicide attempt.

In the short, and long term, I survived him and continued to build my plane, every time I thought I was done, there was more to do as I studied the nuances of living a transfeminine life. Adjusting to being passive aggressive alone to other women was a big adjustment, not to mention the communication issues I faced in the new world I was in. Other women were very curious about me and wanted to know what I was doing in their world. Very soon, my air space became very crowded with new people, mostly all women.

Many times, starting all over in life became a major challenge for me. I needed my plane to provide me with a better view of what was really happening in my life. I had too many fake, mean people to beware of. Even after all these years, my plane was still very fragile. Before I moved ahead any further, I just had to build in the inner strength I needed to pursue my dream of living fulltime as a transgender woman.

To accomplish my dream, I needed the friends I had found in my new life to do it. I always mention the Liz’s, Kim’s and Nicki’s of the world who helped more than they ever knew. It was all of them who finished building my plane more than I did and I will be forever grateful for them coming together to save me.

Growing up, I built plenty of model cars to look at and even race, but nothing helped me to prepare for the greatest building experience of my life. A gender transformation project which took me decades to complete. In fact, I am still working on it to this day even though I have been fully out for over a decade now. There was more building than I ever thought possible to start all over again with my life.

 

Sunday, June 22, 2025

Building Bricks as a Trans Girl

 

Image from Marcus Spiske
on UnSplash. 

If nothing else, my long life has been a series of gender building blocks.

Ironically in my youth I spent hours building small houses with a set of plastic building blocks I was gifted. That was until I discovered the joys of mom’s clothes and began to admire myself in the family’s hallway mirror. Little did I know, from those humble beginnings, I was heading towards building a lifetime of building blocks. Transphobes as well as other assorted bigots were ruining my early days as a transfeminine woman. Which meant I needed to sort through my gender bricks until I could survive.

Very early on, I knew I needed to build a strong closet. To quote a famous “Doors” song, I was a “Rider on the Storm.”  Somedays my storm would be less as my gender dysphoria subsided on others it was unbearable and all I did was think about the next time I could cross dress in front of the mirror. It was on those occasions; the mirror would play tricks on me and tell me I was an attractive woman. I say tricks because on a good day, I had not mastered the art of makeup or fashion. I needed to be persistent in my building blocks because I would never have been successful if I did not. My dream of living a life in a transfeminine world was proving to be much more difficult than I ever imagined.

It turned out my wife was right, I did make a terrible woman until I paid my dues, but I couldn't pay my dues until I built enough gender bricks to be allowed behind the gender curtain to learn the nuances of doing it. One thing I did know was that I was my gender journey of a thousand miles did begin with that single step in front of the mirror. To keep up with my journey, more and more bricks would be needed for me to succeed. Once I was behind that imaginary but so real curtain, I became a complete sponge to be the best transfeminine person I could be. Some days I was thrilled to be where I was and on others, I was scared to death. Building a new life from scratch with very little help proved to be intimidating.

I learned and became better at dodging the barbs and smirks of the haters in the world. I had built enough bricks to replace my old gender closet with a new one which was built to last me. The new closet was good enough to take me to the point where I could authentically begin a new life as a transgender woman. Which meant I needed to be better than the average cisgender woman just to get by.

The women around me who helped me build my new gender fortress were the gate keepers who never knew how much they helped me live my dream. I was able to layer my feminine experience all the way to success.

Little did I know when I was a kid trying on my mom’s clothes for the first time, how far I would need to go to survive. My last adventure turned out to be my best.

 

Saturday, June 21, 2025

The Big Risk

 

Image from Joshua Rawson Harris
on UnSplash.

When you jump from one of the main binary genders to the other. In my case of course it meant leaving all my hard-earned male privileges behind and move into a largely unknown world.

The risk was tremendous the farther I went along. Mainly because I was accumulating an increasingly amount of male baggage. Such as family, house and good job. At the same time, I was perfecting my transfeminine appearance, which encouraged me to move forward in the world. To be sure, I was involved in being tested with a double-edged sword. Or which way should I go? I spent many wasted hours trying to obsess over my future, which was still very vague. At that point I did not even know if I could even exist in a fully transfeminine world. On nights I was accepted by the public, gender euphoria told me I could. Then, on the nights I was rejected by the public, I thought there was no way I could ever live my dream, and it would remain just that…a dream. A dream which never would go away. 

Through it all, the idea of risking all my existence remained with me and naturally scared me to my bones. I was hiding away my biggest secret and even though I did internalize it well, it was a drain on my mental health. Which is a side story I tell often because it is something I think more transgender women and trans men can learn from. At least I hope so.

Something else, I don’t think the average person understands about us, is this is not a casual joke to us, and we just cannot stop putting on a dress on a whim. We are ready to risk it all to live an authentic life as our true selves. Free from our closets. The problem was at the end of a day out, most of us must go back to our old unwanted male selves (or female selves for trans men). For me, it was always a heart-breaking experience as I tried desperately to maintain my male façade for my wife and work.  The only alternative I had was to attempt to live part of my life as a trans woman and the other half as a macho man. It tore me up.

The entire process just became worse and worse when I began to carve out an all-new life in a feminine world. The more success I felt, the less I wanted to go back to my old life and began to research the prospect of living my lifetime dream. In fact, all I can remember all I really wanted to be when I was young was, I wanted to be a woman. Which of course, I needed to keep to myself. I was miserable as I felt as if I was the only boy in the world who felt that way. It took me years to learn I was not the only male in the world who wanted to be female and was prepared to take the risk to do it.

I was able to find a couple of real live acquaintances who took the risk, almost, so I could judge what it meant for me if I decided to follow in their footsteps. I say almost because one the transsexual women I knew was a very attractive retired firefighter in Columbus, Ohio and had a very good pension to live on. The other trans woman I knew was even more attractive in her own right and a very accomplished electrical engineer and would always find a job. I had a good job but not one which would carry over to a gender transition. So, I had much more to consider, not to mention neither of the women I mentioned were in a serious spousal relationship and I was. Right in the middle of a twenty-five-year marriage. I would later come to know how similar yet drastically different our transgender community is.

The pressure I was feeling to take the final risk continued to build. Aided by the success I was having in dealing with the public, I was encouraged to take the final risk in my life. At this point, destiny stepped in to show me the way. My two major stopping points were my second wife and what I would do for an income after I transitioned.

My wife tragically died, leaving me with one to speak of to object to me leaving my old life behind and beginning a new one. Then, by that time, I was in reach of being able to retire on early Social Security income plus what I could sell online. In many ways, the lightning did come right before the rain for me and then the sun came out. When it did, I could see my dream life had arrived and I could live how I wanted to.

 

 

 

Thursday, June 12, 2025

Just Part of Being a Woman?

 

Image on Unsplash. 

Just part of being a woman meant several different things to me.

First, I needed to get there by being able to present well enough to being accepted by other women. Once I arrived, I was able to enjoy the benefits of living in my dream world as well as the drawbacks. The first night I had an idea I was arriving was when I began to be semi-friendly with a man I met at a venue, I was a regular in. He was part of a small, diverse group of people I mixed with often. Sadly, I followed the saga of his quickly failed marriage to another woman in the group. She was an exotic dancer with long black hair, and he was a big, bearded man who rode a Harley motorcycle. Not exactly a match made in heaven. But they went ahead with the ceremony anyway. It failed within a couple of weeks.

I really don’t know why, but from then on most of the group turned against him, except me. I felt sorry for him and could sense the hurt he felt, so we began to talk. Before long we became friendly enough to look for each other when we came in alone to socialize. I can’t speak for him, but I was in uncharted territory even talking to a man at all since I was basically scared to. Who was I to say no to this big good-looking guy who wanted to talk to me? You are right. I couldn’t. I was too shy to even ask him to see his Harley before he rode off to another job in another town and I never saw him again. How different my life could have been if I had pushed my luck as a transgender woman just a little farther.

That fleeting encounter left a deep impression on me, not because it blossomed into anything, but because it made me realize how much of life I had yet to explore. It was a bittersweet moment of clarity: I had spent so much time crafting a version of myself that fit into the world I longed to belong to, yet I was still afraid to fully embrace the opportunities before me.

In the days that followed, I thought a lot about courage to truly be brave, not just in appearance but in action. It wasn't about being bold for the sake of it, but about taking the step that felt impossible, the one that whispered promises of growth and self-discovery. And yet, even as I reflected, I knew that fear still gripped me, tethering me to the safety of the new family I was creating.

It was around this time that I began writing the blog, capturing what I could of the small victories and the quiet heartbreaks that defined my journey. The act of writing became my sanctuary, a place where I could be unapologetically honest with myself, where I could acknowledge my fears without judgment. The words became a mirror, reflecting not just who I was but who I could be if only I dared to push beyond the limits I had unconsciously set for myself. By doing so, I hoped I could help others.

Life has a way of surprising you, though. Just when you think you've missed your chance, it presents you with another, often in the most unexpected of forms. Sort of like the first night I found myself in the middle of four men discussing guy things which of course I knew quite a bit about. Not realizing exactly where or who I was, I attempted to add my comments to the group. The men paused for a moment, then went on with their conversation as if I was invisible. I learned my lesson, entering a male only domain was a big no-no and exposed my new feminine life of having a lesser IQ. 

On my very few encounters with men, I learned to let them lead the way in conversations. No matter how inane the subject matter was. A prime example was the night I always mention when my car broke down and I needed to call a tow truck. Also, to my chagrin, a well-meaning policeman showed up out of nowhere to help. Between the cop and the tow driver, they refused to even listen to the directions I tried to give to my house. Then everything became worse when I had to ride home with the driver. By the time I arrived home, I had nearly reduced myself to playing the dumb blond just to survive the trip.

Just part of being a woman just meant leaving my male self behind, which is what I was trying to do anyway. What I did not count on was how fast I would lose most all of my male privileges I took for granted when I transitioned. All cisgender women go through the same process when they grow up around boys. It just took me a little longer to get there. Or, as my lesbian friends said, welcome to their world.

Plus, there was the new magical world of gender affirming hormones to consider. The HRT certainly contributed to my internal part of life as a woman.

Sunday, May 25, 2025

Survive or Thrive as a Transgender Person

 

Image from The Blow Up on UnSplash.

It is easy to say, there is a major difference between just surviving and thriving as a transgender woman or transgender man. 

During my very long gender journey, I spent most of the time just surviving. Mainly when I existed by admiring my femininized version in the mirror. I did not understand at the time the difference in wanting to look like a girl, I wanted to be a girl. The entire process caused me huge amounts of duress and ruined my fragile mental health. Primarily because I had no one to explain to me how there were many others who were suffering in their own closets. In those days, there was no internet to provide any information whatsoever. No one to connect with at all. On some days, the loneliness was unbearable.

Still, I survived and continued to follow my own path. I was able to do what worked for me and gradually was able to join the public flow as my own extreme novice version of being a woman. As with any other newcomer, I paid my dues as ugly as they were. Along the way I kept thinking about what I was doing. Why would I ever consider trying anything as crazy as actually following through on my feminine desires to live a transgender dream.

Following a certain tipping point I went through, my desire to do more than just survive as a transgender woman became too much to handle. I was becoming increasingly more mentally unstable and self-destructive to the point of attempting suicide when I could take my life any longer. Fortunately, I was not successful and then set out to do more than survive.

I knew enough to know what I needed to do. Make a deeper dive into myself and explore my own femininity. I also knew I had to leave the mirror behind and substitute it for the world. To do it, I had to set my fears aside and look the other women I inevitably faced as the primary gate keepers in their world. A primarily had to learn the basics of passive aggressive behavior. Was another woman really letting me into her world or just acting as if she was. I learned the hard way to have eyes on the world from behind my back.

By succeeding in the world in my transgender womanhood, I was essentially carving out my own niche. Primarily because most of the world had never seen a transgender woman at all. When I immediately established, I was not a scary person at all up to no good, normally I received a good reception from other women, not men. With women at least, the gate was open for me to walk through. With men, my interactions were few and far between as their frail sexuality was threatened. I adjusted to my new world very easily and thrived more than I ever thought I would.

Suddenly, nearly all my spare time was living as my feminine self and when I was not, I was thinking about her. Or why was I wasting my precious time as a man when I was thriving in my new world as a woman. Each evening, I was out I had the opportunity to discover more and more the nuances I would need to thrive in the world as a transgender woman. Still, some nights I was still struggling to take everything in as my senses were barraged from many different angles. Specifically, when I started gender affirming hormones. From that point forward, I was able to attempt to sync up my internal with my external self. As I thrived, my mental health improved as I was finally able to live as my true gender self.

With age, I learned life is, but a big circle and I was able to find my way into thriving more than surviving. Many days, it was a struggle but finally finding my way was certainly worth it in the long term. Since I spent such a long time just surviving, I felt so much better in my new life.

 As the image says, success only comes from failure.

'Cation

  Headed for Maine ! I will be off-line for approximately the next ten days because my wife Liz and I are headed off from our native Ohio on...