Monday, May 19, 2025

Not Ready for Public Consumption

Porsche Boxster.
 As I made my way into a feminine world for the first times, I was amazed how different it was.

My male self-had grown used to pretty much getting his own way. He was successful in the business world even to the point of buying a new Porsche sports car of his dreams, primarily through the substantial restaurant bonus checks I was earning. Little did anyone know, my female side wanted the new car as much as my male side. She wanted to be the blond in the fancy new car.

New car or not, I was not sure I was ready for public consumption as a transgender woman. After all, I was still new to the world and was afraid to being discovered and ridiculed. So, I continued on through the recesses of my mind, until I presented well enough to get by in the world. 

One of the first major moves I made was to leave the confines of gay bars behind except for the lesbian ones I enjoyed so much. As with anything else, there was a learning curve to be dealt with. I learned there was nothing much I liked about the gay bars who for the most part either shunned me or treated me as some sort of drag queen. Oddly enough, the venues I did learn I was ready for public consumption were the big sports bars I was used to going to as my old male self. It was as if I flipped the switch and was able to go and enjoy a beer and watch my favorite sports as a trans woman and not a man and I loved it. 

Very quickly, I began to also love the attention I was getting in the new venues. I fit in quickly because I was friendly, made no trouble and tipped well. Once the staff at the venue's I went to understood I was only there for a good time and not any nefarious reasons, I was embraced as who I was and all of a sudden, I was ready for public consumption. One thing I need to point out was, none of this came easy to me. I started out with very little in the way of feminine features and I was used to surviving in a male world the hard way. I needed to work hard to feminize myself. Before I began to have an idea of how to feminize myself, I needed to understand how to do it. I spent many long hours in front of my mirror trying my best to perfect my makeup and fashion before I even had the courage to leave the safety of my own house. 

Once I did summon the courage to go out in the world, I also needed to figure out exactly what I needed to accomplish.  Early on, I was just trying to see if I can make it in the world, then it became more refined. Fairly quickly, I went from a man just trying to look like a woman, to actually exist with cisgender women in the world as an equal. Needless to say, the entire idea frightened me completely. I was totally out of the only comfort zone I had ever known as I explored a new feminine world. The good news was freeing myself the toxic relationship I had maintained all those years as I gave my best effort to live as a man. 

The best part was my dream did not turn into a nightmare when I transitioned into the authentic life I always should have been living. When I was finally ready for public consumption, I was ready. 

Sunday, May 18, 2025

Not an Act, not a Phase

JJ Hart Speaking Up at a Trans Wellness
Conference.

Very early on in my crossdressing experiences with the mirror, the vast majority of feminine fashion and makeup I could find came from my mom. As I grew of course, I was guilty of stretching her clothes and ruining some of her makeup.

For some reason, she never brought up my passion for being feminine. Plus, she never found my secret hiding places for my clothes. I think now, rather than confront me about a problem so intense, she chose to ignore it, thinking it was a phase and would go away as I grew up. If the truth be known, there were times when I wished my gender issues were a phase too. Those were the times when I "purged" or threw away my feminine clothes and makeup, swearing never to cross dress again. Of course, every time I purged, the pressure would build again, and I would start all over again to femininize myself. Over the years, I came to learn my connection with the feminine gender was anything else but a phase. It ran much deeper in me. Ignorance was bliss until I began to face the reality of who I was. 

It certainly was not a phase in my life which made my cross dressing anything but an act also. My experiences helped to reinforce the fact I was not trying to fool anyone when I first entered the world as who I labeled as a novice transgender woman. 

So, if I was not in a phase, or just acting like a woman to fool the public, who was I? I was in a personal struggle to search for any idea I could latch on to until I finally had to face the reality of my transgender womanhood. Yes, I went through all the questions of just being in a gender phase, all the way to thinking I was just trying to fool the world when I attempted to present myself as an attractive woman. 

Once I did come to the point where I truly accepted myself as who I really was, the entire process helped me to establish myself in the world and make new friends. My worst fears of being viewed as just a man who put on a dress and makeup as a part time basis were never realized. On the other hand, I played upon the fact I was different from the rest of the public as a transgender woman. If I was to be unforgettable, I most certainly needed to make sure I was making a positive impression. I spent much of my time listening to other women. Trying to pick up the smallest nuances of a ciswoman's life and how I could apply it to myself. 

As I advanced along my long gender path, I needed every small boost I could get to get me by with several close calls in an unfavorable world. It took me years to understand my gender issues were anything, but a phase and I was not a glorified drag queen in the world. It just took me more time to prove it to others. Basically, because I was scared of the knowledge of who I really was and feel secure in my transgender womanhood.

Saturday, May 17, 2025

The End Result?

 

Picnic time with my wife Liz on the right with
JJ Hart. 

Even though I write often about reaching my dreams of living as a transgender woman, sometimes I wonder if I had made it at all.

One of the problems I faced was thinking once I made it to my goal, there was always something else which was challenging me on my gender journey. When I was younger and so naive, I labored under the impression, looking like a woman should be my main goal. After I made it to the point where I could successfully blend in with the other women around me, I found there was so much more to do. I grew impatient with mediocrity and continually looked for more. There had to be so much more for me to discover around the next corner of my life. My prime example always was when going to the malls and clothing stores became too easy for me to do, I sought out other more difficult releases for my transgender challenges. I began to stop at restaurants to order lunch which forced me to interact one on one with employees. It all taught me the basics of communication with the public. 

I say the basics, because communication became the longest and most important part of transition which led to the end result of living my dream. How could I ever hope to live a fulfilling life as a transgender woman if I could not even talk to anyone else. I was also paranoid about anyone wanting to talk to me at all when I was out and about. First of all, I needed to relax and quit putting words in the mouth of the people I met and sit back and listen carefully what they were trying to say. For the first time in my life. The end result was I began to be able to interact with the over-whelming majority of the cisgender women who were curious about me. On the other hand, the majority of men I met wanted little to nothing to do with me, and vice versa. 

Once I arrived at a point when this transgender woman thought she had it all, something else would come along and proved me wrong. I learned the hard way; I needed to be careful where I went on my own as a woman in the world when my male security privilege was taken away. Navigation in a new world proved to be difficult for me. My theory of going out to be alone was at times dangerous as I actively sought out someone to be with. Overall, I was intensely lonely as a man and as a transgender woman. A complex difficulty to be sure in my life dealing with two genders. Primarily, I needed to choose what stayed and what went in my life. All I knew was, I was receiving more positive attention when I was out as a single transgender woman than when I was out as a single man. So, my choice became increasingly easier. 

The end result was, I made it to my goal of living as a fulltime transgender woman, I thought. Even though I was living my dream I never thought was possible, I found I had several other issues to conquer. All of a sudden, with all my male clothes gone and, in my past, I had to plan on what I was going to wear daily in the world. A big difference from the old days when I could look ahead a couple of days to my fashion choices. After several false starts, I made it to the world I always dreamed of, and none of it let me down.  Happiness was always fleeting in my life, but I finally found a slice of it. At times it was quite the adventure as I made my way from cross dresser to transgender woman. 

Even though my adventure had its ups and down to be sure but looking back there were more ups than downs as I made my way (or I should say, learned my way) to my ultimate end result.

Friday, May 16, 2025

The Forgotten Woman

Image from UnSplash.

 Over the years of gender infighting, I needed to carefully sustain my transgender womanhood because she often was the forgotten person.

To begin with, she began life as a second-class citizen in my world when I was born as a male in a male dominated family. Essentially, she had two walls to climb immediately to survive at all.   First of all, she did not have any on hands guidance from mom or girlfriends to show her the way through life and secondly, my male self was successful at all in the world, she was completely forgotten. The fragile complement between my genders had to be maintained at all times or she would disappear. Many times, I asked myself why I wanted her along to begin with, but the answer kept coming back, I needed her.


I discovered the hard way, the occasional trip to the hallway mirror dressed as a girl with full makeup, just was not going to cut it. I just needed more. If I could manage to look like a girl, why couldn't I be a girl, if only in my mind. The problem became, when I had to return to my male reality, I needed to forget my girl self altogether. Many days, it seemed like cruel and unusual punishment. when the only true punishment came at the expense of my already frail mental health. All too often, depression would set in when I forgot my feminine self and could not least appease her by cross dressing in the mirror. 

Another problem was, the more I appeased my forgotten woman, the more my male self-hated it. He fought hard when any portion of his life was threatened. He tried his best to make it easier in life by gaining white male privileges which were difficult to give up. I became successful as a male, but try as I might, I could not forget my inner woman. Who, at the time, was learning more and more how to establish herself in the world. Many times, my male self would win the battles in our life when along he was losing the war. A typical female move he was too blind to see as he blustered along in life. 

When my forgotten woman became less forgotten and more accomplished, my male self-started to panic as he could see the end in sight. Without being a winner. Basically, he teamed up with my second wife to attempt to save what they could of my life. At that point, decisions needed to be made in the worst way. My so-called forgotten woman had learned she could indeed live a life on her own terms. The ability to stand on her own two feet after all those years in a closet was so liberating, she knew she could never go back and, on the other hand, my guy knew deep down he was defeated. 

Living a transgender life she had always dreamed of was suddenly all that mattered. She dictated I start gender affirming hormones to feminize my body outside and inside and that was just the start to being accepted in the world. At that point my forgotten woman was not forgotten anymore, and she got her just due for all the years she waited for control. She loved every bit of it.

Thursday, May 15, 2025

Transgender Adjustments

 

Image from Markus Winkler
on UnSplash.

No matter how you cut it, life is nothing if not a series of adjustments.

As we enter school and learn to adjust to the other kids around us, we discover the basic differences which go far past the genders. As far as boys go, we learn some are toxic, some are athletic, and others perceive themselves as leaders at an early age. I went to a very small rural school and basically went to class with the same students from kindergarten through the ninth grade. Plenty of time to form cliques such as who were the brains, the hell raisers, the athletes and yes, even the losers. 

The one clique which I never had the chance to join was the one with gender issues, or the boys who wanted to be with the girls. I was very sure I was the only one with such issues, so I needed to make whatever adjustments I needed to make on the down low. No other person could ever learn of the adjustments I truly wanted to make but could not. 

As I made it through my early school years, the complexity of my adjustments to gender increased. I remember going to a high school festival where I saw a male student in drag for the first time in my life and was fascinated. If he could do it, why couldn't I? It was around this time of my life also when I heard the rumors of one of my fellow students who had attended a Halloween party dressed as a girl and was prettier than his sister. All of it gave me a brief glimmer of hope for my future. Perhaps there were other males who wanted to be girls also. Sadly, it was just two instances of learning of an outside world of gender adjustments before "Virginia Prince" and her "Transvestia" Magazine came into my world.

"Transvestia" rocked my world with its articles and pictures of cross dressers or transvestites everywhere. Seemingly, the only acceptance requirement you needed to have been, was to be heterosexual which was no problem for me. Of more importance was the fact the side organization call "Tri-Ess" I believe, held monthly mixers in Ohio within driving distance of where I lived. All I needed to do was fill out an application and be approved to meet others with similar gender adjustments for the first time in my life. 

As I discovered, when I first began to attend the transvestite-cross dresser mixers, how much more adjusting I would need to do. I met so many others of differing backgrounds from basic admirers to ultra feminine transsexuals, my life was changed forever. Sadly, I had plenty of time between mixers to figure out how I was going to adjust to the new world I found myself in. The only realization I came up with was, there were very few at the mixer who were close to me in my desires and adjustments I wanted to make. Plus, I had a spouse to attempt to explain it all to. 

Sometimes, I am not as naive as I let on, and I knew all the action behind closed hotel room doors was not heterosexual in nature but beyond that, nothing I saw really surprised me. Like I said, I came away from the mixers knowing I had many more adjustments in my gender journey which in reality was only beginning. Little did I know, life would take me in so many different directions before I could settle into my transgender womanhood. I would have a daughter to raise, marriages to negotiate and jobs to take on in my life. 

In many ways, I am no different than the rest of the world except I have gender issues to contend with. I don't expect any special treatment but then again, I don't need to be discriminated against either. I was only doing what came natural to me by trying to survive in the only world I knew. 

Wednesday, May 14, 2025

Just Being You

 

Paula from the UK.

In response to yesterday's post "In the Passing Lane". Paula wrote in and commented:

"I have often heard it said that the best accessory for passing is confidence. For me these days it is not so much a matter of confidence as familiarity, I rarely make an effort I am just being me.
I have a friend who uses the phrase "When the World experienced me as a man" while I like that it has emphasized to me that not only is the World now experiencing me as a woman, but that I am experiencing the World as a woman!"

First of all, thanks for the comment. It sounds as if you have reached the point in your transition where confidence is not such a huge factor but was early on in our lives.  I am similar to you in that I have reached the familiarity stage, and I am just being me. The point I always try to get across when I write is how long it took me to arrive at where I am at and how I got there. 

As I consistently write, gender dysphoria played a major part in my life, and I was very insecure on how I was appearing in the public as a novice cross dresser or transgender woman.  It took me years of effort to discover who the true me really was. So, I could go forward in the world and seek out a stable transgender womanhood. As Paula said, the world was experiencing me as a man, and it had to stop before it destroyed me.

I think one of the problems we have as transgender women and trans men in the world todays politically charged climate against us is, for the great majority of people, gender is a given and not something to be questioned. I cannot ever remember a time when I did not question my gender on a regular basis. What a strange and wonderful experience that would have been, and I can only imagine the strides I could have made in my life if gender dysphoria was not a part of it. Finally, I arrived at the point I could take my male life no longer and needed to do whatever I could to experience the world as a woman.

But what exactly does that mean? Do cisgender women consciously think of themselves as women or is it a series experiences a female naturally goes through which takes her to womanhood. Plus, let us be clear, not every female makes it to where they can experience life as a woman. Again, the overwhelming majority of the population never has to go through any sort of questions about their gender. Even to the point of not being able to separate gender from sex. With all those big questions, it's no wonder the average person has no understanding of the transgender community. 

I am biased, but I think having the chance to experience life as a man, then a woman is difficult. But it makes for an enlightened life I never expected to have. Once I did arrive, I respected the process and never wanted to go back to my experiences as a man. Except to learn from the positives and the negatives which made me a better person. 

Tuesday, May 13, 2025

In the Passing Lane

JJ Hart.

Early on in my life as a very serious cross dresser before I came out as a transgender woman, I obsessed about my presentation as a woman. Or, in other words, was I "passing."

At first, I went overboard and tried to appease my male side and dress sexy. Naturally, I was a dismal failure with my choices and ended up attracting too much negative attention to myself. After too many disastrous evenings in the public's eye, I finally learned my lesson and began to blend in with the cisgender women around me.

The problem was, still trying my best to slip behind the gender curtain and survive as a transgender woman was very difficult. At the time, a transgender woman friend of mine said it best when she told me I passed out of sheer willpower. She was correct, and I knew I was never the most attractive woman in the room but none of that really mattered as I was beginning to live the life I always had dreamed of. If others somehow resented it, they would just have to get over it. 

Being the keen observer of women, I always was, I found out not all cisgender women passed in the classical sense either. The skillful ones worked around their physical appearance issues with fashion and makeup choices which flattered them. I figured if they could do it, so could I. Finally, my fashion and makeup became second nature to me. At that point, I was not passing out of willpower but more out of inner confidence in myself as a novice transgender woman exploring the world for the first time. Once I found myself in the passing lane, it became easier and easier to stay there.

Even though I had fewer and fewer accidents in my quest for transgender womanhood, I still suffered minor bruises along the way. Mainly from cisgender women who completely did not want me in their world and went out of their way to show me.  Many of the attacks I suffered from were passive aggressive in nature and they took me awhile to get used to, but I did. I developed the extra sense most women have for the world around them and went on with my life as a better person. Secure, I was doing the right thing in my life and did my best to stay in the passing lane. 

These days, I have the benefit of age on my side. The genders naturally blend with age, so with long hair and a little makeup, I can survive in the world. Also, I don't have the vanity about my feminine self I used to have. Plus, I am so fortunate to have my staunch ally and wife Liz by my side the overwhelming amount of the time. An example was the vacation we went to the Florida Keys on a tour bus. If you are not familiar, one way or another on a tour bus, you get to know others. On the trip, I knew I had it made in the passing lane when a couple of women asked if we were sisters. I immediately relaxed for the remainder of the trip.

Overall, since finding my way into the passing lane was a matter of sheer will power. I had always believed if you wanted something bad enough, you could achieve it. Deep down inside, I never had wanted anything more than to be a woman. To arrive at my dream, I needed to get into the passing lane and stay there. Using whatever feminine tricks, I could find and use.

As "Stana" from "Femulate" once said, make sure you properly signal before you get in the passing lane. Once you make it, you will love it.

Monday, May 12, 2025

Adjusting to Change

 

Image from
Rafella Mendes Diniz
on UnSplash.



I am biased, but I think adjusting to a lifestyle in a gender you were not born into is one of the biggest changes a human can make.

As many of you know, I took nearly a half a century to adjust to my gender changes. Looking back, some of the changes were a blur while others were so very slow. The reasons possibly were there were so many changes I made to arrive at the spot where I could take the big leap. For example, the night I went to an NFL Monday Night Football game with a lesbian friend of mine and her family. I was just coming out as a transgender woman and was scared to death but knew I needed to make the move and go with her. Needless to say, after the evening, my life changed forever.

The other night I mention often was when I went to see the Christmas lights at a local grist mill, by myself as a woman. I was not as nearly afraid as I was at the football game and ended up enjoying myself immensely. I felt secure in my fashion choices for the evening and was warm and cozy when I went up to one of the hot chocolate vendors for a warm drink with extra marsh mallows. Most importantly, I did not run into any major problems at either venue and my confidence skyrocketed. Maybe I could be secure in my transgender womanhood after all and live out my dream. 

By now, you may be thinking was that all it took to propel my confidence forward into a new life and leave the old male life behind. No, it was not. It is difficult to mention all the nights I spent out alone as a single lonely woman before I found friends to share my changed life with. Through it all, I needed to be so careful to separate my old male life with my new femininized one. Which meant to separate everything I was talking about to new people. Plus, I did not want to create a totally false past in my life and ignore everything I worked so hard to achieve. I found I could bring in the family I had and just change the perspective I was speaking from, and it worked. At the time, fortunately, I was busy closing out my old male life anyhow which had for the most part collapsed, so the time was right for a major change.

Surprisingly, change did come easier for me than I expected. My femininized life was a pleasure to adjust to. Since, I should have been living it all along. It was like my feminine inner soul was telling me she was right all along. If I just had the courage to make the gender change and stick with it. 

All the adjustments I needed to make in life to survive were worth it for me. Finally, at the age of sixty, I had seen enough of the small changes I was trying to make as a stopgap measure and I decided to rid myself of all my male clothes, start gender affirming hormones (HRT) and live the life I was always meant to live. 

How did I know I made the right change? Because, after I did it, I felt so relieved and natural. I let myself go to fall off my gender cliff and had a very soft landing. All those years which started out as just me in the mirror had come full circle and I was able to live my desired life. All because of the changes I went through.

Sunday, May 11, 2025

A Complex Day

 

JJ Hart. (right) Mother's Day 
last night. Liz on left.



Another Mother's Day is here and as always, it presents me with many complex emotions.

First of all, as I was growing up, my mom was many times the dominant parent in the family, I remember vividly watching her apply her makeup, heels and hose. She was from the WWII generation where a woman's appearance was very important. I think she did a wonderful job maintaining a family of males immersed in boyish struggles. Dad was always present, and was often the deciding factor in our family disputes but mom ruled in all the other areas such as day-to-day discipline between my younger brother and I.  

My mom and I were much alike in many ways. I resembled her except I was close to six foot tall, and she was only five foot two, which made it quickly impossible for me to squeeze into her clothes. Over the years, she never let me know that she knew anything about my cross-dressing habits. Looking back now, I do not think I could have hidden all my feminine collection of clothes and makeup so well from her. She was somehow just ignoring me and my gender issues as just a phase. 

My life as a "transvestite" (as it was known back then) stayed hidden as a topic between mom and I until I was back home after being discharged from the Army. The sit-down did not go well and ended with her offering psychiatric care. From there, the subject of me wanting to be a woman was never brought up again during her life. For years, I held her feelings against her but then started to slowly change after I started to mellow within my own transition. I began to realize, mom was just dealing with life under the only circumstances she had ever known, and change was not in the cards.

What I ended up doing, was honoring her when I legally changed my name. I femininized my maternal grandfather's name as my first name and used my mom's first name as my legal middle name. It was my way of honoring her for all of the sacrifices she made for me.

Then, there was the complex problem on what the kids in my life were going to call me on Mother's Day. Initially, my daughter referred to me as her "parental unit", then began to slowly change over the years. Several years ago, I wrote a blog post which mentioned the first Mother's Day when my daughter referred to me as Mom. Even I was embarrassed to refer to myself as a mom, but I was surprised and flattered my daughter did. 

Now, both my daughter and my wife Liz's son both refer to me as mom on Mother's Day. One way or another, the day will forever bring complex emotions to me. I did receive many negative reactions to my Mother's Day posts, so I will temper this one by saying whatever you believe and however you are referred to, have a wonderful day. 


You're so Vain

  Image from Ava Sol on UnSplash Expressing yourself to the world as a transgender woman carries with it a certain amount of vanity. Unti...