Wednesday, May 21, 2025

Trans Girl at a Drag Show

 

Rubi Girls, Dayton Ohio.

Very early on when I started to explore the public, once again I felt as if I did not fit in. Specifically, when I went to gay venues, especially the venues with drag shows. 

Although I knew many of the other patrons viewed me as just another drag queen, I knew I was much different. For the most part most of the queens I had met were gay men doing their best to perform on stage as women. There were very few transgender women on stage I could identify with. Even so, the local shows were places I could go to be safely entertained. Even still, I became bored with the same old, same old and began to seek out other venues I could go to. That is when I began to go to the well documented shifts to sports bars I had frequented as a man. 

Drag shows unexpectedly became a part of my life again when I began to develop friendships with other cisgender women. Going to shows became the cool thing to do and since I was the link to the performances in their minds, I just had to come along for the girls' nights outs. Which I loved. Most of the women I went out with in the small group just assumed I had more connection with the entertainment that I did. But who was I to say they were wrong, and I went along for the ride. 

It was not until much later when I finally was able to make the differentiation to all my women friends, how much different I was than the drag queens we were watching. The first big show I attended after coming out was when I was invited to go with my daughter and all her women friends when they all were invited to go to a drag troupe called the "Rubi Girls" in Dayton, Ohio. The group of performers is very famous in the region and has even raised millions of dollars to benefit AIDS research.

Effectively, it was my first girls' night out with my daughter and I did not want to let her down. I was scared and prepped overly well for the evening, as I knew I had to blend in with what my daughter's friends were wearing. Since I was just coming out as a transgender woman, my daughter decided only a select few of the attendees would even know I was her parental unit. Once my fear went away, I was able to talk to a few of the other women around me and immensely enjoyed the show. The whole evening proved to be one of the best drag experiences I had until my first date with my future wife Liz. 

This time, the group of women I went with was much smaller, as was the venue which was approximately halfway between Cincinnati and Dayton, Ohio. It meant the drive was easier for both of us since we had not moved in together yet. Again, I was careful not to overdress the other cisgender women in the group and attempted not to be so scared. Afterall, it was just another drag show in a gay venue. Everyone seemed to have a good time, including me when I put away my bias against drag performers and was just being me. All the women around me realized I was much different than the talent we were watching. I was closer to them than the drag women who were gay men. 

Overall, the date with Liz was very successful. So much so, our next date was a non-drag event when we went to the regional Renaissance Festival with her son and again had a great time, so we further solidified our relationship more and more. 

When I look back, I owe my contact to drag more than I give it credit for. At the least, going to drag shows even encouraged me to walk in heels with more confidence. Plus, all the credit for helping to start my public life with my daughter and future wife goes to drag and the confidence it gave me to know I was secure in my transgender womanhood and not in some never/never land which was my knowledge of a world I never really understood. Or felt a part of. I guess you could say, being a trans girl at a drag show still worked out for me. 

Tuesday, May 20, 2025

What an Adventure!

Image from Phillip Rawstron
on UnSplash
 Admittedly, at the age of seventy-five, I spend a lot of time looking back at my life, attempting to look at all the successes and failures that I went through.

The end result is normally wow! Did I do all of that? I remember the adventures I went through when I first left the house in my short skirt with freshly shaven legs and felt the cool night air on my body. At the time, I felt as if there was no other feeling like it and I could not wait until I could do it again. Then, there were all of the Halloween parties I went to cross dressed as a woman from head to toe. The parties were exciting to say the least but also showed me I could possibly make it in the public's eye as a transgender woman in the near future. It is important to note, I went through the stages of trying to dress sexy as a woman to trying to encourage the others at the party I really was feminine. 

When I started to try to enter the world regularly, I found I had many adventures ahead as I went from being laughed at to my face to at least presenting well enough to blend in with the world at large. Out went the short miniskirts and in came the jeans and tops which other women were wearing on a regular basis to the venues I was going to. At the time, it was less fun for me but at the least, my new fashion choices were saving me the torment of coming home in tears. For the first time in my life, the public was not laughing at me for simply trying to be who I felt I should be. 

From there, the adventure really started for me as I made the second big transition in my life. From part time cross dresser to fulltime transgender woman, if only in my mind. The entire idea was huge in that it took me back to the earliest days of admiring my girl-self in the mirror, and thinking that was good, but there was still something missing. The missing part became evident over the years; I wanted to be the girl I saw in the mirror. Little did I know at that time; my gender path would be a long and intense process. Nearly fifty years to be exact before I was able to come to terms to who I really was as a person. 

Before I was able to build a small number of friends I saw on a regular basis, I was intensely lonely, and on many nights was just going out to be alone. Hoping no one would bother me. Fortunately, they did, and my life took an adventurous turn for the better.  I ended up being invited to lesbian mixers, the women's roller derby and even an NFL Monday Night football game. To say I was scared would be too easy a term. Excited would be another appropriate way to think about what I was going through. Where had all of this been all the time I was stuck in my closet? 

Another big adventure was evident when I discovered I had more than one gender closet to escape. There was the physical closet of fashion, makeup and presentation to overcome, and then the major hurdle of the intense mental closet I lived in. I experienced major problems with overcoming the life my male self-had built for me. He was intense and did not want to let go. By then, it was too late, and I was never going back. 

All my adventures proved to be worthwhile, and I succeeded in living my dream of transgender womanhood. Plus, for those of you who think you have waited too long to live your dream, I waited until I was sixty before I started. 



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.

Trans Girl at a Drag Show

  Rubi Girls, Dayton Ohio. Very early on when I started to explore the public, once again I felt as if I did not fit in. Specifically, when ...