Showing posts with label gay. Show all posts
Showing posts with label gay. Show all posts

Friday, May 23, 2025

Seismic Gender Shits...from Gay Bars to Sports Bars

 

My Trans Friend Racquel and Friend.


In many ways, this is only a continuation of yesterday’s post about seismic gender shifts. This time though, I am going to focus on my foray into leaving gay bars behind and beginning to go to several of the major sports bars in the area where I live.

As I see it now, going to lesbian bars was more of a learning experience but being accepted in sports bars was a dream come true. As far as the sports bars were concerned, I can break them down into two types. The smaller more diverse ones such as TGIF Fridays (which catered to single women) and the larger ones which catered to more of a beer drinking, wing consuming male crowd. I knew quite a bit about both from my male days being out and about with my drinking buddies. Not to mention, I had managed a major competitor to Fridays in the area. I only knew the number of times I was jealous of women who took advantage of going to both venues.

It was not until I seriously began to consider going to a sports venue where I enjoyed the cold beer and sports on the big screen televisions, did I begin to look around and see many other cisgender women mixed in with the rest of the patrons. I began to think, if they could do it, why could not I?

Before I even considered my adventure, I needed to insure my femininized presentation was up to the challenge of being in an atmosphere where I would be one of the very few transgender women (or cross dressers) in the venue. All in all, the process took every bit of courage I could summon and still was very scary. Even though I was scared, I pushed forward to see if I could achieve my dream. From my business experience, I knew if I could make it to the bar without being noticed, most of my risk would be averted. Bartenders are greedy creatures and are primarily focused on service and tips which would not be a problem for me.

My biggest problem was acting as if I was not a single woman in the bar area. One of my tricks was to always use my cell phone as a prop to act like I was expecting company. For the most part I think it worked until I began to meet another transgender woman for drinks and there was strength in numbers. I was fortunate too; in that I was slightly ahead of the curve of cisgender women enjoying sports as much as men. When my lesbian friends and I were together enjoying the games, no one cared, and we fit in.

Through it all, there were only a few occasions when I was called out and embarrassed. One of which occurred when I was in a red neck leaning sports bar and had the local police called on me for using the women’s room. After a brief discussion with a female cop, I was sent on my way to a venue up the road where I knew I had rest room privileges.

Probably the most glaring and potentially problematic time I had was one night at a smaller sports bar I had gone to often with no problems. That night, my transgender friend Racquel and I were sitting at the bar minding our own business when suddenly, “Dude Looks Like a Lady” by Arrowsmith comes on the juke box. Not once, not twice but four times in a row, and to make matters worse, the new manager came up to us and said it was time to go. So, we did and went up the street to a bigger venue where we knew we would be welcome. Never to come back, or so we thought.

Several weeks later, one of the bartenders from the venue we were kicked out of found me and apologized. She went on to say, the manager who had banned me had been fired for drug abuse and I was invited back. I happily went back and never had another problem except a bathroom experience which I will save for another blog post.

More than likely, all the success I had in establishing myself in sports bar venues had to do with knowing the people on the other side of the bar were there for the money as much as the store clothing clerks I used to see in my old shopping days in malls when all they cared about was my attitude and the color of my money. On the other hand, the people in the gay bars treated me much worse and often I had to wait for service altogether.

At the end of the day (or several) my transition into the big sports bars was much easier than I ever thought it would be.

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. 

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.

Thursday, May 8, 2025

Medical Euphoria as a Trans Girl

 

JJ Hart at Club Diversity.

Yesterday, my yearly visit with my endocrinologist went very well. 

She went over all my blood work from the vampires and said I did not have any problems she could see. Plus, my all important Estradiol level was at the level she wanted it at. Since I am on the hormonal patches, she always asked if I have had any problems with the patches loosening and coming off. For some reason, I have always been lucky, and I have had no problems with my patches ever which has saved me from taking the injections I would have to give myself. 

After further pleasantries were exchanged, she asked if I had set up my next visit to the vampires for my annual bloodwork which I plan to do this summer. Sometime before my annual mammogram. 

Probably the most important question I asked her was how safe her job was. She paused and laughed she did not know which was the answer I expected to hear...sadly. I am selfish and love the fact I have been with her for years and do not want to go through the problems of breaking a new endo doc in most likely down here in Cincinnati. Where the Veterans Administration hospital is very congested and difficult to access. So, again, I will have to expect the worse and hope for the best as far as my healthcare is concerned under the current administration. 

While I am on the subject of my VA personnel cuts, tomorrow is my weekly meeting which used to be called the LGBTQ support group before the administration forbid any references to the LGBTQ world at all. Now, the word is the Dayton, Ohio hospital where the support meeting is held, will be cutting back three hundred fifty people in the coming months. So. every week, I expect the moderator of the group to be gone. If it happens, I will be sad because the moderator does such a great job of controlling the group. Which with my experience in support groups can be hard to do. 

 Looking ahead to other summer happenings my wife Liz and I are planning.  First of all, we want to go north to Columbus, Ohio to revisit two of our favorite venues. One of which is called "Club Diversity" which is a piano bar and lives up to its name of having a very diverse clientele. Before we go to Diversity, we always have to stop by "Thurman's" who has the best burgers in Ohio for a great dinner. It's been a while since we have been to either place, so it will be great fun to go back. 

Also, we will have fun when we go to my daughters for a combination birthday party for my son in law and two of my grandchildren. It's scheduled for the Fourth of July weekend and should be a good time to break the summer monotony. 

All in all, I am hoping for my contacts to not lose their jobs, and their lives can go on. Selfishly, it all makes my life so much easier and adds so much more euphoria than just medical. 















 

Tuesday, April 22, 2025

The Ultimate Confirmation

 

Image from George Pagan III 
on UnSplash.


My ultimate confirmation in life came when I arrived at a point when I knew without a doubt, I needed to live out the remainder of my life as a transgender woman.

My journey took me to the age of sixty when I finally put my male clothes away and live my dream. Along the way of writing the blog, I have received many interesting comments. Many concerning why I took so long and equating my time as a very serious cross dresser as somehow meaning I was never actually transgender at all. The best all time comment I received was, I was just another old guy on hormones. The comment came so long ago, I do not even remember how I responded.

I can make many excuses as to why it took me so long to transition completely such as I had a wife, I dearly loved who was against it, and a job I worked years to get which paid me well. While those are the given reasons, my ultimate confirmation came from the fact, I just did not have the confidence in myself to do it. For years, I was still being laughed at any time I went out in the world as my femininized self. Before I became very serious about my presentation and lost nearly fifty pounds off my masculine frame and began to take better care of my skin so I could wear less makeup. At that point, the laughter stopped, and I began to acquire the all-important confidence I needed to live my new transgender womanhood. 

Without confidence, I had nothing and little by little, I began to acquire it by doing trips into the world which took me away from the easy malls and clothing stores I was accepted in for my money, to the restaurants which presented me with whole new challenges to overcome such as having to communicate with servers and bartenders one on one. I even went as far as to stop going to the gay bars I thought were safe and going back to the big sports bars I was used to going to as a man. At that point, my ultimate confirmation was establishing myself as a regular at a couple of key venues where I was even given restroom privileges. Obviously, my confidence skyrocketed to a point where it never had been before. I could not wait to do more and more. 

Even with my newfound confidence, a fulltime life as a transgender woman eluded me. There still were huge life questions such as what would I do to support myself, all the way to how I would tell my friends and family. It was about this time in my life when destiny stepped in and answered nearly all my problems. In the space of a couple tragic years, my wife passed away, along with nearly all of my close friends. Leaving me all alone to guide my life in any direction I wanted to. The direction it took me was straight to gender affirming hormones which the Veterans Administration health care system was just starting to prescribe. Since I already was a VA health member, I went through the approval steps and was approved for the HRT program. 

My male self was stubborn about letting to but even he could not fight the ultimate confirmation he was facing. He should have never been in my life to start with and once he got there and established himself, he was difficult to remove. 






Saturday, April 5, 2025

If you Know, you Know

 

JJ Hart from Key Largo, Florida

One of the reasons, we transgender women and trans men have to put up with so much evil misinformation about us in the public's eye is so many people don't even know a transgender person. 

The main reason is, we are so few when you consider the population as a whole. However, within the trans community, we share many similarities. For example, many of first trips into a feminine lifestyle came when we went through our mom's dresser drawers (or sister's) and came away with a wonderful experience. Sadly, then we could not understand why all the people and family around us could not be trusted with our secret. To make matters worse, our secret was so rare, the chances of finding anyone around us who understood was nearly impossible. I only tried to relay my secret to someone who understood twice. Once I was quickly rejected and once I was not. Of course, with the first person, I went back into my closet and was never seen again. But with the other, I found a friend I could share my desires with. Until he moved away with his mother who did not care if we experimented with her clothes and makeup. I don't know for sure, all these years later but perhaps I had found the proverbial needle in the haystack. Another person who knew what I did, we loved all things feminine.

As life continued on, I began to attend various transvestite - cross dresser mixers where I received mixed feedback on how I felt about knowing others. I discovered I did not form as many gender bonds I thought I would. I figured simply we were both into cross dressing and beyond, we would get along better. Quickly I learned, I did not know most of the attendees better than the rest of the world simply because we shared the same need to be femininized. I was exposed suddenly to different layers of the world who had the same gender issues than I. Or so I thought. I found I did not know anymore how the cowboy cross dressers who I called that because they wore cowboy hats and smoked big cigars while they wore a dress, could do that. I had my upbringing when I wore slacks to a mixer and was attacked for doing it. 

Then there were the "A" listers who were very attractive an acted just like the stuck-up girls I went to high school with. I did not get along with them either and did not understand why they could not have been nicer to everyone. I guess, if you know, you know wasn't working for me just because I put on a dress. I was learning the hard way, the differences between cross dressers and transgender women. 

These days, I am involved in just one support group through the VA, which used to be known as a LGBTQ peer support group before the changes forced upon us by the orange felon. Now we are just a support group made up primarily by the gay and lesbian attendees. In fact, out of twelve or fourteen participants, I am one of only two transgender women in the group. What I have learned is, out of all the LGBTQ people in the group share many of the same problems, especially with the upcoming problems in the Veterans Administration. Once again you could say I was so involved in my little world, I did not consider others. For example, I assumed gay and lesbian people understood or supported transgender people because we are cousins so to speak. Whereas they don't understand us any better than the rest of the world. That is why I love to share my experiences with the gays and lesbians in the group. 

I am doing my best to change and understand just because I am transgender, I understand what other trans people are going through. Or they understand me. It is difficult because today more than ever, we need each other in the world to survive. 


Friday, April 4, 2025

The Biggest Risk

 

Image from Engin Ackurt
on UnSplash. 

Recently, I had a comment from "Indigo" on a post I had just completed.

"Indigo" mentioned she was just beginning her transition and wanted to know what I thought was the most important male privilege I had lost when I crossed the gender border. My answer was, by far, the biggest privilege I lost was my personal security. In the space of one year, I needed to fend off potentially harmful attacks from men which I write about often in the hopes of protecting others searching for their transgender womanhood, or even novice cross dressers. 

The first negative learning experience I had was from a person, I will refer to as a transgender admirer at a small party I was attending with my second wife. The admirer was a much larger person than I and had literally trapped me in a narrow hallway in the house we were in. It was the first time in my life I had felt powerless to fend off another person who I thought meant me harm. Ironically, it was my wife who had to rescue me when she showed up in the nick of time. Since she did not approve of the provocative short mini-dress I was wearing that night, I had to hear way too many I told you so's on the way home. It turned out the lesson I learned was to do my best to judge the surroundings I was in before I could place myself in trouble. Not in any way shape or form what I was wearing. My wife was telling me about the right things for the wrong reasons.

The second main situation I found myself in was one night when I was walking alone between two gay bars in downtown Dayton, Ohio. Out of nowhere, I was approached by two men asking for money. I was lucky when they were satisfied with taking the last five dollars I had and let me go. From the experience, I asked for friends to accompany me when and if I ever went back there. By that time in my life, I was nearly done with gay venues anyhow, so it did not matter. 

I need to mention also, both of these learning lessons occurred years ago, and times have changed for the worse. However, the fact remains, women still have to protect themselves in the world from far too many toxic men. As another reader, told me, women are raised to be aware of situations which could be dangerous, and men are not. These days, a lot matters on where you live and how far along you are in your presentation. I am fortunate to live in a city (Cincinnati) which flies the transgender flag on the Transgender Day of Visibility and in an upscale suburb of the city which I have found to be very accepting to me. On the other hand, if I would drive ten or twenty miles to the next suburb, it is very conservative and non-accepting of transgender people. Plus, under current Ohio law, which is being challenged in the courts, I am not allowed in the women's restroom, which is a problem of course regardless of where I am. 

The best I can say is to anyone who is starting your transition, is to just be careful. You have to remember you do not carry your man cards anymore. Always, park at night in lighted lots and keep your head on a swivel. I know too, many transgender women who carry small firearms to protect themselves, but as far as I have ever gone is having Mace with me at all times. On top of all of this, under the current administration, if the wrong person senses something is wrong with your presentation, they could be emboldened enough to actually say something negative. Much worse than the old days when the worse which could probably happen was when you could get laughed at by a group of teenaged girls. 

It has always been very difficult to succeed as a transgender woman or man because to make it, often we have to be better than the next person. But once again please be aware of your own personal safety when you lose all your man cards. It is the biggest risk. For every negative, there is a positive and it is there are many supporting LGBTQ or transgender groups who will support you when you need it. There is a light at the end of the tunnel which is not the train. 

Friday, March 7, 2025

I Was Ready but Was the World?

 

Image from the Trolley Stop, Dayton, Ohio

It took me years to understand and accept my transgender womanhood, but once I did, what was the world going to think.

Once I had worked very hard to cross the threshold into being able to put a reasonable effort into presenting as a woman, the difficult work started. Even back in those days, I was able to learn basic tricks to take a good-looking picture but then I found putting the picture into motion was the problem. The whole scenario presented me with big new challenges, The largest mistake I made was underestimating how quickly the world would want to communicate with me. All of a sudden, when I was going out to be by myself, someone (usually another woman) would invade my little world. Which was suddenly growing rapidly. Initially, until I grew used to it, just trying to look another woman in the eye and talk to her was a real challenge.

I started by merely trying to mimic the tone and sound of the person I was talking to, then took femininizing vocal lessons to aid my efforts. I discovered quite quickly, I was more ready for the world than I thought. I found putting too much effort into communicating with a stranger could be a turn off and too little interaction could come off as being bitchy. So, I needed to be careful and usually let the other person lead the conversation. 

For the most part, I found the world was ready for a stray transgender woman just learning her way. I even was able to converse with several other women I met regularly in venues where I was a regular and so were they. I was amazed I had such an easier time talking to them woman to woman than I ever did as a man. One venue in particular in my world was a tavern called the "Trolley Stop" in Dayton, Ohio. It was/is the oldest continuing tavern in Dayton and I quickly became a regular of Gabby the daytime bartender. I knew from previous experiences, having support from the bar staff was key to my overall acceptance. So, I did my best to be friendly, spoke only if I was spoken to, and tip well. Being accepted in the Trolley Stop helped to really expand my world as a transgender woman and prove I was ready to do it. To make matters even better, the Trolley Stop even hosted a lesbian mixer every month or so and I enjoyed good times there as well. 

All of a sudden, the more I was out in the world as a trans woman, I proved I was ready to make it completely in the new universe I was in. It turned out to be one of the most exciting and satisfying times of my life. I was interacting and communicating with others. When I did, I made a whole new circle of friends (mostly women) I write about frequently. They provided me with the building blocks I needed to find my gender dreams. Once I had the solid foundation I needed, the rest was easy and fulfilling. Especially to my long hidden inner feminine self who had been punished for my entire life.  









  

Friday, February 28, 2025

Trans Girl at the Roller Derby

 

Transgender Roller Derby Woman

Way back when, as I was building my transgender confidence, a group of lesbian friends invited me to tag along to their roller derby experience. 

Even though, I was slightly petrified to say yes, I enthusiastically went along with the idea. What could possibly go wrong with a small group of lesbians drinking one dollar beer watching women's roller derby in Cincinnati? Actually, nothing did go wrong, and I ended up having a great time. 

Also, I was amazed at the number of women in the crowd and on the rink who were more masculine than I still was.  All of them helped me to calm down and have a better time at the event. The only problem I almost encountered was when I used the women's room. It involved an evil stare from a woman coming out as I was going in. It also turned out to be one of those days when I was wearing more makeup than the majority of the women in the venue. Of course, I tried my best to apply the bare minimum of makeup so I could blend in, but it turned out to be impossible. There seemed to be no one wearing any makeup at all. I guess I identified as a "lipstick lesbian" for the afternoon. 

After I settled in, I found I could even enjoy the action on the rink, even though I did not understand all the scoring moves I saw. Plus, I had read the story of a transgender woman who had skated for a Long Island, New York, team who had fought and won her right to to participate. This was way before todays bigoted transgender backlash around the country. 

Sadly, I never went back to the Cincinnati Roller Girls matches again. My excuse is I was never invited back until my mobility issues made it difficult for me to do. Plus, my small group of lesbian friends drifted apart. In the meantime, I was able to check off another item I did not really know I had off my bucket list of things to try as a transgender woman. My friends were doing a wonderful job of pushing me out of my gender shell and if they wanted to do something as a group, I was included.

Everything I was able to check off enabled me to grow my all-important confidence in the world. From there I was able to begin going with my future wife Liz to "Meet Up" groups in the Cincinnati area. "Meet Up's" are groups of strangers who get together to discuss all sorts of topics from writing to knitting and beyond. Meeting strangers again did wonders for my confidence in the world as a transgender woman. I equate the whole process as building a new foundation in life away from anyone ever knowing my old male self. 

Finally. the wall became thick enough and high enough my old male self was completely shut out and he became the one stuck in a dark gender closet. My trip that afternoon just became one more success story on my journey to transgender womanhood.

Wednesday, February 26, 2025

Nobody Understood

 

Virginia Prince

What really hurt me when I first realized I had gender issues was when I had no one to share them with. I was all alone with my problems, or so I thought.

I lived in fear of discovery all the time from my parents or my slightly younger brother. Even then, I knew discovery meant an unpleasant trip to a psychiatrist. The closest friend to me who may have shared a few of the same feelings, ended up moving away. With him, both of us were allowed to experiment wearing his mom's old clothes and putting on her makeup. It was the closest I would ever come to having anyone to share my true life with. Ironically, we never talked about the cross dressing we were doing. We just did it. 

As I said, my friend and his family ended up moving far away and years later, I often wondered if he had any gender issues too which stayed with him. Plus, as I always point out, I spent my youth and the years leading up to college in the information "dark ages", or the time before the internet became so popular along with social media. All I had was my cherished copies of Virginia Prince's "Transvestia" publication to get me by. At the least, "Transvestia" showed me there was a community of others with the same gender leanings I had. Also, in my well-worn issues I saw meetings or mixers within driving distance of me which I could go to. I was excited when I learned I could actually meet other self-proclaimed transvestites in person. The problem was, once I learned I could meet them, was I brave enough to do it. 

You all know, I was brave enough to meet them but then I encountered another problem. No one at the mixers still seemed to understand me. I was too much of a woman for the cross dressers and not enough of one for the transexuals. This was back before the transgender term and meaning was even used and popularized, so once again, I was stuck with no one to understand me.

Finally, the world began to catch up with me and I understood where I was when it came to the cross dresser - transgender community. Even better, with the help of the internet and social media, I began to stay in touch with others with similar views. Suddenly, in many ways, everybody had some sort of an understanding about how I felt. It may have taken me a lifetime to do it, but I made it into the only community who knew what I went through.  

Maybe the problem with the world as we know it these days has been influenced by people who have never met a transgender woman or trans man at all. To understand a trans person, it certainly helps to have followed a similar path. Even briefly. 

In recent years, I went from no one to understand me to having a whole group of people who have not taken the time to even accept me on a basic human level. It seems, I have gone full circle to arrive nowhere. 

Friday, February 21, 2025

Trans Girl at the Symphony

 

Cincinnati Music Hall

I really don't know why but this experience usually slips my mind. Even though, it is one of the most dramatic experiences I have ever had. 

All of this happened several years ago when I was still attempting to navigate the world as my authentic self for first time. Also, my future wife Liz felt the time was right for me to accompany her to the Cincinnati Symphony Orchestra Christmas concert. The whole idea petrified me, but I could not say no and I set about preparing for what I could wear to a semi formal event. My first.

Fortunately, thrift shopping came to my rescue as I found a very sparkling gown to wear in black. As I prepared by shaving, applying makeup and doing my hair, my nervousness subsided a little as we waited for the Uber, we called to take us downtown to the concert hall. 

When we arrived, my nerves returned as we were stuck in a crowd of people waiting to go to their seats. The only thing which saved me was, no one seemed to be paying me much attention. When I sensed no one cared about me, I began to calm down. As far as the musical performance went, I admit I had never been much a fan of classical music, but I did the best I could to enjoy it, and I did. Once I calmed down. Ironically, I was very calm until the lights came up and intermission began. People were moving around which put me in danger of being discovered as a transgender woman. I was not, and the concert resumed. 

Before I knew it, the experience was over, and I could breathe again until we stopped at a venue along the Ohio River for a drink or two to celebrate the holidays and our relationship together. Once again, my nervousness increased until we settled in at the new venue. Again, we were treated very well. I even used the women's room with no repercussions which was becoming a necessity.

What I learned from the entire experience, I found if I did not try harder to expand my horizons as a transgender woman, I never would. Plus, there was never a better time in my life to do it. Because I was spending my time with Liz, it made the whole time so much more pleasurable.

The concert was only the beginning of me building my confidence in my transgender womanhood. Liz wanted to travel, so I learned to travel and again learn new horizons of fitting in with strangers as a woman. I viewed it as a layered trip to learn more and more about my new world. Most importantly, I learned to interact one on one with other women and basically ignore the men who were ignoring me. 

It all was an important springboard into my future desired life which I had to do in a hurry, since I had such a late start at the age of sixty. I can't stress enough, when I did start, despite my fear or nervousness, I enjoyed it immensely. The entire process, proved once again, I had made the right decision when I chose to live as my authentic self. Plus, I needed to discover for once and for all, who was my true self before I could move on with all the major decisions I needed to make.

As I said before, I had never been a real fan of classical music, but it started me down the path to a beautiful future. 

Wednesday, February 19, 2025

Someone is Paying Attention

Image from Alena Garrett
on UnSplash. 

One thing I immediately noticed when I left my mirror and went into the world as a novice transgender woman was when I was suddenly noticed more by both primary genders, male and female.

Of course, being raised in an unwanted male world, I knew how many guys made a big deal about the appearances of the women around them. What I was not prepared for was the amount of attention I received from other women. Especially, younger ones as teen girls were especially observant. I cannot or prefer not to recount the times I was stared down by a group of teenaged girls or younger. 

My primary example was the day I was out shopping in the racks of a women's clothing store when around the corner came a small child who startled me. Obviously, I startled him also because he ran back to his mother (who was close by) and said, "Look at the BIG woman!" Initially, I was relieved because he had called me a woman. Then he continued and said, "The big MEAN woman." Naturally, I learned a big lesson. The BIG mean woman should always be prepared to be friendly, which means I needed to immediately learn to wipe that old male scowl off of my face. If that was all I needed to do to not scare little kids, it was an easy lesson to learn. 

For a while, I was intimidated by all the attention I was receiving until I began to understand where it was coming from. The more I dressed to blend in with other women, the less attention I received from men. Primarily, because I just wasn't that attractive. On the other hand, the increased attention from women came from the fact most of them were just curious what I was doing in their world or were appreciative of my efforts to look the best I could. If I had a dollar for every time I was complimented on my jewelry or earrings, I would be a rich person now. 

It took me time but eventually I learned my lessons well and adjusted to the fact, my appearance as a transgender woman was a fact of life and in many ways a form of female privilege I needed to live up to. My observations made me work even harder on my feminine presentation. In other words, it was all part of my rite of passage into transgender womanhood. Plus, in many ways, I needed to work even harder to present well than the average cis-gender woman who was just getting by because she happened to be born female. Which, by the way, did not automatically allow her to be a woman. Neither gender birthrights allow them the permission to claim an automatic right to claim a title of man or woman. Which comes from socialization. 

I learned if someone was paying attention, I should make the most of it and adjust to my new surroundings. Once my confidence built to a point I could do it, I was able to project a strong feminine aura. When I did, questioning my gender became someone else's problem. Not mine.

Tuesday, February 18, 2025

Down the Rabbit Hole

 

Summer Image, JJ Hart.


Over the years, I began to sink rapidly or was stuck in an increasingly large and deep transgender rabbit hole.

Sadly, I did not have the information I needed at a young age to help me to understand I was much more than a boy who preferred to dress in girls' clothing. I just knew I was not satisfied with cross dressing in front of the mirror on the rare moments I was alone. I always had problems with what I called the gender roller coaster, or I was up when I cross dressed for a couple days before I crashed to the depths of depression and daydreamed my life away thinking of the next visit, I would have in front of the hallway mirror. 

Only one of my thoughts was for certain, I was falling down a gender rabbit hole which I could never return from. For many years, I thought I would possibly grow out of my gender issues, and they could possibly be a phase. Of course, wanting to be feminine in all aspects of my life, was never just a phase and just grew stronger as I aged. 

It turned out, the older I became, the fonder I became of my rabbit hole and wanted to stay there. When I did go out, I was like a real rabbit, cautiously surveying the world for predators. It was not until I began to arrive at a financial point when I started to build confidence in my cross-dressed presentation, did I begin to enjoy my trips out of the hole and into the world. 

It was about this time too, when I began to expand my rabbit hole. I needed more space for my wardrobe and wigs of course. Not to mention the mental room I needed to grow into the person I was becoming. Once I saw the light of my new gender day, there could be no turning back. The light felt so good and so warm; I was loving my new life. 

I ended up forsaking my gender rabbit hole for a new universe of women. To be truthful, it was the most difficult experience of my life. Since I had left my old comfort zone of white male privilege, establishing a new base was difficult in my new transgender womanhood. I had dug my gender rabbit hole so deep; it was difficult to find my way out. 

Sadly, I see too many transgender women and trans men who are stuck in their gender holes. Especially, in the current negative situations we are living in right now, I understand why so many LGBTQ people want to stay out of the public eye. It is just a shame we need to do it.

Monday, February 17, 2025

Your Personal Best

 

Image from Markus Winkler
on UnSplash.


If you have ever worked in any sort of a competitive industry, perhaps you have heard a phrase similar to keep your eye on the ball.

Many times, in my long journey to being a full-fledged out and about transgender woman, I have wished I paused to remember such a goal. One image comes to mind when years ago I was trying to pump gas into my car at a gas station along the interstate when I was traveling back to Cincinnati to meet Liz before we were actually married. 

To begin with, I was a little flustered, even to the point of panicked when I discovered I did not have much money at all on my debit card and had no cash at all. As I said, I was nearly panicked and ended up pulling up to the wrong pump to try to fuel my car. For some reason, I had chosen a diesel pump and fortunately was having no success in putting the nozzle into my gasoline powered car. As I struggled, a man pulled up nearby and came to my aid by telling me I was at the wrong pump. I profusely thanked him and moved to the correct pump but not before I needed to go in the station and pay. Exactly what I did not want to do. I had no choice due to my mistake and needed to finally go inside and confess my mistake to a clerk inside who had no sympathy for the dumb person making the mistake. 

It was just one of many times, I took my eye off the ball and barely snuck by with a little help from above. Another time I remember was one night when it was snowing quite a bit, but I decided I needed to go out anyhow. With out giving anything much thought, I figured the night would be ideal to wear my new medium heel boots to give my fashion image a personal boost. All was going well until I went into one of favorite regular venues and found a seat at the bar. All along, I was confident I could slide down off the bar stool without falling. It turns out, I was overconfident as I tumbled very a womanly fall to the hard floor. I was lucky and all I hurt was my pride. From then on, the boots remained in my closet when it was snowy or even wet outside. 

Most of the time, when I was pushing the envelope and taking my eye off the ball, it was not because I was trying to do my personal best as a novice transgender woman. Even though I had established "safe" places I could go, I kept trying to go other places where I was not welcome such as the one lesbian bar I kept trying to go to. Unlike the other lesbian venue, I was accepted in (which accepted me), the first place tried to make my visit as uncomfortable as possible. Until I finally just stayed away and gave all my money to the place where I was liked. Once I did that, I could relax and enjoy myself.

I learned also, my personal best was not exploring the limits of where I should go as a transgender woman. It meant staying off dark urban streets by myself, or even unlit mall parking lots. I had not realized yet I had lost my male security privilege and needed to add a whole new level of security to my life.

Through it all, as I made my gender journey, I slowly learned how to keep my eye on the ball and do my personal best. Anything less, and I would revert back to my old unwanted male life and find myself back to where I started. Equally frustrating, was the fact I would have wasted all the time I put into pursuing my goals. I found my path and decided to stick with it.  

Sunday, February 16, 2025

Meeting in Person

JJ Hart in a warmer time.

Do you remember the moment you met your authentic self in person?

Looking back, I can recall several profound moments when I saw the feminine person I was always meant to be. My earliest memories came when I was quite young in the days when I was first experimenting with my mom's makeup and clothing. Even though I probably looked like a clown, the mirror told me I was beautiful. No matter what I looked like, I refused to face the truth. 

It was not until much later in life, when I began to realize how much work it was going to take to really see my true self, did I get serious. If I was going to make it to my dream of transgender womanhood, I would have to profoundly change my way of thinking. The first change I made was how my male ego interacted with my appearance the public saw when I went out for the first times. 

The truth of the matter was, if I dressed "down" to blend in with public, I received very little attention, so I started to dress too trashy to please my old male self. What quickly happened was I attracted the wrong type of attention and did not pass well. Or, at all. Back to the cross-dressing drawing board I went time after time until I drove my male ego out to the point where I was successful in blending in with other women in the world. What were the women wearing and when were they wearing it became my motto. The time I spent was worth it when success as a novice transgender woman was becoming mine. 

Suddenly, my visits to the mirror became more and more friendly. I adjusted to the fact I would never be the prettiest woman in the room, but I could rely on other feminine attributes to get by. I began to closely study other women who may not be the most attractive, yet still be popular, fulfilled women. What I did was, I began to concentrate on what my new personality would be as a transgender woman. After all, I had an unique opportunity to start all over again as a human being. My new time was a scarce commodity, and I could not miss my opportunity to do it right. 

I was fortunate in that I already had a women friend who was ready to help me. She had been there all along, just waiting for her turn to lead my life. She was the feminine inner me. It turns out she was a nice person who saw the best in others. When I met her in person, I was excited and knew I was in good hands.

I was in good hands and began to expand my small circle of friends in the world. My wife Liz and I started to go to small and medium sized "Meet Up" groups in Cincinnati where I learned the benefit of a different group of strangers accepting me. None of us knew each other previously, so I was on an even level with them. The great equalizer. 

All of the process was extremely beneficial when it came to meeting myself in person until I became used to it. Perhaps the best part of the entire process was the time I realized I had really expanded myself as a woman, transgender or not.

Saturday, February 15, 2025

Not Scared? In the Wrong Room

 

Image from Alexandra Gorn
on UnSplash.

I cannot begin to tell you how terrified I was to interact with the public when I first began to attempt to live in the public's eye.

One night in particular always stands out in my mind. It was the evening when I had pre-determined my cross-dressing days were behind me and I was going out as a transgender woman. Furthermore, I knew if I was successful, it would change my life forever. As I prepared for my big night out, I took extra care with my outfit, makeup and hair. I wanted to make sure I blended properly with all the other women I would be interacting with at an upscale bar I was going to which was heavily frequented by professional women who worked at a nearby mall.

Once I made the short trip to the venue and found a parking spot relatively close to the front door. As I sat in the parking lot, the pressure to go in increased dramatically. As I nervously checked and adjusted my makeup in the car's rearview mirror, again and again the fact was not lost on me I could be changing my life forever. By the time I gathered my courage to actually enter the venue, I could barely breathe and was gasping for air. 

It took me awhile to gather my courage and enter the front doors of the place and interact with the hostess stand. Deep down, I was hoping the hostess would be busy seating other patrons so I could sneak on through and find a seat at the bar. The short distance from the hostess stand to the bar seemed to be miles to me but I made it and luckily found a corner seat at the bar by myself. Plus, the bar itself was supported by two large thick pillars. I figured if I found a seat next to one, I could blend in and hide if I needed to. I did not need to hide as I was approached for my order by a friendly bartender. 

Immediately, my fears began to melt as I ordered my first drink and even started to relax a bit and watch all the other women who had begun to arrive at the bar to enjoy each other's company. As I observed the group, I saw no one was noticing me. So far, so good. No one noticed a very scared novice transgender woman in their group. 

Of course, this evening was only the beginning of my new transgender journey. I knew my life had changed forever. I could never go back to the old unwanted, boring male life I was living. To move forward, there would be many nights when I would be very scared. Somehow, I learned to feed off my fear to propel me forward. No longer was I a weekend cross dresser, I was reborn as a very serious transgender woman.

My end game was using fear to refine my push forward by putting extra time and effort into my fashion and makeup. That way, when I needed to walk past a crowd of strangers in a new venue I was in, I could do it without any issues. 

I finally decided, if I did not feel any fear at all, I was in the wrong room. Especially, in today's climate, it pays to always be aware of your surroundings. Maybe fear is a strong word, but awareness is not. 

Friday, February 14, 2025

Happy Valentines Day

 

Happy Valentines Day Liz!!!

Admittedly, I have never been much of a romantic, as a former man or a woman. Over the years, I have started to change as I entered transgender womanhood. 

After my wife passed away, I was intensely lonely and began to look around for company. At first, I started by going on-line under various platforms. For example, one week I would list under woman seeking woman, then the next week, I would list under woman seeking man. In total, predictably, I received very few responses. None, I considered quality except one and her name was Liz who contacted me under woman seeking woman. She was from nearby Cincinnati.

In the meantime, I did make a couple other lesbian friends out of sheer will power by forcing myself into going out and being social. The first friend was introduced to me by her daughter at one of the sports bars I was a regular in. The daughter noticed I was always alone and thought it would be fun to do a little matchmaking.  The great part is, we still are friends to this day. 

Then one night when I was out to be alone, another woman came in to pick up a to go order and ended up sliding a note down the bar to me. We ended up meeting and she became part of a small group of women I partied with almost nightly. Plus, as I always say, these two women taught me so very much on what it would be like to live life as a woman, more than they will ever know. 

By now, you may be thinking, were there any men in my life? Yes, there were a few including all the ones who would stand me up on dating sites. I did have a couple memorable dates with guys which never went beyond the kissing stage. Even though I enjoyed being on the other side of the dating spectrum, I still much preferred the company of women. Especially when I was accepted for me. I was satisfied on where I was in my dating preferences and saw no need to change. Plus, when I went to lesbian mixers, I found I could further my preferences as a transgender lesbian.

Perhaps my biggest discovery was how many lesbians were not of the "gold star" variety which meant in their past they had some dealings with men. With me, they found a curious gender middle ground which the majority of insecure men were afraid to pursue. During this learning portion of my life, I ended up enjoying myself immensely.

What I have left out of all of this on purpose was my interaction with Liz. Through it all, we had continued to talk back and forth. Once I was brave enough for her to hear myself on the phone. We finally arrived at the point where her and a group of women friends from work were going to a drag show near Cincinnati. The drag show ended up being our first date nearly fourteen years ago. Obviously, everything went well and ten years later, we were married. 

On this Valentines Day, I credit Liz with being the only woman who ever told me she never saw any male in me at all. In many ways, she helped me back on my feet after some rough years of my life. Happy V-Day, Liz!

Thursday, February 13, 2025

The Gender Envelope

 

Image from Alexandru
Zdobau on Unsplash.



Sure, I spent or waisted far too many years before I fully transitioned into transgender womanhood.

I was too slow for such a long time actually pushing my personal gender envelope when I was busy telling myself I was no more than part-time cross dresser. I saw no harm in just doing my best to look like a woman until it just wasn't the answer I was looking for. The more I cross dressed and improved my feminine presentation, the more I pushed the envelope and looked for more. Very quickly, my yearly Halloween adventures just were not enough.

I began to wonder if I made a good impression at Halloween, could I make the same impression if and when I tried to go out in public as a novice transgender woman. Following many trials and error experiences, I found I could survive a public which largely did not care about me. The big error I always point out is when I was not receiving any attention to speak of as a woman, I began to dress trashy to attract the wrong sort of attention. I was mistakenly pushing my gender envelope the wrong way. When I finally began to understand the best ways to dress my male body and apply the proper makeup, did I begin to be successful and blend in with other women in the world. 

Once I had accomplished all of the fashion, hair and makeup necessities, I allowed myself to further push my gender envelope. When I did, I found myself needing to understand how women exist in the world. Or how do they communicate with other women and men. I had a quite a bit of catching up to do since I was attempting to catch a moving train heading down the tracks. I did not have the benefit of growing up female with a mother or peer group to guide me. I always point out; the passive aggressive system of interaction most women operate under was the most difficult for me to learn. Since childhood, I was always used to the full-frontal confrontational world men operate in so I was attempting to survive in a whole new world.

Once I did survive, I began to push even harder, ignoring warnings from my wife on what would happen if I was ever caught. I put the male gay bars behind me and moved on to big sports bars and lesbian bars where I could actually be myself. I thought I had reached my peak when a dear friend of mine invited me to a trip to a NFL Monday Night Football game in Cincinnati. Even though I was very scared at the thought of going, I could not turn down a chance to empty my envelope and lay my gender cards on the table. Since I am not really a gambler, I hoped the lifetime of preparation I put into this moment would serve me well. 

The moment did serve me well. As always, I survived and became a better woman for it. Plus, I learned the game was only the beginning. The life in my transgender womanhood I was going to experience, would be extremely fulfilling and everything I thought it could be when I started pushing my gender envelope.

My Gender Workbook

  Trial and error were my main learning directions when I was initially following my gender path in public. As my workbook on how to be a gi...