Showing posts with label cross dresser. Show all posts
Showing posts with label cross dresser. Show all posts

Tuesday, March 10, 2026

Off...to see the Doc.

 

JJ Hart, back row on left. Girl's night out. 

This is going to be a short post this morning because I have a virtual Veterans’ Administration appointment this morning with the person who checks in and monitors my depression and anxiety medications every three months.

Every time I need to check in, my anxiety goes up because I think this could be the last visit I have with my long-time host Regina. I am afraid of VA cuts by the orange menace in Washington who is trying to get our country into WWIII just because of his involvement in the Epstein files.

Getting back to Regina, she has been with me for years and understands the fact that I am transgender, and more importunately, it has nothing to do with my depression issues, or anxiety for that matter.  She is very careful not to misgender me.

Perhaps, more importantly to me, is my endocrinologist visit which is coming up in approximately a month. The problem is that I am running low on my Estradiol and will need another set of refills. When I talk to her, I am considering asking about switching from the patches I have been on for years to injections because the last time I had my blood work done, my estrogen level was so low. I will have to see what she thinks. Then, there is the fact that the VA keeps making noise about doing away with all HRT therapy in the future, which compounds my problem.

Past that my rescheduled mammogram is in the latter part of April and of course that is in person. I would never say that having a mammogram is enjoyable, but I will say that it is a rite of passage into womanhood for me and always has been.

I guess, multiple medical appointments are part of getting old and I should just accept them for what they are, a chance to stay healthy. Plus, I am fortunate that the VA is going to more and more virtual visits which saves me the time and money to drive to appointments. I must take the good with the bad and not risk being misgendered in the waiting room every time I go. Or at least not being glared at, which sometimes is just as bad.

Now I must get ready for my appointment with Regina, I just hope she is still there.

 

Monday, March 9, 2026

Set in Stone?

 

JJ Hart

When we are born, we are assigned a gender which is arbitrarily based on our genitals the doctor sees. Often, at that point, gender reveal parties are set up by new proud parents. Of course, the problem is what if the child does not agree with how the reveal was going but had no say in the process. That was exactly where I found myself.

I was born as a first son into a male dominated family, so as I grew, I learned what was expected of me. Be a success, compete for it and earn my male privilege was my only path. I was caught with no way out, seemingly, I was stuck in stone. My only path to sanity was the very limited time I had to cross-dress in front of the mirror and try to transform myself into the pretty girl I always wanted to be.

The first time I saw a glimmer of hope in my future as a transgender woman was when I started to go to Halloween parties dressed as a woman, just to see how I was perceived. Overall, I felt as if I got a fair reception and could not wait for Halloween to roll around again. I found I could not wait and began to come up with other ways to test my feminine presentation in the public’s eye by simply going out to malls and women’s clothing stores. Looking back, some of my adventures were just OK and others were brutally bad as I learned what I was doing. One of the main things I learned was presenting as a woman was not set in stone. Often, I could take advantage of the seasonal variations in women’s fashion to change up my own look, which made the fashion process so much more challenging and fun. I needed to up my diet game to fit into more stylish clothes I hunted down at the thrift stores I shopped at. I liked many of them because I could try on my potential treasures in the women’s dressing rooms with no problems.

All of this led me to believe that maybe my gender situation was not set in stone, perhaps I could find my way out of the life I was given. I just needed to be sure that escaping the stone I was in did not put me in quicksand. Or was the transgender frying pan worse than the fire. With my newfound confidence, I set out to discover the answer to as many of my gender questions as I could. I knew I felt an energy in life I had never felt before and it felt so natural that I wanted to experience more. But even with all of that, it wasn’t enough to keep me satisfied with my slow transition. The basic question remained that could I ever gain the courage and where with all to live my dream of existing as a full-time transgender woman on my own terms. Sadly. I was not going to learn that answer for years because my male life kept getting in the way.

By in the way, I mean he kept setting up major roadblocks of my proposed path such as what to do about my wife of twenty-five years and the very successful job I had worked so hard to get. I cherished both of them and did not want to let them go. I am sure, this sounds familiar to many of you in the same situation. Especially when you think your male situation is set in stone and you can’t get out.

I thought the same thing for years as my mental health deteriorated as I drank way to much trying to self-medicate my problems. The part I never understood was how I could think what was true today would be true tomorrow. Destiny for me completely turned me around during the dark days when my wife and almost all of my close friends passed away, leaving me almost completely by myself. Except for my daughter and my brother. On top of all of that, the Veterans’ Administration healthcare system, which I was a part of suddenly approved the use of HRT or gender affirming hormones for qualified veterans who were approved through a therapist to receive them. I was approved and prepared myself for my second puberty and the greatest most profound changes of my life.

Suddenly, everything I thought was set in stone, was not. I was free to live the way I had prepared for all my life had come true. I could even dare to be happy for the first time in my life. It was always set in stone that happiness could not be part of my life. Thankfully I was wrong about that. It was just a matter of learning where I truly belonged and then getting rid of that giant roadblock I was born with. My so-called gender because it turned out to be true, I was never supposed to live a male life after all. All the years of struggle and emotional pain were wasted on a fight that I was never destined to win.

As I always say, I was not a man cross dressing as a woman, I was a woman cross dressing as a man to just get by in life. I was fortunate in that my gender destiny was not set in stone no matter how determined my family around me was to keep me male, I always found a way to sneak around their backs and keep that feminine flicker of hope alive. Now it is able to burn brightly due to no small help from mainly new friends and family. Roadblocks were moved and now the path is straight and smooth as I am able to live the dream I always wanted.

As I said, remember that today does not dictate what tomorrow may bring. I always say, life can change on a dime. If you can find the dime.

 

 

 

Sunday, March 8, 2026

When Gender Calls

 

Image from Brooke Cagel on UnSplash. 

When I was very young, when I listened closely, I could hear the faint sound of my true gender calling me.

Please keep in mind that very early on I could not quite understand what the voice was trying to tell me. I just knew something was not right. As I grew older and started experimenting with Mom’s clothes (even to the point of shaving my legs), did I have a basic understanding of what the voice was trying to tell me. From the first view of myself in our full-length hallway mirror, I had an idea that I had arrived in the right place as I stared at the pretty girl that I had a hand in creating.

It was then that the real gender work began. The first problem I had was trying to find the private time I had to cross-dress. And once I did, when would I have the time to do it again as the gender pressure built on me every time. What I did not understand and wouldn’t for many years was that I was much more than someone who just wanted to wear pretty feminine clothing. My true gender was calling and would never be satisfied until it was properly expressed. Even though I did not fully understand the path I was on and would have to accept it over the years to come. Especially all the blind curves and stop signs I ran into. I was not prepared for all the trials and tribulations I would have to go through to even try to pursue my gender dreams which always had to do with living a transfeminine life. At that time, the phrase had not yet been invented or used, so all I knew was I wanted to be a woman with all the perceived benefits which came with it.

Jumping ahead, the benefits of living as a full-time trans woman were there but just vastly different that I thought they would be. I still had the joy of selecting and wearing pretty clothes which changed with the seasons. It turned out, some of the enjoyment was taken away when I needed to pick out an outfit every day when I gave away all my male clothes and the reality of my existence set in. I guess you could say the novelty of dressing like a woman became a necessity when my gender called.

Speaking of my gender calling, I needed to learn how to accept it when it was trying to get through in my busy life as a man. I knew who was calling all of the time, I was just afraid of facing the reality of me answering it. I ran from it until I could run no more and I had myself painted into a feminine corner of reality I could not get out of.

What I am referring to is all the nights I went out as a trans woman to be alone and ended up socializing and carving out a new life faster than I ever thought possible. Suddenly, my gender phone was ringing off the hook and demanding more and more attention. The conversations became deeper and deeper as discussions about spouses, family and jobs took center stage. At a crucial point, I needed to lose all my fears of debating the pros and cons of gender change and consider the future which increasingly looked feminine to me. I respected the world of ciswomen from all angles, and I wanted to explore my desire to fit in more and more.

Finally, my gender voice became mildly abusive and challenged me to think deeply about the life situation I was in. What was I doing by constantly fighting a situation where I felt natural and good at. For once, I put my stubborn male self behind me and listened. Sure, there were bound to be bigots and haters still on my path, but I would have to ignore them and stand up for myself. The availability of gender affirming hormones or HRT helped me a lot because the hormones softened my skin and harsh male facial angles and made it easier to present a feminine face to the public. Which in turn, gave me more confidence. For the first time in my life, my external and internal features came close to matching.

At least now, my gender voice could quit screaming and calling me stupid for the way I was trying to run my life. Then perhaps, I could answer my gender phone and think about more pressing issues such as how I was going to run my life as a successful, happy transgender woman since happiness was something which eluded me for most of my life.

During a classic “if I had known then what I know now” moment, if I had known way back in my past how deep my gender issues ran, I was so much more than someone who enjoyed wearing feminine clothes. I wanted to be a woman as my ultimate goal in life. It would have been nice too, to have other guidance to help me along in my gender dysphoria struggles. In those days, not only were there not any qualified therapists to help, but there also wasn’t even internet to refer to for information so our closets were very lonely and dark.

Certainly, the one thing missing in my closet was a phone so I could talk when gender called. Maybe it would have saved me a great amount of stress and turmoil. I say maybe because of who knows, I would have had the maturity and courage to lick up the phone and have a honest and far-reaching discussion with myself about who I really was.

Maybe, when your gender calls, there will be a real person such as a supporting spouse to talk to about your life. So many transgender women and transgender men don’t have that luxury. One way or another, pick up the phone and talk. It could be the best therapy for you.

 

 

 

Friday, March 6, 2026

No Matter Where you Go...There you Are

 

JJ Hart, Cincinnati Pride, 
Three years ago.

I always thought no matter where you go, there you are was meant to be a humorous statement, until I lived it during searching for my transgender roots.

Often, I have written about the time and effort I put into moving myself and my family as I switched jobs flutily trying to find my dream of having a feminine future. Sadly, it seemed, after a short time, I was back to where I started. Spinning my tires and getting nowhere. That person I was looking at in the mirror just would not change. When that happened, I would start taking bigger and bigger chances with my future probably hoping someone else would discover my deep dark gender secret. No one except my second wife ever did to any extent, so I was forced again to face my gender dysphoria on my own.

The problem was I was not ready to face my truth as one therapist told me that I was the only one who could make the final call on my gender needs. Would I be a man or a woman was a dauting idea for me, and for the longest time, ran from my decision.

What I tried to do was research how it would be to be a woman in the world I was in. Again, hoping I would receive a magical answer on which way I should go. As close as I came was the days which I was able to pass as a presentable ciswoman. I started doing things such as specific duties such as going to the grocery store, for example, where I was able to literally melt a teen grocery bagger in my big fluffy sweater and mini skirt which was the fashion of the day. It was eye opening because it was the first time I had ever had that sort of a reaction from a male at all. Ironically, all it did was make me feel good about my feminine self for a short time as I prepared to enter the world. No matter where I went, there I was.

Where I was, was a spot where I needed to face reality. Was I going to listen to my wife and never go out explore the world as a woman or stay at home and pass the time drinking and dreaming of the next time, I had the courage to go out. Every time the call to go out came up I had to answer to save what was left of my mental health, and I hit the road doing slutty things such as flashing semi-trucks in my miniskirts. Somehow, I was under the mistaken impression it all gave me validation as a woman. It did not and I outgrew the temptation quickly and went back to doing weekly chores such as trips to the grocery stores.

It wasn’t until much later in my life when I started to truly understand where I should be in the world. I left the gay venues I was frequenting and started exclusively going to the lesbian and straight bars all together to see if I could make it in a world that I enjoyed. In those cases where I went, there I was and I liked it. The world was a blur of excitement and trepidation as I tried more and more venues to see if I would be accepted, and I found in some I was.

Before I knew it, and had the where with all to acknowledge it, I was moving from the transgender woman image I had of myself. I was slowly becoming the best version of me, and one I had dreamed of my entire life. Being just me meant that for once, no matter where I went, there you are meant something basic to me. Getting there was never easy and I took a lot of chances, but I made it through many storms and high winds to make it. Looking back, I don’t know how I did.

Being just me brought me deep satisfaction and allowed me to allow myself to let my feminine side rule my world. There was nothing I could do about always being a transfeminine person, but being a quality version of me was going to be a work in progress as I meshed all my virtues together. The problem then became recognizing exactly what my virtues were and what I could take from living on both sides of the main gender binaries, male and female. I needed to look at the process as a blessing that few humans get to go through rather than a curse that most haters and bigots said it was.

When I took my life firmly in control and was able to surround myself with strong allies, finding out where I was stepped out of the mist and into the sunlight. In the bright light, I found I could be a nice quality person that people responded to as me, not because I was transgender.

At that point, no matter where you go, there you are became very real to me because I had landed squarely where I wanted to be. Sure, I took a long winding path to get here, but now I am finally proud to say I am just me. Certainly, I would not recommend all the running and drinking I did to anyone else but hopefully you can find your own path which brings you to the stage of just being you. And sometimes, all the things we do to survive our gender issues make for a more interesting life than most people have. At least it worked for me as I made my way through the no matter where you go, there you are phase of my life. Which turned out to be most of it. Hopefully you don’t have to take fifty years like I did to have the courage to do what is right for you.

 

Thursday, March 5, 2026

More Euphoria

 

Image from Marcus Winkler 
on UnSplash.

Yesterday, I wrote a post describing the joys of gender euphoria and promptly received this comment from “Joey”:

Hello JJ! I am Joey. I discovered your blog today from a link on Stana's blog, femulate.org I am a crossdresser who presents male while wearing tasteful, feminine outfits. I do feel some euphoria, primarily when I have been out in normal life while dressed pretty for a couple of hours, and all of the stress hormones go away. Only my wife and a few other people know about this side of my life, so it is stressful when I go out in public every week or two. But after the stress, it is very freeing and happy!

First of all, Joey, welcome to the blog! Hope you enjoy it. The feelings you described were similar to mine too. I know I could not wait until I could shed my male clothes, wear something pretty and sample what the world had to offer for me that day before I had to go back to my old boring stressful male existence. Sure, I felt stress going out as a transgender woman when I first started to do it, but it was nothing compared to my male life. When I was mistaken for a ciswoman, my heart literally sang with joy, and the best part about it was, it all felt so natural. What a homecoming!

My only caution about seeking out more of the male to female femininization process is, it led me to take premature chances with my life. I did not understand all the layers that went into a woman’s life and the only way to gain understanding was by doing it. It was only then that I was given the opportunity to look behind the gender curtain to see what really went on. As I did, I was surprised to learn that many things were the same and women learn in their lives to keep certain things secret from men. Which is why both genders have such a difficult time understanding each other. For example, ciswomen have developed two basic ways of negotiating their lives which have to be understood by any novice transgender woman.

The first is the use of non-verbal communication. Women often give information to other women through their eyes and bypass men all together. I can’t tell you how many silent warnings I got from other women when I was in potential danger from a toxic male.  The second major lesson I learned was how to operate in the new world of passive aggressive women. I needed to have my head on a swivel to look for some other woman coming after me after she initially was smiling and was nice to me. I looked at both of these major changes in my life as just another way of playing the game, and the only problem I had was switching gears when I had to go back to my male life. I had built a career of being aggressive in my business and the change was often difficult for my mental health.

Even though the path went quite slowly for me several times in my life, on occasion, it sped up. Almost to the point of being out of control. My male self-had a unique way of saving his existence when it was on the brink of being taken away. Which made matters worse in my convoluted gender world. How could he continue to be so strong in his resistance when my gender euphoria was so strong when I was successful as a trans woman? I am sure you can understand my dilemma and perhaps have even been there yourself. Somehow, someway, I needed to arrive at a point where I did not define myself as a transgender woman. I defined myself as just me.

Sadly, that point did not come for many years in my life. As my male self-fought long and hard for his right to live on in the world he was successful in. Many times, I good old shot of gender euphoria was all I had to keep going if I was ever going to have a chance of reaching my feminine dream of attempting to live full time. Fortunately, for my life-long dreams, my gender euphoria turned out to be strong too, in its own way. Far past the feel of hose on shaved legs and the sound of my high heels when I walked, all the way to having the confidence knowing who I was. Acquiring the ability to look and another woman eye to eye and communicate on her level was so important to me as I needed to break the communication gap I had with the world when I started to live as a transgender woman.

I am aware that gender euphoria can be different for all of us as we follow our gender paths. Referring back to “Joey’s” comment that she enjoyed being tastefully dressed when she went out. That became so important to me too when I was able to begin to blend into the everyday world as I knew it. Out went the too short miniskirts, replaced my more tasteful denim skirts was a prime example. I was told my legs were always a fashion positive for me so I wanted to show them, but I learned moderation was the best way to go when it came to my male to female femininization process. When I did, my moderation led to a different kind of gender euphoria when I searched for the best way to find my dream.

Euphoria, I found, is also joy of living in a feminine world. Where I always dreamed, I could be. More importantly, once I got there and was living my dream, it was everything I thought it could be and I started to wish I had not waited so long to do it. Of course, thinking that way was just wishful thinking because we are given only one life to live.

I learned I had made the best choice I could and living as a woman was the way to do it.

 

 

Wednesday, March 4, 2026

Gender Euphoria is Real

 

Image from Simona Todarova
on UnSplash. 

Looking back at yesterday’s interaction with the woman who referred to me as “she” when talking to her husband, I knew that gender euphoria was real.

When I talked to her, I was rewarded with being the total feminine package with no doubts including impostor syndrome to ruin the experience. In the past, I would have waited for something to come up to tip off I was transgender. Yesterday, as I said, nothing like that ever entered the conversation. Maybe it was because I got the ball rolling when I sat down beside her in the waiting room. Smiled and said hello. It is difficult for me to do with strangers because I am so shy. I guess finally I am getting the confidence to step out of my shell and do better socially. It helped too, because it turned out we had the same last name and originally came from the same hometown which helped us find something to talk about to pass the time.

All in all, it made for a very pleasant waiting experience as almost all of the people sit and glare at each other. It also made up for the essentially genderless experience I had at the coffee shop when the interaction did not seem to go either way with the young girl who was waiting on me. I was friendly and she was friendly and we both went on our way. If I had my choice, I would have preferred that the barista in the coffee shop would have referred to me as “she” also, but at least she did not use the dreaded “he” pronoun when referring to me. Or even worse, “sir.”  Which would have ruined my morning for sure.

The nice thing about gender euphoria is that it lasts for a long time, and I feel all the work I put into being a transgender woman was worth it. It seemed, despite my best efforts, someone in public would break my feminine façade and call me by a male pronoun. Which brings up the worst thing about euphoria which is so fragile and can be broken in a moment. Then it takes weeks to build up again.

It took me years to realize the power of confidence in my transfeminine life. Sometimes, I felt as if I could rule the room in my high heels, and other times, I just wanted to be left alone and disappear. Probably the same as any other ciswoman felt. In fact, I could see it in the women I studied. Some walked into a room with all the confidence in the world, while others seemed to be so timid. Of course, I did my best to copy the assertive women who I secretly envied because their gender euphoria was so real.

For the longest time, before my ankles gave up, all I wore was high heels because I thought the shoes gave the woman a sense of power with women and men. I knew men were conditioned to look when they heard the click -click of heels coming towards them on a hard floor. Women, on the other hand were forced to respect the woman wearing the highest heels if they liked it or not. Euphoria or envy runs deep with ciswomen it seems. Sometimes it provides a major point of competition between women if they are competing for men, or just appearance.

I am spoiled to have two powerful gender allies around me almost all of the time. My wife Liz and daughter are always quick to provide the correct pronouns for me when a stranger struggles. That way, when the stranger struggles to find the correct pronouns, they always have a reminder, and I leave with my gender euphoria intact.

One way or another, gender euphoria is as real and powerful as dysphoria and often provides transgender women and trans men with a brief flicker of hope when our closet needs a light to keep going in a world which is increasingly hostile to us.

Hopefully, that is you and even if you experience negativity in the world while you are on your gender path. That light ahead is a green light and you can keep going. Always remember, a transgender journey if a marathon, not a race. You don’t always know what is around the next corner but gender euphoria can help you get there.

 

 

 

Tuesday, March 3, 2026

My Appointment Went Well

 

JJ Hart.

Today was my follow up appointment after my hospital visit with my Veteran’s Administration primary physician.

I have been going to the same clinic for nearly eight years now and have experienced many ups and downs in how I am treated by the staff and fellow patients. I started out with many negative stares and even bad comments from staff when they went out of their way to call me “Sir.” Almost to the point, I was ready to report on one lady who insisted on misgendering me to the higher ups. But, by the time I came back, she was no longer there.

Over time, I became accepted by everyone as my confidence continued to improve. So much so that today, I actually had the courage to sit down next to another woman who was there with her husband who happened to have the same last name as me. When he finished his appointment and came out into the waiting room, the woman I was talking to made a point of saying we had the same last name. The best part was when she said about me that “she” (me) had the same last name. I naturally loved the fact that she recognized me for who I really was.

Other than that, the appointment went well, and all the traces of the pneumonia I had were gone. Plus, all my current vitals were good and even after that point, I received a pneumonia vaccine and a new portable blood pressure machine I can use at home.

The only drawback to the entire morning was when I went to our favorite coffee shop when my appointment at the VA was over. The bad point was the drive through was closed for some reason and I needed to take my immobile self and go into the shop to order. They were struggling, but I was patient and stayed until the staff got my order right. While I was placing and picking up my order, I was not in a situation where I was gendered at all, so I escaped with a neutral in that visit and headed home with our breakfast and coffee.

All in all, I am happy that the visit to the VA went as well as it did and I think my next in-person appointment I have is the mammogram I needed to reschedule for April. Other than that I have the virtual VA appointments I regularly have scheduled, hopefully my calendar will continue to be clear.

 

Sunday, March 1, 2026

Choice? What Choice

 

JJ Hart on Mt. Washington

What angers me more than anything else is when some hater or gender bigot says we transgender women or trans men ever had a choice about who we were destined to become in life.

In my case, at least, deep down I always knew I had something wrong with me. Even if I could not quite put my finger on what the problem might be. It was not until I got the first glimpse of myself in the mirror in pretty girls’ clothes did, I know for sure what my issues were. Then, the issue became what I was going to do about it. At that point, I had no choice but to continue doing was I was doing. Cross-dressing in front of the mirror. Being the pretty girl in my mind was just too much to pass up as I worked continuously towards improving my makeup skills and to do what I could to acquire more articles of women’s clothing which actually fit my fast growing, testosterone poisoned frame. I was the last person to see the results of puberty as a positive development.

As I learned in my latest LGBTQ support group meeting yesterday at the Veteran’s Administration, the legislative bigots have effectively blocked the use of puberty blockers for all young Ohioans. One of the lesbian mothers in the group was seeking blockers from her doctor because her young daughter had started puberty at the age of ten and she wanted it to be put off for a couple of years. The group member was told no, they could not do that in Ohio anymore. Yet another win for the Republican majority in the house legislature who felt they could overrule a parent’s choices.

Back when I was young, no one knew what puberty blockers were anyhow and we all went into our tweener years with no choice at all to how our bodies were going to turn out. The only positive I saw from the changes I was going through that I had no choice over were the extra muscle and size I was adding which helped me to keep the bullies away.

When I began to go out in the world as a novice transgender woman, I began to discover I did have other choices when it came to becoming what it meant to be myself. It all started with what I would wear fashion-wise to fit in with all the ciswomen around me and then expanded to how I would interact one on one with the world. It was all so new and exciting that the world was a wonderful blur at that time in my life. I could pick and choose if I wanted to go casual in my jeans and sweaters or professional in my pants suit and heels when I went out. Depending on where I was going of course. All my choices gave me feminine privilege choices I had so envied for so long. The only problem came when I needed to go back to my old boring male world. I was depressed for days.

The most important thing to note is, all along I never did want to go back to my exclusively male life where all I did was work, drink and watch sports. I had the unique choice to attempt to carve out a female life, and it felt as if I was taking the right path in life to do it. But if someone was holding a gun to my head and telling me I had no choice but to give up the new life I was leading, I would have said go ahead and shoot me. That is an example of how powerful the true lack of choice about my gender was with me.

Unless you have had the transgender experiences I have had, I don’t really expect many other people to understand. But I do expect them not to try to take away my right to live my life the way I want. I used to think that was part of being an American was all about until the transgender community was barraged last year alone with over one-thousand anti trans bills across the country. Through it all, many of those seeking to wipe us outthink we had a choice to uproot our lives and change completely. No more spouses, family friends and employment we were used to, because we had a choice. We did not want to change our lives so completely, we needed to.

As I look back at over fifty years of upheaval in my life due to transgender issues, it is obvious to me that I never had a choice. Regardless of what the bigots said, and they should not be able to use the choice word against me in potential anti-transgender laws everywhere.

Choice is one of the issues all trans women and trans men share. We all have the powerful drive to succeed, and it will never go away no matter how hard the haters try. We have always been part of the fabric of the world and always will be. The difficult part is that we follow our paths to stay on the course until we get a resolution we can live with.

In the meantime, survival is not a bad way to go until you can not take it anymore, then depending on where you live, a cautious peak into the world might get you by until you can do more. Sometimes, you can check with nearby LGBTQ organizations for resources near you. Many of which are on-line to help you find an outlet to talk with others with similar gender interests.

Even though you never had the choice to live your life the way you wanted to, where there is a will, there is a way to live out your gender choices on your terms. You just have to find it to begin to truly live out your own choices which you never really had.

 

 

Saturday, February 28, 2026

Innocent until Proven Guilty

 

JJ Hart


In many ways, this post is an extension of yesterday’s article. It involves the constant gender dance my second wife of twenty-five years and I had through in our marriage until she passed away.

Most of the problems occurred when I could not face the truth about myself. I was much more than a casual cross-dresser and just having the occasional chance to dress in front of the mirror in my feminine clothes was just not enough to satisfy my dreams of becoming a full-fledged transgender woman someday.  That was when I entered the most shameful time of my life when I like to say, I started to cheat on my wife with another woman who happened to be me.

As with most cheating episodes, mine became very complex. First, I started innocently enough with me taking short trips out of the house by walking around our neighborhood. When I got away with that, I started driving around as a trans woman to nearby cities where no one would know me. It was when I began to gather the courage to get out of my car and start exploring clothing stores, malls and book store to name a few. Before I knew it, I was hooked and I was having lunch on my own, just to see how successful I would be as a novice trans woman. Amazingly, I found the world was mostly nice to me and I kept experimenting. Which put me directly in the crosshairs of what I pledged to my wife. That I would never go out in public as a woman. She even went as far as letting me have the money to rent a motel room where I could dress and go out.

I even abused that privilege and still left the house on a regular basis. The problem that I had was removing all the traces of makeup that I was wearing when my wife was gone and I had to pass her strict inspection when she got home. Before long, regardless of how hard I tried to remove all my makeup, I was guilty until proven innocent. My wife knew I had been out, no matter how much I lied and tried to talk my way out of it.

Once I started seriously down my gender path to trans womanhood, I can confess I was never quite innocent. I would look for any opportunity to get out and about and improve my worth in the world as a woman. To be sure, I was not proud of what I was doing, but the whole process felt so natural that I just had to keep going and challenge myself to see what was around the next corner of my life. Even though the whole lifestyle change I was going through was so scary, it was also exciting and natural. As if something deep down inside of me knew I was on the right path.

As I always say, all of the lying and sneaking around took a tremendous toll on my mental health. All of my insecurities came to light when my normally honest life was torn apart by lying so much to my wife. I guess you could say too, for a while I was lying to the world about who I was too when I first started to go out in the world. I was guilty with strangers who did not know they were interacting with who I really was, not some sort of drag act. In fact, it took me several meetings with the same people to overcome that major obstacle in my life. The last thing I wanted back in those days was to be connected with any of the negative talk show press the cross-dresser transgender community was getting. Or even worse when we were being compared to someone who was up to no good by disguising themselves as a woman to commit a crime.  As a group back then, we were guilty until proven innocent.

I was fortunate in that I managed to purge my feminine self about six months before my wife died, so at least, I could do the right thing and honor my promise to her for a short time. For a number of reasons, it was the longest six months of my life.  It turned out when she passed, I would never have to consider purging again. Except when I made the major decision to finally give away all my male clothes for the last time. The best and most complete purge I ever made.

As I reached that point in my life, I vowed that honesty would always be the best policy and I would always be innocent until proven guilty. It turned out my inner hidden female had always thought the same thing and when she had the chance to see the light of day, she made a honest attempt to do the best she could to take the ball and run with it. When that corner had been turned, it was like I had been freed from a giant weight on my shoulders. I could breathe again and be fully proud of who I had become, a whole transfeminine person.

I can’t say it enough, the days and years of lying and deception on my part was totally my doing because I did not have the courage to face who I really was. I have no excuse for my cowardice except for my male self just did not want to give up what he worked so hard to obtain.

Certainly, I would not wish any of the gender turmoil I went through on my worst enemy and if the politicians who keep passing the anti-transgender bills across the country had to walk a mile in our shoes, they may have a whole different understanding of what we transgender women and trans men face on a daily basis. Then we would be judged to be innocent until proven guilty, which we rarely are.

 

 

Friday, February 27, 2026

The Dream was Never Out of Sight

 

Image from Egor
Vikrev on UnSplash

On occasion, I write about my ultimate dream of someday living as a fulltime transgender woman. As is the case with any dream, making it a reality is often very difficult, and it forever remains a dream. The main problem I had was having the confidence to move ahead on my seemingly endless gender path. Somedays, it was like I was walking on air in my high heels and others, it was like I was walking through quicksand. I would be confidently clicking away in my heels until I hit an unseen crack in the sidewalk and almost broke my ankle, which was a prime example of my life at the time.

Even on the days when I was doing my best impression of a linebacker in heels, I tried to keep my head up and look to the future. Hoping for a better day when I could do a better job of presenting in the world as my dream woman. Growing up in my male life, I was accused continually by my parents of never finishing a task. It turned out, working towards my dream of crossing the gender border was the first real project I never quit on. Take my use of makeup for example, I would not rest and kept experimenting until I got it right. I became so good that my second wife would break down and ask me for advice on how to do her makeup. I don’t think she ever knew most of my makeup knowledge came from the night I gathered the courage to take off my wig and makeup and have a true professional redo my face and more importantly explain to me what he was doing as he did it.

Those were my shallow days of thinking being a transgender woman just meant looking like one. As I was told many times by my second wife, I made a terrible woman because I had not paid my dues to achieve my own womanhood. The whole process set my dreams way behind because there was little to no way of me sliding behind the gender curtain to gain the right to play in the girls’ sandbox. How could I ever achieve my dream, if no one would let me in was the frustrating question which I had over and over again. In the meantime, I was stuck cross-dressing in front of the mirror and keeping my dreams alive and knowing deep down someday I would achieve my own unique transfeminine womanhood.

The main problem I had was gaining the confidence I needed to keep my dream alive because deep down I had doubts about whether I could ever make it. Because at the time, all I had were the annual Halloween parties I went to. Even the parties were a struggle on occasion as I needed to figure out my “costume.” I went from thinking that sexy was the way to go, all the way to trying to fool the other attendees into thinking I was a ciswoman who just got off of work. By the time several Halloweens had rolled by, I had achieved my dream of being mistaken for a woman but then was faced with the dreaded what then? Looking ahead at waiting another year for a costume party was unbearable and damaged my dreams of trans womanhood. I knew from my party results I was becoming tantalizing closer to my dreams but getting there still seemed like they were miles away.

As I finally began to leave my mirror and gender closet and explore the world, I began to understand what my wife was trying to tell me. I was a terrible woman out of ignorance as I tried to mold an entirely new person. All I had to work with was my appearance which was just skin deep when I needed to communicate with mainly ciswomen in their world for the first time. For my “sandbox” I chose the bar scene which I was used to and provided me with many unique situations. Many of which I don’t recommend. Along the way, I found myself as a single woman in a bar attracting unwanted attention until I built a group of friends to mingle with. Fortunately, the vast majority of those people who wanted to interact with me were women, so I did not have to worry about a bunch of drunk toxic men.

As I survived this stage of my life successfully, it was time to seriously consider where I would go next. Would I stay where I was at, afraid to go any farther, or would I be brave and take the next step which would be HRT or gender affirming hormones. Following much thought, I decided to seek the HRT path by going to a doctor. By doing so, I discovered what a huge portion of my life I was missing. My body took to the hormones so naturally that I felt I should have been on them my whole life. Just another indication to me of how close my gender dream had always been. I just needed to reach out and grab it.

Perhaps, you may have a similar dream for your life. Mine turned out to be a single-minded pursuit of me wanting to cast aside being a man and start being a woman. Regardless, the way I did it could be different from yours. I chose a “stairstep” method of my male to female femininization process. What I mean is, every time I was successful at one level of my transition, I needed to choose another gender project. If I wasn’t shopping for that new favorite outfit, I needed to figure out where I was going to wear it, is an example.

When I finally made it to the point of being able to live my dream, I certainly had paid my dues and had a lot of help from friends to therapy. They all helped to lift me from being a so-called terrible woman into a well rounded trans woman living her dream which was never far out of sight.

 

Thursday, February 26, 2026

Honesty was Always the Best Policy

 

Image from Jon Tyson on 
UnSplash. 

Very early on in my life, I thought my default mechanism to anyone challenging my masculinity would be to lie about it. Fortunately, I did not have to take that route often because of all the elaborate ways I utilized to hide my feminine desires. Examples were the times I was competing in sports or working on cars. People close to me just assumed I was a “normal” male.

It wasn’t until much later in life when I began to get serious about dating women, did honesty become a real priority when it came to explaining my life. My first experience with telling a woman I was serious about, has been relayed several times here as recently as in the last several days. She is the one I coerced into dressing me head to toe as a woman which was the first time a ciswoman had attempted to do it for me. The whole plan turned out to be a disaster because of so many things. As I have mentioned before, I just wasn’t that impressed with the outcome she presented to me as she applied my makeup and the long blond wig I so desperately wanted. By then, I had spent years doing my own makeup and I thought I did a better job.

Little did I know that disappointment would only be the beginning of many with her. Being honest in our relationship early on led to an engagement but then a total break up because of a date I had with Uncle Sam and the Vietnam War. Rather than support me as I served, my then fiancé insisted I tell the draft board and the world I was gay to try to not get drafted which would have been a total lie. I knew I was a cross dresser but also had a pretty good idea I was not gay. Instead of wrecking my personal life as I knew it, we broke the engagement and went on our not so merry ways. I knew where I was headed, the US Army for three years. It was not the most pleasant time I ever spent in my life, but at least I was honest with myself.

Time went by in the Army until I found myself in a place to exercise some of my cross-dressing desires by going to a hospital Halloween party I was invited to by friends. By doing so, I through caution to the wind and decided to go all out dressed as a woman. I only had about eight months or so to go in the Army, so I was willing to risk getting in trouble to satisfy my need to cross-dress after such a long time of being denied.

All three of my closest friends that I socialized with all the time were at the party too, and as luck would have it, several weeks later, the subject of our “costumes” came up after a long night of enjoying very good German beer. When my turn came to talk about how I had went to all the effort to femininize myself for one night (including shaving my legs), I finally just was honest with my friends and told them I was a transvestite and the Halloween party was far from being just a one night deal of seeing what it would be like to dress as a woman. It was the first time I had ever admitted to anyone that I had a fondness for being a woman, so it was quite the liberating experience.

It was also a far-reaching experience because included in my group of friends was a woman who I got to know quite well. So, well in fact that later on we went on to be married and she became the mother of my only daughter who I cherish to this day and is one of my biggest supporters. Obviously, from day one in our relationship, she was aware of my feminine desires and accepted them.

Much of the same happened with my second wife, who was much more strong willed than wife number one. Even so, I felt honesty was the best policy and I nervously told her again I was a transvestite or cross-dresser before we were married. Ironically, the problem came with me not cheating on her with myself. What I was increasingly doing was doing exactly what I had sworn not to do. Leave the house dressed as a woman. By doing so, I broke one of the main bonds of our marriage which was not lying to her about what I was doing all the time.

Needless to say, like any other ciswoman, my second wife had keen instincts of what I was doing and was constantly on the outlook for things like extra forgotten makeup on my face when I was out and about as a novice trans woman. Since I prided myself in the rest of my life on my honesty, the constant lying I was doing to the woman I loved broke my heart. Especially when I could not stop doing it.

My heart was further shattered when she passed away quite unexpectedly from a massive heart attack and I was on my own after twenty-five years of marriage. The only redeeming thing I did was completely purge my feminine side for six months before she died. Even to the point of growing a beard. It was the only thing I could do to try to redeem myself.

Ironically, her death forced open the biggest door to my honesty there was, being honest with myself. When I looked deep, I found that all along I had been just wasting my time trying to be a man with all the privilege that came with it. I had learned to play the male game effectively but did not want any thing to do with my gender prizes after I won them. Being honest with myself for a change was the best feeling of all except I did feel guilty about all the stress and tension I had put others through because of my inner weakness. Total honesty certainly would have been the best policy in my life.

 

 

 

 

Wednesday, February 25, 2026

Everything was OK Until it Wasn't

 

JJ Hart. Frozen in Florida

So many times, when I was caught between my genders, I learned everything was Ok, until it wasn’t.

A prime example would be when I was coming home from a night in the gay venues I was frequenting and my car decided not to start when I was twenty miles away from home. Then I needed to figure out how to get the car home before my wife came home and took off all my make-up acting like nothing had happened. What I did was call a towing company and get the car towed back home as I sat in the cab with the driver, trying my best to present as a blond woman just trying to get her car home. Somehow, I did make it that night and learned to never take that car again when I went out on such a pressure packed adventure.

Sadly, I needed to learn the hard way as I followed my gender path through many blind curves and major potholes. I would usually start out with a final look in the mirror thinking I made an attractive woman from the testosterone poisoned male I had to work from. Confidently, I moved ahead to whichever venues I decided to go to that night. And the stakes were raised significantly when I decided to leave the relative safety of the gay venues behind and attempt to see how I could do in the straight world of big sports bars. It turned out, if everything was going to be OK, I would find out quickly.

Normally I found everything was going to be OK, except on the nights I encountered problems using the women’s restroom and I ended up having the police called on me. That turned out to be more embarrassing than anything else because the cops had better things to do as I was just sent on my way. A more embarrassing night came along much later when a group of drunk guys decided it would be fun to play “Dude Looks Like a Lady” about five times in a row on the juke box. Which ended me getting asked to leave by the manager, even though I was a regular. Well, liked by the staff, who actually tracked me down at a close venue not long after and asked to come back. Telling me, the manager who told me to leave got fired. I was flattered and accepted my welcome back because everything I thought was OK, actually was.

Other times, I was not as fortunate as I began to learn the basics of being allowed to play in the girls’ sandbox. Learning the time-honored tradition of passive aggressive behavior which ciswomen practice so well, proved to be a challenge. I was used to taking another man at face value most of the time until he proved himself unworthy which did work with women. I learned a smile could be hiding something much more sinister. Resulting in claw marks down my back. Once I did, again everything really did turn out to be OK and stayed that way for the most part.

In no way, do I want anyone to think this gender male to female feminization project was a quick one. There were so many nights when I hurried home to return to my old unwanted male self that I wondered what I was doing. I was risking so much on what often seemed to be an empty dream of someday being able to live as a fulltime transgender woman. What kept me going was the deep feeling I had that when I was my feminine self, I felt so natural and I felt as if I somehow was home. And someday, all the setbacks I had would just disappear and everything would truly be OK.

Through the magic of gender affirming hormones (HRT), and strong ciswomen role models, I was able to weather the transition storm I was going through. I knew everything was going to really be OK when I found I could validate myself in the world as a trans woman without the validation of a man, or anyone else. The whole process was so much more complex rather than just looking like a woman. I needed to be my own woman, on my own terms so I could exist on the path I had always been on. Even though sometimes I did not realize it myself. Those were the days of feeling like a failure when a group of teenagers laughed at me for how I looked. Rather than staying and trying to do better, I had to run home crying and go back to my cross-dressing drawing board. Seeking the idea that everything was going to be OK, even though it was not at the time.

As I said, what kept me going was a small spark of feminine energy deep down inside me. Knowing for sure, being the woman I dreamed of being was going to be an incredibly complex gender journey to make. Just lacking the communication skills, I needed to survive in the world as I went one on one with other women made my life a scary one. Since I was shy to begin with, I needed to start from scratch in a new world and work hard to gain an equal footing as a novice trans woman trying to make it alone in the world until I was able to make new friends.

The new friends I made helped me to cushion when I got into situations when everything was OK until it wasn’t. During those times, I could fall back into the group and learn from what was going on. Every learning experience became so important because I could make sure to never try that again. Even what was left of my stubborn male self-learned the misconceptions he had about how women truly lived and did he really want to let go of his life for good.

When he did, I found that everything was going to be OK and it always was.

Monday, February 23, 2026

I Needed Help

 

Image from Kelly Sikkema on UnSplash.

Starting at the very beginning of my long gender journey, it seemed I needed help at every turn.

For the longest time, I thought any ciswoman could help me improve my major concern of just looking as feminine as I could. When it finally happened to me in my college days, I was so practiced in the art of makeup, I thought I could still do a better job than the woman who was working on me. I was truly disappointed and all I ended up doing was out myself as a transvestite (or cross-dresser) to someone who would hold it against me later in life. Lesson learned and it took me years to trust anyone at all with my secret. Ironically, my secret carried over all the way to the transgender-crossdresser mixer where I had the courage to take off my wig and makeup and experience the makeup magic of a professional artist. “He” was able to work wonders with my appearance and even explain what he was doing. More than any ciswoman had ever been able to do for me. So it wasn’t a woman at all who helped me initially, it was a man.

As the years flew by though, the next help I tried was therapy. I needed it to help save my long-term marriage to my second wife who was always against me leaving the house as a transfeminine person. Several times, when she caught me, I volunteered to go therapy to hopefully solve my “problem”. It turns out, therapy ran the gamut for me from very good to very bad. But overall, the good was very good and outdid the very bad, where the therapist did not know anything about gender issues or even care to learn by listening to me. I even went to the extent of driving a long distance to one of the only practicing gender therapists in Ohio at that time. She was good and even was the first therapist to diagnose my Bi-polar depression at a time when I had to fight a major battle just to get out of bed and go to work.

On top of that, she gave me the best advice that I have never listened to. That she could do nothing about me wanting to be a girl. Only I could fight that battle, if I chose to. As I said, I chose not to listen and went on to fight a losing gender battle for years which turned out to be a waste of time and energy.

The next therapist of note that I had turned out to be a match made in heaven by such a place as the Veterans’ Administration. When I applied for gender affirming hormones under VA’s new program way back then, I had to go through therapy to be approved. It ended up working so well that not only did my new therapist pave the way for HRT, but she also ended up producing the paperwork I needed to change my legal gender markers within the VA and in the outside world too. I was with her for years before she moved on to another hospital and now the only therapy, I need is the LGBTQ support group meeting I attend most every Friday.

As you can tell, therapy has been a mixed blessing for me. At times, it is a total waste of time and energy but at other times a real-life saver. Perhaps it was my own fault because I did not understand you can only get out of therapy what you put into it. Being the self-contained, stubborn person that I am, it took me a while to understand what I was trying to accomplish.

As I backed off therapy as my major impact in my male to female femininization process, I began to rely on my dealings with the public to get me by in life. I still needed major help, but I needed to find different places to find it. That is where my socialization process as a transgender woman became so valuable. Since I had become a social person as a male before my wife and close friends had all passed away, I was intensely lonely with no where to turn except to my inner feminine self.

She guided me slowly to a spot where I still needed help but could hide it. What I mean is I could learn from every social interaction I encountered. The small group of ciswomen I socialized with became my teachers and even my protectors without them even realizing it. I was going through a master’s class in gender at such a rapid pace I could not believe my good fortune. For the first time in my life, other women were coming to me for help as a transgender woman. They sensed my background in both the major binary genders could prove to be valuable lessons for them as women with men.

It felt good to me to be able to pay forward in any small way I could any of the lessons I had learned the hard way. Being with therapy or any other help I could give. It is another reason I decided to start blogging about my gender dysphoria so many years before. It is interesting to read any of those ancient posts and see how many of them just revolved my appearance as a cross dresser before I transitioned into a full-time trans woman.

Sometimes too, help can come in ways when you least expect it. From a supporting spouse, all the way to finding your whole new LGBTQ community, there are many ways to find help. Hopefully, you can find your own help. No matter how large or small it could be. Just be ready to accept it when it is offered.

 

Nothing Easy but the Hard Times

  Image from Anthony Tran on UnSplash. Finishing up yesterday’s post about having a medical appointment with one of my medicine providers Re...