Showing posts with label ciswoman. Show all posts
Showing posts with label ciswoman. Show all posts

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.

 

 

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.

 

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.

 

 

 

 

Friday, February 20, 2026

Time Flies When you are a Crossdresser

Image from UnSplash. 
Since now I have been blessed with making it to the age of seventy-six, I spend a lot of time wondering what I did with my life.

As I mentioned in yesterday's post, I spent much of my time running from myself by changing jobs and moving my family. At the same time, I was doing all of that, I was busy cross-dressing to keep my fragile mental health together. I started the same way most of you with gender issues did by trying on my mom’s clothes and moving on from there. The urge was so strong that I even went out and got a newspaper delivery route (back when newspapers were relevant) so I could make extra money to buy my own makeup, panty hose as well as other feminine items I could afford. Before I knew it, I was becoming fairly proficient at applying my own makeup. So good that the first time I talked a ciswoman into making me over into a woman, I thought I had done a better job with my makeup.

Those were during my college days which were split in two by my military duty during the Vietnam War and all cross-dressing activities were brought to a complete halt. When you are younger, years are more precious and the time away from my makeup, dresses, and wigs seemed impossible to face. Somehow, I made it through and even discovered the magic of attending a Halloween party dressed as a woman while I was in the Army. The good news is I did it but the bad news was the time was very limited, and I had a lot to go over in my mind including Halloween was then another year away. What would I do in the meantime to help solve my cross-dressing dilemma.

What I tried to do first was to drink my gender problems away, which only partially worked because when I sobered up, my issues were still with me and sometimes potentially worse when one night in the Army I told three close friends I was actually a transvestite and like to wear women’s clothes. Not just at Halloween. I was lucky, the word about my gender issues never got out to my higher ups and I went on to serve out my time with a honorable discharge.

When I rejoined civilian life, I had the chance to seriously consider making the gender jump from a male life to a female one. Following serious consideration, I felt the leap would just be too far to make, so I reluctantly chose to stay on the cross-dressing path I was on. To do just enough in front of the mirror to maintain my sanity.

Nothing changed until I began to leave my mirror behind and experience life in the public eye as a novice cross-dresser. Or so I thought. All was good, until the night something clicked in my mind when I was getting ready to go out to the straight venues I was visiting when I left the gay spots behind. As I examined myself in the mirror, I stopped and said what I was doing.  I suddenly felt empty and needed more and then concluded I had taken just dressing as a woman as far as I could. I needed to experience the next step which was actually interacting one on one with other women as an equal. Even though the idea scared me to death, I needed to hitch up my big girl panties and transition again into a full-fledged transgender woman. The venue I chose was TGIF Fridays I was familiar with as a man and I knew if I could make it past the hostess stand with no extra attention, I had a good chance of finding a seat at the bar with the other women who were just getting off work at the nearby mall. Amazingly, my plan worked to perfection, and I made it to the bar and claimed my seat. The bartender waited on me without showing any signs of gender disgust and I even ordered a second drink to celebrate my successful major transition in life. From serious cross-dresser to novice transgender woman. Even saying the word felt good to me.

By the time, time was flying by as I was trying desperately to build a new transfeminine life while at the same time maintaining a long-term marriage and successful job. I found I was not too successful as a juggler because the same time I was feeling good and natural as a trans woman my male life would sneak back it and ruin it for me. Eventually, it all became too much for me to handle mentally, and a suicide attempt followed.

Maybe I spent too much time in my life obsessing over my feminine appearance which I attribute into being a very serious cross-dresser. Certainly, all the successful public appearances I made as a woman were not helping me with my ultimate goal of living my dream. In the long-term, I never bargained on going through two major male to female femininizations to even come close to discovering if I could find my true life and live it as a successful trans woman. Maybe I was too shy or scared to go too fast. One way or another, it is too late now to cry over torn panty hose. Life gives us only one chance to get it right.

Wherever you maybe in your gender transitory journey, I hope you can steer clear of the major roadblocks’ politicians are attempting to out in our way as transgender people. May your path be as smooth as possible as your own time flies by as a cross-dresser or transgender woman.

  


Thursday, January 22, 2026

No One Way is the Correct Way

 

JJ Hart, Trans Ohio 
Conference. 

Yesterday, I referred again to my initial explorations in my mom’s clothes as the way I started my gender journey, and you may have done it too. Or some of you may have had a sister or two to borrow clothes from or even better get dressed up as a girl for Halloween in your past.

My point is that initially we follow very similar paths on our gender journeys without ever meeting up until later in life. Possibly at one of the cross dresser-transgender mixers which used to occur and still do in places such as Provincetown and Harrisburg Pennsylvania who host major events so you can experience living as your feminine self for an extended period of time. Plus, if you live near a city/metro area of any size, often there are LGBTQ groups who host support groups for novice cross dressers to attend which helps them understand a little more what they are up against with their gender issues. For example, Cincinnati, where I live has several gender support groups which cater to different ages in the community.

No matter how you reach out to seek relief from your closet, no one way is the right way to do it. For example, I would not recommend how I came out into the world as a transfeminine person to anyone. I took too many chances in sketchy gay venues as well as drinking way too much. I was caught in a situation where alcohol gave me too much courage while at the same time convinced me how good I looked. Both of which nearly got me into serious trouble a couple of times when I pushed the envelope too far by trying to go to redneck leaning venues. I was fortunate that I did not get physically harmed but I did not.

It was about that time when I began to notice how much more attention, I was getting from ciswomen than men. I think for the most part, the women were curious about what I was doing in their world, and I was harmless dressed the way I was. Slowly, I began to think I was on the right path after all when I started to enjoy myself.

For the longest time, I thought my next move into the lesbian culture was relatively rare when it came to the transgender community until I received another comment from “Bobbie W.” It turned out she was influenced by two lesbians when she was exploring the world too. Sadly, the difference in our paths came when her two friends moved away after school and Bobbie lost her contacts in the lesbian world. On the other hand, my difference was I never lost contact with their world and learned so much about the woman I could become. I became so serious with one of the lesbians I met, that I moved in with her and we got married. We have been together for over a decade now.

Another point I want to make with being accepted by the lesbian culture is you have to try to enter their world with a thick skin and prepare yourself for rejection. You also have to understand the layers of difference in their culture from “butches” to “femmes” and everything in between. Also be aware there are “Gold Star” lesbians who are completely against everything male versus the rest of the culture who had made it with a man in their past and had a very bad experience. One of my friends was a “Gold Star” and always held me at arm’s length while the others, including my wife Liz had children through previous soured relationships.

Maybe also, you think that since you went to all this trouble to be a transgender woman, why waste it on another woman and you want a man. Since I have had very little experience with men over the years, I am a bad one to ask. For the most part, men have steered clear of me, and I have steered clear of them. I did have a couple of dates years ago during my coming out years, but nothing ever came of them, and they were one night experience dates in very public venues where I felt safe. Other than a very rare circumstance, I have never met a trans woman who had a long-term relationship with a man, and I often wondered how scary it would be if he brought his trans girlfriend home to meet mom and the family for the holidays. Although I did it with Liz’s highly conservative dad and brother. (I was terrified).

These days, the possibility of establishing a long-term relationship exists on a broader spectrum than ever before. I know a couple of transgender women who met during their gender realignment surgeries five years ago and just celebrated their fifth anniversary, so anything is possible. Just because your path does not align with the other gender conflicted people around you, it does not make it right. As I said, the spectrum has grown bigger over the years with the advent of the internet influence and social media groups. Although I read recently the tide is starting to turn back to personal contacts and away from online dating which I was lucky with. After sorting through tons of trash and rejection my wife Liz contacted me and we have been together ever since.

Since we are all humans, we share in the vast spectrum of life we are living. Perhaps since we are transgender women and trans men, we have a broader spectrum to live with. These days we still have to deal with the unreasoning anti-LGBTQ political ads which are starting to appear. I saw one just this morning from Kentucky congressman Thomas Massie who was campaigning for a right-wing candidate when he said the candidate was not for transgender they and them but for us. I need to get prepared for the worst that is yet to come.

Try not to let it all drive you tightly back into your closet and keep in mind no way is the right way when you decide to come out and look around.

 

Tuesday, January 6, 2026

Running...Always Running

 

Image from Filip Mroz 
on UnSplash. 

During my life, I have never thought of myself as a runner of any sort. I have never completed any marathons, or long distance runs anywhere except the Army in basic training when I had to.

In basic, all I really learned about running was to never try to look behind you and see how fast if anyone was gaining on you. Mainly because I was never the fastest person running and I was trying to compete against the clock. Not another person. Lessons which came back and helped me later in life when I set out to battle my gender dysphoria. I would have been so much better off if I had never looked back to see who was chasing me.

For the longest time, I took up too much of my mental universe either worrying about what someone else thought about me or worse yet, feeling extreme jealousy over the way another woman looked. I discovered that I was just wasting my time when I spent too much time or effort on both. Which I was doing. There was no way possible that everyone was going to accept me because no matter what I was doing, there seemed to be to be someone else on my wavelength to tell me something was wrong with what I was doing. And as far as being jealous of the way another ciswoman looked, I discovered later in life that there had not been a woman born yet who did not find some sort of flaw in the way she looked. My job was to do the best I could and work with what I had to present my best transfeminine to the world.

Instead of turning around and wasting time and energy watching who was gaining on me, to succeed I needed to throw all my limited resources towards filling out my gender workbook as fast as possible. If someone did like me because I was a transgender woman, that was their problem not mine.

The main problem I needed to solve about me running from my problems was all the moving and job changes I was putting myself and my family through. Even though all the job interviews and moving around was exhausting, I used the process to run from my inner most feelings…that I wanted to quit being a male and live a feminine life. Behind every job move that I made, there was the ulterior motive of wanting to make my life back then as a cross dresser potentially easier. Ultimately, that is the reason I made moves from places like my conservative hometown in Ohio all the way to New York City where I thought I could find a much more liberal existence.

Finally, I went nearly full circle and landed back in my old hometown, but the difference was this time I would be much closer to Columbus, Ohio where I had contacts in the cross dressing-transgender community. By doing so, I even managed to land a much better job which I had worked for years to get. For once, it seemed I was putting my running life behind me, but I really wasn’t. Not until I finally was able to face myself about my true lifelong issues such as (you guessed it) why I wanted to be a transgender woman. To do so, I still had the usual obstacles in the way such as what was I ever going to do about the twenty year plus marriage I was in and the great job I had worked so hard to get, Stopping all the running I was doing was never going to be easy but I kept painting myself into corners I could not easily escape from when on the occasions I was successful in my feminine presentation led me on to wanting more.

More meant taking an increased number of chances with a male life I should have been satisfied with. All my plans were coming together except for the most important one. Except for the most important one I had been running from my entire life. What was I going to do about my increasingly relevant feminine life. The stress I was under became tremendous. Afterall, I was trying my best to juggle two binary genders at the same time. Lucky or not, I was still able to keep most of my feminine life a secret from most of my acquaintances and I continued on as long as I could before the running had to come to a complete halt.

During my life, I was able to only make and keep a very few male friends and as destiny would have it, they all passed away (along with my wife) in a short span of time. At that point, there was no reason to keep running, so I was able to stop and take the easy way out for a change. I chose going all out into a transfeminine lifestyle and never look back with the help of gender affirming hormones or HRT.

When I stopped all my running and faced the truth, I had been avoiding all along, the feeling I had was euphoric and one I had never experienced before. My next step was not to hold it against myself that I did not stop running much earlier in my life and take the lessons I learned about not looking back in the Army. I never knew what happiness was until I did it.

 

Saturday, December 13, 2025

Survival as a Trans Girl

 

Image from David Gavi on UnSplash.

If you are a transgender woman or transgender man, you are a member of the survivor tribe. You have earned your spot through too much trial and error that a “normal” human simply would not go through.

I know there are many of you who are early on your gender transition paths that really need a survival pep talk. My pep talk would be…to try to stay on the bumpy path you are on because it will be full of sharp curves, stop signs and steep walls in your way. What is that old saying? If it doesn’t kill you, it will only make you stronger sadly happens in record numbers to the trans population. In fact, I tried to kill myself several times due to the amount od stress and depression I was feeling through my gender dysphoria. Fortunately, I was unsuccessful at my self-help attempts and lived to talk about it.

Even to this day, I still have to keep a close eye on how I am feeling mentally, and I still take meds for depression and anxiety which have very little to do with my gender issues. I suppose we all have our own weight to carry through our lives, and that one is mine. I am also fortunate in that I have mental health and LGBTQ support groups to attend virtually every Friday at the Dayton, Ohio Veterans Administration. In the group, we have a diverse set of survivors with different experiences to share, and the moderator always starts the session with what good things have happened to each of us every week. It is so successful that anytime now I think the henchmen from the orange crook in Washington DC to catch wind of it and have it cancelled. So far though, it seems to be OK. All I can say is, I have been in many support groups over the years with little to no positive results, so I hope this one lasts.

If you are feeling lonely and need like minded individuals in the LGBTQ community, seek out local groups in your areas. I know it is difficult for those of you in isolated areas but maybe you can do it virtually online. And, if you are jaded like me, don’t expect too much too soon from the groups you are in. Often, these are highly insecure individuals in the group who are reluctant to share until they know you better.

Then there are the ultimate survival tests such as spouses, family members and jobs. Each one of you will have to face your own challenges in these areas and the only thing I can say is, you have to be patient and try to use common sense when telling the world about your seismic gender changes. In my case, my second wife knew I was a cross dresser from day one of our marriage and never stood in my way but totally refused to have anything to do with me going on HRT and being transgender. She told me there was no way she would live another woman, and I understood what she was telling me. My second strike came with my employment. I had a very successful high energy job I worked hard to get and knew there would be no way I could transition on the job. At that point in time, I did not know what I was going to do to survive and continue my dream of living as a transfeminine person.

Perhaps you are blessed with a more understanding wife, and I would suggest a sit-down talk with her before appearing cross-dressed in your best feminine clothes. That way, you can tell what she is going to do and will she ever come to accept you. Then you can make plans for your survival.

Remember too, there are various stages of development as a transgender woman. First of all, you have to accept you are much more than a cross-dresser who can survive on fewer days a month dressed. Even though I had free reign to dress a couple days a week from my second wife, it was never enough to satisfy my need to go behind the feminine gender curtain and learn more. Even though it doesn’t sound like I took a slow and cautious path to my own form of womanhood, I certainly did. I wanted to make sure I could survive when I came out for good.

The amount of introspection alone makes you a better person and more of a survivor than the normal person. To have the chance to experience intimately both sides of the main gender binaries is the reason why some shallow people will never trust you. At some point to survive, you have to learn to accept the fact that you have reached a point where you are better than them. Plus, if you happen to be a person who thinks change is good, you are in for the most change a human can attempt.

When you are a survivor, you will join an elite tribe of humans who have walked an incredible path and lived to talk about it. If you are considering taking the path, just try to reach inside your inner soul to determine if the path is right for you. In my case, when I did, I came up with the answer that it was the only direction I could take and if I did not my life would not be worth living after all. My life then went full circle and a ciswoman who accepted me picked me up and made me the person I am today. I made it through all the self-harm and destruction I tried on myself just in time to transition into a transfeminine world in which I could survive. Hopefully, you can too.

 

 

Saturday, December 6, 2025

Stopping was Impossible

 

Image from Edward Howell
on UnSplash.

For years as I followed my early cross-dressing path, I labored under the impression that someday I could actually stop and return to my male existence. Of course, the older I became I learned that stopping was going to be nearly impossible. The reason being, when I was forced out of the mirror and into the world, I began to have success.

To me, success was measured in the public reaction I received. Very early on I suffered scorn when I went out without the knowledge to blend in with other ciswomen. When I became successful, it took so much pressure off and stopping became less and less an option. Mainly because something clicked in my head that I did not want to ever go back which was different than wanting to. For example, there was the night at TGIF Fridays when I went into the venue with the mindset, I actually wanted to be a woman with other women, not some sort of an impostor. When it happened, I knew for sure stopping was never going to be an option again. I was firmly on the path to achieving my dream of possibly living fulltime as a transgender woman.

The more I decided not to stop, the quicker the pressure mounted on me on what to do with my old male life. He had dug in deep and was refusing to go away easily. The worst part was he made good arguments such as what was I going to do about my spouse, family and employment. Just as a start. What did I do? I continued to internalize my inner woman and keep researching my future. Since my gender workbook was blank, I had a long way to go. Primarily when I needed to learn how to communicate one on one with other women when I was exceedingly shy to start with. To arrive there, I went to excess of taking feminine vocal lessons to attempt to learn to communicate better. As I was slowly succeeding in my efforts, again I knew for sure I could never go back.

Another main thing I learned was that I needed to control my emotions, not let them control me. Or when I hit the valleys of my journey (which there would be many), I had to pick myself up from being a failure and continually go back to my gender drawing board to figure out what I was doing wrong. I knew I had a testosterone poisoned body. I needed to work around but I dedicated myself to somehow doing it. I discovered from all the trips I was making to thrift stores; I could find the fashion I needed to make myself look the best I could under the circumstances I was working with. It all added up in my mind to I could never stop.

Along this way too, I quit purging for good. I had learned my lesson about the previous purges I had attempted. The lesson was, I could never go back to my old male self again. I was tired of throwing out all my hard-earned clothes, shoes and makeup only to have to replace it all again as soon as a month later.

What helped me was, I was learning over and over again how wrong I was fighting my instincts to be a transfeminine person at all. I always point out how wrong I was when I was fighting my true feminine self at all. I suffered from the brutal pressure I put on myself. So, stopping my transgender advance was never an option. I should never have waited as long as I did to go after my gender dreams.

I was fortunate that my basic personality never lent itself to stopping my search for my dreams. All my life, all I wanted to be was a woman and I just could never visualize myself not working hard to achieve my goal. I just never in a million years understood how difficult it would be for me to do it. I should have listened to my wife when she tried to tell me I was on the wrong path to achieving my goal. In a way, I did but not nearly enough until I did not stop until I was allowed to exist behind the gender curtain. Once I got there, stopping was never going to be an option again.

Then HRT and new feminine hormones shifted my mental thinking to match my external appearance which was improving all along. I never expected the changes to be so dramatic so quickly. I am glad stopping my male to female feminine transition was never a reasonable option.

 

Friday, December 5, 2025

Transgender S.O.S.

Image from Micheal Held
on UnSplash.

What a mistake it is when a “civilian” says transgender women and transgender men have a choice when they decide to live a life they were destined for.

By destined, I mean ultimately, we had no choice but to transition and any attempts to stop it were going to be futile. Those of us who were forced into the male box at birth unfortunately learned the male way to deal with emotions and difficult circumstances, we just internalized them. Hoping they would just go away. I know with me, in my family, internalization was taught from a very young age. It was impossible to relay any sort of gender S.O.S. to anyone who had a remote idea of how to help me. Back in those days, gender dysphoria was treated as a mental disorder and at the least, I knew enough to know I was not mentally ill. I just wanted to be a girl.

What I did then was try to run and hide and attempt to be hyper masculine in everything I did which worked for years. But the damage from doing it was extensive, and my mental health suffered from the pressure of trying to be both binary genders. It became a balancing act which was impossible to put down.

Along the way, with urging from my second wife, I sought therapy to save our marriage. To do so, I found a therapist who advertised as a gender specialist in Columbus, Ohio. She was one of the first and I found her ad in a LGBTQ publication I was reading and decided to give her a try. After several sessions, she told me the truth which I only listened to part of. She said I was Bi-Polar which explained all the severe depression and ups and downs I had been experiencing. It turned out that it was the easy diagnosis she gave me because the second part involved my gender dysphoria. One session, she flat out told me there was nothing she or even me could ever do anything about wanting to be a woman. Somehow, I would have to learn to live with it or act on my desires. Her words shocked me and at that time of my life, I was still searching for my gender truth and was not ready to give up on maintaining all the comfortable male privileges I had worked so hard for.

My answer at the time was to go back to internalizing what she told me because there was no way I was going to tell my wife. Who then would have considered the entire use of therapy to be a waste. Since in many ways, I was just refusing to look at my true self in the mirror, I discontinued therapy and went on with my life. Even though my mirror was telling me I was a man, my mind had other ideas, and I still had no one to send a S.O.S to because on occasion, I felt as if I was sinking fast. I was fortunate that my new anti-depression meds worked well enough to keep my everyday moods stable which left me the gender problems to deal with on their own.

It took me years to finally figure out the gender problems were not going away no matter how much I tried to internalize them. In desperation I tried to start going out in public and attempt to interact with the world as a woman, transgender or not. My S.O.S. to the public was I was not trying to fool anyone into thinking I was a ciswoman, I meant no harm, and I was just trying to be me for once in my life with no internalizing. I can’t say it was always easy and I survived a suicide attempt when I felt I was cheating on my wife (with myself) but I made it through alive.

The best part was when I began to build a new transfeminine life completely away from the man I used to be. Ironically though, my internalization was still there but just reversed. No longer was I trying to hide the reality of my femininity, now I was trying to hide any of my old male self-slipping through and re-ruining my life I was trying to build.

The entire path I was on took me head on to the realization that no matter what the mirror was telling me in the morning, I could work past him and for once face the world as my true, authentic self. I did not have to send out any more S.O.S. pleas that went unanswered or internalized anything. I faced myself and was free to live.

To hell with never having a choice of which gender was right for me, and to hell is where I almost went thinking I was not man enough to be a woman. I had the choice all along no matter what society told me. I was just afraid to do it.

 

  

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, gende...