Showing posts with label transfeminine person. Show all posts
Showing posts with label transfeminine person. 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.

 

 

 

Saturday, March 7, 2026

Buckle Up for the Ride

Image from Inis Piazzi on
UnSplash.
I am biased I know but I think negotiating a full-fledged trip through the gender frontier from one side to the other side is one of the most difficult things a human can do.

Unless you are blessed with an overabundance of feminine qualities and characteristics, you very much start out from point zero with your femininization project and it shows. I am an example as I thought I looked good with my tight clothes and makeup which would have looked good on a clown in drag in the circus. In all fairness, it took me awhile to catch up because my gender workbook was blank and I had no one to help me fill it out. No overly concerned mom to tell me what not to do with makeup and no peer group of girls to coach me along. It was all me, and it showed. Except in the mirror which kept on lying to me by telling me I was a pretty girl.

It wasn’t until I began going out into the world did, I find out how wrong the mirror was. Numerous times, just after the mirror told me I looked great, I was bounced by an unforgiving public back to the safety of my closet. Through it all, some people were so cruel with their comments, they sent me home in tears. It was during those dark days when I really had to buckle up and decide what I was doing was right. Somehow, deep down inside, I knew I was right and I needed to figure out what exactly I was doing wrong when I cross -dressed and went out.

What happened was, I had the where with all to look around at all the ciswomen around me and notice what they were doing. By doing so, I noticed a few of the women were as big as I was, so size was not the issue which was dooming me to being laughed at. It was how I moved and how I interacted with the world which mattered. Plus, it helped that my makeup skills had begun to dramatically improve. I quit feeling sorry for myself and started to fill out my own gender workbook without being a victim. Because I was stuck with a testosterone poisoned body and somehow, I needed to work my way around it.

I started by going on a diet which I lost fifty pounds on and started to take better care of my skin after I shaved, so I used less makeup and found less was actually more. At the same time, I began to haunt the local thrift stores for just the right piece of clothing which I could buy which flattered my new slimmer figure. I still had my male torso with the broad shoulders, and I had to dress my way around them. I discovered new favorite outfits with loose flowing tops combined with denim skirts that worked really well for me.

Little did I know, all this progress I was making was placing me on a one-way track towards an on-coming train. And that train was how I was going to communicate with the world which suddenly accepted me? I was extremely shy and had a difficult time communicating with the world anyhow and now I had to add on a new totally foreign language to deal with, the language of ciswomen. Initially, I was too petrified to say anything but then slowly gained the confidence to shyly join in conversations. It was so new and difficult that I needed to really buckle up to do it. I found if I did not, I would destroy everything I sat out to do by appearing mean or worse yet, bitchy. The last thing I wanted.

Once I buckled down and put my fear of communication behind me, my world opened wide with new vistas of gender enjoyment. It turned out that what I said was more important than how I said it and with that knowledge, life became easier as a transgender woman in the world for the first time.

No matter where you are in your gender journey, look ahead and not behind you. Sure, you can learn from the past, but it should not dominate you and stop you from proceeding along your way. Keep in mind, you are on a very difficult journey with major life risks at hand such as spouses, family, friends and jobs. Also beware of the trap I fell into when my second wife accepted me as a cross dresser but then completely rejected me as a transgender woman. She was correct in thinking there were vast differences between the two. Just putting on a dress and makeup just did not solve any of my gender problems anymore. I increasingly wanted more of life in the feminine world and was buckling up to get it by wanting to be approved for gender affirming hormones or HRT. I was eventually approved for the dramatic changes the hormones made but sadly my wife passed away before she could experience any of the changes with me.

In my long life, it has been a rarity for me to experience firsthand any trans woman or trans man who has had a smooth, uneventful journey.  So, if you are just considering starting, or just beginning your gender path, it is best to prepare for a bumpy ride, so buckle up tight for the trip. Undoubtedly, it will provide you with setbacks and surprises you never expected. Like I always say, the gender trip is like a rollercoaster at a big amusement park, it is worth the price of admission if you let it be. As I said, just be sure to buckle up for the ride of your life. It is one most humans never get to take.

Think of it this way, make your buckle part of your fashion accessory and everyone can admire it.

 

 



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.

 

Monday, March 2, 2026

Just Stay Out of My Lane

 

Image from Navid Solrabi
on UnSplash.

One of the many delights I encountered when I set out on my male to female femininization project was the amount of attention I was receiving from the ciswomen around me.

On the opposite side of the spectrum, I received very little attention from men, probably because I was not attractive enough. Even still, there were the occasional experiences when I let men into my lane out of pure curiosity. I wondered how it would be to be treated as a woman by a man on a date.

Curiously, my first date to dinner was from a lesbian who went on to transition into and live as a trans man. Later on when we talked, he always chided me about how scared I was that night. I never told him, but one of the reasons was I felt he could physically overpower me if he wanted to. One way or another, the evening was so different that I never forgot it.

Other men I ended upgoing out with in my exploration days mostly ended up in the wrong place at the wrong time to ever get serious. Take for example the big, bearded man who I grew close to after his ill-fated wedding to another exotic woman I knew. While others in the group we were a part of either shunned or made fun of him, I was the opposite, an understanding shoulder to talk to. It was so new and different to me and it felt so natural and good that I could react to a man that way. Before I knew it, he transferred out of town on his job, and I never saw him again.

The only other man of note that I enjoyed my self with was Bob, who I was able to go out with only one time because again I was in the wrong place at the wrong time to seriously get involved. Since he lived far away and was just traveling through where I lived in Ohio, we were able to set up a date in a regular sports bar I went to near Dayton, Ohio. Long story short, I let him in my lane and for the first time in my life felt like a woman on a date she enjoyed. We talked, laughed and he even sang karaoke to me. All too soon the magical night was over, and we went our separate ways after a long passionate kiss, never to meet in person again.

For some reason, I continued to be drawn to ciswomen, and them to me. I primarily think it was because most women were curious about me. What was I doing in their world and how different was I. Since women are fortunate to not have the sexuality hang ups men have, I found all but the most hard-core lesbian haters were intrigued by me. I think too, the honesty I portrayed in my life helped my appeal with the women I met who had encounters with men in their lives such as having kids. What worked for me was, I did not have to consider changing my sexuality around and I was used to the specific gender drama I would be facing with women, not men. Who of course I understood too but they did not want anything to do with me, so why bother. I was much more than a fetish object.

I was also having the time of my life as I escaped the extreme loneliness I was feeling after my wife passed away by going to lesbian mixers with my friends. I found that often I was the one doing the mixing as sometimes I was the one out of three of us who was hit on. I was in the lane I wanted to be in for sure. Plus, in many ways, I am still in that lane, as I formed a long-term relationship with one of the lesbians I met and we are still happily married to this day.

From my wife, I have been able to fill in many of the blanks I had in my gender workbook growing up as an unwilling boy. I learned not everything was pleasant as a young girl when I learned the reality of what went on in life with parents and friends. Not being allowed behind the gender curtain when I was young really took a toll on me. It took me years to catch up to what all cis women already knew, and they always made gentle fun of me and said welcome to our world. What they did not know was how badly I wanted to be in their lane.

Now that I have been in their lane for years, I have grown quite comfortable and confident in my surroundings. In fact, I feel as if I have spent my entire life here and most of my male life was a bad dream that I needed to live through to arrive at where I am today. And even though I struggled through much of my male existence, he still taught me how to be strong when I needed it. To maintain the strength to keep my lane the way I wanted it in a transfeminine world.

Even though I had many close calls and bumps and bruises along the way, my interactions with women and men let me choose the lane I wanted to be in. I consider myself to be fortunate in that I survived one of the most difficult transitions a human can undertake. Changing one’s gender is a basic human need and is never easy to change. Before you know it, you can find yourself in a bumper car-like zone and need to get out. I was especially successful when I finally chose my lane and stayed there. No more switching back and forth which was hard on my already fragile mental health. Plus, I felt good when I had the confidence to keep others out of my lane so I could experience it on my terms with no more blind curves and huge hills to climb.

 

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.

 

 

Sunday, February 22, 2026

Did I Believe in Magic?

 

Image from Delphian Lacub
on UnSplash.


It is rare, but on occasion, I still hear the question of when I knew I had gender issues.

The truth of the matter is, I always knew I was transgender. I just did not know how to express it until I was older. It was after my early explorations into my mom’s clothes did, I realize the potential magic I was holding when I carefully tried on her clothes knowing fully it would not be long until I would outgrow all her wardrobe and I would be in never-never land when it came to finding feminine clothes to wear.

Somehow in the near future, I made do with stretching elastic girl’s clothes I found in the lost and found box at the school I went to. I had a short skirt I managed to squeeze into that I cherished forever it seemed. Around that skirt I managed to build the basics of my style with the money I earned from allowances and stray jobs I found. I delivered newspapers and even mowed a cemetery for a dollar a hour in the hot summer sun, just so I could sneak out to a store and buy more feminizing items. Through it all, I believed in the magic which made me who I truly was.

It was always difficult for me to hang on to my trans truth because at the same time I was experimenting with being a girl, my male self was actually able to establish himself successfully in the world. Which just served to tear up my fragile mental health enough. Until you must wake up in the morning wondering if you are a boy or a girl, you don’t know what I am talking about. I would not have wished it on my worst enemy.

On certain occasions, my magic was strong and I felt like a girl when I looked at myself in the mirror. On other occasions, life was hell when I could not find the time to sneak around and cross dress as the girl I was. It was during those times; I had to rely on just that small amount of magic to get me by. One of the problems was I was so envious of the other girls around me at school in their pretty clothes and admiring looks from all the boys. I dreamed of being just like them.

It wasn’t until I began to explore the world as a novice transfeminine person, did I finally realize what my magic was all about. All of the doubts I had on where I was headed in my life began to dissolve when I began to feel so natural in my progression. Life was a blur as I was going out to be by myself in the world as a transgender woman. By doing so, I was able to meet strangers who accepted me for who I was. For the first time in my life, I was able to shed the long shadow of the remnants of my male past.  Every night, I was able to find my way out to one of my regular venues, be it lesbian or straight, I never wanted to return to my male self at all and lose my magic.

It turned out, my magic never went away, it just became stronger. So much so that I made the move to forever give up my male ways and start gender affirming hormones or HRT. The hormones just reaffirmed and strengthened my belief that magic could happen and I could indeed be the transgender woman who could forever lose her male past and survive. I could change my life from being married, with friends, family and a great job into a much more mellow existence.

It just took me too long to realize how deep my magic went in my life, and how backwards I had my whole existence and how much pain it caused me. It was my fault because I did not believe in my own magic enough to do something about it rather than be a part-time cross-dresser. I always point out I have nothing against cross-dressers at all because I depended upon it to live my life for so long.

Did I believe in magic? No. Should I have, absolutely.

 

 

Saturday, February 21, 2026

A Little Success Goes a long Way

 

Hair by JJ Hart. Bead Work
by Liz T Designs

In the life of a novice transgender woman or man, a little success can go a long way. Mainly because very few of us are blessed with the natural gender characteristics of the gender we feel is truly us to get us started.

At that point, we must feel our way along. Sometimes submitting ourselves to abuse from the public as we go forth in the world for the first time. In my case, I make no secret of the many times I headed back home in tears after being laughed at to my face in public. Somehow, through it all, I was able to catch and enjoy brief moments of gender euphoria to keep me going to a distant dream of possibly living a life as a full-time transgender woman. Of course, I did not have any idea that I actually could do it.

I was fortunate that practice made perfect (or close to it) as I was able to improve my makeup and clothing skills to where I could survive in public when I left my mirror. Which I discovered was one of my biggest problems because it had the tendency to lie to me when it came to my overall appearance as a woman. Too many times, I went out thinking I looked great and then had the world slap me down in laughter because of the mirror. Plus, my male ego was giving me the wrong impression of how to look as I attempted the sexy look when I was in my thirties not in my teens. There could be no shortcuts in being able to present myself well as a trans woman, I would have to concentrate harder on my makeup and wardrobe than anything I ever tried before. Just because I was trying to dress sexy and show too much skin would not work in the real world if I was to blend in with the other ciswomen around me.

Finally, success did come to me as I haunted the thrift stores in my area for just the right fashion to attempt to flatter my testosterone poisoned body. It turned out I could not attempt to test my success until I left the gay venues I was going to and tried to go straight with my public excursions. The gays did not care how I looked and just viewed me as a drag queen any how so I was wasting my time until I discovered how I could make it or not in the big sports bars I was used to going to as a man. When I followed my three-step method of acceptance, I had no problems being accepted. My three steps were to put my fear behind me and smile, never cause any trouble and tip well earned me the right that every regular had. Especially the one I cherished more than anything else, the right to use the women’s restroom.

With my success came responsibility. I needed to be on the alert for other strangers who wanted to talk to me. Especially ciswomen who were curious about why I wanted in their world. Success in my communication skills led me to learn more about living behind the scenes as a ciswoman than I ever though I could. My primary example I always use is how women use the power of nonverbal and passive aggressive communication to get by in the world. Especially when it comes with dealing with men. It was very difficult for me to learn the basics women use to live but as I did, a whole exciting new world opened to me. Perhaps the best part of it all was that it felt so natural, so I knew I was on the right gender path in my life for the first time.

My success then began to go a long way when I discovered a small circle of women friends I could socialize with on a regular basis. I was always a social person anyway, so the fit seemed fun and natural to me as I gained the confidence I never had before when I was a solitary, lonely cross-dresser. And the best part was, I was having the opportunity to learn from the other women around me about knowing how it really was to interact with the world as a transgender woman rather than how I always dreamed it would be. Needless to say, I learned a lot.

I looked at my whole experience as paying dues as I went from being laughed at in public all the way to having my own set of ciswomen friends to socialize with and even marrying one later in life. Ironically, it was my wife Liz who convinced me once and for all to put my male self behind me, give away all my male clothes and start gender affirming hormones. Which I had always considered the next logical step in my male to female gender transition. It turned out, hormones would be the great “aha” moment in my life as the femininization process took hold. It was as if I should have always been on the hormones because the process felt so natural. The changes went way past the external softening of the skin, breast and hair changes all the way to all the internal changes such as emotions and more.

For me, success took a long time coming, and early failures at passing in public made me very timid. Once I made it through all of that, success came more naturally to me. All the way from just leaving the house cross dressed to HRT, my life became a blur of changes. Sure, the battles I needed to fight came at me fast and furious because I was so embedded in the male culture but I was able to fight my way through them and be successful as I discovered a little success went a long way and kept me going along my gender path towards a life I had only dreamed of.

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.

  


Wednesday, February 18, 2026

Innocence Lost

 

JJ Hart

Looking back at my long life, I reflected on the more innocent times, or were they?

One of the many things that amuse me about a certain political movement that pretends to want to make America great again, was when was it great? Was it the pre-civil rights era struggles of the 1950’s? Or the seismic changes of the 1960’s when the Vietnam War raged on. Plus, it is easy to forget how much of this country was built on the back of slavery.

During the 50’s as I was watching the plethora of westerns on our new television, I was also running to cross-dress in front of my mirror and pretended I was the pretty girl I saw on television being saved by the handsome cowboy. Totally ignoring the fact that the native Americans fighting the cowboys and Army were fighting for their land which was being stolen from them. But I stayed innocent behind my skirts and makeup until the Vietnam War caught up with me. Which made it impossible for me to remain neutral anymore. What the hell were we doing as a country fighting a losing war in a southeast Asian country anyhow?

It was about that time that I had to draw a line in the sand and reject the beliefs of my “greatest generation parents” who had survived a great depression as well as WWII. I just could not accept their thoughts about life any longer which included my ideas about my gender. Which were developing quickly. I knew for the longest time that something was wrong in my life, I just couldn't tell completely what it was.

Again, it was the military which covered up my desire to be feminine. Going away to Army basic training proved to the most dedicated people watching me that I was nothing more than a so-called normal male. All my time in the military did was strengthen my idea of who I was as a human and give me the extra ability to take advantage of who I truly was as a transfeminine person. Around this time also, was when I discovered the power of the internet which led me to a whole wide world of information and people to know. The people were the first I ever met who shared the same transgender desires than I did. My innocence was forever lost.

As I became more active in the world as a transgender woman and transitioned from being a serious cross dresser, I found I did not have the same rights as the typical American was supposed to have. For awhile under a previous President, our trans situation was better such as transgender military members being allowed to serve their country. Today, all that has changed of course under the current regime in Washington. I can’t say any of my innocence was lost because I could see all of this happening years ago when he was elected for the first time.

Even though, we transgender women and trans men make up a very small portion of the population we have to bear the unrestricted hate and bigotry of one of the political parties which is heart breaking to me. Especially when I need to take into consideration the transgender youth in the country who will have to fight these unfair laws forever it seems. Their innocence never had a chance to start before it was disrupted.

How do we truly make America great again? Try to restore the basic goodness of people everywhere. While I was in the hospital, I had several nurses tell me how mean the public has become. So, it is just not towards transgender people at all. It all starts at the top in Washington and works its way downward into society.  At my age of seventy six, my age of innocence was lost years ago when I first glimpsed myself as a girl in the mirror. Even then I knew I needed more than clothes to succeed in life as a feminine person. I just wish I had acted on my desires earlier. Other than that, I fear we have lost years of developing a creative nurturing society that we need to help all of us. Including the small but vibrant transgender community. Who can’t afford to take many more shots.

I wish I could be more positive about our lives, but I am just looking at my life as I see it and comparing it to my past. I just hope together we can all make it. Innocence or not.

 

 

Tuesday, February 17, 2026

Is It All Competition

 

Image from Gavin Allenwood on 
UnSplash. 


As I began to follow my gender journey, I did have some sort of an idea on how cis women compete in the world and how it differs from men. The one mistake I did make was thinking women somehow operate in a kinder/gentler world when it comes to competition.

Once I was allowed to play in the girls’ sandbox and get into a couple brief but intense scuffles with other women, I learned the hard way that women were into it as much as men when it came to what was important in their lives. The difference being was what was important. Men of course, compete in athletics and business while women tend to build their lives around family and home. And let’s not forget the influence of appearance with women. While it is a shallow existence, some women have a tendency to make friends and socialize with other women who fit in with their appearance. I remember quite clearly trying to watch my pre-teen granddaughter try to socialize with and fit in with a much prettier girl at a birthday party she was at. This extended with me all the way to a lesbian mixer I was at one night when a friend of mine wanted me to approach a very pretty femme lesbian for a date for her. It turns out that both my granddaughter and lesbian friend were both out of luck.

Not unlike when men try to date beautiful women and get rejected. I know when I started down the path of getting out in public as a novice transgender woman, I was only concerned about my appearance. I felt I was working to compete one on one with the other women in the world I met. How was my makeup, hair looking and did all my accessories match the rest of my outfit was all that was important to me. It took me awhile to go through this portion of my life as a cross dresser and emerging as a wiser more mature feminine person.

It was also about this time when I started to really engage with other women. Which was a real challenge because I was so timid. What would I say and how would I say it became I bigger priority other than just how I looked. I discovered too, the power of the submissive compliment to start a conversation. An example was when another woman would come up to me and compliment my earrings to start a conversation. When in reality, she was just curious to find out what I was doing in her world. In particular, I found out that I needed to beware of the you look great compliment because it could be tied into a compliment such as a man dressed as a woman.

It turned out, when I built my own circle of ciswomen friends, I did not need to worry as much about competition in the world anymore. When I was approached, it was when I was part of a group of out-going women who without thinking, shielded me from any negative people. The process worked wonders for me because I could set back and learn how to act from the other women around me and only step up and out when needed to secure my place in the group.

Slowly but surely, my competition turned to confidence that I could live the dream life as a transfeminine person I never thought I could be. I began to join writer groups with my wife Liz which in turn helped build further my new life because these people never knew anything about my previous life as a male. It all separated me from my old unwanted life and propelled me into a future I so wanted.

Furthermore, I did not have to compete in the world with other women. If they had a problem with me, so be it. It was their problem not mine. I did not have to please everyone was a powerful moment in my life. But without all the gender competition I went through, I would have never made it to the point I am today. I learned from how men compete with each other as well as women from both sides of the gender spectrum. Typically, men don’t compete well with women at all, and I knew that going in. So, I knew what to expect. With other women though, I did not have any idea at all. It took me a long time to learn feminine competition and how it worked.

As I said, once I did learn to compete in the real world as a trans woman, my life changed for the better and I truly began to live the life I always dreamed of.

Monday, February 16, 2026

Did I Do It Right

 

JJ Hart

As I slowly made my way through the process of recovering in the hospital from pneumonia, I had a lot of time to think about the gender decisions I had made during my life.

The first time came as I was being checked in in the emergency room, I had a chance to watch the older ambulance driver flirt with the attending nurses in the hospital. As I did, I wondered how it would have been if I had not suffered from any gender dysphoria in my life at all. What sort of a male life could I have lived without all the distractions I had. I also knew as a male, I did my share of flirting with women too.

Then, when I was really feeling sorry for myself as I had to expose my male nakedness to the nurses when they took care of me in bed, I wondered if I had actually taken the measures to have more gender realignment surgeries. Did taking the easy way out come back to haunt me. Because I decided against having any surgeries at all. My gender was always between my ears and not between my legs as I had decided. Plus, I was successfully beginning to build a life as a transgender woman as I was, so why fool with success. Every turn I made on my gender path presented me with an opportunity to face a different challenge, even though most of them terrified me. As I moved forward into a feminine world, my main goal remained just to do it right. Humans rarely get a chance to do their lives over, and I better not screw up my chance at mine.

As I lay in the hospital bed thinking what I would have done differently, the answer came back to me loud and clear. Nothing I could have done different would have helped me except maybe coming out of my gender closet into the world quicker. But even that idea had strings attached because the world back then was a totally different place. In many ways, it was a softer, gentler place for transfeminine people to exist in but in other ways, just as difficult. Perhaps too, it could have been just my perception of the world because the whole process was new to me at the time.

Did I do it right? Who is to say what is right from wrong when it comes to a gender transition. Some have intricate surgeries and some don’t is just the beginning of all the differences in the paths we can take. And surprisingly there is no right or wrong answer. Which is the conclusion I came up to as I laid in my hospital bed awaiting my next challenge to my gender. Thankfully, most of the staff just didn’t seem to care. I was just another face in the crowd to them.

My next challenge is to totally rid myself of all the vestiges of this crummy disease. I am still fighting a bad cough as well as a stopped-up nose, so life could be worse. My blood pressure also has been running too low, so I am monitoring that.

Enough whining, I am happy to be home where I can truly rest. At least I know I did that part right.

 

Saturday, February 7, 2026

Gender Hide and Seek

 

Image from UnSplash

On occasion, I look back at my decades long journey to live as I really wanted to live as a transgender woman as a roller coaster sort of ride, which had its share of major ups and downs. For a time too, I looked at where I was going a something like a drug addicts plunge into despair. When I was sinking deeply into the lost feeling of my gender dysphoria.

What happened was, the pendulum always swung back after I had another satisfying session in front of the mirror admiring the pretty girl I had conjured up in my mind. I became so good at doing the routine in front of the mirror that I could count the days when the pressure built up to a boiling point and I would have to come out of hiding and cross-dress my body again. If I could go back and do it all over again, I would have recognized I was much more than just the average cross dresser, I was trending towards being a transgender woman, way back then. Years before the term trans was even invented and used.

The older I got and had finished my military obligations; I grew more complex on how I played hide and seek with my gender emotions. Particularly, when I began to go out in the public’s eye more and more. In fact, my entire gender focus began to shift from just admiring my self in the mirror, all the way to beginning to forget about my male self all together. It took me years to arrive at the final conclusion my life was leading me to, but I did it. I was never a man crossdressing as a woman; I was a woman doing my best to cross dress as a man and failing miserably at it. Even though I did make small strides towards becoming a man my family could be proud of, my life as a guy just was never enough.

My major problem was I was pulling too much attention away from my male life and I was beginning to not hide it well at all. to live as one of the main binary genders just kept increasing to a point where I could not take it any longer and I tried to punish myself through a series of self-harming events. The hide and seek game I had played so well, began to collapse around me. I felt like the incompetent juggler who kept dropping everything he was trying to juggle and when it did, the pressure increased to a point where my mental health could not take it any longer and I felt the only way out was through a series of severe self-harm events like taking my own life. I guess you could say, the ultimate game of hide and seek when it came to my gender issues.

Looking back, playing a lifetime of hide and seek was no fun when it came to dealing with my gender dysphoria. Knowing for sure which gender I was when I woke up in the morning was a benefit, I never had the chance to appreciate in my life until I was in my sixties. For years though, if I had had the courage to face who I was, I would not have had to play hide and seek at all. It was like I knew what was behind door number one all along and was afraid to choose it.

Now I know why I never liked games at all.

 

 

Friday, February 6, 2026

Invisibility as a Trans Girl

 

Image from Lindsey Feanzke
on UnSplash, 

Another major realization I had during my wife Liz and I’s vacation journey was how invisible I had become as a transgender woman.

It was not an easy realization to come by since I have been out in the public eye full time for over a decade now. During that time, I went through all the stages of going from sheer panic all the way to suffering from impostor syndrome when I found myself in a feminine world for the first time. Along the way, I had heard the term stealth applied to the impossibly feminine transgender women I had seen who had passed the public perception of beauty easily. A standard I never thought I could reach with the testosterone poisoned body I had to work with.

In many ways, I found I never could but then I began to look around me at all the other ciswomen in the world who did not achieve a high standard of classic beauty either. And they found a way to lead successful fulfilling lives as women. When I realized they had a path, I knew I had one too. I could be secure in my own womanhood even though my path was different than most of the world. The only real problem I had was dealing with the late start I had dealing with my realization that I was a transfeminine person all along. I was blessed with having the advice or criticism from moms or peer groups to help me out of my gender shell. I only had a mirror which was highly capable of lying to me on my feminine presentation. Even though I looked like a clown in drag because of my poor makeup skills, my mirror friend kept telling me I was pretty.

It was not until It began to have the courage to use the world as my mirror did life begin to change for me. I needed to pay closer attention to what the ciswomen around me were wearing so I could blend in with them and not create unwanted attention to myself as a transgender woman. In other words, I did not know it yet, but I had my first lessons in being invisible in the world as the person I had always dreamed of becoming.

Little dd I know, the more I was out in the world, the more lessons I would have to learn to just survive carving out a new niche in my life. It was one thing to talk to myself in the mirror and a whole other to communicate one on one with another woman n the world. Early on, before I gathered much courage in what I was doing, I would lay back and let the other person (normally a woman) take the lead in any communication efforts she wanted to do. I found it was the best way to go as I learned what the gender I so desperately needed to be a part of operated behind the gender curtain which men could only guess at. I became comfortable in women only spaces such as restrooms and parties where men were not invited. In doing so, I was making myself more invisible as a trans woman and more visible as a well-rounded person.

All of this brings me back to what “stealth” as a transgender person means to me. For the longest time, as I said, I thought the word applied to only the upper echelon of transsexual beauties I saw online back before anyone could use filters to make themselves look better. Back in those days, feminine facial surgery was the way to go to re-arrange what you were born with in the appearance department. Seeing how I could not afford any surgery and was still working as a man, I was stuck with trying my best to improve my looks through the miracle of makeup.

By this time in my life, I was approaching my sixties and had managed to carve out a nice little life with affirming women friends, I decided to take to heart again what my trans friend Racquel had told me years ago. She profoundly said I passed out of sheer will power and I took it as it was intended. That I would never be the most attractive woman in the room but I could survive anyhow as I found my path as a transgender woman beyond the point of ever living a male life at all and I was now invisible to the world as my former self. After all the decades of attempting to live as a mix of the two main genders, I had made it to the point of just being me. More importantly, I was able to show the public around me who I was too. Now, it could be when one ciswoman on the trip came up to me to tell me how much she respected me coming along on the tour, it could have been she was referring to me making my way with my walker on wheels, or the she sensed I was transgender. One way or another, I respected what she said.

It turned out she was not alone. To my surprise, I had several other couples tell me the same thing and they were the ones I least expected to do it. Which teaches me once again not to prejudge people ahead of time. Shame on me, because I hate it when people prejudge me.

I guess becoming invisible for me came the same time I learned to just be me and I my life’s journey just happened to include being transgender. Now I need to keep trying to adjust to my new realizations. Since it took long enough for me to do it.

 

 

Thursday, February 5, 2026

The Return Home

 

JJ Hart, on a chilly
Florida beach night.

The return home from a rather lengthy vacation always presents a bittersweet time for me. While the trip to Florida went well and for the most part exceeded my expectations, our return to our home in Cincinnati and to our very lonesome cat was welcome. Similar to being able to sleep in our own bed again.

During this trip we played hide and seek with several major weather systems. In order to stay ahead of the foot of snow, which was heading for our native Ohio, the bus tour company decided to leave a day early and take a different route South to Florida. It proved to be a masterpiece of planning because we faced just a tiny piece of snowy weather around Knoxville, Tennessee and none of the dreaded ice. Which went Southeast of us.

By nature, I have become a worrier in my old age, so on top of thinking about all of the weather issues we would be facing, I had to put the restroom anxiety I always feel in the back of my mind. Which was a good thing because outside of a few startled looks I received from other women on the tour, I had no problems with my choice of restrooms I used. In fact, the biggest issue I faced was trying to wait for a handicapped accessible stall to use which really helped me with my mobility issues, I was able to not use my cane at all and rely heavily on my walker with wheels.

Past the restroom issue, I had to adjust to using my most feminine voice again. An issue because I don’t have to think about it as much around home because I don’t interact with strangers much. Day one proved to be more challenging on my part because I was so shy with the others on the tour, and I was afraid I was coming off as unfriendly or bitchy. I was fortunate in that we had two experienced tour guides who helped me find handicapped accessible ramps and restrooms.

As past trips and experiences have taught me, when I take the first step with a smile and friendliness on my part, most people respond the same way. So, by the time the tour of Florida was over, several of the other travelers made it a point to tell me how nice it was to meet me. I couldn't believe how good it made me feel. It was enough to warm me up even in the record Florida cold spell they were suffering through.  It was so cold and windy for them that they canceled one of the Everglades boat tours we were on. It all worked out for the better for Liz and I because we got extra time to explore the beach which is why we went in the first place. Plus, the leisure time helped me to recover from all the days we spent which required lots of walking. In fact, one day when we went to the Hollywood Beach area of Florida, we ended up walking over seven thousand steps, well over what I was used to.

Overall, I had a very good time on this trip even though it was to a part of the country I don’t agree with as far as politics are concerned. But my native Ohio is rapidly trying to become just as backwards as far as transgender rights are considered.

What did I wear? The whole trip was casual themed and all I took along was my best leggings and jeans, along with a solid pair of tennis shoes for walking. Other than that, I wore sweatshirts. With a daily shave and a liberal dose of my favorite foundation powder. I was ready to go for another day of cold Florida.

As I said, we made it home safely and had a good enough time that my wife Liz is planning the next trip which may include something to do with train travel. Plus, I will be writing more about other in-depth events on the trip.

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...