Showing posts with label male to female feminization. Show all posts
Showing posts with label male to female feminization. Show all posts

Saturday, April 4, 2026

Easter Envy

 

Image from Annie Spratt
on UnSplash. 

Once again, it is Easter and time for some ciswomen to model their new colorful, feminine dresses and accessories to the world.

Like most of you, I remember the envy I felt when once again I needed to be forced into a restrictive suit and tie for one of the rare occasions we went to church. Why couldn’t I be one of the girls in their Easter finery. All the envy in the world I felt did me no good as off to church we went. My parents thought I just did not want to go to church (which I didn’t) but did not realize the real reason. I was just jealous of the girls.

Back in those days, I had very little inkling of how my desire to look like the other girls ran much deeper than I ever thought it would. I was scratching the surface of where I would end up in life as a fulltime transgender woman. I thought it was an innocent hobby that perhaps some day I would grow out of when the opposite happened. I grew into it. If I had any idea of all the growing pains I would feel over the years as I grew into my true self, I don’t know if I would ever undertake the gender path I did.

The truth of the matter is that I did not think I had any choice. I was born into an unforgiving male world that I was expected to excel at. I knew too that if my cross-dressing or gender secret was uncovered, I would be sent to a psychiatrist and told I was mentally ill. I did not know exactly what was going on with me, but I knew I was not mentally ill for just wanting to be feminine. On the other hand, I knew my WWII/Depression era parents would have any idea of what was going on with their eldest son to take any creative measures to help. The first measure would be acceptance. In my wildest dreams, did I ever think they would buy me a pretty new dress for Easter and do away with my suit and tie forever. My parents were simply not built that way so that they could step out of their rigid parenting box to help me. I was stuck in a male world until I could figure a way out on my own.

Over the years, regardless of setbacks such as military service, I was fairly successful in my male life. Which ironically made it harder for me to give it all up and cross the gender border when the time came. One thing I never lost was the envy I felt for all ciswomen who inherited from birth what I wanted so bad. I kept remembering the girls and women in their Easter dresses, even though I rarely wore a dress as I attempted to blend into the world as a woman. It seemed fashion had gone away from the frilly feminine basics once I arrived at the point where I could take advantage of the new world I was in. For years what I did take advantage of was the fashion trend where I could wear oversized sweaters with miniskirts, flats and opaque tights. Sadly, fashion moved on, and I needed to also if I was still going to blend in with the world as a transgender woman. Not only did I have to try to equal the cis women I was around, I needed to be better. So, I went with denim mini’s with long flowing tops to attempt to hide my oversized male torso.

Even with all the effort I was putting in, it never seemed to be enough to compensate myself for not being the pretty girl in her new dress at Easter. Ironically, then I found out from my wife Liz how she was a tomboy and did not like all the frilly Easter fashion she had to wear and was always under inspection from her mom on getting her new white tights dirty. I learned the view of the other gender side was not always the better one. It left the door open for a greater understanding of what females go through to be socialized into women and why some never make it.

This Easter, if you are religious, I hope you have the opportunity to celebrate the true message of the day and you don’t get hung up on what the ciswomen and girls around you are wearing. Although, I don’t see many women getting all dressed up for any reason anymore. Maybe if I attended any sort of church services at all, I would.

At any rate, celebrate Easter in your world the best you can!

 

 

 

 

 

Monday, March 16, 2026

It's Complicated

 

Image from Fa Barboza
on UnSplash.

About a month ago, when I was being admitted into a hospital with what turned out to be pneumonia, I had to go through a very complicated conversation about my gender with the emergency room nurse.

Complicating matters is the hospital I have been to before has my gender listed correctly as female, but the nurse had heard the emergency squad driver refer to me as “he” several times after he talked to me about my living situation. When I told him I was married to a woman, somehow, he automatically assumed I was a man. Which I did not care about at the time, as all I wanted to do was recover from whatever was wrong with me. Plus, chances are, I will never see him again (I hope.)

Anyhow, the admissions nurse waded right in with the complicated gender questions. She did ask how I would like to be referred to in the pronoun department which was nice after I needed to tell her I was born as and still was a biological male. Actually, none of the conversation bothered me as I told her I lived fulltime as a transgender woman and was even married to a woman. Where some of the confusion was coming in. She accepted all of that, and we moved on to more important matters such as my medical care. Since I had been admitted to that hospital in the past, I had all the confidence in the world we could move past the complicated part of my transgender self and get on to the real work.

Since I have now been out in the world as my authentic self for over a decade now, normally questions about me don’t bother me. Except in the case of a mammogram nurse, I had several years ago who enquired if I had any “surgeries down there.” Like it was any of her business. I was upset at the question and showed it because then she went ahead and did her job of completing the mammogram. I also consider myself to be an educational curiosity to many people who have never seen or dealt with a transgender person. They have been radicalized by the recent wave of anti-trans political ads and have no way of knowing we often lead similar lives to them and are not the flamboyant style drag queens again on the ads.

Seeing as how I chose a complicated life to live, I need to live it the best I can, and I must say, I have encountered very few haters of gender bigots in the world. Which surprises me. I judge my public gender success on the amount of “he’s” or “she’s” I get when I am out in public. Going back to the hospital, the overwhelming number of nurses and aides did not gender me at all. They did their job and just kept going. All except one day nurse I had for two of my five days who kept infuriating me by calling me “buddy.” As I was stuck with her, I saw no point in explaining how I was not her buddy, for several different reasons.

I have a lot of compassion for those people who don’t understand me if they are not evil about it or want to further take away my rights. Mainly because I try to remember how long it took for me to understand myself and even longer to do anything meaningful about it. If I don’t set my expectations of people too high, then I am pleasantly surprised when they reach my expectations of a good person who of course tries to understand complicated me.

I think too, that growing up with gender dysphoria automatically qualifies you to be more complicated than the average non-transgender person. I know for me, the daily conflict of trying to decide if I was a boy or a girl growing up was a pressure I would not wish on my worst enemy. Learning to live with it was a constant problem I needed to deal with for what turned out to be nearly fifty years before I came to my final decision on how I was going to live. What a relief it was to get the gender burden off of my shoulders and on with life. Knowing completely, I would be facing difficult, complicated life choices ahead on my path to my dream.

It turned out, my recent hospital visit was just a reminder of the life I was trying to lead. I spend too much time in my cocoon away from the public. When I do get out, I am fortunate to have my best ally Liz to lead the way. If anyone is on the fence concerning my gender, when she continues to call me she, it really helps to set the tone and pave the way for public acceptance, A prime example was the recent bus tour to Florida we took. All the interaction Liz had with the other travelers set me up for success.

If you are contemplating going down a similar path as I did, just be aware that it will be complicated but on the other hand (as Emma said to me in a recent comment, very interesting.) For whatever reason we choose this path to our dreams of living as a transfeminine person, when we keep in mind what the difficulty factor in doing it is, we are better off and well adjusted to the new world we are in. There are few human efforts as inherently difficult than crossing the male to female gender frontier. The gender euphoria is worth it though when the public reaffirms who you are and you can finally come full circle back to the person you were always meant to be. They will never understand how difficult and complicated your journey was.

When you make it interesting too, you really have been able to make your life a success. It is for you and only you to understand.

 

 

 

 

Saturday, March 14, 2026

I Could Never Say No

 

JJ Hart with two Special People who 
made it Impossible for me to say No.
Liz on left, daughter on right. 




I discovered early in life that saying no to cross-dressing as a girl was something I could never do.

I tried many times, but I was a miserable failure as the pressure would build to run to my makeup and wardrobe to look at myself in the mirror. I even went as far as trying to shave the ugly unwanted hair off my legs with my mom’s electric razor. When I did, the world seemed to come together for me…for a while. Like clockwork, I could almost predict when the pressure would start to build again to cross-dress. Like most of you, I even purged or threw out most all of my feminine belongings in a wild rush which felt so good at the moment, until my old urges came rushing down on me. Saying no was just not an option.

For a while, I thought being feminine to the point of living as a transgender woman fulltime was always going to be just a dream. At other times, I thought that some point in my life I would just outgrow my gender urges and revert to a fulltime male life, no matter what my brain was telling me. I guess you could say, sometimes I thought a permanent purge would be in my future. I was kidding myself. That permanent purge never came as I tried many times to no avail. It seemed each time I tried to say no, my urges to follow my transgender needs came back even stronger. This time fueled by the positive feedback I was receiving when I was able to present better going out in public as a novice trans woman in a world of ciswomen. Just entering their world was much more difficult for me than I ever thought possible.

One of the problems was my old male self and my second wife did not participate in my dreams. It was far from my wife’s fault because none of what I was doing was anything she signed up for when we got married. She tried to help as much as she could, but my dream was growing so fast I could not control it. I started out the marriage as a cross-dresser and now I was into a transgender woman, and I did not have the courage, or knowledge to explain it. I just knew, I could not say no to pursuing my dreams. I am sure all she saw was her man slipping away. Sometimes slowly and sometimes quickly and I understood why she did not like it.

As I said, I really always knew saying no was not an option in my pursuit of a transfeminine life when I really went out into the world and found myself in the middle of new friendships who knew nothing of my past. growing Just trying to look the part of a woman faded away as I always thought it would when I found myself at the point of wanting to be that woman. Doing my best to communicate with the world on their terms. As I continually searched my soul for guidance on the path I should take, the answer always came back the same. Follow your instincts and do what you need to do to feel natural. With input such as that, why should I ever say no to myself again.

Finally, I reached the point of no return in my life when I needed to look at myself in the mirror to see who I really was. With no makeup at all one morning, I had a chance to see the real me and the words my wife Liz said to me came through loud and clear. There was no male in me and for once everything with a “no” word in it made sense. Plus, I was mentally exhausted from fighting myself all my life. I had enough, and it was time to make my final decision.

When I replaced no with yes, my life opened up to new horizons I never thought possible. Yes, meant I could be the long-hidden self I could never find. If you are on a gender path of your own, I hope you can do a better job of facing your truth than I did. I kept saying no too long and missed a significant amount of my life trying to outrun myself. On the other hand, changing a gender is a huge move, and one that cannot be taken lightly. You have to get to the point where saying no is not an option to you anymore.

 

 

 

Wednesday, March 11, 2026

Nothing Easy but the Hard Times

 

Image from Anthony Tran
on UnSplash.

Finishing up yesterday’s post about having a medical appointment with one of my medicine providers Regina, my worst fears materialized. After years and years of seeing Regina, she is retiring and I am being shuttled to another provider at the Veterans’ Administration here in Cincinnati, Ohio. Now I have only one more time to see her before a significant part of my life begins to shift.

I think my shift will continue when I see my endocrinologist on May 7th. She is the only remaining tie to my old providers in Dayton, Ohio VA where I used to live and this visit is ultra important because I will have to ask to have my Estradiol patches prescription renewed. As I said yesterday, I am thinking about changing from the hormonal patches to self-injections which is not a big problem with me, but will it be with the “new” VA I am beginning to experience. If I am told I must get a new endo doc in Cincinnati, what will I have to go through to get my HRT, or will I have problems, is my paranoia. Time flies when you are worrying and before I know it, the time for the appointment will be here. I guess I was born to worry, and nothing is easy but the hard times.

I guess worrying fits right in with being transgender. Early in life, all I did was worry about getting caught when I cross-dressed in front of the mirror. I had plenty of hard times as I worried about my slightly younger brother discovering my feminine secret and telling my parents who would have promptly sent me off to a psychiatrist who knew absolutely nothing about gender dysphoria back in the late 1950’s or early 1960’s. At that time, I was mistaken that several of my main worries would take care of themselves as I became older. One of course was me wanting to be a woman, and the second one was what was I going to do about the military and the Vietnam War. To make matters worse, I was worried about them on several different levels. One of which being I could just relax and both the war and my urge to be feminine would just disappear.

Needless to say, both of them never went away. The war went on and on for years, and my desire to be a woman just intensified as I had more public experience when I gathered the courage to leave the mirror and go out into the world. Which I was starting to do before I entered the military, which in many ways just made matters worse. Certainly, I felt nothing was easy but the hard times as I tried alcohol for the first time to dull my pain. It was the beginning of a long one-sided love affair with alcohol I had which fortunately I won before it was too late. I took me much longer to realize my desire to be a full-time transgender woman was not ever going to go away and I would have to do something about the hard times I was experiencing by acting.

Acting meant I would have to put my male side behind me for good and plan for a radically different feminine future. That is when I truly found nothing ever would be easy in life but the hard times. So, for the first time in my life, if I ever wanted to achieve my dream, the path was clearly there to do it. Like a runway for jumbo jets lit up at night. All I had to do was learn how to land the jet.

At that point, I was rather confident that I could do it. Afterall, I had spent all those years cross-dressing and perfecting my feminine presentation, so what could go wrong. It turned out plenty. As I was completely lacking in rounding myself out as a transgender woman capable of holding her own in a world full of competitive ciswomen. I discovered I was completely not ready to communicate in a world where I needed to be better than the next woman to be accepted at all. Just presenting better as a trans woman was just the beginning I found, and I started to worry all over again.

This time, all my worries turned to action as my new life became a blur as I started to carve out a new, more complete path to my transfeminine dream. I could not believe it was me becoming a regular in venues I used to go to as a man and had wondered how it would be to visit them as a woman. I used to blame my second wife for holding me back, but learned it was all my fault, and I was just being a victim.

I think being transgender automatically brings a lot of worry with it. We are subject to violence, job and medical discrimination among many other negatives. When you add all of those to already problematic everyday lives, that everyone has, it is no wonder transgender suicide rates are so high. Which proves my point that nothing is easy but the hard times when you are trans. Reality comes when the attraction to all the pretty clothes begins to fade and the daily life of a woman sets in. A woman’s life is a many layered existence and one you have to accept when you transition.

By accepting the challenge, you made yourself, you have decided to set out and build your new life from scratch. There will be many times when you think you have bit more than you can choose, but after you have been successful, you can feel the pride and for once knowing that the hard times were ever easy but somehow you made it through to living your dream of living and thriving in a feminine world. You should be proud of your accomplishment.

 

 

 

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.

 

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.

 

 

 

 

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.

 

Wednesday, January 14, 2026

My Gender Timing was Everything

 

Image from Danny G
on UnSplash

For me, timing was everything when it came to completing my male to female gender transition. Plus, there was no way possible to think I would take nearly a half of century to do it.

The problem was, I never considered the extra layers of a ciswoman’s life rather than what a man had to go through to live. Just having to put up with a man in a relationship would have been enough for me to drive me into a lesbian relationship. Although I never really understood why more men don’t want to accept trans women because we understand so much about the way they think because after all, we had to live as a man for a while. But that is a long, drawn-out story to be saved for another time.

In many ways, timing comes down to everything when you decide to jump out of your closet and enter the world. Just a few things to consider are what would happen to you if you were out as your authentic feminine self and ran into someone you know. It happened to me one time long ago when I was married to my second wife. I was happily following my shopping routines in the small Ohio town we lived in when I parked in a parking lot, slid out of my car and right into the on-coming face of my wife’s boss. As I panicked and headed the other way as fast as I could, all I could hope for was he did not recognize me in my wig, makeup, mini skirt and matching leotard top. Fortunately, as I got a quick glimpse of his face, he showed no reaction to me at all.

I thought the experience was behind me until a week or so later, we were invited to a party at their house. At the party, her boss casually brought up how he had seen this big woman at a big box store he was shopping at the other day.  As I ignored the comment the best I could, I saw my wife suddenly glaring at me from across the room, and I knew what she was thinking. It was me; her boss saw that day. It took me a long time to live that one down because I was never supposed to leave the house as a trans woman unless I was somehow supervised.

Timing kept me living on the edge with my job too. What if my “hobby” of being a cross dresser was discovered? I knew I would not be able to function the way my male self-had all his life. I was stuck between the rock and the hard place on several personal fronts. I was becoming increasingly dependent on my lessons I was teaching myself as a woman and keeping my personal life together. All I could do was keep on working towards my dream of living as a transfeminine person. As I progressed along my often-rocky gender path, all I could do was look for a quick exit. But I found out, exits were as rare as on a long-deserted interstate highway.

It was not until I reached my mid-fifties, did I begin to see the faint out-lines of a possible gender exit ahead for me. All I needed to do was time my male exit correctly so I could cover the main living basics such as spousal support (or nonsupport), a job to support name changes, all the way to all the identification forms I would need such as a new driver’s license. For me, the name change was the most challenging because I needed to go before a very conservative judge I even knew before as a man. Surprisingly, he just smiled and approved my paperwork and name change and the rest was basically easy. So timing on that exit went smoothly with no roadblocks.

Other exits were not so forgiving for me. Such as what was I going to do about a job at that time. I had just closed my restaurant and was essentially broke, and I needed to find a job fairly quickly to support myself. I guess timing was everything and I took an easy exit into a job that I hated. I took the job anyway and managed to keep it for the couple of years I needed to work to claim my early retirement and keep myself afloat by selling vintage collections that my deceased wife and I had put together over the years. During this time of my life, there were other main detours which were difficult to navigate.

That was when my current wife Liz stepped in along with a huge push from destiny to erase any doubts in my mind that I was making the right decisions. I can not forget to mention this was also the time when I was able to begin HRT or gender affirming hormones and take another smooth exit away from my old male life. Putting him in my rearview mirror was the best move I had ever made in my life. I had a new me to go with my new name, and I was ready to go by the time I hit the age of sixty-two. I did not even have to revisit another job exit and just totally retired and moved in with Liz. Where I still am nearly a decade later.

Timing was everything for me, and even though it took me longer than I ever expected to reach my dream, the trip was worth it and I managed to even stay on a very rocky gender road full of roadblocks without wrecking.

 

 

 

Friday, November 14, 2025

A Marathon not a Sprint

 

Image from Peter Boccia
on UnSplash.

In my life, I have rarely ever had to run any distance at all. The only times when I did was when I played football and was in the Army. So, I was never a sprinter until I discovered my love of cross dressing as close as I could to a pretty girl. I could not wait until I came home from football practice, and no one was home so I could put on a short skirt like the cheerleaders I admired so much, were wearing.

I wonder now, if I knew how long it would take me and all the trials and tribulations I went through to arrive where I am today, would I have given up on my journey. I doubt it because along the way, my gender feelings ran so deep and I felt so natural as my feminine self, I could have ever turned back. I needed to settle in for the gender marathon I was facing because sprints (which I compare with brief moments of gender euphoria) were hard to come by. It is a good thing, because I was always better at marathons anyway.

I can blame my marital situation on the fact that I was still trying to run gender sprints. Rather than face up to the truth of who I was, for years I tried to maintain the delicate balance of a stable marriage and a rapidly growing love of public living as a transgender woman. All my sprints did were cause problems at home when I was caught and put a tremendous strain on my twenty-year -plus marriage. On occasion, life between us became so bad my wife on several occasions simply told me to be man enough to be a woman. I hadn’t been yet, but I was working on it. She did not know it, but her challenges kept me going during my gender marathon. I just needed time to get it through my old unwanted male head that being a woman (transgender or not) meant more than looking like one.

I receive many comments from those individuals who are just wondering where their gender path will take them. When I do, I try my best to point out I did not magically appear where I am now. It took me a lot of work and disappointment to realize I needed to be better than the average ciswoman to survive in their world. They had a head start on me in the race to womanhood and I needed to work hard to catch up. Along the way too, I found some ciswomen were eager to help me into their world, and some were not. Maybe they had their own marathons they were running in life.

Another thing I learned from running a gender marathon was I had the time to relax and enjoy the journey on occasion. I felt much different than the fast pace of fleeting gender euphoria when I was involved in a gender sprint. Then, it was back again to living in the present as a transfeminine person, rather than living in the future and missing most of the enjoyment. Slowing down also gave me time to research who I really was and who I was, was on the right path in my life. Because I had huge decisions to make. Family, marriage, jobs and friends could have been all on the line. At times I was crushed under the pressure of it all and had to put it down for a different day. Something I could have never done as a gender sprinter.

The moral to the story was that slowing down helped me to determine my own pace. The problem was that I wasted valuable time coming out of my male closet longer than I should of. I finally came to the conclusion that I could not have it both ways. I ended up doing what was right for me keeping in mind that your story you are writing in life could be totally different.

Either way, what you consider is a gender sprint or a marathon is a personal matter and has a lot to do with how old you are. Even though I have read about male to female transitions well after the age of sixty (when I did it) I think it is rarer because those who think they can put it off longer because they have put it off as long as they could. But then, on the other hand, there are people like me who realized their gender truth and could not put off making a move any longer. Before I had to sprint for the finish line of life itself.

 

 

 

 

 

Facing my Deepest Fears

  Image from Tonik on Unsplash.  Over the decades I have found that my gender desires have produced the biggest fears and anxiety I have eve...