Showing posts with label femininize. Show all posts
Showing posts with label femininize. Show all posts

Monday, November 10, 2025

Tired of Looking Over my Shoulder

 

Christopher Morley
1974 movie
Freebie and the Bean.

In a continuation of yesterday’s post in many ways, today’s post is about how I grew weary of looking over my shoulder as a transgender woman.

Looking back, all I can remember from the earliest days I had cross-dressing in front of the mirror were the all too brief moments of gender euphoria I experienced and the all too numerous times I spent looking over my shoulder to see if anyone was going to catch me. Then life as I knew it would be ruined. To stop this from happening, I became very good at hiding my clothes and makeup away from the prying eyes of my slightly younger brother and the rest of my family. I even resorted to hiding a small amount of clothes, makeup and a mirror in a trash bag in a hollowed-out tree in the woods next to our house in the country. Even with all of this hiding, I still found myself spending a lot of time looking over my shoulder.

Somehow, I thought when I grew older, I would conquer all my gender issues, and they would magically disappear, but they just grew with me. The better I became applying makeup and selecting feminine clothes, the more I wanted to do. Like a dog chasing its tail, the more success I had led me to want to do more in the public’s eye. Sadly, as I grew into my high school and precollege years, I was still stuck in the same old routine of dressing at home, hiding from my family and looking over my shoulder. The only relief I remember was the night friends and I went to a high school carnival and one of the male students was parading around dressed as a pretty girl. I was fascinated but again was looking over my shoulder to make sure none of my friends noticed how interested I was.

Which was exactly how I felt when I saw the movie “Freebie and the Bean” in 1974. I did not know it or had never heard of actor “Christopher Morley” who was an accomplished female impersonator. He had a part in the movie which I found amazing because he was so believable as a woman. As with the student cross dressed as a pretty girl, when I saw Morley, I needed to look over my shoulder at my friends to see if they noticed my newfound interest in the film we were watching. I guess I was pretty good at hiding my interest because nobody ever said anything about it.

Moving forward, there were the early cross-dressing days when I was still trying to perfect my everyday presentation as a transgender woman. I constantly worried about someone sneaking up behind me and pulling off my ill-fitting wig. What would I do then? Put it back on or just pick the wig up and run out the door. Fortunately, I never had to find out when I figured it was my inner female paranoia talking to me that I was not looking good enough to pass her standards yet.

By this time, looking over my shoulder became a habit. There was a time when my second wife and I moved to a small town in southern Ohio to run a new restaurant there. In order to suppress all my cross-dressing desires, I started to do the grocery shopping as a woman then go ahead and do a little lite shopping for myself. One day when I was blissfully doing my thing as a transfeminine person, I unexpectedly ran straight into my wife’s boss doing his errands. As bad luck would have it, my wife and I were invited that weekend to a small party at her boss’s house and I needed to really look over my shoulder when I heard him mention to my wife about the “big woman” he had seen in a store. Rightfully so, I was always guilty until proven innocent with my wife and she turned directly to stare the look of death at me. It took me weeks of denial to finally live it down.

Denial, lying and other mistruths became a way of life for me with my wife before she passed away after twenty-five years of marriage. The only thing I am proud of is that I did manage a full out purge six months before she died. To prevent any backsliding, I even grew a beard. Needless to say, I was miserable during this time but nothing like I was going to live through later.

After all the tragedy I went through during this time, I finally had enough of looking over my shoulder for decades and decided to follow my instincts and come out to the world as a transgender woman. Not spending all that time and effort was completely refreshing and allowed me to totally concentrate on my new life as a trans woman.

 

Sunday, November 9, 2025

It is Right When you Know it Is

 

Image from Caroline Herman
on UnSplash.

Some have asked me over the years, when did I know it was the right time for me to leave my closet and emerge into the world as a transgender woman. It is a complex question with a very easy answer. I always knew I was having problems with my gender but did not have a clue for years what to do about it.

The only relief I had was the brief time I had to rapidly cross dress in front of the mirror, away from my family and friends. Even when I was able to accomplish my goal of looking like a pretty girl, I still was aware deep down that something was not right with my life. In my own way, I set out to find any gender solutions I could, on my own, with no available sources to aid me. Plus, at the time, my male self was rapidly settling into a relatively successful life, and he wanted nothing to do giving up any of it to my inner feminine self. It turned out, this would be a battle I would have had to face for decades of my life to come. I would spend any available free time I had as a cross dresser, only to have what I learned rejected when I went back to my male life.

The only thing which kept me going was the deep idea I had that what I was doing was actually the natural part of my existence. And the parttime male life was an act. The act which became so good over the years that I shocked a number of people I knew when I finally came out as a transgender woman. I always had assumed they had thought something was up with me when they saw me at Halloween parties dressed as a woman but never did. It was like my male self-tried to dig a deep hole to bury my female self was never quite successful as she kept digging herself out.

The years at that point seem to fly by with the continuing fights with my second wife over considering if I was transgender at all and at the same time, me improving my transfeminine presentation during the times I was out in the public’s eye. I started to do more than just walk around in malls to see if I could present well and started to accomplish small tasks such as doing part of the family grocery shopping as a woman. I found I could do the tasks, and my life began to feel so natural again. The opposite of when I needed to go back to living as a man. It seemed unfair to me when my wife and my male self-ganged up on me to protect their interests in the relationship and I did not know what to do because I was just doing what was becoming more natural to me.

All the infighting only did one thing and that was prolonging the truth from coming out. I had always been destined to be feminine and when the time was right, I would be able to claim my birthright. The longer I lived as a transgender woman among ciswomen I knew I was in the right spot and had to face the facts about myself. My wife unexpectedly passed away from a massive heart attack leaving only my male self to protest any idea of me being trans and starting the HRT medical treatment. Under a doctor’s care of course.

Finally, when faced with the reality of my future life, my male self-gave in to my inner feminine self who had waited so long to live and prosper. More importantly, I was tired of all the internal fighting and knew I had readied myself to make a choice. All the frustrating years of playing with makeup and clothes came back to help me. I did not have to worry so much about my presentation when I made the decision to permanently be in the public’s eye as a transgender woman. I found a great majority of the world either didn’t pay any attention or were just curious of me which was a great surprise. I could relax and enjoy the wonderful new world I had always dreamed of.

When I finally stopped the gender in-fighting I suffered through all those years, I felt like a huge weight had been lifted from my shoulders at the age of sixty. Why I waited so long to face my true self in the mirror and decide to do the right thing will forever be a mystery to me. My only excuse is, I just knew the time was right.

 

Saturday, November 8, 2025

The Transgender Fear Factor

 

Image from Darius Bashar
on UnSplash

Even though my transgender fear factor is a relatively dramatic term, it was very real to me.

So much so, I used to walk clear across malls to avoid groups of teen aged girls who in the past treated me with scorn. Finally, I had enough and decided to zero in on what my presentation problems were. When I did, I was able to blend in with other ciswomen I was around and only then did I begin to really address my fears.

Before I did though, I needed to define exactly what transgender fear meant to me. The problem was I could not go to an internet site and read about someone else’s definition of fear could be. I was on my own to decide. To figure it out, the only way I could was to test my new life out in person. At that time, I was used to going to gay venues because of their relatively safe spaces and was afraid to leave the venues and see if I could be successful in so called straight venues where I knew I would like the atmosphere.

Then, my biggest issue was being pulled aside in one of these new venues and being physically assaulted. Ironically, the only place I ever was in any kind of danger was outside of a gay bar I went to a lot. I paid my way out of the danger with my last five-dollar bill. The two men who stopped me took the five and let me on my way. I learned my lesson and never went back there again.

Fear as a transgender woman and fear as a man was obviously different. I was stripped of all my former male privileges. Most importantly, out of all of them the privilege of personal security proved to be the most dramatic change I needed to face. All my life as a man, I was fairly good size and was able to bluster and bluff my way out of any difficult situation I ran into, plus I was always the protector for the ciswomen around me. All of a sudden, I was put into a world of who was going to protect me.

What I learned from my fear factor was what all ciswomen learned from situations early in life. Plan ahead for potentially negative situations is the best way to have very little happen to you. Such as staying out of dark or dimly lit parking lots and go out with other women friends whenever possible. When I did learn my new limitations, I felt better about my new life in the world as a transfeminine person.

Dealing with fear factor with me also was involved in the amount of male baggage I needed to lose to survive. Since I took until the age of sixty to finally completely transition into a cisgender world, I had plenty of baggage to get rid of. What I managed to keep was my life-long love of sports. I discovered I could go to the big sports bars I was fond to going to as a man and watch my favorite teams play, something I could not do in the gay venues I was going to. When I did begin to be accepted as a regular in the big venues, I began to notice the other women around me who were also into sports. Which made my life easier. I began to be more confident, friendly, and overall, more fun to be around.

Predictably, when my sports baggage stayed, many other parts of my life had to go. I was fortunate that I had retained a relationship with my only child, my daughter. On the other hand, I lost all contact with my only brother’s side of the family. We had not talked in over a decade ago when I came out to him right before Thanksgiving and my invitation to the family dinner was revoked. In the long term, I never missed any interactions with my brother and ended up cherishing my time with my daughter. So, putting my fear of rejection proved to be unfounded and I won the battle.

It was never easy for me to put my transgender fears behind me as I transitioned from a male to female dominated world. Mainly because I did not realize all the rules which would change in the world when I aggressively pursued my transgender dreams. Some of my changes came seamlessly, when others came with big obstacles. An example is I was always a basically shy person as a man, which was easy to lose, when I started to live as a woman in a cisgender world. It was worth it to battle and win my wars with transgender fears.

 

Friday, November 7, 2025

I "Doesn't" Know It

 It used to be when I was asked why I preferred to be feminine over masculine, and I quoted a famous baseball announcer for the Cincinnati Reds and said, “I doesn’t know it.” At the time and continuing to this day, I can’t tell you why I identify as a transgender woman. I am just being me.

The problems began when I began my gender path and ran head-on into many obstacles I needed to conquer. I suppose it all started with the possibility my mom was treated with the DES medication to help with problem pregnancies. This was back in 1949, and she had suffered through three still births before I came along. Even though nothing was ever proven, DES flooded the uterus with the estrogen hormone in women and was suspected of causing gender issues later in life with the children under the treatment. Naturally, if I had my choice of being transgender and being alive, I would take the trans life every time because the life I have lived has been different and even more exciting than the normal persons I know.

So, if I cannot blame DES on my lifetime of gender issues, what could I blame? I doesn’t know it. Could I blame mom for letting me watch her apply her makeup before she went out, or my dad who set nearly impossible male standards for me to live up to. Since both of them were products of the “greatest generation” (survivors of the great depression and WWII). They were stuck in their ways, and I was left out when it came to any possible discussion of my gender issues. Plus, both of them have long since passed away, so why bother.

Even though I tried to come out to my mom after I got out of the Army, and was rudely rejected with the threat of psychiatric care, years later when I changed my legal name, I chose my mom’s first name as my middle name and kept my dad’s family name to honor both of them for the sacrifices they made to bring me into the world. I am sure with the lack of knowledge about gender issues at all, they would have honestly said they doesn’t know it when it came to me and my so-called problems which turned out to be anything but in the future.

As I cracked my gender shell and escaped into the world, I discovered two main groups of people to deal with. The easiest group were men who largely left me alone except on isolated circumstances when they tried to mentally abuse me for leaving the male club, I had been a part of. The only thing the abuse did to me was prove I had made the right decision. The other main group was the ciswomen I met. They proved to be very curious of what I was doing in their world and once they determined I meant no harm and was serious for the most part left me alone. The only thing I knew for sure was I was getting more female attention than I ever had in my life, and I needed to make sure I made the most of it. I needed to walk a delicate balance of when to open my mouth and interact, then shut up and listen and learn the basics of survival as a transfeminine person in the world. 

The gender learning curve was difficult, but I managed to learn what was offered to me unknowingly by the women around me. They never knew all they did for me, but I was amazed at the depth of the feminine world around me as compared to the male world I knew. At times I felt as if I was sinking in the new depths, I found myself in until the women I knew rescued me and made me stronger. Finally, I made it to a point where I did know it. I was following my gender instincts for a change and doing the natural right thing. It was time to take the next step and see if I could get approved for gender affirming hormones or HRT. It turned out I made the right decision after quite a bit of thought.

The way my body took to the hormones gave me a whole new opportunity to experience a life I always should have been living. I doesn’t know it was forever replaced by a peaceful gender spirit I wished I could have experienced sooner in life. By this time, I was sixty and had lived quite the life to make up for, as a man. Now I had to make up for lost time and do the best to experience all the gender wonders I had discovered as a transgender woman. 

Tuesday, November 4, 2025

Falling Asleep in my Heels

Image from Toa Heftiba
on UnSplash.

Falling asleep in my new high heels turned out to be a very dangerous thing for me to do.

There was a time when I was in my early formative cross-dressing years that I thought wearing high heels was a fashion necessity I could not do without. Instinctively I knew the heels made my legs shapelier and longer. But what I did not realize was how much power the shoes gave the ciswoman wearing them. Have you ever noticed how men follow the sound of heels when a woman enters a room? Plus, the power extends from men to other women, who at the least responded to the expertise it took to wear a pair of high heeled shoes.

So, where did the danger come in for me? Actually, in. several different ways. First came the pure challenge of wearing heels. I had never experienced anything like it in my entire life but only knew the shoes made me feel so deliciously feminine. Through sheer effort, I conquered my fear of wearing heels so much that I forgot I was wearing them and ended up with another big problem, looking like a linebacker in drag, in heels. So much so that one night as I was trying to negotiate the stairs at home, my wife barked at me with a feet forward command. I never forgot that night and resolved to walk better in the future.

There were times in my past when heels went out as a fashion accessory and flat shoes were in with over-sized sweaters and short mini skirts for ciswomen everywhere. I was overjoyed with the idea of showing my legs off in tights and opaque pantyhose but again found myself in a situation where I needed to really concentrate on how I walked femininely without the heels I had come to rely upon. It seemed one of my favorite female privileges was taken away just when I was getting used to them. As with anything else in the fashion world of women, if you don’t like something, just wait because change is just around the corner.

That corner for me turned out to be a long way away. My fashion sense turned into a strong urge to blend in with other women in the world. Which meant where I was going, the women around me never wore heels. Especially all of my lesbian friends. Like them, I went for comfort in my footwear and blended right in, especially at all the lesbian mixers I went to.

My caveat to all of this comes from the transgender women such as “Stana” at the “Femulate” blog who have fabulous legs. Years ago, I had the pleasure of meeting her in Dayton, Ohio. Stana is tall to begin with and makes a striking beautiful woman when you meet her in person. Where we met, there were a group of men waiting for a ride when the elevator opened and out stepped Stana in all her long-legged glory. From where I was waiting, I could see everyman in the lobby turning to admire her. As you can tell, I have never forgotten the moment years ago when Stana took every advantage of her legs and heels as a transgender woman.

As I grew older, unfortunately, I had an old football injury destroying my ability to wear any heels at all. I broke my left ankle twice in the same place and wearing heels just became unbearable. To compensate in my own way, I try to buy stylish shoes and boots with no heels that I can walk in.

Regardless, I still remember the days when I felt the power of wearing my high heels gave me. Even after I went through the paranoia of feeling I was so much taller in the shoes. I decided to stand tall and be proud of myself, even though I was barely six feet tall. I had the opposite effect of going to sleep in my heels. I was wearing them proudly when I could. As I said, time has passed for me and I need to go for total comfort in my footwear, and it makes me sad. I feel I have lost a portion of my transfeminine self which will never be reclaimed. In the meantime, I can sit back and admire any woman I see negotiating the world in her high heeled shoes. As I know what she is going through, so I appreciate it.

As for you, if you haven’t checked out the “Femulate” blog yet, try it and you will see several transwomen and cross dressers in their heels and hose. Then you can go home and practice. Till you have your walk down and attempt in the public’s eye and watch out for sidewalk cracks which can cause you problems. Which I know from personal experiences.

 

  

Monday, November 3, 2025

What Was I Walking Into

 

Image from the 
Paris Photographer
on UnSplash. 

Many times, in my life, I have wondered what I was walking into. Sometimes, it did not have anything to do with being transgender but many times it did. And sometimes I was wearing high heels which I was not used to which increased the risk of what I was doing.

The main time it did not was when I went into the Army during the Vietnam War. I had no idea what basic training would have in store for me except I would need to get in better physical condition. I did make a half-hearted effort at trying but failed miserably and gave up. On another negative side, I knew I would have to give up all my cherished cross-dressing activities for the next three years of my life.

It turned out, in the scheme of life, three years did not turn out to be that long as traveling the world to three continents kept me plenty busy and I grew used to the idea of not knowing what I was walking into. So much so that I adopted “Call me the Breeze” by “Lynard Skynyrd “as my official song when I was on the radio. Because I was always rolling down the road. Through it all, I learned that my affinity for women never changed. I wanted deeply to live in their world and all the running I was doing would never change that. It was a lesson in life I wished I would have listened to later.

When I served my three years in the military, my restless spirit continued to dominate me and caused me to try to outrun my gender issues. I constantly was trying different jobs in different places unsuccessfully trying to run away from being transgender. Sometimes I had secret agendas, sometimes I did not. Like the time we moved from Ohio to New York City. Somehow, I thought being closer to a more liberal populace would help me to be able to come out of my gender shell. It did not work out that way because of several different reasons which would take another blog post to explain.

Another idea I had which actually worked out better for me was the time we moved from a very rural area of Southern Ohio along the Ohio River to Columbus, Ohio which was a couple of hours away. This time, I knew for sure that I could get back in contact with the friends I had made in years previous at the gender diverse parties and mixers I was going to. I was successful and reestablished myself with the group and tried to make up for lost time and at the same time, settle down.

When I did settle down, I was able to start exploring the feminine world as a transgender woman which meant almost nightly, I was walking into new situations I had never seen before. From gay and lesbian venues to big sports bars, the world was new and sometimes scary. Again, “Call me the Breeze” should have been my theme song due to all the new situations I was facing. Anything I enjoyed doing as a man, I tried to do as a woman to see if I still enjoyed it. Spoiler alert…I did and kept on trying more and more new situations to see if I could handle what I was walking into.

On the flip side, I am hesitant to recommend this type of transgender lifestyle to anyone. Too many times, I boosted my confidence through alcohol abuse and was fortunate to have never caused any major problems all the time I drove when I shouldn’t have. These days I barely drink at all and never drive when I do. The other problem comes from the increasingly nasty anti-transgender reaction which will undoubtedly be stirred up again in the upcoming elections by the orange Russian asset’s minions across the country. We have a close senate race coming up here in Ohio and I am sure I will see the transgender lies about the Democratic candidate before too long. He has run before, and the television ads were nasty.

Regardless, I am fortunate that these days, I present mainly as old and don’t have many problems walking into new situations. I will have several coming up in the next six months or so to keep me on my transfeminine game. I have an eye appointment at the VA as well as a hematology visit coming up soon as well as another bus tour vacation south in January. Not to mention my mammogram which will be in February this coming year.

It has become part of life for me to wonder what I am walking to at my stage of life. Especially hematology where they are going to do a total blood work check up on how my body is working but I will jump off of that bridge when I come to it. Which is what I have done through most of my life. This time I had to do it without all the male privilege I had built up which as scary.

 

 

Saturday, November 1, 2025

Up the Down Gender Slide

 

Image from Abbs Johnson
on UnSplash.

Maybe you remember Ralphie (In a Christmas Story movie) who desperately wanted a BB Gun for Christmas and froze up when he was in a department store telling Santa what he wanted for the big day. What happened was Ralphie got kicked down the slide when Santa told him he was getting a football. Finally, Ralphie struggled his way back up the downslide and told Santa he really wanted a BB Gun and was then told he would shoot his eye out.

This scene paralleled my life in several ways. The main one was, I never asked for a BB Gun but got one anyway and secondly, I never asked Santa for the baby doll I really wanted. In many ways, the whole idea of struggling up the down slide when I considered my gender became routine. Instead of shooting my eye with a BB Gun, I became more concerned with hurting my eyes with my mascara stick. Plus, when I tried to hide my cross-dressing activities from my second wife, I tried to be more effective in removing all of my eye makeup so my wife couldn’t tell. It was a challenge to say the least. But not the biggest challenge of all.

First, I needed to break all the male tendencies I had built up over the years. How did I present as a trans woman, all the way to how did I move and communicate. I knew ciswomen operated on a different wavelength than men but how different I never planned on. For example, the amount of nonverbal communication between women surprised me. I quickly learned to watch for the visual cues I picked up when I was in a potentially dangerous situation, I was not aware of.

Ironically, the more I struggled to go up the down slide, the more slippery it became. I had to become more mentally tough as a transfeminine person to even survive in a potentially hostile world. It meant going back to the drawing board when I was pushed down the up-gender slide even more. By mentally tough I mean with my resources, facial feminization would not be possible and there was nothing I could ever do about the testosterone poisoned thick male body, I would have to work with what I had. That damn slide was not going to get to me. What I did do though, was put myself on a highly effective diet which ended up in me losing approximately fifty pounds as well as beginning to take better care of my skin after I shaved every day. By doing better skin care, I was able to use less makeup and look more natural.

With these changes, I was able to actually start climbing up my gender slide, so that someday maybe I could get the baby doll I wanted to have instead of a BB Gun. Mentally, at least.

Other changes I had to make as I climbed to the top of my gender slide was conquering my fear of heights. There came times when I thought I was moving too fast, and I was in danger of losing all my hard-earned male privileges such as family, marriage, jobs and friends. I did not want to beat myself and my male self-had me looking over my shoulder. Then I resolved to never stop working towards my goal of transgender womanhood and moving on to a totally different goal of being able to interact more effectively with the ciswomen I met. I always called it playing in the girls’ sandbox.

Maybe it was my gender paranoia weighing in on me, but I kept seeing potential problems coming at me when I was out of the mirror and into the world. Some turned out to be real, but most were not. I found I did not meet as many gender bigots or anti-transgender ciswomen TERFs as I thought I would. Men were for the most part always standoffish and ciswomen just were not for whatever reason. Maybe, in their own ways, they had climbed their own gender slides and understood what I was going through and did not mind sharing with me.

If you are starting your own gender slide, or even reaching the top, just remember the trip will never be easy. But to coin a saying, if it was easy, would have it been worth it. I know for me; it was the toughest trip of my life. Plus, you are human and will make a mistake on occasion. Especially, when you are not allowed behind the gender curtain to learn the basics cisgender women were raised with. At that point in time, it is up to you to climb your slide and thrive. Not just survive.

 

 

 

 

 

 

 

 

 

Friday, October 31, 2025

Halloween and Me

Image from Nice M
Nsshti on UnSplash.

Even though it has been years since I have been to a Halloween party at all, it still fills a special place in my heart.

The main reason it will is because it was the first time in my life that I was able to really explore if I could possibly make it to my dream of ever living like a woman on my own terms. In the recent past, I have written about the very first parties I went to dressed as a slutty, trashy woman, attempting in my own backwards way to be sexy. Also, when I started to go to Halloween dressed as me, I was doing it around people who knew me as a man, so I needed to put up with the idea in their mind that I was some sort of a jokester. When of course I was dead serious. One memorable evening took me to the freshly restored Ohio Theatre in downtown Columbus, Ohio for a midnight Halloween showing of the original “Dracula” movie, complete with background music from the original theatre organ. I went with my first wife who already knew I was a cross dresser and two other friends. I ended up having a fabulous time in my heels, hose and minidress surrounded by many other attendees in costume. The only problem I had was walking as long as I did in my heels. I was still too new to the cross-dressing style game to think ahead about my footwear if I needed to walk very far.

As the years and Halloween’s moved by, my whole focus began to shift about my potential “costume” I was planning on wearing. I began to move away from the trashy costumes I wore in the past, and into “costume” ideas another ciswoman would wear. At the same time, I stopped going to parties with my friends and began going to big clubs where I could see if I could blend in. It all was working out well until one night I was stopped by a guy wearing a full mask telling me he knew who I was. I was in shock and asked him how he knew, and he told me I looked like my mom. It turned out he grew up with me down the road and knew both of my parents. I was relieved as I was proud of my “French Girl Costume.” Which meant I was dressed all in black. Including a new pair of black tights, flats, blond hair and a black beret I purchased for a dollar at a thrift store. Other than being rudely recognized, I had another great time, and the evening ended too soon.

A few of my final Halloween parties I went to proved to me that I could possibly make it in the world as a transfeminine person. One was by pure accident and one I had planned ahead for. The pure accidental party was the one I recently wrote about which happened when I lived in the New York City metro area. Out of nowhere, I was invited by one of my female managers to a Halloween party her and her friends were going to at a nearby tavern, to her house. I don’t know why, but I decided to back slide in my “costume” idea and go to the party dressed a little on the slutty side. Mini skirt, heels, blond wig and all. It turned out all of her friends who were going were approximately as tall as I was and were all dressed to thrill also. What a surprise I had when I found I could blend in with all of them. The only problem I had was my second wife not approving of my “costume” even though she did not want to go. Life around the house was a bit frosty for a while.

The last major Halloween party I went to was a planned affair. I was invited to a party at a vintage restored Victorian mansion, along with a news girl who I worked with at the local radio station.  I was married to my first wife then and she did not care who I went with, so I planned to go as a professional woman just getting off of work. Just to see if I could. I did with a couple a write about often who thought I was a woman and were so entranced with me, they invited me to another party they were going to. I did not go but stayed and had a great time at a fabulous party.

Sadly, all my fun went away when I fully transitioned into being a transgender woman. Instead of putting on some sort of “costume” and going out into the world, I was just being me, and an exciting part of my life was behind me. Forever to be remembered fondly in my mind.

 

 

 

  


Thursday, October 30, 2025

The Yin and Yang of Gender

 

Yin and Yang from Gabriel Vasiliu 
on UnSplash. 

You might ask why I would write a post explaining why I was in such a hurry to transition into my womanhood when it took me nearly fifty years to come out of my gender shell. I finally discovered I was in a classic war between my yin and yang personalities.

Today, I am writing to explain the two forces I faced as I decided when and how to transition. My own personal yin and yang of gender. I guess it doesn’t matter which of the two forces I had to deal with, or if my yin side was feminine and my yang side was masculine because both were prominent parts of my life. Yang flourished because he had to early in my life and yin did the same when she finally had a chance to live and exist. I found this description from “Wikipedia” which backs up my theory:

In Chinese creation theory, the universe develops out of a primary chaos of primordial qi or material energy, organized into the cycles of yin and yang, force and motion leading to form and matter. "Yin" is retractive, passive, contractive and receptive in nature in a contrasting relationship to "yang" that is repelling, active, expansive and repulsive.” It described me completely.

Yin and yang caught me chasing my tail as I would run back to the mirror as quickly as I could to put on a dress, make-up, and convince myself how pretty I was. It was yang’s primary form of escaping any potentially troublesome situations. As I always explain, coming to terms with all of this caused great torment, and now I wished I had someone to at least discuss it with except the one good therapist I was fortunate to be placed with at the Veterans’ Administration in Dayton, Ohio. She was understanding and even had a basic understanding of the LGBTQ community, so I did not have to educate her at all. However, we did not ever get into the clash of my yin and yang genders. On the plus side of our therapy, she never tried to equate any of my bi-polar depression issues with my need to express my yin side of myself.

Ironically, I think my yang side was very active and expansive in pushing my yin into the world. He provided the life lessons I needed to get out and push my gender envelope by learning new things. Without him, the initial exploratory trips to the regular venues I established myself in as a novice transgender woman would have never happened. So many nights I sat in my car for what seemed like forever before I summoned my courage to go inside.

On the other hand, it was yang who did his best to ensure his male world would never be taken away and he made a strong, experienced adversary. The problem became was how I was ever going to join my yin and yang together and form hopefully a good transfeminine person. The answer was I never had to really give up all the life which yang brought to the table. It turned out, I still was able to follow my love of sports, all the way to keeping my sexuality when lesbians took over my life. Altogether the entire process of joining my yin and yang proved to be easier than I thought. I just needed the courage to do it.

It would be too easy to say all transgender women and transgender men suffer from yin and yang gender problems, but the idea may go along way towards explaining what we feel to an outsider. It is far out of my pay grade to predict what anyone may do when confronted with such complex gender problems a trans person has. In fact, when I go back to “Wikipedia”, it even mentions gender in this form:

When pertaining to human gender, yin is associated to more rounded feminine characteristics and Yang as sharp and masculine traits”.

I don’t know about you, but the whole definition works for me, and I wonder why it has taken me so long to stumble upon it in my research. In some ways, yin and yang reinforces my idea that transgender people deserve a special place in the world. Not one of scorn and discrimination. Maybe the average person just needs to know more about us on a regular basis and not what they hear from politicians. But they can’t even govern well enough to keep our government open, so I can’t see much chance of that anytime soon.

Tuesday, October 28, 2025

Gender "Muscle" Memory

 

Image from Jeremy Bishop
on UnSplash

Perhaps you have heard an elite athlete talk about having muscle memory when they play their sport. Especially professional baseball players who make a living off of hitting curve balls. Which has nothing to do with presenting as a transgender woman, or does it?

I remember the days when I was going through an unwanted male puberty, and I was so self-conscious of how I was walking as a man. I did not want to attract any bullies by thinking I was too effeminate. I must have been fairly successful because I rarely had any problems. I was just a boy who liked sports and cars and stayed under society’s bigotry radar.

Then, when I started to explore the feminine world, I needed to throw out all of my walk like a man training and start to mimic the distinctive walk of a woman the best I could. I took me a while to do it, but I finally came up with a transfeminine walk that did not look like a linebacker in drag. The problem became doing it enough to have it become muscle memory. Mainly because I was not doing it all the time. Spending a day as a transgender woman learning the world, then reverting back to being a man on a job which demanded control was literally mentally killing me. On the days I had to be a man, I felt as if I was in some sort of a gender fog as I could see and feel my dream of womanhood but could not quite achieve it.

What I did was try to practice my feminine muscle memory anytime I did not think anyone was watching. Big box stores later in the evening were my favorites because they were largely empty of other shoppers. Later I wonder if I made the store’s security cameras and they were amused by a man trying to walk like a woman. But, of course, I never found out because I was not doing anything wrong. At least I found out I was being a success as a novice woman when on a few occasions on my male days at work, I was referred to as a woman.

Finally, practice started to make a successful feminine presentation possible for me, and I started to relax when I was out of my closet and the mirror exploring the world. The only problem I ran into was when I became too comfortable and forgot what I was doing. Like the time I was walking through a mall not paying attention when one of my heels became stuck in a sidewalk crack and I twisted my ankle. Lesson learned as from then on, when I was wearing heels, to watch out for cracks in the sidewalks. Muscle memory the hard way.

Until I began to live my life increasingly more as a transgender woman was I able to put the image I always saw in the mirror into motion. The pretty pictures I was able to take of myself were one thing but surviving in the world of cisgender women was another. Every time I thought I had learned all I needed to know, something else came along to shock me into going farther. I was growing increasingly frustrated and again my fragile mental health was suffering. Until I found a good therapist to help me face my truth. I should never had attempted to assume the male role I was in and all of the muscle memory which came with it. All it solved was making my life more complex when I tried to change it and enter the feminine world for good.

Especially with the help of the gender affirming hormones I was approved to take, my confidence as a trans woman grew and any resistance to losing my old male muscle memory went away. I carved out a new life and even found away to be happy in it. I was similar to the very successful baseball player who is winning the world series as my outward motion fit my inward feminine feelings. Even the HRT hormones enabled me to develop my own hips I was so envious of on other women. Anything I could do to come closer to my dream was welcomed.

Having the gender muscle memory from so long ago is something I still think about to this day. Even though I am highly immobile. It was the way I could get started towards another huge step in my male to female gender transition.

 

Monday, October 27, 2025

Following the Gender Breadcrumbs

 

Image from Elena Moshvilo
on UnSplash.

Following the gender breadcrumbs in my life meant finding the brief moments of gender euphoria I experienced and running with them.

Even when the mirror provided me with euphoria with the rush I felt when I saw myself as a girl, the feelings seemed to be exceedingly short and frustrating. I had yet to figure out my longing for the feminine clothes I was wearing meant very little to me. What was more important was, could the cross-dressing process ever take me closer to my dream of living a transfeminine womanhood.

Along the way, there were times when the breadcrumbs almost disappeared totally, leaving me completely lost and back into my closet. In despair, as I looked around, I did find enough crumbs to keep me moving because I was slowly learning, failure was not an option. I could take many of the hard-earned lessons I learned in the male world, adapt them and use them in my new exciting feminine world. For example, I learned that even though men compete differently than women, there was an equally intense competition going on between the ciswomen in the world that men knew very little about. Way past just being concerned of another woman looked better than them.  Since I did not have to worry about that, it took one more problem away from me. I never thought I looked better than any cisgender woman and I was not that shallow anyway.

I had more important problems to worry about as I searched for breadcrumbs to guide me along the path, I was on to transgender womanhood. Afterall, I was seeking to accomplish one of the most difficult tasks a human attempt to do which is change one of the most basic needs a person has, and that is their gender. Starting all over and carving out a new life was daunting for me, and I needed all the help I could get. For some reason, I found myself with ciswomen who spread the gender breadcrumbs for me. I could sit back and observe how they conducted their lives, good and bad. From them, I could see not all was peaches and cream as a woman then decide if I still wanted to do it. Then structure my life the best I could. My biggest problem was throwing out and ignoring all the hard-earned male breadcrumbs I had accumulated. In fact, I had almost put together the entire loaf which I kept trying to break up and throw away.

The most positive aspect of my life became the nights I went out with my lesbian and transgender woman friends, and we actually enjoyed ourselves so much we began to do it more and more. My breadcrumbs became easier to follow because I was different to my friends. I was not quite a full-fledged ciswoman as they were, but on the other hand, I was far from being a man they stayed away from. I was certainly baking my new loaf as a transgender woman with the help of my inner self who had been with me all the way and was just waiting to be set free.  It seemed most all of my dark lonely nights were finally behind me again in life. This time, on the side of the gender border I so long had waited for to open.

Wherever you are on your gender path, I hope it is lit well enough for you to see your breadcrumbs and have enough gender euphoria to get you by until you face another learning experience. I know, at times, the entire experience will seem overwhelming and hopeless. But the light at the end of the tunnel does not have to be the train and again I point out what a difficult path you are trying to follow. Risking, spouses, families, friends and jobs are never easy and is intimidating to say the least.  That is why if took me till the age of sixty to take the leap of faith I always wanted to do…live as a woman on my own terms.

It is important to note, you are doing the search on your own terms and the nay-sayers who like to point out you will never be a ciswoman are right. You can’t, but you can reach a womanhood of your own making.

Best wishes to finding all of your breadcrumbs along your path, and reaching your dream.

 

 

 

Sunday, October 26, 2025

Passing Through Customs

 

Image from CDC on UnSplash.

Passing through gender customs was one of the most difficult things I have ever done in my life. Relax, this is not another post where I slam the orange pedo/felon tearing down our country as I write...What I mean is, when the time and effort I took to finally blend in with all the ciswomen around became worth it.

 For the longest time, I thought passing customs just meant looking better than the average woman in the world. Then I discovered I needed to be better because I was a transgender woman. I could not get away with wearing no makeup and jeans like the other women around me if I was to pass their inspection. Don’t get me wrong, I did not have to wear heels and hose all the time to make it through customs, I just purchased jean skirts rather than jeans from my local thrift store and did very well with the new fashion I discovered. I was not wearing pants of any sort which I loved and still made it through customs wearing a skirt which flattered my legs.

Then I found wearing a simple skirt rather than pants was the easy part of customs. My first actual experience in passing a checkpoint as a trans woman came when a woman friend invited me to a NFL Football game in Cincinnati. In order to be admitted, I needed to be patted down by another woman who just smiled at me and then checked the extremely small purse I was carrying. She made it quick, smiled at me and let me on my way, terrified and all. By the time I began to breathe again it was game time, and I had other less scary distractions such as when and how I was going to use the women’s restroom. The whole evening really gave me confidence in my new self and how my future as a transgender woman could look.

Of course, I would be remiss if I did not bring up the most important point of all when I needed to actually talk and communicate with the other ciswomen who were inspecting me. The worst part was I was really shy and had put off any practice I could with my voice and eye contact. For the sake of repetition, I have always referred to the process of communication as being able to play in the girl’s sandbox. To make my life easier, I did my best to make sure there were as few girls as possible in the sandbox when I played in case something went wrong, and I needed to escape. Fortunately, I never did and was allowed to play.

For what they are worth, my words of wisdom are, when you start your journey in the world as a transfeminine person, always assume you will be going through customs of some sort. Women are always examined by other women from head to toe and by men also. So, get ready. It was a world which I was not used to because as a man, I rarely if ever, looked at what other men were wearing. On the other hand, women will notice what you are wearing if you can’t pass customs. Try not to be intimidated and enjoy the process as much as you can. It is what you signed up for.

It is also a positive if you can go through the process of having your legal gender markers changed. I had most of mine done years ago when I had not made the transition from transgender woman to trans woman senior citizen. I was more worried about being pulled over while I was driving and not having an ID which did not say female on it. Plus, not that it matters so much here in fascist Ohio, this year, the heavily manipulated legislature is trying to circumvent any gender markers on ID’s a person may have. Which means, as I understand it, in the future, I could be confronted and harassed by the authorities for simply using the restroom. Customs passing is getting harder and harder around here.

I read many posts and experiences from transgender women and men who are confronted when they have tried to pass customs, and it is not pleasant. In fact, it has led many to resort to measures such as genital realignment surgery to make them feel whole in their chosen gender. I myself, for various reasons, have not resorted to any surgeries, mainly because I am fortunate to have found many supportive allies over the years, I could surround myself with. More than anything else, they gave me courage when I needed to pass through gender customs.

 

 

 

 

 

 

 

Saturday, October 25, 2025

All that And More

 

JJ Hart

When I jumped from the cross-dressing world and I went into the public, I found myself in a situation where all that was more in my life.

Why? Because I was very naïve about how the two binary genders react to each other. In my relatively sheltered male life, naturally I had only experienced life from the male side only, and I was trying my best to make all I could out of it. To make matters even worse, I was so shy I could barely talk to girls at all. So, I never had any experience with them. No experience led to no confidence which sent me further into my shell.

I used my shell to protect myself the best I could and give the best impression I could that I was a so-called normal boy. For years, I fought the good male fight and internalized all of my feminine feelings. In the meantime, I was studying the girls and women around me, daydreaming of the day I could be just like them. My gender workbook was blank at the time, and I should have hung a sign on me saying “no experience necessary to survive.” In the meantime, I immersed myself in sports and cars and appeared to the outside world as a normal young male. There I go, using the “normal” word again, when I know now, there just isn’t such a thing.

It took me years of trying to break out of my shell or closet and tentatively go out into the world as a girl. I started at night by going to places I knew would be deserted but then again had big windows where I could still see my dim reflection. I was actually headed to a book/magazine store where I could hopefully navigate the books but never had the courage to do it and ended up going back home deeply disappointed in myself. Slowly, I resolved to do better but I never did make it into that particular store. Instead, I began to explore the world of women’s clothing stores where I found any number of helpful clerks who were more than willing to look past my gender, and into my available money.

After I realized that the women’s clothing stores were too easy on me and did not present a challenge, I began to branch out and try to look for more challenging venues. I came up with the plan to stop for lunch when I went out cross-dressed, just to see what would happen. I discovered that when I was dressed to blend in with the rest of the cisgender women around be, I was able to interact with the servers waiting on me. More importantly, I was beginning to realize, it was easier for me to talk one on one with another woman than it ever was when I was a man. It was a huge point in my life which ranked right up with realizing I was much more than a male wanting to wear feminine clothes on occasion. It would lead the way to me discovering I could live the transfeminine life I had always dreamed of.

In many ways, I was able to channel the pure fear I felt when I went out for the first time as my true authentic self and turn it into energy I used to further my communication skills with the public at large, and women in particular who seemed to be more receptive to me because I was in their world. Before I knew it, I was able to settle down and begin to enjoy my new life as a transgender woman. To be sure, I was different than most everyone else I encountered but I wanted desperately to make it a positive difference. Mainly because nearly everyone I met had never known another transgender woman or trans man in their life. I just had to make our meeting a special occasion which was all of that, and more.

In return, I was learning valuable lessons from the ciswomen I met. In ways they never realized, the women helped me discover the wonderful world of my own womanhood. In doing so, I was able to navigate the pitfalls of my male to female transition and always move on to higher ground.

When I did, I went on to discover the layers of life women live in during their lives which they hide from men. My life went from chasing a dream to living it as I discovered a transgender woman’s life was all that and more.

 

Friday, October 24, 2025

Growing Like a Weed

 

Image from Marya Volk 
on UnSplash.

I was devastated when I outgrew all my mom’s clothes and I had no sister’s closets to raid for clothes. Where would I ever be able to find the feminine accessories, I needed to cross dress in front of the mirror. So, I had to rely on a little luck and a whole lot of creativity to get by. For example, I found a discarded cute stretch mini skirt just outside of the girl’s locker room at school which fit me, and I had it for years. The rest of my “collection” came from being able to do work around the house, and a rural newspaper route I had delivering papers. My parents loved the fact that I was so industrious without ever knowing the real reason why.

As I continued my ascent towards unwanted puberty and testosterone poisoning, sadly I continued to grow like a weed, making it less probable I could find any clothes to fit me. Somehow, I did by being very creative with my meager funds and having the courage to sneak out of my grandma’s house to secretly go shopping for clothes and makeup. As I always point out, we lived out of town, and the only way I had to get around was by my bike, unless I spent the night at grandma’s. Who lived close to downtown where we lived. I survived the clerks in the stores I went to and slowly became better at what I bought.

Through it all, I thought I would outgrow this portion of my life when all I wanted was to be a girl. Like a weed, it kept on growing in me and refused to go away. I went through the usual phases of gender dysphoria many of us go through. The heights of euphoria when I crossed dressed, and the lows when I was not able to. The pressure on me continued to build up until I took chances and dressed in a locked room with my brother around. Certainly, if I was discovered, my parents would have treated me with enough weed killer at a psychiatrist appointment to do me in. My parents’ eldest son wanting to be a girl would not have been tolerated.

Either I was better in hiding my cross dressing from them, or they chose to ignore it, because nothing was ever said to me, and I dodged any trips to therapy where they knew nothing about gender dysphoria and would refer to me as being mentally ill.

The older I became, the more my weed sprouted and refused to go away. In fact, when the internet era began and we bought our first computer, it gave me the chance to research what sort of a weed I had. Very quickly I learned my early ideas were correct and I was much more than a weekend cross dresser who was more or less wanting to look like a ciswoman as some sort of a hobby. In fact, I was transgender which was a new term back in those days. For the first time in my life, I found a label which fit me. I was not a cross dresser at all, nor was I a fully-fledged transsexual who wanted to run off and have genital realignment surgery. Through the computer I was even able to meet others similar to me for the first time in my life.

At that point, I began to realize my weed was not a weed at all, it was turning out to be more of a late blooming flower which had to be explored and nurtured. As  I began to explore the new feminine world I was in, I discovered how complex ciswomen had it in their lives and what affected them. I can use my second wife as an example of how badly a woman could feel when her husband wants to run off and be a woman. Often without having the knowledge to do it. I felt sorry for my wife, and we fought often, but there was nothing I could do about my new flower in my life. It was not out of control as much as it was me and I refused to confront it. Long story short, she did not live long enough to experience the transfeminine person I had become and that was a shame because like it or not, she had a lot to do with the new feminine me.

Now I feel sorry for all those toxic men and ciswomen who can not seem to find their way out of their weed patch. Growing a beautiful new flower is the only way to go as you live your life as a transgender woman. Now I know why my old male self never liked flowers.

 

 

Tired of Looking Over my Shoulder

  Christopher Morley 1974 movie Freebie and the Bean . In a continuation of yesterday’s post in many ways, today’s post is about how I grew ...