Can You Ever Enjoy the Ride?

 

Image from A. C. on UnSplash.

Lately, it has occurred to me how often I did not pause to enjoy my gender journey.

Perhaps it was because for the longest time I experienced very little gender euphoria for two reasons. The main reason was, I was never raised to feel any joy in my life. Nothing was ever good enough. So, when I entered the world as a novice cross dresser or transgender woman, life was very tough. The other main reason was, I was approaching my life from the exact wrong way. Deep down I knew when my “buzz” went away so soon from merely dressing up in feminine clothes in front of the mirror, I was doing something wrong. I did not know then my gender issues ran much deeper than just a love of fashion and makeup.

Before I knew it, I was in a vicious gender circle in my life when I needed to dress up rather than wanted to. There was a huge difference. When I needed to cross-dress, I had the tendency to take more chances and jeopardize my life as I knew it because I knew there was no way my parents would ever understand how their son was really their daughter. Plus, there were many other distractions too, such as not being able to afford my own wig until I was well into my college years. I hated running around with a towel on my head fantasizing that I had a full head of luxurious girls’ hair.

There was always something I was reaching for which ruined my present enjoyment. Such as a better dress, shoes or makeup which could help me look better as I had neared an impossible ideal of attractiveness. Facing my reality of appearance when the only feedback I had was in the mirror. As we all know, the mirror has a tendency to lie to you if you are not careful, and I needed a way to test my presentation as a transfeminine person in the public’s eye. Easier said than done, when I was busy living my own down low in a male life I was frustrated to be in anyhow.

Very quickly, I learned the mirror had been lying to me as I was rejected by the public. To succeed with my dream, I needed to pause my life and attempt to find out why I was having all the problems I was having. Almost immediately, I determined I needed to get my male self out of the way. He was dictating how my fashion presented itself and it was all wrong. For any number of reasons trying to dress sexy in the wrong places was getting me into trouble. My guy was dressing me for other guys when I should have been dressing for other women. Once I figured out, I was not a teen aged girl, my public life became decidedly better.

So much better, I was even able to enjoy several of the solo nights out I went on to be by myself. Even though I knew I was a transgender woman, I was just being me, and the public (amazingly enough) was accepting it also. My mirror even came back into play, and I used it more often in places such as women’s rooms to adjust my hair and makeup.

Life then began to roll on very fast. All the way to the point I was having a difficult time keeping up. I was learning so much about the feminine side of life, it was too late to turn back then and more and more, I was discovering how much I loved this new side of life I had always dreamed of.

Also, my life was reaching a new level of complexity as I was shutting down the male side and giving full access to my female side who had waited so long to be free. My problem was I was still trying to live part time in both genders as I transitioned, and I was afraid of what would happen when I lost all my male privileges. Finally, my mental health could take it no longer and I had to jump off the gender cliff I have written about.

As I jumped, the ride down was scary but fun in its own way, not unlike a big rollercoaster at an amusement park, the ride up in many ways was worth the ride down. All the fear and terror I had experienced when I had come out to a close family disappeared when I was accepted by my daughter and my wife Liz and a warm set of relief sat in. I could not wait until I could get back in public and live my true existence out of the closet. I was creating my own universe for a change and not relying on someone else to do it.

I began to build my own female privilege and thrive in it. It continues till this day and is the topic for another day. In the meantime, I often try to pause my life and enjoy where I am in my life.

 

 

Writing your Own Script

 

Image from Prophsee Journals
on UnSplash. 

I never found it easy to write my own script.

Sure, I could blame my gender issues on my problems but not all. I discovered very early in life I did not possess many of the dominate male traits to be a complete success as a man, so where was I to go. For example, I could not blame my lack of athletic prowess on my being a cross dresser. I was just not that good of an athlete. When I was on the football team, I wanted to be a cheerleader. They seemed to be having all the fun while I was getting beat up by a faster and stronger opponent.

Rather than setting out to write a new script as a cross dresser or young transgender girl, I internalized my script which turned out to be the worst move of all. I had nowhere to go or no one to turn to for help with writing my girl’s workbook. No sleepovers with other girls my age for ideas of how to be feminine.

I was stuck. I could not live either life I was in. I made a less than adequate male as well as a cross dresser who had nowhere to go in public. Plus, it would be years before I could go out of my closet and test the world. Once I did, I was very much a dismal failure. My earliest attempts at Halloween glory ended up with compliments on my legs but not much else, and the biggest problem was I needed to wait a whole other year before I could escape my gender closet again. I kept dropping my pen when I was trying to write. All I really knew was I was a male by default. Having been born into a gender I never liked.

On the rare nights I was able to escape and sample the public, often I could not read or follow the notes I had hastily scribbled down. And another problem I had was I was making a deep dive into being a transfeminine person so rarely, I could not remember what I was doing right or wrong. Even still, I did the best I could as I still obsessed with the brief moments of gender euphoria I experienced. Occasionally, I could see my gender dream was possible and I kept on writing. Chapters began to appear such as presenting as a woman with confidence and communicating with the world as a new me.

I was pleasantly surprised when I could read and react to the new chapters and attempt to keep them from invading my everyday life. It was impossible for me to walk around the majority of the time wondering how it would be to experience the world as a transgender woman. I was never good at self-control, and it was showing if I was not careful. Primarily with my wife who knew I was in my gender zone and resented it for the most part. She was too smart to listen to or believe my excuses about what I was really thinking about. As time moved onward, I became better at hiding my writing from her. Or so I thought. In reality, she saw our life slipping away to another woman (me) she could not control. In return, I resented her for being a strict feminine gatekeeper who would rarely let me behind her gender curtain by telling me I was not ready.

She was right. I was not ready at that time, but I was gaining fast regardless of her misgivings. In the midst of many ill-advised moves which jeopardized our long term, twenty-five-year marriage, I was making other moves which were proving I could make it to my lifelong dream of living as a transgender woman. More importantly, I was reading my writing clearly and the results felt so natural.

I also discovered writing your own script could be very messy and selfish to do. Many times, my wife and my male self-ganged up on me with fear tactics on what could happen if I transitioned. Many fights later, I finally prevailed by default when she unexpectedly passed away, leaving me alone with my writings. I cleaned up my mess and prepared to live out the rest of my life as a full-time transgender woman.

I think my lifetime of experience writing a new gender workbook for myself proved to be a worthy accomplishment. Once I understood where it was coming from. There was nothing wrong with me as I learned to navigate a new world I was just getting used too. It just took me awhile to catch up with the rest of the cisgender women who had a head start on me. I just achieved my womanhood from another path which is the topic of another blog post altogether.

 

 

Staring off The Cliff

 

Image from Anton Luk
on UnSplash 

When I reached a point where I saw the real possibility I could live a life of a transgender woman, I found myself staring off a deep gender cliff.

The biggest problem I had was wondering how I would land if I threw caution to the wind and become (as my second wife called it) man enough to be a woman. As I slid down the slippery slope towards my cliff, sometimes I was fearless and other times scared to death. I can’t tell you the number of times I sat in my car adjusting my hair and makeup before I went into a venue. At times, I considered bringing an oxygen tank along in case I hyper ventilated. I did not because I thought it would ruin my outfit.

Another problem I encountered was alcohol. When I drank, I became much more fearless but to get to my arrival, I needed to be brave and walk into a venue to order a drink. It took me awhile to put the alcohol in my rear-view mirror and get on with my life, but I did it.

Along the way, I cannot stress enough about all the bumps and bruises I had when I slid down a very slippery gender slope towards a very steep cliff. I was facing losing everything I knew, owned and loved to be a transgender woman, so I wanted to make sure I was doing my slide right. For the most part, I did good except for impromptu visits from the police after I used the rest room of my choice and another night when I was asked to leave a venue after I was doing absolutely nothing wrong. I mended faster than I thought I would and chalked the experiences up to what I needed to go through to transition in the straight world which I was trying out for the first time.

The main thing which kept me going was the deep feeling I had I was doing the right thing. I had spent too long in front of a lonely mirror to turn back then. I needed to face the cliff and decide how and when I was going to jump because it was becoming increasingly evident to me, I would need to.

After my second wife passed away, I went into another lonely dark period of my life when the only thing I did was go out in the world as a transfeminine person and watch the occasional sporting event with my brother as my old male self. What did happen was, I felt the time I was spending as a man was being increasingly wasted. Even my male self was seeing the beginning of the end to his life.  If my brother did not accept me (which he did not), he would have to go away.

What really helped me to overcome my fear of the gender cliff I was looking at, were the ciswomen friends I was developing. The give and take I felt when I was invited to girls’ nights out or even lesbian mixers was propelling me forward to making the ultimate choice in my life. Ultimately, I started gender affirming hormones under a doctor’s care and made my decision to jump off the cliff even easier to do.

It turned out, my women friends knew me better than I knew myself. They saw no traces of my old male self and helped me with the nuances of living in a feminine world. Many times, all I was doing was going along for the ride. Never had I ever experienced so much about a new world I desperately wanted to be a part of in my life. It all made my fear of jumping off my gender cliff so much easier.

Another example would be, I had taken the time to do my homework and build a solid base before the slippery slope claimed me. I waited for two extra years working at a job I hated to make sure I could retire on Social Security and not have to worry about transitioning on the job. During that time, my gender universe opened a little more when the Veterans Administration health care program I was in approved gender hormone therapy for veterans which gave me access to mental health care and cheaper medications.

It all turned out to be time well spent and came back to help me when I finally made the jump down my gender cliff. My experiences and friends made the landing so much easier. I ended up wondering why I had waited so long doing my preparation.

 

Living the Transgender Reality

 

Image from Brian Kyed
on UnSplash. 

For me, living a life as a transgender woman was much different than my life as a cross dresser.

I mention it because of the comments I receive here mentioning those of you who may be on different phases of your gender journey and are on the gender balance beam. Such as regular reader “Michelle” who commented: That “gender balance beam” you described? God, it brought me back. The confusion, the hope, the guilt, the not-knowing—all of it. And the way you talk about HRT, how your body just... knew? That hit me so hard. I’m still early in my journey, but reading stories like yours gives me hope that it can work out. Even if it’s messy and hard."

Thanks for the comment! Yes, somehow my body knew I had just made the right choice when I started gender affirming hormones under a doctor’s care. As far as the balance beam went, I have never been coordinated enough to stay on any sort of object, but somehow, I was able to stabilize myself several times and live a transfeminine reality.

Backtracking just a bit, this morning I read a thoughtful post on Stanas' Femulate blog which went into how women accept (or don’t) when their men come out to them as cross dressers. In my case, I write excessively on how my second and third wives interacted when confronted with my gender issues.

The entire interaction was a story of contrasts between the two women who never had the chance to meet when my second wife passed away. My second wife knew of my cross dressing before we were married, and it was never an issue for her. Although she never let on, she never liked the feminine version of me at all. The problem arose as it became increasingly evident, I was much more than your average cross dresser, as I increasingly slid towards my reality of being a transgender woman. The problems all of this gender turmoil created were never her fault. They were mine because I refused to face the reality of who I really was regardless of the costs.  She was well within her rights to refuse me any help as I moved towards my gender dream which would not include her, and I understood that.

Now, on to my third wife Liz. I have been with her for over a decade now. In many ways, she is the exact opposite of my second deceased wife. Liz met me online in a woman seeking woman chat room and rescued me from a very dark time in my life. I was falling off the balance beam. After many months of chatting back and forth, we decided to meet up for our first date with a couple of other women at a drag show.

At the time, I was still reluctant to finish my male to female gender transition. I was living a minimum amount of time as a man, and I had not started hormones yet. The reality of transitioning was still sinking in. After a few months of being around Liz, she told me she had never seen any male in me so what was I waiting for? All I needed to do was make a doctor’s appointment and start HRT and within a very short period of time move in with her in Cincinnati. So, I was able to make a clean start as a transgender woman.

As you can tell, during my life I have been blessed to be with several women who loved me and I learned from all three, including my first wife who I saw just last week as she is the mother of my only child. Even though she only knew me as a crossdresser, we still get along.

Any way you cut it, coming out to a woman you are in a relationship with is one of the most difficult realities of being a cross dresser or transgender woman. I think women who accept us are saints for putting up with such a unique set of challenges. What hurt me the most was my second wife agreeing to me becoming the best woman I could become then not liking the feminine person I was becoming. In all fairness to her, I did go through many changes in my reality when I transitioned and she passed away before meeting the true me. I doubt if there was any way we could have stayed together but maybe we could have been friends.

Maybe you can use the old marriage pun: Life is a bitch until you marry one. And change it around to being transgender is a bitch, until you become one. The truth of transgender reality?

 

 

Unlearning LIfe

 

JJ Hart

Over time, I spent so much time and effort unleashing my male past, I cannot remember it all.

As soon as I could think about myself, I knew something was wrong. I just did not know what. Primarily, I did not know I was trying my best to survive in a male world I wanted very little to do with. Perhaps the biggest problem came when it was time to unlearn all the male life I was forced into. I was the proverbial round peg in the square hole, and I did not like it, even though I was rewarded with white male privilege when I was successful.

By choice or not, it seemed I was always fighting myself or the world for my gender dreams or goals. Very early I knew somehow, I wanted to be a woman someday, a deep dark secret I needed to keep to myself. Overall, I was deeply conflicted about where my life would end up because it seemed as if I was on a runaway gender train I could not get off.

A prime example was when I entered male puberty. I watched in shock as my body grew angles, and I needed to walk like a man. I am sure I was a comical sight, but I tried. I did not want to be referred to as a sissy and bullied in school and I was successful. Until it was time to reverse it all. When I left the cross-dressing mirror and entered the world as a novice transgender woman, there was so much to do as I was busy unlearning my male life. First of all, there was that male walk I needed to get rid of. There was no way I could overcome the positive feminine presentation I had succeeded at doing, if I was going to continue to walk like a man. Plus, I had the challenge of doing it in heels.

When I learned to walk in heels, I learned the inherent power of female privilege. Suddenly, my legs looked better, and men paid closer attention to the clicking of my heels. I just needed to match the rest of my fashion to blend in with my shoes. Since I loved my boots, the first thing that I did was try to save up for a pair of nice, heeled boots and find them in my size. Thank goodness for Payless Shoes. For the most part, I did good in my heels except for the time I got a heel stuck in a sidewalk crack in a mall I was walking in and the time I fell on a wet spot in one of my regular venues I was in. I survived and learned I needed to be more comfortable.

Another major gender response I needed to unlearn was to always look another woman in the eye when I talked to her, especially in bathroom situations. Eye to eye contact was normal in women’s rooms and totally not in men’s rooms. The new rules of the “room” I needed to unlearn and relearn if I was to survive as a transfeminine person.

Another major point of contention I write about often, is the difference between male and female aggression. I needed to unlearn the old male aggressive ways of coming right at you. On the other hand, I was clawed many times when I failed to recognize the passive aggressive intentions of a woman I was dealing with. Often behind that smile was a sharp pair of claws waiting to take a shot at my back. I needed to keep my head on a swivel and always be careful when I was dealing with other women in the girl’s sandbox. Lesson learned and I moved on as a better transgender woman.

Finally, all these lessons began to come together in my life, and I started to become a whole human being again. But this time, a human I wanted to be. No more unwanted male who I still needed to fall back on in times of duress. Afterall, I had to live with him for nearly fifty years, so there was some good to remember. I found I could relate to both binary genders better and understand where they were coming from. Of course, men were the simpler of the two genders as I suspected and women were more complex, and they led more layered lives.

None of it mattered to me as my world opened in ways I never imagined. Going to the extreme of unlearning my old life was radical but then again, I was able to make it work in my own way. If you are searching, just be aware everyone’s journey is different but maybe you can make it too if you are careful. There are huge inherent problems when you decide to forsake your male privileges and enter a new gender world.

 

 

Painting Myself into a Corner

 

Image from UnSplash.

I was always an adequate house painter and not much more.

Possibly my biggest problem was ever finishing a project. Every time I would start, I got bored and quit before the project was done. There were even times when I would unknowingly paint my way into corners. Little did I know, all of this would carry into my life as a cross dresser and later a transgender woman.

Like many of you, I started experimenting with my mom’s clothes which I became attracted to at a young age. It was most likely a carryover from watching mom (and admiring) put on her “face” or makeup as she called it. I wanted to see how the whole girl package worked for me. At that point, I began to place myself in danger of painting myself in a corner I could not get out of. The corner I am referring to is being caught and facing irreplaceable damage to my life as I knew it in a male dominated family. As the oldest son, I was expected to carry on a macho tradition.

The problem was of course I did not want anything to do with male tradition because I was enjoying my alone time cross dressing as a girl so much. I worked onward on my feminine artwork, as I sought to buy my own makeup and pantyhose from my allowance and newspaper route money. Then I experimented with my limited time until I became a little bit better and did not look like a clown in drag. I was slowly finding my voice as a transfeminine woman.

The more I discovered, the more I risked painting myself into a corner. When I was in the corner, sometimes I paused to look around for a reality check. An example was the night I was in one of my regular venues dressed to fashionably blend in with the rest of the women and I needed to discover if I wanted to escape the corner I was in at all. It turned out I loved the real me and wanted more time out of my closet. I was beginning to learn who I really was, but it turned out I would have many more corners to paint myself into. Such as settling into one new person and not changing each time I went out into the public. I was shocked how quickly people remembered me; I needed to wear the same wig as a start to solidify my future in the world as a transgender woman. In a way, the experience was boring because I was always enjoying my newfound ability to shop in wig stores for the so-called perfect hair after waiting all those years to do it.

Another of the major corners I painted myself into was how I ended up just pursuing the basics of communicating with an all-new world. I never expected people (particularly other women) would ever want to talk to me as a woman because they rarely wanted to as a man. My guess is the women were just curious about me wanting to be in their world, or just I did not threaten them anymore when they let me behind their gender curtain.

In many ways, my decision to undertake gender affirming hormones was me painting myself into a corner was the biggest risk I had ever taken. Undertaking HRT was my own ride or die. Either I made it as a transgender woman with the help of hormones would preclude me ever going back to a male life I never asked for, or I would have to find another way out. Spoiler alert: I was fortunate when I cleared the medical screening, I needed to begin what I considered to be lifesaving hormones, and I flourished. My decision could be compared to a gender insurance policy. I was making sure I was successful when I finally synced up my inner and outer selves.

Today, I have put down my paint brush and concentrated on living my life as a supported transfeminine person. Sure, I confuse some people with how to refer to me, but that is their problem not mine. They need to be educated to the world anyhow. Transgender women and transgender men are not their enemy, but their ignorance is. I filled my world with acceptance from a loving world and watched many other people paint themselves into their own corners. I took many risks along the way to do it and out of sheer will power to do it.

I have felt the depths of loneliness, all the way to having a new family all my own (except my daughter of course, she was always there). I don’t think I would recommend such a unique human journey to anyone else, but it was anything but boring.  As a painter, I have finally come close to finishing a project.

 

 

 

 

It's Just Life...Not a Joke

 

Image from Engin Akyurt on UnSplash.

It took me awhile before I finally came to the point in my gender transition when I gave up and thought the whole process was just life and not some sort of an evil joke.

I had struggled enough through the years when my male self-put up quite the struggle to exist at all. It was as if he was on a slippery slope towards losing his life altogether. To make matters worse as I always point out, my male side’s life was not always that bad. I had a long-term marriage, close friends and a good job to fall back on when I needed it.

Through it all, I thought it was only the draw of the feminine clothes which kept me longing for another trip to the mirror. I did not realize my feelings went much deeper than that. I was feeling life itself. It took me many years and even decades traveling a very curvy and bumpy gender path to realize where I was. Plus, many times, when I realized where I was, I became scared of losing everything. Falling off a gender cliff became a real possibility.

No matter how frightened I became, somehow, I kept on moving forward thanks mostly to the brief moments of gender euphoria I was feeling. The interludes helped me to determine if my dream goal of living a transfeminine life was possible at all. Back in those days, I was immersed in the struggle to present well as a woman and not much else. In fact, when I go back and read my earliest blog posts, I cannot believe how much they emphasize fashion and makeup. It all happened long before I needed to learn the layers of life a woman goes through to live her life. It was like my wife told me be man enough to be a woman. In those days I was not as I made weak attempts to live in both main binary genders.

In the short term, I did not understand what my wife meant as I became semi successful in presenting well in the world as a woman, but I had not paid my dues. I found I would have to wait until my wife had passed away before I could earn my way behind the feminine gender curtain to be allowed in by the ciswoman gatekeepers. It was about that time too when I began to understand my dream of ever becoming a fulltime transgender woman could be possible. It was much more than a hobby or part-time profession; it was my life. Then my realization led me to understand what my wife was talking about. I needed to set off on an all-out journey to live my best life as a transfeminine person. I even needed to understand questions about my own long held sexuality. If I lived as a woman, would I suddenly have to like men sexually? I just didn’t know until I set off to experiment.

Along the way, I did manage a couple dates with men which led to kissing but not much else and I did not feel much of a spark of any kind. On the other hand, I was surrounded by curious ciswomen (including lesbians) who wanted to socialize with me, so I was happy, I had always been a contradiction in terms socially, meaning I always enjoyed company even though I was shy and I could continue to feel that way. My life was beginning to come together in ways that I never imagined possible.

For example, I never imagined I would have been able to enjoy a small closely knit group of women friends who taught me more about life than they ever knew. Without any pressure, I was able to sit back and live vicariously through them and primarily how they lived their lives without the validation of men. It was not too long until they began to invite me along to their lesbian mixers, which I loved. I was even approached by other women and kissed. Which provided me with a huge amount of validation.

With my sexuality and life coming together, I could concentrate on enjoying my life on my new gender affirming hormones or HRT. The hormones went a long way in syncing up my internal and external self. Along with softening my skin and facial lines, my whole world was changing too. My emotions heightened as well as my senses as the world around me was softening. A perfect match to my rapidly expanding social life.

I will never know if waiting so long to transition into a feminine world was worth it or not because I had so many excuses why I never had done it. All I really know is, I did it before it was too late and have never looked back. That’s life.

 

 

At the Gender Crossroads

 

Image from Timelord on UnSplash

Many times, in my life, I have found myself at a gender crossroads.

Of course, like most of you, I learned from the situations I put myself into. As I always mention, the first one was when I needed to leave the comfort zone I had created with the mirror and attempt to live in the world as a transfeminine person. Initially, I was slapped down as people laughed and smirked at me. Until I learned to own who I was, which was a huge crossroad to negotiate.

Over the years, I began to think I had seen everything, but I had not. My main problem was I needed to make the final decision on which way I would go if I was faced with a making a final decision on which gender I would ever live as. Plus, I did not know if I even could live as a transgender woman. I kept searching and learning until I found I was not a man cross dressing as a woman; I was a woman cross dressing as a man.

I discovered also, I would need to transition more than once if I would ever try to make it to my dream life. Primarily when I learned it on the night I finally decided I would quit going out as a cross dresser and change my inner thought pattern. I was fed up with just trying to look like a woman and wanted to feel like one and see as if I could mingle with a group of ciswomen with no issues. I did make it with the other women and crossed another road I knew I could never go back. I mingled and socialized with other women and even used the women’s room with no pushback at all. It was amazing.

The next transition I need to make was when I needed to begin communicating with other women. It was never easy and a complete learning process. It does not take a genius to know women and men communicate on a different level. I knew well how to do it as a man, but I was a total novice as a woman. The first lesson I learned was I had to pause and listen to the other woman I was talking to. As a man, I could often make the first move and hope for the best. With women, I never did and often waited for a passive aggressive response. The real intent behind the smile often startled me until I caught on to the game.

All of it led me to the success I needed to this day to be successful with other women who indirectly try to bully me in their own way. An example was the ciswoman I wrote about in a recent post when she could not adjust to me being a parent not a dad to my daughter. In fact, I had a reader (Michelle) who responded to the woman and my return comment: “You handled it with so much more grace than I probably would’ve. And Liz’s quick response? Perfection. I’m so glad you still got to connect with your daughter and your grandchild, that’s what really matters. The rest is just noise.” Thanks for the comment! The woman was very noisy and was trying to bully me in her own way.

I was just fortunate that both Liz and I had been through similar situations, so we were ready. Somehow, the woman thought she had me over a gender barrel with the dad comment and that was when Liz took over. The woman asked Liz who I was to her and Liz said wife and the woman shut up.

My point it, both Liz and I had been through situations with other women such as her before, so we were able to handle the noise and go across yet another crossroad. By this time, I think there always will be another road to cross as I see my gender dream come together.

As Michelle said, the world is full of noise, and we must separate it into genders to make sense of it. Which would be another blog post altogether. In the meantime, for all of you approaching your own crossroads, try to feel secure on your journey and be careful. Especially these days when depending upon where you live transgender rights of any kind are in danger.

 

 

Just a Gender Detour

 

Image from Belinda Fewings
on UnSplash

After many years of looking back at my life, I began to think of my transgender experience as merely a detour in my life.

The problem was, there are many types of detours ranging from major closures to small delays. I found I needed to be careful with my navigation quite early when I was in the exploration stage of my mom’s clothes. One speed bump could lead me to an impromptu visit with a psychiatrist who knew nothing about gender issues and wanted to pronounce me mentally ill. Even back then, I knew I was not crazy for wanting to be a girl.

As the years progressed, I became increasingly skilled at sneaking around and dodging the detours in my life. Especially, the major ones such as becoming a parent. Even though the whole experience made me extremely proud, it still changed my life profoundly. I remember thinking at the time if it would affect my desire to be a woman but if anything, the birth process enhanced it. I was still in my detour mode, drinking heavily as I tried to find the nearest exit to help me.

To make up for the detours, I began to leave my closet and explore the world increasingly as a transfeminine person. The entire process meant taking chances such as leaving the house dressed as a woman and dodging many speed bumps along the way. It took me many more years before my path began to smooth out and I could see a clear road ahead. However, I still needed to be very careful with what I was doing. I had a long-term marriage and good job to protect among other male privileges. I was stuck between a giant rock and a hard place I needed to detour around. The rock was the better I did with my male life, and the hard place was my female side resented any incursion into her existence. To be sure, a very difficult place to be.

Then there were the times I crashed with my wife and was caught coming home late from one of my nightly gender adventures. A prime example was the night a lesbian was flirting with me and bought me a beer and said she should take me home with her. I was flattered and ended up staying too long and arriving home late. The ensuing fight lasted days after I hit that speed bump. Sadly, there were other times when I crashed on my own by driving an old sports car, which I bought that had the habit of suddenly not starting on occasion. Of course, one night when I was at a gay venue approximately twenty minutes from home, the car would not start. Fortunately, I had planned and left me enough time to call a tow truck and arrive home before my wife did. I had survived yet another close call.

My gender detours did not begin to go away until I started to really be allowed behind the gender curtain. It was after I had placed the gay venues firmly behind me in my rearview mirror and started to prove a fulltime life as a transgender woman was possible for me. The only problem was how fast I should dare to go. In those days, I still had my wife, family and job to worry about. As it turned out, destiny stepped in and showed me the way. Tragically my wife and several dear friends passed away leaving me alone to decide my future.  In addition, my road crew removed other detours such as employment when I discovered I could take my Social Security early and sell collectibles to make ends meet. My final indication I had a clear path ahead was when the Veterans’ Administration health care program approved gender affirming hormones for qualifying veterans. I was qualified and made a big jump towards my gender transition.

By this time, even I could see my detours towards living my dream were coming down, and I was in a now or never situation. I was sixty and had put up with my gender indecisions long enough. I went into a double retirement by quitting a job that I hated and gave away all my male clothes to charity.

Looking back, if I had known all the detours, I would have to take in my life just to survive, I wonder if I would have taken a different path. On the other hand, I was locked into a route I was taking and had no choice. Sure, I would have tried other ways around to get to where I was going. Such as attempting to come out quicker than I did and stop lying to myself. One way or another it is too late now to cry over spilled makeup.

 

 

 

 

 

 

 

 

 

When Being OK was not Good Enough

 

JJ Hart and wife Liz on right at Picnic.

I grew up in Ohio raised by greatest generation parents who lived through WWII and the great depression. Often, they were long on material support and short on emotional backing.

The main thing I remember from my childhood was, nothing was ever good enough. Take school for an example, while I excelled at subjects such as History and English, I really struggled with the Math and Sciences. Even still, I was expected to bring home straight A’s on my grade card every year. I had no excuses, especially when I went to high school where my mom was a teacher. She was pushing me hard for good grades to make it possible to get accepted by a good university.

I guess I became used to the pushing and figured nothing was ever good enough for myself and it carried over into my gender issues. Every time the mirror lied to me and said I was an attractive girl, I did not believe it and had to discover another way to prove it. Very quickly I learned I needed to replace the mirror with the public. Leaving my dark, lonely closet was the only way I could learn if I could ever achieve my dream of living a transfeminine life. It took every bit of courage I could muster to do it but if OK was not enough (by just standing in front of the mirror), I had to force myself into the world.

When I did force myself, it was like I was getting adjusted to a new pair of shoes. At first, I was tight and uncomfortable before I started to relax and began the basics of enjoying myself. I say I began the basics, because at every turn on my gender path, it seemed I was hitting a wall. Those were the times I needed to step back and decide if I was doing the right thing.

Those examples and failures proved to me I needed to keep going. Mainly because I felt so natural when I was pushing the envelope to leave my male self behind and live more and more as a transgender woman.

On occasion, proving OK was not enough and trashing the envelope almost got me into trouble. Mainly when I began to walk the fine line when I lost my male privileges. The most important being personal security. I was out and out lucky and escaped personal harm by men in the world. I wasn’t smart enough or experienced enough to sense the danger zones women are raised around. I learned quickly to park in well-lit areas or to ask for friends to walk me to my car. I did not want to be a statistic.

As I went through the process of living within the same parameter’s cisgender women have to face, I became a sponge of sorts. Nothing I did as I transitioned was ever good enough as my parents’ lessons oddly came back to help me. I was especially attentive when I went out to socialize with my women friends. They never realized what they did for me as I formed my own version of womanhood. In many ways I became a gender hybrid. It was impossible for me to leave decades of living an impacted male existence behind me, so I tried to take the good with me. For example, I was fortunate to have worked around women in the restaurant business for most of my life and I knew the trials and tribulations cisgender women faced in the world.

To this day, I have not shaken the idea of just being OK is just OK. I must be better just to be successful in the competitive world of women. I knew they could be competitive but not as much as I discovered when I finally had the chance to play in the girl’s sandbox. The whole process made me a better person in the long run, but it was surely difficult at times. Often brief moments of gender euphoria kept me going in my darkest gender hours. That was when I needed to provide electricity in my closet to give me the ability to see right from wrong.

Since my parents were my driving force behind my personality, I never had the chance to thank them for what they did. My Mom knew about my gender issues and chose to ignore them, and my dad never knew so I doubt if either would be pleased about their child raising outcome. They never knew how well OK was never enough worked out for me in my life.

 

 

Trans Girl on the "Down Low"

 

Image from Josh Withers
on UnSplash.

According to Wikipedia, down low is basically an African American term for gay cruising of other men. For this post, I am going to use it in another sense.

First of all, I need to take you all back to when I first considered my down low to be as I cheated on my wife. But I was doing it by cheating on her with another woman, which happened to be me. Of course, nothing made what I was doing right but I could not stop doing it as it had a powerful draw on me. Those were the exciting days of leaving the gay bar scene behind me and begin exploring the world of straight bars as well as lesbian venues.

Very soon, my success turned to failure as I began to feel guilty about lying to my wife about what I was doing. I tried my best to rationalize my thoughts because after all, I was having no physical contact with anyone. Male or female so I could not be accused of cheating, but I still was. The reason was, I had made an agreement with her that I could go out in public several days a week. Providing I never left the house cross-dressed. It was a sacred promise she never forgot and one I could not keep once I began to develop a transfeminine life.

Very soon, I felt as if I was still on the down low every time I snuck out of the house dressed as a woman. As I was basically doing as much as possible. The reason was, I was learning so much about the feminine world I had always dreamed about, I could never turn around and go back to my male life.

It was more exciting to stay on the down low until I could figure out what to do about the life I was leading. In fact, I because the more I experienced the new world, the more natural I began to feel as I was able to put the image I always saw in the mirror into motion. In many ways, I began to feel so natural as a transgender woman, it was difficult to ever return to being a man at all. I had to consciously tell myself I still was a part time man when I worked. So much so, I was beginning to be called ma’am when sir would have worked for the occasion. Still, I was secretly overjoyed when it happened.

Sadly, through it all, my marriage really suffered. Mostly because I was and am a very honest person and hated lying to my wife about what was really going on with me. Often, I learned when I lied one small time, I would have to lie more often to make up for it. An example was one year when we took a week for vacation and headed north to try to escape the heat. About two days into the vacation, I became increasingly mean and irritable because I really wanted to be spending my time traveling as a woman. Finally, my poor wife had had enough and asked me what was wrong. I lied again and internalized my feelings enough to get by, and we could eventually enjoy ourselves. Deep down, I hated myself for it.

Life began to finally slow down for me as I reached certain milestones in my transfeminine life. I was beginning to communicate with the world and started to feel much better about myself and at the same time my down low activities slowed down also. At least to a point where I could control them. It was around this time too, when my wife’s health began to really decline. It did not know it then, but she only had approximately six months to live. For some reason, I decided to go on a major purge and throw most of my feminine things away and went all the way to growing my version of a beard. It turned out, I did the best I could for the remainder of her life.

When she passed, of course I was tragically shocked and lonely, so I reached inward. The beard went away quickly, and I was able to restock my clothes and makeup. In no time at all, my inner feminine self was coming to my rescue. I began to retrace my steps I had taken as a novice transgender woman, and reestablished myself fairly quickly in the venues I was a regular in.

I was totally freed from the down low experiences from my past and could concentrate on going out to being alone. In other words, I wanted to be around other people. I just did not want them approaching me.

It worked in the short term until I began to socialize with and started to build a small circle of friends who knew nothing of my previous self. I never had had to go on the down low again.

 

 

You Said What?

 

Image from Thomas Park
on UnSplash.

When your life is made up of a series of no, you can’t do that, you tend to find the nearest rock and crawl under it.

In my case, that no sent me into a deep dark gender closet I hid in for years. I even sought refuge behind the dresses and makeup I was wearing. Afterall, girls did not have to face the same challenges I was facing. I was too naïve to think the girls had separate gender challenges of their own to conquer.  It wasn’t until much later in life when I learned the truth from the women I was around about their life.

The word “no” ended up serving two purposes with me in my life. I found out relatively early that the people telling me no had any real control over me. An example was when I earned a spot-on American Forces Radio and Television when I was going into the Army during the Vietnam War. Being slotted into AFRTS was extremely rare and difficult to do and I did it with help from my congressman (back when they did anything). I learned there were ways around no if you were able to find them. I served my military duty but, in a manner, I wanted to.

My gender life was another subject altogether. I was still struggling and had a huge NO above my head for years. With a largely unsupportive family and no means to support myself as a transfeminine woman, I did not know what to do except to keep treading water and hope I did not sink. Plus, I had no money or insurance to cover any expenses incurred with gender surgeries of any sort. I was on my own and had to internalize my feelings.

Again, I found I could find my way around totally internalizing my feelings by attending local transgender-crossdresser parties where I could learn from others. In the meantime, I was doing my best to survive in a male world where I was becoming successful in. In other words, the rock I was under had more inhabitants than ever before but just as dark for me. Then I found a way to put electric light under my rock or in my closet. It was when I forced myself out into the world which was very unforgiving for years until I gained my footing and on a very slippery gender surface. It seemed my new high heels were more difficult to walk in than I ever imagined.

More than ever before, it was during this time, my gender tables began to turn for me. I was climbing a major mountain and still did not know how steep it was going to be. On the nights I was rejected by the public, I needed to go home and resolve myself to never take no for an answer. Somehow, someway I was doing something wrong and if I corrected it I could survive as a transgender woman. That was when I improved my fashion and makeup, along with losing nearly fifty pounds. All the improvements to my feminine presentation along with having the chance to communicate one on one with cisgender women I met, helped me to ignore the no button and keep moving up my gender path. I even was internalizing less.

Through it all, I need to point out, most of my progress towards being a transfeminine woman was not easy and hard earned. There were still too many, one step forward and two steps back moments to mention. At times, it seemed I was destined to learn everything a cisgender woman knew about life before I would be allowed behind the gender curtain and be invited to girls’ night outs etc. The only regret I ever had was never being invited to a bridal shower or bachelorette party. But it never happened.

Since I often learned the hard way what no meant to me in my life, I sometimes feel as if I am the worst person in the world to be writing about it. Sometimes no does mean no when you find yourself in a dangerous situation and you don’t have your old male personal safety privilege to fall back on. You must take the good with the bad when you are a transgender woman. Especially today with the current anti-transgender political climate. The republicans are not letting up at all with their gender lies, at least here in Ohio where I live and it is disgusting.

The more I see of their lies, the more I am resolved to never say I give up and keep on fighting for the truth. A big NO to the gender bigots.

 

 

Emerging as Your True Self

 

Image from JC Gellidon 
on UnSplash. 

Emerging as your true self after a lifelong gender struggle is often very difficult.

It starts very early in life when you discover you are in the wrong place at the right time, or the right place at the wrong time. Whatever the case, your struggle to find yourself begins. In my case I began with explorations into my mom’s clothing which lasted until I could no longer fit into any of her clothes. If you had suggested to me my final emergence into the world would take as long as it did, I would not have believed you. It was a long journey until I finally took the transition step to live as a full-time transfeminine person at the age of sixty.

Some of you may ask why I waited so long or since I did, why couldn’t I just wait for it a little longer into my senior years. On the other hand, I felt if I did not do it then, I would never have the chance. So, I pulled the plug on my old male life and emerged new as a transgender woman. It was never easy, but I made it.

Others may ask why I never opted for any gender surgeries of any sort. I did not because I was on the borderline to being able to present well enough as a woman to get by and I did not have the insurance or the finances to do it. Plus, I was superstitious about having any operations on my body since to this day the only surgery I have ever done was getting my tonsils taken out. I decided to set my gender dysphoria aside and work with what I had or pass out of sheer willpower as a transgender woman friend once told me.

I can’t tell you how many times my willpower was challenged before I made it to the point of emergence in the world. The seemingly endless times I was sent home in tears when my cross-dressing plans went wrong. Fortunately, I was stubborn and kept on moving towards my dream of possibly living fulltime as a woman. I replaced my willpower with confidence since in most cases, I was following my path in the most difficult way possible, without the help of any facial feminization surgeries. For the most part, makeup art was my way around having no expensive, painful operations until I could begin gender affirming hormones.

For me, the hormones worked miracles inside and out. Outwardly, my skin softened along with my facial angles of manhood, and I could use less makeup. Also, on the plus side, my hair grew quickly and fully since I inherited no male pattern baldness which made wearing any sort of a wig a thing of the past for me. What really changed was my overall view of the world. Suddenly, my view softened as my senses heightened. I felt emotions such as I had never felt before, and I learned how women complained they were always cold (except during menopause) because I was in my second puberty and cold all the time.

During this time, emergence became a slippery slide for me. The HRT hormones were quickly making it impossible to go back to my male life because I did not want to. Why would I want to trade in all the work I put in to travel my long gender path for anything? I finally gave up on all the resistance I was putting into retaining any of a life as a male I never really wanted. The only remaining reason turned out to be me losing all the white male privileges I had worked so hard to gain. For that reason, I put off emerging and attempted to briefly live a portion of my life in both binary genders. Something I would strongly suggest not doing. For me, trying it wrecked my mental health and nearly my life. My male side was hanging on and very materialistic while my female side was discovering a magical life is the best way I can describe it. Afterall, I could see my best-case dream life within reach.

Through it all, I think being approved by a doctor for gender affirming hormones was the biggest moment of my emergence as a fulltime transgender woman. With the help, I was able to carve out a new life and put the old one aside. I was able to see a new world with the help of new friends who never knew the old me. The essence of emergence when someone else could enjoy the company of my new feminine self. HRT was just a kick start to make it to where I wanted to be. I needed to take it from there and make my emergence complete.

 

 

 

The Second Act

 

JJ Hart doing Trans Wellness Outreach. 

Will the second act of life be better and more successful than the first? How many people even get a second chance?

That is the question I needed to answer when I finally shed my male life and entered a transfeminine existence. Since I did it at the age of sixty, I have had plenty of ground to catch up with. Many times, it seemed I never would. My internal gender clock was moving one step forward and two steps back as I attempted to transition. I had times when the picture was clear in my mind, and I was able to put it into motion. Such as the night I took myself out to see a major Christmas light display in a nearby village and was warmly accepted in my soft bulky sweater, leggings and boots. Then, as I rode the wave of gender dysphoria, I would do something wrong such as how I was moving. I am fond of saying, I looked like a linebacker in drag.

The problem was, if I relaxed at all going into the second act of my life, I had the tendency to fall back into old habits. I was learning the hard way over and over, to take nothing for granted in my new life. Many times, I tried and failed not to be too hard on myself since I was making up for a first act in my life which lasted so long, and I had to concentrate so much on it just to survive. It was around this time when my male self really began to set up roadblocks on my gender path. Suddenly, he began to see that this road I was on was not a phase or joke and I was deadly serious.  He started to ask questions such as how I was going to live in my second act with no job and how I was prepared to do it without the wife I dearly loved and had been married to for nearly twenty-five years. To be sure, all very real and very scary questions.

I put off deciding my life as long as I could as I attempted to learn if I could really live a transfeminine life at all. Were the obstacles insurmountable or not. Through it all, the one overriding feeling which kept me searching was the deep down feeling I was doing the right thing. I was headed in the direction I should have been going in my life all along and I kept going through the ups and downs of transitioning into my second act.

Once it was clear I was successfully transitioning into my second act, I needed to make sure I was doing it correctly. It turned out I had all the help I needed. In addition to the cisgender women I always mention, there was one important person I don’t mention enough. That person turned out to be very real and important to me. She was my inner feminine person who had been waiting for all those years and decades for her chance to fully come out into the world. Once she finally did, she knew completely what to do and what was ahead for my second act of my life. Mainly, all the nuances of life as a woman if I really wanted to go there. She knew the best part of my life was yet to come.

More importantly, I had finally made it through the bleak years when often I thought there would be no tomorrow. Or at least my dream of living a feminine life would never be realized. Often it set off a series of insecurities in myself which set back my life. Act one was bleeding because I could not get to act two.

When I finally made it to my second act, it was as if I had lifted a heavy weight off my shoulders, and I came to a point where I needed to be more understanding and approachable in the world. I could not get away with the old male ways of internalizing my feelings and start living again. If I did try to hide as a transgender woman, I would never have a chance to provide myself with a positive outlook to other women and not come off as an unfriendly transfeminine woman which was the last thing I wanted or was.

Since I was one of the few humans who ever had the chance to stop their life and begin again so there was no way I could mess it up. I needed to enjoy life and live it the best I could.  

Being Your Mother's Daughter

 

Image from Bence Halmosi
on UnSplash. 

What if your dream came true and you could have started your life as your mother’s daughter?

How would life really have been if it could have shared that special mother/daughter bond we can only see from afar.

As I changed my Estradiol patches this morning, I stopped to think how my mom and I would have gotten along if my gender world had been different. I know for sure; everything would not have been so rosy if I was living my dream. I remember vividly being able to sit back and watch mom expertly apply her makeup before she went out in public. Which her generation always did. I wonder now when she would have let me start experimenting with makeup if I was her daughter. I think now, I was wearing makeup before she would allow me to if I was in the feminine world I so dearly wanted to be in. I was also fairly sure I was shaving my legs sooner than she would have allowed.

The reason was, she probably never understood having a son who was really her daughter was all about. If I was her daughter, the pressure would have been on to conform to her ideas and rules. We were so much alike to begin with I am sure we would have fought continually. The gender grass always looked greener from the other side as I grew up. Especially when it came to the world of fashion. I had always admired the clothes girls around me were able to wear when I was stuck in the same old clothes.

It was not until much later in life when I started to really learn of the fashion problems my second and third wives had with their moms, did I begin to understand what they were going through. For example, my second wife told me several times about how she snuck out of the house with her skirt at one length (for parent approval) then when she was out of sight, she rolled it up to make it a forbidden mini skirt and supposedly mom never found out. On a more cruel side, my third wife Liz’s mom constantly harassed her about her weight. I can’t imagine how bad that made her feel. The closest I could come was if my parents ever berated me over a bad athletic play I made. Which they never did.

Overall, I wonder if any bond mom and I would have ever come up with would have been one existing of competition. I am sure my female self would have been struggling as much as my male self to gain any respect at home. All the way to the college I was going to attend. Mom was a graduate of an upscale public university in Ohio as well as being an active alum of one of their sororities. I am sure she would have pushed me (as her daughter) to follow in her footsteps, which would have been another problem.

I wonder if at any point in time, my dream of growing up as my mom’s daughter would have turned into a nightmare. Although, nightmare might be too strong of a term. Better yet, a struggle would have been better to use because both genders have their problems if they are over able to arrive at adulthood and claim the title of women and men. As I said, being a transfeminine person always seemed to be the best way to exist (for me) in life. I would never need to worry about being shipped to fight in Vietnam or summoning my courage to ask a girl out, among other things. On the other hand, I never had the opportunity to be asked out if I was a girl. Certainly, there was a positive give and take to both genders, but I was only seeing the good.

Would mom have taught me the basics of makeup? Or would I have learned it from girlfriends at weekly sleepovers. I am slightly biased, but I think I would have learned from my female peer group more than mom. Having never had the chance to learn, I will never know and since mom rejected any sort of discussion on my transfeminine life, there never will be any way to find out. She passed years ago.

It wasn’t until years later did, I have the chance to learn what I missed or didn’t when I grew up male. It finally took a group of women took me through the process of being a woman. In essence making up for what my mom missed doing. I inherited her stubbornness to do what was right and her ability to keep going until she arrived where she wanted to be. It would have been interesting if she had ever accepted the fact she had a daughter, not a son.

 

 

It is Just a Phase?

Image from Claudia Love on UnSplash.

Have you ever been accused of just going through a phase?

Drawing from several comments from other transgender women and trans men, including myself, I have heard us being accused of just going through a phase when it comes to being transgender.

There was a time in my life when I seriously hoped I was just going through a phase when it came to my love of dressing in feminine clothing and makeup. I wanted it to be just an innocent hobby I could put down and walk away from at any time. As years went by, I found I couldn’t replace my so-called hobby with anything else in my life. I did the worse possible thing, I tried to internalize my feelings hoping I could somehow ignore them, and the phase would go away. Of course, it never did.

I always thought my mom knew I was trying on her clothes and putting on her makeup but never said anything because she thought I was going through a phase. Obviously, she was wrong! She never had the courage to call me out on what I was doing until I brought it up to her in a very ill-fated attempt to come out when I was discharged from the Army many years later. She quickly rejected my attempt to clear the air by volunteering psychiatric care. Of course, I refused her offer because I knew I was not mentally ill. I just wanted to live a transfeminine life on my terms. We never mentioned it again for the rest of her life but at least I tried to explain my deepest secret to her.

The phase idea came to be one idea I always ran from. I did not feel deep down my feelings were a phase but still was afraid to face the truth. I ended up moving many times and trying many new jobs just to try to outrun my gender feelings. It all was exhausting to my already fragile mental health. In fact, my initial gender therapist diagnosed me as being bi-polar when all along I thought I was just terribly depressed when I never thought I could achieve my dream of living as a full-time transgender woman. I was depressed when I considered the extreme distance I still had to travel, just not as bad.

As I still managed to progress along my gender pathway, I still encountered phases I needed to go through. The major one was what I called my teen girl dressing years. As I survived my urge to stuff my oversize male body into skimpy fashions, I was quickly laughed back into my closet several times before I learned the proper way to attempt to blend in with what other women my age were wearing. Easily, it was the most difficult phase I needed to deal with. Mainly because I was so stubborn.

It turned out the stubbornness I possessed was just what I needed to keep going. Deep down I knew I was in the middle of one of the most complex journeys a human can take, and I could be successful if I tried hard enough. It all meant I needed to earn my way through the feminine gatekeepers I faced to be allowed to play in their sandbox.  I was petrified when I needed to actually begin to talk one on one with other women. Very early on, I was frightened of their reaction when they learned I was not a cis-gendered woman. This was before I learned my path to womanhood was as valid as theirs. I just came to mine along a different path. Amazingly to me, the doors were opened to me, and I was permitted to play behind the gender curtain.

It was around this time when I began one of the most powerful phases of my life, when I made the correct decision to begin gender affirming hormones, or HRT. I say powerful because the new hormones I was prescribed by a doctor turned out to be everything I dreamed of and more. If anything, else, the hormones proved my whole life was not a phase. Now I felt as if I was arriving home in the deepest sense. If you compared my hormonal life as a circle, I was completing mine. The effects of HRT made me feel whole as a transfeminine woman. I could feel deeper, be more emotional and enjoy the world as never before.

I proved, more than ever before, my life was not a phase, I was much more than just a man putting on a dress. I proved all along I was a woman putting on a male face and clothes all along. At the least, I could rest easily knowing what my gender issue was all along. Not a phase but my life.

 

 

Build the Plane before You Fly It.

 

Image from Miquel Angel
Hernadez on UnSplash. 

Early in my life I learned to build my gender plane before I tried to fly it.

When I was simply admiring myself in the mirror, life was easy, or so I thought. I could apply my makeup and put on my mini-skirt and journey to the mailbox, hoping the neighbors would not see me. Through it all, the mirror lied to me and said I looked wonderful even though I did not even have a wig. Even still, I kept going. Mainly because we lived in a very rural area and no one saw my mailbox adventures.

I suppose, during those days, I was merely experimenting with clothes and makeup, the same way any other young girl would do. The problem was, I had no one in my peer group to criticize me and help me to learn what was correct with make-up and fashion and it showed. I was attempting to fly my gender plane before it was fully built. The mirror never did any of it for me. It was simply there to tell me how good I looked.

It was not till much later in life, did I begin to replace the mirror with public feedback when it came to early adventures going out in the world as a transfeminine woman. I vividly remember all the nights I quickly returned home wiping the tears away after being followed by someone and laughed at. Mainly from teenaged girls. Somehow, I needed to keep taking my plane back to the drawing board to attempt to see what I was doing wrong. The good news is, I did begin to figure it out. I was dressing for the wrong gender. Trying to please men, when I should have been trying to please women. Out went the sleazy, ill-fitting clothes. Replaced by more sensible clothes as I did my best to cover my male poisoned body.

It worked as I began to blend into the world, as I gave myself the chance to experience my reality for a change. I was similar to the Wright Brothers during their first flights; I was not going far but I was doing it. During this time, my flights grew dramatically longer. I was finding my way out of the clothing stores where all they cared about was my money, all the way into restaurants where I had to interact with staff on a one-on-one basis. I was discovering how well my plane was built or not. Surely, I was still experiencing my ups and downs, but I was having more of the positive side of life.

The problem was, on my male side, he was still having success in his world with a very successful job. So, he wanted no part of helping to build a new gender plane. I was forced to build around him. Which made for a very shaky foundation. Especially for my already frail mental health. It hurt me deeply when I was flying high and he brought me back to earth with a crash. He even took me as far as an ill-fated suicide attempt.

In the short, and long term, I survived him and continued to build my plane, every time I thought I was done, there was more to do as I studied the nuances of living a transfeminine life. Adjusting to being passive aggressive alone to other women was a big adjustment, not to mention the communication issues I faced in the new world I was in. Other women were very curious about me and wanted to know what I was doing in their world. Very soon, my air space became very crowded with new people, mostly all women.

Many times, starting all over in life became a major challenge for me. I needed my plane to provide me with a better view of what was really happening in my life. I had too many fake, mean people to beware of. Even after all these years, my plane was still very fragile. Before I moved ahead any further, I just had to build in the inner strength I needed to pursue my dream of living fulltime as a transgender woman.

To accomplish my dream, I needed the friends I had found in my new life to do it. I always mention the Liz’s, Kim’s and Nicki’s of the world who helped more than they ever knew. It was all of them who finished building my plane more than I did and I will be forever grateful for them coming together to save me.

Growing up, I built plenty of model cars to look at and even race, but nothing helped me to prepare for the greatest building experience of my life. A gender transformation project which took me decades to complete. In fact, I am still working on it to this day even though I have been fully out for over a decade now. There was more building than I ever thought possible to start all over again with my life.

 

Painting a Picture

 

Image from Vinicus Amix
Amano on UnSplash.

During my life, I have never been accused of being an artist. In fact, I would mess up drawing stick figures.

The best thing I could do was connect dots. Which I needed to do quite often in my gender conflicted life. Basically, the main dots I needed to connect were, was I a boy or a girl. It ended up taking me far too long to finally connect those dots and attempt to draw my gender picture.

When I began to experiment with makeup, I learned the basics of facial artwork and even I could make myself look better in the mirror. Mainly, though, I struggled along until I summoned the courage to request a makeover from a professional makeup person at one of the transgender-cross dresser mixers I went to. He did a miracle job and transformed me into a woman who I only had dreamed of. Most importantly, he was able to explain to me what he was doing in a step-by-step format that even I could understand. I looked so good, I was invited along by the “A” listers, as I called them when they went out to explore other venues after the mixer was over. I even got the last laugh over all of them when a man tried to pick me up in a venue we were in, and they were not.

Sadly, the success I felt from the mixer did not last long when I had to go back to the real world, I was a part of. When I did, I became mean and nasty to my wife and others around me. All the way to almost losing jobs because of my attitude. No way to paint a picture. Somehow, I needed to get better before I self-destructed my life.

I hung on until I did get better when I had the chance to leave my closet more than once a year for Halloween parties. I was aided by the fact that my artwork with makeup and clothes continued to improve until I looked better than some sort of a circus clown in drag. I simply had to if I was ever going to have the chance to live my dream. Through it all, it did occur to me how difficult the process was going to be. I was painting two pictures at the same time, one as a transfeminine woman. One as a successful man. The stress of doing so nearly killed me. Being a man was easier because of all the white male privileges I had gained but being a transfeminine woman felt so exciting and natural when I painted her.

By the time I had gotten this far, I found I had painted myself in a corner. I could see the finish line for a change, while at the same time, I had a wife I loved, a family I loved and a good job to protect as a man. Decisions, decisions were wearing me down. Primarily because it was so frustrating to me to have worked so hard throughout my life to paint two pictures, only to have to finally choose between the two. What I did was let the public choose which picture they preferred. Since my transgender woman had an unfair advantage, she won the contest easily. She got to start all over again and learn from all the mistakes her male counterpart made and go from there. Time and time again, the public picked her.

Putting the finishing touches on my feminine portrait proved to be easier said than done. First, I needed to come out of my closet to what was left of my blood family. I received a 50/50 reception when I was accepted by my daughter and rejected by my brother. By this time both of my parents were deceased. Predictably, both coming out events were scary and quickly resolved. My daughter wondered why she was the last to know while my brother did not have the courage to stand up for me to the rest of his extended family. We have not spoken now in over a decade. Sad but true, he never wanted to see my finished portrait. Conversely, my daughter and I are closer than ever.

But then again, are our portraits ever finished until we die. Shouldn’t we always be making small upgrades the best we can? Plus, age should put us in a better position to do it. Sure, painting two completely different gender portraits at the same time was difficult and at times required tons of skill to keep one hidden. But somehow, I was able to gain the artistic skill to make it happen.

The powerful draw of an overwhelming dream was all the motivation I needed to become a better artist and provide the background I needed to live a life as a transgender woman.