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.

 

 

 

 

 

 

 

 

 

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.

 

It's Halloween Season

 

Image from Andrea Li
on UnSplash.

It is finally here, the season that all cross dressers and novice transgender women dream about, Halloween. It is the magical day when we can be ourselves without all the paranoia of being caught and exposed as a man wanting to be feminine. The time when everyone has a chance to cross the gender line and be themselves.

These days, since I sadly don’t participate in Halloween much anymore, I don’t write much about it. But back in the day, I was fanatical in my Halloween preparations. Without fail, I would begin thinking of my “costume” the first of October and change my mind several times before Halloween itself. I always felt a transgender woman had the right to change her mind. Would I try to be sexy this year or try for a more authentic “costume” such as a professional woman look. Major decisions I needed to make with the added pressure of knowing it would be another year before I could take advantage of the parties again.

Ironically, the “costumes” I chose followed in many ways my progression as an early transgender woman. In the early days, I would try to dress sexy and get away with the shortest mini dresses and highest heels I could find. Of course, then, I would give myself away as more than just a casual “jokester” at Halloween by shaving my legs, wearing a long sexy wig, and having great looking makeup. Which my wife took credit for when she wasn’t and didn’t wear any makeup at all. Even the most casual ciswoman observers at the parties I went to could tell how serious I was about looking my best as a woman.

As I said, I quickly grew out of my sexy/trashy Halloween costumes and began to dream of being accepted my mistake as a “real woman” at the parties I went to. That began my era of actually being mistaken for a woman just getting off work and coming to one of the parties I went to. I was professionally dressed in a dress and heels and ended up surprising other guests I had known for years. For the evening, I went with another woman other than my wife and had to sadly turn down a request to go with another couple to a different party. Later on, I learned that the man was a politician who was elected to Washington, so my political career was quickly ended by saying no.

Outside of that party, there was only one other party I went to when I was dressed in a moderately sexy “costume”. It was during my stay in New York and another night I got out of the house without my second wife going with me, for some reason. This time, my invitation came from one of my female managers where I worked, so I looked forward to what the evening had in store for me. It turned out my sexy “costume” hair and makeup fit it perfectly with the other women I ended up meeting for the first time.

I ended up meeting everyone in my manager’s house and they were all there when I arrived. I will never forget the delight I felt when I saw they were all dressed like me, so unknowingly I had dressed to blend with them. Also, I will never forget the hush that fell over the room as the other women looked me over from head to toe. I ended up tagging along in my heels, hose and mini skirt with all the other women who were almost as tall as I when we made our way to a close by neighborhood bar where the party was taking place. I had my misgivings about how I would be treated there, but after I was in the bar for a while, there was no indication from anyone that I was not anyone different than I appeared. I was even asked if I wanted to dance by a man. All I know was the night flew by in a hurry and my wife did not speak to me for days because she saw my “costume” before I left.

Even though my Halloween highs were very high, sadly they were accompanied by very lows I needed to suffer through. I became very depressed and mean and tried to make everyone around me feel the same way. My problem was only ultimately solved by getting out of my dark gender closet more than just once a year.

In order for me to exist in a life I was discovering I needed, I had to set Halloween aside as just another day. Which ultimately took all the fun and drama away from it. But sacrifices had to be made for me to live as a transgender woman and Halloween was just one of them.

 

Taking a Break from the Elephant?

 

No more Elephants! JJ Hart,

Taking a break from the elephant? I guess finally I am.

This morning, with groceries running low in the house, my wife Liz and I decided to run out in the rain to our nearby coffee shop to grab coffee and a breakfast snack. Since I was not anticipating meeting anyone else in the world, I just grabbed my purse and headed out the door with Liz. No makeup or anything since we were just going through the drive through. When we returned home and in a dry space, it occurred to me that I had retired the elephant in the closet of my life.

Excuse my language, but that damn elephant has always been a part of me for as long as I can remember. It was somehow a part of every decision I made. I could not take a break if I wanted to. If I was on a vacation with my second wife, I could not relax because I was thinking so much how I would feel if I could do it as a woman. Usually, after the vacation was over, I just wanted to get back to work to take my mind off the elephant in the room…my transgender issues.

I finally came to a point when I quit worrying about who I was gender-wise. I was just me and that had to be good enough. Surely though, I needed a lot of help to make it to that point in my life. I was deeply insecure about my transfeminine self and needed whatever public reassurance I could get. More than not, the reassurance came from having no feedback at all when I was out in the world. No laughing or staring to ruin my entire experience. I just could not take any sort of break until I became better at my public presentation all the time. I was still two people trying to come together.

All of this extended over to my writing which at this count is over seven thousand posts over ten years on one platform I write on. On occasion, I go back through my earlier posts to see what if there were any changes there were.  When I did, I was amazed at how centered in I was on my feminine appearance and not much else. I still had not learned what the elephant in the room was trying to tell me, there was so much more to being a woman than my appearance. I could not take a break until I learned that ciswomen lead a more difficult, layered life than men, and I needed to adjust and do better if I was ever going to really succeed.

I don’t think I truly conquered all of my fears of merging my worlds together until Liz and I began to take bus tour vacations to various parts of the country. Primarily, when I needed to stand in line for the first time in many years with other women waiting to use the restroom. The entire process tested my new outlook on the world in a space which was considered a women’s only environment. I remembered what I learned from all my past experiences, did what I had to do, washed up and left. With no adverse feedback from any potential haters or bigots. I was just me using the restroom.

With all of that behind me, I began to relax even farther and enjoy all the new scenery the trip had to offer, for the first time as me. I was on my own and to hell with the elephant which had taken up so much room in my closet. Another chapter in my life had been closed. The only break I took was from my daily writing routine, to allow myself a chance to recharge my batteries and hopefully do a better job which I had never been professionally trained at. I just started writing to hopefully help others with similar issues.

These days, since I have retired from my elephant and am still taking a break from all the problems and commotion he caused, sometimes I don’t know how to act. After all, I needed years to rebuild the damage he caused. Taking a break, now, means a lot more to me than just taking a vacation. I am sure before the next adventure we take; I will still feel the same residue from past gender world mishaps I needed to overcome and move forward, but at least I don’t have to ruin my days worrying about it.

It is much easier to pack for a trip for just one person. The only person which really mattered all along which makes taking a break much easier to do.

 

 

If I was a Betting Person

 

Image from Jeshoots.Com on 
UnSplash.

In my life, I have never been much of a betting person at all.

In addition, there were many times I would have bet against myself when I thought of ever making it to my dream of being a fulltime transgender woman. I had a real problem remembering all the negatives I encountered when I first left my closet and went out into the world. As I always mention, my gender woman’s workbook was totally blank when I started my life. The only fact which was rapidly becoming sure to me was that was I positive something was wrong with me.

Probably the only thing I would have been certain of was the gender issue I dealt with was deep and very complicated. Had I known how to bet on it, I would have. The only thing I would never bet on was I had my life completely backwards. Since I was born into a male world, I stayed there way too long. Staying on course to be the best man I could.

For awhile I thought I was successful in my male life as I held the bullies at bay by playing sports and working on cars. The proof was when I finally did work through my issues and transitioned, the very few people who knew the old male me were totally surprised when I told them. Proof I hid my true self very well, often sadly. I was hiding myself too well and, in the meantime, hurting my already frail mental health.

By this time, my male self was betting against any idea I could ever come out into the world as a transfeminine person. In fact, he did not know what the term meant. Following the adversity I went through coming out, he found out what perfecting our new life was all about. It was about going out as much as I could and exploring an exciting, yet scary, new world. It was about buckling up and staying the gender course I was on, when the times got rough. Which was often. I never had any of the feminine attributes a few cross dresser or transgender women had, so my path was often difficult.

As I became better at my feminine presentation, I began to think my dream was possible after all. I could even bet on it. For once, the optics of gender were working for me. Controlling the optics took a lot of work when I was rejected as a woman for so long. I would have pulled my chips back off the table and headed home. The big difference now was, I was able to outbluff others around me and stay in the game. I am sure no one mistook me as a cisgender woman, but on the other hand, no one was mistaking me as some sort of a bogus person trying to fool the public as a beginning drag queen. Betting on myself as an authentic person turned out to be the best move, I ever made in my life.

A good plan went a long way as I was able to carve out a new life in a relatively short time. I was not as shy as I was as a man and the world opened for me. After many false starts, success began to happen. I was staying out of my own way as a trans woman and letting my inner woman run my life.

I also learned where I was welcome to be a betting person in the world. For the most part, cisgender women accepted me in their world and let me play. Men, on the other hand, never wanted to bet me on anything. Which I quickly learned was not important to me after all. As long as other women validated me, that was all that mattered and again, my life improved.

Pushing my chips to the middle of my life’s gender table and betting I could make it to my dream I always wanted to live was all that mattered. Doing away with my conservative past helped me immeasurably during this portion of my life. I did not view myself as being any sort of courageous person. Just a person who had to do what she had to do to survive in a challenging world. The question became how fast I could learn the new rules of being a woman on my own terms. Decoding the difference between male and female privileges was the biggest challenge.

At that point, the betting game I was playing became closer to a game of mental gender chess. As an excuse, I kept telling myself I was not betting at all. Just playing the odds, I was right when it came to gender. When I expected I would make it as a transgender woman I did. I finally was right when I bet on myself.

 

 

 

 

 

Here Comes Tomorrow

 

My wife Liz, anniversary image.

Liz and I’s wedding anniversary was yesterday, and of course we had to go out and celebrate the event. It is actually our third anniversary after being together well over a decade.

Over the time I have written this blog, I hope I have not been short on trying to relay what my wife Liz has done for me. So much, as a matter of fact, she kicked me totally out of my closet, and showed me tomorrow was here. I could live a life as a transgender woman, finally free from my old male self. She was the direct opposite from my second wife who kept telling me there was no way she wanted to live with another woman. Liz told me she saw no male in me at all, and the rush was on to complete my male to female transition.

By the time all of this happened, and my second wife passed away, I was well into my sixties and had given up any hope of ever finding another serious relationship. Preferably with another woman who would accept me. As I always point out, to combat my severe loneliness, I was working the bar scene and even tried online dating which turned out to be a joke…until I met Liz. Or she met me. She responded to a “woman seeking woman” ad I put on a dating site and as luck would have it, she lived relatively close to me in Cincinnati. At the time she commented on the picture I used, saying I had sad eyes. Which I did, seeing as how I was going through the toughest time of my life. I had just lost my wife of twenty-five years as well as nearly all of the close friends I had to death as well as losing my business. I was grasping at any straw I could to stay afloat, sad eyes or not.

The only main straw I had was my sudden dependence on my strong inner feminine self. In a time of darkness, when my male self-had deserted me, she stepped up to provide the comfort and strength to move on. It was up to her to carve out a new life with new friends who had no previous contact at all with my old male self. Against all odds, in a sometimes-hostile world, she managed to do it, and my life slowly began to improve. With all the help and attention, I was receiving from my new ciswomen friends, I did not have to even give much of a second thought to the men who were afraid to approach me or just wanted to treat me as some sort of a fetish object. With my base sexuality settled again, it made it easier to feel secure in myself and move on with my male to female transition. Often it seemed my life was coming full circle and Liz was a major part of it.

During our anniversary dinner last night, we were fortunate that the venue was very empty without even the usual screaming kids so we could reminisce about our past and dream about the future. And of course, Liz took all the credit (as she always does) for reaching out to me first as a “woman seeking woman” post was an exceedingly rare response coming from any other women in those days. Plus, I was not shy in pointing out I was a transgender woman made my odds even more remote. If I received any responses at all, I felt like I had won the lottery of dating as a trans woman.

Because of Liz, I won the lottery for all the reasons I went into and more importantly, my gender transition which was always tomorrow became today. It was time to give away my remaining male clothes and follow Liz’s instructions on following my heart. A heart, it turned out, was feminine to start with and needed little to no encouragement to live. Regardless, when tomorrow finally came, it hit me hard and I needed time to adjust I really did not have. I needed to fall back on the decades of cross-dressing practice I had to feel more comfortable in the world. When I did, the joy of life I experienced was wonderful and even more so because I had someone special to share it with.

To be able to live the way I do still feels like a dream to me and Liz has helped me to realize my transfeminine dream more than anybody else ever did in my previous life.

Happy anniversary Liz and may we be able to celebrate many more together. And, thanks to all of you who have joined me in my journey. If you have not reached your tomorrow yet, keep trying. I am living proof it can still happen.

 

Home at Last

 

JJ Hart on left with wife Liz on right.

I know I start out too many posts with reference to exploring my mom’s clothes and makeup when I was very young, but I did. Even though I was caught in the thrill of the moment, I knew quickly that a couple things would be happening. The first of which was, I knew deep down I would not be escaping the urge I had to dress in girl’s clothes anytime soon. And the second of which was, I knew somehow, I wanted to do more than look like a girl and parade in front of a mirror, I wanted to experience the world girls around me lived in

All of this created severe stress and tension as I tried to internalize my thoughts. I daydreamed during any spare moment I had trying to figure out how I could live out my feminine dreams. I will forever wonder about how much quality life I lost when I was in another gender dimension. In fact, my daydreaming took me way into the years of my military service when I was able to take a spare moment and dream about living as I pleased as a transgender woman after I was discharged from military service. My biggest dream was to show off my new beautiful appearance in a new car in front of my former fiancé who rejected me when I came out to her. Just when I needed her the most. I can’t say any of that ever happened except in the dreams I kept alive in my mind.

Little did I know I was stuck on an extended trip as I was making my way back home. At that point, I had made it from my mom’s clothes, all the way to having a collection of feminine belongings I could take with me when I traveled, just in case I had the opportunity to make one of my rare public outings as a novice transgender woman. Home seemed as if it was a long way away.

I struggled to with the idea of giving up all together with being a male as I was building successes in a male world, regardless of myself. Every time I would have success in the world as a transfeminine person, my male self would come along and try to destroy her. It was frustrating and hard on my mental health to say the least and home at times looked so far away in the distance.

Another problem I had was I did not know where my true home was, and I went on several frantic searches to locate it. As I started to change jobs and move my family to different locations, I still could not find myself. I moved my wife all the way to the metro New York City area from Ohio, all the way back to very rural Ohio along the Ohio River to chase my tail. To no avail, I was attempting to chase a dream which in reality was so close to me. I could not see the forest for the trees. She was standing tall and proud in front of me the whole time.

Plus, I did not realize I never had the choice to live in the gender I preferred at all. Had I taken the time to really think about who I was and face the fact that I should have been a woman all along, it would have saved me so much turmoil in my life. It took me finally finding my gender home to do it. It all seems so simple to me now that I sometimes am ashamed to admit it. I was simply the same as so many other ciswomen in the world, I would have to face the same obstacles as they did, plus then some since I was transgender, I needed to be better. I would have to face tougher obstacles in being accepted for employment, education and other issues. But I knew all of that coming home, so I was ready.

Arriving home was such a relief when I finally arrived. The gender battle I always faced was done and my mental health improved. All the nights out when I was alone as a trans woman came back to help me because of all the lessons I needed to learn as I pursued my own womanhood.

Giving up on any idea of ever living as a man again freed up my inner woman to proudly show off the home she had built over the years. It was a long wait for her, around fifty to be exact, but she made it home.

 

 

 

Pause and Reflect

 

Image from UnSplash.

Yesterday, as I waited for the doctor to see me, I had a chance to pause and reflect on my long gender journey so far.

In doing so, I had the opportunity to think about how scared I was in the early days of going to the doctor as well as other things. Naturally, I discovered some other things I was trying in the new world I was in, totally over my head at times. On occasion, I don’t think I point out enough how little I had to work with when I started my male to female gender journey. I was from a very male dominated family so there were no understanding moms or sisters to help me. In addition, my body was very testosterone poisoned which meant I had no effeminate body parts to work with, except my legs which I received several compliments on at various Halloween parties I went to as a woman. While I was flattered by the attention, I rapidly became more paranoid. I began to take compliments on my legs by thinking the people left out the part that I had on my legs as I had good legs as a man dressed as a woman.

As I reflect on those confusing days, I wondered how I had continued to persist as well as I did. I guess the reason was because what I was considering doing felt so natural even though it was so scary to me. I spent hours and hours pausing my life and reflecting on where I wanted to go. Too many hours, to be exact as I needed to be careful, I was missing out on my regular life as a man. Even though I did not worry about losing my male life the way it was. I wanted him to go away, but I needed to make sure I did it right. In doing so, I was selfish. I wanted to keep some of my male privilege and transition at the same time. All I did was hurt myself and those around me in the short and long term.

In the short term, I knew had problems dressing my body as a woman. I had the overweight thick torso and broad shoulders to worry about which would not go away no matter how much I attempted to display my legs. I was doomed to failure by wearing too many short miniskirts. My male ego was working overtime, and it cost me many embarrassing moments in the public’s eye before I finally learned my lesson and learned to blend with the percentage of the world I really needed to deal with, which were the other women. It is like the other women I dealt with at the VA yesterday, I made sure I thanked all of them for being there, and they really appreciated it and treated me better. In the past, I would have been too shy to do such a thing.

As I continued to reflect on my past evolution of my transfeminine person, I remembered again how self-conscious I was on my early visits to the VA clinics I went to for care. I was so afraid of being stared at, all the way to being laughed at. Which I never actually was. It took me several years of progress to overcome where I was in life. It took me the visits I made to the venues I went to when I left the gay bar scene I was involved with and moved on after I was tired of being mistaken for a drag queen. Which I had nothing against, but it just wasn’t me.

At this point, I was wondering exactly what to do. Some I have talked to mentioned the “courage” word with me when I thought of going out in the world. On the other hand, I thought pursuing a transgender life was in many ways, my destiny I had been working on for decades. As I reflected, I thought how right I was. From the mirror to the world, I had carefully followed my path and just had to keep doing it. Or, instead of courage, I would never forgive myself if I had never tried to try out living my dream. Especially when I had proved to myself that I could do it. I had a giant inferiority complex concerning my entire life as a trans woman which I had to conquer.

By this time, my doctor was ready to see me, and I needed to return to the reality of today’s world. At the advanced age of seventy-six, I view each annual exam as very important of course. Even though it was invading my time to pause and reflect.

 

If I Had Known Then

Image from Hc Digital 
on UnSplash. 

The age-old question is, if I had known then what I know now, what would I have done differently.

Realistically, since I don’t have some sort of a magical time travel machine, I could not do anything differently. But if I had it all to do over again, I would have tried to come out of my male gender closet much earlier in life. I would have taken advantage of the youth I had and invested it in progressing to being a transgender woman. Even though I was well into my thirties before the term “transgender” was even invented or discussed. The truth of the matter is, I wasted too much time between Halloween parties when I could safely cross dress as a woman. Finally, once a year just wasn’t enough and I needed to open my closet door a little more and explore the world as a transgender woman.

If I had known then, I would have realized there would be no shortcut towards my ultimate goal of living as a trans woman. I would have to find my own unique path to being a woman that any other female has to do. For years, my second wife tried to tell me the truth, but my male ego stood in the way, and I refused to listen. I thought just looking the part of a woman was enough until getting out into the world proved me wrong. I needed to pay my dues just like any other cis woman before I was allowed to play in the girls only sandbox. It was a difficult struggle to get there, full of many setbacks, but somehow, I persevered and kept moving forward, often at the expense of my marriage and my male life. Primarily, my marriage since I was very close to my wife and she was my best friend. If I could go back, I would have tried even harder to be closer to her before she suddenly passed away at the age of fifty.

I would tell her she was my role model and all I really wanted to do was to have her like my feminine self, which she obviously did not. Instead, we fought like cats and dogs until she would tell me to go away and be a woman and spare her the pain. As much as I secretly knew she was right, I was still determined to hold the marriage together and pursue my transfeminine dreams the best I could. It all turned out to be the wrong plan and I suffered. There was not enough therapy in the world to help me through such a cut and dried situation. Sooner or later, I would have to make a decision in my life and choose between my two strong women…my wife and my inner feminine self who was becoming stronger and stronger by the day.

If I had it all to do over again, I would have set my male self aside and det out to build a new life as the transgender woman I was always meant to be. In the short term, it would have been difficult, but in the long term I would have been happier, and my mental health would have been better with the gender pressure off. Also, I need to bring up my excessive use of alcohol to mask my pain. Somehow when I drank, I felt more like a man and less like the woman I wanted to be. It was not until I was well into my male to female transition that I could decrease my addiction to alcohol and now I am lucky if I have two drinks a month.

Even If it is impossible to go back, I wonder how my life would have been if I had pulled the plug on my male life earlier. I certainly would not have missed all the time I was daydreaming my life away about how it would be to live a feminine life. How much better and productive could I have been. On the other side of the coin, I know I would have lost valuable time learning all I needed to learn to survive in such a new radical feminine world. Time seems to always erase the negatives and accentuates the positives.

Even still, knowing how successful I was able to be in my gender transition, it is impossible for me to not think what could have been possible if I had made the move earlier.  Even though my path was difficult enough, I may have had a smoother path if I had done then what I know now.

 

  

Dressing for Success

 

Image from Mohammad Nadir
on Unsplash. 

During my earliest days when I was forced into being a boy, anytime something negative or even challenging happened to me, I would run home and seek solace in my soft and colorful feminine clothes.

Soon I called the cross dressing I was doing, dressing for success. Mainly because I felt better as I did it. The sad part was, very soon the feelings of gender euphoria went away, and I was back in my unwanted male world where I was expected to succeed. During that time in my life, I was able to barely keep my head above water and still slowly improve my feminine basics in such things as the makeup arts. I guess all those hours of watching my mom apply her “face” as she called it, came back to help me. This was the 1950’s when women took their appearance much more seriously than today. All women were expected to dress for success.

As I barely stayed afloat with my cross-dressing challenges, it soon became more evident to me that there was much more going on with me than met the eye in the mirror as I tried to appreciate myself. It was about that time, when the internet showed up, and I was able to research terms such as gender dysphoria and transgender. Suddenly, I discovered who I might be and certainly found I was not all alone. It all started to make sense why my urge to cross dress never really seemed to go away. It was always with me in the back of my mind.

Soon, as I joined the world as a novice transgender woman, dressing for success largely depended on if I could go out into the world and blend in. I began the easy way by trying my hand with shopping mall clerks who for the most part were only nice to me for the money I needed to spend so I could be more fashionable and feminine. From there, I branched out to challenge myself by stopping to eat lunch and face servers one on one to see how I did. I did well, and very rarely did I have to run home and wonder what I did wrong and go back to my gender drawing board. I did not realize it but what I was doing was replacing my mirror time with time in front of the public. A very valuable learning experience as I discovered venues such as coffee shops, bookstores and even antique malls where I could shop and relax.

Each experience helped me to learn more about myself as a transfeminine person and then dress for success from it. To quit being so flamboyant with my wardrobe and wigs became my new goal as I was settling into my new life. People began to know me quicker, so I needed to be better in my approach to dressing for success. I learned I did not have to lose any of the enjoyment I experienced as a trans woman; I just needed to follow the lead of the cisgender women around me. I did not necessarily have to dress down for the grocery store and up when I mixed with the professional women out for a drink, but it helped me to feel better and relax. Plus, heels and hose would have certainly not worked when my lesbian friends, and I got together.

At times I even took my dressing for success to the extremes to be able to judge what the public was thinking of me. I used to wear my best sunglasses so that strangers could not see my eyes and tell I was looking at them, but were they looking at me? And one of my favorite “props” to use when I went out to be alone was my cell phone which I always had handy when I turned out to be the only woman at the bar. That way, I was trying to show anyone else I had someone else on the way, and I was saving their seat.

To be sure, dressing for success as a transgender woman was always a more complex process than doing it as a man. From undergarments to accessories such as jewelry, wigs and purses, women naturally lead a more layered life which can be reflected in the way they dress. I certainly had many more compliments on my outfits as a woman than I ever did as a man. Primarily, it was because it was something men never do and often, many cisgender women used compliments as simple conversation starters when they were curious about me.

As with all cisgender women, dressing for success is something transgender women must learn. The problem being we come from such a vastly different background to do it. Almost none of trans women had the benefit of peer pressure and a mom to guide us through the initial makeup process. Our workbooks were blank when we started our gender journeys. Playing catchup was not a fun game to play for me as I found making up my face was different than painting model cars. Most certainly, dressing for success was a lifelong experience for me.

 

 

Gender Dreams

 

Image from Greg Pappas 
on UnSplash.

This morning when I woke up, I took a moment to remember the sadness I felt when I got up in the morning and I was not a girl. I had the same sad realization, I was still a boy and nothing had changed. Plus, it is important to point out that I had no other dreams when I was young such as being a professional athlete or a doctor. All I wanted was to be a girl. I figured I was the only boy in the world who felt that way.

It was on those mornings when I needed to realize I was still male, and I had a long trip to make if I ever was going to change it. As my life became more complex, so did my gender dreams. Sometimes, I could not wait until I went to sleep to see what sort of dreams, I would have that provided me a respite from the days activity of being a man.

It was not until I decided to come out of my closet and test the world as a transgender woman, did my nights began to change. Replacing dreams with action was often a very scary proposition. But it was one thing I had to do if I was ever going to see if I could make it to a new transfeminine world at all. Would the public ever come to a point where they would accept me as more than just a man in a dress. Out in the world to be laughed at. If I could never make it past that point of being a cross-dresser, did I want to go on any longer and forget all the dreams I had. I finally discovered there was much more to being a woman than appearance and it was just my male ego trying to influence me.

Still, as I struggled along in my novice cross-dressing years, my gender dreams began to change with it. Instead of just wanting to be a woman, I started to dream of how it would be to live as an attractive woman and not have to worry about my presentation so much. I think it was because I was becoming more confident in myself, and my subconscious self was adjusting to the new me. More or less, I was reacting to the kinder, gentler world I was in as a transgender woman, and I loved it.

My main problem then was, could I make it to my dream when it became a reality. I was frustrated when I thought I could see the finish line and it was taken from me due to unknown transitional experiences such as what would I do about supporting myself if and when I made the decision to go from a male world to a female world. And would I need to prepare to be lonely the rest of my life because the possibility of someone loving and accepting a trans woman were exceedingly rare at my age of sixty. I was fortunate and exceeded all my dreams when I was financially able to take an early retirement and support myself and found my wife Liz (or she found me) on an online dating site. At that point forward, I had painted myself into a corner and I had no real reason to not follow my dream of being a transgender woman full time. Because I had finally faced up to myself and realized I had always been trans parttime, even though I could not share it fulltime with the world. 

As I faced up to reality, my nighttime dreams began to change also. Slowly my old male is disappearing from my subconscious too, He is being replaced by new dreams with me living as my true, authentic self. Maybe it is because he was pushed out of his final hiding place in my mind. Whatever the case, I was not sad to see him go.

I wonder now, what my childhood boy would think if he could see me now. Doing much more than just hiding in a gender closet waiting for brief moments to escape and explore. I am sure he never thought he would have the ability or confidence to be who he always wanted to be. Not an athlete or a doctor, just myself…a woman. I certainly had to come a different direction to claim my prize but maybe by doing so, I appreciate it more because it was never just given to me.

The boy I was would have never known his dreams would have never turned out like this, and being happy would not have been so far away also when she was playing with the girls. Where she always belonged.

Off or On the Transgender Highway

 

Image from David Valentine
on UnSplash. 

When I seriously pursued my male to female life as a transgender woman, along the way I was fooled into thinking I was on a smooth fast interstate highway.

What happened was I was stuck on slow-moving two-lane gender roads and going nowhere for years. Plus, I needed to keep an eye out for potholes bumps and sharp curves. Too many times, I led myself down dead-end streets when I transitioned. The entire process just slowed me down and I lost decades in the process. Then I discovered one of the main problems I had was my old male self was exercising too much influence on my life. My main example I always use were the ill-advised fashion choices I was making when I tried teen girl outfits in my thirty-year-old testosterone poisoned body. I was guilty of not looking around and noticing what other women my age were wearing or what I could wear to disguise the defects I inherited with my body. Even though I was always going to be a big woman, there were plenty of other women my size to blend in with in public. While I am not a huge proponent of age women’s fashion, I am a proponent of looking good and not shocking the world.

One way or another, as I was able to put most of the fashion mistakes behind me, I was able to speed up a little and enjoy the new small gender towns and cities I always wanted to visit as a woman when I was a man. There were to be no more miserable vacations when all I thought about was when I could cross-dress again in front of the mirror. I was far beyond that point. I had developed the confidence I needed as a transfeminine person to take the next two-lane highway ahead and see where the journey took me. More than anything else, the mini trips taught me I could not go to sleep on my gender journey as I was risking my life as I knew it at the time.

In many ways, I was used to the pressure of discovery all along since it had started when I was so young. I just ended up accepting the pressure as a way of life for me if I was ever going to achieve my dream of living as a transgender woman. It all started with the threat of a psychiatrist visit when I was quite young, all the way to losing my family and job if I was discovered later in life.

Perhaps the biggest mistake I made on my road was trying to internalize the entire process and going through the infamous ill-advised purges of everything feminine I owned. It turned out to be one of the dead-end roads I was facing when I found I could not purge my deepest feelings of wanting to be a woman. In no time at all, I was back on the road and ready to try to get on the gender interstate. Many times, I was guilty of taking the wrong exit and having to go back to start all over again when I made the wrong choice of a venue and tried out a red neck, rightwing venue when I should not have. One time, I even had the cops called on me when I visited one venue, I was not familiar with.

After being told to leave, I quietly did and regained my composure up the street at a place where I knew I would be accepted and got back on the road. Once my transgender life began to speed up, I was able to stay on the interstate gender highway thanks to a lot of help from my cisgender friends who taught me more than they ever knew about discovering myself as a trans woman. More than anything else, they propelled me forward towards my dreams. They validated me to a point where I did not have to hide myself anymore on a bunch of dark deserted two-lane roads and stay on the well-lit interstates. I mention them a lot because without them, I could still be hiding my true transgender self away in my dark closet.

It took me so long to transition, I wore out a couple of vehicles along the way, but I finally did it. Regardless of the naysayers who said I was not trans enough to make it, or I passed as a woman out of sheer willpower. I accepted my life for what is was finally at the age of sixty and did what I should have done years earlier. Stood up for myself and started gender affirming hormones (HRT) which was like getting a new sports car to drive on the gender interstate. Again, I was able to leave a lot of negative people behind and live the dream I always wanted to live, as a transgender woman.

 

 

 

Planting the Gender Seeds

 

Image from Sebastian
Demitro on UnSplash.  

After my initial experiments with my mom’s clothes, I blamed the cross dressing and started to plant my gender seeds, as I wanted to be feminine all the time. Sadly, for me, it took me decades to realize the seeds were already planted and were growing. All along, I had an idea that was the case, but I was afraid to do anything about it. Mainly, because I had no one to turn to for understanding. The times were very dark in the 1950’s when I was growing up for any understanding of gender issues at all. As I always mention too, I grew up as the oldest son in a male dominated family, so my goals were set for me as a boy.

It wasn’t until much later in life that I had served my time in the military that I was able to water my gender seeds and watch them grow. My first realization I could come out of my gender closet came in the final months of my time in Germany in the Army when I went to a Halloween party thrown by the nearby hospital staff dressed completely as a woman with shaved legs and all. The biggest moment came weeks later when I admitted to my closest friends, my costume was not a costume at all. I loved to dress as a woman and was a transvestite as we were called back then. In the 1970’s.

The best part was, my friends could care less and more importantly, the higher up’s in the Army never found out and I was honorably discharged after my three years were up on time with no problems. Coming out to my friends really set me up for success in growing more and diverse gender seeds…until my mom came along and tried to kill them. I was emboldened by my recent success in coming out and one night I decided to tell her. She responded the expected way with shock and the added offer of paying for a trip to a psychiatrist. From there, the discussion rapidly ended, never to be brought up again for the rest of her life. I knew deep down I was not crazy and did not need a mental health professional to tell me I was.

With that knowledge, my gender seeds continued to develop, even though they were in the darkness of my closet for the most part. Until I could stand it no longer, the only times I ventured out in public as a novice transgender woman was the occasional Halloween party and business trip I went on. Somehow, I was able to smuggle my feminine wardrobe, wig, and makeup past my wife and enjoy a night out on the town when I arrived there. For the most part, the experiences I went through helped me to nourish my transgender seeds and come away with a better understanding of where I fit into the world as a transfeminine person.

Even though I was becoming more successful in chasing my dream to ever live as a trans woman, I kept finding I had a long way to go. In order to see my seeds finally bloom, I needed to have the cisgender alpha females I encountered to accept me. They closely examined me and let me in to play in the girl’s sandbox. To get there, I needed to tend to my seeds which were still blooming. The mistakes I made all centered around when I was overconfident about where I was headed and I got burnt. Fortunately, I was able to reach down and pick one of my flowers and offer it as a peace offering. The flower was enough to move my life along.

My garden proved to me to be worth all the effort I put into it. All the tears I suffered early on when I went out into the world as a transfeminine person were used to water my seeds and watch them grow. Plus, all the time and effort I put into learning the makeup arts after looking like a clown in drag came back to help me. I took the time also to plant diverse seeds which helped me when I encountered difficult situations. Which I never knew where and when they were coming from.

It turned out that I never had much of a green thumb in my male life, but a flourishing trans thumb when it counted the most. It was quite the discovery for me when I discovered how layered and complex the women’s world I was in. I also benefited from the careful job I did of planting and protecting my young seeds. On occasion, I regret the time it took them to grow, but in many ways, I was the prisoner of when I grew up in the dark days in the pre-internet era. But taking the extra time to become strong and thrive in my new life was worth it. As I said, the seeds were there all along, all I needed to do was nourish them. 

 

 

All I Had was Time

 

Image from Natalia Rabinovych
on UnSplash.

When we are younger, time seems like it is less of a commodity. When we are in school for example, all we want to do is graduate into the world.  For transgender women and transgender men transitioning, we often take time for granted. At least I did.

As I was coming out of my gender closet, regardless of not having much guidance on where I wanted to go to achieve my dream of living as a woman, I took my time. For a while, when I had finished serving my time in the military, the only outlet I had to being out in the public’s eye were the yearly Halloween parties I went to. Finally, I could see the writing on my gender wall and knew I would somehow have to do something, so I did not have to wait another long year to go out again. Time was being wasted.

It turned out, I could not see the forest for the trees, because there was a huge world just waiting for me if I just had the courage to do something about it. I needed to hitch up my big girl panties, not be a victim because of the bigots, and do something about escaping my closet. The problem was, I was always making excuses about why I could not do something as a novice cross dresser or transgender woman. So, what if my ego was wounded when I was laughed at early on, I just needed to go back home and figure out what I was doing wrong and fix it. Time was going by, and I was not getting any younger. Little did I know then, as I was in my thirties, how much farther I would have to travel.

I had my own transgender biological clock I was dealing with. Like any woman, I knew I only had a finite number of years to look my best to try to socialize in the world. All of this happened before I learned appearance was just the stepping off point when I tried to interact with the feminine world. My wife tried to tell me, but I would not listen, and I lost years in my male to female transition to learn for myself what she was talking about. Again, I was spending too much time as a victim wanting my wife to explain what she was talking about and not explaining it better to me. The problem was, I would not have listened anyway, my old male ego was still too strong.

In the meantime, I was getting myself caught up in major gender contradictions. I was spending up to three days of my week trying to learn the basics of being a transfeminine person and then turn around and having to revert back to the old male life I increasingly wanted no part of. It was no way to live and often I felt as if I was one of those jugglers I saw on television when I was a kid, keeping several plates balanced at once in the air. Ultimately, the entire gender back and forth nearly killed me.

My suicide attempt, among other things, woke me up to the fact I did not have all the time in the world. Especially if my self-destructive actions were trying to take it away. If I ever was going to have a chance to achieve my dream of living as a transgender woman, I might have less time than I thought to do it. At that point, I shifted my transition plans into high gear and began to explore in earnest if I could do it at all. Maybe it was my impossible dream. One way or another, I was in my fifties and needed to decide what I was going to do.

As I began to carve out my new life as a transgender woman, I needed to quickly learn what worked for me and what did not. My biggest move was when I worked my way out of gay venues where all they did was perceive me as a drag queen and enter the real world where I needed to prove I was more than just a man in a dress, wearing makeup and a wig. With more than a little help from my inner female who had waited so long to live, I was able to establish myself as a viable person to the public. As my trans woman friend Racquel said, I passed out of sheer will power, which I did. I proved I was not trying to fool anyone into thinking I was someone who I was not. For better or for worse, my friends knew they were dealing with a unique woman who had used her lifetime to arrive at the same point as they did.

Maybe I had spent my time wisely. One way or another, I learned a lot about the binary genders as time flew by. 

 

Trans Woman at a Photo Shoot

 

Example of Liz's hand beaded work
from Liz T Designs,

This happened years ago when the world went through an all too brief softening on its views of different kinds of women. Way before the current orange felon/pedo came along trying to destroy our world.

As I remember, it all started with a few big brand beauty products moving away from the same old skinny models and began signing women who were closer to the norm for their commercials. I was encouraged when I saw new models who never looked the same and even closer to what I had achieved in my cross-dressing adventures.

At that time, our native Cincinnati had just opened its second huge crafters mall in an old shoe factory. It featured everything from artists painting to blacksmiths working their metal. So, you can tell, perhaps crafters was not the right word to use for these serious working people. It just so happens; my wife Liz is a very talented crafter of her own right. She went to art school, and she works on everything from painting to hand-beaded work to knitted clothing items which she sells online. She was very interested in everything which was going on in the mall and we stopped in many of the shoppes.

One of the unique stops we made was at a handmade book shop. Liz had been wanting to try her hand at trying to make her own journals, so she struck up a conversation with the owner as I browsed. It turned out the owner and crafter was interested in me too and was very nice to me. She also had a book to sign for any interested followers. We signed up and I thought that would be the end of it, but it wasn’t.

To my surprise, a couple of weeks later I received an email from the owner asking me if I would be interested in participating in a photo shoot, she and a photographer she knew were putting together a book project which featured women from different backgrounds to submit to an exhibition in Chicago. After the initial surprise and shock subsided that they had thought of me after such a brief meeting, I jumped at the opportunity. Even though the idea scared me to death. I just could not turn down the chance to have a professional photographer take my picture. Such a long way from using my old cellphone in a mirror.

Before I knew it, my appointment time had arrived and it was time to hitch up my big girl’s panties and head to the photographer’s studio, also in the big mall, so I knew how to get there. Once there, I was dressed in the requested neutral black sweater and ready for my leap into the great unknown. One of my first questions involved my makeup and was assured I looked fine, and I sat back and let the photographer do her work. My immediate reaction to everything was my ego enjoyed being the center of everything around me and outside of an old Glamour Shot appointment years before (remember them?), the only time this would happen for me in my life.

Then I had to sit back and wait for the next part of the process, when the book was actually published and sent to Chicago. I just hoped I could represent the Cincinnati transgender community well. Finally, the news came back that the book did not win the competition but there would be an official party for it to come up at one of Cincinnati’s smaller museums. As one of the models, I was invited. Of course I had to go, but what would I wear to a book unveiling party? To be honest, I don’t remember what I wore after going through my closet. I did not want to be too formal but look nice at the same time, and I think I achieved my goal.

For the first time, I was able to see the book put together and of course I was not satisfied with how I looked. Being the perfectionist I never was, I thought the photographer could have done a better job at lighting my face to de-emphasize my jawline. But she didn’t. As far as the other women in the book, there were a wide range of choices they made including women of color and heavy-set women away from the usual beauty stereotypes cisgender women must deal with.

Sadly, I don’t know whatever happened to the pictures I received from the photo shoot, so I can’t show them to you. All I have are the memories of being singled out in a positive way because I am transgender and the once in a lifetime chance to do a photo shoot because I was.