Loving What You Do as a Trans Woman is Never Work

 

JJ Hart Doing Transgender Outreach. 

Perhaps you have heard the old saying about hard work. It goes something like this... If you love what you do, it is never work. Anyway, I looked at it, the phrase really fit my life as a transgender woman or an early cross-dresser.

Even though, early on it was hard work finding one of mom’s dresses I could still fit into and not rip apart in the seams, I still tried it. As I grew into a more mature version of my feminine self, I learned my work to transform myself into the woman I was always meant to be was not going to be an easy task as testosterone poisoning was ravaging the body I wanted to have as a girl during male puberty. While the girls around me were developing the curves I wanted, all I got was a larger angled male body I hated. If I wanted to continue, my path was cut out for me, and it was not going to be an easy one to follow. I would have to make it a labor of love to ever succeed.

The first thing I needed to do was find feminine clothes that fit me, and at the same time disguised my male body with my large torso, broad shoulders and narrow hips. Plus, I had the extra problem of look really liking the feminine shape wear I need to wear to suggest I had hips when I cross-dressed as a woman. It was always too restrictive for me to enjoy and I was not careful; the restrictions went as far as hurting my chances of success in a women’s restroom setting. If you know what I mean. What I did was make extensive use of pieces of foam which I wore under my panty hose to give me the illusion of hips under the skirts and leggings I wore back in those days. I remember spending day upon day of destroying foam rubber pieces until I thought I got them just right. That solved the hip problem partially so I could concentrate on my all-important breasts.

To advance my presence in the world as a transgender woman, having the proper breasts was another labor of love and at times a comedy show. Before the advent of easily obtainable silicone breast forms, I tried a number of ill-fated ideas to give myself the proper breasts which fit the size of my body but were not too big and looked like I came from a circus somewhere. Before my first silicone breasts were gifted to me by a purging cross-dresser friend of mine who was getting rid of all his feminine belongings, I tried exotic ideas such as bird seed and water balloons. Water balloons I liked because they warmed to the temperature of my body and did a realistic job of looking like real breasts in the bras I wore at the time.

All along, I knew on the negative side, I was taking a big chance using water balloons for breast forms because they can easily break. And of course, the worst-case scenario happened to me one night when one of my balloons broke in public. Luckily, I was going to the women’s room anyhow and it was empty so I could clean up and head back home to end my love affair with water balloons as breast forms forever.

As I put all this concentration into making my transfeminine better, I was concentrating less on my male life. Although it was a labor of love for me, it was not for my second wife who grew tired of my obsession to be an attractive woman and told me I was missing the whole point of being feminine. It was not to be obsessed with makeup and clothes; it was being able to slide behind the gender curtain and see how ciswomen’s lives really play out. It did not take many times of being called a terrible woman for me to drop what I was doing, change course and try to find out what she was trying to tell me. Then I found myself in a “Catch 22” of sorts because if no one would allow me to play in the girls’ sandbox how would I ever learn to do it. It was like the job interviews I went to, where they told me I did not have enough experience but would not give me a chance to work for them and gain the experience.

I finally had to stop being the victim and head out into the world to discover what my wife was talking about. If indeed I was a terrible woman, I need to correct that and move forward. It was then I went on a collision course with myself to determine what I really wanted in life. Did I want to be the successful man I was becoming or have the chance to live out my dream living in a ciswoman’s world.

The labor of love that I entered involved me having to learn what a ciswomen’s life was all about. I knew it was going to be quite the change to learn a new scary complex world, but I was not prepared for the barrage of information I needed to deal with. It seemed that half the women I met wanted to interact with me and find out what I was doing In itself, interaction was not bad if I was ready for it. Which I was not. I had to go on a crash course in understanding my communication with women like I had never known before. I was used to listening to ciswomen the way cismen always to by hearing only what they want to hear and ignoring the rest. Woman, on the other hand, have so many nuances in their communication that I had a lot to learn. But again, it was a labor of love for me and no work at all. If I had put that much work into my college studies, I would have finished with a four-point average. It showed me where my priorities in life really were.

From the first time I tried to experiment with mom’s makeup to living the life I live today, my male to female gender transition was never any work because I loved doing it.

I also love writing for you in the hope I can help you along in your life’s journey. Thanks for reading along and any comments are always appreciated.

 

 

 

 

 

When My Tomorrow Became my Today

JJ Hart

My desires to always look like a pretty girl early in life led me to always be a tomorrow person.

 I always thought that somehow tomorrow I could get a real wig, nicer clothes and more makeup which would help with my feminine transformation. I guess you could say that the whole process made me into quite the dreamer as I sat in school and envied the girls around me in their pretty clothes I could not have. At least today but maybe not tomorrow if any of my dreams came true.

Soon I discovered that dreams never came true on their own and would take an enormous amount of work on my part to make a dream happen. Especially once as complex as crossing the gender border to live a transfeminine life. I often wonder if I would have had an ounce of foresight into how difficult I was going to have it; would I have ever undertaken such a crazy path to begin with. One which would completely consume all the spare energy I could use.

The first problem I had to conquer in my feminine life was my often-frustrating attempts to look like a woman and not some sort of a clown in drag at the circus. I found I was setting the bar way too high in my appearance standards as there was never going to be a day when I could match the prettiest women I envied. I just needed to blend in with the rest of the ciswomen in the world just going about their everyday lives. It took me many painful attempts at presenting properly as a trans woman before I got it right and was able to move around in the world without causing any undue attention to myself. When I did, I was happy to stay in the present until my brief gender euphoria went away. As I crashed from the euphoria of living as myself, I was bitter, nasty and tried to take my frustrations out on the world of ciswomen around me. Why could not I be like them and live in their world held me back in mine, so I kept dreaming about the next time I could I could live my dream in the world fully cross-dressed as a woman.

The good part was that all along I was becoming better in my presentation as a woman and was finding it easier to cross the gender border. The bad part was once I did it, I wanted to stay and not go back to the male I was living. It was then that my todays became longer, and my tomorrows seemed further away. My new mentors became the established transgender women I had met at the socials I was going to in nearby Columbus, Ohio. They had crossed border and were living successful lives and I wanted to learn more about how they did it. What I learned was that every trans person’s journey was different and it was rarely ever easy. All I ever knew was that every time I was accepted into their circle, I felt natural and wanted to learn more about them.

As I look back on it, the one thing the mentors had on me was their natural beauty which I never had, so I had to keep putting my tomorrow off until I found out I could do a male to female transformation my own way. Or out of sheer willpower as I had a transwoman friend of, mine tell me in a straight bar we were in one night. By this time, I had given up on any natural feminine beauty I might have and made my tomorrow become my today by using other strengths ciswomen bring to the table when they don’t happen to share the extreme passing gene that some women have. They go on to lead fun and fulfilling lives by tuning out all the demands to be beautiful they hear. That is what I had to do because for sure ciswomen come on all shapes and models and I could certainly find a group I could fit in with. Which in my case, happened to be lesbians.

I was really seeking out the company of lesbians so to speak; I just happened to stumble across their culture at a small lesbian venue I started to go to as well a through a bartender at a big sports bar I used to go to who introduced me to her mom. Through it all, I knew the next step for me was to become more feminine by using HRT or gender affirming hormones. My approval to take the hormones focused my tomorrow so much I could not wait to get there. I changed during the time I was socializing with my new lesbian friends who took me to watch sports as well as big lesbian mixers. I was having the time of my life as my tomorrow was rapidly becoming my today.

Maybe most importantly, my friends helped me to validate myself as who I was really was as the subject of my past life as a man never came up. They did not want to know, and I did not want to bring it up as I was just appreciating my spot in my new present as a transfeminine person.

The final touches in my today came when my daughter accepted me totally and I met my current wife of over a decade Liz. They helped rid myself of any lingering doubts of how I should live my life. Over my gender cliff I went into their soft arms and my gender tomorrow was gone for good.

My only passing regret was that it took me so long to face up to who I was always was as a full-fledged human being. There was no way I should have let it go as long as I did, I should have let tomorrow be my today. I was all wrong as I tried to cross-dress my pain away. My excuse is I was jinxed all along into leading a backwards gender life thinking I was a man trying to be a woman rather than the other way around. That way, I would have never let my todays and tomorrows get mixed up the way they did.

 

 

Being Accommodating...Not Intimidating

 

Image from Billie
on UnSplash.

Being accommodating versus intimidating was very difficult for me as I transitioned from male to female.

It was all part of learning a new feminine world and escaping the male bonds I had suffered so long from. What happened was, I was thrust into a male dominated world in which if I was ever going to survive, I would have to play the intimidation game of life. That way, I could stand a very good chance of keeping the bullies away as I matured. It did not hurt that I developed into a larger slightly above average sized male person (which I hated) but again when I added sports into my life’s mix kept the doubters away from my masculinity. In fact, I needed to play that intimidation card well into life and used it before I transitioned into a transfeminine world. Intimidation became easy to use for me, and I counted it as one of my male privileges even though I stopped short of ever being a toxic male because I respected all women so much. But it worked well with the male kitchen crews I needed to manage in the busy restaurants where I worked.

The problems began with my basic personality outlook I had been forced to live so well when I began to try to join a world which was largely controlled by ciswomen, not cismen as I always thought was the case. Women just found unique ways always to work around males and their drama. And here I was in the middle of a new world just trying to find my way successfully.

I felt it most intensely when I was forced into communicating one on one in the world with other women. I found I was unprepared and initially just tried to keep my mouth shut, which turned out to be exactly the wrong move to make. Here I was trying to make new friends in a feminine world without talking? How was that going to work. It did work. In exactly the way I did not want it to. If I did not express who I was, the other woman I was trying to communicate with just assumed I was being standoffish or in some way stuck up which was the last thing I wanted to do. So, I immediately trashed my male scowl and quiet behavior as a form of intimidation to keep people away and went to a more open form of interaction with the public which invited people in. In many ways, it was one of the most intense and scariest things I ever went through in my life. I was in uncharted territory for sure and even resorted to feminine vocal lessons to help my progress.

And then there was the experience I had with a small girl who startled me in a clothing store I was in. She ran around a rack of clothes and almost hit me and went running back to her mom saying something about a “Big mean woman.” Immediately I was relieved that she got the woman part right but right then and there decided to do more about the old male intimidation factor I was obviously still carrying with me. In no way did I want to go around scaring little kids.

Life went on, and so did I as I started to feel more secure in my new role behind the gender curtain. I learned that many ciswomen were just curious about who I really was in a world in those days dominated by day-time sensational talk shows such as Phil Donahue and Jerry Springer. Here I was. The real deal cross-dresser or transgender woman right in front of them to talk to and know that I was just a normal person like them after all. It all happened because I had the courage to let them into my world and turn my old male intimidation ideas off for good.

Perhaps the most intense topic in the intimidation versus accommodation discussion came from my initial introductions to the women’s restroom. It was the exact opposite from the men in many ways except the obvious. In the men’s room, you were expected to never make contact or acknowledge another man while in the women’s room just the opposite was true when a polite smile or greeting was the proper way to acknowledge another woman. It took me a little bit of time to get used to the change, but I did it quickly because I wanted to earn my women’s room privileges desperately. For obvious reasons, I was drinking a lot of beer.

I see intimidation versus accommodation as just another step in acclimating yourself into the feminine world. But you have to do it right to be accepted. You must be yourself behind the gender curtain you choose without becoming a doormat. As an outsider to transgender men everywhere, my thoughts are it probably is more difficult to assume an intimidation role in a male world. On the other hand, accommodation in the female world I was in was always an easier path for me to take. I just had to understand and react to anyone who was setting up to take advantage of me. I came away with plenty of claw marks up and down my back from unfortunate experiences I had in a new (to me) passive aggressive ciswoman world. I learned often that a smile meant nothing in most situations when another woman was just sizing me up.

In the end, the whole experience just boiled down to very important experiences I needed to learn to finally make it out of my closet and into the world as a transgender person that other people would like to know and often my smile was the beginning of that process instead of my stay away old male scowl. The fun part often was seeing the results from the amount of learning I needed to do in my stubborn head to make it happen.

As always, thank you very much for joining me along my gender path and I hope you gained something from my mistakes. Any comments are always appreciated!

 

 

 

 

I Wanted it All

 

Image from Sindy Sussengut
on UnSplash.

During my gender journey through multiple transitions from cross-dresser to transgender woman, I have been selfish and wanted it all.

It all started very early when I was experimenting with mom’s clothes and makeup when I had the first idea all that I was doing may go deeper than just wearing feminine clothes. I did not have the terminology or knowledge back then to work my way through it, but in reality, I was discovering I was more transgender than anything else. In the years to come, that would be a major point to think about along my gender path.

As I grew through my first two marriages where both wives knew of my cross-dressing desires, my first wife was far less demanding than my second and on numerous occasions during fights we were having about me, my second wife rightfully pointed out that our relationship was not all about me. Since I was in the middle of an obsession with my appearance and all things related to makeup, as I said she was right and I was needlessly selfish about our relationship. She was far wiser than I and knew even at that early time in our marriage, her husband was slipping away.

Even though I loved her dearly, I still could not stay away from the powerful draw of wondering if I could ever achieve living fulltime as a transgender woman. Deep down, I knew my second wife would never come with me on my journey as she made it abundantly clear she never signed up to be married to another woman.

With a lot of work and repetition, I did finally get better with my wardrobe and makeup and then needed to figure out how to sneak out of the house and get into the world. It basically meant my imagination had to go into overdrive as I tried to think of reasons I needed to explore the world as my new true transfeminine self. Even if I was not sure what the word meant back then. I went as far as going to the grocery store for my wife who was working on the days, I was off and combined the trip by going to a nearby big box store to shop for panty hose and makeup. My biggest takeaway came when I noticed very few people were noticing me and I started to think I wanted to experience more. My restless feminine spirit was dominating me again.

At the same time, I was doing all of this, I was still searching for my dream job in the commercial restaurant business and after switching jobs and locations several times, I finally did. As I finally broke free of my fast-food background and landed a job with “Chi-Chi’s” Mexican Restaurants in the Columbus, Ohio area where I had ties to. It was a win-win situation for me because I was back home again and could start to interact with the diverse small LGBTQ group that I had known from years previous. This was the tight knit group that had several transgender women who were on their ways to gender realignment surgeries, and I could pick their brains on what it meant to do it. Even though, I did not have the resources or the willpower to consider such a radical move for me in my future, Just being considered as an equal in their group was good enough for me…then.

I say “then” because in life everything rarely stays the same. As I continued to break the vows I had with my wife, I kept going out to venues from the house and began to actually carve out a life as a transgender woman with people who had never known my male side. Wanting it all was staring to mean so much more to me than ever before as my male life began to slip away from me and wanting it all increasingly meant an ongoing break with my long-term marriage of over twenty years. Because she was not giving into her demands, and I was discovering just what mine should be if I was willing to risk it all to live my dream life. Sadly, it would have to be all me to do it as I tore down everything I had worked for as a man to start over in a woman’s’ world.

Sure, I was scared to death as I decided to keep concentrating on the feminine me who had waited so long to live her life. But the whole process and path I was on felt so natural, I decided to be selfish and continue it. By proceeding along the path I was on, I needed to take several abrupt detours when I had problems with deciding my sexuality all the way to just basically communicating with the remainder of the world I was in. Which I discovered was made up of ciswomen not so unlike my second wife. Many were strong and sure of themselves and set up forms of communication which were totally foreign to me as I was coming from a male world. Suddenly, I needed to adjust to forms of non-verbal and passive aggressive communications which were reserved for use when cismen were around.

Perhaps my best selfish move I made was to be approved for gender affirming hormones or HRT which enabled me to come closer to my transgender mentors of so long ago. Since I had ruled out any surgeries, the changes from the hormones would be as far as I could go to sync up my female mind with my male body.

By this time, my wife had passed away and there were very few people left who knew the old me at all. So, I was mostly all-alone with my new emotions and bodily changes such as hair, breasts and hot flashes. When I reached out to any of my lesbian friends, all they would say was welcome to their world. Little did they know how badly I wanted to be there. I was rewarded by the fact that the people who knew the male me told me they thought I was much more relaxed and happy now.

Since I can now love more deeply than I ever could as a man, my life has come full circle to encompass feelings I never knew I had before. All because of my selfish one sided past to get here. I wanted it all and finally was able to find it.

Thanks for reading along and I would be remiss if I did not mention two things. Thanks to Grace Ann Hansen for publishing my stories in her “Empowered Trans Woman” site!

And sadly, I would like to mention the passing of a true icon, Dolly Parton who was a staunch ally of the LGBTQ community. She will be severely missed.

 

 

 

 

On A Gender Vacation

 

Image from PR Media 
on Ubsplash.

As I matured as a person and a crossdresser, taking a vacation from my male gender became a reality for me.

It all started when I first felt the inclination to try on articles of my mom’s clothing and moved on from there. Very soon, I spent as much time as I could in front of the family’s full-length hallway mirror imagining myself as one of the pretty girls I envied so much. Before my unwanted male puberty set in, I did not have so far to go to be on vacation from my boyhood self. Then the changes set in and I began to develop the body angles and shape of a man as the girls around me were showing off their new curves in pretty clothes.

At that point, vacations became harder to earn, as it was becoming more difficult for me to look like a girl at all and try to work my way around having no knowledge of makeup at all. That chapter of my transgender notebook (like all the others) was empty, and I struggled not to look like a clown in drag at the circus. In a very short time, I became aware that if I was to ever reach my dream of living my life as a transgender woman, I had a long, hard struggle ahead.

It did not make matters any easier when I went on family vacations and saw other girls my age in cars on the highway. One young dark-haired beauty still stands out as one I remember. As I saw her time and time again when we passed on the highway, I so wanted to be like her and put my pillow over my head and pretended to sleep. No imagined vacation for me on the real one. My gender reality was with me all the time.

One way or another as life went on, I needed to do something to survive. Somehow, I needed to break through the bonds of the increasingly complex male life I was living and start to carve out a new transfeminine existence on my own. If my reality was indeed female, I would have to do something about it. What I did was begin to mix business with pleasure on my vacation. Business was when I was learning that ciswomen ran the world I wanted into and pleasure was when I was able to finally blend in until I was allowed behind the invisible but so real gender curtain.  To maintain the lifestyle, I was trying to lead, I needed to do a lot of research and repetition to see if I wanted to be there at all. Those were the nights when I broke away from all the gay venues I was going to and started to see if I could be accepted in lesbian and straight places.

The vacations I took into the world as a new transgender woman turned out to be life changing for me. For once, I did not have to wonder what if would be like to live in the world as a woman and just do it. My time away from my old boring male world, took me into a wonderful new life as the woman I always wanted to be. I was the trans woman at the big sports bar enjoying my large beer as I watched my sports teams play on the big screen televisions. Occasionally, I received some pushback from a toxic man, but it was not enough to deter me from having a good time. Mainly, because of my confidence in who I was building every time I was successful trying out the me, I always should have been. I was not building anything new, just allowing my true self to flourish in the world.

At that point, it occurred to me that my vacations were changing drastically. Instead of believing I was taking vacations from my male self as a trans woman, I was now taking time from my feminine world to allow my male self to finish up important things such as working and keeping up a false image of a man for the world to see until I could fully complete my male to female transition. Since I had accumulated so much male baggage over the years, clean up was not going to be easy. Finally, it occurred to me that transitioning to my new life was going to be an all or nothing proposition…or was it?

A big decision I needed to make was involving my sexuality which had never been a question for me in my male life as I had never been physically attracted to another man ever. It did not help me when I got a suggestion from ciswomen to buy bananas to get ready for a new sex life that never came. Even though I had dates with several cismen, nothing ever sparked within me and we never went anywhere except kissing, Women, on the other hand were different as I still cherished their company which I found they enjoyed mine too as they went on vacation with me. Since HRT hormones took away any possibly of traditional sexual intercourse between me and another woman, by choice I took it off the table.

It all led me to wonder what I would do about sports, the one big passion left in my life. Could I still interact with the world as a passionate sports loving woman or would I have to give it all up. It turned out that no, I did not have to give up my passion, it just changed direction like so many other things in my life. For example, when my lesbian friends and I were talking sports, we did it on an equal footing. But when I talked sports with a man, often I needed to take a back seat to his sports knowledge even though I had plenty of my own. I learned my lessons and moved on.

Even though many of my vacations from life were just quick, cheap escapes, many were extensive, expensive paths to my future life. Plus, they handed out much needed respites for my often-battered mental health as I battled depression and anxiety. It all helped me to survive and make it to my dream goal I never thought I could make it to. A life as a transgender woman.

As always, thanks for not taking a vacation to read and comment on my posts. Your input always means a lot to me!

 

 

Help Me Out of this Box!

 

Image from Tamara Bellis
on UnSplash. 

Since I was born “AMAB” (Assigned male at Birth) I was automatically put into a box I could not easily get out of.

Plus, I had the extra disadvantage of being born into a very male dominated, competitive family, so my box was harder to get out of. Like many of you, I had to sneak around my family’s back to even cross-dress into mom’s clothes and makeup to feel better. The worst part about it was that I did not understand why I wanted to be feminine and felt so all alone when I thought about it. Society had done a good job of building a sturdy box around me with very high sides to see the world out of.

As life went on, I learned to be self-sufficient as I hid my gender truth from the world. Very early on I learned I wanted to do so much more than just look like a girl, I wanted a chance to live their life. But I needed to escape my box somehow to do it with absolutely no help from anyone at all. There were only the girls at school for me to envy and try to copy myself after I returned home and had a chance to cross-dress again in front of the mirror.

When I first tried to take myself out into the public’s eye for the first time, it was difficult leaving my box to do it. I was safe there, and I could be the pretty girl I always wanted to be without anyone questioning me. Even though I was not surviving the world well as a novice cross-dresser walking through the malls that I knew, I was determined to keep trying until I got it right. That is if I ever could as I was very insecure in thinking I ever could come close to my dream of living as a woman.

As life always does, it got directly in my way of ever getting out of my box. The only way I could try very early was by going to Halloween parties dressed as a person who I really wanted to be in life but could never tell anyone. At least at Halloween, I could show the world the transfeminine me and hope it did not wreck my life at the time before I could scurry back to my box and hide again. The problem with Halloween was it only happened once a year and I couldn't wait for the next one to show off my feminine spirit. It all led me to gaining a greater awareness to who I really was and how much I needed to expand my world as a new transgender woman in the world.

Another problem I had was having two strong influences around me, who wanted me to stay in my box and even make it stronger. The two were my male self and my second wife who had everything to lose each time I gained more confidence as myself. They did not understand the turmoil I was going through myself and could not help me, I was on some sort of a gender roller-coaster with all its ups and downs. One of my major ups or gender euphoria came when I was mistaken for a ciswoman at a cross-dresser, transgender mixer I went to one night without my wife. That was certainly the high point, but then the lows began to hit me when I was firmly stuck back in my box with no way to experience the next high. Sadly, I did not know where my life was going to take me then. Except for the small idea that I might have the appearance part of my gender puzzle solved.

More frustration sat in when my wife told me there was so much more to being a woman than just looking like one and I was stuck with no real way to understand what she meant. I was still operating as too much of a cisman to be allowed to be behind the gender curtain to understand all the complexities ciswomen go through in life. To make up for it, I tried to adopt female mentors to learn from. Immediately I chose my mom and my wife to learn from because they were both strong, independent women whom I wanted to be like. It was a true jump for me to go from being a shy trans woman hiding in my box at home to getting out and trying to find out if I could live my life-long dream. What I did was build up confidence slowly until I could shed my male self and his privileges and just do it.

Little did I know, when I did shed my male self, I would end up bringing a big part of him with me. I made him my beast of burden when he carried what was left of him into my scary, yet exciting new world. I learned again how complex ciswomen were and if I wanted to watch sports on a big screen television with a beer in front of me I could and not feel out of place as a transgender woman.

In many ways, I was dismantling my old box and using the pieces I needed to construct the new me who had always been there but had nowhere to live. It felt great for once to feel free of all the old male constraints I had to live with. I had many, so the path I embarked on became very complex as I sorted out exactly who I wanted to be. Plus, I needed to be careful to finally judge when the best jumping off point for me to put my old male self behind me and start a new one. A unique spot that most humans do not ever have the chance to do.

If you are considering what you will do with your gender box, just be careful when you deconstruct it because it can contain many hidden problems. On the other hand, you are embarking on an exciting journey if you can make the best out of it.

Thanks for reading along with all my lifetime adventures as I attempt to bring our gender struggles into focus. Taking the time to read, and comment too are always appreciated!

 

Loving the Skin You are In

 

JJ Hart.

Loving the skin, you are in is often difficult for a transgender woman or transgender man. In fact, we often come to hate the skin we are in. 

We start early in our lives boxed into a gender we were born into but never felt comfortable with. Many of us go through times of discomfort as we try to sort out who we really are. We have many questions such as are we going through a phase, is it just a fetish and someday will we somehow outgrow our desire to be the gender we always wanted to be.

In my case, it took me decades to accept the skin I was in and to learn to live it in the world as a transgender woman. Recently, I was reminded of my past when I attended a virtual LGBTQ support group meeting at the Veteran’s Administration. Normally it is a very tight knit group of the same people who come every week, but this week we had a new person who joined us who was coming out of her gender shell and slowly learning to live a life as a transgender woman. During the session, she asked if anyone had any advice on dealing with public in general and the police in particular when you are out in the world.

I am not good at giving much advice in situations such as that, so I mainly kept my ideas to myself. Such as the fact that I have had few interactions with the police over the years and those have been mostly positive. Even the ciswoman who called me a pervert once in a women’s restroom, did not call the cops on me. Leaving me with the time I was in a venue I was not a regular in and two women at the bar made it a point to call the police on me after I had used the women’s room. All that happened was I was stopped on the way out by a female cop who told me not to do it again and I went a short distance up the road to one of my regular venues where I knew I would not have any troubles. To make a long story short, I was sorry, but I did not have much of any ideas on a magic cure to dealing with a potentially unaccepting public. You just must develop a thick skin and complete confidence that you are doing nothing wrong and you can make it.

Another problem I have with giving any trans person advice is that I came out seriously so long ago and times have changed. You see reports of so many toxic men harassing ciswomen these days which were barely seen in the days when I was trying my hand at being a single woman at a big sports bar. Plus, I am lucky to live now in a fairly liberal part of Cincinnati where the public at large does not notice me, or care. I am allowed to exist in the world as my true self in my own skin for the first time in my life.

I was fortunate to be one of those trans women who could get out of her gender closet and exist in a stable world where I could flourish and share my ideas about my femininity. Hopefully the new member of the support group will stick around long enough so that I will be able to share thoughts with her about appreciating her own skin. Another problem too is that the group time is at a premium, so I am reluctant to take too much up with my thoughts. Such as, if she is already out enough to wear feminine clothes and paint her nails, what is she waiting for. Maybe she is waiting for someone to come along like I was and kick me out of my closet for good. Which is what happened to me when I was miserable trying to juggle living in both genders, and my future wife Liz told me that she had not seen any male in me at all

Destiny really set in with me when my daughter came on board with knowing the true me by saying among other things that I looked so happy. I mentally added, because for the first time in my life I was having the chance to live in my own skin.

Even with all the positives I was dealing with, I still had to get out into the world and live my new reality. I always had some sort of an idea that ciswomen live more of a complex life than men do, but I had no idea of what I was walking into in my new high heeled shoes. Primarily learning to deal with curious ciswomen and their passive aggressive behavior and potentially drama-filled toxic men filled my evenings when I was going out in my new skin in the world as I knew it. Through it all, I needed to adjust my way of thinking quickly and radically away from the old male way I viewed the world.

What kept me going was the fact that I felt so good and natural in my new transfeminine skin. Deep down I felt this new life I was living was always the way things should have always been for me until the cruel joke of being born a biological male set in. It was something I would have to battle for my entire life.

As far as the physical part of having a new skin, it was way past time for HRT or gender affirming hormones to set in and help me. When I was approved for my life improving hormones, it was like my body was telling me I should have been on them all along. As my overall body skin softened dramatically, along with bigger breasts and longer hair.

The best part of adding hormones to my body was the fact that my emotions set themselves up to better appreciate the whole process. For the first time in my life, I could cry tears of joy which I did when I began to live my life in my own skin. I certainly loved it.

 

 

 

 

 

Every time I Looked Around...

Image from Mahrael Boutros 
on UnSplash

Until I began to become used to the new feminine world I was beginning to navigate as a transgender woman or cross dresser in those days, it seemed as if everyone was looking at me.

I was not used to the fact that both main binary genders look at women. Even though they do it through vastly different lenses. Men of course have the tendency to add a sexual aspect to how they view a woman and other ciswomen often compare other women to how they look and how much work did the woman put into her presentation. As any beginning cross-dresser learns early, it takes a lot of work and effort put into a quality feminine look. Especially when you are making the leap from presenting looking like a man with your testosterone poisoned body, all the way to being able to blend into the world of ciswomen effortlessly.

I know with me, before I could begin to blend in with my new world, I needed to shake all the cobwebs of male feelings I had about doing it at all. For the longest time, I listened to my male self on how he perceived women in the world as sexual objects and tried to influence the way I was presenting myself. What happened was, I was dressing too tight and too short in my clothes and attracting too much unwanted attention. Not only was everyone looking closely at me, I received negative feedback because I was doing it all wrong. I was fighting a losing battle with the age that I was and the body shape I had to stubbornly realize I could not go on that way and hope to ever try to live my dream of being a fulltime transfeminine person.

Then, I went back to my cross-dressing drawing board to set out a whole different way of trying to present myself. Out went the way too short skirts and dresses and in came more manageable denim skirts and oversized flowing tops designed to cover my broad shoulders and lack of hips. I even went to the extent of going on a crash diet so I could find clothes in the thrift stores I was haunting that fit me. Along the way too, it is worth mentioning, I started to take much better care of my skin after my daily shave which helped me to wear less makeup. If everyone was going to look at me, I needed to give them my best effort.

One thing I could not hide was I was a big woman, and I needed to not be ashamed of it but to understand there were plenty of other ciswomen in the world who were the same size as me. So, I began to look for them to see how they moved about in the world. Even though I was right around the six-foot tall mark, I could still wear my cherished high heels. Even with jeans and a tight top which accented my new properly proportioned silicone breast forms I was gifted by a cross-dressing friend who was purging all his feminine belongings at the time.

Amazingly to me, my life as a newly realized transgender woman begin to come together for me. I started to be able to move around in society without causing undo attention while at the same time completely enjoying myself. I even went to the point of buying sunglasses which hid my eyes so I could watch others to see if they were watching me. It was a great way to judge how well I was doing in my ongoing challenge of who was watching me and who was not. I learned I was not attractive enough to attract much cis male attention but attractive enough to be sized up in the public by the ciswomen I encountered. Most importantly, I was getting used to the attention I was receiving and often I wondered where it was if I did not receive it.

The way I began to see the attention I was receiving was I craved it because of all the hard work I had put in to being an attractive woman anyway I could. Positive attention was feedback that I was doing something right and the very little negative feedback I encountered could be overcome easily because of my new overall confidence. Which became my number one accessory I needed when I found myself in shark (human) infested waters with potentially dangerous people. My new training as a trans woman taught me to look ahead and do my best to not put myself in dangerous situations in the new world I was in stripped of my old male privilege of personal safety. Very quickly, I learned the problems of being a lone woman in a poorly lit deserted area.

I was able to test my passing privileges when I transitioned away from the gay venues I was going to and tried my best to become a regular patron in many of the very same big sports bars I used to go to as a man. It turned out to be easier than I thought it would be and I was not noticed much at all by cismen or ciswomen. Even though, on occasion, another woman at the bar would take the time to talk to me. I think more than anything else out of curiosity. Why would an ex-man such as me want in her world was the major point women of all sorts were trying to find out.

As I said, I began to crave and even expect the attention I was getting as the only transgender woman in the venue. Except on the nights that my trans woman friend Racquel met me there. We ended up having about five venues we went to that accepted out business with no problems. I also went to monthly lesbian social mixers with my two friends in many of the same places and I was overjoyed when another lesbian approached me. I guess you could say I was causing the right kind of attention.

Getting out and learning how to know and appreciate the right amount of attention even carried over to an on-line relationship I stumbled into with my future wife Liz who contacted me from an ad I had placed on a woman seeking woman dating site. Fourteen years later we are still together, so I guess I looked in the right place for attention.

Thanks for giving me your attention for my experiences! Any feedback or responses is always welcome.

 

 

 

 

Violating Gender Boundaries

 

JJ Hart. Pushing my gender\
boundaries. 

Very early in life I learned that violating gender boundaries could result in severe trouble.

It was obvious to me that the male dominated family I was born into would ever accept a son who wanted to be a daughter. So, I had no choice but to turn inward with my developing feminine senses in the male world I was trying to be a part of. I was born way too early to take advantage of the forthcoming online information world with the advent of computers and social media. Again, I was trapped into trying to cross-dress my feelings away anytime I had the chance.

The other main problem I had was that the gender boundaries were so rigid and demanding I could not see any way out of my dark, lonely gender closet. I lived in a rural area with mostly boys and no girls to have a point of reference from. I only remember one occasion when the only girl in the neighborhood was persuaded by a couple of the boys to show her naked genitals to the group, and I was not excited but embarrassed for her at the time. Just another example of how my sexuality was developing away from the “normal” male’s. I had no need to see her private parts and wondered why I was so different. Little did I know, it was just the beginning of challenging my gender boundaries during my life.

As far as the rest of my life went, I wasn’t much of a challenger of anything. It wasn’t until I reached my college years and was drafted into the military during the Vietnam War, did I begin to challenge the system. At the same time, I was starting to challenge the war and the politics around it, I was pushing my cross-dressing boundaries by starting to leave my house more dressed as the person I wanted to see if I could become. I even made what turned out to be a huge mistake by coming out to my fiancé as a transvestite or cross-dresser back in those days. I say huge mistake because she wanted me to tell the draft board I was gay to stay out of the military service. Even then, I knew a lot about myself and did not have to push my gender boundaries so far to lie and tell someone I was gay. As a side note, then and now I did not have anything against the gay community, but I just knew there was a real difference between them and me.

Of course, the military stopped any gender challenging I was thinking of doing dead in its tracks for nearly three years of my young life. The only challenge I could do was mental in nature as I imagined how life could be better for me as a transfeminine person when I was discharged from the Army. Even then, I was restricted in my gender thinking to the reality in life. What I almost did was send a letter (remember them?) to my future first wife explaining it maybe a transwoman picking her up at the airport when she arrived for the first time. She was in the Army too and was discharged about nine months after I was.

Little did I know, if I had decided to test my gender boundaries then it may have been one of the better times to do it because I did not have the chance to build up all the troublesome male baggage I would acquire later in life. On the plus side, I had a very new car that I had shipped home from Germany, my stereo equipment and a sizeable bank account to start a new life with. On the negative side, I thought I had a good chance of losing my family, friends and job if I started all over as a woman.

Long story short, I did not have the courage to push my gender boundaries any further than they were at the time. Except for a few Halloween adventures, and the occasional night out, my life as a trans woman was mundane. It was not until I could not take it any longer the annual yearly adventures at Halloween, did I start to really push my luck by going out more often. My early explorations were rough to say the least until I settled down and learn how to blend in with the ciswomen who I found really ran the world I wanted to be a part of.

As the world let me in as a transgender woman and/or I finally learned the truth of who I was, I kicked and pushed until my gender boundaries came down. It was like the steep slope I write about as I slid down trying my best to hold on to what was left of my old male life but failing miserably. As I continued to gain my new feminine ground behind the gender curtain, which was hidden from me for so long, I had pushed by gender boundary so far, I was too far gone. I was no longer afraid of the fall and knew I was too far gone to ever go back to being my old male self.

From then on, gender boundaries did not mean much to me except from my former history as a man, I could see both sides of the border from where I lived as a trans woman. Leaving the man’s club scared almost all of the cismen away but attracted as many of the ciswomen that I needed to set up a new boundary. The new boundary was one which validated myself as a woman for the first time in my life and it seemed I was learning daily how to adjust to my new situation.

From that point forward, I changed my legal name and became extra serious about my physical and mental well being by being approved for HRT or gender affirming hormones. It just seemed by that time, I was just doing what came natural in solidifying my new gender boundaries. Sure, they were all big moves in my life, but good ones that I had always dreamed of making.

As always. Thanks to all of you who read along with my lifetime worth of experiences. Your responses and comments make it so worthwhile for me!

 

 

 

 

Why Me???

Image from Barbara Burgess
on UnSplash. 

I have often thought during my life as I was becoming aware of who I really was as a transgender woman, why me?

Those were the days of thinking I was the only male in the world who wanted to be female, and if I was, what was I ever going to do about it. Very early on before I had the necessities to start exploring the world on my own, I needed to rely on just the occasional cross-dressing experience in front of the family’s hallway mirror. It was very difficult to do because I needed to work around a very curious brother and family.

Most certainly, for years, I played the victim as I felt sorry for myself and my gender issues. It wasn’t until I began to leave my dark, restrictive gender closet did I begin to see that I was not so much of a victim after all. Overcoming my gender dysphoria would make me a unique human being with my insight into both genders. But only if I first paid my extensive dues to get there.

As most of you know, the dues transgender women and transgender men pay to challenge and win the battle to change genders is extensive and often dearly expensive as we have to give up spouses, family, friends and jobs. Just for what some see as a selfish pursuit of personal pleasure. If they ever knew the truth, most certainly they would not feel that way as they never had to feel the anguish, we feel about hurting others. During the depth of my struggle, I was down mentally and lonely as I felt why was this all happening to me. It led me to feel selfish and there was nothing I could do about it. I was even jealous of the other cismen around me who could follow their so-called “normal” lives without worrying about something as major as wanting to be a woman.

As I continued to learn what it would take to lead a transfeminine life, the more I respected what I had discovered and wanted to learn more. That was the time I began to see the light of my victim tunnel was not the train but was sunlight which would lead me into a new day. Away from many of the old fears and paranoias about going along my continuing male to female femininization path I was traveling. Slowly I discovered there could be much more to my gender journey than just doing my best to blend in with the ciswomen in the world around me. I still did not know why me, but at least I was not a victim any longer and I just might be on to something much bigger if I could escape all my self-destructive behavior I was engaging in.

I learned the hard way from pure social experimentations that I was on the right path and to keep going. Maybe by doing so, I could climb the gender ladder up to the level of where some of my transgender mentors were. If they could make it, why couldn’t I. It wasn’t why me anymore, it was becoming why not.

I was more certain in my gender choices when questions surrounding things like my sexuality came about. Because I was immediately embraced by so many ciswomen so quickly, I never had to worry about the occasional man that came along and mainly viewed me as a fetish object The last thing I needed was having to deal with the drama of a toxic cisman. So, I never did as I was able to discover my validation as a transgender woman through other strong women. Why me became suddenly very real as I kept going out night after night with the group of mainly lesbian women who accepted me. They taught me more than they ever knew about what it was like to survive in a world where men were basically an afterthought.

In their own way, my lesbian friends helped me to be prouder of the trans person I had become. My why me became why not as I grew increasingly confident in my own skin as a transgender woman. To coin a classic song, I could see the world from both sides now and be part of a special group of humans that could. Which is why I think so many transphobes and TERF feminist gatekeepers fear us and try to keep us out of women only spaces. Like them we gained our womanhood, just from a different and unique vantage point and we are not men trying to slip in. Especially since we work so hard to get away from the male culture.

Long ago, I was able to put my why me victim mentality about being transgender behind me and get on with my life. It marked the turning point when I could be accepted into the only club I ever dreamed of being in…the girls ‘club and I never have regretted doing it. Following several not so good decisions in my life, I finally made the right one and put the necessary work in to earn the title of proud transgender woman.

Today I will put my public gender persona to the test again as I go with my wife Liz to two of her doctor’s appointments. It is usually the easiest test of all because all the people I run into are mostly concerned about themselves. Plus, these days, I normally mentally have gone back to thinking my newer transgender self has been me all along. No more victim mentality. I always point out I did not have much to work with when I started my journey except a deep will to do it. I also wonder, if I knew all the bumps and bruises, I would have along the way, would I ever attempt the trip across the gender border. It took me taking the chances to get out into the public to make it at all, and if I did not, I probably would have been in my closet crying, why me.

For the first time in my life, all I knew was I needed to get out of my closet and fight for the life I really wanted.