Meeting in Person

JJ Hart in a warmer time.

Do you remember the moment you met your authentic self in person?

Looking back, I can recall several profound moments when I saw the feminine person I was always meant to be. My earliest memories came when I was quite young in the days when I was first experimenting with my mom's makeup and clothing. Even though I probably looked like a clown, the mirror told me I was beautiful. No matter what I looked like, I refused to face the truth. 

It was not until much later in life, when I began to realize how much work it was going to take to really see my true self, did I get serious. If I was going to make it to my dream of transgender womanhood, I would have to profoundly change my way of thinking. The first change I made was how my male ego interacted with my appearance the public saw when I went out for the first times. 

The truth of the matter was, if I dressed "down" to blend in with public, I received very little attention, so I started to dress too trashy to please my old male self. What quickly happened was I attracted the wrong type of attention and did not pass well. Or, at all. Back to the cross-dressing drawing board I went time after time until I drove my male ego out to the point where I was successful in blending in with other women in the world. What were the women wearing and when were they wearing it became my motto. The time I spent was worth it when success as a novice transgender woman was becoming mine. 

Suddenly, my visits to the mirror became more and more friendly. I adjusted to the fact I would never be the prettiest woman in the room, but I could rely on other feminine attributes to get by. I began to closely study other women who may not be the most attractive, yet still be popular, fulfilled women. What I did was, I began to concentrate on what my new personality would be as a transgender woman. After all, I had an unique opportunity to start all over again as a human being. My new time was a scarce commodity, and I could not miss my opportunity to do it right. 

I was fortunate in that I already had a women friend who was ready to help me. She had been there all along, just waiting for her turn to lead my life. She was the feminine inner me. It turns out she was a nice person who saw the best in others. When I met her in person, I was excited and knew I was in good hands.

I was in good hands and began to expand my small circle of friends in the world. My wife Liz and I started to go to small and medium sized "Meet Up" groups in Cincinnati where I learned the benefit of a different group of strangers accepting me. None of us knew each other previously, so I was on an even level with them. The great equalizer. 

All of the process was extremely beneficial when it came to meeting myself in person until I became used to it. Perhaps the best part of the entire process was the time I realized I had really expanded myself as a woman, transgender or not.

Transgender Lines

 

My friend Racquel.

During my journey to transgender womanhood, I often went past gender goals without even realizing it. Or, I was too busy living my life, I could not slow down enough to enjoy where I was.

Along the way, I was careful to set goals for myself such as not being satisfied to present successfully in mall and clothing store situations where people were more into my money than gender. What I started to do was go to lunch or an early dinner when I was cross dressed to judge the reactions I was getting. Even though I was not totally successful in my feminine presentation, I was learning. I found employees at restaurants were more apt to accept me when I was pleasant, minded my own business and of course, tipped well. Plus, I was easy to remember and became a protected regular quite easily when I made wise decisions on where I decided to go.

In other words, stay out of the redneck venues so prevalent where I lived in southern Ohio. I learned the hard way in one place I went when I had the police called on me as I tried to use the bathroom. After it happened, I gathered myself and went a short distance up the street to another venue I knew I would be accepted in. I certainly should have seen that line coming up before I tried to step over it. The stubbornness which I carried over into my transgender struggles, served me well as I kept trying to succeed.

At the same time, I had a new set of confidences set in. I encountered a diverse set of acquaintances which I write about often. The give and take I went through as a brand-new trans woman helped me to stabilize who I was searching to be. Before I knew it, there were many new lines I was crossing. Since the groups I was socializing with were very diverse, I needed to confront lingering questions about my sexuality. One group had a man I was getting along with wonderfully and on the other side, I had several lesbians I was getting along with too. Mixed in also, was Racquel, a transwoman who often joined our group, and who to say, any of them really liked me.

It was about this time all the lines I was attempting to cross started to blur. Was I into the man, I liked, the lesbians I liked or even the transgender woman I knew? I knew I had quite a bit to consider so I kept going out and researching to hopefully come to a better understanding of who I was in my new life. 

Finally, I was able to sort it out, or it sorted itself out for me. The man I knew, and Racquel moved away and I was able to maintain my relationship with several lesbians. In essence, my decision was made for me. Choices have consequences and with a little help I made mine. 

All the lines I did not see did not trip me up. I was more flexible than I ever imagined possible, and I made my way into my transgender womanhood. 

What is the End Game?

 

JJ Hart, Woman in Red.

Wow! My journey was a long one to transgender womanhood where I always thought I should be. Nearly fifty years from being a part-time cross dresser to fulltime transgender woman. 

The problem was getting there, because the end game scared me so much. I was in my own gender quicksand and could not seem to get out. I had no dashing cowboy riding up to rescue the damsel in distress. I was on my own. So, I persisted through countless days in front of the mirror or combing through thrift stores searching for just the correct fashion statement.

The more I learned about my feminine self, the more I realized how strong she was and how I needed to protect our relationship. The more I did, the more I began to see the end game could be in sight, if I wanted it bad enough. I knew the possible pain of giving up family, friends, spouses and employment to see the end game in person. The problem was, I was gaining more and more experience in my feminine life and every time I did, I did not want to go back to my unwanted, boring male self but I did. Over and over again until it wrecked my mental health and almost cost me my life. 

Still, I kept my eye on the goals I had set which brought me ever closer to my end game of living life as a transgender woman. Along the path I had set for myself, I still had very real doubts if I could do it. I also found out quickly, just daydreaming my life away about being a woman or cross dressing in front of the mirror was not working anymore. I needed to get out in the public's eye and live to be certain I could do it all if I needed to. 

Spoiler alert, I needed to learn all I could to survive in the very competitive world of women. I thought men were bad, but women brought a whole new intensity of competitiveness to their world with other women. In order to survive in the girls' sandbox, I needed to bring a whole level of intensity myself to keep up because on occasion there was quite a bit of kicking and scratching going on behind my back. Once I adjusted to the new world I was in, I was OK after all the scratches on my back healed. Plus, I always kept in the back of my mind, I needed to be better than the average cisgender woman to survive. Mainly because I had so much more catching up to do and I never wanted to get discovered presenting the least bit as masculine. If I ever did and slipped back into old habits, I would have to work so much harder to regain my place in the world as a trans woman.

As I did, I found I naturally was fitting into my authentic life, I found myself at a crossroads of gender. Most importantly, at the crossroads I could see what my end game was. Since I was increasingly thriving in my transgender womanhood, I saw no reason to go back. When I did, a huge weight was lifted off my shoulders and life was livable again. 

I had found my end game was achievable and when I did, all things were possible.  

And Then he Was Gone

 

JJ Hart at Club Diversity
Columbus, Ohio

It took me nearly a half a century to rid myself of my male self and begin living as my authentic feminine self.

Even though much of my progress towards my gender goal was physical, much was mental also. The physical part I am referring to was the portion of my transition which revolved an intense period of time I went through attempting to judge my appearance in my own personal mirror. I was so into myself, my wife began to call me the pretty, pretty princess and told me I was ignoring what a woman really was. She was right and it took me years of research and struggle to learn what she really meant. 

As I learned, the more my male self-fought me as he did not want to give up any of his life and male privileges he had fought so long to earn. It seemed every small gender victory was hard earned until he was gone.

Perhaps the biggest factor against him was I felt so excited and natural in the new world of transgender womanhood I was creating. Surely, I was still having my ups and downs when I tried out the public when I went out, but the downs were becoming fewer and farther between. Plus, my amount of terror I was still experiencing as a transgender woman was decreasing by the day. I think now, the major reason was I finally made the mental decision to go forth in the world as a woman on my own terms rather than the part time cross dresser I had somehow portrayed myself to be. Some may say I was dealing in semantics, but the thought pattern was a revelation for me. 

As he disappeared, my female self-had no problems filling the void in my life. My long-buried woman self-had no problem putting her past behind her as she stepped out into the bright lights of a new world. I think having no resentment made her a better person people could relate to and like. In fact, I found many new people related to me as a woman than ever before as a man. 

Ironically, after a very slow start to the fifty years of gender discovery I endured, once I seriously started my transition. time went very fast. Perhaps, it was because every night I went out, I was learning so much new on not being just the pretty, pretty princess and finally experiencing what my wife told me about being a woman was all about. Or I was finally given the chance to go behind the feminine gender curtain into a world dominated by women. When I did, I found women ran their own world their own way without the help of men. During the girls' nights out, I was invited to I learned what was important to women and not men. Even along the way, I learned the power of non-verbal communication between women when one night I was warned away from an intoxicated man in a venue I was a regular in by a bartender I knew. With one look, I immediately went the other way away from him and was safe.

Finally, after so much learning and experiencing a new life as a transgender woman, I think my male self-saw the writing on the wall and decided he was done. When he did, a huge weight was lifted from my shoulders. It seemed carrying two people all those years took a toll on me, and I wanted out. 

Burning Gender Bridges

 

Image from Adam Wilson
on UnSplash

During my life, I have always excelled in self-destruction. It seemed, whenever I had succeeded in anything positive, I always tried to tear it down. 

I blame the entire process on two basics, one of which on how I was raised. My parents never accentuated the positive at any time. If I received a "B" in any class, invariably I heard, why didn't I earn an "A" and I was not applying myself properly. The other basic was anything I accomplished as my male self; I did my best to reject. I did not in any way want to accept any success I earned as a male. So, I did my best to burn the gender bridge I created. 

Of course, the more I went down my gender path towards transgender womanhood, the more bridges I needed to burn. Everywhere I looked, the stakes were higher in life. All along I was accumulating more and more success as my unwanted male self which made my decision so much more difficult. Still, I forged on with my torch burning brightly. To hell with the results, I was going to attempt to follow my gender dreams anyway. Finally, I arrived at the point where seemingly I was subconsciously trying to sabotage myself. In many ways, I was desperately attempting to hide my deep dark cross-dressing secret while, on the other hand, I secretly wanted everyone to know I had always wanted to live as my authentic feminine self and did not care what they thought. Still, I needed to be careful as I had deep roots to my male past. Spouses, family and jobs were at stake. So, I tried to be sure of what I was doing before I cut the gender tree down.

Perhaps the most substantial bridge I needed to burn was to my job. I was a very successful restaurant manager in a regional/national casual restaurant chain. The management was very male dominated, and I knew there was no way I could ever transition in the same job. 

I decided to try going to other similar food/bar competitors thinking no one would recognize me. Long story short, I found out the hard way I was recognized as a version of my male self. To make matters worse, I tried to frequent my own operation and was close to being immediately recognized. In doing so, I burnt a major bridge which I don't think my wife ever found out about. It was bad enough when she knew I was breaking the agreement we had for me to never leave the house as a transgender woman.

The new bridge I built when I burnt the old one was when I decided to buy my own restaurant. I figured if I was the owner, no one could tell me what to do. That was true to an extent until one night a very evil former acquaintance met me in the parking lot to tell me my lifestyle was keeping the public away where we operated. I don't know how true what he said was but one way or another, I had burnt all my gender bridges and there was no way I could ever go back. 

When I transitioned and began my life as a transgender woman, I was able to build new strong bridges for the first time in my life. It was like my feminine soul was excellent in her building skills and could not wait for a chance to thrive.

The sad part was/is how much destruction I had to go through just to arrive at where my dream could be born. It turned out the birth was the easiest part of it all, as I set out to live a fulltime new life in my transgender womanhood. I finally had the chance to put my fire out. At least the destructive one.   

Set Up for Success

 

My wife Liz who set me up 
for success. 

As we follow the complex gender path, we are on, there are many ways to set ourselves up for success or failure in the world.

Being the stubborn person I am, I kept making the same mistakes over and over again until I finally righted myself and was able to blend in with the public. Looking back, too many times, I returned home with tears in my eyes after the mirror lied to me about how I looked. I was somehow not setting myself up for success and had to keep going back to my feminine drawing board until I finally began to improve.  

One of the earliest forms of success I discovered was the power of the thrift store. The stores provided me several avenues to improve my novice transgender self. First of all, the stores fit my very limited budget, and I was able to try on or purchase clothes I would normally not. Secondly, I was allowed to shop to my heart's content without any interference from commissioned clerks who were more interested in my money than me. Finally, my third form of success was the entire experience helped me to discover a newfound sense of confidence in myself as a transgender woman. 

Slowly but surely, I was learning how to dress myself properly as a transgender woman without being trashy. When I did so, I stopped all the unwanted attention I was receiving Or, all attention as a woman, was not good attention.

Setting myself up for success in my transgender womanhood meant going to the right venues. I found out the hard way not to go where cis women already knew not to go. I started to stay out of dimly lit streets and parking lots. Even more so, I began to stay out of red-neck venues where I tried to go to for a beer and to watch sports. Sadly, the police were called on me in one of the places and in another, two guys thought it would be cute and necessary to play "Dude Looks Like a Lady" repeatedly on the juke box. I solved the problem by establishing myself in venues which accepted me.  Which did not include the gay bars I did not feel a part of either.

Through it all, as I learned to accept myself as a trans woman, being set up for success was a long process discovered mainly by trial and error. Since I had no real role models to show me the way. Fashion and makeup were only the beginning before I needed to explore communicating with the world as a woman. I discovered very quickly how many women wanted to know what I was doing in their universe. 

Along the way, one thing I needed to learn was to be patient and judge each step carefully since I had so much to lose. Setting myself up for success was so difficult on so many levels. I needed to make sound decisions to make sure I was making the very complex move I was contemplating. I have always viewed a gender transition as one of the most difficult moves a human can undertake.

Sometimes I feel, I took too long to set myself up for success, but I had to be sure I was doing it right.   

Coming Out Day

 

Key Largo Boat Trip

Recently, I have written several times how my daughter rose to the occasion and drove the six plus hours to Atlanta from Ohio to rescue my wife Liz and I when we were stuck after I landed in the hospital and could not finish our bus trip back.

Our plight became increasingly desperate after there were no rental cars available for us to rent for the trip back. 

This is not the first time I have needed to turn to my daughter for help in my life. First and foremost was the time I came out to her as my authentic transgender self. To my surprise, instead of rejecting me, she simply said why was she the last to know. When in fact, she was one of the first family members I had ever tried to explain who I truly was to. She was under the impression her mother, who was/is my first wife knew I was trans. When in fact her mom knew all along, I was a cross dresser but never knew I wanted to pursue our gender issues any further. The only other person my daughter was referring to was my second wife or her stepmother who always rejected any idea of her living with another woman if I transitioned. So, I needed to explain to my kid, she really was the first.

I remember the coming out day so long ago like it was yesterday. Naturally, I was petrified yet secretly excited to tell another person my deepest, darkest secret. I was leading a hidden life all along and never wanted to be male at all. 

Once I blurted out my transgender truth, I felt immediately better. Especially so after I learned of my daughter's enthusiastic and unqualified acceptance of me. She immediately made plans to go shopping with me, which I rejected and then made an appointment for me at her upscale beauty spa for a hair makeover for my birthday. To this day, the appointment she made was one of the most life changing feminine experiences I have ever gone through. Very quickly I learned why cis women everywhere cherish their time with their beauty stylist. 

Now, as my daughter is coming close to finish raising three wonderful kids (including one who is transgender) it seems she is now shifting to care giver mode with several elderly extended family members. Including me of course. I am so fortunate to have Liz to help me also to take most all of the possible burden off of my daughter. 

In the meantime, I can't say enough about how much I appreciate all the help she has given me. I consider myself a very independent person and being a senior transgender woman has put added pressures into my life. This latest bout I fought with Covid has brought me into an increased focus of what is important in my life. My health and the people around me.   

Dream On

 

Image from Darius Bashar
on UnSplash.

Last night I had a dream which may have signaled my subconscious mind has finally caught up with my reality. 

For the longest time, since I transitioned into transgender womanhood over a decade ago, I wondered why my dreams still had me as a man. All the way to people using my dead name with me. I woke up frustrated it was even happening at all. When I was very young, all the way to my teen years, I cherished the nights I could fall asleep and dream of being an attractive girl. Of course, when I woke up, I was very disappointed to learn I was still stuck in my same old male world. 

Years passed by and I proceeded to work very hard to resolve my gender issues but still had the same old male dreams. Who would have thought it would be this difficult to change me completely, including my subconscious dream world. For some reason, last night, the dream switch was flipped. As I said, even to the point of the world using my legal feminine name I changed years ago when I journeyed out of the closet.

Maybe the dream was reflecting all the tension I am feeling on my wife Liz and I's upcoming trip to the Florida Keys. Since it is a bus trip from Ohio, we will be traveling through several states not known for easily providing rest room privileges to transgender women. Not to mention, the possibility of encountering a stray transphobic gender bigot on the bus itself. Liz keeps telling me I am overreacting and just being paranoic. I hope she is right. Maybe last night's dream was a higher power telling me to relax and enjoy the vacation. 

Regardless, I am going to take a ten-day break from writing during our trip. It will be coming up this weekend and will give me a chance to refresh and start all over again when we return back to Ohio. 

During my vacation and beyond, it will be interesting to find out if my dream world has reached the tipping point to my authentic feminine self. Perhaps it is unrealistic of me to think ten plus years of trans womanhood could overcome nearly sixty years of living as a man in my subconscious mind. The whole process isn't the most trying problem I have to conquer. But it would be good if I could. Even in a dream world, I still do not like to be referred to as my old male name or be back living in a male world at all. 

Total erasure of my past is my goal. Although I cannot ignore all work my guy self-put into our life to set me up for success as a transgender woman, it is still a process I feel I need to complete. In the meantime, I know dreaming is a natural part of life. Now I can hopefully relax and look forward to a good night of sleep in my authentic world.  

All Hands on Deck

 

Image from UnSplash

As I progressed farther along my long and difficult gender journey, there were many times where I wished I had company to aid my path.

Even though I often whine and cry concerning the lack of assistance novice cross dressers or transgender women have early on in their progression, the fact remains we need to work our way through it and do the best we can with our fashion and makeup. Until I began to see positive results, I am sure I looked like a clown in drag. Still, I was alone with my thoughts. I am old enough to remember with "Virginia Prince" and her Transvestia publication first came to my attention. It provided me with the first real look at others who shared the same interest in being femininized and looking like a girl. I was mesmerized with more than a few of the cross dressers I saw in the publication. I so badly wanted to be like them.

For years as I worked alone to look more realistic as a cross dresser, I still yearned for feminine help. I thought any cis woman could help me because of their years of practice and interaction with their peers. When I was engaged in college, the opportunity to be dressed from head to toe as a woman by another woman finally came my way. Somehow, I begged my fiancé to do it even though I don't remember now how I did it or was so persuasive. I went all the way by even renting a motel room for all the pre-prep work such as shaving my body I would have to do. 

Once I shaved and dressed, I was excited to undergo the long-awaited makeup process. Since she wore quite a lot of makeup, I was confident she could do a great job. It was finally time for all hands-on deck in my young cross-dressing life. Back in those days, mini skirts and dresses were in vogue so I brought one I found and purchased along with panty hose, heels, and a long blond wig and started the transformation process. To say I was excited would be an understatement. Time flew by as she finished my makeup, and I headed for the mirror. Instead of the beautiful blond I thought I was going to see, I was actually disappointed. I could not see much difference in her efforts from my own. Even still, I acted as if I was really impressed with her expertise when in fact, I was impressed with how much I had learned on my own over the years. 

It took me a long time working with makeup to learn each of us has a blank face to work with and we need to learn the best way to work with it. My fiancé was doing the best she could with the knowledge she learned from her own face, not mine. She was far from being a professional such as the help I finally received from a true makeup pro at a transvestite, transgender mixer I attended years later after I was discharged from the Army. He taught me lessons about my face I had never even considered such as which features to play down and which ones to build up. To this day, I owe him a huge vote of confidence and thanks.

It turned out the opposite happened with my fiancé. Due to knowing my deepest, darkest secret about being a cross dresser, she said I should use it to dodge the draft and stay out of the Vietnam war. There was no way I was going to do that, so we split up shortly before I was to leave for basic training. Actually, it was the best thing which has ever happened to me in my life. The pain it caused immediately would have been nothing like the suffering we would have gone through if we had stayed together.  

Looking back, at my life's work as a transgender woman, for the most part, it has been a solitary experience. Not having a female peer group to interact with and learn from was a problem to be sure but one I learned to work around. The end result was, I needed to be better than the next woman to make it. 

I Never Felt so Alive

Image from JJ Hart

 
One of the main reasons I found my way into transgender womanhood was when I was exploring the lifestyle of a trans woman, I never felt so alive.

It all started when I resolved one night to change my basic mind set from just thinking I was a part time cross dresser all the way to considering changing my mind all-together to I was a woman pretending to be a man, and I was so tired of feeling that way. All of my new thoughts centering on my gender led me to what I came to consider as my second grand gender transition on the night I went out to a venue to blend in with all the other professional women who were getting off of work. The difference was I did not just want to blend in, I wanted to be them. Even though I was petrified of what I was attempting, I made it through and even was accepted by all I encountered. 

The bottom line was I never felt so alive in my life and knew my life had changed forever. The problem was, in those days, I had serious male baggage to deal with. Similar to many of you, I had a spouse, family and good job to think about even though dealing with them as a male was pulling me down. Regardless, I kept on fighting and learning more and more about the femininized life I was considering undertaking. I was naive and thought I had achieved my goal of learning everything I could about living as a woman when I was just starting my path. I put all those years of just thinking my life would be just one of appearance. As my wife kept trying to tell me, I had a long way to go to learn what the life of a woman was all about. She was right, and I resolved myself to find out what she meant. 

Primarily, what I learned was a woman's life was very layered and difficult to experience because finding women who were willing to allow me behind the gender curtain were difficult to find. I was left to learn it all by myself until I reached a certain level of transition. In other words, I needed to pay my gender dues until I earned my path to the girl's sandbox. Often the route was bumpy, rough, and unforgiving but I lived and learned. Even though (as I always mention) I found friends to help me, I needed to basically keep my mouth shut and observe how the world around me was going about their everyday lives behind the gender curtain as women. 

Through it all, I continued to feel more alive than I had ever felt before as a male. I can compare the process to being guided by a searchlight in a gender fog which was my gender dysphoria. Call it gender euphoria or whatever, I could not wait until I could take the next step towards a complete life as a transgender woman. 

Pain

Image from Tony Frost
on UnSplash

Looking back, I don't think I write enough about the pain I felt during my life which was closely related to my gender issues. 

First of all, I was living in a world where nothing was ever as it seemed. Life had wedged me into living a male pattern I never felt a part of, and I could not escape. One of the problems was I was privileged in so many ways and was told constantly about it. After all, I was white, middle classed male child and all I needed to do was find a way to fit in. The pain was considerable when I learned I just couldn't. I did not have a choice, all I really wanted to do was be a girl.

Much later in life, when information began to become more available, my problem began to be known as gender dysphoria. Having a term was good enough but did nothing to relieve my pain. The only cure was to cross dress in front of the mirror and try to imagine how it would be to be a girl. I was successful in blissfully thinking I was headed in the right direction, until I started to head out of my closet and explore the world. When I did, the public took the mirror's place, and I was judged (sometimes very harshly) by an unforgiving world. Unless you happen to be a natural as a transitioning male to female person, perhaps you have been in the same circumstance of having to learn to present well as a woman. At times, the entire journey I was on seemed to be a steep insurmountable path. 

Still, I learned from the days and nights of pain I endured and kept on trying to improve my feminine presentation. My tears finally subsided, and gender euphoria set in. Maybe I could achieve my dreams of transgender womanhood. What I did not realize was how far I still needed to go. No matter how far along I thought I was with my makeup, hair and fashion, there were still hurdles to jump with communication and interaction in the real world as a trans woman. Plus, there was the very painful life I was leading as two genders when I needed to hide what I was doing from my unaccepting second wife. I always considered myself a very honest person, so being dishonest with her about my truth caused me great sorrow and pain but at that point I could not turn back.

Before I knew it, she passed away and a new pain such I had never known set into my life. It seemed I learned again how death was forever, and loneliness would follow. What I did not realize was how life could go full circle if you are fortunate enough to live long enough as I was. Slowly but surely, the fleeting wisdom of age taught me life offered both joy and pain along the way. It just so happened in my life; gender played a very important part. 

Also, life taught me feeling gender dysphoria or pain helped me to appreciate gender euphoria or joy even more. Regardless, I need to point out my gender journey was never easy and required my utmost attention. So, I could survive all of my pain.  

Merry Christmas

Leg Lamp from the "Christmas Story"

 Doesn't seem possible another year has flown by and here I am writing another Christmas Day blog post as the "Yule Log" plays on the television behind my wife Liz and me.

Earlier this morning, I cried tears of sorrow and joy. The sorrow came from remembering the times of my life when my family was strong, and we had festive Christmases. Plus, I am old enough to remember how much fun it was when the downtown was vibrant and glowing with its holiday decorations. Now around here at least, the downtowns have been replaced by sterile decaying malls or outside shopping centers. I even cried when I recalled the life my ex-brother and I shared. 

Now, the tears of joy. Slowly but surely as I began to think about the present, I shed tears when I thought of the love I feel for Liz and how fortunate I am to have someone to love me in a season where so many others, especially in the transgender community just don't. When my brother and his family rejected me during the holiday season over a decade ago, I found a new family with my daughter and Liz. I know I am blessed.

On this Christmas, I also make sure I watch a couple of my favorite classics such as "It's a Wonderful Life" and Ralphie's "The Christmas Story." Ralphie is especially special to me because the time period it represents is roughly the same as mine growing up. The only difference is, instead of the BB Gun Ralphie so desperately wanted, in my case I received the gun but did not get what I wanted, a doll baby. It is poetic justice, I guess.

Regardless, I hope you have a Merry Christmas with blood or chosen family and thanks for joining me!

 

Creative Gender Tensions?

 

Image from Levi Stute
on UnSplash

As I moved along my long and bumpy gender path, seemingly I created many gender tensions which were overblown or not needed at all.

It all started innocently enough when I first caught a glimpse of myself for the first time wearing makeup and a dress in the family's full length hallway mirror. Immediately, I knew I was hooked and could not wait to cross dress again for my own personal pleasure and delight. Sadly, the gender tension began when I could not dress again for a while. All of it sometimes became unbearable when I woke up in the morning not knowing if I wanted to be the boy I had always been, or the girl I was increasingly wanting to be. To say the least, life was very confusing, and I felt I had to be the only person in the world dealing with the same gender issues.

In the pre-internet years (along with social media), I was in the so-called dark ages of information. I had very little in the way of outside information to guide me along or challenge the many new ideas I was considering when it came to my gender life. Everything was out of focus including my sexuality. Did I like girls at all or did I just want to be one. The tension was real but still I kept struggling along trying to be the best male bodied person I could be. 

Then the internet came along and with it, my life was changed forever. Once we could afford a computer, suddenly I found how un-alone I was and how many others there were in the world with similar gender issues to mine. Of course, I was just not content to read about others, I needed to try to interact. I became involved with several early chat rooms which eventually were discovered by my second wife when she learned how to search my browsing history. Even though the great majority of the people I chatted with were not geographically close to me, I found one who was. In fact, he was within fifty miles, so a meeting was certainly possible. That was until my wife found out and an all-new battle broke out over the control of the computer. Until I learned more about erasing my history on the computer, I needed to stay off of it. Which created a new set of gender tensions. 

Living with my tensions became second nature over the years. I followed the same old up and down patterns of being up when I cross dressed, to being down when I was forced back into my male life. I rode the edge of a double-edged sword for years until I finally decided to face the truth about myself and be me. Still, it took me years of careful exploration of my transgender womanhood before I cautiously decided I was on the right path. Once I did, much of my gender tension disappeared and I knew I was making the right move for a change. All that was left was to make the crucial decisions about who I was coming out to and when.  When I did come out, I was met with approval from my daughter and rejection from my brother, so I suppose it could have been better or worse. I still had immediate family when I did it which decreased my tension along with providing me extra confidence in myself, I never had known before. 

By now, perhaps you are wondering where the creative portion of all of this comes in. All the time when I was traveling my gender path to transgender womanhood, there were many chances to zig when I should have zagged, and I ran into problems I needed to get out of. Mostly trying to navigate the problem of expressing my new transgender self while still being involved in a committed relationship. All I can say is somehow I survived and made it to my new life as a trans woman. 

When I did, my tension went away, and I was able to live a life free of gender problems which had plagued me my entire life. The relief was real. 

Transgender Procrastination

 

Image from JJ Hart

During my life, I have developed with an excessive amount of procrastination. Who knows, maybe it started when I put off doing my homework until the last minute. Later on, I began to connect the dots to me pursuing a life as a transgender woman. In other words, why did it take me over a half century to finally decide to leave my male life behind and the confines of my dark gender closet.

The easy answer is I kept putting off what I did not understand or want to face about myself by cross dressing my life away. To be certain, it was a series of stop-gap measures designed to help me survive life at all. When I was able to cross dress in front of the mirror or later at transvestite mixers I attended to see for the first time, others who perhaps shared the same gender views as I did. Ironically, I found I was wrong as I found most of the others at the parties were still a bit (or a lot) different than me. I did not quite fit in with the transsexuals or the cross dressers who were seemingly still stuck with their male selves which they were still attempting to deny. 

Still, I survived and slowly began to carve out my own life on my own terms as a transgender woman. Of course, even then, I still was the mistress of procrastination. Increasingly as I began too seriously explore the world as a transgender woman, I could not procrastinate any further. The result was I needed to merge my conflicting genders the best I could. The holidays proved to be the best time for me to try to do it. 

I have already written about my adventures shopping for my second wife when it came to buying her a matching oak bookcase and my time shopping for the perfect garden accessory. As I have promised in the past, I have not written yet about my times searching the antique malls for the perfect vintage gift for my wife. The added benefit was I could complete my Christmas shopping as a woman.

It just so happens, one of the largest antiques malls in the Midwest where I lived was located in my hometown. It gave me extra time to shop since I did not have to drive far to get there to the mall. I had several favorite things to do once I arrived and made a last second check of my hair and makeup in the car mirror and went on in. The benefit of vintage shopping for my wife was at the same time I could admire myself in one of the many available mirrors of the vintage furniture for sale. 

The furniture was not in my budget but items such as vintage seed boxes were. In fact, during those days, the seed boxes were a hot item for gardeners everywhere, so they were pricey. Still, I persisted until I was lucky to find one from another company, she did not have in my price range. The other benefit of shopping in the antique malls was I could really relax and enjoy the experience. Back then, the feeling of my feminine clothes and the interaction I was having with the public was so new and exciting. Plus, I could not wait to see the look on my wife's face when she opened the gifts I found for her. Back in those days, we had three Christmas gift celebrations. Two with each of our families and one just between ourselves. The giving of gifts between us always came last and always included the gift or gifts she reserved for my feminine self. 

My procrastination always extended to shopping at the last minute. As a trans woman or not. Perhaps I was addicted to the excitement of waiting until the last minute to find and give the perfect gift. All tempered by the fact I was shopping as my true self.

All of the experience added to me not waiting any longer and finally deciding to take a huge weight off my shoulders and do the right thing. Quit trying to live a lie as a man and begin a new life as a transgender woman. Facing my truth led to the end of my gender procrastination. 

The Stare

Summer Image Dining Out
by JJ Hart.

 
Last night, my wife Liz and I went out to eat with her son as an early Christmas gift to him. 

We went to our favorite restaurant, and they were packed with early dinner guests. Since they normally turn their tables quickly, we were not overly concerned about being seated in a timely matter.  I need to mention also, I have never had any problems at the venue with being treated as my authentic feminine self. Last night could have been a little different. But was it really?

The surprise came when we parked and a woman looking out at nearby window was staring at me. Before we even came in the restaurant. I ignored her, and we went on in and were seated. It just so happened we sat near to her where she could continue to look at me. Then the stare down became more serious as again I tried to enjoy my dinner and ignore her. 

Finally, after I glanced her way a final time, she was smiling at me, which could have meant many things. It could have been she spotted me as a transgender woman and was ready to make a scene all the way to she was just being friendly. So, I decided to smile back then go back to my dinner as if nothing happened. It worked. From then on, when I quickly looked back at her, she had obviously lost all her interest in me and was talking to the other woman she was with. I never saw her look at me again.

So, it turned out I won last night's battle, but I know I am a long way from winning my overall transgender war. In an earlier life, I was ravaged by testosterone poisoning which I face to this day. Which means I have to work very hard to obtain any of the passing privilege I may have earned when I was younger. Plus, now, with the added mobility issues I face at the age of seventy-five, it is difficult now to walk at all. Let alone walk like a woman. 

Still, I refuse to accept defeat and walk as far as I can daily, and I will not give into in any stray transphobes I may run into. Who knows, maybe the woman last night was just trying to be friendly.  After the previous disastrous election, maybe I am just paranoid. I know I am fortunate also to have my wife with me most of the time to run some sort of interference for me if I need it. However, I know I need to fight my own battles when and if they arrive. 

Perhaps the biggest test I will have is coming up in a couple weeks when Liz and I embark on a bus trip to the Florida Keys. There will be plenty of tests on my restroom presentation to see how much I have learned over the years. 

I will see how many stares I will receive. 

Trans Girl Shopping

 

Image from Sam Headland on UnSplash.

Many Christmases ago, in the early two thousand's I began to do most of my special gift shopping for my second wife as a transgender woman. Needless to say, I learned a lot. 

My wife was a huge gardener, so greenhouses and specialty garden stores were my first places to go to if I was to ever find the special gift, I was looking for. To find the best selections, I normally made the hour trip to Columbus, Ohio which had bigger greenhouses and even a specialty garden store in one of their upscale malls. Since at that time, I had a reasonable amount of spendable income, almost nothing was out of reach for me as a gift for her. 

Normally, I made the trip during the day and wore professional women's business attire. My hope was I could present well as a woman just on her lunch break shopping for last minute gifts. Even though, I was beginning to feel more and more at home as a woman in the world. Still, I felt I needed to work hard to be able to present the best I could as a transgender woman to avoid detection. Seeing as how I was knocking out two birds with one stone, I needed to do it well. 

I should not have worried because one way or another I was treated warmly by more than a few of the clerks I faced and at the worse with indifference by others. I found the older clerks were more apt to help me and the younger ones left me on my own to shop. Even being left alone was alright with me because I was so intensely trying to find just the right gift for my wife who did not know it was my feminine self-doing almost all her shopping. Along the way, I found all sorts of unique gifts from new garden tools all the way to vintage seed boxes in antique malls. Which is a different story for another blog post which I will write before Christmas. 

Perhaps you are wondering what I wore for these new yet scary shopping adventures I was on. Depending upon which mall I was going to, I attempted to scale up or back on my outfit so I would not appear out of place. At that time, Columbus featured two very upscale malls, and I could not miss out blending in by dressing in my finest silky black pant suit, blond wig, and heels along with my very best application of makeup. All my efforts worked well as nearly everyone ignored me, except a few men. 

Since I was being successful in my transgender womanhood, and I was able to be out in the public's eye for an extended period of time, I decided to push my boundaries and stop to eat and use the lady's room. Both were a challenge for me since I had rarely done it before. I gathered my courage and stepped into one of the sit-down restaurants in the mall and just took a seat at the bar to eat. Sure, I was scared of having any one-on-one communication with the public but on the other hand, I was so successful so far in the day, why not push my luck. 

It turned out all my fears were unfounded as I was treated well in the venue I chose and the only problem I had in the restroom was navigating my way around using the toilet in my pantsuit. I did not think far enough ahead when I chose my outfit for the day and put fashion ahead of rest room utility. Fortunately, I was able to complete my struggles successfully, take care of business and leave the lady's room before anyone else came in. 

I finished the day of trans girl shopping as a very successful experience with the added positives of finding great gifts for my wife. I could not wait to do it again.

NOT for Entertainment Only

 

Image from Alice Alinari
on UnSplash

As I went along my path to transgender womanhood, I found the journey was never a choice and was not for entertainment only.

My journey did not begin that way. Similar to many of you, I started by exploring my mom's underwear drawer and wearing what would fit. All of that was seemingly innocent enough unless I was caught. Then there would undoubtedly be hell to pay, along with a trip to a psychiatrist. Later I would wonder if my mom ever knew because her underwear was stretched out, but she never approached me at all. 

It was all fun and games until it wasn't. Slowly, I learned wearing girls/women's clothes was not for entertainment only. I was becoming increasingly serious about it. For the first time in my life, I was obsessing over how I looked. How was my makeup and very limited access to a wardrobe appearing in the mirror. I even went as far as shaving my legs when I thought I could get away with it. In addition, I did my best to study the other girls around me. I did not know it then, but I probably was wearing makeup before a few of the girls I knew were allowed to do it. At the time when I could not seem to muster the same passion for building the model cars I had and painting them well, makeup was an entirely different challenge and one I could not resist doing my absolute best at doing well. With no help whatsoever. 

I found, for the first time in my life, I was completely serious about doing one thing and it was being a girl. Not just looking like one. It took me years to learn just gazing at my reflection cross dressed as a feminine person was just not enough. I needed more. My problem was early on was having the budget to do anything such as being able to afford having a nice wig. It was not until my college days until I could buy a long blond wig I cherished for years. Spending all the money on one specific fashion accessory proved my passion to look good was not for entertainment only. I was really serious.

Of course, then I really started to step up my gender game. When I was released from my military service, I began to seriously explore the world as the feminine trans woman I was destined to become. As I write about often, my journey was filled with ups and downs and my mental health suffered. Definitely not the way I thought it would be when I looked at myself dressed as a girl in the mirror early in my life. What I never had a chance to consider was I was not a transvestite or cross dresser at all. In fact, I was a transgender woman and needed to accept it. I was never in it for the entertainment and my life depended on a successful outcome. 

What I mean is, I needed to stop all the self-destructive behavior I was exhibiting as I sought to destroy everything successful, I had ever done. Along the way, I had tried to lose jobs, drink too much all the way to trying to kill myself with pills. Never realizing how much I had to live for if only I followed my transgender path far enough. 

I wonder now, if I had realized how difficult my journey would be and not be entertaining would I have ever undertaken it at all. I also realize now, I never had a choice, and my life would have been better had I realized it sooner. I would love to get back just a tiny portion of the stress and tension I lost during my life as I worried about my gender. Outside of a few therapists who tried to help me by telling me the truth about myself, I was on my own. My life was never for entertainment only as I followed a gender path full of turns and dead ends before I discovered my truth in my transgender womanhood. 

Christmas Lights and the Trans Girl

 

Clifton Mill's Holiday Lights.

When I was first exploring the world as a novice transgender woman, I set up a small bucket list of activities I wanted to explore. 

As Christmas approached every year, my second wife and I made it a tradition to explore a wonderful Christmas light display at a restored grist mill near our hometown. The more I was successful in my presentation as a trans woman, the more I wanted to experience the lights as my feminine self. Since I knew my wife would be completely against any idea of us going as women to the display, I knew I would have to do it on my own. If, at all. It got to the point if I could not go as me, I did not care to go at all. So, I changed it all one night. 

To accomplish my dream, first I needed to find the proper time to do it. At the time, my wife worked in retail and was working many nights so all I needed to do was find the night she was working, and I was not. Once I established when I could go, then I needed to make all the important decisions on what I was going to wear. Since I live in a winter climate and would have to spend quite a bit of time outside, many of my fashion choices were easy. 

For the evening, I chose one of my favorites, a warm, and soft sweater, paired up with my fleece lined leggings and low-heeled boots. Suitable for long walks in the cold weather. To really stay warm, I wore my full-length wool coat, and I was ready for what I hoped would be a fun evening. Of course, before I left, I did my makeup and put on my favorite blond wig and headed for the car. I was lucky and weather was on my side. The evening was crystal clear and just cold enough to be winter. 

The Clifton Mill's holiday display is very popular, and I knew parking spaces would not be easy to find so I took my time to find the best one I could. It gave me time to calm down as my expectations of having a fun time were at an all-time high. What differences would there possibly be between experiencing the lights as a guy versus as a transgender woman? Very quickly I was going to find out. 

Since the actual mill is in a very small village, I found several of the other shops were open and selling hot chocolate. I felt buying a warm beverage would help me to see how well I would be accepted the entire evening. As I stood in line to order, no one noticed the tall blond ordering a hot drink and in fact the server was even nice to me. So, I left encouraged and thankfully, a little warmer as I continued my walk to the mill itself. Since the real crowd was ahead of me, my challenge still had not been met. 

Once I paid to enter and went into the mill itself, I began to relax and enjoy myself. No longer was I on high alert for a bigot making fun of me. I was able to enjoy all the lights and attractions better than I ever had before. Most likely because I was finally having the chance to enjoy my time as my authentic self without the constant worry about how it would be to do so. My confidence in myself to present well as a woman came through and all too soon, my time was growing short, and I needed to return to my old boring male life.

However, checking off the Clifton Mill's Christmas display from my transgender woman bucket list was well worth the time and effort I put into it. The next step would be to enjoy it with another person which sadly never happened. Due to my mobility issues and me moving away from the area where the mill is located, my current wife Liz and I have never been back, and my wife back then passed away.

Changing the subject just a bit (or a lot) my Alzheimer's diversity council lunch turned out to be a girl's day out and was fun. It is always nice to be around other gender affirming women as I was the other day. I hope to do it again soon.

Mountain of Hope...Mound of Ash

 

Image from JJ Hart

On occasion when I was following my very long path to transgender womanhood, I did experience enough hope to keep moving forward towards my ultimate goal of living a fulltime feminine life. 

Those were the days I was on top of the world and felt good about my life as a whole. Sadly, too many times my dreams were crushed mainly with me making poor gender decisions. Those were the nights I returned home with tears in my eyes following brutal interactions with the public. I was at the least stared at and at the worst laughed at to my face. Since I had only the mirror to blame for lying to me, I needed to find a better way to improve my presentation as a novice cross dresser or transgender woman. 

Really, the only recourse I had was to keep going out hoping for the best and expecting the worst. Very gradually, out of sheer will power, I did become better at my craft and my confidence grew. I was climbing my mountain of hope and staying there. Sadly, my only mound of ash came when I was discovered by my second wife when I was returning home after a night out. Predictably a massive fight would happen, and feelings would be hurt. It wasn't until years later when I finally had the courage to face my gender truth and finally transition. By that time my wife had passed away and it was a moot point. Following her passing, I found I had another mountain to climb. 

My mountain was one of loneliness. For the first time in over twenty-five years, I was by myself with only my two dogs to take care of. No other person to worry about disappointing with all of my gender adventures. It did not take me long to decide which direction to go with my life. My inner feminine soul was screaming to be let out and for once there was nothing to restrain her. She was my woman, and I was her.  With new enthusiasm, I began to climb again. Sure, there were still setbacks and problems with my new life. A primary example was when I tried to date men and was constantly stood up on potential dates. Fortunately, when I began to be accepted by lesbians, I found I did not need a man to be validated as a woman. 

When I climbed my gender mountain, I began to begin too clearly see what was going on around me. As all the clouds and doubt parted and I could see there was only one path for me to pursue. I finally gave up on my male self, gave away all his clothes, started gender affirming hormones and never looked back. 

When I finally freed myself up to be me, I never had felt better. It was a huge weight lifted off my shoulders which I had carried way too long. Since I am afraid of heights, climbing my gender mountain was never easy but I made it. 

Trans Fun?

 

Holiday Image, JJ Hart author.

Are we having any fun yet as the holidays are upon us? 

Certainly, it is a tough time of the year as transgender women and trans men face the daunting task of facing unapproving families. Too many of us face a lonely existence this holiday month. In many ways, we are uniquely qualified to face the challenge. For those of us who were ravaged by testosterone poisoning and not gifted by natural feminine features, our path is a steep one to finding any acceptance at all in our transgender womanhood. 

In my sense, there was only brief gender euphoria moments during too many instances of rejection by the public. Every now and then, I would have moments of fun when I briefly succeeded at my goal of successfully presenting as a woman. Then, all too often I would ruin it all by not knowing how to move as a woman or more importantly having any idea how to communicate with the public as the person I had always wanted to be. 

Through it all, I did have enough fun, or at least satisfaction to keep moving forward. To be certain, there was a difference between having fun or being satisfied with what I was doing. To be satisfied meant deep down I felt natural when I was pursuing my feminine dreams. To put it another way, there was a flood of water under my gender bridge primarily in the decade after 2007 when my second wife passed away and opened the door to a total transition into transgender womanhood. If I wasn't hanging out with lesbians in their venues, I was finding my way in big sports bars as a regular. Slowly but surely, I learned I still was alone on my gender path, even though I was meeting and learning from a few of the cis women I stayed close to. It was difficult because I had always trained myself to keep everyone else at an arm's length so I would not be hurt. The difference was now I was finally at the level personally where I wanted to be as my authentic self so I could accept new friends.

If I had liked, it or not I had finally reached the bottom-line where I had always wanted to be. When I did, I began too actually relax and enjoy myself. Which means I was having fun, regardless of myself. Perhaps I was fortunate in that my path forward was complex but maybe not as complex as is the norm these days. Social media contacts were just becoming the norm and maybe it meant the tons of trash I needed to sift through to find my wife Liz was destiny and not luck since she actually sought me out online after reading my profile. Then, there was my public persona which I don't necessarily recommend because I was going out to venues as a single transgender woman. Back in those days at least, one did not have to worry about someone else putting date drugs in your drink while you were not looking. 

Looking back, I did have fun during those days and primarily it was because my confidence in my new self was increasing because of the people around me. I could copy what they did as women and do the best I could. Which was better than I had ever done before. I had paid my transition dues and was ready to face the future.