Mother's Day and the Battle for Gender Supremacy

 

Image from Daiga Elaby
on UnSplash.

Before I get started on today’s post, I would like to mention Mother’s Day, and all it means to me. First of all, it gives me the chance to remember all the problems my mom went through to have me. Such as, going through three still born babies before my parents kept trying and had me. Without their determination, I would not be here today. Which is the main reason why I adopted my mom’s first name as my legal name when I changed it years ago.

Plus, even though my mom and I were much alike and fought quite a bit through my youth, I managed to use her as a roll model as I slowly grew into the daughter, she never accepted having. I view her now as a one of kind woman who presented herself to me as an unknowing roll model. Happy Mother’s Day to all of you reading today who may be ciswomen and birthed your own children! We all know how important you are to the world. If your mom is still around, do your best to try to bridge the gender gap. Although I was never able to do it with mine before she passed away years ago.

Now, on to the post for today which has to do with my remaining male gender and how he got in the way of my transfeminine progress in life. I already mentioned the fights I had with my mom as she taught me to fight like she did. Bring anything you could think of to make sure you have at least a decent chance of winning the battle you were in. I think she indirectly taught me valuable lessons about fighting as a girl because I had to resort to being mental and not physical with my fighting.

As it turned out, just the aspect of having fights with other males never materialized much with me as I was growing up. I tried to hide behind liking sports and cars to hide my true love of fashion and makeup to keep the bullies away and for the most part it worked. It also worked when I failed at trying something such as sports, getting beat, and having the chance to run home and soothe my feelings behind one of my favorite dresses and makeup.

This plan was all well and good when I was just dealing with just minor athletic events and became much more serious when it came to activities such as work and life in general. I quickly learned that if I was to be successful, I could not just take my feelings home and cross-dress, I needed to stay there and fight. I needed to push hard to keep my transgender issues at bay and take care of myself. Even though in the background, my feminine self was always waiting to get out and thrive in the world. Sort of like that app on your computer which is always running in the background. Because every situation I faced, I secretly wondered how I would face it as a trans woman. At that point, I needed to face the real possibility that I would just have to experiment with new situations in life from the view that ciswomen do.

That was when I got out of the gay venues I was going to and back into the straight venues I had grown used to going to as a man. Of course, I found the entire process to be extremely terrifying yet natural as I settled down into my new world. A world where I did not have to worry about what my feminine instincts were telling me as I was actively acting upon them. I was free and gender for once was not getting in my way. All I had to worry about was my fear of discovery disrupting my new life.

To my surprise, most of the world around me did not seem to care there was a novice trans woman around them. No one screamed “Hey! That’s a man” when I entered the room and at the worse all I received in response was a few stares. Mostly from women. When I did, I always made sure to stand up straight and try to make eye contact if a could as if to say what is wrong with you? There is nothing wrong with me. As we all know, humans are like sharks in the water who are attracted to blood. When I showed the hard-earned confidence, I gained to project my authentic feminine self, the sharks left me alone. I can’t emphasize enough though the bumps and bruises I took to my ego to find the much-needed confidence to get by.

I did get by and stopped most all my gender battles which helped me to end all the self-destructive behavior I had carried around with me for decades. It certainly took a while for all the emotional scarring to go away and for me to clean up my act. As I always say, it was like a huge weight was lifted off my shoulders when I finally gave in to the transfeminine person I always was meant to be. And I was allowed to continue to fill out my gender workbook as I was socialized in the world of ciswomen by the small group of women friends, I had built around me. I was able to learn a little or a lot from all of them except for one. Which was my biggest issue…

In other words, the biggest boulder on my path to move was getting my male gender out of the way. He was stubborn and hung on to his male privileges as long as he could. All to no avail. I finally had to give up on trying to use all my old male strength to help me and resorted to a more feminine approach of slowly chipping away at portions of the rock. Success led to more success and before I knew it, I had a new exciting path to my future open for me ahead. It was bright, exciting and I never wanted to even think about going back.

 

 

 

 

Life is Too Short to be Ordinary.

 

Image from Frolicsome Fairy
on UnSplash.

I saw this quote on a television show I watch regularly and it resonated as a transgender woman with me. Here is the quote: “Life is too short to be ordinary.”  I immediately thought that a trans woman’s or trans man’s life is anything but ordinary in the world we live in today.

I also thought of a few of the final battles I had with myself before I finally gave in to my feminine desires at the age of sixty and decided to try to enter the transfeminine world permanently. It was never a move I took lightly, which was probably one of the reasons it took me so long to make my final choice to join the girls’ club and leave the good old boys’ club behind.

What I attempted to do was weigh all the good and bad I had accomplished in my long life and use it to make my decision. To be fair, I did have many male experiences which I felt I needed to take into consideration as positives I would have to leave behind if I proceeded with my male to female feminization efforts. The end result was I found that I did not live an ordinary life for several reasons, and one of them was because I spent so much time on the gender path I obsessed about. The others involved just the ordinary life’s challenges that everyone goes through such as maintaining a family, a marriage and trying to be successful in a profession you can tolerate. I kept coming back to my gender issues which set me apart from the great majority of the world, in a good way.

Along the way, I had come to appreciate the difference between the two main binary genders by actually having the chance to live them. It occurred to me that I was having a chance very few humans have the chance to do and I should make the best of it and keep going. At the time, I was spending approximately half of my time in the world as a transgender woman anyhow, so the jump to going fulltime was becoming less and less intimidating to me.

One of the main final factors I needed to consider was how natural I felt living in each gender I was trying to maintain. After hours of thought and contemplation, I came to the realization I had never felt natural as a man. I had to struggle to make any long-lasting friends and it seemed all my accomplishments were for my public persona only. As I always say, I was never a man cross-dressing as a woman. I was a woman cross dressing as a man. From that, I realized I had always felt more comfortable as a feminine person and time was running short for me to grasp the opportunity to change for good. I was sixty at the time and it did not take a genius to realize I had lived more years than I still had to go on this earth.

Finally, it struck my stubborn head that I had been blessed to live everything but an ordinary life and I should follow my natural inclination to stay in a feminine mode. When I did, it was as if I was allowed to take a ton of rocks from my shoulders. As I assumed the life I always should have lived, I began the finishing touches of my new existence by being approved for HRT or gender affirming hormones by a doctor I read about in a local LGBTQ newspaper I saw. My body’s reaction was simple and to the point and I could hear it saying what took you so long as the changes from the hormones were so natural and immediate. In fact, the changes came so fast that I needed to move up my timeline for when I would transition completely away from my old male self.

It does not seem possible that all those gender changes were over fifteen years ago now and my world changed as positively as I ever hoped that it would. The path I took was completely personal and had its share of stop signs and blind curves but somehow, I made it. Probably because my inner self felt it was the only way to go. If working from a male background to being a transfeminine person was the way my path took me, I would gladly go along for the ride. The ride turned out to be uniquely interesting along with being extremely scary when I gave up and lost all my male privilege before I learned the essence of having female privileges.

I was fortunate that I was blessed with a healthy long life. Long enough to see the circle come around from gender darkness to light. So, you could say, my life was long enough to make it interesting and look around all those steep walls and blind curves to see what was on the other side waiting for me.

If the world would let it be, gender is just a human need on a spectrum like so many others and trans people are just trying to live their lives like so many others. And I know gender is much more than a black and white reality to all of us. You can view yourself anywhere from a weekend cross-dresser all the way to a post-op woman and all should be accepted under our complex umbrella of people. It’s just another way we are far from ordinary and difficult for the average person to understand. It is also difficult to explain to a loved one when we do not fully understand what is going on ourselves, which often takes a long time to happen.

Rest assured that even if your life may be different and/or difficult at times, I will be far from ordinary.

Thank you all for your comments, claps and new subscriptions! Without all of you, none of what I try to pass along would be worth it.

 

 

 

My Last Date as a Man

 

JJ Hart in the long black wig
I wore to the concert. 

My last date as a man was very eventful as destiny was sending me a powerful message.

It all began a couple of years after my second wife passed away and I decided to again seek out feminine companionship from a ciswoman. Then I made a mistake and became enamored with the mom of one of my servers at the restaurant I owned. Mom was about my age and extremely attractive and I gathered up the courage to ask her out when I learned she was single. From there we went on several dates including one in her native Cincinnati. I was quite naïve and thought things were going fairly well until my daughter got me two tickets to a “Joe Cocker” concert at an outside summer festival near to where she lived in Dayton, Ohio.

I guess the idea of perhaps meeting my daughter scared her off, because after initially saying yes, a week before the concert she abruptly said no and I wasn’t to call her anymore. By this time in my life, I don’t think anything could surprise or hurt me more than what I was already going through, so I picked up the pieces of this brief ill-fated relationship and prepared myself to move on. But I had one problem, what was I going to do with the other ticket I had for the concert. Then my mind came up with a plan, why not invite my feminine self? It would be yet another test to see how successful my transition was coming along as well as soothing the ego wounds from being turned down by what turned out to be the last date I would ever have as a man with a ciswoman in my life.

At that point, I was very much still in the closet to my daughter, so I planned to pick up the tickets as my male self then go home later and get ready. Getting ready proved to be an adventure as I knew I could put together an upscale/casual outfit for the evening. I ended up choosing a black outfit with a three-quarter sleeve mesh top and wide legged silky black pants with black sandals. Topping it all off, I chose my long black straight-haired wig and sunglasses on my head as an accessory. After carefully applying my makeup, I was ready to take on the world as a transgender woman out to her first concert. I felt good and confident for a change as I left the house for the half hour drive to the concert venue.

Once I arrived, I gathered myself, checked my makeup and took off walking to the concert which was filling up with people fast. Since it was still light outside, I could wear my sunglasses to check out anyone who was staring at me without them knowing. I was relieved when no one noticed the tall, long-haired woman in black making her way through the crowded sidewalk to her seat. I even had enough time to walk up to the concession stand and order me a refreshing drink before the late “Joe Cocker” started his show. By this time in his career, he played his hits and I was happy.

I ended up immensely enjoying the concert. Even more so since I was spending unique public time with my transfeminine self. I walked away from the experience with a new-found confidence in myself to live my life the way I had always dreamed of. In a world where ciswomen ruled. And maybe most importantly, I don’t think I embarrassed myself by the way I looked.

Maybe I was a little too over dramatic when I mentioned destiny setting in that night, but it did because never again did I set out to date a ciswoman as my male self and go through all the dating contortions I hated so much. I don’t know why but I always had felt so much more at ease when I was dealing with women as a trans woman and I never looked back.

My last date as a man was uneventful because it never happened it seemed for a reason. In the future I was able to have much better times going to places such as roller derbies with my lesbian friends where I could relax and have fun. Something I rarely did when I was trying to date as a man.

 

 

The Last Line of Defense

 

Image from Gayatri Malthroa 
on UnSplash.

Throughout nearly half of a century, my male self-fought the complete transition I made into a feminine lifestyle.

During that extended period of time, I think I tried everything possible to convince myself that I was wrong to want to play in the girls’ sandbox at all. As I mentioned in yesterday’s post, I “purged” many times of my feminine belongings. Leaving me with nothing but my most cherished pieces of girl’s/woman’s clothing and makeup. The makeup was easy because I knew I could always buy more. Perhaps the most precious items I never threw away were the nice wigs I was able to buy and the silicone breast forms which ironically were given to me by a fellow cross dresser who was purging also. Deep down inside, I knew I would need the wigs and breast forms again when my urge to cross-dress returned. As my own personal history told me it would.

It turned out that purging was not my last defense, no matter how hard I tried. In fact, the more I tried not to be feminine in any way shape or form, it seemed I slipped closer and closer to it. Especially when I learned I could dress to blend with most of the ciswomen around me. It was then I learned how natural I felt when I began to get it right and could feel all the gender euphoria I could feel.

What I did continually feel was my masculinity slipping away and I only used it on occasions with my wife in mixed company and when I was working in a high-pressure environment. For years, when I was out in the world experimenting living a new life, I felt as if I was sliding down a steep hill towards a transgender cliff which I had no idea of how I would be able to land.

In all fairness to my second wife, she never opposed me cross-dressing and knew about it when we got married. But on the other hand, completely opposed any idea of me becoming a transfeminine person. Between her and my male self, they made formidable opponents in my life when I thought about living as a trans woman. What made it all worse was when my wife kept saying she did not want to live with another woman and did not agree to that when we got married and I had to agree with her. Putting me in a very difficult situation in my life. I escaped the best I could by sneaking out of the house behind her back at any given time I found to test the world time and again to see if I would be allowed to go back behind the gender curtain. Which in many ways, represented escaping the last defense to staying in the male world I had.

Of course, my wife found out on numerous occasions what I was doing as a trans woman and resisted all my progress. When she did, we had giant battles which she normally won and I tried the therapy route to help me with my gender issues. Therapy helped me in many ways in my life but not so much with my deep-seated gender issues. I was expecting too much when one therapist told me if I thought our sessions would ever relieve my tensions, I would be wrong until I was able to make the final decision on if I was able to be a woman or not. At that point, I had two of the most far-reaching quotes that I ignored which were told to me. One of which was the time I was told I was the only one who could decide my gender future and the second was when my wife told me to go ahead and be man enough to be a woman. I was so sure I could do it my way and it cost me dearly. Especially, in terms of my overall mental health when juggling two genders and two lives at once became too much to handle. I did not know if I was coming or going on which day it was on how I was expected to act.

As many of you know, my second wife tragically died of a massive heart attack, leaving me with only my male self to do gender battle with. His last defenses deteriorated quickly as I became deeply unhappy and lonely and took solace in my inner female self for comfort. She stepped up big time, and very soon when I was not working nights, I was in one of my regular drinking venues seeking company. That was when I discovered I had more in common with the lesbians I met than with any man. Since most of them rejected me anyhow for leaving the good old boys club. I was able to say good riddance and go forward in my life into a world I never thought possible could ever be a part of. I had never really got along well with men in my life, and it turned out nothing had really changed. Except the way I was exploring the world. Finally, as my true self. As I was finding me after all those years of searching.

The last defense my male self-had was when my third wife Liz and only daughter came to my rescue with unwavering support for my final dive off the steep gender cliff. They made the landing very soft, and even easy. More precisely, Liz made me a believer in myself again and my daughter gave me support I needed from what blood family I had left since my brother rejected me, and my parents had long since passed away. Add in the couple of lesbians I always socialized with and I had all the support I needed to succeed in where I had dreamed of going and being accepted behind the gender curtain.

By far, I would be remiss if I did not mention the power of HRT or gender affirming hormones in removing any of the final defenses my male self-had going for him. I could not believe how fast the hormones acted as my body began to change, inside and out. It would take a whole post to describe all the impacts the hormones made to me. In fact, I have my annual appointment with my endocrinologist coming up this week, and with it, the chance to get refills on my hormonal patches.

Maybe I can thank her then for helping me to win my battle with my male self. Since I receive my HRT meds through the Veterans Administration, I always hope nothing changes from the top down with my ability to keep receiving a huge part of what makes me whole. I worked too long to get here.

Thanks again for joining me on my journey and I hope my experiences help you too.

Any comments, claps or subscriptions are welcome and make my work so worthwhile!

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

No Laughing Matter

 

Image from Priscilla Du Preeze
on UnSplash. 

I am always amused when someone thinks I had a choice to follow my transgender path. Obviously, they were not there for all the trials and tribulations I had and the extreme harassment I received as I came out into the world. All the times I hurried home crying when I was stared at or glared at by the public before I was able to improve my feminine presentation to the point where I could blend in.

I did all I could to improve my testosterone damaged body by going on a crash diet and did my best to improve my skin by using moisturizers everyday after I shaved before I went to work. Why would I attempt all of that if I thought crossing the gender border was just a choice I could make. The farther I went, the more I had to do to improve. Mainly because it felt like it was the right thing to do.

Perhaps the most important sacrifice I needed to be prepared to make was losing my white male entitlements or male privileges. Even though I did not respect the growing rights that I had obtained through hard work as a male, I needed to keep in mind continually I did not really want them anyhow and there were better days ahead if I ever had achieved my dream of living as a transgender woman fulltime.

Through it all though, I wondered why all this gender turmoil was happening to me. Often when the poor, poor pitiful me aspect of my life was at it’s worse, I would “man-up” and purge myself of most of my feminine belongings. As most of us know, purging does not work for any length of time. All it did for me was make me go out and buy more makeup, clothes and shoes to express my femininity again. A total waste of money, but at least I always tried to build back better following every purge I tried. Finally, I looked back at purging as just another rite of passage I needed to through as I followed along my gender path to success, and I was able to put my transgender victim mentality behind me.

As I grew older and set in my cross-dressing ways, I knew increasingly I had no choice in how I lived my life. I was rapidly going through yet another gender transition from just having a so-called hobby into being a transgender woman. I was doing more than just shopping for more and more clothes and was trying out new ways to experience the world the way ciswomen do. I started doing a portion of the grocery shopping successfully as the new transfeminine me all the way to starting to do all my Christmas shopping in unique situations also. Just to see if I could.

At that point, the things I needed to go through to survive in life became increasingly evident to me. I would need to express myself as a woman and I had no choice but to do it. I also knew the risk I was taking when I thought about losing the male life, I had worked so hard and long to be successful at. What would my daughter think of her new dad was one of the few variables as I knew I would lose my long-term marriage and great job that I had. I needed to know beyond a shadow of a doubt I was doing the right thing, and I truly had no choice but to stay on the course I was on. This is where my transgender humor comes in. Why would anyone ever put themselves through such a life full of turmoil if they ever had a choice. Or, when just putting on a dress becomes so much more than a fun experience, where do you go then?

It is no secret where I went and I had the chance to experience so much more in my life because it is exceedingly rare when a human gets the chance to experience both sides of the binary gender spectrum. The problem is we transgender women and transgender men don’t have a chance to enjoy the trip because of the pressure we put on ourselves to perform behind the gender curtain we chose. If we are not doing it to ourselves, the pressure is certainly on from the public to do it too. Especially these days with the charged anti-transgender political attitude we are seeing from the orange menace in Washington DC, and in many states such as my own native Ohio.

If we can ever get the public at large to understand we trans people never had a choice on the life’s direction we ultimately took, we would come out so much further ahead. Sadly, the path to get there does not seem to be getting any closer for many of us as the things we have to go through just keep on coming. I know for those of you who are still on your transition path or even consider it, it is a major step to take. Hopefully on the way, you can take the time to stop for a moment and enjoy how far you have come. I always thought if it does not kill me, it will just make me stronger would help me along. And on a lesser scale, the old sticks and stones may break my bones, but words can never hurt me saying really applied to me also.

When you are on your path long enough to realize there is no turning back, you will also know you had no choice but to keep going towards your goal. It was never easy, but so worthwhile as you navigated the final blind curves, potholes and stop signs. At the least, you will know you lived a life where you had a choice and made the most of it.

Plus, certainly it was no laughing matter. 

As always, thank you for reading along with my experiences. Any comments, extra claps or subscriptions are welcome!

 

 

 

 

In Praise of Femme Lesbians

 

Image from Alexander Krivitsky
on UnSplash.

Back in the day, femme lesbians were known as “lipstick lesbians” and were usually in heavy demand from butch and super butch women in the community.

As I write this post, it brings back many unique and even pleasant memories for me. Why? It is because during that time in my life, I was desperately seeking where I fit in on the gender spectrum. As I drifted from point A to point B, I discovered the only place I really fit in was with the lesbian community. If I could only be accepted which was far from a given.

It all started with me when I was going to several mixed, male and female gay venues in Columbus, Ohio years ago. One night I was in a very crowded venue trying to get drink when I very butch lesbian offered to buy one for me. It was the first time I felt as if I was in the right place at the right time and someone appreciated me for who I was. It all started me on a path I still am on to this day with my third wife Liz who identifies as a lesbian. She was the one person and only one who had told me she never saw in male in me, but I am getting ahead in my experiences on how I arrived here.

It all basically started seriously when I started to go regularly to two small lesbian venues in Dayton, Ohio. One I was accepted in and one I was not. The one I was not accepted in showed their dislike for me in many ways, including shutting off the juke box when I played Shania Twain’s “I Feel Like a Woman”. No sense of humor at all! The other venue was the total opposite, and I even discovered I knew one of the bartenders from my male life. It was there that I had many exciting adventures into a terrifying world I did not know much about except when I was drawn to it and it was drawn to me. Going all the way back to one of the many diverse parties I went to in Columbus, Ohio when I hit it off with another woman and we took off and visited a very popular gay night spot called “Wall Street”. Since I was still married at the time, nothing happened except again I learned where I really belonged on the gender spectrum.

Through most of it, I was playing the odds, I could explore the world as a femme lesbian and still get home and cleaned up before my wife did. One night in particular was rough when a butch in a cowboy hat demanded that I sing karaoke with her, make no mistake that I am a terrible singer and wanted nothing to do with her but she was convincing and I thought of the only song that I knew to sing to was “David Allan Coe’s You have Never Even Called me By My Name.” And here I was sharing a microphone in my blond wig and tight jeans with a butch in a cowboy hat doing my best to let her do most of the singing. By the way, “David Allan Coe” just passed away recently in his eighties, and after I was done singing, I got the hell out of there when the butch said my voice was lower than hers and I never saw her again.

Other than my brief singing career, I had many more interactions with lesbian women and even my first time I was asked out to dinner came at the request of a super butch who went on to transition completely to a transgender man. Even though I was scared to death, I still managed to have a good time which set me up for future successes when I went to lesbian mixers with my friends. They were shy but I was not and ended up in several interesting situations when one woman said she should buy me a drink and take me home with her (I got the drink but did not go home with her) and the night I was caught kissing a strange woman by the pool table in a venue we were in.

Perhaps, other than the karaoke experience, the evening I was asked by my friend to be her “wing person” and approach another woman about getting her phone number for my friend. I never got that phone number, but I did get a once-in-a-lifetime experience to remember.

Being accepted the way I was by other women saved me from having to consider my sexuality at all. In fact, I was enjoying much more attention as a transgender woman than I ever had as a man when it came to other ciswomen. I think it was because I represented an alternative to many lesbian women who had experienced men in their past and did not identify as “Gold Star” women. Gold Star lesbians identify as women who have never been with a man sexually. To all the ones that did not wear their “stars” proudly, I represented a unique gender middle ground. It helped me too, when the ciswomen I encountered did not have the same sexual hangups that most men seem to carry around with them along with their fragile egos.

Maybe the best part was that I did not have any problems fitting in with my image as a lipstick or femme lesbians and was well aware of all they had in the LGBTQ community to make societal inroads which we always desperately needed. I desperately needed it too as I searched for where I belonged in life. All along I was a femme lesbian hidden behind layers of masculinity waiting to get out and enjoy the world. It was quite the coming out process for me. As I learned I could validate myself as a person without the help of a man which was exceedingly difficult for me to do sexually or mentally. Thanks to all the women I met, I never had to do it.

 

 

Connecting the Gender Dots

 

Image from Beya Yurtzkuran'
on UnSplash. 

Connecting all the dots in a life when you have gender issues is never easy.

Especially so when your life’s workbook is completely blank and you have nowhere to go but to struggle. The great majority of transgender women and transgender men grew up with unapproving parents and/or no peer group pressure to shape our gender youth and help us along. At the best, the closest dots we were trying to connect were fuzzy and far away.

On the other hand, with me, my male dots were always crystal clear and easy to at least try to connect. If I was successful on a sports team, I would connect an easy dot is a great example. But if I was cross-dressing as a girl in front of the mirror, I was always confused on how I should act or feel. The only certainty I had was I knew I wanted to feel pretty.

As I progressed through life’s lessons, I learned the impact of achieving the connecting of my feminine dots while at the same time, leaving my male ones behind. Sacrifice became the ultimate name of the game. Especially when my second (out of three wives) kept calling me selfish for my complete pursuit to begin to leave my male past behind and live as a complete transfeminine person. What made matters worse was the fact that my gender dots on both sides of the spectrum were becoming clearer. I was becoming more successful as a father and as a provider as I advanced in my chosen profession, but at the same time, I became better and better at presenting myself as a convincing woman. For the longest time, my dots formed a parallel path. Heading ultimately for a collision.

I was stubborn and tried to separate the dots I was connecting until it affected my mental health so badly I could do it no longer. I was like a juggler trying to balance the two main binary genders as fast as I could and it nearly cost me my life. I was finding it harder than ever to separate my old unwanted male self from my new exciting yet terrifying new feminine self when one side began to bleed into the other. For example, when I was in a company meeting full of men, I would daydream how it would be if I was there as the only woman. Before reality would slap me down and back into the present.

Finally, I could take it no longer, and I began to give up on connecting any more of my male dots at all. I figured if I connected any more dots, it would just create more baggage I would have to deal with when I male to female transitioned. Mentally, I began to make contingency plans on what to do when I could ever connect my female dots and live out my dream. It is when I began to kick my experimentation portion of my life into high gear. I wanted to make certain as little as possible would be standing in my way as I moved forward in life. I needed to deal with the possibility I would lose contact with my wife and family then figure out what I would do to support myself financially. I was fortunate when my daughter stuck around to support me when my only remaining blood relative (brother) did not and I was old enough to support myself on an early social security retirement I earned and selling collectables my second wife who tragically passed away, and I collected over the years. So, I had connected all my obvious dots fairly well.

From there, the most challenging aspect of life I needed to face was the actual one on one daily living a trans woman has to take on. Learning the lessons a ciswoman is raised to know as she transitions from a female to a woman. Such as the shifting from white male privileges to the female privileges that I had only had the chance to dream about and not know because I had never been allowed behind the gender curtain. Once I was allowed behind the curtain, many aspects I never fully realized ciswomen actually go through became a reality to me. I was connecting my dots and maturing into the transgender woman I always dreamed of becoming. All my misconceptions about just achieving the appearance aspect of femininization faded away as I learned there was so much more to me than just trying my best to have an attractive face. It was quite the shallow existence for me as I needed to develop myself into a quality new human being that the world reacted to on a everyday basis.

As it turned out, HRT or gender affirming hormones took final care of the attractive part of my being as I went from being attractive to being the real me. Because the hormones softened my skin and facial lines and helped me to grow breasts, hips and hair. Like I said, all of which were the real me just waiting all this time for the changes to happen.

All the dots I connected were in a big circle. I went from a young boy for the first time being amazed at what he saw in the mirror (and wondering what was next), all the way to being able years later to being able to find the real me and live out my goal of crossing the gender border into a transfeminine world. I could not wait to give away all my male clothes; enjoy the new hormones I was on and live a new life. I was even able to take vacations with my third wife Liz to places I had never been before. All as my new self.

I can’t say connecting all my dots was ever fun and at times very scary, but they were always with me as I lived my life. At my advanced age of seventy-six, I am fortunate that I had the chance to find the real me before it was time for me to connect the final dot and step into the next dimension.

 

 

 

 

 

 

 

I've Got Someone for That

 

JJ Hart on Left, wife Liz on Right. 

Maybe you have seen the commercial on television where a group of men seemingly have an answer for a friend who can solve a certain problem. To a point, then they are all stumped on what to do.

I saw the commercial again this morning and applied it to my path to living a transgender existence. My basic idea was, I did not ever have someone to provide guidance in all my gender issues. In the pre-internet days, which I write about often, I needed to rely on publications such as “Transvestia” or “Tapestry” for any real information on having someone to help me understand what I was going through in my life. I was overjoyed for awhile when the magazines helped lead me to actually meeting in person others at cross-dresser-transgender mixers which were close enough to me so I could attend. Surely, (don’t call me Shirley my name was Karen back in those days) I could meet someone there who I could explain my gender issues to and feel as if I had someone to confide in and help me.

In reality, even after I went to the social mixers, I still did not come away with feeling like I had someone to be my friend. No matter how you defined what the publications called me. A transvestite or a cross-dresser, I just knew I was different and still belonged in the group of men in the commercial who were stumped on what to do. That defined the new groups I was meeting for the first time.

Since I could not find a friend at the mixers, I withdrew into myself and did the best I could cross-dressing and dreaming of a better day in front of the mirror. I was stubborn and kept on attending socials until I began to be invited to smaller parties at a house in nearby Columbus, Ohio. The parties were very diverse, and I learned a lot from the others around me and even developed acquaintances who shared my gender path. Or so I thought because a few of them took a sharp curve away from me and went as far as having gender realignment surgery. Back in those days when you took such a radical step, you were expected to leave your past totally behind and start all over again and I started to drift away from them. Very soon I was stumped again and very confused on where I was going as a transfeminine person.

The only thing I knew for certain was my sexuality did not change when I entered my feminine world. I even was attracted to the very few lesbians who were attending the parties I was going to, and often we would briefly leave to visit other lesbian friendly venues in Columbus. At least it was one small feeling I knew I could count on.

Through it all, I did have someone who was my second wife. On many of the party nights, she would accompany me which sometimes was bad and sometimes it was good. She was the one who saved me from being trapped in a small hallway by a huge admirer one night, which was good, and other nights her presence hindered my ability to expand and test my feminine personality. Sadly, I learned more about myself when she was not around as I considered her my best friend most of the time. She was not the person I needed all the time though, which created huge problems in our long-term relationship. She always knew I was a cross-dresser but drew the line if I drifted towards any of the transgender women at the party.   

At that point, I did feel like I did have someone who understood what I was going through at the party but had the feelings rejected at home. The worst part of the whole thing was, I had gone too far with my transfeminine experimentations to ever turn back but I tried to have the best of both worlds. Save my marriage on one hand and live a part time life as a trans woman on the other. I still carry the guilt coming from the number of times I broke my promise to my wife and left the house dressed when she was at work. I have always described it as cheating on her, with myself.

One way or another, I was gaining confidence in my feminine self to continue to build a new life which felt so natural because for a change I had someone to lean on. For those of you who don’t know, my second wife passed away suddenly from a massive heart attack leaving me with a huge hole in my life along with a truck load of guilt which I could never make up for.

In her sudden absence, I fell back on the only person I knew who could help me as I decided to end my male life for good and live out the remainder of my life as a trans woman. It turned out all the labor of love I put into my femininized life came back to help me because I had all the hard work of refining my presentation behind me. I had a working knowledge of what to do to survive in the world of alpha ciswomen. I just had to refine my new life to a point where I could thrive with new friends. When I had reached new milestones in my life such as HRT hormonal changes, I was met with welcome to our world and knowing smiles rather than masculine scowls and glares. I loved my new life.

The only problem I had was I took too long to transition across the male to female gender border. It turned out I had someone all along to help me if I ever gave her the chance. I was stuck in the good old boys’ male privilege club way too long and it was hard to give up. Once I found someone like my wife Liz to point out the obvious to me, I knew for sure I had that special someone and I could live an authentic life as a transgender woman.

 

I Got Scammed

 

Image from Markus Winkler
on UnSplash.

Years ago, I discovered I was scammed when I attempted to climb my gender path towards my dream goal of living completely as a transgender woman.

My first mistake was believing what I saw in the mirror when I was cross-dressed as a girl was a true indication of what I really looked like. The mirror was more than capable of lying to me by telling me I looked attractive, when I really looked like a circus clown in drag. It wasn’t until I began to go out in public as a feminine person, did I find out the brutal truth of how far I still had to go to present well as a novice cross dresser in public. Rather than create attention to the way I looked, I needed to blend in with the average ciswomen around me and just get by.  I was scamming myself to think otherwise.

Sadly. The scamming continued unabated until I woke up to the true world around me. My life was restricted by outdated thoughts I carried through from my still very active male self who thought dressing sexily was the way to go. The only good thing that happened during this part of my life was that I went through my cross-dresser “adolescence” fairly quickly and began to attempt to dress my testosterone poisoned body the best I could to hide my flaws. I was aided by fashion styles back then which favored miniskirts, bare legs, opaque stockings with oversized sweaters. I was even able to continue a version of the fashion basics when I changed into a bohemian style denim mini along with a flowing loose top to hide my oversize male torso. For once, fashion trends were playing in the right direction for me and my scamming decreased from my male self and the public.

At that point, I shifted my emphasis on where I was going when I was learning the world for the first time.  Initially I chose more malls and safe places such as coffee shops and bookstores until I got bored and chose other venues to go to at night when I began to sneak out of the house when my wife was working. At first, I was satisfied with going to a few male gay venues in downtown Dayton, Ohio. Even though I did not like the overall atmosphere of the places, I kept going because I thought they were safe. That was until I was stopped on a sidewalk outside one night by two men looking for a handout and I was lucky I still had a five-dollar bill to give them, so they left me unharmed. I learned a valuable lesson that all ciswomen knew which was to always be careful of your surroundings and I never went back there again unless I had friends with me.

I also felt I was scamming myself and wasting my hard-earned money by going to gay venues at all. Lesbian bars for the most part were fun for me for a number of reasons. Including the attention, I would receive on occasion from a few of the other patrons. Male gay bars however just treated me like any other drag queen which I hated. I even had a hard time being served which drove me away. It was then; I decided to stop being scammed and take my business to straight sports bars where I knew I could enjoy the atmosphere if only I could be accepted.

I was surprised how quickly I was accepted at venues I used to frequent as a man, and I felt comfortable in. The difference in venues was in the straight sports bars, other women wanted to actually talk to me. Which opened up a whole new world of possibly being scammed by ciswomen and their passive aggressive behaviors. I don’t want to recall how many times I went home with claw marks on my back after I assumed another woman’s smile actually meant she was being friendly with me. That scam became old quickly and I learned to be careful in the world in a whole different way.

The biggest scam of all came when I learned I was not a man cross-dressing as a woman, I was a woman cross-dressing as a man to get by in a life she never wanted. If I had only learned that earlier in life how much easier I could have made it on myself. No such luck, as I was destined to be scammed by a world and my male self into thinking I was doing the right thing by fighting hard to keep my manhood. These days, I am older and wiser when it comes to scamming myself and have accepted the transgender truth, I always denied myself.

As I wrote in a recent post, I would not recommend the path I took towards achieving my dream because the world has changed since I did it. Harsh anti-transgender politicians have made it harder to come out in the world as well as making it harder for some of us to exist at all. (Like in my native Ohio). Hopefully though, the younger generations seem to be resistant and blind to the bigotry of their elders and there is hope for the future. That was, none of us will have to worry as much about scamming ourselves or each other about who we truly are. Just people who have been around forever and are trying to live a basic, honest life.

One way or another, the path we have chosen as transgender women and transgender men is much more difficult than the average person next door. And I can add scammers along with stop signs, blind curves and steep hills on our route to finally discover who we are with the opportunity to live it. It just makes it worse when we learn the person who was our main scammer was ourselves.

As always, thanks for joining me in my journey. Any comments, claps or subscriptions are always welcome!

 

I Had to do Something Right

 

Image from Mark Farias on Unsplash 

In my dark days of confusing cross-dressing, I vaguely knew I was doing something right. Or at least I thought so because I could not wait to try it again.

Looking back, it was the brief moments of gender euphoria which clouded all my doubts about my gender and kept me going. Even through the nights when I was the laughingstock of teen girls in malls, a little voice kept telling me to keep going and eventually I would improve my overall feminine presentation so that I would blend in and not get noticed. Along the way, I even needed to lower the expectations I was putting on myself to keep going. I was never going to be the most attractive woman in the room, but at least I could still be like most ciswomen I saw and live a decent life. Even though I started to feel this way, I never gave up the idea I could do better with my makeup, fashion and hair so I could survive. Simply because I was enjoying the experience so much.

Later on in my life, doing something right extended to my interaction with the world as a novice transgender woman. I was surprised when I attracted more attention from ciswomen than men and just thought they were curious about me and were welcoming me into their worlds, while men were just the opposite. Most resented the fact I was leaving all of the male privilege behind (along with the good old boys’ club) and moving to the other side of the gender border. I did not care because my need for companionship was being satisfied and I had always gotten along with women easier than men most of my life. Increasingly I found I never wanted to go back to the male life I was attached to by a spouse, family, friends and jobs. It seemed the longer I waited, the more male baggage I was building up when I really did not want to.

The next problem I ran into was the impostor syndrome I was feeling. Specifically on the girls’ nights outs I was invited to. It never failed that right in the middle of me enjoying the evening, I had suspicions sneaking up on me that I did not belong there at all. I was an impostor in a scene made up of women who had worked their entire life to get there. It took me awhile to come to the conclusion that I had worked my entire life also to make it to my own version of womanhood, and I deserved as much as the next woman to be attending. Fortunately, I received very little negative feedback from other women attending the get-together, so I did not have to face my impostor syndrome at all. I was doing something right for a change to even be invited to such special women only events.

I was able to take my experiences with girls’ nights out to my everyday life primarily because it built my confidence as a transfeminine person so much. With my newfound feelings, I worked even harder on my makeup, fashion and hair to appear more feminine than ever before. Primarily, I learned the power of contouring and colors on my face from professional makeup artists I met at the cross dresser-transgender social mixers I went to. One in particular, took the time to explain what he was doing in terms I could understand and repeat on my own. It was a powerful experience when I had to set my makeup ego aside and learn better results from a professional. From that point on I worked on taking weight off, so I had a better opportunity to find and buy more fashions that flattered my male figure at the many thrifts stores I frequented. When I arrived at that point, the problem then became getting out of the mirror and started putting my new improved feminine self into motion in the world. It proved to be the most difficult part of me doing something right.

Suddenly I had to consider how I was moving as I tried to mimic the unique way ciswomen move and put all my male linebacker moves behind me along with the scowl on my face I was used to wearing as my male defense mechanism. And the most difficult issue of all was learning to communicate one on one as a woman. I knew with certainty I would have issues with my communication, but not to the point that I did. I even went to the extent of taking vocal classes to improve my feminine basics and be able to talk easier in the world with women and men. It just made sense to do if I was continuing to do something right.

It turned out, the more I did right and received positive feedback, the more I wanted to do to refine my feminine approach as a transgender woman. Because I always had the belief, I needed to be better than the average ciswoman to just survive behind the gender curtain. When I was just trying to do something right, on occasion I paused to reflect on how far I had come along my gender path to arrive where I was. I did remember that scared little boy dressed in his mom’s clothes in front of the family’s hallway mirror, wondering what was next. For the most part, back in those days, there was very little to let the young boy know he was doing anything right.

Somehow, I survived all the negative feedback and impostor syndrome problems and continued forward to a better world. One I wanted to be in and dreamed of my entire life. As I love to say, as with any woman, I needed to socialize myself into the world. Being born female does not automatically make you a woman, you must learn to be one. The same was true for me. I just took a radically different path to earn my womanhood. I needed to do many things right to arrive at my dream.

 

 

 

 

My Gender Woes were Always Pending

 

Image by Samual Regan Asante
on Unsplash. 

From the earliest days of my life, my gender always seemed to be “pending” as the bank likes to call my most recent on-line deposit.

In my cross-dressing days, when I could afford it, I jumped daily into different wigs, clothes and makeup styles. I was desperate to find the next best thing which would help my feminine presentation along and I was always waiting for the public to acknowledge me. Positive or not, I was always pending their approval in my life.

Along the way, I did get better with my looks and became better at blending in with the ciswomen in the society around me. But I never lost my desire for approval. It became key to my survival as a novice transgender woman, long before I discovered there would be so much more if I ever wanted to slip behind the gender curtain and live my dream life. By then, I was lapsing back into my brainwashed family idea that nothing was ever good enough which carried over to my male to female femininization activities. My confidence was so low, and fragile that the smallest negative comment would send me back to my cross-dressing drawing board as I wondered if I would ever make it.

At that time, I survived in my world by listening to a little voice in my head which was telling me all this turmoil was pending if I just stayed on my path. To do so meant negotiating many blind curves, bumps, and stop signs along the way. Before I knew it, my path was littered with failed fashion choices, wigs and drag style makeup. I needed to choose wisely what I would need to keep before I attempted to move on.

One of the most dramatic pending issues I had was when I made the jump from gay to straight venues. When I did it, I had no idea if I could, so I had to gather the confidence to do it. I needed to be better at blending my style so I would fit in but not too flamboyant to attract unneeded attention as a single woman by herself in a bar. I became very good at using my cell phone as a prop to act like I was saving a seat in the venue for a friend. Among other things I was doing to present and blend in as a transgender woman. I was not concerned so much about being read as trans but was concerned about not being a distraction. Even though I became successful and was able to become a regular at a couple venues, my relaxation was always pending as I needed to stay on guard for any crazy reactions to my being there at all.

The whole process helped me to heighten my senses to where ciswomen normally operate on a daily basis. Since I was primarily dealing women in my new life, it was key that I was able to read my gender cues correctly because the cues were coming from a different angle than they ever were when I was a man. Women primarily were curious what I was doing in their world and was I projecting an honest view of myself. When I passed their tests, I was allowed in to play in their sandbox. There was room for me after all and my dreams of living in a feminine world suddenly became so much more feasible. Something which was always pending before I was able to get out into the world and experiment as a transfeminine person.

The problem became; I was forced to remain pending in my life at a time of extreme gender discovery from me. As the world of ciswomen were exploring me, I was exploring them and learning tons of information on what I would have to do if I ever chose the final male to female transition. In other words, I was able to turn their curiosity around to satisfy my own.

Finally, I arrived at the point of no return when I had done enough experimentation as a novice trans woman to know where I wanted to go to live my dream and I knew I could if I played my cards right. I knew in many ways, this final transition I was planning on making would be the most difficult to do. I would have to try to wrap my male life up the best I could. Which involved deciding what baggage I wanted to bring with me following nearly a half of century of living.  As far as family went, I was down to only two who were still living and I knew I really wanted my daughter to accept me, which she did and my brother who I figured would be a problem and he was. He rejected me and we ended up going our own separate ways over a decade ago.

I knew too, I would have to find another way to financially support myself because my employers never would. For once, age came to my rescue as I was close to being able to take an early social security retirement and augment it by selling the numerous amounts of collectables my second wife and I had collected over the years. With the two sources of income, I calculated I could not have to work another job as I transitioned.

With those two major potential problems behind me, I had very little pending to stop me from moving ahead to the hormonal world of HRT which proved to be immensely satisfying and something I should have done years before. Rather than making the process another pending idea I wanted to try.

By now, you probably know the rest of the story. I am seventy-six and the remainder of my life is shorter than what I have previously lived. Even though I am immobile, I am fortunate to still get around and have someone who loves me. I just hope good health is not pending and I can live peacefully with myself. Which at times during my life has been an issue, including my mental health. I am meeting with my new therapist this week and will have more to share later.

 

Everything Was Fine Until It Wasn't

 

Image from Danny
Messina on UnSplash

Many times, when I was sailing along thoroughly enjoying my feminine self out in the world, I would come to a rude awakening that something was not right. As I experimented as a novice cross-dresser fresh out of the mirror at home, I learned any number of things could be wrong. Including the cruel imposter syndrome which haunted me. A great topic for another blog post.

Or maybe my makeup was not on point, and I looked like a clown in drag, or I had that old male scowl on my face instead of a pleasant little smile which gave away the fact I was not enjoying myself the way I should. But something was wrong as I was doing what I wanted to do for a change, and I needed to show it. Not revert to my old male ways of trying to scare people off before they even started to interact with me. It is something I work on to this day as it is easy for me to fall back into old gender habits. I needed to work hard to put my entire new feminine image into play when I was out or no matter how good my makeup and fashion looked, I was not going anywhere in my development as a transgender woman.

A quick example of the problems I was facing with my face happened one day when I was out shopping in a woman’s clothing store. When I came around a rack of clothes, I was startled by a young girl staring up at me. Worse yet, I was prepared for the worst when she took off looking for her mother. I was semi-relieved when I heard her say, look at the BIG woman, and I thought she had that part right. Until she said, the BIG MEAN woman, and I immediately felt bad that she thought I was mean. From that point forward, I put a slight feminine smile on my face as my final touch of makeup. Everything was right with the world that day (including the little girl who thought I was a woman) until it wasn’t.  Lesson learned.

Changing the way, I looked at the world with my face was just the beginning of improving my overall presentation in the world of ciswomen, young and old. Early on, I paid quite a few brutal dues when it came to encountering groups of teen girls in the malls I went to. We all were in the process of discovering our femininity, and the girls took their humor out on me vocally and it hurt but the process helped me to develop myself to a point where I could better blend in with the new world I was trying to conquer. I just had to learn to conquer in a different way than I had ever had to before. I could not just hope to bluster my way through life as a man which I had gotten used to, I needed to finesse my way through until I began to feel the benefits of female privilege past the occasional man who opened a door for me.

Everything was fine, until I learned I was just getting started on my dream to live a transfeminine future. I had no idea how complex a woman’s life could be with a passive aggressive future in store for me. Plus, a future where for a change, to survive with other women I needed to completely listen to what they were saying and make sure I looked them straight into the eye, so I did not miss any nonverbal communication which was coming my way. Several times, I was helped out of potentially dangerous situations with toxic men by paying close attention to the nonverbal cues being given to me by concerned women with much more experience than me.

For the most part, this time of my life, in my thirties and forties , everything was fine with the gender juggling act I was attempting until I pushed myself too hard, challenged my mental health and continually got in trouble with my second wife who caught me trying to sneak back into the house after a night of living as my newly thriving feminine self. At that point, massive fights occurred which ended with me trying to promise I would never go out again. Which I knew would never happen. Once I had seen the world from my vantage point of a trans woman, deep down I knew I could never go back to a completely male life. I think my wife knew that too and that is why the fights we had became so vicious. Particularly when she told me I made a terrible woman because (in my words) my gender workbook was not filled out, and I had not paid my dues. Which was exactly what I was doing when I went out to live. I was sad I couldn't share my new knowledge with her but it was just not meant to be before she suddenly passed away.

After she died, nothing was fine as I was intensely lonely and needed a shoulder to grieve on. I found that shoulder in a predictable place and she was there all the time, my transgender self. When failure was not an option in my life, all the lonely nights I spent exploring the world around me with other women proved to be an invaluable experience when I learned I did not “make” a terrible woman after all. It turned out, I did not “make” anything at all, I just found my way to a place I always should have been, and everything turned out of be fine and I could take the wasn’t away from it.

I was even happy for the first time in my life as the heavy expectations of a male life I wanted no part of were removed for good. Being free to be the true me was the best move I ever made and my only problem was I did not do it sooner. Everything was fine, it was just hidden from me by myself. When revealed, I was free to never look back.