Showing posts with label fashion. Show all posts
Showing posts with label fashion. Show all posts

Wednesday, July 2, 2025

The Second Act

 

JJ Hart doing Trans Wellness Outreach. 

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

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

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

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

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

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

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

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

Tuesday, July 1, 2025

Being Your Mother's Daughter

 

Image from Bence Halmosi
on UnSplash. 

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

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

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

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

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

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

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

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

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

 

 

Sunday, June 29, 2025

It is Just a Phase?

Image from Claudia Love on UnSplash.

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

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

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

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

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

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

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

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

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

 

 


Friday, June 27, 2025

What Did I Miss?

 

JJ Hart at her first Girl's Night Out

Often, I am sad when I see a group of young girls playing. All too often, I wonder what I missed when I was growing up.

I then remember all the times in school when I was forced to play with the other boys and not join the girls’ group to learn what they were up to. Essentially what I missed was the chance to fill out my own gender workbook.

Since I believe women are socialized and not birthed, the early interactions of the girls robbed me of getting a head start towards my own unique womanhood. So, my gender workbook remained mostly blank for years, until I could claim the experiences, I needed to begin to fill it out.

Ironically, as I write about often, the greatest majority of my first interactions with the public came with other women. Then, I did have a chance to start to catch my gender workbook up as the other women indirectly (and directly) shared the pluses and setbacks of their times growing up and passing the gatekeepers into being treated as a woman, not just a female. At the time, I was so afraid of testing out the gatekeepers to see if I could be admitted that I never tried. Instead, I hid my desires, until I was sure I could make it. Still, it was very difficult to make it because of my continued shyness around strangers which was compounded by my transfeminine life. There just were not many like me in the world to pave the way.

As I began to pave the way, I needed to smooth out my journey. First, I had to figure out a way to properly dress my testosterone poisoned body so I could present well as a woman. To do so, I needed to become a regular at all the area thrift stores, as I shopped till I dropped for just the right fashion piece to add to my growing wardrobe. Once I did that, I could continue building my own path to maybe discover what I had missed not growing up as a young girl.

Surprisingly, as I began to be invited to special girls’ nights out, I began to learn I was not missing out as much as I thought. I discovered what I always had thought was true. Takeaway the talk of sports and business which men talk about and add in softer subjects such as family and friends, and I could indeed survive the new world I was in and not sit around like I was a hermit. I needed to hit a middle point of being interested in the conversation and adding in just the right amount of conversation. Such as, I found I could still talk about my daughter and grandchildren and still be relevant to the rest of the group.

What I was doing was skipping ahead in my workbook to sections which would include usage of the women’s restroom. I learned the importance of looking another woman in the eye when I met her because I could on the new side of the gender border I was on. My workbook said I could and should to survive and even thrive. I knew I had made it to some sort of a gender promised land when I was asked by other women to make the “sacred” journey to the rest room.

Even with all this happening, I was still frustrated by all the sections of my workbook which were blank. Deep down, I knew I could never reclaim the early years I had being forced into the male square hole I was in when I knew all along, I should have been in the round female hole. Perhaps the most frustrating part of the whole process was, the more I was forced into the male side, the more I was rewarded into acceptance. I refused to throw away my transfeminine workbook anyway and just hid it during times when I was forced into the Army during the Vietnam War.

For some reason, my workbook always resonated with me as I went through the down times. It was my shining light when I needed it to be. I just overcame the beginning chapters which were missing. My path to womanhood would just have to be different and in many cases more difficult than the average cisgender woman. I had to be better just to survive in a new world I was just learning about since I was not allowed to learn about it early in life. As I watched the other girls around me, often my jealousy grew because I never had the chance to wear pretty clothes or gossip with the other girls.

I learned my gender workbook was fragile too and could be changed or corrected at any time when I had misread certain situations. Which I write about often. I just stored the information away for use later. I am still adding to my workbook to this day.

 

 

Wednesday, June 25, 2025

Catching Up

 

JJ Hart, Hot Summer Day.

This morning was a day to catch up and run errands.

Because of the continuing heatwave we are under here in Southwestern Ohio, I needed to get an early start. For example, it is nearly ninety degrees (F) before eleven AM with heavy humidity. So, by early I meant the pharmacy I was going to did not open till nine o clock. Plenty of time for me to have a leisurely morning as I got ready. By getting ready, I did not mean I had to go to any elaborate means to do it. Basically, all I needed to do was shave closely, apply moisturizer, makeup and brush my hair. I figured the least which would happen to me was I would see two different people in drive thru’s.

Of course, I was wrong because my second stop involved an up close and personal interaction with a coffee shop employee who was taking orders outside the window since the equipment had broken down in the heat. It turned out all my built-in paranoia of meeting strangers was unfounded for at least today.

First, the guy at the pharmacy had the personality of a cardboard box and could have cared less about me. And, as far as the girl I interacted with personally with the second drive thru went, she was very nice to me, and I felt as if I was welcome.  Especially since she knew I (assumed) I was transgender. Whatever the case, I felt good as I headed home before the traffic became worse again.

Speaking of going out, my wife Liz and I’s trip up to Dayton, Ohio during the upcoming Fourth of July weekend is rapidly approaching. My daughter is having a graduation celebration for her family. My oldest grandchild graduated from Ohio State last winter and is coming home from hiking the Appalachian trail before she takes a job in Maine this fall. In addition, my youngest grandchild is graduating from high school, and her husband is receiving his MBA. The event is being held outside, so I need to plan accordingly. I have picked a very feminine top to go with leggings and flats so I can be appropriately feminine without going overboard.

It does not seem possible, but the next big event is Liz and I’s big trip to New England in the fall. Just like that, another summer will have gone by. At my age, there is no way I should be wishing time away. As my mom was fond of saying, age is like a roll of toilet paper, the closer to the end you come, the faster it goes. As with most things mom told me, she was right.

It seems, no matter how small the public interactions are, when I am positively impacted, the better my life is. It is like charging up my gender battery. I constantly need it. Such as the positive interaction I had today.

Tuesday, June 24, 2025

Painting a Picture

 

Image from Vinicus Amix
Amano on UnSplash.

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

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

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

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

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

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

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

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

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

Monday, June 23, 2025

The Biggest Lie

 

Image from Dave Goudreau 
on UnSplash.

Sadly, the biggest lie I’ve ever told in my life regarded my biggest truth.

The lie of course, regarded my gender identity. For simplistic reasons I could say the problem I faced early in life was having a complete lack of information to lean on. It was back before the internet information years, and I thought I was the only boy in the world who wanted to be a girl part of the time.

To compensate for my cross-dressing activities, I was prepared to lie my way through it. If I was ever caught red handed because of leaving lipstick on my fingers. Due to whatever circumstances which were beyond my control and very lucky, I was never caught by my family. Although I always have wondered if my mom somehow knew but hoped my fascination with her clothes was just a phase I would grow out of. The best part was, I never was caught or questioned so I did not have to lie my way out of an ill-advised trip to a psychiatrist. Back in those days, being a transvestite (the term which was used) was a mental illness problem. Not something I wanted to face. So, I hid in fear.

As I weighed the two alternatives, fear or lying, I chose to internalize the fear I was feeling every time I put on feminine clothes. Once again, I was able to put off lying to the one biggest person in my life…myself.

All was well until I was discharged from the Army and returned to civilian life. Once I did, I began to pick up where I had left off with my gender issues. I even went as far as almost telling my first wife who was also in the Army and was being discharged several months after I was, to expect a totally different me when we met again. I was totally thinking of meeting her as my transfeminine self. As much as I secretly wanted to, deep down I knew I was not ready for such a big move, so I hid my feelings again and lied my life away, for a while.

You know what they say about lies, the more you lie, the more you have to. Just to stay above water. Before long, I was drowning in my own personal lie, until I met my second wife. She was much stronger than my first wife who never said anything negative to me at all considering my gender issues. I often thought wife number one would not protest at all if I told her I was leaving for a period of time for sex realignment surgery. She was just too easy, and I divorced her to be with my second wife who also knew of my cross dressing. Which started out good but deteriorated

I say deteriorated because my second wife did all she could to support my growing gender issues until I had outgrown both of us. All of the times she encouraged me to go ahead and rent a motel room and spend the day out as a woman taught me valuable lessons. First and foremost, I could make it in the world as my feminine self after all. Then, the big lies started as I began to go out on my own when my wife was at work, from the house. Which was something I told her I would never do. By doing so, I began to live the biggest lie of all, as I was increasingly aggressive in my attempts to do more and more in the world away from my masculine self.

Naturally, the tailspin I put our marriage into put a strain on both of us. Especially when she caught me going out. When she did, a massive fight would break out for days until somehow an uneasy truce would be called. At times, things would be so bad, my wife told me just be man enough to be a woman. The problem was, I was still lying to myself thinking I could keep my married life balanced with my transfeminine one. I just was not that good a juggler to do it. Again, mainly because I could not face my truth.

Sadly, my second wife passed away before I faced my truth. Being the wise one in the relationship, she knew me better than I knew myself. Pushing me to pay attention to what it really meant to be a woman.

Now I just wish I did listen to her and went ahead and transitioned. Sure, it would have been difficult but living the life we lived was difficult too and I could have started living with a clear conscience. Being the stubborn person that I was, I kept on living a lie until I could take it no longer and finally made the move into a life I could enjoy as a fulltime transgender woman.

By the time I transitioned most of the important friends I had known (including my wife) had passed away. Leaving me alone in the world to carve out a new life in my sixties. It would have been very difficult, but I wish I had listened to my wife and been man enough to be a woman sooner.

 

 

Sunday, June 22, 2025

Building Bricks as a Trans Girl

 

Image from Marcus Spiske
on UnSplash. 

If nothing else, my long life has been a series of gender building blocks.

Ironically in my youth I spent hours building small houses with a set of plastic building blocks I was gifted. That was until I discovered the joys of mom’s clothes and began to admire myself in the family’s hallway mirror. Little did I know, from those humble beginnings, I was heading towards building a lifetime of building blocks. Transphobes as well as other assorted bigots were ruining my early days as a transfeminine woman. Which meant I needed to sort through my gender bricks until I could survive.

Very early on, I knew I needed to build a strong closet. To quote a famous “Doors” song, I was a “Rider on the Storm.”  Somedays my storm would be less as my gender dysphoria subsided on others it was unbearable and all I did was think about the next time I could cross dress in front of the mirror. It was on those occasions; the mirror would play tricks on me and tell me I was an attractive woman. I say tricks because on a good day, I had not mastered the art of makeup or fashion. I needed to be persistent in my building blocks because I would never have been successful if I did not. My dream of living a life in a transfeminine world was proving to be much more difficult than I ever imagined.

It turned out my wife was right, I did make a terrible woman until I paid my dues, but I couldn't pay my dues until I built enough gender bricks to be allowed behind the gender curtain to learn the nuances of doing it. One thing I did know was that I was my gender journey of a thousand miles did begin with that single step in front of the mirror. To keep up with my journey, more and more bricks would be needed for me to succeed. Once I was behind that imaginary but so real curtain, I became a complete sponge to be the best transfeminine person I could be. Some days I was thrilled to be where I was and on others, I was scared to death. Building a new life from scratch with very little help proved to be intimidating.

I learned and became better at dodging the barbs and smirks of the haters in the world. I had built enough bricks to replace my old gender closet with a new one which was built to last me. The new closet was good enough to take me to the point where I could authentically begin a new life as a transgender woman. Which meant I needed to be better than the average cisgender woman just to get by.

The women around me who helped me build my new gender fortress were the gate keepers who never knew how much they helped me live my dream. I was able to layer my feminine experience all the way to success.

Little did I know when I was a kid trying on my mom’s clothes for the first time, how far I would need to go to survive. My last adventure turned out to be my best.

 

Friday, June 20, 2025

A Trans Girl in the Arena

 

JJ Hart at a Witches Ball. 

Or, should I say, a scared trans girl in a new arena.

As I started my gender transition from male to female, I truthfully did not have an idea of the complexity of what I was getting myself into. I had closely studied the ciswomen around me for years to try to see what made them tick and how they survived the challenges in their lives. I also learned the hard way; I could only go so far until I was allowed behind the gender curtain.

My first initial shock when I entered the arena of life as a transfeminine person was everyone would be looking at me. Sure, I was used to the fact that all men looked at women and judged them, but I was not prepared for women doing the same thing and even more so. Since I was never the most attractive woman in the room, I did not have to worry about most men giving me a second look. Except those men who desired me for what I was, a transgender woman.

Women were a completely different deal. I found quickly how another woman could look you up and down, and head to toe. Judging me without saying a word. It took me awhile to get over the experience and plan for it. If I was going casual or professional, it did not matter, I needed to be perfect in my presentation. From accessories to shoes, I needed to shine, or blend. In other words, I needed to be better than the average ciswoman to survive in the new arena of life I chose. An arena where everyone noticed who I was or wasn’t.

After the initial shock wore off, I learned that this part of my new transfeminine life was just something I needed to get used to. For the most part, I was used to men shunning me and women showing interest in me because they were curious what I was doing in their world. I ignored the men and concentrated on the attention I was getting from the women because I was learning so much from them about how to survive in the new gender world I was in. Sure, I suffered several bumps and bruises along the way, but I survived and moved forward. Sometimes quickly, sometimes slowly until I found my way.

Being a trans girl in a big arena surely brought on a new set of challenges when I lost all of my male privileges. Such as my right to personal security and my right to express myself to the best of my ability. I was used to being able to scare off most all of potential physical danger as a man, which of course was all lost as a woman and I was nearly attacked several times before I learned. Also, being excluded in conversations simply because of who I was became a common place. Both aspects of my life were something I did not quite bargain for when I entered the new arena I was in.

The nuances of living in a new arena became a common place for me. As I transitioned from cross dresser to full time transgender woman, I knew I was in the right place, and I could see the so-called finish line ahead. Or so I thought.

Now at the age of seventy-five, I can see the finish line but for the most part it has nothing to do with my gender arena. The finish line I am seeing has to do with my own mortality and how my family will remember me. In many ways, I am the unintended role model for my transgender grandchild who is facing an uncertain world. I say unintended because I had nothing to do with my grandchild’s life choices. They (choice of pronouns) are just fortunate in that their parents are so supportive of the life choices they make coming from such a diverse family environment.

I believe we will never stop transitioning in our lives. We keep transitioning all the way to the grave as transgender women and trans men whose families refuse to bury the trans people as their authentic selves. The final battle and insult. The arena never seems to be quiet at all.

At the least I could say, the journey to the gender arena and the successes and failures on how I survived were never boring and not something the average human will ever know. Perhaps, it is part of the reason we have been demonized by a certain political party when most of the population has never met a transgender person. If they ever stepped into our arena and saw our life firsthand. They would know, we are not such monsters after all, just average people trying to make it in the arenas we chose.

 

 

 

 

 

 

 

Thursday, June 19, 2025

A Trans Girl and her Hair

 

JJ Hart and Mega Hair. Most of
it is tied up behind my head.

Certainly, one aspect of life transgender women share with cisgender women is the love of their hair.

Very early in my life and for years following, like so many novice cross dressers, I had no access (financial or otherwise) to buying a wig, nor did my mom wear one. I was stuck wearing a towel around my head and imagining I had beautiful flowing hair.

I needed to wait until my college years before I could afford to buy a wig, which supposedly was for my fiancé who I desperately wanted to not like it. To me, it was long blond, thick and beautiful, and I couldn't wait to try it on. I was still firmly in the closet to her in those days, so I needed to figure out an excuse to wear it.

Finally, I could not take the pressure any longer and came out of my closet to her and asked her to dress me head to toe as a woman with (you guessed it), that beautiful hair to finish off my outfit. As it turned out, that one day of satisfaction of cross dressing would come back to haunt me later. To make a long story short, she held my gender issues against me and threatened to leave me if I did not tell the military draft board, I was gay when they came after me during the Vietnam War. We broke up when I refused her demands and fortunately, I got to keep the wig. Years later, I found I received the better end of the deal.

After I was discharged from the military, I did have the financial resources to purchase more wigs and was able to be successful on occasion when I did not simply try to buy the longest hair in the wig shop, I went to. I normally traveled at least fifty miles to get to a quality venue to purchase a new wig. I was obsessed with my hair; it was the crowning glory of all the work I put into my fashion and makeup. As with many other aspects of learning to blend in with the other women around me, I took the wig obsession too far. I was beginning to be involved with the public far too often to change wigs every day. They were beginning to know me looking a certain way and I needed to stay on course to carve out a niche as the new transfeminine person I wanted to be. My clown wigs, as I called them, went into a storage bin, only to be seen again on Halloween…maybe.

The biggest jump from there came when I started to grow an amazing amount of my own hair when I started gender reaffirming therapy or HRT. The prescribing doctor told me that I would grow a lot of hair, and he was right. He noticed at the age of sixty, I had no signs of male pattern baldness which I carry over to this day.

Another person who noticed my hair was my daughter and for my first birthday following coming out to her, she offered me a trip to her upscale beauty salon for a color and style of my new hair which was all mine! Naturally, I was scared to death to go but the experience opened so many doors for me. The main door was the understanding of why so many women make a priority of going to a hairdresser to look good. As I soaked up the atmosphere at the salon, I thought I could skip my daily dosage of estradiol tablets I was on at the time were not needed because of all the estrogen in the air. Even though I was still frightened, I still loved it as I was the center of attention for my hairdresser and my daughter who was hovering nearby.

From that point onward, wigs were in my past and I needed to concentrate on my own hair. An immediate problem was I couldn't see the back of my head and did not have a wig head to rely on to turn the hair around and see the back. It did not take me long to master the art of holding another mirror up, catching the reflection in the main mirror so I could see the back of my head. Initially, I compared it with seeing the dark side of the moon.

I know my experience with hair turned out to be very lucky in my world of genetics. While I did not have to put up with expensive wigs, going to a hairdresser is certainly not cheap. Plus, for me at least, I think the ability to go without wigs was one of the most important aspects of me presenting well as a woman.

Maybe it was karma making up for all those years I had to have short hair, when I was finally allowed to grow it out. Whatever the case, I share with women everywhere, trans or not, the importance of having good hair. Plus, you can still have great hair with your wigs, if anyone asks if it is your own hair, you can truthfully answer, yes! I bought it.

 

Saturday, June 14, 2025

A New Day

 

JJ Hart, Dining Out. 

This post is a little shorter than the recent ones I have posted but no less important and it involves last night's trip to a restaurant venue we always go to.

It seems, every day is always a new day for me. Last night, my wife Liz met her son for dinner at our favorite restaurant where we dine approximately every other week.

As luck would have it, since the venue is large, we have had the same server several times before. About three visits ago, I wore my new Margaritaville T-shirt I bought during our winter trip to the Florida Keys. Even though I thought it was appropriate to drink a Margarita when our regular server promptly called me the dreaded “sir” word. Sadly, my Jimmy Buffett Margaritaville shirt was not feminine enough for me to pass the gender test. So, I needed to relegate it to just wearing around the house. I was sad.

Last night was different. I wore one of my most feminine lace trimmed tops and our regular server seemed a little gender confused but did not call me “sir” and I was satisfied. Also, one of my favorite things about the venue is I never had any problems with being mis-gendered by anyone. I could just relax and be myself. It was one of the first venues where I could sit and ponder the old days when I struggled to exist as a transgender woman at all. I was revitalized every time I went. Which made it a new day.

In many ways the process taught me how far I have come in living my gender dream, but in so many ways can not give up or relax the process. Even though I don’t wear a lot of makeup, I need to make sure I wear the basics every time I face the public. No pun intended. The moment I let my guard down; I could be reverted to the “sir” word I worked so hard to put behind me.

In many ways, when I transitioned from a cross dresser to full time transgender woman, I knew every day would have to be the new normal for me. There would be no more planning ahead three days or so for the special days when I could face the public as a transfeminine woman. I would be doing it every day. I went into a major wardrobe expansion mode. Just to keep up being in a new gender world. As soon as I dropped my guard at all, I would risk slipping back into the world I waited so long and worked so hard to get out of. Fortunately, I was very paranoid about doing it and I was able to translate my fear into positive feelings about what I was trying to do.

There were many steps backwards on my journey to discover how uplifting and pleasurable my life could be at the age of sixty when I seriously began my transition. The longer I was able to live this new life, every day turned out to be exciting and I was less vulnerable to outside threats to going back to my ingrained old male life. Eventually, life took care of itself as I found new friends and part of my family accepted me. I was able to live long enough and escape the self-destructive behavior I exhibited. Life was just a huge circle, and I was on the slippery side of the circle. I could risk everything to selfishly live my life and make everyday a new one. Or stay the same and wither away.

Naturally, making every day a new day was a challenge. Waking up every day addressing a new life was all I asked for and all I ultimately received. It was who I really was and proved to be a wonderful overall experience of gender transition.


Friday, June 13, 2025

The Clash of Gender Ego's

 

Image from Sherest Gupta
on UnSplash. 

Through most of my long life, I needed to deal with the clash of egos, doing battle for my existence.

On one side, I had my well-worn and battle tested male ego who was doing his best to make it in a world where he did not want to be. On the other, I had my deeply hidden feminine side who only made her appearance in front of the mirror and then went back into hiding. In other words, my male ego attempted to dominate while at the same time, my female ego was hiding, just exactly where she did not want to be.

For the longest time, to make matters worse, I did not think women had much of an ego at all. Except maybe with their appearance. As I made my way through life, I discovered how wrong I was. On several levels, As I always warn about, my male ego dictated how I dressed early in my life when I was going out in public. I fell in love with several compliments I received about my legs when I went to Halloween parties and made sure I showed them off to the extreme when I was going out for the first time. The idea was all well and good except I was doing nothing to overcome my broad shoulders and torso. I had no fashion balance, and it showed with the number of times I was made fun of in public. My male ego had failed me. I was dressing to his tastes and was failing.

It took years to do, but my female ego finally took control and slowly but surely, I began to blend in with the other women around me. For a moment, I even thought my clash of egos was over, but I was completely wrong. My male ego was very stubborn and still thought he had some sort of control over my life. He refused to believe he had lost all his male privileges and nearly got us in trouble several times before he learned the hard way what problems could exist.

One of the biggest issues was the idea of my sexuality and how it would or would not change with my new transgender life. Of course, Mr. Macho recoiled at any thought of intimacy with a man, but Ms. Self wasn’t so sure. Like many women, she had a spectrum of ideas about sex which were not so rigid and paranoid. In fact, I made a concerted effort to date a few men to see what (if any) excitement would happen. It just so happened women turned out to be much more interested in me as a trans woman, my choice was easy to make. For once, my male ego won. For the wrong reason.

One of the earliest instances I can remember of a lesbian woman approaching me happened one night at a mixer/party I went to at a friend’s house in Columbus, Ohio. At the mixer, I ended up approaching another woman and having a brief conversation before we decided to leave for a while and go to a big lesbian club to mingle even farther. We ended up having a good time that night, but since I still had a wife to go home to, I could not stay long enough but visiting with another ciswoman who happened to be a lesbian was a wonderful experience and would set the path for my future. Although, I did not know it at the time, primarily because my male and female egos were still clashing.

By now, you may be asking the question, who was winning the struggle? My woman was, even though my male self would win every now and then, it was as if he would take one step forward and two steps back. On the occasions when my second wife would catch me coming back from a night on the town, he would jump forward into purge mode. Vowing to never wear any female clothes ever again. All the time knowing there was no way possible he could ever keep his promise. I had crossed too many lines in my gender sand to go back, and the fact was becoming increasingly evident to him and my wife, there was nothing they could do. They were waiting for me to face my own reality.

Solving my final gender issue was easier said than done. My male self was hanging on for dear life until the very end, and he nearly pulled all of us down in the process until therapy and suicide came into play. Finally, I needed to pick a winner in my gender ego clash, and I was wise and picked the only way I could go. I put my old male self completely aside and begin to live a transfeminine life I had only dreamed of. I wondered why I did not pick the winning side years ago and live my truth.

 

 

Wednesday, June 11, 2025

Riding the Gender Merry go Round

 

Image from Stanley Kustamen 
on UnSplash. 

Catching the gender merry go round when it was in mid-spin was never easy. As I always point out, I had no workbook on how to achieve my feminine desires that were available to me.

I often wondered what magical experiences were available to the girls around me but were off limits to me. What did the girls really learn about being feminine from each other? Was makeup one of them? I was jealous because I had none of the early basics of applying makeup. The closest I came when I was painting the model cars I had. I never was very good at skillfully painting cars, so I wondered how I would ever be good at painting myself. Enamored, I remember watching my mom apply her makeup as I looked for any small hints I could follow but I never seemed to learn.

Of course, there was much more to jumping on a spinning merry go round than just skillfully applying makeup. There were clothes to worry about too, and how could I afford them on the very limited budget I was on. I resorted to taking any small jobs I could as a kid to augment the meager allowance I received at home. In fact, my major source of income was a neighborhood newspaper route I took on. When I added all my funds up, I usually had enough money to buy my own makeup, panty hose and other rare items such as a pair of shoes I was lucky to find.

Once I was able to be confident in my ability to jump on the merry go round, then I needed to worry about hanging on. In the early days of my public explorations, I was having a very difficult time presenting well at all and I often was laughed at by others on the merry go round until I began to learn what I was doing wrong, and I could fill out my feminizing presentation workbook. It was a win for me when I could quit using crayons on my face and use them to color my workbook, I was less and less a clown in drag, and more and more an androgynous person for the public to judge my gender. For once, I could rightfully claim my seat along others on the merry go round because I had earned my spot as much as they did.

After a while, the spinning became too much for me and challenged my fragile mental health. The biggest problem I had was my refusal to face myself and my innermost truth. I was never a man cross dressing as a woman; I was a woman cross dressing as a man my entire life. The basic thought of who I really was consumed all my spare thinking. I am amazed now how much I still accomplished in my life as I suffered my mental duress. At times, it seemed my merry go round was spinning completely out of control. Plus, at the same time, I kept accumulating extra male lifetime baggage I did not really want. Sadly, the life I was living kept me from making very many close friends because I just thought I was knowing them under some sort of false pretense. I wasn’t the man they saw before them; I was a fake. Which I hated and added to my problems.

I finally came to the point where I needed to either slow down my merry go round or get off altogether. I just couldn't take it any longer. I certainly was not getting any prizes for putting myself through the anguish of staying on. I had given my ride the best shot I could, and I needed to grow in my transgender womanhood. I had tried my best to outrun and out drink my gender issues, and it was time to face the reality of who I was.

When my merry go round glided to a stop and I was able to look ahead to the new life I was about to enter. I was excited to see and live my feminine reality. I had filled out my workbook and paid my dues and was ready to go. The next time I was at an amusement park I could really enjoy the experience as a transgender woman. If anyone in the world did not like it or approve of me, I didn’t care. I had spent a major portion of my life thinking I was in the wrong. When in fact, the bigots were the ones in the wrong and they were the riders who needed to get off the merry go round first.

Saturday, June 7, 2025

Gender Selfishness

 

JJ Hart, Key Largo, Florida.



Often as I discovered my transgender womanhood, I felt extremely selfish. Who was I to sacrifice my male life with others just to cross dress in the mirror for me.

At the time, I regarded myself as a clown in drag and ugly in every way possible. With those thoughts, how could I even think I could succeed of my dream of living as a woman someday. To have any success at all, I needed to be selfish and forge a one-way path to feminize myself.  

Defining selfishness was a problem also. I went from thinking I was merely in a phase, all the way to finally realizing I was a full-fledged transgender woman. Along with all the responsibilities of living a new life. I needed to face the reality of knowing every step I took would be different and others close to me would have to come along for the ride. Or be left behind. Mainly, I am referring to my second wife, who for several reasons drew the line at helping me femininize myself. The number one reason was one I had to totally agree with, which was she did not want to live with another woman and specifically one she did not like.

Through it all, I tried to discover why she did not like me. Since she has long since passed away, I can’t ask her for an honest answer. My best guess is she did not the amount of makeup I wore and the wardrobe I had acquired. Plus, she especially hated the idea of me leaving the house cross dressed as a woman anytime she was not around. Essentially, I was cheating on her with myself. I was the other woman. Naturally, I was torn too, as I just could not stop exploring the new world, I was excited to find myself in. All my efforts just put me in the cross hairs of my mental health. I was selfish and put myself in risk of losing a marriage of twenty-five years and give up the chance of living my dream of living as a woman. These days I make no secret of trying to take my own life with an ill-advised suicide attempt. I thought there was only one person who could truly help me, and I had burned that bridge with her. So, I was trapped.

Fortunately, with the help of a good therapist, I found my way out of the darkness I was in, and she helped me to understand the gender situation I was in. I started to take it for granted I was selfish, but I had to be to save myself and my mental health. At that point, I knew I would not have wished the period of life I just had went through on my worst enemy. My dark closet was even becoming darker even though I was beginning to explore the world as a woman. Transgender, or not because often gender borders were blurred. To focus on it, I needed to be more and more selfish in my life and every spare moment and thought had to be involved in feminization.

By this time in my life, my biggest hurdle was overcoming the loss of my second wife. Sure, she resisted losing me to another woman, but I still loved her dearly, and we did have many good times together. What happened was my long ignored inner female stepped in and immediately took over. She exposed us to many new social interactions to see what would happen and if when we conquered it, we immediately moved on to often more delicate social situations. She was really into testing me to learn how serious I was about the transition I was considering.

One of the main tests was when we decided to seek out gender affirming hormones. To do it back in those pre–Veterans Administration days, I needed to find a doctor to approve me. It was not given since I was nearly sixty at the time and had to have a health exam before I was given permission. I was approved for a minimum dose and soon was allowed to pursue a life changing hormonal program. Overall, the hormones turned out of be a wonderful gift to my inner self and allowed her to sync up her old male external male self with her strong feminine self to make a more complete human being for the first time in my life.

It turned out, my life of being selfish was the only way I could escape the male life I was born into. It was amazing how quickly my mental health recovered and for the first time in my life, I felt happy. The weight taken off my shoulders was amazing.

 

Friday, June 6, 2025

Friday on my Mind

 

Image from Kelly Sikkema 
on UnSplash. 

It is Friday and the day my Veteran’s Administration LGBTQ group meets…maybe.

I say maybe the orange TACO in Washington is still attempting to cut back staff at the Dayton, Ohio VA where the group is located. I became semi-concerned last week when the moderator did not end the meeting the way they always do. I wondered at the time if they were not telling us something. Then, this week, my fears grew when I received none of the advanced reminders for the virtual meeting. It is the only support group I have really enjoyed, so I would hate to see it go. Especially to someone like tRumpt. We shall see. Happily, my fears were put aside for another week because I just received my call in texts from the VA.

Also, summer has finally arrived here in Southwestern Ohio and with it, my chance to go through my wardrobe and pick out the items I can wear. The problem I have is, I am not supposed to be out in the sun because it increases the iron levels in my body past an unhealthy point. Since I have tried to increase my walks by a substantial amount, finding any long-sleeved tops which are lite weight and comfortable for my walks, is difficult to do. Having the neighborhood see me in the same couple of long-sleeved shirts in hot weather may be enough to attract unwanted attention.

Speaking of unwanted attention, I made a comment about pre-opt transgender women using women’s locker rooms to shower and change in. My example comes from a protest a couple of years ago in Xenia, Ohio which is a conservative little town not far from me. I had a comment from Pammie asking me why I chose only “pre-opt” and not “post-opt” trans women in my comment. First, thanks for the comment and my answer is a difficult one to write.  Because in many ways it will make me seem like a hypocrite.

How? Because I believe gender is between the ears and sex is between the legs but not too much of the rest of the public. It’s no wonder the trans woman was told to leave when she was in the women’s locker room, naked. Perhaps also, I could not imagine showing my body in a semi-public space for all other women to see. If they had any questions, I was a transgender woman, my nudity would wipe out any questions since I am pre-opt. Which means, I have had no gender surgeries. I think also, post opt trans women should feel more comfortable in their bodies. But that is up to them! I hope that answers the question.

On a positive note, my wife Liz and I are going through with plans to take a tour this fall up through Boston to Maine. The trip includes riding Amtrak as well as a couple of other dinner trains. Since I am a huge rail fan, I cannot wait for the trip. Hopefully, this time, I will not catch Covid and end up in a hospital far from home. Which is what happened to me last winter when we went to the Florida Keys.

Closer to now, my daughter is planning a big graduation party for the three grads in her family which Liz and I have been invited to. In addition to the graduation of my oldest grandchild from Ohio State, my son-in-law is graduating with a MBA from Wright State University in Dayton, Ohio and my youngest grandchild is graduating from high school. I feel old! But seriously, I am obsessed with what I am going to wear. I am thinking about wearing my yellow print maxi dress which would be very comfortable and would fit well because of the diet I have been on. But I still have some time to think about it since it is not until the July 4th weekend.

Thanks to all of you for reading along every day and taking the time out to comment on my posts, your input makes it all so worthwhile.

Plus, as I said, the VA support group meeting is on for another week and I will let you know if something exciting happens.

 

 

 

 

Thursday, June 5, 2025

Women's Spaces

 

Image from Tim Mossholder
on UnSplash.

As far as being included in the so-called women’s spaces in the world, the women’s restroom is the crown jewel of inclusiveness.

When I was in my earliest stages of transitioning into my transgender womanhood, being “allowed” to use the women’s room, seemed to be an impossible dream. What went on behind the closed doors of the women’s room was so special anyway? As destiny would have it, I was to find out. My journey began when I started to become a regular in the sports bars I write so much about. The nearest ones to my home were nearly half an hour away, so I needed to time my restroom visits carefully, once I summoned the courage to use them. You see, I had to because of the amount of beer I was drinking. One led to another. When I drank, alcohol gave me the courage to be more confident about myself but on the other hand I needed to go more often.

As I gathered my courage to use the women’s room, I tried my best to time my visits so it would be empty.  Sometimes I was successful and other times I was not, so I did my best to see and learn from what other cisgender women were doing in their “sacred” space. Most of the women I encountered were just there to do their business, wash their hands and touch up their makeup. Quickly they were gone.

For the most part, the first lesson I learned was to look other women in the eye and give them a greeting with a smile. Which would have been a huge no no in the men’s room. From then on, it was just a matter of having the proper restroom necessities handy to ensure I was able to follow proper etiquette. I made sure my cell phone was always handy in my purse so I could use it in case I needed to wait in line for a stall. I even went so far as to carry an extra small amount of tissue paper, in case I needed to loan it out to a desperate fellow user in the next stall.

From my days in the bar/restaurant business I knew how women were not always the pristine humans in a restroom they claim to be, so I knew to look before I sat down to check for any wet spots or worse. I was also careful to always check for a hook to hang my purse on, so I did not have to put it on the floor. A sure sign of a gender intruder.

Through it all, I did not see or participate in any of the brief gossip sessions I encountered. Except for one memorial evening when I needed to use the restroom in one of the bars Liz and I went to. When I went in, the restroom was tiny and packed with women talking about a certain man. As my luck would have it, one evil looking woman was blocking my way to a toilet stall I needed to use in the worst way. Without physically moving her, I needed to stare her down and say excuse me as she let me by. By this time, I did not care what she thought of me, and my revenge was coming. When I finished my business in the stall, I came out to wash my hands and check my makeup. In the meantime, she had moved to a spot near the electric hand dryer which I needed to use. As luck would have it, she was slouching against the wall near the dryer, and I was able to direct the air flow towards her hair. Naturally, she did not enjoy her new hairstyle, and I got my revenge.

I was not as successful as the time I mentioned when I was first visiting women’s rooms. Even though I tried to be a regular in the venues I visited and had no problems with using the room, I did have the police called on me twice a long time ago. To this day, I still have negative feelings about those police calls. Specifically, the one where I was called a pervert. I was deeply hurt but ended up being able to report the woman who ended up owning her own hair salon to the Dayton, Ohio LGBTQ alliance for being an anti-transgender business.

These days, here in my native Ohio, the Republican bills banning all restroom usage by transgender women and trans men are currently in court battles to determine their legality. Whatever happens, it has been decades since I have used a men’s room, and I will be damned if I will ever go back. Besides, using the men’s room would subject me to bodily harm which I certainly don’t need.

The bottom line (no pun intended) to all of this is, be careful when you use the women’s room and know the written and unwritten rules of the room. Above all, your basic confidence in yourself will be an integral part of your experience.

My disclaimer and limits on all of this comes with when a pre-opt trans woman attempts to use a women's only locker room. I can understand all the problems which comes with doing this and I agree. It should be a women's only space.  

 

 

Friday, May 30, 2025

Adjusting to Gender Change

 

Image from Fab Lentz on Unsplash.


Adjustment to gender change was never easy for me.  

Two of the biggest initial problems came when I realized that I had too few feminine characteristics to help me start. Being seen as a so called “normal” male did help me keep the bullies away but provided me no help when I was attempting to cross dress as a girl for the mirror. Plus, all along I knew the problem of looking like a girl was just going to get worse as I grew older and enter puberty. In the worst way, I wanted to add curves to my body and not the masculine angles I was getting. By this time, I was building a secure dark gender closet to protect me from the world, and it saved me many times from being caught.

The other big problem was, I did not know what I was doing when I was trying to femininize myself. I had none of the peer support (or criticism) from the girls around me to aid me in the way I appeared in the public’s eye. My makeup alone I feared made me look like a clown in drag. It took me years of work in the mirror before I had the confidence to go out in public as a cross dresser or novice transgender woman. Which was just beginning to be understood.

I also needed years to develop the courage to even try to go out into the world. Eventually, after quite a bit of failure, I experienced enough success to finally build confidence to build myself to a point I could own who I was. Being true to myself meant entering a room and feeling confident in my identity.  It also meant when I was ridiculously dressed as a teen and was getting laughed at or attracting unwanted attention, I still had to own it until I could make it home and change. From that point forward, I began to seriously adjust my wardrobe and fashion choices to dress to blend in with the other women around me. By doing so, I finally left the male in myself behind. I understood women ran the world in their own way, and to enter, I needed to change my thought pattern about my gender life significantly.

Out went the very short miniskirts and shorts and in came leggings, boots and jeans. I was haunting the thrift stores so often, I thought a few of them were beginning to know me. Ironically, I received pushbacks from others in the cross-dressing community for my fashion choices. Several went out of their way to tell me I could wear pants anytime I wanted as a man, why would I want to wear pants when I was a woman. I came to the point where I responded I did not need clothes to define my transgender womanhood. Or my gender is between my ears, and my sex is between my legs. Plus, it was not as if I was that butch when I dressed as a woman. I normally always wore my heels and makeup with my slacks and blouses when I went out. I did not know it at the time, but I was developing my later life as a femme transgender lesbian.

As stubborn as I always was, I still was insecure in my own way and needed reinforcement in my transgender womanhood. That is when going out to the new venues I had discovered helped me along. Repeating the same movements repeatedly as a trans woman, helped me along towards my goal of living fulltime and I could see the results of my efforts in life very personally in the public’s eye. When I discovered my lifelong dream of living as a woman could be within reach, I needed to go for it.

At that point in time, my battle of genders really set in. To put it mildly. My male self was not ready to give up what remained of his life at the age of sixty. Essentially, he wanted to know if I could afford to make the transition and give up all the white male privilege, he had worked a lifetime to build up. On the other hand, my up-and-coming feminine side was arguing at my age, it was now or never as far as a gender transition was concerned. The hardest part of my gender work was already done.

I had spent the greatest part of fifty years having to adjust to gender change, and I was more than ready to attempt the final jump to start HRT or gender affirming hormones to aid in the process. Your results may vary but, in my case, my entire life was never easy. As I view it now, it was worth the effort to adjust to a gender change.

 

Wednesday, May 28, 2025

The Gender Comfort Zone

Image from Thomas
Vitali on UnSplash.

 It took decades to reach a point where I could say I was comfortable with my gender issues. The point where I could look at myself in the mirror and say I was satisfied with the image I saw.

Before that time, I always just saw my old male face staring back at me. Finally, I glimpsed the beginning of seeing a femininized version of myself. I had hope for the future. The frustrating part was trying to figure out what to do with my new gender life. Up to that point, I felt my gender desires for the most part was unreachable.

Even still. I worked very hard to take myself out of the world of being male and did see glimpses of seeing my authentic feminine self-hiding behind my everyday boring life. Before long, I was spending every spare moment thinking of the next time I could work on my femininized life. Little did I know at that time how long and difficult my gender journey would be. Up to that point, I considered a woman’s life to be mostly tied in with their ability to wear pretty clothes. Along with the seasonal changes to their wardrobes. At the time, my second wife was telling me the truth about pursuing my dream. In other words, a woman’s life was so much more than how you looked.

I found out the hard way, she was correct when I started to enter the world as a transgender woman. I needed to really begin to study the cisgender women around me if I was ever to be successful. I did not know it at the time; she meant learning all the layers of existence women go through in their lives. Such as having the man she was married to (me) go away because he wanted to be a woman. I have the utmost respect for her because she put up with me when she did during our twenty-five-year marriage before she passed away. From a totally unexpected massive heart attack. Tragically, the only unwilling gender mentor I had in my life was suddenly gone.

I ended up making the best of my new life without her and ultimately did find my comfort zone as a transgender woman. The most difficult time in reaching my new zone (as I always point out) was when I was forced to communicate one on one or face to face with another woman. I was so scared to speak I tried not to talk at all. Quickly I learned that idea only portrayed me as being either unfriendly or worse yet, bitchy. No way to make new friends as I found my new comfort zone.

Once I began to arrive totally at my transgender womanhood, I was unbelievably relieved. Even to the point of wondering if I could finally be happy for the first time in my life. Happiness was never a priority in my family, and it took me shedding my old male life to find how it was to be happy.

On occasion, I think I oversimplify the transition process I (or other transgender women or men) go through just to live their lives. Especially, these days when so many roadblocks are thrown up in our lives by the orange hater in the White House. But that is another topic all together, since my views are known.

Wherever you may be in your life of gender transition, don’t despair too far if your closet is dark and locked to the world. You never know when your life can change, and you can achieve your own level of gender comfort. Plus, your level of comfort could be vastly different to mine or anyone else’s. There is no right or wrong when it comes to any of these.

It has also seemed to me; I leased my old male life and was simply looking for my deposit back when I was allowed to finally go behind the gender curtain and cross the border. What the ciswomen gatekeepers did not tell me was I not going to get much of my deposit back I had built up as my old male self. Male privilege was gone, along with any security I had built up. In the end, I was able to give up and sacrifice all I had lost in order to enter the comfort zone I had gained.

 

 


Tuesday, May 27, 2025

The Inner Girl I Never Knew

 

JJ Hart, Club Diversity, Columbus, Ohio. 

As I was growing up, the girl I saw in the mirror did not seem to be quite real. Mainly because I was still caught in the male world I was born into. It seemed the more I struggled with my reflection, the more depressed I became. It did not seem fair I could not enjoy all the perceived benefits I observed from the girls around me. I say perceived, because it was not until I was able to go behind the gender curtain to see life was not always easier for the women around me.

Life moved on and I discovered always being the pursued by the opposite gender (males) was not often good. The problem was being pursued by the correct male. Not a scary, creepy or toxic one. Another problem I had learning from the females around me was I was so very shy and afraid to talk to any girls at all. So, I watched the dating scene from afar and wondered why I couldn’t be a part of it.

The main problem I had other than being shy was the gender dysphoria I was always suffering from. I was riding a dual edged sword. On one edge, I was struggling to meet the demands of my parents as their oldest son, and on the other hand, was the fact that some days when I woke up, I did not know what gender I wanted to be that day.  Problems I would not have wished upon my worst enemy. Finally, I did the only thing I knew how to do to survive, I went exploring. Or I should say, as I was growing up, I saw the girl looking back and then my transgender side went exploring.

My male self-stayed home as my feminine side attended transvestite – cross dresser mixers searching for answers to my true self. Ironically, the mixers just added more questions than answers. I discovered more layers in the cross-dresser community than I imagined existed. There was everything from male admirers at the party, all the way to impossibly feminine transsexuals I never knew existed. The biggest surprise was that my inner girl was again having a hard time fitting in.

One of the problems was, the transgender term or the knowledge around it had not been widely known at the time. When I finally heard of it, I thought it really described me, and I began to research it more. The tipping point came as I began to explore the public more and more. As I began to experience a new life I only dreamed of, the more natural I felt, and my missing girl was finally freeing herself from the confining world of my closet’s mirror. At that point, my pressure of transgender womanhood began to increase. It was less and less a fun game and became a very serious journey. The real reason why was the trip to my dream was becoming possible and was I going to risk everything my male self-had worked so hard to achieve.  

Nothing turned out to be easy as it seemed as I entered the world as a transgender woman. My focus needed to be dealing with other women on a one-on-one everyday basis. Over a relatively short space of time, I grew into the woman I needed to become to survive. Or my inner girl was growing up into a woman and I needed the gatekeepers to allow me to play in the alpha girls’ sandbox. Very soon, I reached the point of no return, and I had lost most of my past anyhow, so I had nothing to lose. My second wife had passed away along with many of my close male friends, so there was no better time to put my old male self completely in my past.

For the longest time, I never understood what my inner girl was observing and learning from. I found out when she finally had the chance to emerge into the world, she knew what to do. I thought in a small amount of time, she made a major gender adjustment and began to enjoy the dream I had attained. By I, I mean my male self was needed to propel the changes I went through. He provided many of the materialistic necessities I needed such as fashion, hair and makeup to get by. At the least, the entire process was very complex when I put my life into a gender mixer and hoped for the best.

There were plenty of times when I had the opportunity to purge my feminine belongings and return to a male life I never really wanted. When I kept coming back, I finally learned my inner girl was screaming at me to do the right thing. The right thing was to live out the remainder of my life as a transgender woman. Destiny led me to success.

The Second Act

  JJ Hart doing Trans Wellness Outreach.  Will the second act of life be better and more successful than the first? How many people even get...