Was I Outdated?

 

My wife Liz. Key West Florida.

Along the way in my increasingly long life, I have considered myself to be outdated. 

As I grew up through the late fifties and the early to mid 60's, I went through my mom's fashions, all the way to the short mini skirted times when I was in middle school. By the time I had cross dressed my way in the mirror to a place where I could control it at all, the world of fashion had changed, and I was outdated for the first time. My miniskirts gave way to hippie boho fashion. I loved the long-haired hippie women around me.

By now you are probably thinking I was resistant to change or was simply ignoring the overall basics of women's fashion. The biggest basic is that fashion always changes. A woman is encouraged to go with the flow of fashion for a number of reasons, good or bad. As I see it, the good or fun aspect of fashion are the seasonal changes. I write occasionally about when the seasons do change here in Ohio, how satisfying it is for me to go through my wardrobe and judge what stays and what goes. It is at these times; I have to figure out if I am outdated or not and most importantly, does it still matter to me at my age. 

As I am sure you all know, as cisgender women age, they go through progressions especially involving their hair. Many start wearing the longer hair of their youth and as they age, the hair becomes shorter and shorter. It was the one age trend I resisted until I had quite a bit of my hair trimmed off at the end of last year before my wife Liz and I went on vacation. It turns out, I fit right in with the other women on the vacation tour we went on to the Florida Keys. 

Just fitting in, was something I never wanted to do. Preferably, as much as possible, I wanted to be on the cutting edge of fashion, if, it involved having a Boho lean. I never got over the admiration I had for the women during my college and military days when I was required to wear my hair short. I made up for the short buzz cuts I had to wear by wearing my hair longer than almost all other women during my senior years. 

If you are familiar with "Stana Short" on the famous Femulate blog, the short she is referring too is in regard to her length of hemlines on her famously long and shapely legs. I never had to face the skirt length dilemma following my love affair with miniskirts in my youth until the eighties I believe it was when they briefly returned. One of my favorite outfits I had was a black mini I wore with one of my fluffy long sweaters and a pair of flats when I went out shopping. It was one of the few times in my life as a transgender woman that my fashion matched the majority of what cisgender women were wearing.

These days, at the age of seventy-five, I am happy to be able to stay active and mobile at all. Sometimes I think my favorite colorful leggings make me outdated in my fashion, but I love them and that is all that matters. I suppose too, I am allowed to be outdated. 

Every Eye was on Me

JJ Hart

 When I was first entering the world as a novice cross dresser or transgender woman, I felt as if every eye was on me.

For the most part, most eyes were on me. Especially from other women. I vividly remember the times I was looked from head to toe by another woman. Slowly but surely, she was undressing every aspect of my fashion and making no secret of it. I thought at the time, I was just being introduced to the aspect of womanhood and to just get used to it.

At the same time, I was working on my overall femininized presentation, I was trying my best to mimic the way women move so I would not appear as a linebacker in drag. My adventures took me as far as trying to walk like a girl in large box stores late at night. I wonder now how many security cameras I made it on trying to perfect my walk. Through it all, I needed to be careful I was not walking the wrong way at the wrong time. Or for example, remember to not try to walk like a woman when I was working as a man. The entire process became more difficult the more I began to split down my time increasingly in favor of being a woman. I started with just cross dressing when I could a few days a week and ended with splitting my time four days a week in a feminine world versus three as a man. The whole process became even more complicated because I was still working my full-time job as a man. Especially when it came time to getting a new pair of glasses and I wanted to change over to feminine frames. 

The most difficult aspect of what I was attempting to do was the mental aspect of trying to juggle both main binary genders. I needed every moment to work on my transition and get used to all the nuances of it. A big portion of the process involved being looked at. At the least, no matter how well I applied my makeup, styled my hair and picked the right clothes for the occasion, I was still a big woman and would naturally attract attention. I attempted to conquer the size issue by losing weight. I responded by losing a significant amount of weight which helped in two ways. I could fit into better fitting women's clothes and at the same time look better when I went through another woman's inspection.

Of course, I was inspected by men too, but the inspection was much simpler, and I knew what it would involve. Women on the other hand, had more to look for since they had experience in the fine points of putting outfits together. At some point in their life, they had to put together everything from shoes to wardrobe to hair to put an outfit together. Since I needed to do it too, I knew what they were looking for and tried to plan for it. My accessories needed to match the rest of my hand-picked outfit to succeed. Even still, the times I went through helped me to prepare my future life as a transgender woman. 

If every eye was going to be on me, I was just going to have to adjust and do the best I could. If it was possible, I would try to thank all those women who looked me up and down. They taught me what I needed to do to succeed in my future. 

Opening Your Eyes

 

Image from Jesper Brouwers
on UnSplash.

I found I needed to be careful as I tried to negotiate a difficult gender path to transgender womanhood. 

Most likely, my eyes were open for the first time when I explored my mom's wardrobe for clothes and makeup I could try and see myself in the family's full length hallway mirror. When I saw myself, my eyes somehow were opened, and I knew I could never go back. Being a so-called normal boy was not going to cut it. 

From my humble beginnings, a small fire within me grew to a point where I knew I could never turn back from at least trying to set feminine goals and living up to them. The problem was, I had no workbook to rely on when the going got rough. I had no girls sleep overs to go to, or a mom to council me on my appearance. It came down to my relying on the mirror to tell me everything I needed to know about my femininized life, and it turned out the mirror could easily lie to me. It would tell me I was pretty, when in fact, I looked like a clown.

Following being rudely rejected by the public, my eyes were finally opened to the fact I needed to make changes in what I was doing if I was ever to survive. Soon I was haunting every nearby thrift store I could find for just the right feminine wardrobe items to add to my closet. It took a while, but I began to turn the corner and began to work my public presentation to a point where I could blend in with the cisgender women around me. My only real problem came when I did not have the finances to purchase the rare item, I thought I needed in the worst way. An example I still remember was a full-length wool powder blue coat I found at a discount coat store. It was in my size, went with my blond wig and I desperately wanted it. Long story short, no matter how many times I went back to the store and admired myself in the mirror, there was simply no way I could buy it. The main problem outside of affording it, was where would I hide it from my wife when I got it home. I needed to give up and move on to a cheaper alternative to keep out the Ohio cold. 

My eyes were really opened when I was allowed behind a rather formidable feminine curtain which women use to protect themselves from men. First of all, I needed to earn my way into their inclusive club by proving I was much more than a casual observer of women and most of all, not another drag queen. Step by step as I earned my way into a new and exciting gender world, I knew I was making the right move away from a male life. Mainly because I felt so natural in my experiences I was having. I cannot say my life was easy back in those days because I was stuck between two genders but on the other hand, each time I reached a new point of success, then I could not ever turn back. Again, because I was feeling I was headed in the right direction. 

Another problem I had during my journey was making sure my vision was correct. It was easy to have 20/20 vision when I was looking at myself in the mirror, but much harder when I was having a conversation with a strange woman. I was burnt many times when my vision of what was going to happen was blurred. 

Each time my eyes were opened, deep down I knew I could never go back. 

Wishes were not Enough

 

Image from Delphina Iacub on UnSplash.

In yesterday's post, I wrote about the amount of time I spent wishing I was a girl as I went about attempting to live a male life.

As I pointed out yesterday, I finally arrived at a point where every spare second, I was becoming dedicated to my pursuit of becoming a girl. Which included watching the girls around me closely at school. I was desperately jealous of their fashion and lifestyle. 

As I became older, in order to survive in the world, I put less time wishing I was feminine and adding more time into actually doing it. Which meant of course I needed to unlock the door to my gender closet and try to enter the world as a novice cross dresser or transgender woman. Back in those days, I took a lot of rejection, as I thought I looked like a clown in drag. Stubbornly, I persisted until I could find the right mixture of makeup skill, fashion and wigs. Once I did, my life across a new and exciting gender border became much more satisfying and fun. So much so, I was fooled into thinking my feminized wishes were coming true. 

It was about that time when I hit a gender wall as I found out what my wife was telling me all along, I had a long way to go on my path to transgender womanhood past just looking like a woman. I needed to quit wishing and find out what she was talking about. 

The more I explored the world as a trans woman, the more the world opened to me as gender curtains were pulled back. Of course, I knew cisgender women had their own world to exist in but I did not know how strong and in-depth that world was. For the longest time, my head was spinning as I tried my best to absorb the daily lessons I was learning. Primarily about communication and co-existence with other women on their playing field. Certainly, wishes were not enough when it came to surviving in a woman's world. I found I drew the curiosity of other women who wondered what I was doing in their world, and I had to be better than the average ciswoman just to get by. 

It was about this time; I decided to take a shortcut in my external femininized appearance and research doctors to see if I was healthy enough to begin gender affirming hormones (or HRT). I was, and the hormones almost immediately went about making changes such as softening my skin and producing breasts. All of which helped me to help my presentation skills. Especially, since I did not have any male pattern baldness and quickly was able to grow my own hair out and go wigless. 

I found by this time, wishes did not have to be enough, and I could move up my final transition timeline. Finally, my long-awaited dream could become a reality, and I could put my hated male clothes away forever. Perhaps the best part was, I never wished for him to return.

A Destination or a Journey?

JJ Hart

 Early on when I was stuck in my dark gender closet, I viewed myself on a way to a destination, not much different than a vacation from my male self. 

Then, when I began to experience more "vacations" than I could handle, I began to notice I was on more of a journey than I thought. Looking back, I was missing all of the signs I was much more than a part time crossdresser, pursuing a harmless hobby. The difference always was I wanted to do more than look like a girl, I wanted to be a girl. Needless to say, I spent many hours of my spare time wondering what my true problem was. Time, I wished I could have back. 

Instead of getting any of the time back, I invested it in my femininized appearance in the mirror, and I still thought I was on some sort of a mysterious journey no one else knew anything about. It would be years before I was able to attend transvestite mixers to meet other likeminded people who I thought were on the same path as I. Imagine my shock when I found out I had waited so long to find out I did not fit in well with almost all of the others who were attending the mixer. Somehow, I just still felt different. Probably because most of the attendees viewed themselves as men in dresses and my views of my gender self were just beginning to form and they were so much deeper than thinking I was a man in a dress. 

It was about this time, I realized I was on more of a journey when I began to know transsexual women who were making the ultimate gender step in their life, gender realignment surgery to be exact. I was very intrigued by the idea and deep down I wondered if that was the journey I was headed on. The problem was I was stuck where I was in my male life and was not prepared like my friends were to make such a serious move. To be sure, gender surgery would certainly be a journey for me as I had quite the complex male life I was living and to be truthful, on occasion, I did enjoy the white male privilege I had earned. 

All I ended up doing on my journey was screwing up my mental health. Simply, the stress of juggling two of the binary genders became too much and I was very self-destructive. It was then I knew, my gender path was so much more than just a destination and I really needed to step up my game if I was going to survive. It was decision time. Either I went forward as a transgender woman or retreated back into my male world. 

The deciding factor was I felt so natural as a trans woman, so I did not stop my journey until I made it to a point where I could save my mental health and even my life. Certainly, even though I had reached many destinations along the way, my life turned out to be a gender journey which at times was touch and go. I ended up not going and stayed the course to my own form of transgender womanhood and was a better person for it. 

The Ultimate Confirmation

 

Image from George Pagan III 
on UnSplash.

My ultimate confirmation in life came when I arrived at a point when I knew without a doubt, I needed to live out the remainder of my life as a transgender woman.

My journey took me to the age of sixty when I finally put my male clothes away and live my dream. Along the way of writing the blog, I have received many interesting comments. Many concerning why I took so long and equating my time as a very serious cross dresser as somehow meaning I was never actually transgender at all. The best all time comment I received was, I was just another old guy on hormones. The comment came so long ago, I do not even remember how I responded.

I can make many excuses as to why it took me so long to transition completely such as I had a wife, I dearly loved who was against it, and a job I worked years to get which paid me well. While those are the given reasons, my ultimate confirmation came from the fact, I just did not have the confidence in myself to do it. For years, I was still being laughed at any time I went out in the world as my femininized self. Before I became very serious about my presentation and lost nearly fifty pounds off my masculine frame and began to take better care of my skin so I could wear less makeup. At that point, the laughter stopped, and I began to acquire the all-important confidence I needed to live my new transgender womanhood. 

Without confidence, I had nothing and little by little, I began to acquire it by doing trips into the world which took me away from the easy malls and clothing stores I was accepted in for my money, to the restaurants which presented me with whole new challenges to overcome such as having to communicate with servers and bartenders one on one. I even went as far as to stop going to the gay bars I thought were safe and going back to the big sports bars I was used to going to as a man. At that point, my ultimate confirmation was establishing myself as a regular at a couple of key venues where I was even given restroom privileges. Obviously, my confidence skyrocketed to a point where it never had been before. I could not wait to do more and more. 

Even with my newfound confidence, a fulltime life as a transgender woman eluded me. There still were huge life questions such as what would I do to support myself, all the way to how I would tell my friends and family. It was about this time in my life when destiny stepped in and answered nearly all my problems. In the space of a couple tragic years, my wife passed away, along with nearly all of my close friends. Leaving me all alone to guide my life in any direction I wanted to. The direction it took me was straight to gender affirming hormones which the Veterans Administration health care system was just starting to prescribe. Since I already was a VA health member, I went through the approval steps and was approved for the HRT program. 

My male self was stubborn about letting to but even he could not fight the ultimate confirmation he was facing. He should have never been in my life to start with and once he got there and established himself, he was difficult to remove. 

Gender Mandates

 When I was born, I did not have a choice of which gender I was supposed to be, my birth gender was male and there were to be no questions asked. 

In other words, I was mandated to enter a male world which I came to totally dislike and rebel against. Similar to many of you, I first had an idea something was wrong with my perceptions of my gender at a very early age when I went exploring in my mom's clothes. My first glimpses of myself in the full-length family mirror were memorable and electric. I knew right then, I needed to figure out a way to do more. 

The problem was, in my very male dominated family, I was mandated to go in only one gender direction and follow the male path. Afterall, if I made it, I was offered the promise of white male privileges. On the other hand, if I was caught cross dressing at all, I was surely on my way to see a therapist and perhaps be thrown into the dreaded conversion therapy. My answer was simple; I needed to continue in my underground cross-dressing ways and hope I did not get caught.  My major problem was my slightly younger brother who I was always stuck being with. Somehow, I did manage to do more and slightly lessen my mandate. When I did, I found I could enjoy my femininized self even more than I ever had before.

Of course, the most male mandate I faced was being drafted into the United States military during the Vietnam War. Since women were excluded from the draft, it was an exclusively male experience. I still resent having to face my time in the service when women did not, but I served my time for three years and was honorably discharged. I suppose too, my time in the Army disguised the true me to the outside world, since my friends and my dad already had served their country. It was mandated to be my turn if I wanted it or not. 

Slowly but surely, over the years, my mandate changed from male to female. I went very slowly to insure I would have less and less mishaps on my gender path. Each step I took gave me the confidence to take another. Of course, at some point, my mandates would collide. When they did, my mental health struggled, and I was fortunate (after several tries) to find a qualified therapist who helped me separate my bi-polar condition with my gender issues.

My largest feminine mandate came when I started gender affirming hormones. I knew almost immediately I had made the right decision. All the changes the hormones made to my body felt so natural. Inside and out, the changes were so dramatic, I think my body was always waiting for them. 

As mandates go, I would be remiss if I did not mention the gender privileges which go with the mandate.  Since I have spent quite a bit of time up close with male and female gender privileges, I know a little about both sides. As with most things, male privilege is more upfront and direct, while female privilege is more layered and indirect. 

One way, or another, mandates are a serious part of life and are difficult to control. Plus, they are so hard to deny.  

Happy Easter

 

Image from Austin Tate on UnSplash.

When I was growing up, one of the moments I will always remember were the Easter celebrations I was forced to attend.

Primarily when I was stuffed into a suit and tie and had to watch all the girls in their pretty dresses and wondered how it would be to enjoy such a supposed pleasant experience. I say pleasant because my wife Liz has told me how it was to be scolded when she played with the boys on Easter and ended up getting her new white tights dirty. I told her I so much wanted to wear white tights at Easter but could not, so the grass was not always greener on the other side of the gender border.  

Since our family was not very religious, Easter was one of the few times the family attended church services which made it even harder to accept. Accept I did and had to internalize my thoughts in a very dominated male family. Little did I know, it was just the beginning of a life of internalization I would be facing due to my deep gender issues. To fight the idea, I was transgender I did my best to cross dress it away until I could take it no longer, bought my own white tights and moved on into bright feminine fashion. Slowly but surely, I reimagined myself and begin to change my own narrative into a pleasant transgender womanhood. Then it seemed cisgender women everywhere around me moved away from dresses and hose altogether. 

Now on Easter, the closest I come to any sort of an observance is when I am able to attend the afternoon Passover Sedar at my daughters in laws who are Jewish. On occasion too, I attend Wiccan circles with Liz and identify as a Buddhist, when pushed to do so, on some sort of form I need to fill out. I loved the Buddhist religion from my experiences with it when I was in Thailand in the Army.

Ironically, now when I am free to do so, I don't attend any organized religious Easter services at all. So, I do not wear or even own a symbolic pair of white tights at all. 

For those of you who do celebrate Easter and love to dress up in your prettiest clothing, have a great day and enjoy your present gender tense.  You can even see if many other cisgender women break the current fashion trend by wearing a dress at all...with white tights.

Karma?

 

JJ Hart with Liz on left and daughter
on right.

Last night, my wife Liz, her son and I went out to eat at our favorite restaurant. 

We have been to the venue many times without any of the staff misgendering me. Spoiler alert. My record of not being misgendered would go out the window last night. Per norm, the venue was busy, and no one paid me any attention as we were led to our seat. So, outside of a few screaming kids, I was feeling pretty good about my experience. For the evening, I chose my new Jimmy Buffet "Margaritaville" T shirt I bought in Key West and paired it with my favorite leggings. After a close shave and a foundation coat with lip stick, I was ready to go and enjoy a margarita. 

As I said, I was feeling relaxed until we ordered, and here it came out of nowhere, the dreaded "S" word. You guessed it, the waiter called me sir. I was devasted and shocked at being called sir for the first time there ever. Then I began to wonder what went wrong, then I remembered a couple things I did wrong which could have contributed to being misgendered. The one obvious one was how I was presenting myself. Maybe the Buffett T-shirt I was wearing was a little too casual and I had not prepared my arms for a bare excursion into the world. Normally, I still need to shave my arms which I did not. So, my preparation laziness cost me.

The next point is where karma came into play. Today, we were supposed to go north to Dayton, Ohio for a Passover Seder reception at my daughter's mother-in-law. Sadly, severe storms are forecast for today in the area, so we decided not to make the rather lengthy trip. When I emailed my daughter to tell her the bad news, I asked how my trans grandchild who uses the "they and them" pronouns was doing and did they still have a job waiting for them this fall after they are done walking the Appalachian Trail. It turns out, they reached the two-hundred-mile point. 

Now what did I do wrong? As I was emailing my daughter, I thought I was being careful on which pronouns to use. Along the way (dammit) I slipped up and used the forbidden "her" word and ignorantly sent the message before I checked the entire message. Of course, then it was too late, and the message was sent. 

Now I feel as if karma got even with me later that evening when the waiter misgendered me. In the future I will have to be better, and I should be the last one in the family who should mess up their pronouns. When I do, karma should come around and slap me. 

One way or another, I need to do better where my presentation is concerned, and most certainly do better with my grandchild's pronouns. And, by the way, they still have a job as a civilian with the US Navy nuclear program in Maine. The gender haters in the orange felon's administration have not discovered them yet and I hope they never will. 

In the meantime, I am a firm believer in good karma and will work harder to make sure I pay my life forward the best I can to pay it forward to help others and not screw up my grandchild's pronoun's.  

Transgender Dreams

 

Image from Alex Azabache 
on UnSplash.

My last question from my transgender grandchild for my yearlong book of questions I am putting together went something like this: If I had it all to do over again, what would I tell my twenty-year-old self about life.

First of all, before I answer, the questions come from a site called "Story Worth", and at the end of a year, they put all the weekly questions together to form a book on your life. It was a gift from my daughter. I am more than three-quarters through it already with a chance to add more questions for a small amount of extra money.

Now, back to my twenty-year-old self. First of all, at that time, I was consumed by two issues. Being drafted into the military along with a strong desire to be a woman. Conflicting problems to be certain which I was having a very difficult time dealing with. In the tried and true if I had known then what I know now, I would not have spent so much time worrying about basic training and beyond. I learned as I went through basic, that after I got into shape, it was just a team building experience with military realities built in. I made it through much easier than I thought I would and then prepared myself to serve out the remainder of my three-year enlistment. To be honest, I did not join the Army because I wanted to, or I thought it would make me anymore of a man. I was drafted into the service because of the Vietnam War. 

If anything, my gender issues became stronger when I was away in the military, as I constantly day-dreamed any spare moment I had about when I would become a civilian again and be able to pursue my dream of being a woman. It was all I had to get me by. 

Little did I know at the age of twenty, how complex and difficult my gender journey would take me throughout my life. To put it into perspective, the Army only took three years away from me, while deciding to finally come out as a transgender woman, took me forty more. I am sure my twenty years old would have asked why it took me so long to face the reality of who I really was and quit making excuses. I kidded myself for years thinking I was strong and would have to admit to my twenty-year-old, I simply wasn't. 

I would also have to tell my young self to not be afraid to dream because without dreams to achieve, often we arrive nowhere. I would have never made it to my goal of transgender womanhood unless I dreamed of it all those years and took steps to finally make it. Regardless of all the self-destructive behavior I put myself through. You only have one life to live and should try to do the best you can to preserve it. 

I was fortunate to have lived long enough to see my life come full circle from that confused twenty-year-old I was. When I did, I was able to achieve transgender dreams I never thought possible.  Of course, none of us know our ultimate destinies, the least we can do is accomplish goals which lead us in the right direction.

If you are in your closet, thinking you are trapped like I was, just do your best to look for the opportunities you may have to escape. Later on in life, it all may come back to help you with your transgender dreams.

Can't Go Back

 

Image from UnSplash.

At the ripe old age of seventy-five, there is no way I will back track my long difficult gender journey to transgender womanhood. 

One thing I never thought would happen is I would ever have to consider backtracking at all but here I am. Of course, the main reason I am doing it is because of the orange felon attempting to destroy our country as we know it. In the short span of time, he has been in "power", already he has affected me severely. Or almost has. 

The first time was when the Veterans' Administration came down with a new directive saying there would be no more gender affirming hormones provided by the VA. Since I receive my HRT from VA Health, I was rapidly attempting to discover a Plan "B" to get my hormones. Then the VA amended their hormone directive to not issuing HRT to new veterans only which of course left me out. I felt good for me and bad for any other new veterans suffering with gender issues along with other problems. 

Then, there was a glimmer of hope from the powers to be who were looking for a loophole in the gender directive. The loophole was veterans needing HRT for mental health reasons could still be administered hormones, just not wigs or various items such as breast forms. So, for the time being, the status quo has been maintained. No thanks to the buffoon in Washington.

The second major issue manufactured by the gender bigots in Washington is the "Save Act" which is designed to take voting rights away from women everywhere. Transgender or cisgender. Here is a segment of explanation of what the "Save Act" means: 

"In addition to married women,” Cherry said, “any eligible voter who has changed their names for myriad other reasons (related to marriage or divorce, a gender identity transition, a change based on personal preference, etc.) could face heightened barriers to vote if the SAVE Act were enacted due to their lack of birth certificate that reflects their current legal name.” Cherry is a legal director for "Voteriders" which provides voter ID information.

My problem with the bill is my birth certificate has never been changed here in Ohio to reflect my new legal name, and counties here in Ohio are refusing to do it. Including the one I was born in. So, I could not use my birth certificate to vote. The act still has to pass the US Senate, so we will see what happens. Whatever does happen is I never want to lose my precious right to vote as my authentic self. 

One thing is for sure; I will never backtrack from my life as a transgender woman. As I write about often, I can never relive all the exciting years I spent as a novice in a fulfilling new world. Also, I need to add how much I resent the recent attacks into my world. Like the rest of you, I am just living a quiet life and don't need you to tell me which restroom to use or how to vote. 

Mainly now because I do not ever want, nor will I go back, and I will never disappear. If by chance, the blog goes away because of my comments, you will know why. I hit the big time and was noticed by the wrong people.

Transgender Breakthroughs

 

Image from 
Shane Rounce  on 
UnSplash. 

Even though we are all at different points along the way in our gender journeys, we still have break throughs which keep us going. 

My earliest breakthrough was when I was still admiring my girlish reflection in the mirror, the first times I was able to try on my mom's clothes when I was all alone. I thought I looked great, and the feeling stayed with me for a couple days afterward until I could try to cross dress again. The problem was, I felt deep down there was still something missing, I wanted to do so much more than just look like a girl, I wanted to be a girl. The problem was, I did not have any gender information to go with my discovery of who I really was. I was still years away from even hearing for the first time about transgender women and what the term meant to me. I still have vivid recollections of the time I saw the transgender term used and just knew, for the first time in my life, being a trans woman fit me. Naturally it was a major breakthrough. 

Little did I know, just having a label to attach to myself, would prove to be a challenge for me as I went through life. No longer could I rely upon a mirror's image to get myself by. I needed to get out into the world and see if I could present well enough to mix in with the public. When I did, I found being a woman was no joke, and I needed to really work to achieve my goal of transgender womanhood. 

One of the big problems I had was, when I was coming out, I tried to keep one foot firmly in my closet. In case something went wrong, and I needed to go back. The only problem with keeping a foot in my closet was the time I spent in the world as a woman spoiled me, and I never wanted to go back. It was very difficult for me to tell my inner feminine self no. What I decided to do was, formulate a version of my own feminine bucket list. I would try increasingly more difficult things as a woman and see what would happen. For example, if I made it browsing in a bookstore, I would take it a step further by ordering a coffee and using the women's room the next time I was there. Or I would try to go to a different restaurant all together and order lunch. 

I try not to act as if I am recommending my path out of my gender closet to others because when it comes to leaving your closet, one size does certainly not fit all. Circmstances such as experiences in the public and where you live can vary so much. However, in my case, it did take a certain amount of courage to come out. There were many times when I waited in my car adjusting and readjusting my makeup before I gathered the courage to walk into a venue I wanted to try out as my new femininized self. Since a few of the venues I had been to several times as a man. 

Then, courage gave way to confidence and when it did, I could enjoy my new exciting life. Before that happened, it seemed to be a challenge every time I turned around. Perhaps I was expecting too much by thinking I could turn decades of living a reasonably successful male life around so quickly. Being a woman of any sorts presented a challenge because women lead a so much more layered and complex life than men. Once I accepted the challenge, I discovered I was in the right place as a trans woman and there would be no turning back. 

Even though the current barrage of anti-transgender legislation shows no sign of abating soon in many places, we have to remember transgender women and trans men will never be erased and have always existed and you can too. If you try, you can have your own breakthroughs and live a solid life out of your closet. You just have to be careful how you do it and keep an eye out for the bigots which are increasingly brave. In my case, I needed to realize the worst the bigots could do to me was not as bad as continuing to live in my gender closet. It was very dark and lonely, and I could not take it any longer and I set out to experience my own transgender breakthroughs.

I Just Could not Do It

 

JJ Hart. Club Diversity, Columbus, Ohio.

Every once in a while, I see a guy, or a group of guys doing routine guy things and become rather envious of them.

I remember how hard I worked to arrive at a point of being a man to just fit in and think how easy it was for me to participate after I earned my white male privileges. Then, when my gender issues caught up to me, I needed to give all my male privilege up and make the sacrifice to lead a happy life as a transgender woman.

About that time, when I am observing the men, I talked about, I remember how miserable I was just playing the old repetitive male game I was stuck in, and I feel much better. Even to the point of feeling free. Perhaps, it is because I never should have forced myself to play the male games to start with. Being born into a male dominated family as the first son, locked me into serious expectations of who I was expected to be at all times and there could be hell to pay if I was not. Regardless of the pressure I put myself under, I did my best to succeed while all the time suspecting something was wrong with how I perceived my inner gender. 

I don't know what I thought about how I could live my life the way I was doing it, but somehow, I made it to the age of sixty before I could not take it anymore, and I transitioned into my version of transgender womanhood. I say my version, because I decided I did not need any serious gender realignment major surgeries to live life the way I wanted to. I basically took all the experience I had learned as a very serious cross dresser and decided I could live full time in a new and exciting world.

Before I paint myself out to be some sort of a courageous person, I wasn't. Destiny had led me through many bouts of self-destruction to be able to live to a point where I was healthy enough to begin gender affirming hormones and femininize my body. Inside and out, it all was quite the change. As excited as I was to experience all the changes, the fact was not lost on me that I was nearly old enough to retire early and start Social Security which took me away from any negative ideas about transitioning on a job. Old or new. 

All of a sudden, almost all of my major hurdles to transitioning were taken away, even to the point of the Veterans Administration approving HRT for its health care members. So, at the least, I would have to pay less for my femininizing meds. Even though, they were not free. 

One night, when I was again feeling sorry for myself because of my lifelong gender issues, I finally came to the conclusion I did not have to do it anymore. I was sure of the fact I did not want to live as a man any longer and had paid nearly all my dues not to do it anymore. 

Regardless of any remaining envy I felt as how easy it was for me to enjoy any male privileges I had gained over the years; it was not enough to keep going as a man. I just could not do it and survive. 

Building Gender Bridges

 

Image from Alexander Rotker 
on UnSplash.

I have always been one to build too many bridges to jump off of in my life. 

In fact, if I don't have anything to worry about, I will create something. Looking back, I was especially bad at building huge, tall bridges when I was at the height of my trip to transgender womanhood. I felt I was partially justified in doing so because of all the problems I experienced when I was coming out of my gender closet. 

Before I began my trip, I was a fairly freewheeling person. If something happened for me to take care of, I would and at the same time, not spend much time worrying about my future. Even though I still faced major problems in my life, I could still conquer them, or escape back behind my skirts, heels and hose to hide. As I progressed in my life, I found my time was running out as a parttime cross dresser. Either I needed to do more or purge myself altogether of a pastime which had kept me from jumping off so many bridges I had built. 

Another problem I discovered was when I began to be more skilled at building my gender bridges was becoming, I was increasingly under more pressure to be successful. The more success I felt as a transgender woman, the easier my life became except for the very serious bridges I faced such as communication with the world. 

The best time I have for building my bridges is late at night when I am trying to sleep. These days, I have plenty of things to worry about. In fact, next week, my wife Liz and I will be heading north to my daughters, mother in laws lunch. During that time, I hope to find out what has happened to my transgender grandchild job offer as a civilian nuclear engineer with the Navy in Maine. Hopefully they have been able to stay under the radar so far and has maintained the job which they wanted to start this fall. (They is their preferred pronoun.)

Going to see the family is always very affirming as I have been accepted for years as my authentic feminine self. Early on it was very difficult for me to adjust to because nearly everyone in the room had known me for years as my old male self. Others including my first wife, who is the mother of my only child usually always attends, and she has a difficult time sometimes not referring to me with the proper pronouns when recounting a few of the long-ago days when I was trying to live as a macho man. Plus, we also met each other while we both served in the Army in Germany. With all the extra baggage I carry when it comes to her, I think she has done a good job of building a new bridge to me over the years.

Now, at my advanced age of seventy-five, I find myself looking ahead at the biggest bridge of all. When it is time to enter a new reality when I pass on. I have decided to do the best I can with all the aches and pains I have and keep a positive attitude. Of course, there are other major bridges to think about also when and if I need to enter assisted living, which I am not looking forward to. Liz and I were supposed to attend a special seminar put on by an attorney specializing in "elder law", but Liz got sick, and we did not go. So sometime in my future, I need to insist we find an attorney to give us a consultation. 

In life, it seems, there are always bridges to build. It is just a special problem unique to gender conflicted transgender women and trans men. Overtime, we can become very good builders and even better at hiding our results. Fortunately, there are more and more trained therapists to help us these days. Ironically, some of us have to go through several therapists until we can find the proper fit. So, we can find someone who can build a solid bridge, rather than tear it all down. Which, if you are like me, you tried to do many times during various purges. 

Relax!

 

Image from Clem Onojeghuo
on UnSplash.

As transgender women or transgender men, often relaxation can be a key to our survival. The sad part is relaxation can be very difficult to come by. 

If you are like me, when you first discovered the pleasures of dressing in your mom's or sister's clothing, there was an extreme element of danger involved. If my secret was ever discovered, life as I knew it would be destroyed. With that hanging over my head, it was very hard to relax. Somehow, I thought as the years rushed by, I could relax as I enjoyed looking at myself in the mirror cross dressed as a girl, but I did not.

In fact, it got worse the more I ventured into the world for the first time as a self-proclaimed transgender woman. I was concentrating on making sure I was on point with my fashion, makeup and hair, I just could not relax on the reality of putting the appearance I achieved into moving as best I could as a woman. My best laid plans of presenting as an attractive woman could quickly be destroyed by moving like a linebacker when I walked. So, until I earned the confidence I needed to be out in the world, I just could not relax.

Ironically, I did get better at putting my feminized body into motion and was beginning to learn how to relax as a trans woman until an even bigger obstacle came my way. The set back came when I needed to begin to communicate with other women and men in the world. No longer could I go out preparing to be by myself, when so many people (mainly women) wanted to talk. I was caught in a new strange never-never land where I had never been before. I did not know what to do. If I was too chatty would other people, consider me too forward, and on the other hand, if I did not say enough, I would appear to be unfriendly and not approachable at all. Plus, on top of all of that, I was very paranoic in how my voice sounded to the public. 

At first, when I talked to another woman, I attempted to mimic her voice and do the best I could. Most importantly, I needed to quit anticipating what another woman was going to say to me and listen more intently than I ever did as a man. As I already knew, cisgender women were very different than men, but I was never allowed behind the gender curtain to discover the true extent of the differences. As I always mention, I had plenty of instances when I did not watch my back and ended up being clawed by a passive aggressive woman before I understood to watch for everyone. On the other hand, I had very few interactions with men and did not have to worry where they were coming from since most stayed away from me.

Through it all, today I can't say I can ever relax completely. Especially with the current state of affairs against the transgender world thanks to a certain orange felon. It's so bad in my native Ohio, the courts are battling laws which outlaw me using the restroom of my choice at all.  How am I supposed to feel about getting arrested when I am doing nothing wrong.

The only advice I can give anyone considering starting their own gender journey is to take the time to build your own confidence so you can proceed. Confidence is the key to relaxing as you are able to enjoy the path to your new life. 

I Made Nothing

 

Image from Camillo 
Contreras on UnSplash.

Several of my earliest memories of success as a cross dresser came during the Halloween parties I went to. 

When I wore my very short mini dresses, showing off my freshly shaven legs, I found I had several women come up to me and say, I "made" a good-looking woman. Years later, when I began to understand "woman speak" better, what they probably meant was I "made" a good-looking woman, for a man dressed as one. 

Furthermore, I soon came to realize, I was not making anything. I was simply being who I was. In order to learn that simple fact, I needed to live decades of life as a parttime cross dresser or novice transgender woman. Or I needed to live my gender truth before I could claim it. I needed to get out of the mirror and into the world to learn if I really belonged there. Those were the days when no one in the world around me would give me a break. The public was laughing at me (rightfully so) because for the most part, I was dressed like a clown in drag. Plus, my old male self, my second wife and my mirror did not want to let go of me. Making my life miserable and destroying what I had left of my mental health.

Juggling two genders at once was a tremendous challenge when I caught myself practicing living one gender when I should not have been. Being called "Ma'am" at my macho management job was certainly not cool or good but somehow, I survived to live on to the next day when I was determined to do better.  What happened was, I did keep getting better at my feminine side and increasingly began to leave my male side behind, which scared him.

Fear, as they say, is a powerful motivator and instead of giving up, my male side and my second wife grew increasingly close and forced a battle of the wills. In other words, neither one of them wanted to lose their place in the world. Which included my universe. It turns out, I did make something...a huge mental mess for myself. It is one of the excuses I make for taking nearly fifty years to break out of my gender bonds and flourish out of my closet and mirror. I just had to make sure I was making the right choice and there was so much pressure on me. 

As I grew out of the mental gender mess, I had made for myself, I gained the critical confidence I needed to establish myself as a secure transgender woman. Not just a femininized man. Since I had spent a lifetime getting there, the personal coming out was extra special to me. It was as if my feminine self was telling me what took so long. As it turned out, I shared her belief in wondering why I took so much time and wasted so much nervous energy I wish I had back. As we all know, worrying over what we did in the past is a waste of time, unless we are learning from our mistakes.

I felt better when I realized I did not make anything, when it came to my gender issues. Rather, I inherited them from some unknown source which made life a challenge. A challenge I needed to finally accept before the pressure I put on myself had grown too heavy to carry and I had to put it down and go with the life which made me feel natural and alive. When my transgender womanhood became secure thanks to friends I had, I felt so much better as I built a new life.

Do the Right Thing

 

Image from UnSplash.

I learned early on from my parents when in doubt, you should always do the right thing. At the same time, I learned from them, dressing to look like a girl was not doing the right thing. So, I needed to completely hide it.

Later, when I attempted to navigate my gender path, I found many obstacles I did not foresee hurting me. But they did and brought about many doubts. Of course, the main doubt was, should I be doing all the cross dressing I was doing in public at all. Still, I persisted and improved my craft at presenting well as a femininized person. Finally, I arrived at a point where I could leave my dark gender closet and attempt to live a new scary yet exciting life. The more I explored as a novice transgender woman, the more I wanted to do. Which brought me back to the question, was I doing the right thing. 

Similar to so many of you, I suffered from extreme guilt as my second wife kept telling me my gender desires were selfish pursuits. The sad part of it was, for the most part, she was right. She wanted very little to do with me wanting to be a woman, so I kept it away from her. Not the right thing to do in a marriage but was my only recourse. At that time, I only had a distant dream of perhaps living someday as a transgender woman. All I needed was the courage to face my reality. 

Because of a number of reasons, I needed to do much more exploring the world as a transgender woman to see if I could survive. First, I had to look the part, then I needed to live the part. Standing in my way, were the usual questions of transitioning to another gender such as what would become of my family, friends and job. As well as did I really hate my male life that much. I wasted hour upon hour antagonizing over what I should do and would it be the right thing. 

I was stubborn of course and refused to do any more than observe several transsexual women I knew from a distance. From their stories I did know they had really good safe jobs or were close to retirement so they could support themselves whereas I did not and had no idea of what I would do for an income. Plus, I also needed to consider, both of them were flat out gorgeous and had no problems presenting in the world as women. I did not labor under any idea I even came close to being as attractive as them and did not have that going for me either. After taking all of this and much more into consideration, I did not know what I could do about my gender dilemma which was not doing my mental health any favors.

What I did do was try to continue on the path I was on. To increase my awareness of the world as a transgender woman as much as I could at a time, I went as far as I could. Even absorbing major clashes with my wife over what I was doing. I can't always say I did the right thing as I learned more and more about living in the new world I was seeking. There were too many times when I had to out and out lie to get out of situations, I found myself in. In all fairness to my wife, she told me to stop it and just become a woman to bring peace to both of us. Still, I did not have the courage to change my life and leave her behind. I did not do the right thing. 

You regulars know what happened next. My wife passed away quite tragically from a heart attack leaving me all alone with my dogs to put my life back together. I rapidly turned to my inner feminine self as the strongest person around and did the right thing and finally turned to a life I always just dreamed of. 

On a side note, I may be missing a day of blogging tomorrow as my wife Liz and I have a daylong seminar to attend. Sorry for the inconvenience!

When too Much Wasn't

 

JJ Hart (Middle) with two friends.

As I continued along my long and winding gender path, I (on occasion) ran into situations when the public seemed to be too much. 

Examples were the times I was approached in public by strangers when I did not want to be. Very quickly I needed to judge their motives. Did they see me as a man in a dress on one hand, or as a woman on the other. Naturally, it made a big difference when I returned home and rated my experiences as a novice transgender woman out in the world for the first time. How did I do? Was I too much for my own good and did I need to tone it down, or attempt to do more?

There were the times when I managed to thrive in situations where women dominated and times I could not and ran home. Back to my gender drawing board. There seemed to be so much to learn, I was overwhelmed by the task ahead of me if I was ever to achieve my dream of living a femininized life as a transgender woman. 

In the end result, normally I found too much just was not when I was trying to get ahead in a new world I was just getting used to. The problems occurred mainly in the areas of fashion and makeup, as well as where I was trying to go when I went out. Once I got them under control, I was able to build a stable new life in the girls' sandbox. Once I earned my way in. Often earning my way in, had its own set of challenges. Mainly I had to find out how to play correctly to be accepted. On the other hand, even though it was difficult to do, I had to play to learn a life's full of lessons in a hurry. As I always say, my women's workbook was blank to this point, and I needed to write it. 

I found as I struggled to fill out my workbook, I needed to be extra vigilant in how I viewed other women, since I was totally on their turf. For the most part, I did my best to hold back on my opinions and speak mainly when I was spoken too. It worked well enough until I could get my feet on the ground, and I could move forward as a transgender woman. My goal was to build my new life as a confident, intelligent woman in society, but I needed to prove to myself my goal was not too much and would destroy my dream of transgender womanhood. Fortunately, throughout my life, I had several strong positive feminine role models to work from and add to my workbook. When I was able to add their influences to the inner female, I already knew was there, the women formed a strong bond to guide me through my struggles.

Overall, I discovered rarely too much just was not. What was happening was, I was just paralyzed by fear to move on with my new life. Once I got over most of my fears, I was able to move on and be free to live a better life. A better mental health life waited for me when I quit fighting two genders to survive. 

Wait? There is More?

 

Hand Beaded Hair Beret
by Liz T Designs
Haur by JJ Hart. 

When I reached every dead end on my gender path, I thought I was finished with my dream of ever being a transgender woman.

It turned out, when I researched every dead end, most were just blind curves I needed to negotiate, so I pushed on. It turned out, one of my biggest problems I had was dealing with my own fears. Would I be discovered and laughed at or worse. When neither started to happen, I gathered my courage to do more and more in the world.

Mentally, I was able to make another major transition from cross dresser (which never worked for me), all the way to transgender, which did. The process turned out to be one of the biggest mental moves of my life and in many ways saved me from harming myself. All the years of not making a connection and connecting my gender dots were over, and finally, I was able to understand why my life had been so difficult. Mainly, it was because I was so busy fighting myself, I did not have the room to search for anything else. Keep in mind too, while this was going on, I was also trying to juggle a male life which I was succeeding at. Making it more and more difficult to give up.

Through it all, I did find out there was so much more to my femininized life than my old male one. To get there, I needed to keep pushing. I set up mini bucket lists where I wanted to try out as a trans woman to see if I would be accepted. At first, I went to the easy venues such as malls, clothing stores and bookstores to see if I could make it in my new world. Once I did, I attempted to step up my layers of difficulty to challenge myself to be better, and at the same time build my confidence to seek out more in my new life. My end goal with all of this was to discover if I indeed did have any chance to live my lifelong dream of being a woman. Even though I went too far on my bucket list ideas, I still had to push forward because so much was at stake in my life. Afterall, I had family, friends and jobs to consider among other things I did not consider yet because they were beyond the next blind corner. 

Sometimes, what was behind the next blind corner was easy to deal with and other times presented me with situations which were very difficult to deal with. Such as the time I had the police called on me due to an ill-advised rest room visit, all the way to being run out of my regular venues by a group of men who were harassing me. Predictably, it took me quite a bit of time to regain my confidence, but I did and moved on to greener gender pastures. 

One of my biggest obstacles to finding the greener pastures was my lack of knowledge in communicating as a woman. I never thought the public would want to interact with me as quickly as they did, and I was not in the least prepared for it. For the first time in my life, I needed to really listen to other people and prepare early for a proper response which was good enough to get me by. I even resorted to taking feminine vocalization courses at the Veterans Administration to help get me to the next corner to see if there was more to do. 

It always seemed there was more to do as I attempted to immerse myself into my transgender womanhood. Especially when I started gender affirming hormones. When I did, welcome changes began to happen quicker than I expected and once again, I was not prepared for what I was facing. For example, I had a timetable in my head for when I could finally put all the male life behind me and start a new life from all the gender work, I had done. Primarily, because of early surprising breast development, I needed to scrap my mental timetable and get started on my new life. From there, there would be no looking back.

From HRT forward, I thought there would be fewer mores in my life, but I was wrong. My wife Liz came along and with her, she expected me to accompany her in the world doing things I had never tried before. We went on vacations, went to the symphony as well as junk yards for car parts and made a life together. 

Now as I look to the final chapters coming up in my life, I know there are many more significant mores in my life coming up. It is just a part of life. Maybe transgender women and trans men just have more to navigate than the average person as we seek a new gender life. 

It's Complicated

Image from John Barkiple
on UnSplash.

 
In many ways, this post is an extension of yesterday's post.

In it, I attempted to write about the connection (or lack of it) between members of the transgender or cross-dressing communities. What continues to amaze me on many levels is how complicated the outside world does not see in our world. So many in the world still think all we have to do to "solve" our gender problems is as simple as not putting on a dress for transgender women, or a pair of pants for a transgender man. Granted, it is very difficult to explain what is going on in our own gender challenged minds. How could I explain my desires to others, when I could not explain it to myself. Back in those days, there were not even therapists available who had any knowledge in the gender field to provide any help.

In the meantime, I internalized all my feelings and dreams of being a transgender woman someday, much to the detriment of my own already fragile mental health. My problem was (among many) I was naive and did not realize how complicated my genders were. I had no workbook to study from. Being completely on my own, forced me into making many mistakes I did not foresee coming as I followed a curvy gender path. The only woman I sought guidance from, withheld any significant advice, basically because she just clashed with and did not like my inner feminine self which was trying to emerge. 

What I did then was move past my wife and discover what my new world as a transgender woman had in store for me. All of it was difficult in the worst way when my old male self-ganged up on me. Both of them were losing traction on claiming my world and resented it on so many levels. It stayed so complicated because I loved my wife deeply and we had built a twenty-five-year marriage often on the ashes of my gender conflicts. When I was down and out emotionally, my wife was the first to bear the brunt of my frustrations. I knew I was wrong, but there was nothing I could do to battle my overwhelmingly frequent desires to being a woman. In fact, when my second wife was still alive, I was very actively exploring the world as a transgender woman. Primarily to discover, if I could survive at all.

My explorations proved what I suspected all along. Women lived a very layered and complicated existence and being able to join in at mid-stride would not be easy. Similar to attempting to jump on a very fast moving merry go round without it slowing down. Once I found myself on the feminine ride, I was given a chance to really learn and absorb what a woman's life was all about as my brain was rewired to survive. What amazed me was how quickly I was welcomed into a woman's world as one of their own. The worst which happened to me was when I was gently laughed at by my new cisgendered women friends when they said, welcome to our world. Which I was overwhelmingly happy to be a part of.

Ironically, if I was prepared or not, I entered a world much more complicated than the gender conflicted world I left. Plus, what happened was, the more I grew into my new world of transgender womanhood, I grew away from my wife. Before she unexpectedly passed away, it became obvious our marriage was doomed to at the worst being a total split, to at the best living as two women on their own. One-way or another, fate decided the question for me.

In many ways, I wonder if I had ever imagined such a complicated journey through life was going to be in store for me. I guess at the least, I could say, life was never boring as I suffered from being the round peg being forced into the wrong square hole. My reward was being able to say I learned how both sides of the binary genders lived, and I could choose which one I wanted to live as.