Owning It.

 

Image from the Jessie Hart
Archives

Long ago I learned the hard way the power of owning my public appearance as a novice transgender woman or very serious cross dresser. 

I was tied too closely to my mirror and didn't realize until it was too late how it could lie to me. Examples included how the mirror told me I was an attractive woman who could go anywhere just to be bounced almost immediately by the public. Many times I would come home in tears wondering where I went wrong. Finally I came to the conclusion I was putting my feminine priorities in the wrong place. In reality my mirror was not in my house but was in the public's eyes. When I learned to dress to blend in with the other women around me, I began to own my existence as a transgender woman. No longer did I have to worry as much about being laughed at in public. 

Also, when I owned my life as a trans woman, I gained the all-important confidence I needed to follow and improve my right to exist in the world. If someone had a problem with me, it became their problem, not mine. The biggest pressure I faced was needing to communicate with the world as my transgender self. Suddenly the process went way past how I sounded into what I was saying. Owning the new gender world I was in meant learning to operate on an entire new spectrum involving an internal look at how the two main binary genders (male and female) communicated. Quickly I learned why men and women couldn't connect on the basics of communication. I learned also both genders put up a sort of invisible barriers when it came to talking to each other. Ironically, I began to be asked by each gender why their spouses or partners didn't understand them. 

I truly didn't find out why I had a key insight into both genders until I was allowed by other women into their world of life and communication. I learned the power of non-verbal communication as well as the seismic power shift between the genders. Basically the process is very simple. Men deal with power systems such as money and athletics when women deal with a more passive aggressive world. I was fortunate in that I was aware of how women formed smaller cliques (not teams like men did) and reacted passively aggressively to those with power. Such as management. When I was in my male management days, I learned the hard way if I wanted something done with my female staff, first I had to sell it with just a few key women on the staff.  Dealing with an alpha female was much different than an alpha male in more than the obvious ways. The ways I needed to learn if I was ever allowed to completely be welcome in the women's sandbox. I needed to win over the alpha females first.

I made it when I paid my gender dues and was able to own my life. The confidence I live with now is but a side benefit.

A Night at the Orchestra

 

Cincinnati Symphony Orchestra

Admittedly, my life as a music fan had leaned towards the classic rock genre. The closest I had been to a concert venue was years before when I went to a Halloween late night silent movie horror show dressed as a shabby prostitute. Now...

When I began to seriously date and live with Liz (now my wife), she expanded my horizons since she was a fan of all sorts of music including the classic and or orchestral scene. It turned out, she wanted someone to go with to see the Cincinnati orchestra's holiday concert. Without thinking of all the ramifications, I quickly agreed to go with her. 

The ramifications I am talking about were back in those days, I was still very much a novice as a public transgender woman. Plus I didn't have anything to wear to an event which ranged from semi-formal to formal. To find something to wear on a very limited budget, I set out on the improbable task of finding an outfit in a thrift store. Amazingly, I did find a black, very sparkly long dress which I could wear with a fringed shawl and for better or for worse I was ready to go. I finished off my black formal look with black tights and comfortable black flats for walking. Once my outfit had been decided, the toughest part was yet to come. 

Getting there was a different story. As I remember, public transportation was available for us to come close to the Music Hall where the performance was to take place. As always my limited mobility issues were a problem as we needed to arrive as close as possible. Plus, by using public transportation we could save money also as Cincinnati has a street car which runs close to the front of Music Hall but it didn't run late enough to help us in the return journey. What we did was decide to do was hail a taxi cab to take us to our next stop. Once we had the logistics of arriving and departing the concert, I needed to concentrate on the paranoia I was feeling about facing the public as a transgender woman in a totally foreign situation. 

Very soon, it was time to attempt to put my fears behind me and enjoy myself. Regardless of my fears, I think most of the public at the concert were in their own worlds and not mine. When that realization sat in, I was able to be impressed by the musical concert. It certainly was not all about me. 

The next stop for our evening was going to be a bit more difficult. First, we had to negotiate a crowd of people attempting to hail a cab. Our second stop or venue was approximately ten or more blocks away and was a place we had been to before so I felt comfortable ahead of time. We had a great time again and all to soon it was time for the trip home. Since we did not want to drink and drive, we ended up taking an Uber ride home. 

After the concert experience I had, I considered it one of the most defining experiences of my novice transgender life. I learned I could put my fears behind me and live a life I had always dreamed of. Overall, I had a great time and experienced a night I will never forget and for the year put me in a first- class holiday state of mind.

Supporting Cast

I'm on left with Nikki and Kim
on right.

There was no way I could have pursued my male to female gender transition as quickly and as thoroughly as I did without help from my women friends. 

Having said that, it is important to note I had already made it to the point in my transition when I could present rather well as a woman in public. In other words, I had paid my dues learning to dress to blend with other women in the venues I frequented. When I went to upscale malls, I went with my nicest professional business woman attire and then I would wear my jeans, boots and sweaters going to my sports bars or lesbian bars. To me at the time, the entire process was great fun and presented me with yet another facet of being feminine. 

After I had learned from all of my mistakes (or most of them), I was able to learn so much more about going even further towards my dream goal of living as a full time transgender woman. By pure chance I ran into two other women in the sports bars I was frequenting and we became fast friends. One of the main things I learned was I didn't need a man to validate my existence as a transgender woman because my two friends just happened to be lesbians.  Along the way, we drank a lot of beer, cheered on our favorite sports teams and had a great time. I think the evening I remember the most was when I was asked to be Nikki's wing person when she was trying to get a conversation started with another woman she admired. I agreed to try If you are wondering, I failed at my attempt to set Nikki up for success. It turned out to be my only attempt ever to act as a wing person at a lesbian mixer. All of that happened back in 2015.

Of course too, there was Liz who I met on a on-line dating site under "woman seeking woman" categories. She too identified as a lesbian, so I had quite a bit of experience on some of her thought patterns involving men. With her, my supporting cast just became stronger. At the time, I was in the last stages of still attempting to maintain some sense of having a male life. Very quickly, we formed a bond which included a first date to a drag show and a New Years Eve date when I first started my hormone replacement therapy medication. At the time, she very much sealed the deal on me transitioning further. I knew I was on the right path. 

I kept on putting off going full-time as a transgender woman long enough until Liz finally told me she didn't see any male in me at all and why didn't I leave him behind. I did and started a ten year relationship which culminated just over a year ago with us getting married. Throughout the years, she has been my supporting cast.

Plus I can't forget my daughter's input on my life. She has accepted me from day one. Even to the point of giving me my first hair styling appointment to her salon for my birthday. Which is a post for another time. 

To all of my supporting cast, I love you all.

Burning Bridges

 

Image from Marcus 
Clemens on UnSplash

Yesterday as I sat waiting for my wife Liz at one of her doctors appointments, I had a chance to pause and reflect back on my long and often difficult transgender journey. 

First of all I marveled on how I was accepted as me. Not necessarily as a woman or a man but as just me. The whole process to arrive took me over fifty years of my life to get here. A place where I could feel secure and relax with just being my authentic self. Then I started to think of how many bridges I torched to get here.

My main problem was my old entrenched male self. Even though he never wanted to be a part of my life at all, once he did, he never wanted to give up what he earned. So he fought completely to maintain his edge. He had an edge in what I like to call the "three F's" or family, friends and finances. He had built all three and was able to maintain a great job to support his other interests. In the meantime my feminine self was doing all she could to break out of the confines of the closet she was in.  She went as far as starting small and large gender fires designed to sabotage his very existence. 

The biggest bridge she tried to burn was the financial one. What happened was I began to stop at venues close to and even part of the places I was working at during the same period of time. My thought pattern was, they wouldn't recognize my feminine self as my male self. I was wrong and they did. Leading me to all kinds of potential embarrassments if anyone told my wife they saw me. The prime example of it almost happening one night was when the disc jockey (who also worked for me as a cook) played "Dude Looks Like a Lady" immediately after I showed up. Fortunately, my wife didn't notice anything but I most certainly did. I knew then, the world knew I was a cross dresser. 

Deep down, I thought if my deepest secret was discovered I would be relieved and I would have the chance to live the transgender life I had always dreamed of. Sadly I still had too much to lose such as the first two "F's" or family and friends. It wasn't until much later, when my friends and family started to pass away and I reached an age when I could retire on Social Security did I finally see a path forward to leading a transgender life. 

What a relief it was yesterday to know I had reached a point in my life when I didn't have to be so self destructive.  No more severe mental illness or thoughts of self harm. I could sit and be reassured I wouldn't have to burn any bridges anymore. 

Success equals More Success

Image from the Jessie Hart
Archive 

In an extension of yesterdays' post which mostly concerned  the success I experienced  when I began doing a portion of the grocery shopping cross dressed as my feminine self, I decided to go further.

If you were wondering, I chose grocery shopping to sooth my guilty conscious because I was sneaking out behind my wife's back while she was working and I needed to find a way to knock out two birds with one stone. Help her with the shopping and help me with my gender issues. It worked well and I needed more to do. When the Christmas holiday season rolled around every year, I found I could again put my new feminine cross dressing skills to the test by doing all my shopping as a woman. 

Since my wife and I were vintage antique buffs, going to several area antique malls became one of my favorite ways to find the perfect gift. Again I was able to multi task when I explained to her what I was doing in my spare time. Ironically, the malls were a perfect alternative to all the other clothing malls I was used to. The all important store mirrors I was used to were replaced by antique style vanity mirrors which I could catch a glimpse of myself to reassure me I was an attractive woman. Along the way, I was able to find the very special gift for my wife and sometimes even my brother. In the meantime, the malls never questioned my presence so I was free to browse on my own with no interference. 

I was so successful and the process felt so natural, I expanded my shopping into several upscale regular malls in the Columbus, Ohio area.  Of course, when I did, I needed to upscale my appearance to match the other women I would encounter. Much different than the antique malls I was going to. The whole process was fun and presented me with a whole different challenge. The places I was shopping at were upscale garden stores because my wife was a huge gardening enthusiast. Just like the mall experiences I had always had, it seemed no one cared about my gender, just my money so I challenged myself to do more. I always wanted to do more so I began to stop at different venues to grab a bite to eat. Interacting one on one with servers and/or bartenders helped me out of my gender shell I lived in. It worked and I was able to achieve more in my cross dressing life than I ever thought I could.

Even though I was successful in my shopping trips, I was still too shy to ask for help moving a large item I wanted to my truck or SUV. I found quite a bit about feminine privilege's when one night when I was dressed in my favorite black pant's suit, heels and blond wig. I then found an oak bookcase I wanted to give my wife but couldn't figure out how I would get it to my vehicle.  Problem solved when I gathered enough courage to go up to the check out counter and buy the piece of furniture, suddenly I was approached by two young men to move it. I was so relieved and flattered no one questioned why I couldn't move it myself. Once I got it home, in the garage, after I had changed out of my clothes, I slid it out of my vehicle and covered it up with old blankets. I made my wife swear she wouldn't look under the blankets and at Christmas she was overwhelmed with the gift which matched the oak roll top desk we bought together. 

From then on I was emboldened to do all my holiday shopping as my novice transgender woman self. I am certain my feminine side did such a better job doing the gift shopping, she deserved to do it all. Success equaled more trust and success.   

Shopping 201

Image from Brett Jordan
on UnSplash

Over the years I did quite a bit of shopping in clothing stores and malls, mostly successfully.

It took a while but I finally learned much of my success had to do with the fact my money was more important than my gender to the average store clerk. Many I think worked on commission and anything they sold was added to their paycheck. Even still, the experience was valuable in building my confidence as a novice cross dresser in the days I was running from the idea I could be transgender. I was paying my way to people so they would be nice to me. Only one time did I run into any problems when an older clerk told me my skirt was too short. In response, I left and never returned since there were plenty of clothing stores to go to.

In a short period of time, I grew tired of the same old shopping I was doing and started to expand into stopping for lunch where I needed to interact one on one as a woman with servers. The entire process opened a whole new gender world to me and for the most part I was treated politely with respect. Overall the process took me to a whole different level of Shopping 101. I grew bored and was ready for a new course I called Shopping 201. 

The new course ended up providing me with endless possibilities to expand my horizons as a very serious cross dresser. At the time, I was searching for ways to do different things in the feminine world. One way to sneak around behind my wife's back was to start doing part of the grocery shopping. I would pick times I knew the grocery store we went to would not be busy and out I went. The women's fashion trends back in those days fit me well. I could wear one of my oversized soft sweaters along with a mini-skirt and flats and look like any other fashionable woman without going overboard. One morning in particular was memorable. 

On the day, I carefully shaved my legs and prepared my wig. After dressing and putting on a light amount of makeup I took off to the grocery when my wife was at work. I arrived at the store, grabbed a cart and proceeded to pick up a few needed items. Then I headed up to the register line to be checked out. This was back in the days before self checkout so there was only one way to go. At the register there was one older cashier and one kid bagging groceries. When he saw me, his eyes immediately went to my legs and when he noticed me watching him, he blushed and stammered something about helping with my groceries to the car. Never before and rarely since have I affected a male such as that. The cashier just gave me a knowing smile. 

From there, I couldn't resist reverting back to Shopping 101 and made a quick stop at a nearby big box store to pick up another pair of panty hose and shop for new makeup. By doing so, I was able to hide my expenditures along with what I spent at the grocery store. 

I was able to negotiate the morning as my feminine self and learn so many new things so I could graduate Shopping 201 and move on towards life in a transgender world.   

Going Back

Image of Liz on left and Daughter on right
from the Jessie Hart Archives.

 Recently I read a rather sad post from a person who was giving up her gender transition and going back to her original life. 

Even though I consider myself very fortunate in how my gender path turned out, I could understand the facts the person mentioned when it came to her new life. Among other things, the person related experiences which have haunted many of us following a transition. Such as having problems with loneliness, finances etc. So many transgender women are stuck in their houses, often with just having a computer to provide any contact with the outside world. This de-transitioner was older and provided a picture which showed a very presentable senior woman. My heart broke when I saw her image, I just can't imagine going back after putting so much work towards accomplishing a goal. Perhaps it is because I tried so hard and risked so much when I crossed the gender frontier. Plus, possibly for one of the few times in my life when I ever set specific goals, I was able to achieve what I set out to do. 

One of the major differences I saw when I read the post was how I approached the gender goals I was attempting to accomplish than most others. One of the examples was how I approached on-line dating services. I went all in with three or four services with the usual results of receiving tons of trash back in the process. I tried everything such as woman seeking woman to man seeking man. Amazingly, when I was giving up, some how I ended up meeting my current wife Liz who lived within driving distance in Cincinnati, a city I had always loved. That happened over ten years ago and it all started with a date to a drag show. As an aside, Liz identified as a lesbian witch so I was intrigued. 

In addition, the lucky move I made to create a new social life came when I decided to not go to anymore male gay venues and decided to go to the sports orientated big venues I was used to. I figured if I was going to risk being discriminated against, I might as well go to a place where I could enjoy myself. The gay bars aggravated me because I was always treated as a drag queen. What I don't recommend is the amount of alcohol I consumed along the way. On the other hand, I ended up meeting several other women in the venues who became friends. 

Very quickly, going back in my transition never had to be an option. By the time I decided to go all the way as a transgender woman, I knew my daughter would support me as well as Liz and my small circle of friends. As I made the final slide down the gender slope my landing turned out to be very soft. Even still, my heart goes out to those who are considering going back. Perhaps the whole experience could be thought of an ultimate experience which failed. Or maybe, they just wanted their old male privilege's back. 

Then again reversing my life again would be unthinkable because I would be so unhappy. I am afraid the person who did decide to go back would never be happy on either side of the binary gender border. 

Changing the Gender Locks

Image from Adam J
on UnSplash

It took awhile for me to change the locks on my old male self. He kept hanging on and on to the smallest reason not to go all the way with my gender border crossing.

Through it all, he was quite comfortable on occasion taking advantage of all the male privileges he had come to take for granted. He was used to taking personal security and even intelligence for granted. Age seemingly was the only prerequisite in gaining respect. When the locks were changed years ago, life changed with it. 

Changing ones' gender is nothing to be played with. I'm biased but I think transitioning as a transgender person (woman or man)is one of the hardest things a human can experience. All the cards are stacked against you as early in life you are forced into a square hole when you are certainly a round peg. Perhaps the interesting fact of the whole gender experience is when one door opened and you went through it, often it was slammed shut and locked behind you. You then had to be quick on your feet and learn what to do next. Surely mistakes were made but it was the only way to learn. Some would call it tough gender love. 

The farther I went in life as a novice transgender woman, the more locks I needed to change. The more I entered the world and was successful as a feminine person, I felt natural and couldn't wait to lock the old male door behind me. Even when it led me to potentially dangerous situations. I write often of the times I was on the verge of being seriously molested or worse in my early days of exploring the world. One night I was dressed way to skimpily and attracted the wrong set of man. My second wife needed to bail me out of the situation so I never heard the end of it. Even still I locked that door behind me and moved on with an important lesson learned. 

I was doing what I believed in so I was stubborn and any progress gave me hope. To follow in someone else's path would just have not worked. So I said to hell with the possible consequences such as losing my three "F's" family, friends and finances, I kept changing the locks behind me. I needed a huge lock as well as amazing amount of duress and thought before I decided to go through with donating all of my male clothes and deciding to live a fulltime life as a transgender woman. Also, hormone replacement therapy was in my future should I decide to explore the possibilities of furthering my femininity through HRT.

Along the way, I became very proficient at changing my gender locks and hiding them from the everyday world. Depending on the door, often I had to stop and look around at a totally new and exciting world. Once I did, I always decided to move on seeking a new door to go through.

A-Ha Gender Moments

 

Image from the Jessie
Hart Archives

Since I have been fortunate enough to live a fairly long life, I have experienced several a-ha moments when it came to my all important gender needs. 

When I started my gender journey as a youth, even though for the most part I considered my desire to cross dress my boy self as a girl to be a fairly innocent hobby...unless I was caught. Looking back, I don't know how I managed to hide what I was doing. 

Perhaps my first a-ha moment came when I was able to save up enough of my own meager funds to buy my own makeup and pantyhose. Sure I was petrified but somehow I made it through and was emboldened to do more. The whole process was to set the stage for more gender adventures and a-ha moments or being scared to death but loving the feeling of success.  

A few of the biggest moments I mention quite often and I am sure I will remember them when if and when my life flashes in front of my eyes when I pass on to the other side. One was the night I decided I would make the effort to go out as a transgender woman and quit thinking of myself as a cross dresser. Knowing full well, there was nothing wrong with being a cross dresser, I just needed more since I was increasing how many times I was going out and the venues I was attempting to go to. On the night in question, I ended up in the parking lot of a nearby "Fridays" venue gathering my courage to go in. The end result was predictable as I was to discover later. I lived and was treated with respect. I had done so much more than just interacting with store clerks in the mall. 

The more a-ha moments I had, the more emboldened I was to try more. For the most part I was successful except when I tried a couple redneck venues where I was roundly rejected. I guess you could say I had different a-ha moments when I had the cops called on me. I learned the hard way and kept on trying. When I tried, I was able to find more success in my quest to see if I could live fulltime as a transgender woman. As I progressed, on occasion I was elated and couldn't stop thinking how I could fit in to the feminine world but other times when I thought of the enormity of what I was thinking of doing. My male self and wife were fighting me at every turn so life was not pleasant. 

As it turned out I out-lasted both of them and finally came to the conclusion I needed to transition fulltime into a world I had only had ever dreamed of. It was a huge a-ha moment and took a ton of pressure off of me. From there, it was a short jump to deciding if I should undertake hormone replacement therapy or HRT. HRT was yet another major moment of success. My body took to the new hormones as if I should have always been on them. 

The only problem I faced at that point in time was my feminine inner soul taking over my life. She had waited so long and proved time and time again she knew what to do if I would just trust her. 

As I near the age of seventy five, I am sure the a-ha moments maybe will be less numerous but more dramatic as I face the final hurdles of life.