Do We Have a New Neighbor?

 

Image of Porsche Boxster. 

Similar to so many of you, I struggled for years trying to figure out how to get out of my house without the neighbors noticing.

I was unfortunate in that I lived in a medium sized city on a very busy street. On the other hand, I was lucky my house was ancient and had many doors which I could escape out of if I was just trying to escape for a quick walk. Once I was able to cross the busy three lane street in front of the house, a quiet neighborhood awaited me with limited chances for even seeing anyone. 

From my walking adventures, I very soon wanted to get to my car and drive. At the same time, I needed to be ultra careful I didn't get caught by my second wife or any of her friends. The problem was, one of the only deals I made with my wife who knew I was a cross dresser was I could never leave the house and here I was doing just that. Plus, I had the additional problem of being seen at Halloween parties cross dressed by several friends who could connect the dots if they saw me again. Needless to say, the whole process was risky. 

For the longest time, I was able to park my car on a side street and hurry into it's temporary safety without being noticed. At least I hoped so. From there, I could leave the town in head out on the interstate where I could tease truck drivers in my mini-skirts which somehow validated me as a woman. Finally, I grew bored of truck drivers and concentrated on improving myself as a new novice transgender woman. I had issues such as moving and communicating in a new world, I needed to work on if I was ever going to be successful in achieving my gender dreams.

Still I was reckless in my quest to not be discovered by my neighbors. My prime example is the new car I was able to buy with my restaurant monthly bonus money which happened to be very successful. I had always wanted a new Porsche following my days in the Army when I was stationed near the company's headquarters in Stuttgart, Germany. I was able to afford a low end (for a Porsche) Boxster which I dearly loved. By buying the car, any ideas of driving a car the world would not recognize went out the window. Very early when I finally took ownership of the car, my thoughts turned to being the blond behind the wheel of a fancy sports car. 

I couldn't take it any longer and ended up compromising on the how's and why's I was going to drive my dream car as my dream woman. I started by cross dressing as far as I could except for my wig, Putting the top down and heading out of town. I needed to not wear the wig also because I was afraid of it blowing away in the air when I was driving. Very soon I found out how popular the car was when the first night I drove it to the lesbian bar I always went to. As soon as I arrived and ordered my first drink, another woman walked in and loudly said, who does the car belong to? I want a ride, so out the door I went wig and all to show off my dream. The woman was thrilled, as was I and my wig stayed put.

By this time, I didn't really care what anyone thought about me and I enjoyed being the blond in the Boxster for as long as I could before my restaurant went under during a huge economic downturn it could not survive. Sure I had the negative responses I had anticipated but it was increasingly not important as I was living my truth. As far as the neighbors went, they moved away and the new tenants basically either did not know me at all or did not seem to care what I was doing. Which was exactly the way I wanted. 

Trans Girls Dreams

Trans Ohio Archive Image from
the Jessie Hart Archives.

There were plenty of times when I thought living a transgender life was going to be impossible. 

All the days of staring into the mirror cross dressed in women's clothing come back to haunt me. As well as my poor attempts at the makeup arts when I turned out looking like a clown. Who knew being a woman was going to be as difficult as I was making it. But it was and took me years of work to come close to getting it right. 

Dreams of course can come during the night or day. As I was day dreaming my life away about being a girl/woman, I also tragically had the problem of dreaming of being a beautiful girl during my dreams. All my dreams, day or night, did was frustrate me even further. Most of the time, all my dreaming did was trigger my severe gender dysphoria. My cross dresser mirror visits were not doing any good and I couldn't see a way out of my gender issues. All the time shattering any hope I ever had of living life as a transgender woman. 

It turned out I was being a drama queen in many ways and was giving up a dream I really wanted way too early. What happened, all of a sudden I began to learn makeup and fashion skills so at the least I could survive in a world of women. It was a slow process to be sure but if I was ever going to achieve my trans girl dream, I just had to do it. Plus when I survived, I felt so natural and was elated at my progress. Perhaps my ultimate goal could be within reach after all. From then on, I still had a huge amount of work to do. As I delved deeper into the women's world I so admired, I then had to decide if I wanted to go all the way or not. Was the grass really greener on the feminine side? Again and again, I found it was as I tackled issues such as vocal training and just overall life surviving in the world as a trans woman. As I progressed, the light at the end of the tunnel turned out to be sunshine and not the train. 

Since I started my journey with no obvious feminine characteristics, I had a long way to go. I started my path by trying out Halloween parties initially dressed as a trashy woman, all the way to presenting as a professional woman at others. So I could see if I could indeed present as a realistic woman. Finding out I could led me to believe my trans girl dream could indeed be realized. At that point, my life became a blur as I attempted to live as both a man and a woman. All my attempts did was create a tremendous amount of pressure on me and essentially wrecked my mental health. With the help of a good therapist as well as several good friends, I was able to survive and once again re-direct myself towards my dream. Once I felt I was back on the right track, I started gender affirming hormones following an approval from my doctor and there was no looking back for me. 

I never considered I could make it as far as I have when I was the kid staring longingly into our full length hallway mirror at home so many years ago. Even though there were many rough patches along the way as I battled my gender dysphoria, along with waiting until I was in my early sixties to out myself to the world as a transgender woman, I still somehow made it. 

I guess the old saying is true, if you don't dream it, it will never happen. My dream of living a feminine life was the only goal I could think of when I was young and someone asked me what I wanted to be when I grew up. Of course. I could not say a woman and ruin any life as I knew it, so I lied and said a lawyer or something more popular with my parents. I am sure many of you can relate to my story. 

Finally, after more failures than trials my trans girl dreams came through and somewhere within me there is an inner child who is rejoicing. 

Then I Went and Did It!

 

Trans Girl image from
Alexander Grey on 
UnSplash.

I played around for nearly a half a century being a very serious cross dresser. Sounds like a long time, doesn't it!

It was while I was doing it but now it seems like it was a blur. Most of it started with all the problems of sneaking around my home when I was growing up. I needed to use a ton of creativity to hide my cross dressing itself and not to mention the clothes I had accumulated. Somehow, I managed to do it all. Who knows, maybe it all made me a better person? I doubt it but at the least, the process helped me to be more creative with my life.

As I progressed slowly with my makeup art and improving my women's fashion choices by going to thrift stores, I found out I could do more. Then I went and did it by going out and testing the public's reaction to me as a novice transgender woman or at the least a skilled cross dresser. I found, the more I did it, the more successful I was and I felt so natural. To me, feeling natural was the best way I knew I was on the correct gender path and I wanted to keep going. Plus, feeling natural, gave me the confidence I needed to always push my gender envelope and try to do more and more. I even changed the way I viewed my Halloween costumes I was choosing. I started to go away from my trashy woman's look and then tried for a more realistic approach. I searched my brain for ideas which allowed me to try to present as a cis-woman at a Halloween party. Again, I went and did it when I succeeded at two parties where I was actually mistaken for a woman. Which in fact I was just learning I was.

By this time, it was too late to turn back and ignore my gender dreams. I was having so much success building a new life as a transgender woman, I just couldn't turn back. Even my sexuality was not a problem when I began to attract more attention from cis-women than I ever had as a man. I was validating myself as my own type of woman through my years of femininization and it felt so right. Then, I went and did it and jumped into the girl's sandbox and after a few bruises was successful. The claw marks I received on my back I felt were all learning experiences and I stayed and eventually held my own. 

All of this led me to my next transgender step of researching the possibility of beginning gender affirming hormones. Then I went and finally did by making my first appointment with a doctor who I heard would prescribe the hormones if a person was healthy. Thank the Goddess I was and the fun started. Like so many others, I needed to begin my hormonal journey on minimal dose of medication until my doctor and I could see how my body reacted. As it turned out, my body took to the new feminization hormones the way I hoped it would. It was like a big I told you so as my body changed. Inside and out. I needed all the help I could get in the appearance department and I was overjoyed when my facial angles softened and my hair quickly grew to a point where wigs became a part of my past. Luckily, my family history had no male pattern baldness for me to deal with. 

Since my overall appearance was becoming highly androgynous, I was loving it, I decided to give up on what was left of my old male life. I was to the point where none of my male shirts fit my breasts anymore, so rather than buy new bigger ones, I decided to go and do it. Give away what was left of my male clothes and live fulltime as a woman, transgender or not I was ready for the world. 

Since I had taken my time to make certain my gender decision was the correct one, I had no problems of never looking back. Many times now, I wish I had the courage to do it sooner and not have to worry about so many then I went and did its. 

Gender Puzzles

Image from Norbu Gyachaung 
on UnSplash

At what age can we act as if we understand our gender issues or dysphoria? Or will it forever be a big gender puzzle.

I suppose I can say, I never really understood exactly why something clicked with me the first time I tried on my Mom's clothes. The whole process caused me to finally understand I put so much into a process of dreaming of a feminine life which turned out to be so big, yet so small. The big view of course was having the success to go forth and conquer a sometimes negative world who was not used to gender explorers. The small view was thinking of all the pieces of the puzzle which allowed me to break out and break free in the world as a transgender woman. Just trying to remember all the facets of living as I do right now sometimes is very intimidating to me. 

Often, I just have to go back to pieces of the gender puzzle I was able to piece together so I could get a glimpse of how the final picture may look like.  I should have saved my energy since I am still putting together the puzzle. Since I don't have the patience for puzzles anyhow, it never mattered to me.  Through it all, the key word was outrageous since I never knew exactly what I was ever doing as I blindly followed my gender dreams. First I had to learn to not be outrageous in my dress and fashion and dress to blend with other women in the public's eye. Not what I thought I looked good as. I could also not be overstated or outrageous in how I acted. Again not to invite unwanted attention to myself. As a male I never liked crowds, so I had to learn all over how to conquer all my fears when I was out in the world with all my male/white privileges stripped away from me. So, outrageous to me at that time in my life was knowing I could indeed make it in the public's eye as a transgender woman.

Then I was back to the damn puzzle. It seemed when I was successful at piecing together one piece of the gender puzzle, I just could not figure out the next piece. Just when I thought I had made it, I was rudely awakened by a gender bigot telling me how much farther I had to go. My biggest example was the night when my wife Liz and I were at an lesbian Valentines Party. At one point, Liz left me alone for a couple of minutes to go get something to eat and in that brief time a lesbian TERF attacked me. She rudely asked me what my "real name" was and was extremely hard to dissuade from attacking me any further until Liz came back to save me. It taught me how far I still had to go in life since I essentially "raised" around accepting lesbians and was naïve when I was confronted.  I found in my new life I was young again and never too experienced to learn.

I was fortunate to finally having the basic resources to piece my life's puzzle together. I learned I could step into the feminine universe briefly then make my way into the larger universe of women eventually. All the nights with friends at the diverse mixer/parties I went to in Columbus, Ohio helped me to see and interact with all levels of the transgender and LGBTQ communities. By doing so, I learned where I belonged with my ongoing puzzle issues. I just knew I was excited often with how my journey was progressing. The problem I was soon experiencing was one which many other of you trans women have. What to do concerning  an unaccepting spouse. Sadly, too many marriages reach the end of the line when the gender rock meets the hard place with a trans spouse when the pressure becomes unbearable.

For the first time in my life, I had to have the patience and resilience to put my gender puzzle together. Now I am down to the final pieces as I reach the final stages of my life. All I can hope for is to pass on to the other side as painless as possible and I hope you are as successful with your gender puzzle as I managed to be. 

Teamwork makes the Dreamwork as a Trans Woman

Girls Night Out, I am on the bottom far left.

Similar to so many other cross dressers or novice transgender women I have heard from, they dream of enlisting a cis-woman to aid in their appearance.

I was included in having a similar fantasy. All the way to the point of begging my fiancé to completely dress me as a woman if I rented an out of the way motel room for privacy. Sadly, for me, she agreed and she did do her best to dress me as the woman of my dreams.  I say sadly for two reasons. The first being I did not see that much of an improvement over what I was able to do for myself since by that time I had practiced in the mirror myself for years. The second reason I say sadly came years later when I was facing being drafted into the military and being sent off to Vietnam. At the time she pressed me to tell the draft board I was gay to be deferred from going. Even though I didn't and don't have anything against the gay community, I knew I wasn't gay and wasn't going to lie to escape military service. The end result was she ended up breaking the engagement when I went off to the Army which I learned later was the best thing which could have happened in my life to that point.

As you can tell, I didn't have anyone to enable my teamwork work from any sort of a dream work. One of the problems I was having was working my way through exactly what my gender dream. I was still years away from facing my reality of being a transgender woman. So I suffered alone with my gender dysphoria before I was able to break out of my gender closet. It wasn't until much later when I discovered the beneficial beauty of having cis-woman friends who accepted the new transgender me for who I was. When I let it happen, my dreamwork began to flourish. 

Quickly I began to learn the world from the aspect of being an invited participant in girls' nights out. I was invited along to several different groups of women. All the way from married women to younger girls still in the dating pool. Neither mattered to me because I was learning so much about living a women's life with no men around. Even though when I went out with the younger group, I found how it was to be the decidedly older and less attractive woman in the group. Again, it didn't matter as I flattered and happy to be invited to begin with. 

This was an exciting time of my life when all of a sudden my dream of living a life of a fulltime transgender woman seemed to be so reachable. Being included and  embraced by the women I met was the difference. We went to birthday dinners together, went to parties with each other and of course used the rest room together, All of which turned into the ultimate bonding experience as a new trans woman.

Was I scared? Sure I was but the embraces I received within the group quickly put me at ease so I could enjoy myself and gain confidence in the new feminine person I was creating. It turned out I did not have much creating to do because once my feminine soul hit the world, she flourished. 

Even still, being in a women's world and experiencing their teamwork, did make the dream work happen for me. I was a better person for it once I left my gender dysphoria behind. My mental health improved as well as everything else in my life once I left my male self behind.

Leaving me For Years

Image from Brock Wegner
on UnSplash

I become a little amused when someone thinks I overnight completed my gender transition from a fairly successful male to a struggling novice transgender woman. 

To put everything in perspective, it took me nearly half a century to figure out my gender issues and how I needed to deal with them. Perhaps you noticed I used the word needed and not wanted because deep down I knew I never had a choice in my life. My gender journey was pre-written for me and I just had to follow the script.

For me it meant dealing with years of extreme gender dysphoria which wrecked my life and several relationships along the way. It was an extreme struggle for dominance from the two binary genders which lived within me. Naturally, even though he wasn't happy or satisfied, my pre-destined male life just didn't want to give up all the male privileges' he had worked so hard to gain. While, on the other hand, my feminine side had to put up with the fact she felt so free and natural when she was let out of my gender closet. 

The struggle left me in a situation for years where I couldn't win. I was in some sort of a gender trench warfare when one side had a little success, the other side would come back to reclaim victory. Battles were won, purges were made but the war went on and on. First I tried to hide in the mirror but that didn't work when I began to escape into the world as a cross dresser. All of a sudden, I discovered I might be actually able to live a dream life as a transgender woman if I worked hard enough to do it. At that point, I sat out to take better care of myself and lost nearly fifty pounds so I could fit into the woman's fashions I so admired. Plus I started to take better care of my skin so my makeup was easier to apply and I looked more natural doing it. 

At that point, I tried to outrun my gender dysphoria the best I could by changing jobs and locations where I lived way too quickly. In a space of three or four years my second wife moved from our home in Ohio to the metro NYC area, back to a very rural area where we heated with wood and finally back home again. All I finally learned was I couldn't out run my problems. They all began and ended with my gender issues. 

Even with all the problems I mentioned, I still did not want to give up totally on my male self. In many ways, the life he had carved out from such a bleak beginning was just too comfortable. What happened then were the years I spent as a novice transgender woman. All of them were scary yet exciting times to live through. 

So no, my decision to leave the male world behind was not an overnight decision. It just turned out he was leaving me for years. 

A Transgender Inch Equals a Mile

Image from Jessie Hart Archives
Civil War Cemetery Cincinnati

Distances are often very blurry when it comes to beginning and pursuing a gender transition. 

The meaning wasn't lost on me when I began to remember what many of my more experienced dating male friends said when it came to discussing their girlfriends. The biggest complaint was when the guys gave in an inch with their women, the women took a mile. 

As I transitioned into the feminine world, often I thought the same thing about my inner girl self. Or, as soon as I cross dressed in front of the mirror, the more she wanted. Specifically, she wanted out of the mirror and into the world. Quite early, it meant making the trip to the mailbox to check to see if there was anything in the box. I so enjoyed the feel of the outside air on my freshly shaved, panty hose covered legs. 

What I discovered was as soon as I made the very short trip out of the door, my girl dreamed of doing more and more in the world. So much so, my entire life was effected to the point I would become very grumpy almost to the point of disorientation when I couldn't cross dress again. The whole process just didn't seem fair because I was doing the best I could with the very limited resources I was able to put together. Fashion was difficult to find for my rapidly growing body but I could manage to buy my own makeup with my very small allowance I earned plus the money I put together from having my own newspaper delivery route.

Through it all, I managed to get by when my inner trans self wanted to take an extra mile when I was giving her an inch. I thought it was some sort of a gender poetic justice when my male friends complained about their girlfriends and I knew exactly what they were talking about when I wasn't outwardly involved with a girl at all. 

It wasn't until much later in life when I could begin to give up more than just an occasional inch to my transgender self and discover all I was missing. More and more I was able to take the extra mile. Even though I was scared (or even terrified) to do it. Such as the first night I went to a "Fridays" bar/restaurant for a cocktail. I ended up sitting in the parking lot for a good thirty minutes checking my makeup before I gathered the courage to go in. Once I did, and began to breathe again, I was able to relax and enjoy myself.

At that point, I was very proud of myself and considered I wouldn't challenge my novice transgender woman for more. After all, I had just given her the mile she wanted and I thought she should be satisfied for awhile. Needless to say, none of that worked. Instead of going to the so-called gay venues she had been going to, she wanted more of the "Fridays" vibe she succeeded in. I found she could become a regular fairly easily by being friendly, minding her own business and above all, tipping well. All of a sudden, a new life was beginning. No matter how scared of it I was at the time. 

Perhaps the biggest transgender inch becoming a mile was when I started gender affirming hormonal treatment. In what seemed a very short period of time, my body femininized as well as my inner self. I was feeling more emotional than ever before in my life as the new hormones took effect. The whole process was close to running a record setting mile. 

All along, my old male self was fighting giving up every inch he could. Not wanting to lose his life and all he had worked for. It turned out, once I went all the way into an new exciting transgender world, he lost the battle and the victory belonged to my stronger half. My feminine self as she took the final mile.

Joining an Inclusive New Club

Girls Night Out Image, I am on the
first row far left.
From the Jessie Hart Archives

 In many ways, this is just an extension of yesterday's post concerning transgender love affairs. 

In the post I mentioned indirectly when I was finally able to play in the girl's sandbox without having to deal with un-due harassment or even scorn. In my post yesterday (and often) I mention how difficult I had it dealing with my second wife dealing at all with me as a novice transgender woman. She was having nothing to do with the process, even though she knew from the beginning of our marriage I was a cross dresser. In no uncertain terms did my wife show my emerging feminine self any encouragement what so ever. She wasn't going to help me join an inclusive new club.

I accepted her ideas on my gender because we both agreed being married to another woman wasn't anything my wife ever signed up for. At that point was when I decided to go it on my own and find out if indeed I could carve out a life in a new gender world. Slowly and very unsurely, I found out I could make it as a member of a new club. Game changers as well as the occasional bouts of gender euphoria helped me along. Examples included the successful Halloween parties I went to. Compliments were easy to come by when people told me how good I looked as a woman. For the longest time, I didn't realize the true extended compliment was how good I looked as a woman, who was really a man. None of it mattered as I made my way along a path to becoming a fulltime transgender woman.

Overall, I am proud of all the work I put into joining a new very exclusive club. To begin with I faced the necessity of learning all the basics of makeup and fashion. Starting from point zero, compared to other girls, catching up was difficult. Especially when I really didn't have much of a feminine body to begin with as well as having a very non-approving male dominated family. More than anything else gender confusion reigned supreme in my life.

What I don't mention enough is the feedback I received later in life from other women when I transitioned. I get the idea from other trans readers I hear from, sometimes acceptance is not so hard to come by but is such a powerful tool when it comes to a transgender transition. We all know, women live a different more layered existence than men and a life which takes no small amount of work to learn. If you do learn the intricacies of what if being offered to you when you are invited to women's only spaces, you will know you have made it into an inclusive new club. Once you are there, chances are, you will never have to go back to an old unwanted male life.   

I will forever remember the  women who helped me along in my journey and opened their worlds to me. Being able to exist on my own in the girls' sandbox or club was something I never thought I could do on my own.

They will never know all they did for me. Even to the point of saving my life. It was the major spark I needed to discover my true sexuality and live as I always dreamed of.

Dreams versus Priorities

Image from Marcos Paulo Prado 
on UnSplash

 Seemingly forever, I had the dream of leading a feminine life. 

As I progressed along my bumpy gender journey, slowly but surely I learned perhaps I could achieve my number one dream.  Other guys I knew dreamed of having a great job or a beautiful wife while, all along, all I wanted was to change my gender. It all seemed simple enough except it wasn't. In fact, it proved to be extremely difficult. 

As I lived a reasonably successful male life, it became more and more difficult to just give it up and just walk away. To do it, my dream needed to become a priority. Around this time, was when I entered what I refer to as my second major transition. It was when I went from being a very serious cross dresser to being a transgender woman or going from just wanting to look like a woman, I wanted to be a woman. The entire process seems like semantics it probably is but I was serious and I was led into gender areas I never dreamed of. Primarily when I needed to step up my game from just concentrating on my appearance to needing to learn a whole new form of communication in the world.

I was in shock when I learned how quickly my white male privileges could be swept away leaving me with very little to fall back on. My previous "hit and run" approach to facing the public needed to change if I was going to survive and keep my dream alive. 

For the longest time, I was by myself in the world as a man and a woman. My male self had lost almost all of his friends and family to death leaving him mostly all alone. Plus my trans woman self had not had the chance to establish herself as a person in the world. I was stuck in a gender limbo, until my life started to change for the better as I began to set priorities for myself. Since I really had nothing to lose, I went all out on on-line dating sites which predictably I had very little success with. Partially I think because in those days there were no sites which catered to transgender women who were not fetish items. It was complicated but I went on regular sites under different listings such as everything from woman seeking woman to woman seeking man. After sorting through tons of being being rejected, my wife Liz responded to an ad I ran asking for a woman seeking woman and we have been together ever since.

Destiny at that point intervened more completely in my dreams when my regular trips to straight venues ended up with me meeting two different lesbian women on separate occasions and quickly we became a tight knit small group. My dreams quickly became my priorities at this time of my life because I needed to step my gender game up to learn and understand what the other cis-women in my life were showing me. If they knew it or not. 

When I started gender affirming hormones (HRT) around this time, there was no turning back. I faced an all out priority to live a life I had only dreamed of. For the first time, it was so close I could reach out and touch it. Even though my life turned out to be different than I ever imagined it would be, I still couldn't conceive of living it any other way. My dreams had turned into the priority of allowing my inner feminine soul a chance to live. 

Thanksgiving and Beyond

Image from Kevin Dowling
on UnSplash

 As much as Thanksgiving was always a given as a time to meet up with family and eat a delicious feast.  Early on, the day was more enjoyable because one of my right wing nephews at that time did not want to start a political argument with me. 

Through it all, in the back of my mind, I knew something was wrong. In my own way, I was engaging in impostor syndrome. I wasn't the man I was portraying to be. Each year I used alcohol to dim the pain and move on the best I could. Even though I had very little control over Thanksgiving itself, there was a day I still thought eventually I may have some control over. The day in question was the Black Friday shopping event my second wife always insisted on going to. This all happened in the latter part of 2005.

Finally, I waited long enough or persisted long enough I was able to try out a Black Friday shopping experience on my own at a well known mall close to where I lived. My opportunity to cross another feminine experience off of my novice transgender woman check list came when I learned my wife (who worked in retail) had to work on Black Friday morning. Suddenly, since I didn't go in to my job until late in the afternoon, I had my chance to experience the shopping madness which was Black Friday as a woman.

When the day finally arrived and my wife left for work, my time to get dressed in my best sweater, skirt and comfortable shoes, added my blond wig, sensible make up and was ready to go. I was excited about finally having the chance to again live my dream. 

Once I arrived at the mall, predictably parking spots were at a premium but I finally found one. From there I had to gather my courage and enter the mall. Once I was in the shopping area, all my nerves faded away and I was able to concentrate on the relatively short time I had to fulfill a long term dream of mine. I wanted to experience the estrogen laden atmosphere of Black Friday.

All too soon, as I browsed a few of the stores for a gift or two, I found in particular no one paid me any attention at all. It was so crowded with mainly women, I was able to blend in with no problem. It was time for me to return to my boring unwanted male life and move on back to my impostor syndrome. I was learning I was never a guy cross dressing as a woman. I was a woman cross dressing as a guy.  

After I went into my work and became immersed in my job, at the least I was still mentally able to bask in the glow of being able to live out one of my big feminine dreams... to experience a Black Friday shopping experience as a transgender woman. As it turned out, my start to the holiday season was destined to grow and grow into one of the major holidays for me. Replacing even Halloween. Throughout the month of December, I will be writing more in depth about my times as I grew into a fulltime trans woman.

Dream it To be It

Image from Jon Tyson
on UnSplash

 If you are similar to me, many times when you woke up as a kid in the morning you were saddened when you realized the experience you had was nothing more than an evil dream. In other words, in my dreams I was living life as the girl or woman I always wanted to be.

As I grew older, the dreams never went away. Instead they just became more complex and intense. Often the dreams were so intense I would have a difficult time trying to return to reality. Once I did return to my unwanted life as a male, I didn't want to be there. All along I was pursuing a highly secret life in my dark gender closet. When I did it, at the least, I could relieve the pressure of not being a feminine person the best I could do. 

Ironically, it was near this time when I started to participate in organized athletics. During my earliest days of interacting with coaches I learned the basics of muscle memory. To oversimplify the idea, it means you just repeat a motion until it becomes a habit. It turned out, over the years of learning the best I could to cross the gender border, I used the idea of applying muscle memory to certain aspects of moving as a woman. I practiced and I practiced until it became difficult to switch back to moving as my old male self. 

During this time also, I was dreaming more and more concerning the possibility I could ever live fulltime as a transgender woman. The more positive feedback I received the closer the dream became to reality. I began to seriously dream my biggest goal might become become a distant reality. I knew then I had serious work to do. I began a stairstep method to my male to female gender transition. Once I accomplished going to a certain venue, I would try another to see if I could learn anything new. The whole process was exciting and the whole time I was living my old unwanted male life I was dreaming of my next feminine step.

Possibly, the biggest step I always mention was when I needed to undertake the new world of communication as a woman with other women who showed the most interest in me of the two primary genders. For the most part, men didn't pay me much interest for whatever reason. Quickly I learned the power of non verbal signals as my life began to change as well as adjusting to a world of passive aggression.

Once I survived all of the steps I was taking to live my dream. At the same time doors all around me were opening and closing around me. By opening, my dreams could become a reality but by doing so I finally needed to take the final steps to stop all interaction with my male self. So closing became more than I bargained for and the stress became unbearable since I was risking so much. Life as I knew it as a man would be over and losing all the male privileges I worked so hard for was so scary. Mental health problems became a reality as I my ultimate dream drew closer. Of course I was worried my dream would become a nightmare.

Spoiler alert, my dream was not a nightmare and everything I hoped for became a reality as I was able to achieve my ultimate goal of living a feminine life. Call it muscle memory or anything you want but I was able to dream it to be it. I was fortunate.  

It Was All a Dream

Image from Marcos Paulo Prado 
on UnSplash

Similar to so many other transgender women and trans men, when I was young often I woke up sad in the morning after vividly dreaming I was living as my preferred feminine gender. 

Of course, then depression set in when I had to face yet another unwanted day as my old male self. On those days, very little motivated me to get going. Somehow I managed to make it through another day. On the good days, I had figured out how I could sneak around my family's back and cross dress in my small wardrobe and admire myself in the mirror. In the meantime, I tried to study the cis-women (natural born) around me to see if there was anyway I could copy their dress or mannerisms without being too obvious. I was so envious.

It took me years and even decades to figure out how totally reversed my gender dreaming really was. To this day, after living as long as I have as a full time transgender woman, my dreams are still flipped. In other words, most of my dreams still involve me as my old unwanted male self. I'm sure the main reason is the fact proportionately I still have lived the majority of my life in a stressful male world. To be successful I just had to learn the game well. All of which has carried into, and remains a substantial portion of my self-conscious thought. 

Plus, on occasion, I feel as if my entire gender existence has been nothing more than an extended dream. Perhaps it is because for such a long period of time I considered being able to live as a transgender woman was just an impossible dream. Then when I began to leave my mirror behind and break out of my gender closet into the world, I began all the changes I would need to do to live a new fulfilled life. Suddenly my life evolved from just doing my best to appear as a woman, all the way to communicating effectively as a trans woman with other women in the world.   

It was around this time of gender discovery when I started to believe I had my whole life backwards. There were certain aspects somehow I needed to do as a male but overall the other set of experiences I went through could have been lived by my dominate feminine self. I couldn't believe how much easier my life became when I finally gave in to her and let her live. She in essence was telling me she was right all along and she was.

It turned out, my dyslexic self had my gender mixed up also. All along when I  considered myself a male to female cross dresser, in reality I was a female to male cross dresser just trying to survive in an unwanted world. 

Now my past is mostly a dream, some parts good and others bad. Perhaps one of these days my sub-conscious will flip into dominant feminine role too and my dreams will become predominantly feminine in nature. I suppose if that is all I have to complain about, life is good.   

From Dreams to Reality

 

Image from the Jessie Hart
Collection

Very early in life, when I was asked what I wanted to be when I grew up, I never told the truth. I would fall back on the politically gender correct answer and say the usual such as a lawyer, doctor etc. The reason I say politically correct is because how I really wanted to answer was with the truth. All along I wanted just to be a woman when I grew up.

I do think, at the time, I did know what a difficult proposition being feminine was all about. Primarily against my will, all along I was becoming more entrenched in a male lifestyle I never wanted. When I was being the square peg being pounded or forced into societies' square hole, I hated it. Even then I put up a brave front and liked the popular male things such as sports and cars, in reality I wanted to be the kid with the new doll baby at Christmas rather than the BB Gun I was gifted. But, life went on along with a pending meeting with the military along with the Vietnam War. I outran the war as long as I could. Finally it caught up with me and I enlisted for three years in the Army, rather than being drafted and insuring me a sure date with Vietnam. 

I dreamed of pursuing a goal of pursuing my early career in the radio broadcasting business while I served my military service for my country. Sure it was all a long shot but the long shot suddenly became a reality with the help of a local congressman whose radio station I worked for. With his backing, I was able to work a year in Thailand for the AFTN Radio and Television Network and then against all odds, managed to end up in Germany working a year and a half for AFN or the American Forces Network Europe. In doing so I was able to experience new cultures on different continents while I tried to keep my eye on the goal I couldn't seem to lose, the desire to be a woman.   

As we approach Halloween season, it is important to note how important Halloween was to me. Primarily because the parties I attended in "costume" as a woman allowed me to experiment on how far I was advancing  my feminine presentation and more importantly could I exist in the public's eye as my dream  woman. I have plenty of posts I will be sharing as we come closer to the actual day of Halloween. 

Spoiler alert, of course I finally did overcome all my doubts of ever being able to live out my dream but found I still had a long distance to go on my gender journey. Every time I think I was making progress, I found I still had so much farther to go.  As destiny directed me, I painted myself into a gender corner I couldn't delude myself to continue. I was ready to take the final step and live my dream of being a full time transgender woman. No more of just thinking I was just a weekend cross dresser, I needed more.

When I did, the final step was till more scary and ambitious than I ever imagined. I still remember the day I gave what was left of my male clothes to the thrift store and resolved to never look back on my old male life. No more just hiding behind my cross dressing until I could escape back to my comfortable world of male privileges. Through it all, my HRT or hormone replacement therapy helped to alter my male body enough to help my difficult attempt to present convincingly as a woman. 

From dreams to reality, the long twisting gender experience was worth it. My lifelong dream was a true one and I learned I was not making anything up. I was living how I wanted. 

Planning Ahead

Image from Mohamed Nohassi
on UnSplash 

At some point in my transgender MtF transition I was forced to plan ahead.

The point I am referring to is when I came to the point I knew I was going to attempt to go "all the way". When I did, I needed to seriously consider first of all how I was going to be able to support myself. I worked at a job which was very male dominated and relied on serving the public, so I knew my company would resist my gender changes. Plus I couldn't even imagine how a kitchen crew would react to a transgender manager. 

I ended up taking the easy way out and was able to retire early on my Social Security benefits and augment them by selling the houseful of antiques and collectibles my wife and I had obtained over the years. Between the two, I managed to support myself as a novice transgender woman. Perhaps what I didn't plan so well for was the experience of actually living as a trans woman. Once I threw away or donated all of my male clothes, acquiring an everyday women's wardrobe proved challenging. I learned very quickly I couldn't be the "pretty pretty princess" I was for most of my transvestite or cross dressing years on a daily basis. I needed to fall in line with the women around me and dress for comfort when they went about their normal life's. Blending became my word of the day when I faced the reality of dressing feminine on a daily basis.

Once I conquered dressing the part, I then needed to adjust to going to places I may  have felt uncomfortable in as a transgender woman. Examples included places such as auto parts stores all the way to junk yards when Liz and I searched for a hard to find part for our old car. Through it all, I tried to keep my head up and deal with situations (which for the most part) never came up. What I didn't realize was  dealing with other women on a daily basis would prove to be the most challenging experience for me. All of a sudden, I was forced into deeper communication other than I love your ear-rings. Specifically from women who wanted to pry into who they were communicating with. Some were gentle and calculating while others were more blunt and to the point. Similar to how a man would attack. The most important point was I learned quickly how to  protect myself when I began to be out on a daily basis as a transgender woman.

I learned all the planning in the world all of a sudden didn't do me any good. I was making good on a lifetime gender dream and there was no turning back. I just can't say enough how big the changes were when I finally had the courage to go full time. I will never forget the experience and how fulfilling it was for me. 

What If?

Picnic picture from the 
Jessie Hart Collection. Liz on right.

Often I think about what my life would had been like if my wife had been transgender and I was the one trying to deal with it.

What if she wanted to become a he and started to date other women? Of course the easiest answer would be I would be the accepting one but would I have been if I had never been trans. Then I think of the amazing spouses which have come to acceptance of their former husbands new gender. The wives who come to understand the internal self is the important part of the total person are so special and in so many instances so rare.

My second wife, as well as my current spouse are prime examples. My first wife was a very much go with the flow person and I often thought if I told her I would be gone for a few months to complete gender reassignment surgery, she would have not missed me. Second wife was very much against me being a transgender woman at all and Liz, my current wife encouraged me to follow my gender dreams. I guess you could say I covered almost all the aspects of being married when all my spouses knew I was at the least a cross dresser or transvestite from the very beginning of our relationships. The only feeling I hid was the fact I was so much more than just a relatively harmless cross dresser just pursuing a hobby. My excuse is the whole time I was hiding the truth from myself as I tried my best to live a lie as a male person.

Looking back at my second wife a little deeper, I think she was suffered from a little paranoia of her own sexuality. We were members of a very active civic organization which did an incredible amount of good in the community. Within the group were several women whom I considered to be lesbians as well as a couple gay guys. All were in the closet and nothing was ever said, I think. What I wonder is if my wife ever was attracted to those other women and was in fact some sort of an embedded lesbian. It is all speculation on my part because she passed away in 2007.  Sometimes I think she protested my gender dysphoria too much.

 The exact opposite happened with Liz, my current wife. When we met, I was still trying to live a life which straddled both of the two main gender binaries. Within a very short period of time, she told me I should shed what was left of my male self and live entirely as my feminine self. As it turned out, she was the final push I needed to come out of my closet and live as my authentic self.

For all of you who are fortunate and have an accepting spouse, you have an understanding of what I am attempting to say. Gender is such a basic need and to change it is such a big deal. Often the road to acceptance for wives takes years. If you have the power to do it, try to understand all the dynamics which are going on. Plus, if you can do it, try to put the shoe on the other foot and what if your spouse was considering changing their lifestyle in such a dramatic way. 

What if you could change or not. 

Magnificent Obsession

Image from UnSplash

Early in life when I was going through the difficult steps of attempting to sort out my gender dysphoria, one of my ideas was my desire to be feminine was merely an obsession.

On good days, I even thought what I was going through was an evil joke which I would out grow. Naturally I never did out grow wanting to be a woman and on the other hand just grew into it. To arrive at understanding my gender journey, I needed to make many twists and turns along the way. The first involved just not getting caught when I tried to cross dress as a girl for my favorite mirror. I have no idea now how I got away with everything I did. Including even shaving the hated hair from my legs. My biggest problem was having an ever inquisitive slightly younger brother who was always getting in my way. 

As I grew into (then out of) my ideas of cross dressing being a harmless hobby, I again began to wonder if the whole process I was living was still an obsession. As I did though, my mind was flooded with reassurances I was on the right path with my gender issues. I spent too many hours obsessing on the next time I would be able to cross dress in my feminine clothes. I often wish I had the time back I wasted on my magnificent obsession. When I couldn't dress when I wanted to, it made me a nasty person and one which was not easy to live with. All because I was having a hard time living with myself. It was a period of my life I am not proud of.

Finally, when I could take the gender pressure no longer, I began to venture out of my deep, dark and lonely gender closet. I learned the obsession was only going one way and it was because my old male self was obsessed with holding on to his life, no matter what. It was then I entered my transgender stage of my life. When I decided to go out in the public's eye as a woman. Not as a person just trying to look like one. Even though the process was tremendously frightening, it was equally as enlightening. I found once I did it, I could exist in the public's eye as the feminine person I always dreamed of being. From that point forward the magnificent obsession flipped and I knew I could pursue a life as a transgender woman. A life I had only dreamed of.

Even though I found a feminine transgender life may be possible, my male self was still busy whispering in my ear. He was saying what about telling friends, family and what about my job. As much as I hated to admit it, he was right. It was extremely difficult to uproot a male life I was so entrenched in to begin a new one. I write often on how much the gender pressure effected me. I was so close to my dream yet so far away. Plus even though I was close, there was still so much to learn to fulfill my phantom obsession of being invited to play in the girl's sandbox. 

Call it what you will but my magnificent obsession led me to finally living my dream as a fulltime transgender woman.    

Dream on Or Transgender Dreams

Image from Randy Tarampi on
Unsplash

 I am fortunate, rarely do I suffer from not being able to sleep. Normally do I not benefit from my eight hours of slumber. Some nights it is even very entertaining. 

Early in life I remember vividly the mornings I would wake up from dreams in which I was a girl. I was immediately disappointed to learn  nothing had changed with my gender. I wasn't the girl of my dreams. Sadly for me my girl dreams were vastly outnumbered by my numerous boring male dreams. These days, following living forcibly as a male for sixty years, my nightly experiences are becoming more mixed according to gender. I guess the more I spend time as a transgender woman the more my subconscious mind is accepting it and is beginning to build a backlog of experiences of me in a feminine world. 

These days, I have made it to to a wonderful mix of gender dreams when I would have one dream as a man and the very next as a woman. Now interestingly I have reached the stage of being a cross dresser. Often I have to go through being exposed as a man in a dress and subjected to the normal rejection by the public. Perhaps I am just reliving the time in my life when I was coming out of my hidden feminine shell. Often to the stares and outright laughter at the hands of an ignorant public. 

Through it all, I am still dazzled by my subconscious which is able to switch my genders at will and put me in impossible situations in either. An example was the night, I started by dreaming of running a perfect shift during a very busy night at a restaurant I was running then going to a time when I was wearing a dress which was too short. To the point I was embarrassed and was trying to cover up my bare legs. 

I wonder if I live long enough, if my time as a transgender woman will overtake my time as a man. Which will be tough to do since to equal experiences out I would have to be one hundred twenty years old. Perhaps what will make up for the difference in years will be the intensity of the experiences I have been living through. Perhaps all the years of learning to find myself as a transgender woman will come back in my dreams. It will be interesting to find out. 

Using my very weak mathematical skills, I have calculated I spend approximately one third of my life sleeping. Since I do, I hope my dreams stay interesting. They remind of a rich life I have been able to live. One as part of the male gender I never wanted and the other as part of the female gender I always wanted to be included in. More examples of living as my authentic self will be welcome as reminders of my old unwanted male self fade away. Finally my transgender dreams will triumph as well as I have triumphed in my gender wars in real life.  

It Feels Like a Dream

Liz on my left
from the Jessie Hart Archives

Today is my therapy day which happens two times a month. I have been fortunate in that I have had the same Veteran's Administration psychologist since the beginning for nearly ten years now. She has been by my side through several difficult times such as providing me documents I needed for my legal name change. as well as HRT.

Looking back at the decade, the whole feminization process seems like a dream mainly because of the hormone replacement therapy my therapist helped me to be approved for. Overall the process has been positive for me. An example was this morning when it was one of the days I change my Estradiol patches for my HRT. It's the time I have a chance to reflect on all the changes I have gone through. Although my breast size and hair growth has evened out, it seems it is time now for my hips to develop. I can really feel the difference when I put my jeans or leggings on. Some days I feel just like a teenaged girl going through puberty. 

Most likely it is because of the time I spent acting as if I was a successful man. All of the time I spent cross dressing as a guy I was dreaming of what it would be like to live as a fulltime transgender woman. Now that I am here, I know I have made the right decision. Not only do I live a feminine life, I have found a loving spouse to share my new life with. How fortunate can a person be? There is no way I thought I would make it this far in life to begin with and be with someone else again for the rest of my life. I thought my quota of people who loved me, such as my ex wives would be over when my second wife passed away. I was prepared to live the rest of my life alone.

I found out too, my successful transgender dream was far from me achieving it alone. I was fortunate to have found such wonderful people to help me along the way. Of course I already mentioned my therapist and my wife Liz but there were so many others who made my dream a realty by accepting  me for who I was. A prime example was when I first moved in with Liz and started to go with her to her Wiccan meetings. I was accepted into the circle with no strings attached. The entire process gave me the confidence to move forward in my life. I thank Debra among others for the help. Plus I cannot forget women such as Kim and Nikki who taught me so much about the feminine world and made it possible to live my dream. 

Lessons learned included realizingly living a feminine life meant so much more than just doing my best to perfect a feminine presentation. All along I knew women lived a much more layered and challenging life than a man but now I had to try to live it by walking and talking many miles in their shoes. 

Dreams are fleeting and often are mixed in with nightmares if you are not careful. Slip ups and set backs are always a part of the process. When the process involves gender dysphoria and changes, the dream becomes that much more challenging. But then again so rewarding when your dreams come true.

Finally thanks to all of you who read my blogging. Your visits and interaction make the effort so worthwhile. 

 

Transgender Dreams

Dream Photo
Courtesy Jessie Hart

 
When I was much younger I used to look forward (then hate) the times I went to sleep and had vivid dreams of being a pretty girl .I awakened depressed when I learned it was just all just a dream. 

These days, curiously, my dreams have changed. Some times I am my feminine self and other times I revert back to my old male self. Neither one of which makes much of a difference to me when I wake up.

Maybe I should just call my dreams "gender fluid" using a more current term. Also maybe I am not being very realistic as far as my subconscious mind is concerned. After all I did live most of my life trying to survive in a male dominated world in a life I never wanted. Perhaps it will take time to establish a backlog of feminine or transgender existence to draw from when I dream. Usually I can experience both genders in one night. When I wake up, I just think Wow! How different was that. 

On rarer occasions, I seem to hit a middle road when I am back to wearing wigs and interacting more with cis women I didn't know. I even had a dream of the night I had to invade the women's room of one our favorite LGBTQ friendly bars we went to, Once I went in there were several evil looking women glaring at me. Once I finished with my business and washed my hands I needed to use the hand dryer. One of the women glared at me again and barely moved from in front of the dryer. Being the alpha bitch I was becoming, I simply reached around her and turned the dryer on and it really messed up her hair. I was amazed how the details of the experience came back to me in a dream.  

Perhaps, as the new life I have chosen to live continues to build experiences, it will be interesting to see if my dreams change more to a feminine side. Since my earlier life was more intense in many ways than my current one, I doubt if will happen. But it will be interesting to see if it does.

Gender Dreaming

 Do you dream in gender?  In other words during your dreams are you just you or are you distinctly one of the binary genders.

As I have progressed through life into finally being able to live as my authentic self as a transgender woman, I believe my dreams have began to change. Early in life I remember the elusive (even cruel) dreams when I was the girl. When I woke up I was severely disappointed. This went on for years until I was able to find my way out of the closet and live in a feminine world. As my dreams began to transition in their own way, so did I.

Photo by Randy Tarampi on Unsplash

When I went out more and more I was nearly completely entranced with my appearance. I would spend hours shopping for what I hoped would be the perfect outfit. The amount of effort I was putting into transforming my external self must have been seeping into my subconscious being when I was asleep. My dreams went from just being a girl to being an attractive woman. Either way, I was waking up severely disappointed.   

As time went by, slowly my gender dreams started to change. 

Along the way I spent many hours wondering why I was living in a feminine world, living relatively successfully as my authentic self. I thought my dreams should be changing also when I had dreams which I knew specifically I was returned back to my hated male self in more than a few of my dreams. 

I am far from an expert when it comes to dreams and what they mean and I am aware I may be putting too much worth to the whole process. My partner Liz  is much more knowledgeable on the subject and says simply I have lived too many years in a male world. My subconscious mind just has not caught up yet. 

She may be correct because recently I have been dreaming in situations where I am the feminine person. Perhaps my gender dreaming is catching up with my everyday life. For whatever reason it is important to me. Small wins I guess for small minds. But then again the entire process is just another indication of how important the transgender life process is to us. 

Dreams can come true!