Who Got in Your Way

 

Image from UnSplash. 

Perhaps there was that special person or persons who stood in the way of you going along your formative gender path. In my case, I always tried to blame my second wife for being in my way of perfecting my male to female feminization project. My first wife was not a factor because I thought she was just along for the ride, no matter how bumpy it became and I always thought I could suddenly tell her I would be gone for several months because I was going to Thailand not to visit but for gender realignment surgery and she would say be safe.

That was all well and good until I met my second wife who I immediately fell in love with. I ended up divorcing my first wife and marrying my second in a fairly short time. Like my first wife, even though she knew I was a parttime cross-dresser when we married it was fine with her but unlike wife number one, she always resisted me going any further towards maturing into a transgender woman. Being as strong-willed as she was, I wonder how we made it through twenty-five years of marriage until she passed away.

Throughout the years, we somehow stayed committed to each other following many bitter battles over how I was wanting to live my life. She was much wiser than me over the years as she told me things such as I made a terrible woman (true at the time) and why didn’t I just go ahead and move away and live like a woman and save both of us the hassle. As I always point out, I did not know how to “make” a better woman because I had never been behind the feminine gender curtain to discover all the complexities of what I was taking on. As far as just going away and starting all over on my own, I was selfish or self-centered and wanted to maintain as much as I could of my male life which among other things paid most of the bills.

Through it all, faint glimpses of my transgender dream kept filtering into my life, and I did things like transvestite-transgender mixers and Halloween parties to experiment if I could make it at all. Once I received positive feedback from doing it, I was pushed forward to expand the boundaries of my marriage. Just to be met with an equal amount of pushback from my wife. The worst part about it was I understood where she was coming from as her marriage was unraveling right in front of her eyes at the hands of another woman. Who was me. I ended up resenting her in a couple of ways. First, because she was what I always wanted to be. Soft curvy body and all. And second because she stood directly in my path of achieving the same things that she took for granted, along with the rest of her ciswomen friends. Great makeup, hair and clothes could not hide the envy I felt for missing out on a feminine life I always wanted.

It took me awhile after she passed on at the age of fifty to realize who the real culprit was who was standing in my way of my male to female transition. All along it was all me who never responded the right way when my wife said be man enough to be a woman. As I said, I was too selfish to not want to give up all the male privileges I had earned over the years and wanted to live my life on dual gender impossible terms as long as I could.

I also tried therapy on the side to help the way I felt and even rejected their advice when essentially, they told me the same thing my wife told me. There was nothing they could do about me wanting to be a woman. She was a part of my inner self and only I could deal with her. When it came right down to it, I was scared of my inner woman and how she could ever carve out her own life in the world. It turned out, I just never gave her enough credit as over the years with help from strong feminine role models like my mom and wife, she was able to mold her own personality. Even though she had to keep it hidden for decades. Those same strong ciswomen showed her where there was a will, there was a way. Especially when you had to take the time and effort to get there.

Once I found myself firmly placed behind the gender curtain, the real work began to make sure I never “made” a terrible woman. I wanted to as much as possible, bring all the good feminine characteristics with me so I could do more than survive. I wanted to thrive as I made my way to my dream of living a transgender life. As I did, the major realization came to me that it was me and only me who was standing in my own way all those years when I was wondering what gender I was at all. Shame on me for not having the courage to face my true self in the mirror and not let my gender dysphoria get in the way. Worse yet, everything was screaming within me that I was doing the right thing when I approached my transgender womanhood. Freeing myself up to live was as if I was taking a ton of weight off of my shoulders.

Ironically, once I was approved to play in the girls’ club, the difference I had from the different upbringing I had made me a special sort of woman to the ciswomen who accepted me around me. Even though they knew I came with different baggage, the most radical advice I ever got was welcome to our world when I was complaining about hot flashes. As my body started to respond to the HRT or gender affirming hormones I was on that I had waited so long for. I don’t think the women ever realized how badly I wanted to be in their world.

If it was not for me being in my own way, I would have been in their world sooner. My proper place to be.

 

A Labor of Love

 

Image from Mayur Gala

Once I stopped being a victim thinking I was the only male in the world who wanted to be feminine, I quit being so negative about my life as a whole. That is when I started to enjoy wearing my mom’s clothes and experimenting with her makeup. All I really knew was that the process of cross dressing took away the problems I was experiencing in everyday male life to the point of even relaxing me. The only real issue I had was when the next time was I could find the privacy to do it.

I even went to the point (in warm weather) of stashing a small collection of clothes and makeup in a hollowed-out tree in a woods next to our house. I was in my own world and enjoyed the privacy I had to feel the clothes and dreaming that I was one of the attractive girls I saw at school and envied very much. At that time, I did not understand how I would take on a lifetime of work to pursue my labor of love.

The first task I needed to accomplish was when I was financially able to do it, was shop for and acquire a whole new set of clothes so I could present better in a world of ciswomen I needed to compete with in many ways. The first task I needed to complete was to slim down my male body as much as I could so I could fit into more stylish clothes I was suddenly finding in all the thrift stores I was shopping at. I liked the stores for two main reasons, the first of which was price of the items displayed and secondly, I never had any problems using the changing rooms to see if the items I was looking at actually fit. Plus, the challenge of doing so much shopping was something I loved. The only problem was where I was going to store away all my fashion treasures from the prying eyes of my wife who would wonder where they came from. Fortunately, we had a huge old house with plenty of places I could store my clothes.

After I began to dramatically improve my worldly presentation and use the public as my mirror, I found myself in a position where I could blend in with the public. To test myself, I even did tricks such as wearing sunglasses where I could see the eyes of the public when they could not see mine. That way, I could tell if they were staring at me or not and I was overjoyed to learn I had passed the test, and the public was ignoring me. From there I could widen my horizons on where I was attempting to go as a novice transgender woman. I was in love!

My love ironically did not last long because very soon, I discovered the public actually wanted to interact with me. Suddenly, I needed to work on a presentable voice so I could attempt to basically communicate mainly with other women since men did not want to have anything to do with me since I left the men’s club, I used to be part of. The fact remained; I did not miss male interaction at all. It was something I never had in my male life either as I always preferred the company of women. Surprisingly to me, as I transitioned, I was having no problem gaining feminine company. Probably because ciswomen for the most part were curious about what I was doing in their world. Plus, the women did not carry the paranoia about their sexuality that men had, they were not scared of me. Finally, I was showing the ultimate honesty about who I was which many women appreciated. For any number of those reasons, I loved the interactions I was having and being able to learn more from them about being a woman than ever before.

The fact I was loving my life at this point as a transfeminine person led me to realize that for the first time, my life was headed in the right direction. I felt so natural and even happy when I followed my gender path to a point where I was allowed behind the gender curtain to see if I really wanted to give up all my male privileges and keep moving forward to my ultimate goal of starting gender affirming hormones or HRT. If I could be approved by a doctor to do it. As I always say, I was approved and the changes were magical and I was in love again.

Before you begin to think my love revolved just around me and not another human being, my future wife Liz came into my life over a decade ago and changed everything. I was in my sixties and was thinking about spending the rest of my life alone when Liz and I met on an online dating site. We got along and she turned out to be the final push I needed to leave the male world behind. She was the missing link I needed to turn my transgender life around, and I love her very much.

It feels good to say that I love someone else more than I love myself or my gender transition for the first time in my life. According to my second wife who died many years ago. It would be interesting to see now what she would have thought about the feminine person I have become.

My final point is it is said you must love yourself before you can truly love someone else. Maybe I needed to learn my true self as a transgender woman before I could love someone else. It certainly took me long enough to love myself, a lifetime for me which spanned over half a century. Once I realized my path was a long labor of love, I learned the hard way I needed to be patient. Which was difficult for me, but I made it through and learned from my labor of love.

 

 

 

 

Was I being Selfish?

 

Image from UnSplash and
Brooke Balentine.

When I was a maturing cross-dresser, one of my wives made it a prime point of her argument against my cross-dressing at the time saying that I was just being selfish. The problem I had with her saying that was deep down, I knew it was true. Mainly because I was spending all my spare time thinking about or doing my cross-dressing activities. I felt guilty, but there was little I could do about it as I wanted to be feminine so bad. So, I went on with my daily activities ignoring the best I could what she said.

Sadly, my selfish problem only became worse the farther along I traveled up my gender path. I simply wanted more from my life than what I was getting and I was pursuing it. I thought to hell with the risk I was doing to my male world and life as I knew it if my secret was discovered as it almost was several times. Like when I almost ran head on into my wife’s boss going to a big box store in a small Ohio town we lived in at the time. I did not think he recognized me, but he did bring up seeing a a particularly “big” woman the other day when he left work to pick up supplies at a party we were attending at his house one weekend. Of course, I could not let on it was me he was talking about, but my wife knew and questioned me about it later. I don’t think she ever believed my denials, but life went on until I made it to the next level of being selfish.

When I was out in the world as a successful transfeminine person, just doing it a little bit was just not enough. Success bred success, and if I could not for some reason make it out into the world again, I grew angry and bitter with life and tried to take it out on the world around me. By doing so, I even almost lost jobs because of my attitude. Having a sullen selfish attitude got to be so bad, I even sought out gender therapy to help me from one of the few therapists in Ohio at the time who dealt with it. It turned out to be that she could not work miracles with my gender issues, but she did with my attitude which was influenced by being diagnosed with a Bi-Polar depression disorder. Following a few experiments with medication, I found one that worked and my life became better. Except for I did not magically quit my feminine ideas and remained on my selfish path to see if I could ever live my dream of going full-time in life.

What made matters even more frustrating was, even with all the mental energy which was going into my transgender issues my male self was still able to advance in his life too. Making it harder for me to think about moving along with my plans and even being selfish about them at all. Through it all, my guilt was building about why I was even cursed with being transgender at all. This was before I finally began to understand my gender problems were not a curse at all.

In the meantime, my wife and I were clashing every time she caught me being selfish and leaving the house as my feminine trans woman self. One time she was even mad enough to tell me why I wasn’t man enough to be a woman. If I was smart at the time, I would have listened to her advice. I should have faced my true self and started making plans for my ultimate male to female femininization project. I just was not ready for several reasons such I loved my wife very much and the life we had built together.

By now, you have probably noticed a theme here. I kept shooting myself in the foot by being supremely selfish when I set out to build a new life when I already had a perfectly good one with a loyal wife, good job and loving family. All of which helped to describe why I felt so much stress and tension during this portion of my life. All the therapy and medications in the world could not help me until I had the courage to face up to my true self as she looked at me in the mirror. She had been there all along, and I thought I needed to apply makeup to bring her out (which I did for the public) but one on one, she was very real to me. She appreciated all the outwardly things any ciswoman needs to survive but inwardly, she just needed to be recognized for the person she had the potential to become.

Ultimately, I outlived my second wife (and many family members and friends) which freed me up to not feel any selfishness at all about what I was doing with my femininization. I was just busy preparing my world for the truth I had so deeply known. I should have never been a male at all and was just a woman cross dressing as a man. Needless to say, it was an enlightening experience coming out of my gender shell and having the opportunity to live my feminine truth. Just having the chance to compete in a world of ciswomen on their level was an intimidating yet exciting experience which my true self was up to. After living life hidden away all so many years against her will. As with most all transgender women and transgender men, it is a major project to bring ourselves into the world and unfortunately, we must be selfish to do it. The good thing is, once we go through the selfish part of our lives, we have the potential to be good, loving partners. If we are destined to find that special someone to love.

Life dictates it is nothing but a circle, and we have to take the good with the bad. Selfish or not.

 

 

 

 

 

Here Comes Tomorrow

 

My wife Liz, anniversary image.

Liz and I’s wedding anniversary was yesterday, and of course we had to go out and celebrate the event. It is actually our third anniversary after being together well over a decade.

Over the time I have written this blog, I hope I have not been short on trying to relay what my wife Liz has done for me. So much, as a matter of fact, she kicked me totally out of my closet, and showed me tomorrow was here. I could live a life as a transgender woman, finally free from my old male self. She was the direct opposite from my second wife who kept telling me there was no way she wanted to live with another woman. Liz told me she saw no male in me at all, and the rush was on to complete my male to female transition.

By the time all of this happened, and my second wife passed away, I was well into my sixties and had given up any hope of ever finding another serious relationship. Preferably with another woman who would accept me. As I always point out, to combat my severe loneliness, I was working the bar scene and even tried online dating which turned out to be a joke…until I met Liz. Or she met me. She responded to a “woman seeking woman” ad I put on a dating site and as luck would have it, she lived relatively close to me in Cincinnati. At the time she commented on the picture I used, saying I had sad eyes. Which I did, seeing as how I was going through the toughest time of my life. I had just lost my wife of twenty-five years as well as nearly all of the close friends I had to death as well as losing my business. I was grasping at any straw I could to stay afloat, sad eyes or not.

The only main straw I had was my sudden dependence on my strong inner feminine self. In a time of darkness, when my male self-had deserted me, she stepped up to provide the comfort and strength to move on. It was up to her to carve out a new life with new friends who had no previous contact at all with my old male self. Against all odds, in a sometimes-hostile world, she managed to do it, and my life slowly began to improve. With all the help and attention, I was receiving from my new ciswomen friends, I did not have to even give much of a second thought to the men who were afraid to approach me or just wanted to treat me as some sort of a fetish object. With my base sexuality settled again, it made it easier to feel secure in myself and move on with my male to female transition. Often it seemed my life was coming full circle and Liz was a major part of it.

During our anniversary dinner last night, we were fortunate that the venue was very empty without even the usual screaming kids so we could reminisce about our past and dream about the future. And of course, Liz took all the credit (as she always does) for reaching out to me first as a “woman seeking woman” post was an exceedingly rare response coming from any other women in those days. Plus, I was not shy in pointing out I was a transgender woman made my odds even more remote. If I received any responses at all, I felt like I had won the lottery of dating as a trans woman.

Because of Liz, I won the lottery for all the reasons I went into and more importantly, my gender transition which was always tomorrow became today. It was time to give away my remaining male clothes and follow Liz’s instructions on following my heart. A heart, it turned out, was feminine to start with and needed little to no encouragement to live. Regardless, when tomorrow finally came, it hit me hard and I needed time to adjust I really did not have. I needed to fall back on the decades of cross-dressing practice I had to feel more comfortable in the world. When I did, the joy of life I experienced was wonderful and even more so because I had someone special to share it with.

To be able to live the way I do still feels like a dream to me and Liz has helped me to realize my transfeminine dream more than anybody else ever did in my previous life.

Happy anniversary Liz and may we be able to celebrate many more together. And, thanks to all of you who have joined me in my journey. If you have not reached your tomorrow yet, keep trying. I am living proof it can still happen.

 

Buckle Up!

 

Alpha Gatekeeper Hope
Who Let Me In!

If you are a transgender woman or trans man and you have been transitioning along your gender path for any length of time, you know there are plenty of highs and lows to prepare for.

I know on my gender journey; I have had to buckle up for many rough roads ahead. I have many examples I write about often such as being told to leave one venue I started to go to when I decided to leave the gay bars behind and go to mainstream straight venues. I went home in tears like when I was laughed out of malls by groups of teenaged girls when I first attempted to go out in public. For a long time, I never thought I had a chance of living my transgender dreams at all.

Deep down, something told me to fasten my seat belt and keep trying to succeed. You see, the problem was all along in my life, if something went wrong, I ran to my skirts and put on makeup to make it go away. In these cases, I had nowhere to run, so I had to get it right. I was in a corner, and I couldn't get out without a lot of work. It turned out to me, the whole process was a labor of love, and I felt good going forward on my gender path. The problem was I was still quite naïve about what I was facing and thought success could be found if I just was able to present properly as a woman. To try the new world out I was in, I went to all sorts of different situations. Examples were when I went to a downtown festival and an outdoor concert just to see if I could. Following painstakingly applying my makeup and choosing just the right clothes, I managed to be successful at both, and my confidence soared.

When I did, my frail confidence was shattered again when I learned the world was curious about me as a transfeminine person. It meant I would have to really buckle up and do more than trying just to look like a woman, I needed to communicate like a woman. All of that turned out to be harder than it sounds (no pun intended). I found out quickly that women operate on a different wavelength than men. Men use a more simplified straight forward approach to communicating with each other and other women. On the other hand, I discovered I better refine my listening skills, plus be aware women communicate with each other on non-verbal wavelengths. Also, eye contact with other women became very important too, if I was ever going to be allowed to play in the girl’s sandbox by the alpha female gatekeepers.

As with anything else, I needed to allow practice to become perfect if I was ever going to succeed at reaching my goal of living as a transgender woman. To do it, I needed to forget my unreachable dream of being able to present so well as a woman that anyone would ever think I was cisgender. To begin with, testosterone poisoning had taken all of that idea away from me. I needed to re-buckle up my expectations and know the best I could do was follow my path as a woman from a different background. To succeed, I needed invitations from cis-gender women to their girls’ nights out so I could observe and learn how other women acted when men were not around. Naturally, I needed to put what was left of my male ego behind me when I had to buckle up and attend several of these meetups. My primary example came one night when I was invited along with a group of servers where I went to, to another upscale venue to party. They were all young and attractive and immediately were surrounded by attentive males, leaving me by myself and my drink. I learned a powerful lesson that night why certain attractive women tend to hang out together.

I was fortunate as I traveled my gender journey, I had key alpha females to help me with my seatbelt. As an example, I have added the picture of “Hope” who ironically gave me hope for my future dreams. She was the first bartender I ever met who went out of her way to be kind to me, all the way to introducing me to her lesbian mother who I stay in touch with to this day. Hope led the way for me to be accepted by others and thrive in the girls’ sandbox, and I will never forget her for it.

My main message is, no matter how many bumps and bruises you may suffer along your own gender journey, just try to securely fasten your seatbelt and make the trip as interesting as possible. Just remember, not many are able to make the same journey and achieve their dreams of living as a transgender woman.

 

 

 

Is Being Trans all About You?

Image from Caroline Hernandez on UnSplash

 As I was embarking on a struggle with my second wife concerning me coming out as a transgender woman, we encountered plenty of problems. It was  during this time, she was fond of telling me my gender issues were not all about me.

Ironically, for the most part she was right. As I ventured more and more into the public's eye, all I thought about was the next opportunity I would have to go out as a woman. Then, when I had to go out as my boring, unwanted male self, I would become upset and get mad when I tried to internalize my thoughts. I have written before about the vacations I ruined when all I thought about was how I would spend them as a woman. 

Worst yet, I was jealous of the fact she had the body and life I wanted to have. I wanted her curves and soft skin and wanted her to make love to me as another woman. Which for the most part never happened. The whole process carried over into my life as a cross dresser or novice transgender woman. When ever I went out into the public, I felt as if every eye was on me. Which for the most part, was not the case. I found most of the public was just going about their everyday lives and could not care less about me and my issues. It took me years to learn I could just blend in for the most part into a feminine based society and basically just disappear

First, I had to work my way around the fact my male ego still controlled the way he wanted me to look. He wanted me to dress to thrill, which just turned out trashy and attracted unwanted attention. It was quite the learning experience and took awhile to accomplish because of one big reason. I wanted so badly to be a pretty woman but just couldn't accomplish it primarily because of my testosterone poisoned body. As far as anyone had ever told me, my legs were the only feminine part of my body I had to work with and my wife was no help because she never helped or complimented me on anything I did. Once again saying my attempts to be pretty were all about me.

When I could not disagree, I just became more frustrated and the pressure was on to do better as a femininized person...with or without her. It was at that point, I did my best to escape the house without her knowing and see the world through the eyes of a transgender woman. I was modestly successful and when, on the other hand, when she discovered what I was doing, huge fights happened. Fights, I never won, because I knew she was right. I was risking everything we had built to experience a new exciting but scary world. After I figured for sure I was indeed transgender, the pressure on me really began to build. On one hand, I suddenly could see a dream I wanted my entire life may be accessible but on the other, I would have to lose everything I had worked so hard for to grab it. It seemed life was so unfair but I could hear my parents telling me, no one ever said life had to be fair and I moved on.

Sadly, my wife passed away before I faced my truth with her and she knew it more than I did. On more than one occasion following a big fight she told me why did not I do us both a big favor and transition. For some reason, I followed the male way out and tried again and again to internalize my feelings until I was intensely unhappy. It seemed being trans was all about me until I finally came out and accepted myself.

When I did accept myself as transgender, I was able to see the world from a different viewpoint and learned to love the world and others more deeply than I ever had before.

Who Do You Love?

Image from Freestocks 
on UnSplash

Along my lengthy transgender journey I learned the hard way I had several love affairs. 

The main one I want to refer to is the love affair with my wife and  the one with myself. Or should I say my feminine self, since I had never really liked my old male side I never asked for. I think the worst part of having two love affairs was the guilt which came with it. I think my major problem came from how much I threw myself into the process of being feminine. If I wasn't cross dressing in front of the mirror, I was spending my time studying all the girls or women around me. I am sure along the way, my wife caught me daydreaming too much and wondered why I was not paying more attention to her and our marriage.

Along with the daydreams came the frustration I felt when my wife was able to do all the things a woman does in her life. Plus, she wouldn't let me in to her world very much and she infuriated me when she wouldn't. The entire process led me to try even harder to improve my makeup and fashion ideas since at that time I was far away from realizing looking like a woman was only the very beginning of my long gender journey. At the time also, since I was putting so much time into myself, I am sure my wife felt unloved and I am surprised we made it through twenty five years of marriage. 

Much later, after she passed away, did I learn to love myself. I learned then the fact you needed to love yourself before you can love someone else was so true. Once I started to complete my transgender transition, I did start to love myself. Or, at the least, I started to have more respect for everything I had achieved in my new world I had chosen to live in.   

It was about that time I was feeling deep frustration because of the way my life was headed. Although I did enjoy the small social group of women I was apart of, I still felt I was doomed at the age of sixty to live my life alone. I found I was still a social creature and did the best I could to change the situation. Fortunately for me, my attempts at dating when I was still a guy were miserable short term failures which led me to believe I was on the right path to living as a trans woman...even if that meant living alone. As a stop gap measure, I still had my friends to hang out with.

For the most part, my experiences in the on-line dating world were failures too. I tried every combination on the sites I could afford to list on. One month I would try "man seeking man" as a transgender woman, then the next time try "woman seeking woman". Again always being up front I was transgender. The only men who responded for the most part wanted me to dress them up as a woman or let them wear my panties, so they were out. 

There was a happy ending to my on line dating woes after sifting through tons of rejections and trash, my wife Liz responded to one of my ads. She lived fairly close to me in a city I had always loved (Cincinnati) so I was interested in knowing her more. After corresponding by text initially, I finally became brave enough to talk to her on the phone. I was so insecure of my voice. From there, our first date was a local drag show at a gay venue midway between our homes. From then on we became a couple for ten plus years until we decided to get married. 

I guess the moral to my story is, the darkest moments of your life can turn around if you continue to put yourself out there. Sure it hurts and is painful to be rejected but often there can be a light at the end of the tunnel. The sad part is, you went through a transition to find your authentic self and you discovered self love and now there is no one to share it with. 

On the positive side, I am seeing an increase in wives staying with their transgender spouses when they transition. I have the utmost respect for the love expressed by these women and wish we could all experience the same. 

Another Holiday?

My Favorite Valentines. Liz on left, daughter 
on right.
From the Jessie Hart Archives.

 Following the Christmas holiday season which presents so many problems for transgender women and men, here comes yet another rather traumatic holiday. 

Both of the holidays revolve around personal relationships, to which trans folk often have lost close friends or family because they set out to live as their authentic selves. When I read all the social media posts from transgender folk who are lonely, my heart goes out to them. The entire process just goes to show how much a person can lose following a gender transition. Once again it shows how much of a choice we don't have when we set out on our gender journeys. 

I am fairly sure I didn't think of losing family the first time I looked at myself cross dressed as a girl in the hallway mirror but then again maybe I did because I was so frightened about getting caught. Maybe my fears were justified so many years later, when I did lose all contact with the brother I was afraid of exposing my secret to so many years ago.

Overall, I know how fortunate I am when certain holidays such as Christmas and Valentines Day come around each year. Through a mix of work, destiny an sheer luck, I was able to find another person in the world who accepted the authentic me. My wife Liz basically picked me up off the trash heap and made me a believer in myself again. Something which I thought was impossible at my age of sixty two. In fact, I had given up on the idea of another serious relationship in my life and felt I was doomed to live alone as a transgender woman trying to make her way in the world. 

Perhaps, more importantly, I was able to rebuild family connections which were lost. Through my daughter's in laws and Liz's family, having a Christmas with family and friends became a reality again. And, even though I had never been a big believer in Valentine's Day, it is still very nice to tell Liz happy Valentines Day and I love her and for her to return the favor. Plus, I can't forget all my bonus checks which were added to because of Valentines promotions in the restaurant business I was in.

At the least, Valentines Day only lasts for one day and hopefully you can mend the hurt you may feel from having no one to celebrate with. Anyway you cut it being transgender should not deny you a chance to be happy with another person...but it does. 

It is just another holiday designed to stimulate certain areas of the economy not hurt the ones who happen to be single when it comes around. If you are one of those people, Liz gives out the best hugs and I am sending a big one to each of you.

Into a Gender Corner

 

Image from the 
Jessie Hart
Collection

Through no fault of my own, or maybe then again it was all my fault, I painted myself into a gender corner over the years.

Similar to most of you with non-approving family structures, I did all I could to hide the fact all I really wanted in life was to live a feminine life. To get by in my secret world I initially "borrowed" my Mom's clothes until I quickly outgrew them. I then supplemented my meager allowance for work I did around the house by delivering newspapers. With the money, I again snuck out and was able to buy a few clothes and make up. 

Little did I know every success I had, helped me move a little closer to painting myself into a gender corner later in life. As I painted my way through life I was finally becoming semi successful in presenting successfully as a novice transgender woman after going through the developmental stage of being a cross dresser or transvestite. It is important to note during this time, the only other person I was receiving regular feedback from was myself. Because I was the girl in the mirror. The feedback was usually always positive no matter how bad I looked. My excuse was usually, I was only a nice wig and outfit away from being prettier. Which was true to an extent.

As I grew older and more independent, the faster I began to paint my new gender picture. Experiences became more intense as I attacked the world as a trans woman. I was meeting more and more people who only knew my feminine side at the same time I was attempting to still live part time as my old male self. He was doing his best to slow down the gender transition process as he fought giving up all of his hard earned male privileges. The problem for him became when the painting became so successful and pleasurable. For the first time in my life, I was able to experience living my gender dream and I was not scared to paint myself into a corner and see what happened.

In fact, I think I threw caution to the wind too many times when I tried to go too many places where I was well known as a man. Looking back, I think I wanted to be discovered for the true person I was. At any rate, I never stopped the route I was heading and kept painting. And, just when I had almost completed painting myself into a gender corner, along came destiny to bail me out. 

What happened was a triad of happenings which made it possible for my previous painting to dry and for me to walkout nearly unscathed. First of all was when my disapproving wife of twenty five years passed away, leaving me very lonely but with an unopposed path to a Male to Female Gender Transition. The second part of the triad was I was nearly old enough to retire and not have to continue working as I crossed the gender border. Plus, the third part of the triad was the circle of friends I had built up as a transgender woman. They all helped me to understand what I would need t to finish my paint job and not get into a corner as a woman.

I was able to find my way out of the gender corner I had built my way into before it was too late. Many times the process was difficult and I almost didn't make it. Which included several self destructive episodes in my life including suicide. But I finished my painting and I love it.   

Happy Transgender Valentines Day

 

From the Jessie Hart Archives
my Valentine Wife Liz on left,

This Valentines Day I have decided to write about  loves I experienced during my life. I have been fortunate in that I have always had a cis woman who more or less put up with me. In chronological order, here they are.

The only woman who did not know I was at the least a cross dresser when we met and dated was my first fiancé. She ultimately became the only woman to ever attempted to completely dress me up as a woman from head to toe. As exciting as it was for me initially, the newness wore off and problems set in. I can't say my cross dressing led to our ultimate separation before I enlisted in the Army. During my interaction with the military draft board, she told me to tell them I was gay to get out of serving to stay home. If I didn't, she told me she would be done with me. When I refused, she followed through on her threat and I was done with her which was probably the best thing that had happened to me to that point in my life.  I was now on my own when I went off to Army basic training at Ft. Knox, Kentucky.

Ironically, my second big romance came courtesy of the Army in Germany. Once I was there for awhile during my two year tour, I met a WAC. Known back then as the Woman's Army Corps. We started to date to the point we decided to keep seeing each other after we were discharged from the military. She knew I was a cross dresser from the beginning of our relationship so I didn't have to worry about telling her my innermost secret. To make a long story short, we ended up getting along well enough to get married and she gave birth to my daughter. Who turned out to be my only child.  The relationship lasted nearly five years until I was literally knocked over when I met my wife to be of twenty five years. It was love at first sight and somehow, someway I knew I just had to establish a relationship with her.

After a lengthy courtship behind my first wife's back, I managed to win her over. Even when I told her I was a cross dresser also. I can't say the twenty five years were not at times rocky but for the most part they were interesting. Even though she fought completely any thoughts I was transgender, I still loved her dearly until her completely surprise death at the age of fifty from a massive heart attack. I was destroyed for years.

I was still very much dealing with a possible transgender transition when I met Liz and several others who helped me more than they ever knew. It has been over eleven years ago since Liz and I met and we were married last October at the urging of my daughter. Just one of the major things I remember about our relationship over the years was when Liz told me she had never seen anything but female in me.

Over the years of my life I have been fortunate to have been loved and to love several Valentine's which passed through. Perhaps being transgender made the process a little different of course I can't speak for others. But since I came from a family who wasn't known to show emotions and even speak of love, being transgender or not has made the love experience special to me.

Happy Valentine's Day to all of you also and thanks for reading along.  

  

Love!

Spreading a bit of love here in Cyrsti's Condo as we approach 2020:

Cyrsti's Condo "Quote of the Day"

"Sex is between the legs, Gender is between the ears and Love transcends both if it is True."

Cyrsti Hart