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Keeping Secrets

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  Image from the Jessie Hart Collection These days as my memory tries to fade in situations I want to remember, I struggle to understand how I ever was able to pursue a life as a novice cross dresser.  The only thing I do know is somehow I became a very skilled person in hiding my small wardrobe of clothes and when I could wear them. Very early I was able to combine my meager allowance I earned from working around the house with money I earned from delivering newspapers. I was fortunate in that my Grandma lived in town within walking distance of several of the old five and dime stores which sold makeup as well as a small selection of women's clothes. It was scary and exciting when I could visit her, sneak away, go downtown, and try to shop for my own feminine accessories. My memory has not failed me when I remember how terrified and confused I was when I made my own tentative steps to purchase items. First I needed to figure out what I was going to try to buy and then buy it. I was

Living Your Transgender Truth

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Image from Brett Jordan on Unsplash To live your truth as a transgender person, you first have to figure out what your truth is.  In many cases, accomplishing knowing your truth when in comes to gender is very difficult. Even though I had realized from a very early age I wanted to be a girl and strongly admired everything feminine, it was still a difficult journey until I could actually live my truth. I believe the earliest  remembrances I had of being transgender was when I discovered just dressing up as a member of the feminine gender just wasn't enough. I actually wanted more. I wanted to actually be a girl/woman. Sadly, when I was discovering all of this, there was no internet or social media so I still felt isolated from the world. It wasn't until years later when I heard the term transgender for the first time.  As the years rolled by and I learned more and more concerning what a transgender person actually was, I increasingly felt the term described me. Primarily because

You "Gotta" Own It

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  Image from Alysha Rosly  As a transgender person, one of the main accessories we can have is confidence.  Of course, when we change genders, confidence is very difficult to come by and then even possess. In my case I needed to go out in the public's eye sometimes in very questionable outfits before I finally learned what I could do to survive as a transgender woman. Even though I was going through times of being stared at (or worse) somehow I needed to pay my dues and own up to what I wore, before I could hurry home and change into a more realistic outfit which was better for my testosterone poisoned body shape. The whole process was very difficult but I survived and slowly build a very fragile confidence.  One of the main problems is the human animal is in fact an apex predator and showing any weakness is similar to having blood in the water around sharks. Seemingly, some humans are better in sensing weakness or even uneasiness in others. If you are a novice transvestite and/or

"Passing" as a Goal

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Photo from the  Jessie Hart Archives First of all, let me contradict myself and use the term "presenting" instead of "passing". I just think it is more appropriate because presenting describes more accurately what we are trying to achieve. By saying I was trying to "pass", I was just trying to fool someone into thinking I was a woman. By presenting, I was seeking to show an authentic look at my inner feminine self.  Whatever I referred to it as, the fact remained I was obsessed with doing it. I wish I had back a fraction of the time I wasted admiring all other women and wondering if or how I could ever look the same. What happened was I grew more and more frustrated with my results when I cross dressed and tried to admire myself in the mirror. The only relief I received was when the mirror lied to me and told me I was an attractive woman. The relief was short lived and very soon I was a very difficult person to live with as my gender frustrations increased

It's a New World

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  Raquel  Without bringing up too much unpleasant history, it was possibly the time of Donald tRumpt's election when it became more and more in vogue to outwardly criticize transgender citizens.  I have an example.  A long time acquaintance of mine moved from Ohio to Texas eight years ago and lives full time as a transgender woman, mostly with no problems. Recently though all of that changed when she went to a diner she knows well. Her name is  Raquel  and here is a partial look at what went down: " I avoid news/politics. But I feel like I'm on people's radar lately. Yesterday as I was walking out of a diner, two drunk couples were in a booth, and this big tough guy gets my attention... "GUY: Hey! You're not a dude, are you? ME: [loudly] F***. You. GUY: I'll take that as a yes! (his friends are kinda looking around like WTF I'm not part of this) GUY: No, you're beautiful! You had me fooled! Coincidentally, this was the 8th anniversary of the day I

Two Alpha Women and a Trans Girl

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  Image from WheresLugo on UnSplash Over the years as I write about frequently, I wonder quite a bit how I turned out the way I did as a transitioning transgender woman.  Recently I have come to realize I experienced a serious battle between two alpha females and one lonely transgender girl was what was going on. I should have recognized the battle much sooner because I experienced two alpha females attempting to live together under the same roof.  What happened was when I was a teenager, my Dad somehow engineered his Mom moving into an already crowded house with my younger brother and more importantly my Mom. Of course an uneasy truce was established between the two women. Leaving me less time to practice my feminine past-time in the hall way mirror. What I did learn was the power of an alpha woman. If you don't think women can be alpha, you certainly have not been paying attention to how the genders interact in the world.  Fast forward many years to the point when I began to seri

You Don't Know

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  Image from Noah Grossenbacher on UnSplash You don't know what you don't know is so appropriate when it comes to describing a lengthy transgender transition.  Similar to anybody else, I had my predetermined ideas of the steps I would need to go through.  Very early on, I was so involved in looking the part I failed to realize all the other intangibles I would face along the way.  My all encompassing desire to be an attractive woman many times would lead to huge fights with my second wife. She was a very strong, down to earth woman who accepted my cross dressing desires but drew the line at any idea I was transgender. Since she didn't wear much makeup at all, she was fond of calling me the "Pretty, Pretty Princess"  when I put the time and effort into being the most attractive woman  I could be. I got my revenge when we were going to an event where she needed to wear makeup and she was forced to turn to me for guidance.  What I didn't realize how much my old m

Transgender Discovery

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Pride Photo from past with Ohio River. From the Jessie Hart Collection Recently on the day that Pride began, I guess it was fitting one of my long ago male friends found out the changes I have gone through.  I wasn't there to witness how he learned my name had changed and I was living as a woman a distance away in Cincinnati, Ohio. What happened was my daughter and first wife were attending a funeral for my friend's nephew. After the ceremony my friend from way back in my high school and Army days asked innocently enough how (my dead name) was doing.  Keep in mind I haven't seen or heard from him in nearly forty plus years. He served some very difficult duty in Vietnam and for all intents and purposes became a hermit.  Amazingly, after he asked my ex wife about me by my old dead name, she said "Who?" By this time my very supportive daughter was listening intently. The next thing that happened was my ex wife told him the whole truth concerning my gender transition

It's LGBTQ Pride Month

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Caitlyn Jenner...NOT the face of Pride Once a year we pause to join the world with our Pride month. This year is ever more important that the transgender (or "T") of the LGBTQ alphabet is visible. Why do we have to be more visible? Because of all the recent anti legislative bills which typically involve the perceived weakest link of all the LGBTQ facets in the public eye. The fact remains, most of the public does not know a trans person. Plus the trans umbrella still seems to be plagued by negative supposed role models like Caitlyn Jenner. Because of all of that and more it essential as much as possible we stand up for ourselves in a positive manner. Now let's get down to Pride Celebrations themselves. In todays' ultra restrictive societies some react to the hypocrisy of certain big companies/corporations which sponsor Prides then do nothing the rest of the year to further the rights of individual transgender women or men. This year, the entire matter just seems to be

Transgender Losses

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Photo from the Jessie  Hart Collection  One of the main transphobic arguments I read is we transgender persons have a choice to live as we do. No one ever mentions all the things we have to give up to exist as our authentic selves. Just a few of the things we often have to give up is contact with immediate family, employment and friends. The older we start our transitions, often the it is the more we have accumulated in life and have to give up. Being placed between the gender rock and the hard place leads to terrible problems. Problems no one would accept if they didn't need to, just to live. In no way was it ever a choice.   If you have gone through a transgender transition, I am sure you have losses you have undergone. I am an example in that specifically I have lost all contact with my only brother and his family when I came out to him. I would have lost more than my brother if I had it to lose. By the time I completed my MtF gender transition in my early sixties, I had sadly l

Was the Big Easy, Easy?

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Image from Jade Photography  on UnSplash Several years ago, my wife Liz and I made the journey on a tour bus from Cincinnati to New Orleans for Mardi Gras. New Orleans is also known as the "Big Easy".  As it turned out, the trip turned out to be anything but easy. It was a very challenging learning experience. Previously, Liz and I had gone on other bus tours with the same company which were shorter and turned out to be pleasant. The only main challenge which occurred was not being allowed to use the in bus restroom except in times of dire emergency.  Very quickly I learned the "pleasures" of standing in line with a group of other women waiting to use the bathroom. Often at a cramped state supplied roadside rest. After the first couple of times with the same women, I seemingly was accepted and allowed to do my very basic business without incident. I was relieved in more ways than the obvious. The trip to New Orleans proved to be much longer with many more "rest

How New Was It?

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Photo from Civil War Cemetery. The Jessie Hart Collection  During my transgender journey, I considered each hill I climbed and every blind curve I conquered as being a new part of my life. Looking back at it now, I wonder how new it really was. Through it all, as I learned from all the ups and downs of transitioning I was just being me. The sad part was how long it took me to arrive at the point of my life when I could put my old male self behind me and move on. It was at once so exciting yet terrifying to put all my male privileges away and explore what a feminine life had to offer. The more I explored the world, the more I learned much of it wasn't new at all. If you are a believer in reincarnation somehow I felt I had been there before. In other words, my transition to a transgender woman felt so natural.  I felt as if I should have always been living this way.  Even though I felt more and more natural, my old unwanted male self still stubbornly hung on thinking he could make a

The Most Expensive Holiday

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 I wish I wrote this but I didn't: I will just also add how many transgender veterans took their deep dark gender secret to the grave with them.  As you enjoy your cookout, just take a second to remember all who made the ultimate sacrifice to insure the fragile freedoms we enjoy. 

In It to Win...A Transgender Life

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  Self Photo from the Jessie Hart Collection Once I seriously started to go down the gender path to a total transgender transition, I just had to be in it to win it.  The question remained what the process would be to win it. Along the way, I had already suffered from (and conquered) a deep sense of feeling selfish. Once I did I made it to the level of impostor syndrome. First, let's deal with all the selfishness I felt as I transitioned. Many of my feelings came from knowing I was nearly single handling wrecking a male life I didn't want anymore. Most importantly it meant destroying a twenty five year relationship I had with a woman I deeply loved but she was completely against living with another woman. I was stuck between the rock and the hard place with no where to go. Life became hell.  Perhaps the worst part was knowing I was being selfish. Every time I withdrew into my feminine self to escape the world was time I could have spent to make the relationship stronger. Finall

Creating a New Person

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Image from Alexander Grey on UnSplash In the past I was flattered when someone told me I "made" a good woman. Of course, when I began to think about it, I didn't make anything.  All I did do was finally allow my inner feminine soul the freedom to show herself to the outside world away from the mirror. Plus, I found she needed the time to learn the art of clothing and makeup to initially make it in the world. It wasn't easy but later, more than sooner she made it. At least according to the persons who were telling me I "made" a good woman. Then I found an entirely different spin to the "compliment". What the persons didn't add was I "made" a good looking woman...for a man. Which meant I needed to work even harder to cross the gender border.  I discovered also I needed to keep my male self as far away as possible from the process. The primary example was how I was dressing. I found out the hard way when I dressed to please my male self

Jumping Trans Barriers

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Image from Shalomi Platzman  on UnSplash   First of all, I never have participated in any sort of track and field events at all. So jumping anything, especially at my age is impossible. In my life, however, I have faced many invisible barriers when it came to being a transgender woman.  The first barriers were self imposed as were many later in life. The main self imposed barrier I faced was my struggle to free myself from my mirrors who were the only way for me to reinforce my femininity. Sadly, the mirrors had a way of lying to me. No matter how I really looked, the mirror told me I was attractive. When I started to explore the world as my true gender self, I was greeted with many rude awakenings on my true appearance. Trashy, even clownish came to mind when I went out in the world. Fortunately, the negative feedback I received helped me to resolve to do better with my appearance. Slowly but surely I was able to build a small wardrobe of feminine clothes which helped to flatter what

I Was Ready to Face the World

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Anniversary Photo from the  Jessie Hart Collection  It took me many, many years to finally realize I could do nothing else to prepare myself for living in the world as a full time transgender woman. I began in essence, with a series of tests and/or challenges. Once I conquered (in my mind) the world of just going out at night when no one else was around and walking or driving around as a woman, I decided to try my feminine hand at actually shopping for my new clothes as a woman. I felt quickly accepted in this stage of my life because I didn't realize immediately store clerks mainly were interested in my money and didn't really care who or what I was. Plus, a few clerks even had enough expertise to recommend wardrobe items which were flattering to my body shape. Up to that time, I did not have the knowledge to give myself the best possible chance to present well in my new gender.  With my new found knowledge and confidence I could make it, I expanded my small universe to the ne

Tomorrow Is Dental Day

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All Smiles from the Jessie  Hart Collection Tomorrow is one of the days I have to go in for a dental cleaning appointment. For better or for worse, I have been going to the same dental office for several years now. When I filled out all the information I needed to provide for the dental profile, I was impressed with the amount of the gender information they required ,meaning they even had a category for transgender women and how you preferred to be addressed.  Of course, all of that is well and good but seeing it in action is another.   The good part is from day one nearly everyone in the office has been gender affirming to me. In fact I was surprised when immediately everyone used the "she" pro-nouns with me. Since my teeth were not in the best condition, I appreciated any positive feelings I could get. Following losing my upper teeth and getting fitted for upper dentures, I resolved to take the best care that I could to my bottom teeth. Twice a day, without fail, I brush wi

Coffee Shop Nights

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Image from Jon Tyson on UnSplash  I am a big fan of mentioning how I managed to go through several layers of gender transition once I seriously decided to leave my male life behind. Once I decided I was comfortable in my own skin as a transgender woman, I needed to branch out and see if I could establish myself in other circles as a feminine person. I was fortunate in that I had Liz to partially lead the way. What happened was, we joined certain groups through a Cincinnati social app which matched like minded individuals. One that really stands out was a group interested in others with creative pursuits. The people included everyone from Poets and writers, all the way to crafters. Even though I had never knitted a day in my life, I accompanied Liz (who does) to knitting groups. I made up for my ignorance by enjoying a good cup of coffee in the shop where we met.  There were other coffee shops where we met to as the creative group. One in particular was a wonderful old shop which fit ou

Why Now? A Transgender Dilemma

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Image from Karla Herandez on  UnSplash Every once in a while I see a transgender sister in my age bracket being hassled for starting to transition later in life.  Since I didn't begin a very serious gender transition until I was in my early sixties, I feel their pain when someone mentions they aren't trans enough. For some reason, the person applying the pressure to be transgender enough doesn't realize why the transitioning person felt the need to wait before seriously going down their gender path. There are many reasons. Primarily, life gets in the way. Examples are many and simple such as families which come along as well as friends and employment.  I was guilty of considering all of those as I put off finally transitioning. Plus, it was true on occasion, I did enjoy the benefits of attaining a certain level of success in my largely unwanted male world. By male standards I was bringing home a better than average income while I became fairly proficient at managing larger