Transgender Shape-Shifting

 

Image from the Jessie Hart Archives

Changing your unwanted testosterone damaged male body into anything which remotely resembles a female is very challenging. 

In order to be a gender shape-shifter you need to become a perfectionist down to the smallest detail. Plus, seeing as how most of us transgender women got a late start in our transitions, we spent quite a bit of time playing catch up to other genetic women our age. We did not have the peer pressure or Mom's influence to steer our way into the public's eye.

Some would argue also, we trans women had to be better than the average woman to survive. We had to be on point with our makeup, fashion and accessories to look good and in addition were able to still able to blend in with a society of women who increasingly did not seem to care how they looked.

Finding the middle point of presenting well in your cross dressing shape-shifting experience was difficult to say the least. Even so, some of us would consider the process of presenting as a woman as a labor of love. In my case, I was fond of haunting all my local deep discount clothing stores until I located just the right fashion item or accessory. I remember the thrill I felt when I finally summoned the courage I needed to use the changing rooms to see in fact if I had found a "treasure" to add to my wardrobe. 

Then there was the problem of learning how to put my shape-shifted self into motion. No matter how I looked was any good if I still walked like a linebacker and communicated as a man. I remembering working long and hard on discarding my male walk the best I could and picking up the unique movement of a woman. It was difficult for me because I was still working and living a portion of my life as a man and needed to be careful not to cross over the gender line at the wrong time. Even though I secretly loved to be called "ma'am" when I was working as a guy, I still needed to be very careful to maintain my carefully crafted male image. 

I came to the point where shape-shifting became too much for me to handle and I finally tried to be approved for gender affirming hormones to aid the process. I was helped along by the knowledge I had taken my femininization process along as far as I could without the aid of medical help. Since I never was the beneficiary of any natural help with my feminine appearance, I needed all the assistance  I could find. I discovered help when I started HRT under a doctor's supervision. My skin almost immediately began to soften which helped my facial angles soften which also allowed me to use less makeup and look more natural. In addition, my hair growing to the point of not needing to wear a wig anymore, along with growing my own breasts were just the beginning of my advanced search into being a gender shape-shifting human. 

Of course my final test, was how the public was responding to the new transgender woman me. For the most part I received positive feedback by getting no feedback at all. I was able to blend in with the world as my preferred authentic self and take a major step towards being happy in life. All along I was stuck in my dream of wanting to be a woman, or come as close as I could. It was all because I finally discovered my gender was coming from between my ears and not my legs.

Looking back on a shape-shifting life was certainly easier than living it on occasion when I think back on all the failures I went through to arrive where I am today. Supposedly learning from failure is the best way to progress in life and I believe it.

The Blue Coat

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Jessie Hart
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Many years ago I frequented a wholesale coat store which seemingly carried an endless inventory of women's coats including many in my size. Which was rare.

I used to make the store a regular stop on my circuit of favorite places to haunt looking for a coat I could not afford. Even at the store's sale prices, finding one would still be a struggle.  One day I was there was an extra special day when I saw and then slipped into a powder blue wool lined three quarter length coat. Once I tried it on, it was lust at first sight. It seemed to fit in perfectly with my honey blond shoulder length wig I was so fond of. 

The problem I had was one of the usual ones many of us encounter as novice cross dressers or transgender women have, And, where is the money coming from for our new fashion discoveries and would the new fashion really be worth it in the long run. At that time, I was still struggling to hide any extra money I could from my wife who was a trained book-keeper and kept track of our finances. If I was going to my usual thrift store, it was easy to hide my limited expenditures from her and not be afraid of making a huge fashion mistake. If I did, I could simply take the item back and let someone else make the same error without losing much money in the process. 

This time though, as much as I wanted to, I couldn't leave the thoughts of how great it would be to be able to buy the cherished blue coat. In desperation, I kept going back to the store and then modeling it in front of one of the many mirrors. At one point, I wondered if I was parading the coat so much that someone would finally notice me and tell me to buy the coat or leave it alone. Luckily, that never happened but on the other hand I was never able to get together enough cash to purchase the blue coat and make it my own. Plus I had no idea where I would be able to hide it where my wife would never notice.

During this point of my life, I was completely entranced or obsessed with looking like a woman. Particularly a well dressed professional transgender woman in a mall or restaurant. My wardrobe at the time included a black silky pantsuit I loved as well as a pale green jacket I paired with a matching mini-skirt and kitten heels. Those were the days of colored opaque pantyhose and I even managed to find a pair of hose which also matched my outfit perfectly. 

Ironically, when I look back to a decade or so ago when I started this blog thanks to urging on from friends such as Connie, I can't believe how much I have changed. In the early days, I still believed being a success as a potential transgender woman was just looking the part. As I progressed I learned I was so naïve and I was looking ahead at so many layers of learning what it really meant to come out as my authentic feminine self. Leaving the mirror behind and entering the world was terrifying and extremely challenging at the same time. All the years I spent studying the women around me helped but I discovered it was only the beginning. 

Through it all though, I still remember how much I wanted that blue coat and wonder if I would have continued to cherish it as much as I did in the beginning for years. Or, similar to so many other lustful encounters in my past, it would have lost it's newness and just fade away.    

Making a List

Image from the 
Jessie Hart Archives

Making a list and checking it twice of course is a very Christmassy thing to do. The closer we would become to Christmas itself was the time I checked my funds and decided what last minute shopping I could do. 

Normally, by this time, I had visited all the usual antique malls (dressed as my feminine self) looking for that last minute special gift for my wife. Frustration built  if I couldn't find anything in my price range or find it when I was shopping as a woman. As time ran out, sometimes I was literally the last one in the mall looking for a gift. As luck would have it, many Christmases, I was rewarded and found a wonderful gift for my wife. The only problem was I had to shop as my old unwanted male self. 

She (my wife) was very difficult to buy for because I always knew she we attempt to outdo me in the gift department. We had three major gift exchanges to plan for, so I needed to do the best I could. The first exchange we went to was at my brother's house, the second in the afternoon between the traditional two of us and one at night when she gifted my feminine self with a couple of gifts. Normally, I received very nice sweater and skirt sets which I couldn't wait to put on.  As I remember, one year my wife gave in and let me cross dress and even took a picture (long gone) of me wearing the gifts she gave me. Obviously, most years, I couldn't wait for the special gift exchange to happen.

Through it all, I never made lists. I mentally kept in mind what I wanted to do and even did a fairly good job of keeping it all straight. This carried with me as I began to seriously transition into a transgender woman. Instead of notes, I knew what I had been successful at doing and then knew either I could try it again or attempt something new and often exciting. Examples included when I began to branch out from just going to women's retail stores in malls and trying out new venues such as bookstores and restaurants. Anything to see if I could successfully exist in my new gender world. What turned out happening was I could exist and needed to do more. Once I did. I still never thought I would need to build a whole new life so quickly and still not make any lists to do it. 

No matter where I was, if I tried to make a repeat visit, I found I would be easily remembered so I started to wear the same wig and always dress to blend. When I did, I discovered the world wanted to know more about me for whatever reason. Basically,  women were curious and men stayed away as I left one gender club and sought admission to another. What I would have never thought to put on a list was how I would need to learn to communicate with other women who were so used to saying one thing and doing another. It was difficult for me to determine which boundaries I could cross (or not) with each of them before the claws came out. 

I suppose if I had been a person who worked from written lists, I would have had quite the history of my transgender transition built up. Or how I went through several separate gender transitions to arrive where I am today. Such as moving from serious cross dresser, to finally coming out to myself as transgender, to making the decision, to begin gender affirming hormones. 

I'm fortunate in my so called legacy continues on with my daughter and grandchildren with no written record needed.    

Success equals More Success

Image from the Jessie Hart
Archive 

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

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

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

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

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

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

Shopping 201

Image from Brett Jordan
on UnSplash

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

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

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

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

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

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

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

"Trippin" Trans Style

Photo from Eduardo Soares
on UnSplash

To escape the Sunday shopping crowd at our local super sized grocery store, my wife Liz and I decided to get an early start. For the occasion I decided to just pull my long hair back, get a close shave, add some moisturizer, eye makeup and lipstick and went for it. Jeans, tennis shoes and a fleece finished off my shopping outfit. 

I suppose it is a good thing when I can be so mundane and seemingly invisible in public as a transgender woman. No one gave me an extra glance, not even the woman who took our order for  coffee in the in store coffee shop. I was allowed to push the cart which serves as sort of a walker so I could survive the long walk around the store. All due to my sore back. So it was good to relax the best I could while Liz did the serious shopping. 

For a short time at least, all the worry of being harassed because I am a transgender woman faded into the background and I was just living my life just like any other human being. The threat of not being able to do so is becoming very real because right across the river, the state of Kentucky is on the verge of passing another very strict anti transgender bill. I have several transgender friends on social media from Northern Kentucky who are rightfully ultra concerned. Once the LGBT dominoes start to fall, who will step up to stop them. 

Perhaps now, more than even before it is up to we transgender women and trans men to strive even more to blend in with the remainder of society. I also am of the opinion now is the time for anyone, even cross dressers in the closet, should be ultra aware who they are voting for. Because in the future, you could be the one who needs to go "trippin" trans style. Rest assured if the Republicans are making drag queens an issue, you could be next. Closets are destined to become darker and darker unless we unite to fight for our rights. 

These days, I don't get out much anymore and mainly when I do, I run into a sour lady at the pharmacy who glares at me everytime she sees me. I can never tell if she is reacting negatively to me or the world at large because she is miserable. Because as I was told years ago by my second wife, it wasn't all about me. We all know though during our times as novice transgender women or cross dressers, it is all about us. As we try to navigate the new gender path we have chosen on the road to our authentic selves the entire process is very intense. 

Now that we are starting here at home to actually go the grocery again away from having groceries delivered. Which just became too expensive, I can look forward to getting out another day each week. More "trippin" for this transgender woman is in my future. 

 

My First Black Friday

Prior to finally getting out of the closet and beginning to explore the world as my true feminine self, I always considered The Black Friday estrogen filled shopping experience as one I would never be able to explore.

Image Courtesy Marcus Spiske
on UnSplash

As luck would have it, my time to make it out with the largely feminine masses who frequent the Black Friday shopping experience was about  to happen. For those of you who may be across the pond and not know, Black Friday comes on the day after Thanksgiving and normally offers all sorts of sales to entice shoppers to spend their money. My second wife was a big fan (until she found herself in a retail job) and rarely missed a chance to shop very early. Often with a couple of her best women friends. Leaving me to be quite envious.

Finally since my wife was working the day shift at the bookstore she managed,  I saw my opening to be free to explore my first Black Friday shopping experience with many other women. Back in those days it took me longer to get ready and femininize myself so I sat my alarm to go off approximately the time I knew my wife would be leaving. Following making sure she had safely departed I climbed out of bed, knocked down a cup of coffee and proceeded to shave my legs and face. New pamty hose followed  by my bra, false breasts and padded hips. The excitement was building as I carefully applied my makeup and reached for my fuzzy oversized warm sweater which I wore with a knee length skirt, flats for comfortable mall walking and my blond shoulder length wig. Once I was satisfied with the way I looked, off I went to meet the great unknown, as a woman. 

Predictably, parking spaces were at a premium but I was able to park fairly close to the side entrance I always used. Once I was inside the mall, I was used to where I should try to go to pick up an extra gift or two and I was not surprised to see the crowd was at least two thirds women. All of which made it easier for me to blend in. As the morning progressed, I made my way through the mall with no problems what so ever since everyone else was in their own worlds and on a shopping mission. Giving them very little time to notice a stray transgender woman in their midst. 

Back in those days also I had sort of a cross dressing "bucket list" of new feminine experiences I just had to try to see if I could accomplish them. Braving the crowds of Black Friday shopping was on the list to conquer. Once I did make it through the experience I wondered what all the fuss was about. Similar to my women's restroom experiences. So called "sacred spaces" reserved for cis women just weren't that special to me. 

On the plus side, I was able to buy several gifts for my shopping list which were much more fun to shop for as a woman rather than my old male self. Once I accomplished going through a real live Black Friday experience successfully. I was finished with the thrill and actually have never done it again. I replaced it with trips to antique malls to search for vintage gifts for my wife who was really into gardening. 

All in all, discovering the vintage garden gifts made for better gifts anyhow and was more fun to do. So I was able to accomplish two priorities at once  The problem was when I had to return home with my treasures and have to return to my male cross dressed life. I couldn't wait until I could shed my old male clothes and sneak out the door as my feminized self again. When I was able to buy my wife a gift at the same time, it made it all so worthwhile.

Cyrsti's Christmas Post Three

 During the week approaching the actual day of Christmas, I have been sharing a few of my most memorable moments from the past.

One of the most notable was how I did the right thing for the wrong reason. My point is I was desperately searching for excuses to get out of the house and explore as a transgender woman. I needed to make up reasons for my wife so she wouldn't suspect what I was doing when she was at work. I found the excuse by doing my gift shopping for her as a woman. 

Very quickly I found out how much fun it was and how natural it felt to be out in the world as my authentic self.

My late wife was totally a gardening and Christmas fan. She also loved vintage gifts. All of her likes made it very easy for me to haunt garden stores and antique malls to find her those special gifts. Ironically, all the spots I visited I had been there before with her as a guy. So I knew where I was going and how to get there.

For the most part, I was able to find that special gift and make it back home before she did or before I needed to be at work. The only drawback was I needed to be extra careful in removing any traces of makeup.

I found out too, shopping in the venues I frequented was no different than when I first went out shopping for clothes earlier in my cross dressing experiences. My money was welcomed far more than any ideas about my gender. 

Finally I learned how much more clerks seemed to be to assist me. Even to the point of having male helpers take my purchases to the car. I made the exciting journey from macho man to a woman who needed help with my heavier gifts.

As it turned out, Christmas was turning out to be a very rewarding experience.

Keep Your Distance! Dammit

Here is Connie's latest experience at the grocery store:

"Gosh. Remember the old days, when nobody wanted to be within ten feet (let alone six) of a trans person*? *Transvestite, in those days.

I was at the grocery store this afternoon to pick up a few essential recipe items for next week's meals. I have always been an excellent shopper - excellent - excellent shopper. A Rainwoman shopper, if you will! :-) I know where everything is (supposed to be) in the stores where I shop, and I make out my lists so that all items are in the same order as the store isles are. I enjoy shopping, but I don't like to waste time wandering, back and forth, from one end of the store and back again. This has now become impossible to achieve, however - not if I'm to maintain social distancing, anyway.

I finally gave up waiting for a woman who was picking through the white mushrooms in the produce section. While I wanted some Criminis, they were right next to the white ones. I went ahead and picked up half-a-dozen other produce items, and, after I'd stood the mandatory six feet away from her, giving her the stink-eye for another few minutes, she finally had the five or six (I assume, best) white mushrooms in the whole bin. Of course, I wouldn't have waited at all, had she touched every one of the mushrooms I wanted. I don't know what the CDC has determined for the virus survival time on mushrooms, but I"m not about to take any chances these days.

So, with all my produce in the cart, I proceeded to the next isle. Who should I see at the far end of it, but the same woman. She was handling jars of pasta sauce this time. I'm not sure what she needed it for, because the shelves were empty of pasta. Perhaps she'd already horded enough pasta, though, but she just didn't think things through on that trip. Well, I suppose I could make my own pasta, but there wasn't any flour on the shelves, either. Fortunately, there was nobody behind me, so I turned around and made a hasty retreat to the next isle over. That's where I confronted the next crazy woman shopper.

I'm usually happy to see another woman who is taller than am I. I also appreciate a shopper who does not linger like the first woman. This woman's technique, however, was to park her cart in the middle of the aisle, and then run around, grabbing as much as she could hold in her big hands (her hands were as big as mine, too!), and dump everything in her parked cart...then back for more. Again, impossible to keep social distancing.

So, no trans woman should be concerned about being read, clocked, of judged for being trans in the grocery store these days. Everybody else in the store is too much into whatever it is that they're doing these days. I may give you the stink-eye if you don't know how to shop, though! 8-)"

You won't have to worry about me! I stay out of everyone's way. I am not so sure of Liz though :)

In the Company of Women

Sunday afternoon, we had a big, yellow, bright UFO in the sky-the sun and we took advantage of it.

After a short drive along the Ohio River, we stopped at one of the riverside parks near downtown Cincy and then headed for serious business-shopping.  Along the way back there is a shop called Spirit Wind and I understand the best description for it is an eclectic metaphysical shop.  I am aware many of you (like me in Cyrsti's Condo) didn't know what the hell that means.

Here's as close to an explanation that I can pass along.  The shop specializes in earth based spirituality items of which is an interest of mine.  Today, I'm actually brave enough to show you the rings I bought and my crummy looking nails which again were abused this week.

The fun part of shopping there was the acceptance from a group of very organic workers.  I was asked all sorts of questions on what stones I'm attracted to as well as what animals occupy the top of my totem.  The best one of all was when my girlfriend told one of the workers, "she (me) is new to most of this." The worker said "Does she (me) feel the power?"

Well, I do feel the power from very unique ways, particularly gender  and  I am interested in exploring them more.  Of course,  Two-Spirit transgender society members were very special to many of the ancient people.  So perhaps I might feel more power than anyone (including me) knows. But!!  It's important to me to explain my concept of "power" . I do not define it in my old male sense but more from a feminine nurturing "insightful" place.

In the meantime, it's fulfilling to me to express my insights through the different elements into my style , starting with jewelry.The rings above are not expensive in any way but do reflect different expressions of my personality and soul.

In so many ways, all of this feels so right and I'm excited about exploring the facets of a feminine earth based spirituality.  Plus, nearly all the individuals I have met have been women. I'm sure they will wonder as much as I do about how my highly unique dual gender life energy will fit it.

Shopping with the Stars

First off, Happy Thanksgiving to all of you.
Hopefully you have friends and family you can share thanks with. Please take it from me - never take it for granted. Of course there are the usual football games on Thanksgiving Day but the real competition begins the next day. Black Friday!
It's the biggest shopping day of the year and is primarily associated with the feminine part of the population. To many women, it's a rite of passage and a prime opportunity to bond with their "sisters" without male intervention.

While I haven't (yet) experienced the group estrogen shopping binge, I have explored the waters of Black Friday on my own. Like anything else in the transgender culture it wasn't easy.

I worked my way up to the super shopping day in my formative cross dressing years. Quickly, shopping became a wonderful combination of discovery and interaction for me with the world. I learned most sales clerks were mostly interested in selling me something, giving me tips and some were even intrigued by meeting "a person like me." As time passed I learned to "pass" to and couldn't wait to add Black Friday to my list of achievements. As luck would have it, my work schedule made that very difficult but finally the big day came.

"Reasonably" early, I put on my best jeans, softest sweater and flats to conquer the masses of the shopping world. With my 'toned down' makeup and hair I was fairly sure I wouldn't have many problems. What I didn't understand was not many other shoppers would have noticed anyhow! The malls and stores I went to were so full of women doing their version of competitive shopping, they probably wouldn't have cared if a Martian was shopping with them. As long the Martian woman didn't beat them to a deal.

Didn't buy much that day. Just walked, watched and enjoyed being a girl in the world.
Looking into the future, I'm not so sure I will ever experience (or desire) the estrogen shopping bond with any of my genetic women friends. They aren't really into the shopping binges and I really have an aversion to pushy crowds. But if you have never been to Black Friday as a girl, be sure to put it on your trans bucket list**!

**Bucket List is a list of things you want to do be you "kick the bucket" (die).