So Many Choices...So Little Time

 

Image from Drew Colins
on UnSplash.

One thing that I learned from experiencing decades of cross-dressing is that there were so many choices and so little time.

It all started when I had to scramble for any time, I could find by myself dressing as an imagined pretty girl in front of the mirror without discovery from my brother or worse yet my parents.  I was born as the eldest son into a very male dominated family, and I was expected to fit right in with that male mold. I had little idea at the time that I was destined to break that male mold during my life and it was not going to be easy.

Back in those days, I had very little income that I scraped together from doing household chores and a newspaper delivery route I had for several years. The first feminine items I could afford to buy on my own were makeup accessories but first I needed to figure out a way to get to a store undetected and then decide what to buy. After putting a lot of thought into my situation, I remembered that my grandma lived in town, fairly close to one of the old five and dime department stores that sold makeup. I used the excuse to visit grandma, then go and shop. Or try to.

The only problem with my plan was that my dad worked downtown close to the store I wanted to try to buy my first makeup in. I was tired of using my mom’s samples, That was all well and good until I gathered my courage and walked into the makeup selection of the store I was in. As I viewed the extensive selection of cosmetics, I almost panicked and walked quickly from the store. There were so many choices and so little time to choose anything that might help me during my novice beauty program. Somehow, I stood my ground and picked out some foundation and lipstick which fit in with my limited budget, gathered my courage and headed for the checkout counter. Just knowing I would get made fun of along the way. Amazingly, the person at the cash register did not give me a second look as she took my money and I was no longer a virgin in buying my own feminine supplies. I just wished I had more access and money to do more.

I would have more financial resources later in life along with the knowledge to go with it as I learned the fun of doing thrift shopping for just the right choice of clothes to add to my wardrobe.  Plus, the thrift experiences gave me a chance to be patient in many of the bigger stores with seemingly an endless supply of discarded fashion. When I took the time to try on a new item I had never tried to wear before, I had two benefits. I didn’t have to pay much for the item and two, I could see how well it either flattered my difficult to please male testosterone poisoned body or didn’t. It helped too, when I was able to streamline the shopping experience and give myself time to vary my day as a novice transfeminine person. Instead of just facing an endless amount of clothes. I actually had time to do other things like take myself out to lunch. Then, again I was faced with an almost never-ending choice of where I could eat. Since I had already tried too many fast food drive throughs with various amounts of success, I decided to step up my game and try to eat at one of the casual dining restaurants I had went to and even managed as a man. Since I was still on a gender time clock and had to be home by a certain time dictated by when my second wife would be off of work, I was still facing so many choices with so little time to enjoy myself as a transgender woman.

My plan was to just get by and improve myself a little at a time in a world of ciswomen I was just discovering. By doing so, I discovered that most ciswomen ignored me if I was dressing to blend in with them or were just curious of why I was in their world. Of course, I did run into the occasional TERF woman who hated me and wanted me out of her world, which I did. One way or another, I was encountering far more women in my quest to be part of their world than I ever did any men because I just wanted to be out of my long-standing membership in the men’s club and they knew it. The only thing I did know was that I was increasingly not so lonely when I went out in the world to my regular straight venues. All my lesbian places had closed up and the gay venues I used to go to just brought back bad memories of me being looked at as just a drag queen so I was stuck…just where I wanted to be and I was satisfied, until I went too far and tried too hard to be accepted.

In my search for acceptance, I began to become too overconfident in my ability to succeed a began to look for more choices of where to go in such a short ill-conceived amount of time. What I did was start going to redneck themed places thinking I could be accepted when I was not and even had the cops called me one night in a venue, I was just trying to drink a couple beers then pee before I went to another place I had been to a lot. It turned out that they would sell me the beer, just not let me get rid of it.

As it turned out, I was/am able to live a long life and see many of my choices gang up on me in a very short period of time. Destiny worked its magic and gave me a full circle of life to live with. Throwing in that I was a transgender woman just added a little spice.

 

You're so Vain

 

Image from Ava Sol
on UnSplash

Expressing yourself to the world as a transgender woman carries with it a certain amount of vanity.

Until you begin to relax in your new feminine world, I think you need to obsess over every detail of your exterior appearance. Since we all have such a vast amount of catching up to do to compete with other ciswomen in the world, details matter. Perhaps one of the first lessons you learn is how competitive the world is when you are a trans woman. Ciswomen are every bit as competitive as men but in certain areas not readily visible to the male gender.

For example, the major question comes to mind that do women dress for men or for each other. Sadly, we never had the input of mothers, sisters or girlfriends saying, “are you wearing that?” I know if I had that sort of input, it would have saved me a lot of embarrassment when I first began to go out into the public’s eye. It was a resounding yes for me when I learned who women really dress for…themselves. My problem was, my male self-kept getting in the way and had me dressing like a trashy teen girl. All poorly concealed in a testosterone poisoned male body. It was no wonder I was creating negative attention and getting laughed at. When all I was doing was trying to present myself well the best way I knew how.

After I began to learn and change my thought patterns concerning fashion and makeup, I began to have success in the world. So much so, that on occasion (when I was so vain and did everything right) I received a compliment or two from a cisgender woman. One thing was for sure; it takes a woman to know the work it takes to perfect a public image with makeup and fashion. Plus, I needed to be better than the average woman because I was working at the whole image after I started as a man.

It turned out, having to be better in the world worked well with my increasing source of transfeminine vanity. All I thought of was how much better I could look if I tried just the right foundation and mascara, as I haunted the many thrift stores, I went to looking for just the right piece of clothing to add to my wardrobe of feminine clothes. My personal newfound male to female femininization vanity was in full force as I was having fun. In reality, I saw nothing wrong with being vain in how I appeared as my authentic self, until I clashed with my second wife.

She rarely wore makeup or dresses at all and did not like the way I presented myself at all. On the rare occasions we went out together as women, I tried to tone down the amount of makeup I was wearing along with putting on my most conservative clothes. All because I wanted her approval, which I never got. If I wore any less makeup, I might as well say to hell with it and go out with her as my old male self. I was stuck between the rock and the hard place as far as my feminine vanity was concerned.

As I progressed with my makeup and fashion experience, I understood how much work I would have to put out to achieve the transgender goals I wanted. I knew I would never be able to transform my old male self into the prettiest girl in the room but on the other hand I could present well enough to get by. Everything that I was doing at that point just became a blur of change. Especially when I was approved for gender affirming hormones or HRT. As my skin softened, hair and breasts grew, it all was a welcome addition to all the work I had done all those years to just survive in the world. As I wrote yesterday, just not having to wear a wig anymore was a huge deal for me since I had no male pattern baldness to contend with. All of a sudden, I needed to contend with a new form of vanity when I went to beauty parlors to have my hair done just a certain way.

During all the years it took me to fully come out into the world as a trans woman. I learned the true meaning of competing with ciswomen in the appearance arena. Once I did. I needed to move ahead to the larger context of being allowed to exist in women only spaces by the alpha-female gatekeepers. In many ways, my second wife was an alpha female who never let me in, so I wonder what would have happened if she had lived long enough to see/know the person I am today. One thing is for sure; I am no longer the “pretty, pretty princess” she used to call me because I have paid my dues as a transgender woman.

All I know is I did go through my periods of extreme selfishness and vanity to arrive where I am today and I don’t know if there is any other way to go down the path, I ended up taking. Changing a gender is such an intense way to live, especially when you started with so much success as a male that it took me a massive effort to change. Not to say, all of the effort was not enjoyable but at least, it was interesting and challenging to see behind the gender curtain.

For many of us stuck in our own form of gender dysphoria, vanity is just one aspect of our larger need to survive.

 

 

 

Passing Through Customs

 

Image from CDC on UnSplash.

Passing through gender customs was one of the most difficult things I have ever done in my life. Relax, this is not another post where I slam the orange pedo/felon tearing down our country as I write...What I mean is, when the time and effort I took to finally blend in with all the ciswomen around became worth it.

 For the longest time, I thought passing customs just meant looking better than the average woman in the world. Then I discovered I needed to be better because I was a transgender woman. I could not get away with wearing no makeup and jeans like the other women around me if I was to pass their inspection. Don’t get me wrong, I did not have to wear heels and hose all the time to make it through customs, I just purchased jean skirts rather than jeans from my local thrift store and did very well with the new fashion I discovered. I was not wearing pants of any sort which I loved and still made it through customs wearing a skirt which flattered my legs.

Then I found wearing a simple skirt rather than pants was the easy part of customs. My first actual experience in passing a checkpoint as a trans woman came when a woman friend invited me to a NFL Football game in Cincinnati. In order to be admitted, I needed to be patted down by another woman who just smiled at me and then checked the extremely small purse I was carrying. She made it quick, smiled at me and let me on my way, terrified and all. By the time I began to breathe again it was game time, and I had other less scary distractions such as when and how I was going to use the women’s restroom. The whole evening really gave me confidence in my new self and how my future as a transgender woman could look.

Of course, I would be remiss if I did not bring up the most important point of all when I needed to actually talk and communicate with the other ciswomen who were inspecting me. The worst part was I was really shy and had put off any practice I could with my voice and eye contact. For the sake of repetition, I have always referred to the process of communication as being able to play in the girl’s sandbox. To make my life easier, I did my best to make sure there were as few girls as possible in the sandbox when I played in case something went wrong, and I needed to escape. Fortunately, I never did and was allowed to play.

For what they are worth, my words of wisdom are, when you start your journey in the world as a transfeminine person, always assume you will be going through customs of some sort. Women are always examined by other women from head to toe and by men also. So, get ready. It was a world which I was not used to because as a man, I rarely if ever, looked at what other men were wearing. On the other hand, women will notice what you are wearing if you can’t pass customs. Try not to be intimidated and enjoy the process as much as you can. It is what you signed up for.

It is also a positive if you can go through the process of having your legal gender markers changed. I had most of mine done years ago when I had not made the transition from transgender woman to trans woman senior citizen. I was more worried about being pulled over while I was driving and not having an ID which did not say female on it. Plus, not that it matters so much here in fascist Ohio, this year, the heavily manipulated legislature is trying to circumvent any gender markers on ID’s a person may have. Which means, as I understand it, in the future, I could be confronted and harassed by the authorities for simply using the restroom. Customs passing is getting harder and harder around here.

I read many posts and experiences from transgender women and men who are confronted when they have tried to pass customs, and it is not pleasant. In fact, it has led many to resort to measures such as genital realignment surgery to make them feel whole in their chosen gender. I myself, for various reasons, have not resorted to any surgeries, mainly because I am fortunate to have found many supportive allies over the years, I could surround myself with. More than anything else, they gave me courage when I needed to pass through gender customs.

 

 

 

 

 

 

 

Cyrsti's Condo Shopping Tip

Many of us know the ultimate benefits of thrift shopping other than the obvious goal of saving money.

Thrift stores are places you can go where barely anyone notices you if you are shy and the prices are such you can "experiment" on sizes and styles which may look good on you or fit at all. I can't tell you how many two dollar clothing items I bought over the years which went back into a box and re donated  to the store.

I just subscribed to another fashion site called The Beauty Thesis and as luck would have it, my first email mentioned this:


"Ask an attendant where they keep their collection of designer jeans currently in stock (they usually keep them locked up somewhere up front so people don’t steal them and sell them for a much higher price). The attendant will let you try on any pair you like, and amazingly they always have plenty of different brand names on hand such as 7 for all mankind, Joe’s Jeans, True Religion, and I’ve seen a couple pairs of Citizens of Humanity jeans in there a few times as well. They’re not lacking on the sizes either!

 I was able to find and try on seven pairs of jeans in my size; a couple pairs of 7 jeans, a couple pairs of Joe’s Jeans, a couple pairs of True Religions, and a pair of Citizens that ended up being too short. That’s a rare occurrence for me because I’m only 5 feet tall! But, I guess that’s one of the downsides to buying recycled clothes, you have to deal with the possible alterations that have been done to them. Either way it’s always a steal if you can find a pair you like when the price range is only from about $20-$40 per pair. I found a $350 pair of jeweled “A Pocket” 7 jeans and they were only $18.99! So if you’re budget conscious, stylish and appreciate high quality denim, but would rather skip out on the high price then definitely consider checking out some recycled designer jeans sold at The Goodwill near you!"

As I always point out, if you are like me, there isn't a cold chance in Hades that any of the jeans she mentioned would fit me but I also know as transgender women or cross dressers we have to be better than genetic women in adapting to what we have to work with to even survive.  So I'm always looking for any edge I can get.

This is one of them!