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| Image from Egor Vikrev on UnSplash |
On occasion, I write about my ultimate dream of someday living as a fulltime transgender woman. As is the case with any dream, making it a reality is often very difficult, and it forever remains a dream. The main problem I had was having the confidence to move ahead on my seemingly endless gender path. Somedays, it was like I was walking on air in my high heels and others, it was like I was walking through quicksand. I would be confidently clicking away in my heels until I hit an unseen crack in the sidewalk and almost broke my ankle, which was a prime example of my life at the time.
Even on the days when I was doing my best impression of a
linebacker in heels, I tried to keep my head up and look to the future. Hoping for
a better day when I could do a better job of presenting in the world as my
dream woman. Growing up in my male life, I was accused continually by my
parents of never finishing a task. It turned out, working towards my dream of
crossing the gender border was the first real project I never quit on. Take my
use of makeup for example, I would not rest and kept experimenting until I got
it right. I became so good that my second wife would break down and ask me for
advice on how to do her makeup. I don’t think she ever knew most of my makeup
knowledge came from the night I gathered the courage to take off my wig and
makeup and have a true professional redo my face and more importantly explain
to me what he was doing as he did it.
Those were my shallow days of thinking being a transgender
woman just meant looking like one. As I was told many times by my second wife,
I made a terrible woman because I had not paid my dues to achieve my own
womanhood. The whole process set my dreams way behind because there was little
to no way of me sliding behind the gender curtain to gain the right to play in
the girls’ sandbox. How could I ever achieve my dream, if no one would let me
in was the frustrating question which I had over and over again. In the
meantime, I was stuck cross-dressing in front of the mirror and keeping my
dreams alive and knowing deep down someday I would achieve my own unique
transfeminine womanhood.
The main problem I had was gaining the confidence I needed
to keep my dream alive because deep down I had doubts about whether I could
ever make it. Because at the time, all I had were the annual Halloween parties
I went to. Even the parties were a struggle on occasion as I needed to figure
out my “costume.” I went from thinking that sexy was the way to go, all the way
to trying to fool the other attendees into thinking I was a ciswoman who just
got off of work. By the time several Halloweens had rolled by, I had achieved my
dream of being mistaken for a woman but then was faced with the dreaded what
then? Looking ahead at waiting another year for a costume party was unbearable
and damaged my dreams of trans womanhood. I knew from my party results I was becoming
tantalizing closer to my dreams but getting there still seemed like they were
miles away.
As I finally began to leave my mirror and gender closet and
explore the world, I began to understand what my wife was trying to tell me. I
was a terrible woman out of ignorance as I tried to mold an entirely new
person. All I had to work with was my appearance which was just skin deep when
I needed to communicate with mainly ciswomen in their world for the first time.
For my “sandbox” I chose the bar scene which I was used to and provided me with
many unique situations. Many of which I don’t recommend. Along the way, I found
myself as a single woman in a bar attracting unwanted attention until I built a
group of friends to mingle with. Fortunately, the vast majority of those people
who wanted to interact with me were women, so I did not have to worry about a
bunch of drunk toxic men.
As I survived this stage of my life successfully, it was
time to seriously consider where I would go next. Would I stay where I was at,
afraid to go any farther, or would I be brave and take the next step which would
be HRT or gender affirming hormones. Following much thought, I decided to seek
the HRT path by going to a doctor. By doing so, I discovered what a huge
portion of my life I was missing. My body took to the hormones so naturally
that I felt I should have been on them my whole life. Just another indication
to me of how close my gender dream had always been. I just needed to reach out
and grab it.
Perhaps, you may have a similar dream for your life. Mine
turned out to be a single-minded pursuit of me wanting to cast aside being a
man and start being a woman. Regardless, the way I did it could be different
from yours. I chose a “stairstep” method of my male to female femininization
process. What I mean is, every time I was successful at one level of my
transition, I needed to choose another gender project. If I wasn’t shopping for
that new favorite outfit, I needed to figure out where I was going to wear it,
is an example.
When I finally made it to the point of being able to live my
dream, I certainly had paid my dues and had a lot of help from friends to
therapy. They all helped to lift me from being a so-called terrible woman into
a well rounded trans woman living her dream which was never far out of sight.






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