Photo Courtesy Jessie Hart Archives |
One of the prime reasons (initially) when I wanted to check out the feminine world, was I wanted the chance to dress in all the varied colorful wardrobes of other women. Little did I know the journey my desires would take me on.
Similar to so many of you, I began by raiding my Mother's clothes and makeup. Right away I knew deep down I was doing the right thing for supposedly all the wrong reasons. I always use the "natural" word to describe my feminine needs. As my needs progressed with my age, I found I could attempt to cross several boundaries. Unfortunately one of the boundaries I needed to cross escaped me for years. I write about it often...the need to attempt to dress extremely tacky or trashy to feel more feminine. All it turned out to do was create too much unwanted attention. Once I survived this portion of my life, I could move on to another fun yet challenging phase of my life as a cross dresser.
Becoming too serious about how I looked in public at times took the fun out of the process. Worry, worry, worry was all I did. Rather than being able to feel how an outfit looked on me, I was seriously zeroed in on if I was accepted as a woman. An example is the early evening when I went to a downtown street fair in nearby Dayton, Ohio. Before it became too dark, I took advantage of being able to wear my sunglasses to see if I was getting any unwanted attention. Once I found out I wasn't, I was able to relax and enjoy the overall experience. Just to feel the air on my bare arms was wonderful.
The more I learned of course the more I wanted to learn concerning my new found freedom as a transgender woman. Specifically when I did manage to set up a few dates with men who seemed to be interesting to me. I stressed on what to wear as I wanted to be more than the normal exotic transgender woman all the way to being subtlety obtainable. In other words, I knew I was already exotic to the men because they knew I was trans, I did not want to be perceived as some sort of a sex object like a trans porn video. Aside from being transgender, I was probably walking the same fine line as any other cis-woman. In case you are wondering, the dates never went past the first or second date, so I guess I was somehow a failure. Then again, I never labored under the opinion I would the woman the men would take home to meet their families. I knew I was some sort of a fling, I just wanted to be treated with respect. Which I was.
I can only say the world we decided to enter as women is a true art form. Walking all the various paths from being a saint or a sinner. Including being able to present well enough in the world to blend in with society at large. As women today seem to be pulling away from the finer points of dressing up, it is more and more difficult to be exotic yet obtainable.
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