Fashion Trends and Circles

 

Image from Jonathan Borba
on Unsplash

Following thinking more and more about yesterday's post, I finally figured out I left out too many details of me supposedly not wanting to wear skirts. 

The post was called "Skirting the Issue" and basically zeroed in on the negative feedback I received when I first entered the world with other cross dressers. I was told, if I wanted to wear pants (or slacks) I should just stay dressed in my male clothes. I rejected the comment and proceeded to follow my own path as a novice transvestite in the world. 

Where the experiences changed were when much later I again started to go out in the public's eye. Overall, my first experiences with another person were with my second wife who was very conservative in her dressing styles. In order to try to gain favor with her, I attempted to dress the same way. Mostly relying on jeans or slacks on the rare occasions she went out with me. It didn't seem to matter as she never seemed to like or relate to my emerging feminine self. Ironically, I was many times on the opposite end of the cross dressing spectrum when she wasn't around to judge me.

What happened was, during my earlies Halloween experiments, I dressed as prostitutes in very short dresses or skirts. I always made sure to shave my legs and threw caution to the wind when it came to friends and strangers reacting to me doing just a little (or a lot) to look like a woman. Deep down I was so flattered when I received compliments on how good my legs looked. At that point, I did become obsessed with showing off what I perceived to be my most feminine asset which of course were my legs. It took me forever it seemed to figure out stuffing my male torso and big shoulders into a mini skirt just didn't work. I was just taking the easy way out and cross dressing for the mirror in front of me and not the world.

Over the years I was still able to take advantage of certain fashion trends which came and went. A couple in particular stay in my mind as being beneficial to showing off my legs and still be fashionable. The first was in the 80's I believe when many women where I lived were wearing oversized sweaters with undersized mini skirts. I was able to acquire both fashion items and be positively received in the world because I was able to blend in and not be trashy in my appearance. Plus, I was thrilled to be able to feel the cool air on my freshly shaved legs.

The second fashion trend I was able to take advantage of was when professional women were wearing business suits along with short skirts. Many times they wore colored opaque panty hose and kitten heels to round out their outfits. I was able to find a pale green suit with a short skirt which fit me well and even matched it up with opaque hose that matched. I already had my blond wig and kitten heels so I was ready to go to the upscale malls where I lived and shop for as long as I wanted with no incidents.

I guess where I began to fixate on wearing jeans or pants sometimes again came when I began to be able to find the "Boho" fashions which took me back to my youth. I wore out my jean skirts and tattered bell-bottomed jeans until they had to be discarded. 

Finally I went full circle to the days of trying to appease my wife when I was able to be accepted by a small group of lesbian friends. Most certainly, I wanted to blend with them. Especially when we went to lesbian mixers. It was a challenge to go back but I did because I wanted so desperately to blend in.

I learned through fashion, life is nothing but a circle if you can live long enough to experience it. Living my life as a transgender woman just made the point more evident.