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. 

Skirting the Issue

Image from Vladimir 
Yelizarov on 
UnSplash

Many years ago, I ran into the sting of being criticized for not wearing a skirt or a dress when I attended my first transvestite mixers. 

Many times I wore a nice pair of women's slacks long with foam hip pads to give me a slimming feminine appearance. Needless to say, it did not take me long to notice I was the only one not wearing a skirt or a dress to the mixer. Plus it did not take long for someone to mention to me why I would choose to dress the way I was. If I wanted to wear pants, I should have just come to the party as my male self. While my answer should have been why do not you mind your own business, instead I said something to the effect of I didn't need a dress to express my inner self.

Years later and armed with much more gender knowledge I knew I was correct on how I answered the person in question. The reason was, except for a brief love of denim mini skirts, I mainly never lost my fondness for wearing women's jeans and/or leggings. Personally, I found pants to be more comfortable as I blended in better with the close circle of cis-women friends I had bonded with. I guess I was fortunate also when women as a whole where I lived began to wear dresses and skirts less and less when they went out. During our recent visit I wrote about to our favorite restaurant which is huge in size, I never saw another woman in a skirt or dress. 

I will say, being a transgender woman who lives fulltime in a woman's world, I still value the flexibility to dress how I want. During the summer month's, if I wanted to wear one of my long and silky maxi dresses, I would. The whole process is part of female privilege and is what I signed up for. If I was getting bored with the same old drab male fashions, I could change my look up anytime I wanted. So skirting the issue was just another benefit. 

Another factor in say wearing leggings is they are warmer in the fall and winter months and benefit the changes hormone replacement therapy has had on my body. One of the first changes I felt under the new hormones was I was much more apt to feel the cool. No longer did I feel the women I felt were making up being cold all the time, were faking it. Along with them, suddenly I was cold also. Ironically, one of the last changes coming along would help me in my decision to acquire and wear leggings from my wardrobe. Slowly but surely after many years on HRT I started to develop my own hips. Leggings helped me to finally accentuate the fact I had a feminine body, not the testosterone damaged one I had to live with for so many years. 

These days, with fall finally setting in, I love my cozy sweaters and leggings. I paid my dues to blend into society and am happy to skirt the issue.  

Cajun Night Out

From the Jessie Hart Archives,
my wife Liz on Left. 

Last night my wife Liz and I celebrated a combined celebratory dinner at our favorite Cajun restaurant which features a chef who worked previously in New Orleans.  Far from our native Ohio.

The weather had turned in our favor with the first night of fall weather arriving.  Which meant I could wear my birthday gift from my daughter which was a nice warm soft outer fleece. Of course, after a close shave, application of eye makeup, blush and lipstick I brushed back my long hair and was ready to go. In order to blend in with the very casual atmosphere of the venue, I wore my favorite jeans and sweater. Now I regret I didn't have Liz take a picture but at the time I felt so good about the both of us going out together, focusing on just me just didn't seem appropriate.

Once we arrived at the venue called the "Swamp Water Grille' the parking lot was packed and we knew we would have to walk which sometimes is a issue for me. However, I gathered my courage and headed into the restaurant. I found out long ago busy places are better for me when it comes to anyone questioning my gender orientation and I was not wrong last night. As we entered, the hostess cheerfully greeted us and said the wait for a table would be approximately one half hour which worked in perfectly with our plans. 

The best and most gender affirming part of the evening was yet to come when our male waiter addressed us as ladies when he brought us water to start out. At the time, I had not ordered yet and wondered if my voice was going to give me away as a transgender woman. It did not as he referred to us as ladies throughout our dinner all the way until we paid and left. During our dinner, the rest of the tables were full nearly the entire time and again no one even gave me a side glance,. Gender freedom is a wonderful thing!

Due to the enormous portions, we bought and brought dessert home with us to splurge since the evening also was reserved to celebrate our first wedding anniversary which is coming up soon. Last year, we decided to "tie the knot" after going together for nearly eleven years. I guess we did not want anything such as being legally married interfere with our happiness. It has not so far. 

Plus, outside of the wonderful companionship and great food, the whole evening did wonders for my gender euphoria. The whole process of acceptance on any level brought back the years of struggle I went through during my early years of cross dressing on the way to my time as a novice transgender woman. Last night made it all worth it.