Transgender Night Out

Photo Courtesy 
Clifton Mill

 Long ago when I was increasingly exploring if I could indeed live in the public's eye as a feminine person, I made a decision. I decided to attempt to visit and even enjoy taking in the Christmas lights and atmosphere at a nearby restored grist mill at nearby Clifton, Ohio. Furthermore, I decided to visit for the first time as a woman, my authentic self. 

Of course, once I made my decision, I had to decide when I could do it and more importantly, what I would wear. As luck would have it, I had an evening off from work when my wife was working at the bookstore. The coast was clear (so to speak) for a night out as a woman enjoying the Christmas lights with perhaps even a hot chocolate to enjoy. The weather for the night turned out to be a benefit also. The evening was clear and frosty without being brutally cold. Ideal for a warm, soft, bulky sweater, leggings and boots. All of which I happened to have in my wardrobe since the items were indirectly approved by my wife. In fact, one year, she had even given me one of my favorite sweaters for Christmas. 

Finally, my night out was upon me and I neglected to say one of the biggest advantages I had was it was dark outside when I left. Harder for prying neighbors eyes to see me. I myself was satisfied with the way I was presenting myself as a woman. Transgender or not. As I always thought, confidence is always a woman's best accessory. When you have it, strangers will at the least read it in you. They will have a tendency to accept you more easily as your feminine self. 

Once I arrived at the mill, it was crowded and I had to walk. Luckily, my boots were casual and easy to walk in. With my shoulder length blond wig I felt encouraged I could present as a woman just out to enjoy the Christmas lights at the Mill. While I was there, I became so encouraged with the outcome of the evening, I decided to stop by the Mill's gift shop to see if I could pick up a gift for my wife while I was there. I didn't find anything special so I purchased a cup of hot chocolate with marshmallows. The young girl who served me didn't seem to pay me any extra attention so I went away encouraged with my evening.

As is the case with any special night, the entire evening seemed to go by in a flash and all too soon I had to return home and act like I had been there all night for my wife's benefit. If it was late my trick was to already be in bed so she couldn't detect any telltale signs of makeup I didn't remove.  She was always smarter than I was so I am sure she could usually tell what I was up to. Much to my chagrin now, I always caught got sooner or later. Most likely because deep down I wanted to. Evenings such as the one I spent looking at Christmas lights were enablers for me. The more I was successful in trying to live a feminine life the more natural I felt doing it. In many ways I was just living my truth leading me to ever increasing goals in my gender transition. Very quickly I found myself in other more exciting transitions when I was going from cross dresser to novice transgender woman. 

My Christmas night out just furthered my gender cause. The overall feeling of how I was able to approach the evening and succeed. Gave me the confidence to seek out other nights out which I will write about in other posts.

Trans Girl in an Antique Mall

Image from Christelle Bourgeois
On UnSplash

As I mentioned in my previous post, there was much more going on as I was searching out the perfect Christmas present for my second wife who is now deceased. After haunting a few regional antique malls for "treasures", I decided I could go it alone and surprise her with an ideal garden themed gift. First of all, I would like to explain what an antique mall is to those of you who may not be familiar. In our region of the US, antique malls are large to enormous buildings along or near major interstate highways. They are not to be confused with flea markets as most are full of quality antiques from many diverse dealers. Big and small. 

Before I sat out on my own to look for my gifts, I need to point out also I was the ultimate Christmas shopping procrastinator.  Literally, more times than I would care to admit I was the last hurried shopper on Christmas eve before the mall closed. But since I enjoyed the leisurely pace of wondering through a maze of terrific antiques, I always did my best to try to gain a head start on my shopping. Cross dressing and experiencing the process as my authentic feminine self just added to the pleasure. For the day or days I was planning to shop of course I needed to dress to blend and be comfortable, since I was going to have to do quite a bit of walking. So bulky sweaters, jeans and boots were the perfect outfits to fight off the December Ohio chill. Other than the wonderful selections to choose from, there was the problem of finances since many of the vintage garden items I was in the market for were quite expensive. 

Other than costs, the positives of the venues far outweighed the negatives. First of all, my chances were good for finding her that one of kind garden gift such as a vintage seed box from an old hardware store. They were rare and expensive but every now and then I could find one in my price category.  I was fond of referring to my shopping as garden binging as I slowly savored the feel of my feminine clothes as I made my way through the mall. I liked it to because of the laid back atmosphere. Except for the occasional floor clerk who would ask me if he or she could help me, I was rarely approached. I never had a negative response so I must have been doing fairly well in the presentation department. I know I felt confident as I shopped and the number of wonderful mirrors I happened to encounter told me I was doing fine. Back in those days at the least, I needed as much assurance as I could get when I saw my feminine reflection in an antique mirror. This was during the time when I was stuck between being a cross dresser and strongly considering if I could refer to myself as transgender and look at living my life fulltime as a transgender woman. 

The best part was I was able to spend the biggest part of the day as my feminine self, before my wife made it home and I had to be returned to my rapidly disappearing male self. I think now she could see through my gender charade and was waiting for the next foot to fall. But, in the meantime, I was able to find, hide and wrap more than a few wonderful Christmas gifts for her. Who knows, may be it was just my guilty conscience coming through when I went so far out of my way to seek out the perfect gift. After all, it was me who held the key to destroy our relationship by wanting to be a woman. 

In the meantime, I was able to learn from my antique mall experiences. I was able to step away from my usual regular clothing store/mall life and see if I could make it in the real world, perhaps even owning my own small vintage shop. In a different way later I was able to accomplish selling vintage items on on-line sites. In fact I was able to keep myself above water financially for quite a while. Mainly by selling the best gifts I had purchased for my wife before her death. It was the final chapter in many ways of our life together. I often wonder what it would have been like for her to join me in antique mall shopping.

Trans Christmas Shopping

Image Courtesy Waldemar Brandt
on Unsplash 

In reality,  all of this experience happened when I was primarily still a cross dresser still exploring advancing myself into the novice transgender category. Of course this is all important if you are into any sort of LGBT labels. I use them to further explain where I was on my long gender path.

Back in those days I was nearly at the maximum income  I would ever make. I had the spendable income which enabled me to spend money on nice gifts for my second wife who was really into Christmas. Traditionally I was a late shopper and would wait until the last minute to buy her the gifts I wanted. Along the way also I discovered I really enjoyed shopping for her when I was dressed as a woman. I would go to very upscale malls dressed to blend with the rest of the shoppers which allowed me to often wear my favorite black pants suit, along with my black flats and blond shoulder length wig. My outfit gave me the all important courage to move out of my closet and into the feminine world. 

One mall in particular was in Columbus, Ohio and featured an upscale garden store I was interested in. Among her other interests, my wife was very much a gardener. so it was a wonderful place to find her a special gift. I was always treated with respect there most likely because my money was green. Other places I went included green houses, antique malls and even a few oak furniture stores for gifts. Fortunately, since my wife worked in the retail book business, she was working many hours which allowed me to enter my feminine world and shop for her. I could knock out two major desires at one time. The desire to find her the perfect gifts as well as satisfy my new and wonderful desire to interact in public as a woman. 

One night in particular, both worlds came together spectacularly...almost. Over the years, I had tried to purchase my wife various oak furniture pieces for her living room including a large roll top desk with matching file cabinets. On the night in question, I just happened to stop by a store in Columbus to see if they had any matching oak pieces I could buy for my wife. By accident I found the perfect glass book case which matched her other oak pieces perfectly. The problem was here I was in my wig and pant's suit wondering how I was going to move my gift to our truck. Mentally I was still in male mode thinking I had to do everything physically myself. I was proven wrong when I made my purchase and found I didn't have to lift a finger. The store owner summoned two young guys to move the book case to my truck and even finished off with a big thank you Miss. I thought wow! I could get used to this. 

Once I arrived back home, it was a fairly simple task to slide it out of the back of the truck into the garage once I begrudgingly returned to my old unwanted male self. On Christmas Eve, the bookcase was a huge hit. Overall the entire experience made Christmas shopping so much more enjoyable for me. I could completely look for the special gift while expressing my desire to live a feminine life . I loved it! As we will get into in another post.