Going out while dressed as a woman

 
 
My first number of outings aren’t really much to write about, but I’m going to anyway, after all, this is my blog. I do hope though that you stick around and that it does provide a bit of entertainment, if you don’t have anything more pressing to do that is. Unlike a number of stories I have read, (grandiose plans, club meetings or conventions or with a big sister), mine would consist of a quick stroll around the block late in the evening, alone. Initially, just the thought that as people drove by, that, by the sight of the girls jacket, jeans, type of shoes and long hair I was displaying, would lead them to believe they were seeing a woman. This was what was exciting to me.  As a side note, isn’t it strange, at least for me it is, that in order to get out and be seen as a woman, you have to get out of the house or apartment without being seem?
One evening I did venture out in a Midi dress, but upon returning to my home realized what I had just done. Calf length dress, three inch wedged sandals, walking around the block, at night, eh- gads, I looked like I was asking for trouble. I didn’t want to attract that kind of attention. How come I didn’t see this in the mirror before I stepped out? Obviously I was in a different state of mind when I first started going out in public places. Lesson learned.
Despite not having had any bad experiences while being out dressed as a woman... There are a few stories that I will be telling you about being my being crossed-dressed a number of years ago at Halloween, in the presence of a number of friends and fellow neighbors and a couple of other occasions, but you will have to wait for those. Here now, I will regale a couple of experiences while being out alone.
So, many of my early outings seemed to consist of getting all dressed up and then just driving around town.
Well that’s what seemed to be involved in most of mine, until one occasion I had to get out of the car….I really needed to pee! The majority of these outings I would be wearing jeans, a blouse, jacket and girls runners along with my brunet wig, as I felt this would make me not get noticed so much (just trying to blend in as a “normal” woman). There was a highway service center that I had been through in guy mode and know the layout of. Large gas station, snack shop, McDonalds, and the washrooms in back, accessible from the rear parking lot. It was mid week, about 9pm so not many people were about. I parked in back and proceed up the outdoor back stairs. I’m about halfway up the two story climb when a guy appears at the double glass doors at the top. “Shit, can’t stop. Can’t turn around, that would look stupid, got to keep going and pass him as he comes down”. But he just stands there, holding the door; waiting for me to get to the top…..he was being a gentleman…wow. I gave him a meek smile of appreciation and (what felt like at the time) dove into the “safety” of the ladies room. “Empty, good”. Things taken care of, I strolled out and returned to my car feeling quite confident and excited about what had transpired.
A couple of months later, so, that would be late fall of ’2002, while driving from Ontario California to Long Beach Calif; I made the giant decision to drive enfem to the motel I would be staying at in Long Beach Ca... The room at the hotel in Long Beach Calif was on the ground floor with a glass sliding door right to my parking spot. After getting ready that morning (wearing a light green midi dress, three inch wedged sandals a page boy style hair piece), I loaded the car with all my stuff, and proceeded to drive to Long Beach.... I had made reservations for a two night stay and paid in advance the night before but still required to obtain the room key when I arrived. I approached reception with trepidation and stood at the counter. There were a couple of others in the process of checking out and in, the girl behind the desk smiled at me and said she would be with me in a minute. I stepped back towards the back wall to stay out of the way, trembling somewhat with either fear of excitement, not sure which, but very soon was called forward with a “Mrs. X, your room is ready”. Mrs! “But I’m not married” I was thinking. This was probably due to the fact I had used my credit card, with male name, to pay, but here was this woman picking up the receipt, must be the wife. What a fantastic feeling.
After receiving my room key, I proceeded to park my vehicle in front of the room I was checking into... I opened the door and entered to room and a quick use of the bath room, pulling my panties down to the mid calf of my legs and sitting on the toilet to take a pee... From this point in my life I no longer stood when I took a pee... 
This was my most enjoyable early outing, where I spent two full days as Trisha with my joining several transgender support groups that helped me to take advantage of these types of successes with my meeting others that were in various stages of thier transitions...  Over time I did go out more and more becoming confident with each new outing... 
During this period in my life when I met my second wife I realized that I should have told my second spouse the secret I kept hidden from her about my dressing as a woman and these feelings I was having about being more than just a cross-dresser...
  We both met one another through her cousin...We hit it off on our first date. As things got more serious, I knew she was the one I wanted to spend the rest of my life with. I could not keep something like this from her. One evening, I told her that there was something I needed to tell her, that she might not understand, that she may be repulsed by it, but I had to tell her and that I risked losing her in doing so. I was getting so emotional about it, I was near tears. I loved her so much. But this was a part of me and had been since I was little, and was not going to go away. She needed to know. So I just said it, “I’m a crossdresser, I sometimes like to wear the clothes of the opposite sex”. It was done. Out in the open. But rather than being critical, she comforted me and asked some questions. After some time of explaining my past, she asked if I had any pictures. I tentatively showed her a number that I had readily available.. At first, she could not believe they were of me but was quite impressed. I think it was about two weeks later, after we had talked some more that she asked to see me dressed. I don’t know how I got my make-up on as I was shaking so much. I don’t remember what I wore first, that’s too bad. I changed into many an outfit that evening; she even offered some tips for my hair and make-up. We eventually married and within a few months into the marriage we had a couple of “girls” nights and I even spent a Halloween night dressed as a Maid, handing out candy to the kids.
I had several outings with my wife.
The first time she went out with me dressed was when my wife was invited to a convention in a nearby city... After checking in at the hotel, I got changed into my midi dress and we went for a walk through the adjoining mall. I normally walk very fast, but this time I was having difficulty keeping up with my wife while wearing my wedged sandals. We browsed through a few stores and then walked around a couple of blocks. We even checked out a restaurant that we would return to later that evening. What a fantastic feeling. After changing into something a bit more alluring, we enjoyed a wonderful meal served by a waiter who didn’t show any signs of having read me. We then retired to the hotel piano bar and enjoyed some drinks and music. I had followed my wife into the bar area and afterwards she mentioned she had noticed the men’s eyes, that had been looking at her, turned to look at me. This is something I was completely unaware of as I must have been sailing high on the experience. At one point, my wife leaned over and whispered to me that the guy behind me was looking past his wife, who had her back to me, and staring at my legs. At this point I did the old ‘hand running up and down the leg’ trick which made my wife laugh and almost gag on her drink. Needing to use the washroom and not wanting to push my luck any further, we retired to our room. What a high! The next day I was left alone while my wife was attending the conference. I changed into a simple jeans outfit and headed out to another nearby mall. On the way to the hotel parking lot, unknown to me I passed my wife who was with one of the other attendees walking about during a coffee break. She told me later that I had blended in with everyone else around. Once at the mall I spent some time in the Sears outlet store, chose a few samples to try on and headed to the change rooms. With a moment of fear, I saw that there was a woman handing out a number tag reflecting the number of items one had, before entering the change area. Realizing that stopping and turning now may raise suspicion, I forged ahead….and did not encounter any problems. Nothing looked good on me, oh well. I don’t know if this experience will ever be repeated. Only time will tell.
Who suspects?
Well, there was this one time during my past careers early training that there was a winter festival that involved a womanless pageant. There was a call for volunteers; no one came forward until the last minute…me! I used the excuse that I had done something similar during the past Halloween at my precious location. I didn’t have anything overly “sexy” with me so this is how I looked. As you can see, there were a number of guys who saw me this way…but it was all in good fun. Right? No, I didn’t win. Some other guy had his girlfriend make him up in a sexier outfit…
I knew I should have gone shopping.. lol
These are memories taken from my earlier blogs written between 1986 thru 2003
I'm updating with hopes that there will be someone who lives in the Las Vegas area that's willing to meet and join me on outings who like myself are late bloomers...
Love to hear from you ladies as well who would like to develop a friendship and join me for a ladies night out...
 
TRISHA ROBERTS
 

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