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| JJ Hart Cincinnati Witches Ball |
It’s October, the season to party as your feminine self with no repercussions if you are lucky and have the chance.
In my case, Halloween parties that I gathered the courage to
go to provided me with tons of valuable information I would use later in life. For
example, I learned that just going to parties dressed as a trashy woman did not
do me much good and when I went dressed to blend in with the other women around
me, I was much better off.
My best Halloween evening ever happened to me when I was
living in the New York City suburbs running a well-known fast-food chain restaurant
and just happened to receive an invitation from one of my ciswoman assistant managers
to a Halloween party that her and her friends were going to. Eagerly, I
accepted and started to plan my “costume.” I immediately knew from my past
Halloween adventures that I wanted to dress provocatively like many of the
women do, while not going overboard and not appearing clownish. Since I already
had the minidress, long wig and matching heels to go along with the dress, I knew
what I was going to wear.
In all fairness to my second wife, she was not into Halloween
and all the costumes that came with it, so she was alright with me going by
myself although she highly disapproved of what I was wearing. As I was putting
on my heels and makeup, she merely said be careful and out the door I went to a
new adventure as I chased my feminine spirit.
Since I was relatively new to the area where I lived in New
York, I had to navigate the streets in my truck as I wore my heels for the
first time. I managed to do good and did not hit anything and anybody and made
it to my manager’s house intact. Of course, I was beyond nervous as I found a
place to park, adjusted my hair and makeup in my mirror and went up to her
front door. When she opened the door, I was shocked and pleasantly surprised to
see the friends of hers which were going to the party were all tall very
attractive ciswomen with whom I could blend in with easily. When they saw me,
they all grew silent until they realized I was not all I seemed to be. Out of
pure luck, I had stumbled into a cross dressers dream of being around like-minded
women for a Halloween Party.
From there, we wasted very little time leaving her house and
heading the short distance up a couple of blocks to the neighborhood bar where
the party was taking place. I was in heaven when I heard my heels clicking
along with the other women as we walked the short distance to the venue. But it
was just the beginning of a fantastic evening, I will never forget. It was like
my first girls’ night out and I did not realize it.
It turned out, the venue we went to was smallish and dimly
lit which was good for a novice, nervous cross-dresser like me out for a Halloween
adventure. What I did not anticipate happening was being left alone by the
other women I went with as they split up and began flirting with men they
already knew. What I did was grab a seat at an unoccupied table so I could rest
my feet. Somehow, I managed to go to the bar and order my own drink and head
back to the table without attracting the attention of any of the other women I
came with. However, I did attract the attention of an older cisman who sat down
beside me at the table I was at.
I almost panicked when he offered to buy me another drink or
wanted to know if I wanted to dance but I managed to say no to both since I had
no idea if he knew I was not all I seemed to be and did not want to lead him
on. At the same time I was flattered by all the attention I was getting, and my
gender euphoria was soaring. I felt as if I belonged and fit in nicely in the
venue I was in.
About that time, my new female acquaintances came looking
for me telling me that they were leaving for home. All too quickly my Halloween
dream evening ended, almost. On my way home, I drove past my restaurant and saw
a stray car still in the parking lot. Ignoring for a second how I was dressed,
I pulled through the parking lot and noticed one of my grill cooks in his car.
By this time, I was emboldened by my earlier experiences in the evening and
asked him if everything was alright. He said he was fine, and we ended up
talking for a short time. During which he complimented me on the way that I
looked and precisely about my legs.
Sadly, the glow of my evening was beginning to fade, and I
needed to face the fact I had to return to reality and head back home. I walked
away in my heels with new life/gender lessons I had learned for the first time.
Primarily it is every woman for themselves when it comes to intermixing with
men who maybe interested in you. Any loyalty fades quickly away. I also learned
that under the right circumstances I could use the cover of Halloween to lip
behind the gender curtain and see what was on the feminine side. Most
importantly, I liked what I saw and wanted to experience more without having
Halloween to help me.
When I returned to work the next day, I was interested to
see the reaction from the rest of the crew and my boss over my “costume” the
evening before. Overall, outside of a few knowing smiles from my boss and
manager, life went on as normal with no questions asked so I was encouraged
that my evening in heaven did not hurt my career, Halloween had given me the
best of all possible gender worlds for at least one evening. I had to just
figure out how I could have more without waiting another year.
