Showing posts with label Victorian Mansion. Show all posts
Showing posts with label Victorian Mansion. Show all posts

Friday, October 31, 2025

Halloween and Me

Image from Nice M
Nsshti on UnSplash.

Even though it has been years since I have been to a Halloween party at all, it still fills a special place in my heart.

The main reason it will is because it was the first time in my life that I was able to really explore if I could possibly make it to my dream of ever living like a woman on my own terms. In the recent past, I have written about the very first parties I went to dressed as a slutty, trashy woman, attempting in my own backwards way to be sexy. Also, when I started to go to Halloween dressed as me, I was doing it around people who knew me as a man, so I needed to put up with the idea in their mind that I was some sort of a jokester. When of course I was dead serious. One memorable evening took me to the freshly restored Ohio Theatre in downtown Columbus, Ohio for a midnight Halloween showing of the original “Dracula” movie, complete with background music from the original theatre organ. I went with my first wife who already knew I was a cross dresser and two other friends. I ended up having a fabulous time in my heels, hose and minidress surrounded by many other attendees in costume. The only problem I had was walking as long as I did in my heels. I was still too new to the cross-dressing style game to think ahead about my footwear if I needed to walk very far.

As the years and Halloween’s moved by, my whole focus began to shift about my potential “costume” I was planning on wearing. I began to move away from the trashy costumes I wore in the past, and into “costume” ideas another ciswoman would wear. At the same time, I stopped going to parties with my friends and began going to big clubs where I could see if I could blend in. It all was working out well until one night I was stopped by a guy wearing a full mask telling me he knew who I was. I was in shock and asked him how he knew, and he told me I looked like my mom. It turned out he grew up with me down the road and knew both of my parents. I was relieved as I was proud of my “French Girl Costume.” Which meant I was dressed all in black. Including a new pair of black tights, flats, blond hair and a black beret I purchased for a dollar at a thrift store. Other than being rudely recognized, I had another great time, and the evening ended too soon.

A few of my final Halloween parties I went to proved to me that I could possibly make it in the world as a transfeminine person. One was by pure accident and one I had planned ahead for. The pure accidental party was the one I recently wrote about which happened when I lived in the New York City metro area. Out of nowhere, I was invited by one of my female managers to a Halloween party her and her friends were going to at a nearby tavern, to her house. I don’t know why, but I decided to back slide in my “costume” idea and go to the party dressed a little on the slutty side. Mini skirt, heels, blond wig and all. It turned out all of her friends who were going were approximately as tall as I was and were all dressed to thrill also. What a surprise I had when I found I could blend in with all of them. The only problem I had was my second wife not approving of my “costume” even though she did not want to go. Life around the house was a bit frosty for a while.

The last major Halloween party I went to was a planned affair. I was invited to a party at a vintage restored Victorian mansion, along with a news girl who I worked with at the local radio station.  I was married to my first wife then and she did not care who I went with, so I planned to go as a professional woman just getting off of work. Just to see if I could. I did with a couple a write about often who thought I was a woman and were so entranced with me, they invited me to another party they were going to. I did not go but stayed and had a great time at a fabulous party.

Sadly, all my fun went away when I fully transitioned into being a transgender woman. Instead of putting on some sort of “costume” and going out into the world, I was just being me, and an exciting part of my life was behind me. Forever to be remembered fondly in my mind.

 

 

 

  


Thursday, October 24, 2019

Celebrity Fun?

Connie's comment about her attention from pro athlete (NBA) Shawn Kemp jogged my memory of a Halloween party when I got asked out by a future Washington D.C. politician and his wife. First, Connie's comment:

"I did join him at his table for a bit, only because there were already two other women there already. I was able to play defense long enough until the shot clock had expired, anyway. I wish I'd been able to get a pic, but this was so long ago that my flip phone didn't have a camera."

There has to be some sort of pun to use here about you or Shawn calling foul somewhere along the line. :)

Plus, the best I can offer was the the night I got all dolled up (cross dressed) for a Halloween party. For some reason I ended up leaving my wife at home and going with a news woman at a radio station I was working at. 

Along the way at the party, I was approached by a couple I vaguely knew as a local politician. The party turned out to be a fun eclectic blend of people in a restored Victorian mansion.  They initially expressed their surprise I wasn't what I appeared to be. Then proceeded to ask me along to another party they were heading too.

Seeing as how I was the news woman's ride, I had to say no. It turned out to be one of those moments my life could have changed if I had been able to say yes.

I often wonder how the politician who went to Washington fared later on when he tried to pick up a cross dresser with his wife.  I can't believe I was the first...or the last.

Of course with a politician, I would never have found out the truth!

As I wrote, I don't have a real celebrity story to share such as Connie's but I do have the experience of being mistaken for a woman during a time in my life when my gender dysphoria was at it's peak. I was constantly  wondering if living full time as a woman was even possible. 

It turns out it was.

Completing Myself

JJ Hart doing Transgender Outreach Speech I knew very early on in life that just cross-dressing as a girl in front of the mirror was not goi...