Friday, October 19, 2018


It is difficult being original at Halloween if you are transgender or a cross dresser. Unless you are very good, trying to out "sexy" the cis- women is difficult, especially if you are going to someplace where "sexy" isn't in to work.

Then there is the problem I have already written about, looking like a man in a woman's costume when you desperately don't want to. In my past, I have had that happen too many times at Halloween parties. A couple times I was mistaken for a "well dressed woman." But again, just trying to be original was nearly an impossible problem for me. So I always relied upon being the sexiest or best dressed woman I could. On occasion I did get the occasional compliment but never won any prizes.

Halloween though, presents as many different ideas there are for costumes and, as always, I can count on Connie to come up with another take:

"I just don't want to be mistaken for a man in a woman's costume."

This is exactly why I never "dressed as a woman" for Halloween. Although doing so makes for a good excuse to go out in public and show one's stuff, so to speak, it always seemed to me to be just that - an excuse. Now that I am secure in who I am, I know I need not make excuses or explanations for myself, and I think I always knew that, deep down. However, those are just my feelings about myself; I know it works well for others.

Although I've not done it yet, I think a good way of avoiding being mistaken for a man in a woman's costume would be to wear a gender-less costume - like a pumpkin or a tube of toothpaste.

Another thing I've been tempted to try is to cross dress as a man. I would still wear a bit of makeup and a shorter wig, though. I have but one hanger of menswear in the back of my closet, which is the suit, shirt and tie that I wore as I cross dressed for my sister-in-law's funeral service four years ago. I remember that wearing those clothes felt so foreign to me, even though I had been only about six months into my transition. Exposing my bald head, along with the suit, was enough to fool those who knew nothing of my transition, but I felt like more of a fraud than I ever did cross dressing as a woman. My sister-in-law had fully accepted my transition before her death, but there were still many family members and friends who knew nothing of it. The funeral was not an event for which I could come out to all, though. Now that the whole world has been exposed to the "authentic me" I think I could pull off being a woman in a man's costume. I'm still hesitant about looking at myself in a mirror with that suit on, though. It could be the scariest costume of all!"

Severl years ago, my partner Liz dressed essentially like her late father with a mustache and all and ended looking so much like him, she never tried it again. The resemblance was uncanny!

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