Sunday, August 3, 2025

Stuff 82: Halloween

By J.J. Atwell

It’s still months away

Well, yes Halloween is still months away. But there is no reason that we can’t start thinking about what we will be wearing then. 

Halloween is sometimes referred to as a crossdressers’ national holiday because so many of us take advantage of the occasion to go out dressed as our femme self. So I thought I’d write about this opportunity as you ponder the big night. 

Before I go on, yes the photo accompanying this Stuff was me in my theme park tourist outfit from last halloween.

So many options

We have a lot of choices to make when picking our Halloween costume. Some have more practical considerations than others. Indeed, it depends a bit on the venue and the company. 

Are you going to be with a group of CDs? That gives you a bit more flexibility to dress more flamboyant. If you’re out with a group of people that already know about you, then you can chose to be what ever costume a GG would wear without fear. Of course there are different costumes that you might want to do. Perhaps a princess gown? A sexy nurse? A witch? Elvira? Or maybe just a low key, everyday kind of outfit like black jeans and a Halloween theme top and appropriate accessories. It’s all up to your sense of comfort and style. 

Are you going to a random party where most people don’t know about your girl side? You’ve still got plenty of options. However, in this situation you might want to consider how “femme” you get unless you don’t mind outing yourself to everybody. Do you want to appear as a convincing female in your costume? Or do you want to just be a guy in a dress? If you are too convincing you might have to answer some questions about how you learned to do your makeup or walk in heels. It might be a giveaway to your otherwise secret life. 

Women have fun, too

I read somewhere that in girl world, Halloween is the one night a year when a girl can dress up like a total slut and other girls won’t think anything bad about her. It gave me a chuckle. But the point is that the holiday is a good night to change up your staid self and be somebody different. So if women can do that, why shouldn’t we? 

I’ll be back

I’m currently considering my Halloween options and will report back afterwards. I welcome comments and suggestions here on Stana’s page or by email at Jenn6nov at-sign gmail dot com.



Source: Ann Taylor
Wearing Ann Taylor


Stefano Ferri
Stefano Ferri

1 comment:

  1. My first outings totally en femme were nothing more than driving my car and eventually taking a stroll in safe neighborhoods. That was more than four decades ago. There was a pull to intentionally mix with the general public. Halloween afforded that opportunity. The first time I dolled up in a jade green with black flowers below the knee dress, black heels and hosiery, all the proper undergarments in black, full makeup and a curly blond wig. One stop was a Winchell's Doughnut shop where I did get a compliment on my presentation. The following year I traded the jade dress for a traditional little black dress with otherwise the same attire. One of the stops I made was a Safeway store. There, the young female cashier was totally silent. I think she was young and probably had not experience with a man attired as a woman, Halloween or any other time. There was also a guy, who seemed to have had too much to drive already, who was buying beer. He roared with laughter in a not approving manner. The 1980's were still the "dark ages" when it came to cross dressing in public. At the time I wished there was some venue that would be welcoming.

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