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Have you ever dressed up (or been dressed up by someone) as a girl for Halloween?
My country does not have halloween or somethink like it. I once had a costume party at work and i was hinting on being down for simething like that, but alas, it would be "offensive" or something... 😞
Yes, as a matter of fact it was my wife who helped. I was not very well versed in makeup so she did it for me. I borrowed a costume, dress, veil and gloves, from a friend and wore my own lingerie and shoes.
I was nervous but it was unnecessary. All the gals wanted to talk about my makeup and what I was wearing and all the guys wanted a picture with me. It was incredibly fun.
I could only wish.
No but it sounds like a good idea.
Marie, yes I did, but I was very young. I recall I had been interested in dressing like a girl for Halloween and thought it would be fun, so I asked my Mother if it was ok. Fortunately she said yes. But once she put together the costume for me, she must have had second thoughts, because she put me in an outfit that was not at all feminine and unfortunately I looked like my usual self, only wearing girls clothes. I was hoping to actually look like a girl, and found it so embarrassing to be walking around dressed like that. All in all it was a bad experience for me, but I think that’s what my Mother wanted. But I’ll never forget the time that I did it. And obviously it didn’t cure me from dressing later on in my life.
i personally did once many many years ago to a Halloween party everyone thought it was funny little did they know I was a CD I remember it well it was an old black prom dress of my SO she still had and I bought a 5 dollar wig at Walmart stuffed my chest with socks and away we went it was such a big hit my close friend wife had him dressed by the end of the night in a dress was a good time I wouldn’t dare do it again tho
Halloween has only recently Taken off" down here in the "Land of Oz" so I've never dressed for it. My DADT relationship is a "blocker", before I'd even think about it. Other key factors?? We live in gated retirement community, so there aint no "trick or treating" or parties around here.
Last but not least, if anyone else around here found out about Caty, the gossip mill in this joint would shred its bearings.
I would not ever... put my beloved through that
Caty
When I was in college my girlfriend (later my first wife and first ex) helped dress me as a woman for Halloween. I wore her bra, panties, pantyhose, dress and shoes and she did my make up and fixed my hair (at the time it was shoulder length). I was very nervous throughout the night (my first time in front of someone and in public) but it was a lot of fun. I remember there weas another guy there dressed as well.
XOXO
Suzanne
Yes,
we once went to a burlesque costume party where I was dressed as Fiona from the Shrek. by my partner.
We didn't enjoy the party, but we did enjoyed the dressing part, so next Halloween we went to Edinburgh with me dressed just to stroll around the town, get fish and chips and a pint and so on.
I went as Little Orphan Annie when I was in high school. It got a good laugh, but also let me wear a dress to school and let a little of my femme side out. Halloween is the best for undercover CDs...
I have been walking my neighborhood en femme throughout the year for 6 years. No one has come to my house in the last 20+ years because there are only a few houses on one side of the street, so the payoff is never very good.
For the last 5 years, I decided I would go around and give candy to kids as I passed. Since I'm going out en femme anyway, I'm not backing down on Halloween. A couple of years (including this year) I went with a poodle skirt. Two years ago I went as a bride in a short bridal gown, and last year I went as Velma from Scooby Doo, even handing out Scooby snacks.
I have some photos of me in these outfits here on CDH. Some are private, but a couple are public (from the Halloween contests in 2023 and 2024).
This is an annual tradition for the Palm Springs girls.
This year is the first time I didn't actually make it on Halloween, but met with the group two days later, en femme.
Most of the group went in feminine costumes on Halloween.
God if only. I know exactly what I’d wear though.
Many times. I've been a French maid, a St. Pauli girl, Supergirl, a waitress, Britney Spears & just dressed as a sexy woman.