I venture outdoors no matter if its Halloween or not when the weather is nice. However, if the weather starts turning cold, then I stay indoors until April.
I venture outdoors no matter if its Halloween or not when the weather is nice. However, if the weather starts turning cold, then I stay indoors until April.
Halloween is great for dressing up in something sexy and going clubbing. It seems the weekend before Halloween is often the best time to go if it lands in the middle of the week. Some clubs, like The Castle in Tampa, are full of people in costume two weekends before Halloween. I have seen some great outfits on women there. I should have taken more pictures. One of the best was a woman dressed as Megamind. The makeup was awesome. No one would even give a second look at a crossdresser. You would blend right in.
Sandi
Living in the UK. I always found Halloween to be more for kids.
So I am on the side of no unless its a more organized event.
In my humble opinion it is naive to think dressing convicingly as a woman on Halloween will not raise suspicions even if it is a women's costume. How many guys are going to shave their legs and chest for a Halloween costume? And as a counterpoint how often have you seen or heard about a woman dressing convincingly as a man on Halloween? I dressed as a woman on a Halloween almost 50 years ago but my transformation skills were amateurish and I still had a moustache so far as I know no one concluded I was a crossdresser.
I went to a Halloween party with the wife dressed as a woman, a head to toe dressed from the skin out woman. I had a Jamie Austin makeover ahead of it and drove home en femme too so I looked....way too good. It was in 2007 and I wish I didn't do it. I heard a few comments after it from attendees, nothing crazy but that was shortly thereafter and nothing since. I've had to work to make people think that it was a one-off event so in warm weather I'm a hairy manly, scruffy faced lunk so as not to give off any suspicions, in the cold weather it's a different story as I shave my body and indulge.
Halloween was never a holiday I was enthusiastic about.... I know I was a weird kid...It sort of like how I don't get enthusiastic about Superheroes. Superman and Batman was about as far as I go. Well. since I'm gay, Chris O'Donell's Robin...
but I digress. Yet, I always equated dressing for Halloween to going out to partying hardy on New Year's Eve, armatures... I don't do it.
Not much of an event in the UK unless for kids as Shelly pointed out. I know from seeing a Halloween parade in New York in 2014 it is massive in US.
Go as the two girls from the shining.
That is my wife's attitude when the temperature dips below freezing. When we lived in NYC she cursed the freezing cold air as she waiting for the elevated train while wearing the mandatory shirt/dress, heels and hosiery. Me? I enjoy the ability to dress warmly in a coat and have that gust of cold air freezing my legs that are exposed under my dress, slip and hosiery. Enjoyed the total female experience!Originally Posted by Celine 9
It is one of the best times to get away with dressing in Public,
Having my ears triple pierced is AWESOME, ~~...
I can explain it to you, But I can't comprehend it for you !
If at first you don't succeed, Then Skydiving isn't for you.
Be careful what you wish for, Once you ring a bell , you just can't Un-Ring it !! !!
On Halloween up in Vegas I saw so many guys wearing boobs that even I was pleasantly amazed.
Being a crossdresser and going out in public is never a mistake, Halloween or not.
Unless you need all that evil shame and self imposed guilt trip.
I've waited so long for this time. Makeup is so frustrating. Shaking hands and I look so old. This was a mistake.
My new maid's outfit is cute. Sure fits tight.
And then I step into the bedroom and in the mirror, I see a beautiful woman looking back at me.
Smile, Honey! You look fabulous!
I dressed as a barbie girl one year, had this gorgeous pink corduroy pleated mini skirt, pink vest top, blonde curly wig, borrowed really femme cowboy boots from a friend's gf and got my brother gf to do my make up, I wore fishnet tights and wore panties.
It was one of the best nights I've ever had, feeling that pleated mini hitting my legs when walking, the cold air on my shaven fishnetted legs and the sound of my short heels hitting the floor.
It was sensory overload all night!
And to answer the actual question, yes! It's a great excuse to buy items or borrow them and 'practice" wearing the items and walking in heels. People will find it funny, but in your head you will be delighted!
I was actually thinking about going as a dude this year...
xxoo
Jennifer
I would say that it depends on 2 things:
1. Where you?re going for Halloween and if you know there will be people you know there. A gay club is most likely going to be more accepting than a traditional office party.
2. How good you look. If you look too good or walk too well in high heels, etc., some people will wonder if you crossdress all the time.
Too bad society can be like that, but keep those things in mind.
It's a great time!! My first time out was Halloween as well. Was in college, short skirt, boots a blonde wig. All the girls in my dorm made me up. Went to a bar and the club. One of the girls in my class said she had to go to the bathroom and grabbed me and dragged me in. What a mad house it was in the bathroom lol a college campus club on Halloween. She laughed and said that my toes pointed the right way in the stall so I passed the test.
Go have fun. Be safe and make it a night to remember. That's what I say.
I've never lived in a small town, so I don't know what that's like. It's hard for me to comprehend how much it matters if the women are whispering about you. If I was looking to meet someone, those wouldn't be the people I'd want to meet.I mean, wouldn't you wanna find someone who is okay with it? Maybe it's better they hear the whispers and don't care. Just one perspective on the matter.
It's the only time I've ever been in public. I don't pass at all. So at least this one day if I catch or see someone laughing at me I can laugh right with them. Cause I know I look ridiculous.
Back in the day when I was hitting the clubs. Halloween came with a mixed feeling. It wasn't as special because I was dressing all the time. And then, because it was halloween, people assumed that was the only reason I was dressing that night, so it was a little awkward. We jokingly called it amateur night, unfortunately, people that didn't know us included us in that category.
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