The Crossdressers National Holiday is just around the corner. That’s the day when crossdressers around the world can dress as they please without fear of being outed, and go where they want without fear of ridicule.
Of course, if you’re afraid that someone will out you it’s always good to follow a few crossdressing halloween tips, like wear a woman’s costume don’t go in your everyday skirt and blouse. Being in costume is less likely to tip others off.
If you’re looking for a few more ideas for your crossdresser halloween costume a quick browse through the local Halloween store will show you what’s hot and available in your size.
Two great places online to find sexy woman’s halloween costumers are Fredericks of Hollywood – which has among others the Sexy Maid Outfit shown to the left – and Amazon, which gives you free shipping on some outfits.
This is also a great time to get your spouse involved. Even if she is not normally supportive of your crossdressing, it can be a fun tension-free way to go out together in your femme role. Let her doll you up and perhaps go a little over the top with your outfit and makeup.
What are you going to be doing this Halloween?
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I remember when I was a kid and trying to go dressed as a girl for Halloween and was always disappointed in the outcome. Sure, I still had fun trick or treating with my friends and brothers, but when I said I wanted to be a girl for Halloween, and though I knew in my heart I wanted to really be a girl, I had no female clothing of my own, no makeup and no knowledge of how to apply it, etc., so I was at the mercy of whatever anyone threw together on me. The few times when I… Read more »
As I got older and grew my own long hair and was in bands, during the 80's, I could get away with wearing some feminine clothing and some makeup and have my hair done everywhere I went and no one knew I was crossdressing/transgender. lol Of course, I was not wearing dresses or skirts, but you could wear quite a bit of feminine looking to obviously womens clothing back in the 80's and it was the "Cool Rocker Look". You could be both feminine and hard edge at the same time. (To this day I still love the 80's rock… Read more »
Sometimes they would say "I would really like to do your hair and makeup like a girl one day to see how you'd look, but you probably wouldn't let me do that, would you?" I would always replay by saying "Hell. I don't care, why not, it would be a lot of fun!" Once in a while a girl would try to make me look like a girl and it looked ridiculous. Some girls will make you look like a man that is trying to look like a woman or they give you the theatrical look like a drag queen… Read more »
When I met my ex wife, I had dressed up for Halloween on our second date, borrowing some of her clothes, wearing some of mine and adding a few things I bought in the Halloween isle. (before coming out to her, or anyone) After I had come out to her (Before we were married) I decided to try to make a trial run and spend the day (Halloween) dressed as a female, and told her that I wanted to look as real as possible. I wanted people to actually believe I was a woman. She made me up wonderfully. I… Read more »
but we had fun didnt we make up times is my problem is it unacable in socity to go to cosptogly school
not noing what to do
A few years back, when I still had my tailcoat and long silvery hair, one of my favourite looks was to do Science Centre hair (fluff my hair straight out with hairspray) and do super green and grey corpse makeup. Some cockroaches drawn on an old shirt crawling around on me added to the gross factor. I'd arm myself with a baton and terrify small children at our door as a dead conductor. Some of the younger ones would run screaming but the older kids liked it. That would be a crossdressing costume for me now. I don't know if… Read more »
I still don’t have a concrete plan for where I am going this year. I do have my costume worked out. I am going to be a biased referee. I think I should be sexy enough to get away with at least a few bad calls. My first time out was at 16. I had staged an argument with my gf about pants versus skirts and so she decided I should wear a dress for haloween. Then after I was dressed she announced we had to go to our school homecoming game. The next year I was a zombie prom… Read more »
I'm so excited. Just came out to my wife a week ago. Of course, the initial shock and horror happened at the revelation, but things are getting better everyday. She's now let me order a pair of Pirate boots and other assorted shoes so long as I get her a good costume and shoes too. Well, since I was getting the Pirate boots, I reasoned it would only make sense to get an accompanying Sexy Pirate costume for me also. 🙂 We'll just have to see if she'll actually let me wear it outside the house this year. I don't… Read more »
I just finally came to terms with my need to be a women. I love to dress and understand its who I am. I no longer am enbarrassed with myself and I will express who I am. I hope to dress up for holloween.
Wonderful love! I hope you have a great time at Halloween!
Enjoy the experience girl
Went as a pretty witch, it was great to do my make up first thing in morning and put little dress on and my favourate heels I spent the whole day and night at a pub then a party and most people were shocked when they herd my voice, your a man? They asked I thought you are a girl. Best day of my life and now have couple of girls who want me to go out dressed with them shopping and lunch.
i had a wonderfilled time going as a fairy princess i was awed at the looks i got .maybe it was the booze?
i went as a flight attendent (: it felt great to go out in public as what i felt to be normal. wish i could do it everyday. but i still have dreams right
i know what you mean, its scary to come out when u worry about everyone else..
Im planning on dressing as Dame edna this year and have a couple of sales girls at my local value village ( a local second hand store)excited about helping me put the outfit
together.
Maggie
sexy maid i just got janitors job at work but i cant dress feminine except my panties i get to clean girls bathroom is threre tips for cleaning so i can do a good job i would especialy like the female reponses here and is there places to be a maid conspisocly
I have 5 french maid uniforms! I just got a new one this past Halloween and wore it to a party. I love wearing it! I feel so sexy in it !