Halloween is coming.

[Wendi]

Halloween for me is always the perfect evening to go out all dolled up. I'm just wondering who else takes advantage of it and how you plan to dress this year.

[lianatcharles]

Always love getting in girl mode for Halloween! It's a lot of fun to go out and not have to worry so much about people saying stuff. Not sure what to be for this year though! Pics from the last time I dressed up on Halloween:
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[BillieAnneJean]

Three of us purchased identical stewardess uniforms, purses, and shoes. We will be OUT at a party with maybe 500-1000 people in a huge ballroom. That is just one day of two.
The second day we will dress up in typical women's costumes.
From past Halloweens:

[Cheryl T]

Planning on a costume of course, but I haven't decided what just yet.
Wife and I will be home that Monday and just hand out candy to the little ones that come trick or treating.

The Saturday before we might go to a party.

[Lexi_83]

Last year I went "pregnant." Very interesting experience.

[AlyssaJ]

Originally I was planning to go as either Lola from Kinky Boots or Harley Quinn. However, as we usually do, we just got invited to our neighbor's annual party which always has a theme. This year the theme is comedian or comedy actor. So now I'm thinking I might go as Amy Schumer in the Bud Light commercials. Did some searching yesterday and found a pretty close match to that dress she wears in those ads.

[Kelly63]

I think I'm ready for Halloween!

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[RADER]

WOW!!!! There are some real cute outfits here.
I wish I could fit into one.
Rader

[Sandi Beach]

When I go to a Halloween party, my goal is to do a costume that people have a hard time figuring out who I am WITHOUT a mask to cover my face. So, I sometimes build elaborate costumes to accomplish this. I will also use Halloween makeup like latex appliances, liquid latex etc. I am not a good "makeup" person, so it takes me a long time to get things right, I will plan for months sometimes, and keep making changes to get it right. So, the first time I ever CD'd was as a woman for Halloween (no costume, just dressed as a normal woman), BUT, my wife with went as a man, so it was a "couples costume".

Now, several people have said that a guy doing this for the first time would not buy everything to look convincing. BS! Some would not, but a guy like me would, and did. I was not a CD'r when I went as a woman. It was actually what got me started. For me, buying woman's makeup was no different to buying Halloween makeup to become Frankenstein. I would spend that money. I bought clothes that fit me, but because of my "man shape" not well. So, I researched items that would. I made some padding for my hips, and that was as far as I went. No, I didn't buy breast forms, or professional hip pads, or a expensive real hair wig, etc. But, I bought what I needed to look as real as possible. I wore a blouse that did not show cleavage because I didn't have any. But, it was V-neck so I did shave my chest. I shaved my legs to be realistic. The blouse had long sleeves, so I didn't have to do anything with my arms, but I did shave the hair on my hands. I live in a cold climate, and would be wearing long shirts at work, so nobody would notice this at work while the hair grew back. I only wore 2 inch heels, so it would not be hard to walk in, but I still practiced a few days at home to make sure I could walk in them. This was NORMAL preparation for me for a costume. I put this all together weeks before the party, to see if it "worked" or I needed to buy something else.

I was NOT an attractive looking woman AT ALL. But, I fooled a lot of people. It was like that scene in crocodile Dundee where he thought that a GG was a guy after seeing his first CD. I'm sorry to say this, but there are some women that are as large as many guys, and not that attractive, but if you do everything they would to go out, you could look convincing at first glance walking in public. I could not pass talking to anyone up close, or buying an item in a store up close. But, that night, I bought something at the store on my way to the party, and nobody suspected until I spoke at the register. Walking through the store got no glances, or laughing, or pointing, etc.

The point of this is that a Non CD guy would do all this, because I was, and I did. Now, some of you are thinking that I did because deep down I was a CD'r all along. Before this costume night, I never had thoughts about it. But, that night, I had the most fun I EVER had in costume all the years before. I wore all the clothes in public for over 8 hours that day, and ENJOYED it. My legs felt great, and the clothes were soft and comfortable. I was wearing my guys underwear, but after wearing everything else that felt good, I wondered if women's underwear was that comfortable too. I found out months later it was, when I tried them. Even not wearing the clothes felt good. I loved showering as a man with shaved legs. I just felt cleaner. So, I have closet cross dressed since that Halloween night. I have never shaved my legs again, or been out in public again, but I do enjoy the clothes every once in a while. I also have found ways to wear tights, where my wife accepts that. When I take long flights for business, I wear compression pantyhose for blood circulation on the plane. Now, there are some flights where I don't, and my wife asks me too before I leave, because she thinks it's a good idea. She has no clue I dress, and would not accept if she did.

Finally, I do agree that some people would find it odd if you went out on Halloween alone, just dressed as a woman. For me, the ultimate costume would be to dress as a woman in costume (like a witch, super girl, sexy cop, nurse, etc). That is how I would fool people to knowing who I am. There first thought would be "who's that woman dressed as a cop", and not think you were a guy. Then, they would figure it out later. But, for that to work, the costume has to fit your body style. I am like a size 20 guy, so would not do a sexy anything. But, I could easily get away with a plus size witch, gothic maiden, etc, and have a blast doing it.

DRESS ON HALLOWEEN, AND HAVE THE MOST FUN YOU EVER HAD AT A PARTY. I did, and I also got this new hobby as a bonus.

[Barbara Black]

Wow, who ever thought Batman had such good legs? ha ha

[Judy-Somthing]

I've dressed up three times for Halloween over the last 26 years and last year was hopping I could again but no one I knew had a party.
Well now after nine months ago when I told my wife I would like to try on a dress for fun and she freaked I feel that a CD costume would cause a lot of problems.
I should have kept my month shut!

[BarbraAnne]

I've already worn my Halloween Costume this year. Last weekend was our support group Halloween party. This is the third time in 30 years I've worn that one. I'll wear it again on Halloween.2016(10) 15a.jpg2016(10) 08.jpg

[ellbee]

Nice post, Sandi!

[Georgette_USA]

Prior to my transition, I never dressed as any kind of female. During and after was always dressed as myself, but never wore any costumes as such.

Thinking about something this year with friends. Maybe explore my Goth side more. So not really a costume per se.

[AllieBellema]

I'm currently planning on dressing up as Belle from Beauty and the Beast!

[biannne]

My very first experience dressing up was to a Halloween party. At that time I didn't consider myself a crossdresser but my gf thought it would be fun forme to go as Elivra and she went as Catwoman. Looking back, that maybe have been turning point in my life.

[Lexi_83]

I'm currently planning on dressing up as Belle from Beauty and the Beast!

Sounds awesome!

[Dana44]

For me, I'm going to dress as a zombie girl with all the trimmings and cool outfit. My SO dresses as a dark angel. Has cool wings and a black halo.

[mycdmichelle]

Halloween is fun, I went as a woman with 2 of my friends who did too. They didn't know that I was actually using my own clothes hehe

[BrendaJane]

The Church I attend is having a Halloween "Safe Place" for the children in the surrounding area on Halloween night. We're setting up tables & passing out candy. I'll be going dressed as Adele. Hopefully, I'll have pictures to post.

[Alice_2014_B]

I will definitely be all over Halloween!
Most likely I'll go out as a sexy witch, LOL.
But I have a few alternatives in mind.

[PeggyNell]

Wendi! You took the thought right out of my head😂 I was thinking about posting this question, glad you got the ball rolling. I am taking full advantage of this Halloween because it will be the first I can dress femme. I will be dressed up for the Day of The Dead. I didn't know how popular it was until I started shopping.
I didn't want to buy a costume from the party store witch was extremely cute! They are to expensive for cheap costume outfit. So I went to the thrift store and spent the same amount for the costume in the store😮 but I am able to mix and match and get more outfits out of it. But I found the perfect top. I don't know what they are called, but it's the black lace top that comes up to your chest. It looks just like the black top you would imagine a Mamacita wearing.
I also found a beautiful mask. I don't think i paint my face like they do (i wished I could, I think it is beautiful). I will be wearing makeup and ear rings(clip on).
So if anyone has been keeping up with my post. This is outting #3!!!! And I will be all dolled up in all my feminine Glory👰

[April Showers]

I agree with Sandi some of us will spend a fortune and a hell of a lot of time to get the smallest detail right. I have even gone so far as to buy a 3D printer to make the props for costumes to scale. Spent a year and several hundred dollars to make a Judge dread and Anderson costumes for myself and the wife to wear for one day at a comic con. I will be going to a house party this Halloween where a lot of friends will see me dressed as a woman for the first time, I will have shaved legs and arms and will pluck my brow a little and I know the first thing they will not be thinking is wow he must be a crossdresser only they would go that far. They will be thinking yep that's par for the course for him, has to have everything perfect right down to the smallest detail. I certainly don't care if they do think it but i know they wont. Go to any comic con and look at the boys doing Crossplay, now some of them are crossdressers for sure but some are not and all of them will go to the nth degree to look as close to their character as possible including shaved legs and arms and even creating cleavage. Some people just love getting all the details perfect.

[Jenni Yumiko]

As an avid cross/genderbend and regular cosplayer, no one in my circle really questions my costumes, and know they will be on point. I'm jealous, I really want a 3D printer. I have seen a lot of good 3D printed replicas and would probably cut some of my prop times down to 1/5th of the time.

[DanielleLee]

My wife and I are swapping genders and doing Scream Queens. She is going as the Red Devil and I'm going as a Chanel