Halloween, the unofficial Cross-dresser's Holiday

[WendyB]

Who is taking the opportunity to put something sexy on this halloween and venture out?:daydreaming: I'm going for the first time very close to home..

[Thatgirl417]

Would love too! But unfortunately cannot talk the wife into letting me... I try every year though! Maybe one of these days. Hope you enjoy it! Do you have a costume picked out yet?

[WendyB]

Totally understand. I'm in that same boat. I'm in a IDWTSI relationship but I think I'm just going to do it. Better to ask for forgiveness than beg for permission.

[Tracii G]

Why does everybody assume Halloween is a "free pass" CD day?
Why not dress when you want to because people are going to be the same the day before and after.

[Thatgirl417]

I like your style I might just take your advice!

[Stephanie47]

When I was younger decades ago I did venture out fully en femme dressed as an ordinary woman... not a super hero or princess. I did interact with fellow humans in grocery stores and a doughnut shop. It satisfied the urge. However, without any prolong contact like being at a party, it did become boring. Fortunately, my wife goes out of state for a week every year which gives me a week of 24/7 time. That gives me time to take long strolls fully en femme.

What does IDWTSI stand for?

[jacques]

hello Wendy,
in the UK Halloween is for children; I don't know of adults dressing up and wandering the streets.
I will be at home - and people knocking on the door will get a surprise if I am dressed!
luv J

[Tracii G]

Halloween is a kids day but many adults haven't quite grown up yet it seems.
I find the millennials particularly high in this group of adults.

[Cheryl T]

I am, but I haven't decided on my outfit yet or where I want to go.

[docrobbysherry]

Why does everybody assume Halloween is a "free pass" CD day?
Why not dress when you want to because people are going to be the same the day before and after.

Because Halloween is the only time of the year some of us can pass, Tracii!:D
It was 7 years ago when I went out and passed for my very first time! Only at a masked event can some of us pass. And, I, for one, got hooked on that feeling! Been going to countless vanilla Halloween events ever since!:D
307839

[Robertacd]

I understand the draw, but if you are not out and worried about being outed, then don't do it.

Because just like everybody knows that guys that are into "forced feminization" don't really need to be forced.

Everyone knows that guys that dress up as a woman or female character "just for Halloween" are closeted crossdressers.

Nobody gets a free pass.

[Tracii G]

I understand the draw too but I don't labor under the assumption that 100% of the public are fine with it and say oh its Halloween its just a guy dressed like a hooker and not a tranny.

[Micki_Finn]

While I enjoy Halloween, I think I understand where Tracii is coming from. A lot of people seem to be under the impression of ?it?s Halloween, nobody will think anything if I dress as a woman!? But the holiday doesn?t make you as impervious to suspicion as folks seem to think. There?s a good chance that SOMEone on Nov. 1st is saying ?so did you see Bob dressed up as Wonder Woman last night? Do you think he?s...??

[fun4metoo2004]

Not this year. A group of us are doing a theme of the Addams Family. I am Uncle Fester this year. Everyone asked me if I was dressing up this year, which was a bit of a surprise.

[WendyB]

I understand too and I'm not saying it's ok. Many of us live most of our lives in the shadows and take that opportunity to come out and play.

Like a little safety net.

[Jean 103]

Yes I am, but if it wasn't for my friends I wouldn't.

Here it is all about parties, since it falls in the middle of the week they will be the Saturday before. I was just showing my roomates boyfriend what I have so far, as I'm making my costume. He was concerned for my safety because this year I'm going as a sexy nun. I'm not making any kind of statement I just thought it would be fun. I'm going to a place where everyone know me, I have kinda a protected status there.

My roommate wants to go and I said she could, it will give me a reason to leave early. Just say hi to everyone and cut out before the contest.

Since being out I don't really care for it, I feel it is making fun of how I am. My friends don't see it that way, that's why I will be making an appearance.

[KymG]

Ive always wanted to try it, and this year im hoping to walk down the street or something, but a part of me thinks that theres no point in going out just dressed as as normal woman, how would i explain that? Im not really in to costumes.
So not sure at the moment.

[CayleeMarie]

With the daughter and granddaughters living with us and they don?t know anything about Caylee, it will be another year handing out candy at the front door as Pappy...

[Alice Torn]

When i was a young person, i was nuts about halloween, but later, I dropped it all. I am not fond of it at all now, because of the dark spirit side of it, HOWEVER, it is the easiest time for a CD to go out in public! I would not go out in a sexy outfit, maybe just a modest dress and heels, or jeans and top and coat, if out at all.

[Pixie_94]

Halloween isn't celebrated in my country, but even if it was, no, not even if anyone gave money.

[docrobbysherry]

If u wish to be made at Halloween? Go out dressed as a woman.:battingeyelashes:

If u wish to pass at Halloween? Go out dressed as a woman in a costume!:thumbsup:

[char GG]

If u wish to be made at Halloween? Go out dressed as a woman.:battingeyelashes:

If u wish to pass at Halloween? Go out dressed as a woman in a costume!:thumbsup:

I absolutely agree with Doc. I suggested my SO dress in a female costume the first Halloween that he dressed. He has had a lot of fun with it ever since.

[Taylor186]

I'll be out again this year, for the fourteenth straight year. I'm probably recycle this outfit from five years ago.

[edit] as usual I change my mind several times before the day. I`ll repost the final outfit when determined.

[AllieBellema]

Not on Halloween itself, but will be another year of wearing one of my princess cosplays for the local Halloween party!

[JessicasRabbit]

I'll be going out with some GG friends to a drag show. I'll be in a rockabilly/swing dress with a vintage inspired hairdo.

[Sometimes Steffi]

Doc, that's me; woman dressed in a costume.

Mermaid
Wonder Woman
Belly Dancer
Hooter's waitress

But, I only dress up as a girl when I'm out with the girls.

Except, I've been known to give an encore presentation at my yoga class.

[jamienoir]

I'll probably try to pass this as a soul singer from the 60s. Instead don an afro wig and big earrings etc etc.

[April Rose]

Awesome look, Jamie!. I remember watching the Supremes on TV in the sixties. I was always into (or wished I was in) their outfits. Especially the long chiffon gowns. The massive false eyelashes were always interesting as well.

I'm too old now for halloween now.

[BrendaPDX]

As Doc said, surest way to be made is to go out on Halloween enfemme. My self I am going as the Shoveler from Mystery Men, now let's see... Still new at this inserting picture.
307859

[Patience]

Oh yes, I?m taking advantage! I?ll be going to work dressed! I did last year and won a costume contest. It was the only time crossdressing made me money.

Unfortunately, due to my promotion earlier this year, I no longer qualify for the cash prize (at least I think I don?t), but that?s not why I?ll be doing it anyway.

You can read the story of my first Halloween outing at work here (https://www.crossdressers.com/forums/showthread.php?261083-I-can-t-believe-I-m-doing-this&highlight=). Unlike last year, though, I?ll be actually dressed as something, not just en femme.

[gwencd158]

If I dressed the way I wanted for Halloween (sexy gym girl or milf look) I am sure all would suspect. Unless you dress in one of those silly exaggerated looks like a guy hooters girl or guy cheerleader, hairy legs and beard, I think many would suspect... hmmmm, is he?

[Joni T]

Why does every one (mineself excluded) refer to Halloween as a "holiday"? Hmmm? A "holiday" is a day off from school for a child or a paid day off from work if an adult. I know of no children who get the day off or any businesses that close for the day and pay their employees for the day.
Just curious--not trying to start a b___ch session.
Jon

[Mary Lawrence]

I lived near NYC for a while, and one of the things I really wanted to do was go to the annual NYC Village Halloween Parade. I never made it, unfortunately, but it is quite a show. Saw it once on the TV. Historically, the nighttime event has had a high concentration of LGBTQ participants, but it has grown to "50,000 costumed participants and 2 million spectators (https://en.wikipedia.org/wiki/New_York%27s_Village_Halloween_Parade)."
March IN the 2019 Parade!
(http://halloween-nyc.com/)
Join 100?s of PUPPETS, 35 BANDS, DANCERS, ARTISTS, and thousands of other New Yorkers in costumes of their own creation in the nation?s most wildly creative public participatory event in the greatest city in the world! I am quite certain that all crossdressers are welcome!!

[VtVicky]

Rainbow Resort, in PA, is having a Halloween party on Oct. 26. It is not strictly CD/TG. But, I have never felt anything but welcome when dressed even on regular weekends. I'll be going as a poor representation of Cinderella. It's something I have wanted to do for decades! :daydreaming:

[WandaRae2009]

Who is taking the opportunity to put something sexy on this halloween and venture out?:daydreaming: I'm going for the first time very close to home..

I have a costume ready to go if my wife gives me the all clear. I think she would be shocked if I was so prepared.

[Teresa]

Jacques,
I was going to make the comment about Halloween in the UK , I know many of the stores are trying to jump on the band wagon , in some respects I don't mind because it gives us a small break before having Xmas thrust on us .

My social group does try and promote it as a chance to dress up and have some fun , I must admit I'm not into all that heavy makeup and looking like a witch , it's bad enough in the morning looking like a wizened up old wizard in the shaving mirror . I was hoping to use it as an excuse to do some fund raising wearing my Union Jack ( Spice Girl outfit ) Maybe !!

Sherry ,
Question what will I pass as ? Answer a total TART !! Well it's only once a year !

[KymG]

So why would we be "made" for going out on halloween, more so than normally?
I realise there would be more people out and about, but i kind of thought it would work in our favour..
People wouldn't look twice..
Wouldn't i be made going out normally?

Perhaps im wrong, but im curious.

[Robertacd]

Well there's a couple things going on here.

The only "free pass" anyone gets would be from possibly transphobic strangers. They could be more likely to brush you off as just wearing a costume instead of confronting you.

But people that know you are not going to give you that bennifit of doubt. They will ask themselves and probably ask each other if there's more going with you than just a costume.

Because with all the possible "manly" costumes that are available, why would a man chose to dress like a woman for Halloween?

Unless... ????

[KymG]

Roberta, i see what you mean, very good point.
I totally see that if i went to a party dressed it would out me.

Perhaps im looking for an excuse to get out, I wasn't planning on seeing anyone i know, i suppose i was referring to the question of "what if i walked down the street".
Which im fairly close to doing anyway. (in the dark)
Have done more and more driving recently.

[Taylor186]

So why would we be "made" for going out on halloween, more so than normally?
I realise there would be more people out and about, but i kind of thought it would work in our favour..
People wouldn't look twice..


As I mentioned before I have CDed on Halloween every year for the last fourteen years. In addition, I have CDed on Halloween 25 of the last 30 years (always wearing a costume) and I have been out normally--dinner, plays, group social events--at least 50 times in the last 20 years. I have Halloween CDed with friends/work colleagues (once), in my local town (a few times) and out of town (a lot). My experience is this:

You are much more likely to be labeled a crossdresser, drag queen, or trans when out "normally." Halloween gives anyone who sees you a mental "it`s Halloween" out. That said,
You are likely to be labeled a crossdresser, drag queen, or trans when you CD with friends/work colleagues or dressing "normally" at Halloween.

If you don't want to worry about being made then go out of town, alone. Yes, more people, more costumes works in your favor.

If "people wouldn't look twice" you picked the wrong costume.

[jamienoir]

Awesome look, Jamie!. I remember watching the Supremes on TV in the sixties. I was always into (or wished I was in) their outfits. Especially the long chiffon gowns. The massive false eyelashes were always interesting as well.

I'm too old now for halloween now.

Thank you!

[Sometimes Steffi]

Almost 40 years ago, I worked for a company that had a cafeteria in the building. The workers in the cafeteria were mostly women, but there was one man. One year he came in dressed for Halloween and worked his usual shift. I think he came dressed as a "lunch lady". He was not very dressed very pretty as befits a lunch lady. I really admired him for his "muffins" coming into work as a woman, Did I think he was a crossdresser? I thought it was possible, but I still thought that I was the only one in the world who crossdressed.

The next Halloween, he came dressed in a different woman's outfit. Did I think he was a crossdresser after the second time? For sure. Now I didn't know this guy any better than the guy who would drop mashed potato on my plate. But the fact that I still remember him almost 40 years later probably means that you get one free pass.

Even (the now disgraced) Matt Lauer showed up en femme at work at least three times on Halloween. Google it if you're interested. Is he a crossdresser? IDK.

[stephenie3756]

jamienoir - you look great! super outfit...

[Ineke Vashon]

I decided to visit the one Halloween store in town. Now, I'm an old timer so when I entered the store the blasted what passes for music hit me like a Niagara Falls of noise. I lasted sixty seconds and made it out with both ears still intact :eek:. How those sales people can deal with that all day is beyond my comprehension.

So, drat, drab again.:straightface:

Ineke

[LIKETODRESS2]

I was hopping to this year but 2 days before I was going to go out I was aked to work a little overtime. I had to pass I saved money by not going out and I got 4 hours of pay for 90 minutes of work at on ovettime pay scale

[JenniferMBlack]

May or may not partially dress for Halloween but the day after for sure. I got the rest of my Darth Vader costume but might change it up with a little fem mode.

[Sometimes Steffi]

I went out last Friday with my DC social group. I dressed as a 20's flapper girl look. Fancy black dress, a long (faux) pearl necklace, a flapper headband with a feather attached and a pink feather boa.

The first person who saw me all dressed up asked if I was going for a 20's look. I told her yes, and she said I "really nailed it."

But there were so many girls wearing creative dresses that I don't think that I was even in the top 10 costumes.

[MarinaTwelve200]

The first Halloween I went out dressed was as a Gypsy Fortune Teller

[Patience]

Question:

If Halloween is the unofficial CDer's holiday, What's the holiday for those of us who cross dress officially?

:heehee:

[JenniferMBlack]

Question:

If Halloween is the unofficial CDer's holiday, What's the holiday for those of us who cross dress officially?

:heehee:

Transgender day of visability. It is March 31st so you missed it this year. I suppose you could also go for comeing out day the first year, or if it is to a new group.

[Angie G]

Did it 3 times 10 or 12 years ago. Now I get more joy giving out the candy to all those little cute trick or treaters. :hugs:
Angie

[Patience]

Transgender day of visability. It is March 31st so you missed it this year. I suppose you could also go for comeing out day the first year, or if it is to a new group.Good call and I was aware that existed, but being a crossdresser is not exactly the same as being trans, is it?

[Crissy 107]

Question:

If Halloween is the unofficial CDer's holiday, What's the holiday for those of us who cross dress officially?

:heehee:
I would have to say that is everyday! 😁

[Patience]

I like that answer. :thumbup:

[Alorob29]

Regardless of it being an unofficial "official" holiday for cross dressers, I do think it's quite easier to go enfemme outdoors without feeling all the anxiety.
I bought a witch costume last year but didn't actually use it as I didn't feel it. But this year I've been preparing for a couple of months now and although it won't be properly halloween, I will still be going to a Halloween party on Saturday. For me will be a great milestone as I suffer from anxiety and the constant fear of being targeted is a thing I hope this day will be a lot less. Thankfully I got a couple of girlfriends that will be helping me and going with me so... I do think it will be done. I'll post of my experience afterwards. Wish me luck. 😉😊

[Staci Roberts]

I spent he entire day out yesterday shopping, making a Costco run etc. fully dressed. I wore a moderate skirt, tights, 2" heels, hair and make-up done..In other words, an outfit and look that blended right in. It was kinda funny, especially in Costco, I got a few stares...but nothing obnoxious by any means...I figured in a worst case scenario, I could simply say "Hey, it's halloween, right? "

[Joanne108]

I venture out crossdressed whenever I feel the need to. So dressing on Halloween is a yes this year!