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Thread: Halloween, the unofficial Cross-dresser's Holiday

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  1. #1
    Banned Read only WendyB's Avatar
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    Halloween, the unofficial Cross-dresser's Holiday

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

  2. #2
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    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?

  3. #3
    Banned Read only WendyB's Avatar
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    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.

  4. #4
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    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?

  5. #5
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    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.

  6. #6
    Female Illusionist! docrobbysherry's Avatar
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    Quote Originally Posted by Tracii G View Post
    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!
    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!
    42726.jpg
    U can't keep doing the same things over and over and expect to enjoy life to the max. When u try new things, even if they r out of your comfort zone, u may experience new excitement and growth that u never expected.

    Challenge yourself and pursue your passions! When your life clock runs out, you'll have few or NO REGRETS!

  7. #7
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    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!

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    I like your style I might just take your advice!

  9. #9
    Aspiring Member jacques's Avatar
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    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

  10. #10
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    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.

  11. #11
    Exploring NEPA now Cheryl T's Avatar
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    I am, but I haven't decided on my outfit yet or where I want to go.
    I don't wear women's clothes, I wear MY clothes !

  12. #12
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    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 !
    Last edited by Teresa; 10-17-2019 at 09:10 AM.

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    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.
    Last edited by Robertacd; 10-15-2019 at 06:51 PM.

  14. #14
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    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.

  15. #15
    Silver Member Micki_Finn's Avatar
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    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...??

  16. #16
    Banned Read only WendyB's Avatar
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    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.

  17. #17
    Aspiring Member KymG's Avatar
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    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.

  18. #18
    Aspiring Member KymG's Avatar
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    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.

  19. #19
    Crossdresser Taylor186's Avatar
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    Quote Originally Posted by KymG View Post
    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.
    Last edited by Taylor186; 10-21-2019 at 11:45 AM. Reason: clarity

  20. #20
    Aspiring Member fun4metoo2004's Avatar
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    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.

  21. #21
    Senior Member Jean 103's Avatar
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    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.

  22. #22
    Aspiring Member KymG's Avatar
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    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.

  23. #23
    Member CayleeMarie's Avatar
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    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...

  24. #24
    Gold Member Alice Torn's Avatar
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    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.
    Last edited by Alice Torn; 10-15-2019 at 06:01 PM.

  25. #25
    Struggler with CDing Pixie_94's Avatar
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    Halloween isn't celebrated in my country, but even if it was, no, not even if anyone gave money.

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