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Thread: Have you taken or planned a vacation or holiday to be dressed.

  1. #1
    Administrator Di's Avatar
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    Have you taken or planned a vacation or holiday to be dressed.

    Wondering have you taken or thought about a vacation or holiday to spend a few days or even a week dressed . Escaping from work, family or friends .
    If so tell us where you went.
    Or if just thinking, planning it where would you go?
    Since things are opening up somewhat I thought it might be fun to hear about it. What you have done or what do you like to do.
    If you are a Genetic Female (Female at Birth) and would like to join us in the F.A.B. Forum, please follow the link.

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    Sherlyn,My beautiful sweet girl
    You forever and always will be my one and only true love . ❤️

  2. #2
    Aspiring Member April Rose's Avatar
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    I am planning on spending a week at Fantasia fair this coming October.
    I am a vessel of the goddess. Let me express my calling to a feminine life through nurturing love and relatedness.

  3. #3
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    Oh I could only dream!! My dream would be to go somewhere like LA or San Francisco, someplace with a balcony so I could be outside as much as I want!

  4. #4
    Super Moderator Raychel's Avatar
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    Sure I have thought about it.
    Would love to do a road trip
    Camping by a lake somewhere

    But fear I will never have the courage to step outside of the house
    my sister's reply when I told her how I prefer to dress

    "Everyone has there thing, all that matters is that you are happy, love what you do and who you do it with"

  5. #5
    Enby Member Krea's Avatar
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    Di, that's a good question.
    I agree with Raychel. I would love to dress fully when my wife and i go away in our Autosleeper. Somewhere remote where people do not know us.
    However, while she is ok with me in "gender-blurred" mode, a skirt in public would be a bridge too far....

  6. #6
    Aspiring Member Joyce Swindell's Avatar
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    Since being with my current wife, now almost 13 years, I've been out more than I've been in the previous 53 years before us.
    Without her I wouldn't care to guess how depressed I might be now.
    In 2018 I went to SSC convention in Ft Lauderdale for I think 3 days and 4 nights. I drove from Orlando, leaving in fem and returned in semi male. Spent dinners, several social events, swimming and meetings. There was an entire floor dedicated to meetings and social events including karaoke! Which I LOVE!

    Mye wife and I go out to dinner every couple months or so. Her concern is if someone she knows may approach her that would know man side and cause any issues for me. That it would be a problem for me as she has my back.

  7. #7
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    Yes. My wife suggested we pack up all of our clothes for a trip to Mexico. I was crazy nervous, due to the likihood of being stopped in customs/security, etc. My wife just said, that she?d say it?s all of her stuff?Riiiiiiiiight.

    So I went knowing I would have to own it.

    The security/customs people had questions about some food (oatmeal) and some other stuff made of silicon. ?What?s this?? In Spanish?.my wife tried to explain?no luck?then they immediately knew what everything was, looked at each other and me, and smiled?.thankfully they were all girls. My wife loved this whole situation, and her enthusiasm actually made me feel better.

    Our trip was a about 9 days?after four-five days, I still hadn?t dressed or anything, and the Mrs?was annoyed. ?We can?t pack all of this stuff, hauling it around, only for you not to dress!? So I did a lot the last few days?however, never got up the courage to go out, which is really lame, because I can kinda pass and my wife wanted to put it to the test?she?s 4? shorter than I am?.but whatever, next time.

    We?ll see.

  8. #8
    Gold Member Helen_Highwater's Avatar
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    Apart from last year due to covid restrictions, I've taken a weeks holiday and spent it completely enfemme for at least the last 10 years. I hire a holiday cottage somewhere in North Wales, usually something isolated and quiet so I can come and go largely unobserved but in more recent times that's become less important to me. I did on one occasion take our touring caravan away and used that as a base but encountered no problems even though you're only metres away from your neighbours.

    I'm out and about every day and as my confidence grew I began to do more and more "normal" things. I often ditch the car and travel to other towns by train and or bus. Dining out, cinema, often fills my evening as well as meeting up with others in our community at a social group I tracked down and who welcome me every time I go. Of course there's the mandatory clothes shopping, grabbing a drink and a bit to eat, sometimes in an in-store cafe or I have been known to spot a nice country pub and have lunch there.

    What I will say is it's liberating. So don't think about doing, go on, do it.

    Word of caution; daily close shaving, doing makeup, taking it off, sorting out things to wear, going out in heels for an entire evening, just keeping up appearances can prove to be tiring work. but is it worth it, you bet. Hopefully later this year Helen will be off once more.
    Who dares wears Get in, get out without being noticed

  9. #9
    Sunshine Gal AngelaYVR's Avatar
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    I have gone on three day trips, within my province, without taking a stitch of boy clothes. Will visit friends, shop, see the sights and visit a bar or two. Wine tours are probably one of the most fun things you can do on such a holiday, always had a great time.

  10. #10
    Aspiring Member
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    I have been pondering 3 day adventure to the Denver area. It is one of my favorite cities. I have done a 1 day trip a few years ago but that was just an appetizer. I am not a party person but I do love to shop.
    My wife and I are going to have to work out details. She is fine with my dressing. but doesn't want to be part of it.
    Sara

  11. #11
    Member JoanneNY's Avatar
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    Thanks for asking, DI, I have a week away planned to Maryland at the end of the month to visit a family member who is also a member of this forum. we haven't visited since Covid started so it will be a FUN time, catching up on all things, new outfits, etc....
    It's my only chance to open up in two years, really looking forward to it.
    Joanne

  12. #12
    Gold Member Lana Mae's Avatar
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    Well, I am a transwoman but I am going next month to my class of 1969 picnic! No one there has seen or knows Lana Mae! They have my pic on facebook and my coming out on facebook! They also have my promise that Lana Mae is attending and not Harry! I am walking into the unknown as I have no idea what the various reactions might be! One person said they looked forward to meeting Lana Mae! Another has a trans child! Wish me luck! Hugs Lana Mae
    Life is worth living!
    "Foxy lady! You look so good!!" Jimi Hendrix

  13. #13
    Danielle cdinmd206's Avatar
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    Good Lord willing and the creek don't rise I plan to spend the week of my 70th birthday in Key West, Florida and I plan to stay dress the entire week. Anyone want to join me????? Week of 24 January
    Last edited by cdinmd206; 07-16-2021 at 06:53 PM. Reason: add something

  14. #14
    Administrator Di's Avatar
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    I am loving everyones answers .
    How fun
    If you are a Genetic Female (Female at Birth) and would like to join us in the F.A.B. Forum, please follow the link.

    F.A.B. Forum Access

    Sherlyn,My beautiful sweet girl
    You forever and always will be my one and only true love . ❤️

  15. #15
    Member Yinlingyen's Avatar
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    I have vacationed in Bangkok fully as Yin.
    It was the best experience I have ever had. No one new me, I knew no one.
    Didn't get a eyed. I shopped and dined and I was totally accepted.
    The hotel concierge was so ever accepting as well.
    Loved it.

  16. #16
    Junior Member Teresa.Smith.VA's Avatar
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    Question: Wondering have you taken or thought about a vacation or holiday to spend a few days or even a week dressed?
    Answer: Yes

    Question: Or if just thinking, planning it where would you go?
    Answer: Six week cross country trip by car with wife.
    Fact: Some members can never post pictures in their feminine finery to support their stories and experiences. Please be understanding and kind.

  17. #17
    Silver Member NancyTO's Avatar
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    Been to four week long Diva Las Vegas, one Fantasia Fair, three long weekend Be Alls, and a few dozen long weekend Spring Flings, Fall Flings or Christmas with my local TG Club.

    Still up in the air whether I can attend this year's Diva Las Vegas leading up to Halloween.
    If your not living on the edge, you're taking up too much room.

  18. #18
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    Easy for me. I don't travel anymore. Been there and done it. Travel is fun. I would get to go to various cities where no one knew me. I could go shopping, and try on the latest dresses or suits.

    [SIZE=1]- - - Updated - - -[/SIZE]

    try a resort on the ocean. I stayed in one and the women on vacation next to me asked me about where to shop I told them where the best women's shopping was. One of the women looked over to my balcony and saw I was wearing a sun dress. and had a wine bottle on the table. They came over and we went shopping the next day.

    The other fun was a cruz where several women went with us and I became one of the girls.

  19. #19
    Senior Member TheHiddenMe's Avatar
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    In 2017 I took a train trip to Chicago and posted about it here. Did some shopping and saw Hamilton.

    https://www.crossdressers.com/forums...tty&highlight=

    In 2019 I did seven days across Illinois, doing guy and girl things, including Pinkfest and meeting others on this board.

    https://www.crossdressers.com/forums...est&highlight=

    In 2018 and 2019 I traveled to Cleveland for the USA Triathlon National Age Group Championships and met with Kandi.

    https://www.crossdressers.com/forums...by!&highlight=

    https://www.crossdressers.com/forums...and&highlight=

    I have a GG friend Renee in North Carolina I would like to visit. I would definitely consider flying pretty to visit her.

  20. #20
    Silver Member Sometimes Steffi's Avatar
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    I've gone to the Keystone Conference, 4 nights, all girl, all the time.

    Once, I went with a close CD girl friend, I picked her up at her house and left all my boy clothes there.

    She retired just before COVID started and she and her wife moved to Reno, Nevada. Her wife was already accepting. Since she didn't know anyone and no one knew her, she just decided to go full time girl. I'd like to go visit her when it gets a little cooler. I could be a full time girl for a week.
    Hi, I'm Steffi and I'm a crossdresser... And I accept and celebrate both sides of me. Or, maybe I'm gender fluid.

  21. #21
    New Member
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    I'm so excited about going to Keystone 2022 in Harrisburg, PA. I have never been to a Trans Convention (if that's the proper name). Me and a girlfriend have been planning this for months and reading about pasts Keystone Conventions. We can't wait to get to be ourselves for five whole days! It will be sooo cool to meet kindred spirits and make life-long friends. I live in Southern Indiana and hope to meet some local girls to do what we do... go shopping! tee hee

  22. #22
    Aspiring Member kayegirl's Avatar
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    Until covid, I have taken a couple of weeks each year away in full femme mode. For most of the time to our caravan that was located on the Yorkshire coast. Spent most of the time walking my dog on the beaches there, but dined out every evening.
    When I lost my little pal, we sold the caravan, so my weeks away were to touristy towns like Chester and York, and I booked into Premier inns.
    Now that things are opening up,I'm planning some more trips irate one to the Northumberland coast I think.
    Also have a twice yearly weekend meet with my social group, reopening soon.

  23. #23
    Junior Member Amelia_Rose's Avatar
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    I've only made one overnight trip away from home that was specifically for my femme self, and that was to a resort/casino where my wife and I met up with another couple who we also met via the crossdressing community on Instagram, and spent a night out. We are considering working some time into our planned holiday trip to my parent's house this year for a bit of girl's time (my parents are aware of, but not entirely open to, my gender identity). We'll see!
    Never forget that life is short. Whatever you believe, there's no guarantee of tomorrow or a second chance, so live your life the way you want! Be kind to yourself, be kind to others, and let's make this world a little brighter together!

  24. #24
    I can only be me Samm's Avatar
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    Yup!
    4 day weekend In beautiful New Hampshire next weekend with the wifey. Although we'll be hiking in the mornings (in boy mode), I'll have afternoons/evenings to stroll the village and be touristy in girl mode.
    We both get what we want that way.

  25. #25
    Silver Member CynthiaD's Avatar
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    Not where would I go, but where did I go.
    Las Vegas
    Seattle
    Des Moines
    Oklahoma City
    Washington DC
    New York City
    Planning another Las Vegas trip later this month.

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