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

[Di]

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.

[April Rose]

I am planning on spending a week at Fantasia fair this coming October.

[gwencd158]

I live in New England. I would love to do a few nights there. How nice it must be to dress 24x7, go out to restaurants, attend the events, work out and walk and shop en-fem

[Blonde617]

I live in New England. I would love to do a few nights there. How nice it must be to dress 24x7, go out to restaurants, attend the events, work out and walk and shop en-fem

Looking into spending a day and night in Provincetown, just to get out!

Skiiing could work everyone has a helmet and mask anyway!

[BustyOlivia]

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!

[Raychel]

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

[Krea]

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....

[lingerieLiz]

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.

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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.

[TheHiddenMe]

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.

[Sometimes Steffi]

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.

[Joyce Swindell]

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.

[DTelia]

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.

[Geena75]

I never have. I could dream about doing an overnighter to a gathering of West Michigan folk and dressing the whole while, but I can't see how it would happen. It is a fun dream, though.

[docrobbysherry]

Yes, I've done this every year for the last 12 years, until Covis shut everything down last year!

Started with 3 years of the SCC in Atlanta.
Then, 3 years of Rubberdoll World Rendesvous in Minneapolis. (These were only 3 days and nites.)
8 years of DLV in Vegas.
And, 4 years of WildSide in Vegas.

These r all week long Trans get togethers!

This year, DLV and WildSide plan to throw a joint event in Vegas the last week in Oct. We r expecting upwards of 300+ T girls and spouses to attend this once in a life time event!

[kimdl93]

the closest I have come to a vacation has been the road trips between my former home in Texas and family in Minnesota. It usually two me a couple days of driving each way. I have made such trip in girl mode over the past 10 years. Most of the time was in the car, of course, but every few hours I stopped for fuel, each night I checked in to a motel, and enjoyed dinners and breakfasts wherever I stopped.

[Helen_Highwater]

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.

[AngelaYVR]

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.

[sara66]

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

[VtVicky]

SuziH,

I'd love to go over all the details of my experience, but, since I have discussed this place many times in previous posts, I don't want to bore anyone with repetition. So, if you google Rainbow Resort, you can get all the technical details. However, my contribution to the discussion is this: The first time I went there was my first time EVER being dressed in public. I had no idea what to expect, but since it was advertised as a CD/TG weekend, I figured if it was going to happen, (being dressed in public), this was the time and place.

I have two very vivid memories of that first night. First was how incredibly normal I was treated. The desk clerks were friendly, and helpful. It felt like I had been there many times before. People actually talked to me without freaking out. In fact, it felt odd feeling so normal. I had to look down a couple of times to make sure I was dressed.

The second memory that helped define my experience the first night was at dinner. I was eating alone, and noticed a number of tables pulled together that accommodated several CD/TG diners. Apparently they noticed me as well. Because, after a few minutes, one of them came to my table and invited me to join them. I finished my meal and joined them for desert. I never ate alone again for the rest of the weekend!

When you go on their web site you will note that there are several CD/TG weekends throughout the year. (If you can make their Halloween Party, go! It is insane. Talk about walking fantasies....) However, Don't feel like you are restricted to the CD/TG weekends. I have gone there on regular weekends and felt just as comfortable even though I was the only CD in the dinning room. Desk and wait staff don't bat an eye. And, the non-CD guests are just as friendly around the pool and patio.

If you have any specific questions, feel free to ask.

The next CD/TG weekend is July 30 to Aug 1

I'll be there if you want to chat some more.

[JoanneNY]

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.

[VtVicky]

SuziH.

My house got hit by a flash flood last night. So, I'm going to have to pass on the RR CD/TG weekend this time.

Perhaps we can meet at the Halloween party.


Sorry


BTW; All my clothes are safe.

[Lana Mae]

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

[cdinmd206]

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

[Di]

I am loving everyones answers .
How fun

[RicciMarie]

There is a 8 day crossdress cruise planed out of miami oct 30 . Info in upcoming events .