Oh wow they all sound fun, but if we are talking most realistic for me it would probably be A, hopefully others we be nude around me too

That would be option B. Most humiliating in my opinion and that fits me best.

Hmm... to me, there are two aspects to this: the vacation itself, and the 'cost'.

For the vacation, I think I'd prefer the tropical resort. Fancy hotels are really nice, and tempting, but the risk that they'd be weird about bare feet puts me off a bit, plus I dunno... it just seems less appealing.

For the 'cost'... my favorite is the oral sex for meals, actually. So if I could do the tropical resort, and give oral for meals, that'd be ideal! But otherwise, strictly from the options listed, I'd go with Option A: the tropical resort, and I hand in all clothing at the gate. :)

A) having no option but to be completely naked is the kind of push I need

I would love vacation B

Need a vacation
 

If you were offered one of these vacations entirely free of charge, would you go on one and if so, which one? And why did you make that choice?

Vacation A
You get to spend two weeks on a tropical island resort everything included. The only requirement is that you must stay naked. Upon arrival you have to hand in all your clothes and you will only get them back an hour before you leave for the airport. It's a clothing optional resort so others may be naked as well.In order, I guess this is certainly the easiest to say yes to, presuming sunscreen is allowed. This would be my first choice. Now, if, as expected, this one is all booked up…

Vacation B
You get to spend two weeks on that same tropical island resort, everything included. Only this time everybody else there is allowed to fuck you in the ass or pussy. The sex will be private, you may choose which hole and you may require them to use a condom, but you can't say no to anyone. This would be the choice if the nudist dream trip was fully booked. How do I say no? I can’t. It would be all new experiences, but isn’t that what vacations are about

Vacation C
You get to stay two weeks in a fancy hotel in a city of your choosing. Again all expenses paid for (except personal shopping). The stipulation this time is that you must give somebody who works at the hotel a blowjob for each meal (lunch, breakfast and dinner) that you have. You are free to skip meals for less blowjobs. Third choice. I would either learn a new skill or have a fasting vacation

Vacation D
Last scenario is also in a fancy hotel all expenses paid for. In this scenario you don't have to do anything yourself. Only in this scenario you will have to share your room with a trio, two guys and one girl, who will be be having lots of sex. This would get irritating and probably boring, after a while

Considering I would pay good money to go on vacation A, that’s a no brainer.

I guess option "A." I'm not a nudist, but I did some nude modeling years ago, so the idea of being naked in front of strangers isn't particularly repulsive to me and if others are naked too, I wouldn't feel like an exhibitionist. I'd prefer to wear clothes, but I'm also open to new things.

Definitely option A for me. All expenses paid to get an all-over tan, it's a no-brainer

I'd choose Vacation B. A and C could be fun, but being at the mercy of everyone at a resort like that and being used by anyone would be hot as hell even if I wouldn't want to sleep with many of them under ordinary circumstances.

I'm choosing three cause cause I enjoy having a dick in my mouth

I would choose:

Vacation B
You get to spend two weeks on that same tropical island resort, everything included. Only this time everybody else there is allowed to fuck you in the ass or pussy. The sex will be private, you may choose which hole and you may require them to use a condom, but you can't say no to anyone.

The all nudist wouldn't really work for me as I would love to spend time as my Femme self as well.
And I would love a room for myself, just so I can make a big mess out of it every time.
So that leaves the options for anal or oral. Which I don't really mind both. But it's the tropical island vs the city that does it for me. Tropical Island love.

I think I choose vacation c

I think I'd go with C. I love giving blowjobs and it'be a nice dessert.

Realistically I
'd choose A, but in fantasy land would love to give B a go