Vacation dares

[Sub2004]

Hi all, long time reader first time poster.

I’m going on vacation in a few weeks with a friend, this is the first time we go without others and I would like to explore with some dares. My friend knows about this and is ok with it, if necessary she could also assist.

I would like to explore and find my limits so please don’t go to easy on me.

We will be in a hotel for the first 3 days for a city trip, then go to a vacation park for 1,5 week and finish with a week of camping.

Things I think I would like and want to try are:
Pain
Humiliation
Orgasm control
Public humiliation
Anal
Bondage
Clothing control

I’m also open to new suggestions.

I already bought some toys but willing to buy more, currently own:
2 dildo’s with suction cups
Buttplug
Electro unit
Nipple clamps
Rope
Collar
Leash
Mask
Ballgag

I’m looking forward to any dares and suggestions and will write/share a vacation report where dares are involved

Edit: I’m also open to following rules

[Wendy2002]

Lets start you off on some training:
Every morning when you wake up you do 15 minutes of cock sucking training on the dildo.
After that your friend will help you and make it deepthroat training where she will take hold of your hair and control how deep you take it and how long you hold it in your throat

[ycoldwater]

How about this…

Your friend is going to act as a strict personal trainer to get you “beach body ready” during the first few days of your holiday. To achieve this they will watch you do a 15 minute HIIT workout naked every morning wearing your nipple clamps and butt plug. After that they will watch you take a 5 minute cold shower (making sure you don’t cheat). If the shower has a handheld showerhead then they will hold it and spray you. They will also scrub your body with exfoliating gloves during the shower. After that, if they feel you worked out hard enough they might let you have an orgasm.

[just.for.fun01]

Your friend will need to give you permission to orgasm during the whole trip, if this is out of your friends comfort zone then you can only orgasm from tasks or if you are having sex with someone

You must edge 10 times each day

Your friend can do whatever they want to you

When it is just you and your friend you must be naked

Try my edgy workout task if you would like

[Sreeen]

So your first rule is no underwear for the whole trip

[XaceX]

You will strip naked with ball gag in for 15 mins. Stand with legs spread and hands on head. You may not move. Your friend will may pinch, snap rubber bands, spank, twist, or anything else to your body to mess with you.

Your hands must stay on head with legs spread standing. If you move PM me for an extreme punishment.

[LeonK64]

For at least the city part, go with the no underwear since someone suggested skirts only.
Each day your friend will snip your skirts shorter than the previous day's skirt with scissors

[Sophiesub]

You will wear your plug for at least 4 hours a day

Edge yourself daily in a public place

[MrCrazy]

Bring a dice.

Some hotel dares for the city trip:

* Get a bucket of ice:
[dice 1]
1) Fully naked, no covering up
2) Wearing nothing but panties/bikini bottoms
3) In underwear only (if allowed any, else nude)
4) Nakedly wrapped up in a towel - not allowed to hold or readjust
5) Wearing just a T-shirt
6) Double dare, roll twice again
[dice 2]
1) No toys
2) Wear collar and leash
3) Butt plugged
4) With nipple clamps on
5) Gagged
6) All of the above

* Order roomservice and answer the door:
Same as above.

* Have your friend hide an object somewhere in the hotel and draw a treasure map or point it on a floor plan.
Go find and retrieve the object, same dices as above.

* Stand naked in front of your hotel window:
- Legs spread, hand behind your head.
- Blindfolded with all of your holes stuffed and nipples clamped.
Do so:
[dice]
1) For 15 minutes, pitch black
2) For 15 minutes, lights on
3) For 10 minutes while being spanked flat-handed by your friend, pitch black
4) For 10 minutes while being spanked flat-handed by your friend, lights on
5) For 5 minutes while being whipped with a leather belt, pitch black
6) For 5 minutes while being whipped with a leather belt, lights on

* Pop one of the suction cup dildo's on the hotel window and edge [dice] times.

And a city dare:

*Visit some landmarks and have a picture:
At one while flashing your ass:
[dice]
1) pick a pose
2) spreading your ass cheeks
3) plugged
4) bent over
5) showing a red hand mark
6) all of the above
At one while flashing your pussy:
[dice]
1) pick a pose
2) spreading your pussy lips
3) toying a dildo
4) sitting down, legs spread wide open
5) naked below waist
6) all of the above
At one while flashing your tits,
[dice]
1) pick a pose
2) pulling your nipples sideways
3) wearing nipple clamps
4) while topless
5) showing a red hand mark on one of them
6) all of the above
And at one fully nude.
[dice]
1) pick a pose
2) riding a dildo
3) nipples clamped
4) red hand marks on ass and tits
5) ass plugged
6) all of the above

Hope you like (some of) these.
Please comment and we will come up with some more for the rest of your vacation

Have fun!
~Crazy~

[Sub2004]

Thankyou all for the dares

Looking forward to doing them during the vacation. Also still open for more if anyone wants to add

[masterkeys]

Another option, if having breakfast in the hotel restaurant, your friend goes alone and leaves you in the bed tied naked, gagged, blindfolded and listening to music so you can't hear anything in the room.

[Greatcornbow]

Originally Posted by Sub2004

Hi all, long time reader first time poster.

I’m going on vacation in a few weeks with a friend, this is the first time we go without others and I would like to explore with some dares. My friend knows about this and is ok with it, if necessary she could also assist.

I would like to explore and find my limits so please don’t go to easy on me.

We will be in a hotel for the first 3 days for a city trip, then go to a vacation park for 1,5 week and finish with a week of camping.

Things I think I would like and want to try are:
Pain
Humiliation
Orgasm control
Public humiliation
Anal
Bondage
Clothing control

I’m also open to new suggestions.

I already bought some toys but willing to buy more, currently own:
2 dildo’s with suction cups
Buttplug
Electro unit
Nipple clamps
Rope
Collar
Leash
Mask
Ballgag

I’m looking forward to any dares and suggestions and will write/share a vacation report where dares are involved

Edit: I’m also open to following rules

Make or have your friend make for you acouple of tack bras one size too small and lockable at the back fot you to wear 24/7 throughout the vacation, with your friend keeping the key. They can only be removef by your friend for changing when one needs washed.

[Daremaster04]

You give all your clothes to your friend , and she decides how slutty you will dress and can ask you to remove any piece any time and you must obey her.(Like panties in the washroom of a restaurant)

[MrCrazy]

* No orgasming for the entire stay at the park

* Always naked when inside and/or entering the cabin - if possible, keep all of your clothes outside (or have them locked up inside by your friend)

* If the holiday park has a tennis court go for a play when it's abandoned:
Play up a ball straight into the air and immediately strip off one item of clothing.
If your clothing hits the ground only after the ball does throw it over the far end of the fence (farthest from entrance), otherwise hang it over the net.
Repeat with anything you are wearing.
Put on collar, gag and buttplug.
Your friend will get a racket, you have to do without.
She will be playing at least 30 balls at you, which you need to stop/play with your body.
(find out how many you can endure)
Balls can hit the ground once before your body does.
Each ball missed by you will get you one penalty point,
Each ball returned over the net will reduce penalty points by 2.
At the end of the play remove your buttplug, bend over and receive a firm racket slap for each penalty point.
Collect your clothes and get dressed on the field.

* If there's a swimming pool:
PART ONE
Strip naked in a cubicle (preferably as far away from lockers as possible).
Hand over your clothes to your friend, she will lock them away as well as your swimming gear (in a different locker).
She will also lock a toy in some other lockers before returning to your cubicle.
Pick a key and go find out what's inside.
If it's your clothes, lock them again.
If it's a toy, take it to your cubicle while toying/applied. Your friend will decide for how long to play with.
If it's your swimming gear, go put it on in the cubicle.
Repeat until ready to have a swim.
PART TWO
After swimming, your friend will leave you in the showers nakedly and without towel, while locking your swimming gear and in a different locker a towel.
She will also put your clothes into a different locker than before, so there's no chance of recognizing it's key, and throw in a toy into each locker.
You will then pick out a key, and walk back to the cabin wearing/toying whatever you find inside.

Have fun,
~Crazy~

Want some more?

[Emily2004]

Next time on vacation should try going naked on the beach.