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Requesting Risky & Naked Dares
- Thread starter WildCallie
- Start date
- Featured
Lunches with friends are always fun, especially if one has additional kinky agendas in mind.
The climax of the meal wouldnt be paninis or salads or dessert, but my empty purse that I hid inside my big purse. Well, it wasnt entirely empty. It had one sexy bra, one pair of thongs, and a couple of printed out naked pictures of me that showed more yummies that the restaurant's entire menu.
After we all ate and paid, I went to the women's bathroom, where I took out the hidden purse. My heart was pumping hard because I was about to give someone I don't know naked pictures of me.
I also wanted to use this opportunity to use a dildo in the bathroom stall, but it slipped out of my hands and rolled on the floor - after which I decided to not insert it anywhere. This left me very horny and unfulfilled.
When I came out of the bathroom, my friends were heading towards the door. I handed of them my small purse, telling them that someone forgot it in the bathroom and that we should give it to one of the waiters to bring to the front desk. My friends, thinking nothing if it, gave it to one of the waiters, a 25-something guy with a gorgeous smile, who promptly took it up front.
I got butterflies in stomach; it was finally done. We exited quickly. I was afraid to look back to see if someone opened it.
I shall return here later tonight or tomorrow to retrieve it.
Part 2 will follow
The climax of the meal wouldnt be paninis or salads or dessert, but my empty purse that I hid inside my big purse. Well, it wasnt entirely empty. It had one sexy bra, one pair of thongs, and a couple of printed out naked pictures of me that showed more yummies that the restaurant's entire menu.
After we all ate and paid, I went to the women's bathroom, where I took out the hidden purse. My heart was pumping hard because I was about to give someone I don't know naked pictures of me.
I also wanted to use this opportunity to use a dildo in the bathroom stall, but it slipped out of my hands and rolled on the floor - after which I decided to not insert it anywhere. This left me very horny and unfulfilled.
When I came out of the bathroom, my friends were heading towards the door. I handed of them my small purse, telling them that someone forgot it in the bathroom and that we should give it to one of the waiters to bring to the front desk. My friends, thinking nothing if it, gave it to one of the waiters, a 25-something guy with a gorgeous smile, who promptly took it up front.
I got butterflies in stomach; it was finally done. We exited quickly. I was afraid to look back to see if someone opened it.
I shall return here later tonight or tomorrow to retrieve it.
Part 2 will follow
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- Joined
- Jan 8, 2026
- Gender
- Male
- Pride
Bisexual
You are to wear a loose fitting top and jeans (when the temperature allows) without bra or panties. Your fly is to be left partly open.
Also, some clothing malfunctions are on the card .... just make sure that when your boob pops out of your top there are people around who could possibly see what happened. Extra points if you are home in the presence of family members.
Also, some clothing malfunctions are on the card .... just make sure that when your boob pops out of your top there are people around who could possibly see what happened. Extra points if you are home in the presence of family members.
Love it. I can even do this tonight
- Joined
- Jan 8, 2026
- Gender
- Male
- Pride
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Bisexual
Perfect, let us know how it goes
What kind of top do you have in mind?
- Joined
- Jan 8, 2026
- Gender
- Male
- Pride
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Bisexual
Ideally something loose fitting to make it easy for people to get a glimpse of your boobs and also so that one of your boobs (or both) can easily pop out of your top
Like short crop top do that when i raise my hands and stretch up, boobs peek out?
- Joined
- Jan 8, 2026
- Gender
- Male
- Pride
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Bisexual
Yes, sounds perfect
Another option would be a vest type top with open sides like this. Might give more opportunity for peeks at your boobs, although less control of when it happens
Next time your brother has friends over, drink plenty of water so you'll need a pee and head to your room. Put on spotify or whatever music streaming service you use and play a playlist of running water sounds, something like this
Once you feel close to bursting roll 2 d6.
Noe leave the room naked and sneak to the bathroom. Don't lock the door.
Before you can pee you must sit facing the door with your legs spread (depending on the orientation of the room you might need to do it on the floor, but if you can do it perched on the edge of the bath or toilet do that).
Before you are allowed to pee you must spank your pussy the number you rolled on the dice.
Once you've peed you can't wipe until yoinhave resumed your previous position and edged using your hands only for the number of times you rolled. If you aren't in denial when youn do this dare you may now cum. Otherwise, bad luck
Before reaching for the toilet paper to clean up you pussy, dab a little of the combination of pee and vaginal fluid on your neck, behind your ears and on the pulse points on your wrist [personally I prefer the French colloquialism cyprine but most people don't know what that is if you say it].
Now you can go back to your room. Dress and head to where your brother is hanging out, with the smells of what you've just done still clinging to you.
Take frequent surreptitious sniffs of your wrist as you sit with your bro (and hopefully his friends as well).
Noe leave the room naked and sneak to the bathroom. Don't lock the door.
Before you can pee you must sit facing the door with your legs spread (depending on the orientation of the room you might need to do it on the floor, but if you can do it perched on the edge of the bath or toilet do that).
Before you are allowed to pee you must spank your pussy the number you rolled on the dice.
Once you've peed you can't wipe until yoinhave resumed your previous position and edged using your hands only for the number of times you rolled. If you aren't in denial when youn do this dare you may now cum. Otherwise, bad luck
Before reaching for the toilet paper to clean up you pussy, dab a little of the combination of pee and vaginal fluid on your neck, behind your ears and on the pulse points on your wrist [personally I prefer the French colloquialism cyprine but most people don't know what that is if you say it].
Now you can go back to your room. Dress and head to where your brother is hanging out, with the smells of what you've just done still clinging to you.
Take frequent surreptitious sniffs of your wrist as you sit with your bro (and hopefully his friends as well).
Hey
@totalgirlie I loved the idea of this challenge and have finally completed it yesterday. Yay!
But... gosh... it kind of evolved and took on a life of its own and so many twists that I did not expect.
I made a very detailed blog post as a report, in case you're curious to find out more.
Callie
Another faproulette suggestion
[Link removed by mod. Leading to pornography.]
How about a thread specifically for faproulette suggestions?
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A few amendments/ additions.
So I was just reading about perfumes (as one does).
Fagrances last better when applied to clean moisturised skin. So start by going naked to bathroom and having a quick shower. Dry off fully and head back to your room leaving the towel there. Back in the bathroom apply a neutral unfragranced body moisturiser.
The best carrier of frgrance on the human body is hair. It also helps create "sillage" (a scent trail) so try and get some of your juices worked into your hair.
When hanging with your bro and friends tell them you are happy to fix anyone a drink, just ask anytime they want and keep yourself topped up with plenty of fluids. Whenever you are getting drinks play with your pussy a little with your free hand whilst pouring and if you get wet top up your special perfume. If you are putting ice in drinks, rub an ice cube on your nipples under your top before putting it in a drink.
If you need to use the bathroom again then you can't lock the door and must strip and stay naked whilst in there.
Gym dice dare. 
Roll a D6 for each category
Dice 1. Clothes - top.
1,2. White sports bra that shows nipples.
3,4 .Thin light coloured crop top that sits just under your boobs when standing straight - no bra
4,5 .Thin light coloured open sided vest top - no bra
Dice 2 -Clothes - bottom
No underwear unless stated
1. Tight leggings/ yoga pants in a light material that shows cameltoe.
2. Small, tight shorts thay show butt cheeks.
3. Sports thong
4. Short athletic skirt with a regular white thong or g-string.
5. Short athletic skirt. No underwear.
6. Seamless tights/ pantyhose.
Dice 3: Where to get changed.
1. Get changed in the changing room, but outside of any cubicles.
2. Get changed in your car in the car park.
3. Get changed in the car park but not in your car. Leave your change of clothes in the trunk
4. Park up somewhere on the way to the the gym and get changed in your car
5. As 5, but get out of your car to change and leave your clothes in the boot.
6. Re-roll. But edge once between stripping off your clothes and dressing for the gym.
Dice 4: The workout (Optional roll)
The listed workouts are all 1 hour. You can choose to roll one of the workouts listed, just pick one of them you like or find another routine that works better for you, but aim for one that takes at least an hour.
All workouts from here
1- Full body workout
2 - HIIT
3 - cardio
4 - strength
5 - kettleball
6 - free choice.
Dice 4. During the workout
1 - After 10 to 15 minutes "accidentally" spill water down your top. Aim to make the top more sheer around your boobs.
2 - every 10 minutes (or every time you change equipment for routines using more than one piece of equipment) flash your boobs for 5 seconds
3 - as 2 but flash your pussy or ass for 5 seconds instead.
4. As 2 but pinch your nipples instead of flashing.
5. As 2 but alternate between flashing your boobs and your ass/pussy.
6 . Do 1 and 4
Dice 5. Changing room/ showers
1. Take your top into the shower and get it thoroughly soaked
2. Roll a d6. Edge that many times in the changing room or shower.
3. Roll a d6. Spank each ass cheek that many times.
4. Roll a d6. Pinch and twist your nipples and hold them like that for 5 seconds that many times.
5. Roll again. If you get 5 again do any 2 from 1 to 4
6. Roll again. If you get 6 again do any 3 from 1 to 4
Roll a D6 for each category
Dice 1. Clothes - top.
1,2. White sports bra that shows nipples.
3,4 .Thin light coloured crop top that sits just under your boobs when standing straight - no bra
4,5 .Thin light coloured open sided vest top - no bra
Dice 2 -Clothes - bottom
No underwear unless stated
1. Tight leggings/ yoga pants in a light material that shows cameltoe.
2. Small, tight shorts thay show butt cheeks.
3. Sports thong
4. Short athletic skirt with a regular white thong or g-string.
5. Short athletic skirt. No underwear.
6. Seamless tights/ pantyhose.
Dice 3: Where to get changed.
1. Get changed in the changing room, but outside of any cubicles.
2. Get changed in your car in the car park.
3. Get changed in the car park but not in your car. Leave your change of clothes in the trunk
4. Park up somewhere on the way to the the gym and get changed in your car
5. As 5, but get out of your car to change and leave your clothes in the boot.
6. Re-roll. But edge once between stripping off your clothes and dressing for the gym.
Dice 4: The workout (Optional roll)
The listed workouts are all 1 hour. You can choose to roll one of the workouts listed, just pick one of them you like or find another routine that works better for you, but aim for one that takes at least an hour.
All workouts from here
1 hour gym workouts | 60 Minute workouts
From building endurance to blitzing your whole body, 60 minute workouts have huge benefits for your health. Use our plans to make the most of every second.
www.puregym.com
1- Full body workout
2 - HIIT
3 - cardio
4 - strength
5 - kettleball
6 - free choice.
Dice 4. During the workout
1 - After 10 to 15 minutes "accidentally" spill water down your top. Aim to make the top more sheer around your boobs.
2 - every 10 minutes (or every time you change equipment for routines using more than one piece of equipment) flash your boobs for 5 seconds
3 - as 2 but flash your pussy or ass for 5 seconds instead.
4. As 2 but pinch your nipples instead of flashing.
5. As 2 but alternate between flashing your boobs and your ass/pussy.
6 . Do 1 and 4
Dice 5. Changing room/ showers
1. Take your top into the shower and get it thoroughly soaked
2. Roll a d6. Edge that many times in the changing room or shower.
3. Roll a d6. Spank each ass cheek that many times.
4. Roll a d6. Pinch and twist your nipples and hold them like that for 5 seconds that many times.
5. Roll again. If you get 5 again do any 2 from 1 to 4
6. Roll again. If you get 6 again do any 3 from 1 to 4
Swimming pool dice dare. 
Dice 1 - swimming costume
1, 2. Light coloured bikini with the lining carefully removed
3, 4. Microbikini
5,6. Regular light coloured thong panties and a regular bra.
Dice 2. Getting changed
1. Get changed in your car in the car park.
2. Get changed in the car park but not in your car.
3. Drive to the pool already in your costume.
3. Put your change of clothes and towel in a locker, but leave it unlocked. Toss a coin*
4. Put your change of clothes and towel in a locker, leave the key somewhere in the changing room. Toss a coin*
5. Put your change of clothes and towel in a locker. Leave a purse with some used underwear in it and the key in it in the changing room but not the locker.Roll a dice*
6. Re-roll but add one edge between stripping out of your clothes and putting on your swim costume.
*If you rolled for a coin toss:
Heads Print or write out: "Give WildCallie dares on kinkywonderland.ca ". And leave the paper on top of your stuff in the locker.
Tails. Print out a naked picture of yourself and leave it on top of your stuff in the locker.
Dice 3. During the swim.
1,2- roll a d6. Swim at least that number of lengths with your top pulled to expose your boobs or off completely.
3,4 - roll a d6. Swim at least that number of lengths with your bottoms pulled to one side or removed completely.
5, 6 - do 1 + 2
Dice 4
In the shower after the swim.
First toss a coin.
Heads. Take your swimsuit into the shower but take it off whilst in there.
Strip and leave your swimsuit oitside the shower/ shower area.
1. Roll a d6. Edge that many times.
2. Roll a d6. Spank each tit that many times
3. Roll a d6. Spank each ass cheek that many times
4. Roll a d6. Spank your pussy that many times
5. Do any 2 from.1-4
6. Do any 3 from 1-4
Dice 1 - swimming costume
1, 2. Light coloured bikini with the lining carefully removed
3, 4. Microbikini
5,6. Regular light coloured thong panties and a regular bra.
Dice 2. Getting changed
1. Get changed in your car in the car park.
2. Get changed in the car park but not in your car.
3. Drive to the pool already in your costume.
3. Put your change of clothes and towel in a locker, but leave it unlocked. Toss a coin*
4. Put your change of clothes and towel in a locker, leave the key somewhere in the changing room. Toss a coin*
5. Put your change of clothes and towel in a locker. Leave a purse with some used underwear in it and the key in it in the changing room but not the locker.Roll a dice*
6. Re-roll but add one edge between stripping out of your clothes and putting on your swim costume.
*If you rolled for a coin toss:
Heads Print or write out: "Give WildCallie dares on kinkywonderland.ca ". And leave the paper on top of your stuff in the locker.
Tails. Print out a naked picture of yourself and leave it on top of your stuff in the locker.
Dice 3. During the swim.
1,2- roll a d6. Swim at least that number of lengths with your top pulled to expose your boobs or off completely.
3,4 - roll a d6. Swim at least that number of lengths with your bottoms pulled to one side or removed completely.
5, 6 - do 1 + 2
Dice 4
In the shower after the swim.
First toss a coin.
Heads. Take your swimsuit into the shower but take it off whilst in there.
Strip and leave your swimsuit oitside the shower/ shower area.
1. Roll a d6. Edge that many times.
2. Roll a d6. Spank each tit that many times
3. Roll a d6. Spank each ass cheek that many times
4. Roll a d6. Spank your pussy that many times
5. Do any 2 from.1-4
6. Do any 3 from 1-4
- Joined
- Jan 8, 2026
- Gender
- Male
- Pride
-
Bisexual
Have you done this dare?
- Joined
- Jan 9, 2026
- Gender
- Male
If you've got access to a car, or are comfortable walking a distance (perhaps at night) while naked, you can do the "Clothes Donation Bin" dare where you find a local donation bin, wear an outfit you're okay with donating, throw it in the bin and drive (or walk) home naked.
Love it!
