Requesting Risky & Naked Dares

[daringrandom]

And so the story grows

 

[WildCallie]

Dare from a friend while I am visiting her
* Her dare for me to run to the end of the corridor, come up the stairs one flight, run down another corridor, and come down another staircase, while knocking on doors of 3 apartments on each floor.
* I will be out of my belt and fully naked, collarred, gagged, [added: and plugged] and with any bodywriting if your choice, with no limits on location or words.
* I will have to hold a dildo in my pussy with one hand, and another dildo in my free hand.
* I will have a message timer with my naked pic sent to my brother if I dont come back in 5 minutes
* [added: I will do 3 edged beforehand to be very wet]
* The only thing I choose is time today, as long as its done before sunset.

 

[GetdareTEO]

Dare from a friend while I am visiting her
* Her dare for me to run to the end of the corridor, come up the stairs one flight, run down another corridor, and come down another staircase, while knocking on doors of 3 apartments on each floor.
* I will be out of my belt and fully naked, collarred, gagged, [added: and plugged] and with any bodywriting if your choice, with no limits on location or words.
* I will have to hold a dildo in my pussy with one hand, and another dildo in my free hand.
* I will have a message timer with my naked pic sent to my brother if I dont come back in 5 minutes
* [added: I will do 3 edged beforehand to be very wet]
* The only thing I choose is time today, as long as its done before sunset.

That is lovely! Can’t wait to hear how that goes! I can’t decide what I hope for more - that you get caught or spend too much time waiting for the coast to be clear to not make it back in 5 mimutes

 

[WildCallie]

That is lovely! Can’t wait to hear how that goes! I can’t decide what I hope for more - that you get caught or spend too much time waiting for the coast to be clear to not make it back in 5 mimutes

I am also supposed to have an insane amou t of bodywriting when doing this, so getting caught is gonna be like super embarrassing, especially with all the toys in me or on me as well. The pic to the brother will be something from before, something more sexy, although he did see me fully naked recently.

 

[MasterMunchy]

Here is a simple, yet very public one
Go on a 30 minute walk, every empty alley you see, take a topless photo on your phone.
Feeling extra risky? Drop your bottoms fully for 30 full seconds in the alley before pulling them back up and continuing your walk

 

[WildCallie]

9pm. Stepped out of Heather's apartment into the corridor fully naked with a dildo in hand. Stuck it to a wall (surprisingly it stuck), bend forward, inserted it into pussy, and fucked myself - while being terrified that someone will come out of the apartment , staircase, or elevator. Heather had locked the door behind me, so I had no escape. When I was done, I knocked on the door gently only to be told to knock louder. I knocked louder but was told to br more louder... I practically had to band the door for her to let me in....

 

[WildCallie]

Here is a simple, yet very public one
Go on a 30 minute walk, every empty alley you see, take a topless photo on your phone.
Feeling extra risky? Drop your bottoms fully for 30 full seconds in the alley before pulling them back up and continuing your walk

I like this one. Thanks for proposing it

 

[Greatcornbow]

Why not tell your KH friend that our brother's seen and has offered. Ask what she thinks. If she likes she can give key to brother direct, or even better suggest he get a lockbox for the key she will still keep but brother can hold key to lockbox. Then they will both have a veto on you.

Also you can offer to be KH for any of his friends if they are interested. And/or you brother might consider trying one if he dare. If he will not then call him a scaredycat.

Have you considered this? I saw you gave it a wow!

 

[MasterMunchy]

I like this one. Thanks for proposing it

Youre welcome
Looking forward to hearing the results of completing it

 

[ChrisPlayTime]

Hey, I'm new here and it's amazing to see all these creative ideas.
I will also add something, I already tried out.

Go out into the nature. Maybe a wood or at least a place with a few trees. Take a bike lock with you.

At any location that must be visible from the main path, open the bicycle lock and hide the key. Now go further the path for 5 minutes (or maybe you can ask someone how far you should go).

Now strip totally naked and lock your clothes with the bike lock to a tree.

Have fun to go back and find the Key. Take a picture of you naked with the Key. Finally finde your clothes, unlock and get dressed again.

When I remember correctly, I was really horny doing this dare.

 

[Luthor]

Your adventures are always a joy to read.

I wonder if stairway dares could be interesting. There are stairs all over: buildings, parking lots, apartments, etc. You'd probably want to make sure they don't have any cameras in them.

Best to start simple: Run down and up a staircase naked.

You _can_ reverse it, but I think there's a benefit to leaving the harder trek (up) for last.

Optional parts:

1. Set/hide keys at one end, strip and lock your clothes up at the other end (e.g. car or bag), .
2. Edge at the start
3. Edge at the bottom
4. Set multiple keys in multiple places (different levels, different staircases).
5. Let someone else hide the key(s).
6. Add accessories (handcuffs, butt plug, headphones)

How many levels can you do? Can you find bigger staircases that work?

 

[WildCallie]

The Big Wet - or Houston, we have (Eye) Contact

My brother's friends were over today. I put on on a short dress (with no panties or bra of course) and headed down to the basement.

As an "appetizer", I went into the bathroom there, leaving the door closed but unlocked; stripped naked, and edged. It was so hot to think that someone may walk in any second. But I got unlucky, and no one did.

The Main task had be hyperventilating slightly, but my horny brain did not care. I walked out to them, sat on the edge of a side table facing them and asked what video game they were playing. A couple of them turned heads and began explaining. This was the moment I was waiting for...

I promptly raised my right leg also setting it on the table, and proceeded to tie a shoe lace. This giggled hiked my dress up, exposing my pussy. I also pivoted my leg out so that my legs are spread. With this my pussy was on full display, and not just a quick glimpse, vsible from only a certain a angle, obscured by shadows; it was full exposure, visible from all angles including from my own eyes, with great lighting.

As my hands were tying the showlace, I looked at them and observed their reactions: their eyes darted from my face to my very wet exposed pussy, and their language stutterred. I kept this position for about 20 seconds, feigning complete ignarance of my exposure, while tying and retying the shoelace. Having 7 pairs of guys eyes, including my own brother, on my wet pussy was wild.

After 20 seconds, I put my foot down and went up to my room, telling them that I'd like to learn this video game. They said Sure, anytime. Do you think they'll be good teachers?

 

[Greatcornbow]

The Big Wet - or Houston, we have (Eye) Contact

My brother's friends were over today. I put on on a short dress (with no panties or bra of course) and headed down to the basement.

As an "appetizer", I went into the bathroom there, leaving the door closed but unlocked; stripped naked, and edged. It was so hot to think that someone may walk in any second. But I got unlucky, and no one did.

The Main task had be hyperventilating slightly, but my horny brain did not care. I walked out to them, sat on the edge of a side table facing them and asked what video game they were playing. A couple of them turned heads and began explaining. This was the moment I was waiting for...

I promptly raised my right leg also setting it on the table, and proceeded to tie a shoe lace. This giggled hiked my dress up, exposing my pussy. I also pivoted my leg out so that my legs are spread. With this my pussy was on full display, and not just a quick glimpse, vsible from only a certain a angle, obscured by shadows; it was full exposure, visible from all angles including from my own eyes, with great lighting.

As my hands were tying the showlace, I looked at them and observed their reactions: their eyes darted from my face to my very wet exposed pussy, and their language stutterred. I kept this position for about 20 seconds, feigning complete ignarance of my exposure, while tying and retying the shoelace. Having 7 pairs of guys eyes, including my own brother, on my wet pussy was wild.
O
After 20 seconds, I put my foot down and went up to my room, telling them that I'd like to learn this video game. They said Sure, anytime. Do you think they'll be good teachers?

O yes. But be wearing your chastity belt. And post about the game. There may be scope there.

 

[Greatcornbow]

O yes. But be wearing your chastity belt. And post about the game. There may be scope there.

Coiuld be scope for adapting for kinky rules.

 

[Mike]

Ok so here it is. You decide your comfort level.
1. Bra less with tight shirt
2. Shorty shorts no panties
3. Both

Go to any public area and walk around. Stopping every 10 minutes to do your stretches for 2 minutes minimum. On the 4th time when done take a bow before walking off.

 

[WildCallie]

Ok so here it is. You decide your comfort level.
1. Bra less with tight shirt
2. Shorty shorts no panties
3. Both

Go to any public area and walk around. Stopping every 10 minutes to do your stretches for 2 minutes minimum. On the 4th time when done take a bow before walking off.

Thanks @Mike !

Remind me again what are bras and panties? Cuz mine were given away for indefinite storage at a friend's house, and I have been going without that extra layer for about 2 months now.

Tight short top with tiny spandex shorts is something I have plenty of, however. And with the weather FINALLY becoming warmer - I'll gladly do your dare.

Sometimes people stare and take pics, but what can you do

 

[R0ver]

Thanks @Mike !

Sometimes people stare and take pics, but what can you do

You can encourage them

 

[GetdareTEO]

You can encourage them

Pose for them

 

[WhyDoIThinkThisWay?]

How about an interesting dice dare for at home?

Starting at 12 midday, on a day your family is home, better still if your brother's friends are over, roll a die. Whatever number that lands on, double it. And that is how many hours straight you must remain without any clothes on, not a single item.
Then, roll a second die (don't double it), this is how many hours you must remain out of your room (feel free to divide the time up, an hour here, 30 minutes there). However, seeing as walking around nude in front of your family is not something either of you are used to (yet), you can take any item with you that isn't clothing, e.g. towel, blanket. If the number on the second die is larger than the total hours of nudity, e.g. 2 hours nude, 6 outside your room, then the remaining time outside your room must be spent in nothing but a t-shirt.

If you are so inclined to allow me to be so greedy, I have a second dare.

Dare 2:

Yet another timed dice dare, this time outside. Go to a park, and take a blindfold and earbuds. You can pick the time, and if it's during the day, you can do it anywhere, but if it's at night, you must do it sitting on a bench. Now, strip naked, with your clothing out of reach, then put in your earphones and start a small playlist. Next, roll the die for how many minutes you must stay there. Finally, set a timer (with 30 seconds added just to make sure) and put on the blindfold. You must then remain in your chosen spot until the timer ends. Alternatively, if you're feeling a little more daring, turn the minutes into the number of songs instead and use that as your timer. Hopefully, the warmer weather will be accommodating.

P.s. I have a slightly more daring version that has yet to be tested, if you have a partner to help you, although warmer weather would be best. But perhaps a bookmark for another day.

Good luck, have fun!!

Loving the journey so far, can't wait to see where your little misadventures take you next

 

[WildCallie]

A couple days ago, I wrote a letter to my brother apologizing for the noise and asking how I can make it up to him. This note went under his bedroom door so that he would find it. And then... nothing happenned. Until today. This evening he showed me the note and asking me to clean his room in a french maid outfit and in high heels whilem grinning. He wasnt forcing it, but.... horny me readily accepted