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Requesting Risky & Naked Dares

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WildCallie said:
First, I would be speechless for a while. 🫢

But... I honestly don't know... Let me think about it some more 😇
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And if one or both parents (or your brother) intimated that they were also interested in the naturist lifestyle and asked if you'd mind *them* being naked around the house?
 
R0ver said:
And if one or both parents (or your brother) intimated that they were also interested in the naturist lifestyle and asked if you'd mind *them* being naked around the house?
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My mind just went 🤯 ka-boom!

It will be almost like living in an alternate reality. There will be life BEFORE the event, and life AFTER the event.

Although... if everyone decides to be nudists, I might as well join them 😂
 
Naked, collarred, clamped, plugged:
* edged in living room with open window
* stepped out the front door for a few seconds
* edged in kitchen with open window
* edged outside brothers bedroom with his gf there, i think
Around 12:15am
 
Last night around 1130pm: inserted plug and put clamps on my nipples, walked out of my room naked and proceeded to back door. Each time I passed through a doorway, I had to remove and reinsert my plug, and to remove and reapply clamps. That slowed me down somewhat, but fortunately the plug was small.... I put on my winter boots and stepped out naked to the backyard. It was so so cold. I crossed the arms in front of me to stay warmer and ran through the snow around the perimeter of my backyard. I have done this runs before but during warm weather. It was scary if someone would wake up and come down while I am outside, because I would not be able to stay out here and would *have* to go back where I would.be caught. Fortunately, everyone was sleeping. I walked back inside and listened quietly for any sounds. Then I quietly snuck upstairs, reinserting plug and reapplying clamps at every doorway.... I was cold, so I went under the warm blanked and fell asleep.

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You are having a lot of fun!

Let's add a little bit more fun outside of your house. Wear a short skirt with just a butt plug underneath, and go grocery shopping. You are not allowed to bend your knees at any time, and need to get at least 5 different items from the bottom shelf. Try to not show off too much!
 
OMG! Something just happenned. I stealthily snuck into the bathroom while everyone was sleeping. I opened the door and walked in halfway, and saw my brother sitting on a toilet. He screams for me to get out, but he sees me naked and in my pink chastity belt. I see him naked, too, so I freeze for a second. Then I rush back to my room, with tits bouncing. I lock the door and sit while breathing heavily.

Part of me loved it -- and I do mean LOVED it, though a small part is nervous...

One minute later I get a text: "Why were you naked? 😂 Nice tits sis"

So I get aroused trying to think of a response, when another text message comes in: "Yup, its definitely a chastity belt" and a picture of a belt he googled that looks similar to mine.

I respond to him "Yeah, I know my tits are great, jealous?".

He responds "All my friends noticed you are skipping bras"

I text him back "I dont believe in bras".

He responds "What else you dont believe in..."...

Now I am sitting and wondering if he is getting at something....
 
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WildCallie said:
OMG! Something just happenned. I stealthily snuck into the bathroom while everyone was sleeping. I opened the door and walked in halfway, and saw my brother sitting on a toilet. He screams for me to get out, but he sees me naked and in my pink chastity belt. I see him naked, too, so I freeze for a second. Then I rush back to my room, with tits bouncing. I lock the door and sit while breathing heavily.

Part of me loved it -- and I do mean LOVED it, though a small part is nervous...

One minute later I get a text: "Why were you naked? 😂 Nice tits sis"

So I get aroused trying to think of a response, when another text message comes in: "Yup, its definitely a chastity belt" and a picture of a belt he googled that looks similar to mine.

I respond to him "Yeah, I know my tits are great, jealous?".

He responds "All my friends noticed you are skipping bras"

I text him back "I dont believe in bras".

He responds "What else you dont believe in..."...

Now I am sitting and wondering if he is getting at something....
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The only right answer is clothes 😇
 
WildCallie said:
OMG! Something just happenned. I stealthily snuck into the bathroom while everyone was sleeping. I opened the door and walked in halfway, and saw my brother sitting on a toilet. He screams for me to get out, but he sees me naked and in my pink chastity belt. I see him naked, too, so I freeze for a second. Then I rush back to my room, with tits bouncing. I lock the door and sit while breathing heavily.

Part of me loved it -- and I do mean LOVED it, though a small part is nervous...

One minute later I get a text: "Why were you naked? 😂 Nice tits sis"

So I get aroused trying to think of a response, when another text message comes in: "Yup, its definitely a chastity belt" and a picture of a belt he googled that looks similar to mine.

I respond to him "Yeah, I know my tits are great, jealous?".

He responds "All my friends noticed you are skipping bras"

I text him back "I dont believe in bras".

He responds "What else you dont believe in..."...

Now I am sitting and wondering if he is getting at something....
Click to expand...
I guess if all his friends are noticing, time to get them nips pierced 😂
 
WildCallie said:
OMG! Something just happenned. I stealthily snuck into the bathroom while everyone was sleeping. I opened the door and walked in halfway, and saw my brother sitting on a toilet. He screams for me to get out, but he sees me naked and in my pink chastity belt. I see him naked, too, so I freeze for a second. Then I rush back to my room, with tits bouncing. I lock the door and sit while breathing heavily.

Part of me loved it -- and I do mean LOVED it, though a small part is nervous...

One minute later I get a text: "Why were you naked? 😂 Nice tits sis"

So I get aroused trying to think of a response, when another text message comes in: "Yup, its definitely a chastity belt" and a picture of a belt he googled that looks similar to mine.

I respond to him "Yeah, I know my tits are great, jealous?".

He responds "All my friends noticed you are skipping bras"

I text him back "I dont believe in bras".

He responds "What else you dont believe in..."...

Now I am sitting and wondering if he is getting at something....
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You should message back " obviously orgasms 😅" , " you wanna keep my key for a week as payback?"
 
Someone suggested that I should try to do a pizza delivery dare but with a twist: in addition to the classic towel drop for the delivery person, there should also be someone inside the house who would observe the whole thing.

I found this idea very hot. I also like it that it can be blamed on an accident. Being viewed from 2 different sides by 2 different people is 🔥🔥🔥
 
Travage77 said:
You should message back " obviously orgasms 😅" , " you wanna keep my key for a week as payback?"
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The conversation was a bit long and awkward, and he was interested in seeing more of the belt close up. I could not show it to him over private areas, but I let him see the parts over hips.

He shared that some of his friends tried male chastity cages. I asked if he tried it, but he shied away and said no.

He asked me if I could open at any time, and I lied and said that yes. Then he offerred to hold the key if I wanted, but I declined. I think I was blushing cuz my face felt hot....
 
So
WildCallie said:
The conversation was a bit long and awkward, and he was interested in seeing more of the belt close up. I could not show it to him over private areas, but I let him see the parts over hips.

He shared that some of his friends tried male chastity cages. I asked if he tried it, but he shied away and said no.

He asked me if I could open at any time, and I lied and said that yes. Then he offerred to hold the key if I wanted, but I declined. I think I was blushing cuz my face felt hot....
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Sounds like yall have a good relationship to talk about stuff like that so openly. I agree with not giving him the key now that I've agreed to be caged whenever you're belted 😳
 
WildCallie said:
The conversation was a bit long and awkward, and he was interested in seeing more of the belt close up. I could not show it to him over private areas, but I let him see the parts over hips.

He shared that some of his friends tried male chastity cages. I asked if he tried it, but he shied away and said no.

He asked me if I could open at any time, and I lied and said that yes. Then he offerred to hold the key if I wanted, but I declined. I think I was blushing cuz my face felt hot....
Click to expand...
ajhy 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.
 
Greatcornbow said:
ajhy 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.
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How about it? Meanwhile I see no harm in telling brother you have another holding the keys just now.
 
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