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View Poll Results: What should my nude self portrait painting be of?
Me masturbating in my favorite position with my legs folded back over me 5 11.63%
Me nude at Sophie’s feet doing something from my fantasy 7 16.28%
Me drinking my own piss. I will use my own piss as the water for that area. 2 4.65%
Me naked, daytime, outdoors on all 4s with a collar and leash attached to me being lead by Sophie. 17 39.53%
Naked, with my hands tied to a tree branch above my head. 12 27.91%
Voters: 43. You may not vote on this poll

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Old 03-10-2024, 10:25 PM   #256
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Here's a dare modified from one I posted the last time you mentioned you were at a sleepover that you can use for your fifth:

While at your friends house, every time your friend says the word “now” you must immediately either imagine her naked or imagine that you’re currently naked.
Every time your friend says the word “feel” you must either touch her anywhere or touch yourself on your boobs, ass, or pussy sometime within the next minute (should be under clothes if possible, can be over clothes if not, can’t use the same body part twice in a row). Doesn’t count if she says it more than once in 1 minute.
Every time your friend says the word “against” you must either press your body close against hers (hug, “accidentally” fall into her, just sit really close, etc.) or rub your pussy (over clothes) against an object for 30 seconds sometime in the next 5 minutes. Doesn’t count if she says it more than once in 5 minutes

If you haven't missed a single one by the time you cum, you count it as your 5th dare!
If you miss even one of these, you fail the dare and can’t count it for the condition…but you can then pay the forfeit of setting your phone’s lock and background screens to naked pictures of yourself for the rest of the sleepover to count it anyways! Maybe you'll end up checking the box of someone seeing a naked picture of you this way...
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Old 03-10-2024, 10:28 PM   #257
whispering.bel
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Originally Posted by PurveyorOfFineDares View Post
Here's a dare modified from one I posted the last time you mentioned you were at a sleepover that you can use for your fifth:

While at your friends house, every time your friend says the word “now” you must immediately either imagine her naked or imagine that you’re currently naked.
Every time your friend says the word “feel” you must either touch her anywhere or touch yourself on your boobs, ass, or pussy sometime within the next minute (should be under clothes if possible, can be over clothes if not, can’t use the same body part twice in a row). Doesn’t count if she says it more than once in 1 minute.
Every time your friend says the word “against” you must either press your body close against hers (hug, “accidentally” fall into her, just sit really close, etc.) or rub your pussy (over clothes) against an object for 30 seconds sometime in the next 5 minutes. Doesn’t count if she says it more than once in 5 minutes

If you haven't missed a single one by the time you cum, you count it as your 5th dare!
If you miss even one of these, you fail the dare and can’t count it for the condition…but you can then pay the forfeit of setting your phone’s lock and background screens to naked pictures of yourself for the rest of the sleepover to count it anyways! Maybe you'll end up checking the box of someone seeing a naked picture of you this way...
This sounds like a ton of fun!
Any ideas as to when and how and to masturbate there? We are usually hanging out in either her room or the living room, I don’t tend to be alone other than in the bathroom
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Old 03-10-2024, 10:30 PM   #258
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After my shower, I threw on some shorts and a sweatshirt and decided to just relax for a bit before diving back into dares.

After a bit, I wanted to get back at it so that I could complete as many dares as possible. I rolled a 20 sided dice twice, on my phone. My first roll was a 12 and my second was a 6, so I would be going with the 12. My car is not usually in the garage so I opened the garage and pulled my car in. I shut the garage door to give me a bit of privacy for the next part. I pulled off my pants. Being bottomless in the garage felt so naughty but so much fun. I threw my shirt on the ground and got in the car. The feeling of my bare butt on the leather seat felt odd. I opened the garage door and pulled the car out. I started a 6 minute timer and began to edge. I was already super turned on and it almost took me no time to reach where I would have finished. I tried pushing it as far as I could but did eventually have to stop to prevent myself from accidentally finishing. I shifted myself to the passenger seat. I put my feet up onto the dash and spread my legs a bit. I got back to rubbing. I noticed a car drive by during this rub, and felt a bit of a jolt of adrenaline go through my body. Right as I was reaching the edge again, my timer went off. I pulled off my shirt and threw into the back of the car. Around this point, I realized I had not thrown my keys so I went ahead and rolled down a window and threw the keys in the grass. I made sure all of the car doors were unlocked and quickly got out and back into the back of the car. The split moment I was out of the car felt like such a rush. I was so caught up in the moment that after I got back in, I realized I didn’t even check it see if there were any cars coming. Luckily for me, there were not.

I set another 6 minute timer and began edging again. Once again, this one happened pretty quickly. I think I had reached a point where I’d be able to orgasm in about 2 minutes if I was allowed to. I scooted over to the other 2 sears and did the same thing. I completed all of my edges right around the time that my timer was going off. Now was the part I was worried about. I made sure the coast was clear and went very quickly. I first grabbed the keys, then ran to the mailbox. I opened it and saw there was no mail, somebody must’ve gotten it earlier. I ran back to my car and got back in. I knew if I opened the garage door and walked in, that would trigger a light. I decided to pull the car back into the garage, the dare did not say that I couldn’t do that so I decided it was the best way to not get exposed. Once the garage shut, I got out and grabbed my clothes and got dressed.

Eventually, I moved my car back outside. I also opened the windows since I’m worried it might smell. I’ll probably need to clean off the seats tomorrow too.

My parents are now about 20 minutes from home so I won’t be home alone much longer.
If it's not too late I'll make the clothing hiding dare count as 2 if you hide 2 separate as articles of clothing in different rooms on the first floor of your house and only get dressed when you return to your room.
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Old 03-10-2024, 10:33 PM   #259
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Here’s the others I’d still have
  • wearing less than 3 items of clothing
  • I’m being watched
  • I’ve reveled to somebody else that I’m attracted to women.
  • I’ve watched 15 minutes of porn on at least 3 days since my last orgasm (won’t be able to do since this is only 1 day away)
  • I’m wearing a crotch rope
  • somebody else is in the room with me
Should be easy to get the less than 3 items of clothing since you don't have underwear right now anyway, remember footwear doesn't count and you need to actually wear less than 3 pieces to her house, not just take the extras off before you try to cum. And if you can be quiet you could do it while she's asleep to get someone in the room (I assume you'll be sleeping in the same room).
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Old 03-10-2024, 10:42 PM   #260
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If it's not too late I'll make the clothing hiding dare count as 2 if you hide 2 separate as articles of clothing in different rooms on the first floor of your house and only get dressed when you return to your room.
It’s too late unfortunately. They just got home and I completed this dare. It wasn’t bad. I had a plan ahead of time. I left the clothes in the dining room, which is just around the corner to the stairs but opposite from the rest of the house. I was able to sneak right down the stairs without even getting close to being caught and was able to get the clothes on. I did leave my towel sitting on the couch that I was sitting on and my parents did notice that. I just told them I was drying my hair after my shower and left it there. Other than that, I think all of the evidence of my dirty evening was well hidden

Quote:
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Should be easy to get the less than 3 items of clothing since you don't have underwear right now anyway, remember footwear doesn't count and you need to actually wear less than 3 pieces to her house, not just take the extras off before you try to cum. And if you can be quiet you could do it while she's asleep to get someone in the room (I assume you'll be sleeping in the same room).
That’s true. I didn’t even account for the no underwear when thinking about 3 articles of clothing, so that part should definitely be easy. We do sleep in the same room. So I can just wait until I know for sure she is asleep then sneak it in. It’s definitely going to be tough since I feel like I’m in a constant state of arousal and all I’ll probably want to do tomorrow is to masturbate.
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Old 03-10-2024, 10:44 PM   #261
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Great! A constant state of arousal is exactly where we want you.
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Old 03-10-2024, 10:50 PM   #262
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When you do sleepovers at your friends house do you sleep in the same room as her?
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Old 03-10-2024, 10:51 PM   #263
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When you do sleepovers at your friends house do you sleep in the same room as her?
Yep. She sleeps on the bed and i sleep on a futon in her room
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Old 03-10-2024, 10:53 PM   #264
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Yep. She sleeps on the bed and i sleep on a futon in her room
Do you think you could stay awake after she falls asleep and do some dares in her house or maybe even outside?
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Old 03-10-2024, 10:55 PM   #265
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Do you think you could stay awake after she falls asleep and do some dares in her house or maybe even outside?
If I left her room, I’m pretty sure she would wake up and notice
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Old 03-10-2024, 10:59 PM   #266
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If I left her room, I’m pretty sure she would wake up and notice
My idea would be sneak out and do some naked edging around her house... Maybe even use your orgasm chance so that while her whole families sleeping you're fingering yourself to completion in their house. But if you don't think you'd be able to sneak out that's fine.

On another note, depending on the blanket you have maybe you could sleep naked... Have your clothes hidden under the futon while naked asleep on it then sneak them on in the morning.
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Old 03-10-2024, 11:39 PM   #267
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Hi there, here’s are a couple of dares that are my favorite and I’ve done them a few times in different locations. Maybe give them a try?

1) In a clothing store, try on a piece of clothing but then step out of a fitting room stall completely naked to grab a different size or colour

2) Pizza dares! Order pizza and answer the door naked! So easy but such a thrill every time!

3) Go into a 24 hour store at night naked to pick up chips or pop.

Hope you have fun!
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Old 03-10-2024, 11:58 PM   #268
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The pizza dare above could be a good way to kill 2 birds with one stone. You know your friend so if this would fly with her and her parents aren't home you can challenge your friend to something with the stakes being answering the door naked for the pizza guy. Then purposely lose.
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Old 03-11-2024, 08:45 AM   #269
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Hi there, here’s are a couple of dares that are my favorite and I’ve done them a few times in different locations. Maybe give them a try?

1) In a clothing store, try on a piece of clothing but then step out of a fitting room stall completely naked to grab a different size or colour
A variation if this one is a little too much at the moment.
Find a sheer top in a size or two down from what you'd normally wear. Try it on (obviously without a bra) and then venture out and ask an assistant if they have it in a larger size.
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Old 03-11-2024, 09:07 AM   #270
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A variation if this one is a little too much at the moment.
Find a sheer top in a size or two down from what you'd normally wear. Try it on (obviously without a bra) and then venture out and ask an assistant if they have it in a larger size.
That definitely sounds a bit more reasonable for something I’d be willing to do!

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Great! A constant state of arousal is exactly where we want you.
It’s so bad right now! I am seriously constantly wet and so turned all! All I want to do is dares and sexual stuff. I really hope I can orgasm tonight. I’m so excited. Also, I’m open to doing more dares at the sleepover as well as some maybe before
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