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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 03-14-2024, 06:23 PM   #286
whispering.bel
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Quote:
Originally Posted by PurveyorOfFineDares View Post
The 5 dares condition is since you last had an orgasm, not just since you last tried to have an orgasm, so you don't need new dares to check it off. Of course there's nothing stopping you from doing more. Just make sure you're watching porn to get that condition ready by the weekend!
That is true, I forgot that the condition was written that way. Regardless, I’d still love to do some dares. I’m so horny and dares are all that’s on my mind
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Old 03-14-2024, 08:45 PM   #287
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OK, here are some simple dares with a crotch rope to help you decide what to do about that condition, hopefully you see these tonight, and hopefully you're now wearing one like I told you to do in our messages:

1. Get dressed over the crotch rope and head outside. Walk several laps around the backyard, or go for a walk around the block. If you want to be daring, go shirtless or completely topless.
2. Do 20 squats, 20 jumping jacks, and 20 lunges. Can do these outside as well if you want.
3. You might need to tie a new crotch rope for this one, which will give you more practice tying them anyway. Tie it so the ends of the rope are in front, coming up between your pussy lips. Leave lots of extra rope on those ends and tie them to your curtain rod so you have to stand in front of your window on your toes to stop it from being unpleasant. Keep the light on and stay that way for 5 minutes.
4. Get in your favorite position to masturbate, on your back with your legs bent backward, and edge.
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Old 03-17-2024, 11:52 AM   #288
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I tried the crotch rope. I’m glad that I tried it but I was not a big fan of it overall. I used some string that I had a roll of and cut it long enough that I thought would work. I then tied it according to an instruction video I had online of how to make it. It definitely felt weird having a piece of string going through my pussy slit and my butt crack. I found the feeling pretty uncomfortable and honestly would rather just be naked.

I did try putting clothes on over it and walking around the block. It was pretty uncomfortable having it inside of me when walking and did feel a bit naughty to have. I walked around the block, but not for super long. In my backyard, I did work out. The squats were definitely the most interesting of all of them. Everything I’d come up from a squat, I would feel the string digging further into me. I did feel a bit wet and turned on during this and did not mind the workout.

I went back into the house and in my room, took my clothes back on. I laid down on my bed, on my back with my legs back and spread. I felt the string and could tell it was pretty wet. I didn’t really like having something in the way of me masturbating. I was still able to rub but it kept getting in the way. Pretty soon, I did reach the edge and had to stop.
I took the string off, which was pretty soaked.

My sleepover with my friend is happening tonight. Hopefully I’ll be able to orgasm. I’d also love some more dares to do there.
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Old 03-17-2024, 12:09 PM   #289
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Good job for trying the crotch rope, and I might change some of the longer crotch rope conditions now that we know you don't like it. I put it on the list for a friend's house because I wanted there to always be something rubbing against your pussy when you were over there reminding you how needy it is, not because I wanted it uncomfortable, but yeah not everyone reacts to those in the same way.

Maybe we can get a similar effect another way. A tube of lipstick might stay in place if you slid it between your pussy lips and wore tight panties, but you probably don't want to wear panties because of the clothing condition. You could go to the sleepover in just panties and a dress. You could try taping something to the inside of your pants or panties, or poking holes through the bottom of your panties so you can tie something into place through the holes. See what you can find that might work.
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Old 03-17-2024, 09:17 PM   #290
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You said you do school online so I assume you have at least one class where you have to be on a zoom like video. You're going to set up your laptop in your backyard facing your house. Then your going to leave your clothes next to the door inside. When class starts your going to angle the camera so that if you stand up the whole class will see your naked body. However many hours your class lasts double the number, that's how many edges you'll be doing on camera during class. And before you turn off the camera and leave class I want you to retrieve the clothes. You can either wait for everyone else to leave or take a risk that they might see you. Good luck.
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Old 03-17-2024, 10:37 PM   #291
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I’m at the sleepover now. Going to wait until we go to sleep to try my orgasm.

Any wild or fun things I can try in the meantime?
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Old 03-17-2024, 10:48 PM   #292
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Let me take a bit to come up with something. First what are you wearing and did you find anything to keep your pussy busy?
Edit and what are you doing right now?
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Old 03-17-2024, 10:51 PM   #293
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Let me take a bit to come up with something. First what are you wearing and did you find anything to keep your pussy busy?
Just running shorts and a tshirt with nothing underneath. I decided not to this time. I didn’t have time to come up with anything and pretty much went right to her house after my last post

We are pretty much just laying around and chatting now while playing on our phones.
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Old 03-17-2024, 10:59 PM   #294
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Go ahead and slide forward so your running shorts get pulled up and show some more leg. Maybe even some of your ass. Act like you haven't noticed.

Maybe later tonight you could “accidentally” spill some water on your tshirt. Make it much more likely your lack of a bra will be noticed.
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Old 03-17-2024, 11:03 PM   #295
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Quote:
Originally Posted by PurveyorOfFineDares View Post
Go ahead and slide forward so your running shorts get pulled up and show some more leg. Maybe even some of your ass. Act like you haven't noticed.

Maybe later tonight you could “accidentally” spill some water on your tshirt. Make it much more likely your lack of a bra will be noticed.
Ohhh this is getting exciting. I’m definitely going to be very turned on by the time we go to bed.

Keep the dares coming. I’m probably feeling more daring right now than I’ve ever felt.
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Old 03-17-2024, 11:21 PM   #296
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The next time Sophie's not looking at you, quickly squeeze your boobs (over your shirt). Note down what time it is when you do that, then try to do it 5 more times whenever she's not looking. The number of minutes it takes you to get all 5 more boob squeezes done is the number of minutes you must spend, uninterrupted, looking at a naked picture of yourself on your phone while she's in the room.
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Old 03-17-2024, 11:36 PM   #297
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Next and maybe final dare for tonight since I'll probably log off soon, tonight when you're in bed and the lights are out, keep a conversation going for a while before going to sleep (well, before Sophie goes to sleep and you try to cum). During this conversation, take off as much clothing as you can get away with. If you can't strip completely, at least pull your shorts down your thighs and your shirt above your boobs. Then, still while carrying on the conversation, play with your pussy (doesn't have to be vigorous or even that much more than a tease) for at least 10 minutes.
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Old 03-17-2024, 11:38 PM   #298
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Quote:
Originally Posted by PurveyorOfFineDares View Post
Next and maybe final dare for tonight since I'll probably log off soon, tonight when you're in bed and the lights are out, keep a conversation going for a while before going to sleep (well, before Sophie goes to sleep and you try to cum). During this conversation, take off as much clothing as you can get away with. If you can't strip completely, at least pull your shorts down your thighs and your shirt above your boobs. Then, still while carrying on the conversation, play with your pussy (doesn't have to be vigorous or even that much more than a tease) for at least 10 minutes.
I will definitely be doing this once the lights go out! I’m going to try and do completely naked!
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Old 03-19-2024, 12:24 PM   #299
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I think it's time for a few more dares:

1) Go for a walk and put sex sounds in your earphones. At least 15 minutes.

2) Buy a cucumber. For next week practice blowjobs on it, every day 10 minutes. Get used to it. Imagine it's your boyfriend.
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Old 03-20-2024, 08:35 AM   #300
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Talking Exploring the public restroom

I know you have quite the list of places to explore from @PurveyorOfFineDares but here is something you can try out for a public restroom.

The goal is simple, edge in a public restroom. However, i have some modifiers in mind for you to choose how daring you want it to be. So choose the restroom type and then one of the options for it.

Female only restroom:
- Fully naked in an unlocked stall.
- Partially clothed, pulling your bottoms bellow your butt, standing in the open part of the restroom.

Mixed gender restroom:
- Fully naked in a locked stall, clothes must be neatly folded and placed under the barrier to the neighbour stall or door. Only possible if walls or door do not seal to the floor.
- Partially clothed in an unlocked stall. Bottoms around your ankels, top lifted to reveal your breasts.

Male only restroom:
- Fully naked in a locked stall, you must tease your butt and it must face the door.
- Partially clothed in a locked stall, bootoms around your ankels. But you may not pause if someone enters.

I am curious how daring you would choose to be on this one.
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