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Old 09-30-2020, 04:15 AM   #16
Thatguy1234
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Don’t pick the wedgie and fist yourself
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Old 09-30-2020, 04:17 AM   #17
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Don’t pick the wedgie and fist yourself
Ahh sir its so painful I am dreading this fisting my area is already too sore but no matter what I deserve this punishment till when should I fist my self?
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Old 09-30-2020, 04:18 AM   #18
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Right now and if you cum you have to piss yourself as punishment
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Old 09-30-2020, 04:30 AM   #19
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Right now and if you cum you have to piss yourself as punishment
Well I am sitting in my piss right now
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Old 09-30-2020, 05:03 AM   #20
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You have to finger yourself for 15 minutes. Every time you cum you add 10 in a hanging wedgie. If you piss yourself in the wedgie you can take of 10 minutes.
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Old 09-30-2020, 05:55 AM   #21
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You have to finger yourself for 15 minutes. Every time you cum you add 10 in a hanging wedgie. If you piss yourself in the wedgie you can take of 10 minutes.
I fingered myself continuously for 15 minutes. And I cummed 5 times. So. I went to my friends who put me in a hanging wedgie for 50 minutes. They said it was boring so they thought to pull my legs in between and one decided to write cumslut all over my body. And fortunately I didn't pee myself. Otherwise I would have been a pisslut too considering the times I have been covered in piss today
Thank you sir for the punishment I hope this report was up to mark.
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Old 09-30-2020, 06:15 AM   #22
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Ok last punishment. You are going to fist and finger yourself for 20 minutes. For every time you cum you have to be a hour in a wedgie. If you pee yourself you can take off an hour. If you poop yourself you can drop the wedgie
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Old 09-30-2020, 06:18 AM   #23
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Ok last punishment. You are going to fist and finger yourself for 20 minutes. For every time you cum you have to be a hour in a wedgie. If you pee yourself you can take off an hour. If you poop yourself you can drop the wedgie
Sorry sir I'll not be able to this today... Either you need to decrease time for wedgie or I'll report to you tomorrow
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I really want only those who are good at role-playing
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Old 09-30-2020, 06:28 AM   #24
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Ok you can add 20 minutes instead of an hour
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Old 09-30-2020, 01:40 PM   #25
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The orgasm was too painful. I don't think I deserve a punishment as the orgasm already punished me but if you think I deserve I will surely do whatever you say to.
Too painful? You master and I will be the only ones who decide if something is too painful for you.

Using hot sauce as lube fuck your pussy hard and fast with whatever toy you have - if you don’t have a toy use a cock-shaped vegetable, I don’t care. Fuck yourself to 4 orgasms. No breaks and no slowing down. Add more hot sauce after each orgasm. Keep clothespins on your nipples, clit and tongue the entire time.
When you are finished, be sure to lick up any mess you made.

-Colin
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Old 10-01-2020, 06:11 AM   #26
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Ok last punishment. You are going to fist and finger yourself for 20 minutes. For every time you cum you have to be a hour in a wedgie. If you pee yourself you can take off an hour. If you poop yourself you can drop the wedgie
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Ok you can add 20 minutes instead of an hour
Sir I cummed 4 times that landed me in 80 minutes of wedgie and I must say that was very painful as I had to clean my hose today.
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Old 10-01-2020, 06:16 AM   #27
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Too painful? You master and I will be the only ones who decide if something is too painful for you.

Using hot sauce as lube fuck your pussy hard and fast with whatever toy you have - if you don’t have a toy use a cock-shaped vegetable, I don’t care. Fuck yourself to 4 orgasms. No breaks and no slowing down. Add more hot sauce after each orgasm. Keep clothespins on your nipples, clit, and tongue the entire time.
When you are finished, be sure to lick up any mess you made.

-Colin
Okay, sir.
I used the hot sauce as the lube on the new vibrating dildo I had bought. Sir, I must say it burnt a lot. I then put it on high vibrating mode to bring my orgasm fast to bear the pain for less time I hope that is okay with you. Sir but I couldn't put more hot sauce otherwise it would have broken the chain and as you said earlier no breaks were allowed.
And sir I kept the clothespins on the clit, nipples, and tongue and I am sure to say that my pussy, clit, nipples, and tongue all are sore.
And like the cumdump I am I licked all the mess which contained some hot sauce, which burned my tongue adding to the pain and my cum of course.
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I really want only those who are good at role-playing
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Old 10-20-2020, 07:52 PM   #28
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Ohh no slut cumming snd touching without permission tch tch tch
Here is ur punishment
Get naked and stare yourself in the mirror and then play with yiur boobs and nipples. Dont you dare bring your hand down to your pussy. Keep twisting, pinching, pressing yiur nipples and boobs until you feel like touching your pussy and then add clothespin or nipple clamps to your tits and wait for half hour. Remove them and your punishment is over. You can't touch your pussy fir a day
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Old 10-20-2020, 07:54 PM   #29
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go naked put a clamp on each nipple 3 on each pussy lip and one on your clit.
write worthless slut on your belly.
go in front of a mirror thar you can see you fully naked
make 100 humping jacks.
after each one say out loud "I am a worthless denial slut who not earn an orgasm"
after each 10 humping jacks remove the clamps and spank your pussy nipples and clit 15 times with a wooden spoon.
then remove the clamps and switch it on clit and nipples at 90 degrees.
after each 25 humping jacks go on the ground spread your legs that you can see your pussy in the mirror and egde 1 time. lick your fingers clean after the edge
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Old 10-20-2020, 09:32 PM   #30
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A good, kind of short one, is to Put on as many clamps as you can over your body, then grab a die and roll it. What every it land on you must do the meany squeaky clean wedgies times 20. For example if it Lands on a 5 that’s 100 squeaky cleans. If you fail you must roll a die again and whatever it lands on is how many ice cubes you must stick up your pussy.
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