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Old 06-18-2014, 10:27 AM   #1
shaaleen
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So my first roll was a 5 naked
then a 1 I stood in the corner for 5 minutes

I got a 5 on my stomach with a pillow, I lubed up in preparation

position now on hands and knees I got a 4 so I lubed a finger and shoved it in quickly 5 times

still on hands and knees I got another 4 so I used 2 fingers and was rough shoving them in and out for 3 minutes

next phase was standing, but got a six, so got to skip it

I was stomach with the pillow under my hips, and got a 6 so I placed the dildo against my ass, moaned please no and slowly pushed it all the way in, the pulled all the way out, did this 10 times

2 6s, so standing and all the way in and most of the way out for 3 minutes at 56 bpm

so this time bent over my bed, it was all the way in, half way out at 69 bpm for 3 minutes,

started to hurt

now I was standing and had to insert 4 ice cubes, waited for them to melt

so next phase on my back with knees pulled to my chest, again all the way in and most of the way out at 69 BPM for 3 minutes.

so I inserted the dildo and sat on it, then spank each nipple with a hairbrush for 1 minute at 69 bpm

so on my back with my knees to my chest, I slowly pleasured myself for 5 minutes.
this was really hurting now, but I was also very excited

now on my side with my knees pulled to my chest I had to insert the dildo completely and twist it at 160 bpm for 2 minutes

So again on my stomach with the pillow under hips it was all the way in, most of the way out at 58bpm for 3 minutes

so next I got 2 bowls of ice water and dunked my breasts into them for 30 seconds then removed for 15 seconds, did this 3 times.

laying on my side with my knees pulled to my chest, all the way in, half way out 92 bpm for 4 minutes

finally bent over my bed. I fucked myself all the way in half way out at 92bpm till I orgasmed

This caused a lot of pain and pleasure. did this not by choice but on a dare, but might do it again, once the pain goes away
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Old 07-09-2014, 06:30 AM   #2
karlcane
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Default karl had to do it again

So I got

6- Naked with a pillowcase over your head

introduction punishment
5 - 10 pushups, 10 situps

position
3 - On your back with your knees pulled up you your chest

preparation
5 - Use the finger and thumb of one hand to spread your anus and drizzle it into yourself.

stretching
2 - Use two fingers gently for 3 minutes.

dildo
6 - You are lucky. Skip this phase.

it begins
5 - Quickly thrust it in two inches and them withdraw until just the tip is in, wait 10 seconds and then thrust again. Repeat 20 times.

fucking
2 - All of the way in, half way out. 40 bpm, 3 minutes

more
5 - All of the way in, half way out, 69 bpm, 3 minutes

cool off
1 - Insert 1 ice cube until it melts

back to the dildo
3 - Half way in, all the way out (remove it), 50 bpm, 3 minutes

punishment
6 - More ice. Insert one ice cube and then reroll phase 10, fucking yourself while the cube melts

pleasure
4 - Edge yourself twice.

drillling
2 - Halfway. Twist at 126 bpm, two minutes.

are you sore yet
6 - Unlucky. All of the way in, most of the way out. 69 bpm, 3 minutes.

more pain
5 - Coat your cock or vulva with toothpaste, insert the dildo completely and stand in the corner for two minutes. Clean it off afterward.

more fucking
3 - Half way in, all the way out (remove it), 80 bpm, 4 minutes

the end
4 - Fuck yourself with the dildo, All of the way in, half way out, 92 bpm. Orgasm.


what an experience

thanks for it
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Old 07-09-2014, 01:02 PM   #3
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ok I'll do it as soon as I can
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Old 07-10-2014, 05:03 AM   #4
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3 - Shirt and underwear/panties only
5 - 10 pushups, 10 situps
4 - Bent over your bed (or chair, table, desk, etc)
6 - Coat two fingers in lube and slowly insert it into yourself, then spread your fingers as wide as you can and withdraw them. Repeat this three times.
6 - You appreciation was not sincere enough. You are not allowed to stretch yourself with your fingers.
5 - Rough face-fucking. Immediately insert it as deeply as you can. Gag yourself on it. Take it out and slap your face with it. Pretend that the dildo is a real cock that wants to use your mouth abusively. Two minutes.
6 - You are most unlucky. Press the tip against your anus and moan aloud "please, no..." then slowly, inch by inch, completely impale your ass. Wait 10 seconds and them completely remove it. Repeat 10 times.
2 - All of the way in, half way out. 40 bpm, 3 minutes
3 - Half way in, all the way out (remove it), 50 bpm, 3 minutes
4 - Insert 4 ice cubes until they melt
6 - Unlucky. All of the way in, most of the way out. 69 bpm, 3 minutes.
3 - Insert the dildo completely, sit down on it. Now, use a spanking instrument (spatula, hairbrush, etc). and spank your genitals (penis shaft for men, vulva for ladies) for one minute. It should be moderate strength and at 69 bpm.
3 - Edge yourself while thrusting the dildo into yourself. You may go at the pace of your choice.
1 - Insert the dildo one inch and leave it there. Twist it 180 degrees each time the beats hits at 126 bpm. Two minutes of this
4 - All of the way in, most of the way out, 58 bpm, 3 minutes
4 - Men: Get a bowl of water with ice in it. Dunk your cock and balls into it for 30 seconds. Remove it for 15 seconds and repeat. Do this three times. Ladies, get two bowls and do this with your breasts.
2 - All of the way in, most of the way out, 80 bpm, 4 minutes
5 - Coat the dildo in toothpaste and insert it completely. Bring yourself to orgasm.
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Old 08-11-2014, 02:10 PM   #5
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heres the reults

3
2
6
1
5
5
3
1
2
3
3
6
3
2
4
6
1.

so much fun!! thank you
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Old 08-15-2014, 02:45 PM   #6
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This looks like fun

1 - Dress Formally
5 - 10 Pushups/10 Situps
2 - Spread lube on 2 fingers, and slowly spread it in and around my anus
6 - My appreciation was not sincere, no finger stretching
3 - 2 minutes oral sex
1 - Insert the tip, repeat 30 times, laid down on stomach w/ legs closed
4 - Halfway in, almost all the way out at 50 BPM, 3 min, Standing
1 - All the way in, halfway out at 58 BPM, 3 min, Standing
6 - Insert 2 ice cubes until they melt, rub on on anus
6 - All the way in, most of the way out at 69 BPM, 3 min, Bent over bed
2 - Sit Down Completely on Dildo, spank nipples for one minute
3 - Edge while thrusting on dildo,
5 - Insert Halfway, twist as 160 BPM, for 2 min, Standing
3 - Insert halway in, all the way out, 50 BPM, 3 min, on back w/ knees to chest
1 - Coat Cock with Toothpaste, no touching for 2 minutes
4 - All the way in, most of the way out at 92 BPm, 4 min. on stomach, legs closed
4 - All the way, halfway out, 92 BPM till cum, on side w/ knees to chest

Can't Wait
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Old 08-15-2014, 04:30 PM   #7
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this is an awesome idea, anyone fancy rolling for me?
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Old 08-15-2014, 11:33 PM   #8
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Finally got to doing my roll, and it was excellent. Didn't get to do the toothpaste, so I think I should be punished. Give me some please, and I'll do them first thing when I wake up.

Posted an album from the dare,
http://www.getdare.com/bbs/album.php?albumid=8904

Thanks DoctorVonAnon, and please keep them (and me) coming.
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Old 11-03-2014, 07:33 AM   #9
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Amazing!
I will try for sure, next friday, and let You know....
Thank You in advançe
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Old 11-03-2014, 09:39 AM   #10
karlcane
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dress : 3 - Shirt and underwear/panties only

Introductory : 2 - Stand with a penny between your nose and a wall for 4 minutes

position : 3 - On your back with your knees pulled up you your chest
preparation :
2 - Place a large amount of lube on two fingers and slowly spread it around and inside of your anus. Repeat this three times.
stretching : 2 - Use two fingers gently for 3 minutes.

position : 4 - Bent over your bed (or chair, table, desk, etc)
4 - Face-fuck yourself. Hold your head still and press the dildo into your mouth. Start slow and work your way up to deepthroating it. This will happen for two minutes.

position : 6 - Standing
it begins : 1 - Place the tip of the dildo against your anus. Slowly insert it an inch and then remove it. Repeat this 30 times.

position: 6 - Standing
Fucking : 2 - All of the way in, half way out. 40 bpm, 3 minutes

position : 4 - Bent over your bed (or chair, table, desk, etc)
more :2 - All of the way in, most of the way out, 50 bpm, 3 minutes

position : 5 - On your stomach with your legs together and a pillow under your hips
Phase 9: Cool off your ass for a bit
2 - Insert 2 ice cubes until they melt

position : 5 - On your stomach with your legs together and a pillow under your hips
Phase 10: Back to the dildo : 4 - All of the way in, most of the way out, 58 bpm, 3 minutes

position : 2 - On your side with your knees pulled up to your chest
Phase 11: Punishment
2 - Insert the dildo completely, sit down on it. Now, use a spanking instrument (spatula, hairbrush, etc). and spank each nipple for one minute. It should be moderate strength and at 69 bpm.

position : 5 - On your stomach with your legs together and a pillow under your hips
pleasure : 4 - Edge yourself twice.

position : 1 - On your hands and knees
drilling : 2 - Halfway. Twist at 126 bpm, two minutes.


position : 3 - On your back with your knees pulled up you your chest
are you sore yet ? 5 - All of the way in, half way out, 69 bpm, 3 minutes


position : 6 - Standing
more pain : 4 - Men: Get a bowl of water with ice in it. Dunk your cock and balls into it for 30 seconds. Remove it for 15 seconds and repeat. Do this three times.

position : 6 - Standing
more fucking : 2 - All of the way in, most of the way out, 80 bpm, 4 minutes

position : 3 - On your back with your knees pulled up you your chest
the end:
6 - Coat the dildo in toothpaste and fuck yourself at your own pace. Bring yourself to orgasm.


a long and hard way to cum for sure

karl
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Old 12-17-2014, 02:15 AM   #11
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My rolls

Phase 1: Dress
4 - Undewear/panties only

Phase 2: Introductory punishment
1 - Stand in the corner for five minutes
Position
3 - On your back with your knees pulled up you your chest

3 - Place the nozzle of the lubrication bottle against your anus and squeeze a large amount into yourself.

Phase 4: Stretching
1 - Use one finger to slowly fuck your anus. You should go slow and thoroughly stretch yourself for 3 minutes.

1 - Study it for one minute. Look at every contour and curve. Imagine how stretched your anus is going to be when it is used on you.

Phase 6: It begins
2 - Slowly insert it an inch, twist it 180 degrees, then remove it. Repeat this 30 times.

3 - Half way in, all the way out. 40 bpm, 3 minutes

Phase 8: More (remember to roll for position each time)
5 - All of the way in, half way out, 69 bpm, 3 minutes

Phase 9: Cool off your ass for a bit
1 - Insert 1 ice cube until it melts

Phase 10: Back to the dildo
4 - All of the way in, most of the way out, 58 bpm, 3 minutes

Phase 11: Punishment
3 - Insert the dildo completely, sit down on it. Now, use a spanking instrument (spatula, hairbrush, etc). and spank your genitals (penis shaft for men, vulva for ladies) for one minute. It should be moderate strength and at 69 bpm.

Phase 12: Pleasure
[3 - Edge yourself while thrusting the dildo into yourself. You may go at the pace of your choice.

Phase 13: Drilling
2 - Halfway. Twist at 126 bpm, two minutes.

Phase 14: Are you sore yet?
6 - Unlucky. All of the way in, most of the way out. 69 bpm, 3 minutes

I believe it is time for a little more punishment.

Phase 15: More pain
5 - Coat your cock or vulva with toothpaste, insert the dildo completely and stand in the corner for two minutes. Clean it off afterward.

Phase 16: More fucking
3 - Half way in, all the way out (remove it), 80 bpm, 4 minutes

Phase 17: The end
6 - Coat the dildo in toothpaste and fuck yourself at your own pace. Bring yourself to orgasm.

This was harsh... My anus ir pulsing and i have problems to sit...
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Old 02-27-2016, 05:37 AM   #12
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Phase 1: Dress
6 - Naked with a pillowcase over your head

Phase 2: Introductory punishment
1 - Stand in the corner for five minutes

Phase 3: Preparation
4 - Bent over your bed (or chair, table, desk, etc)
4 - Coat one finger in lubrication and quickly shove it into your anus. Repeat this five times.

Phase 4: Stretching
6 - Standing
6 - You appreciation was not sincere enough. You are not allowed to stretch yourself with your fingers.

Phase 5: Your dildo
1 - On your hands and knees
5 - Rough face-fucking. Immediately insert it as deeply as you can. Gag yourself on it. Take it out and slap your face with it. Pretend that the dildo is a real cock that wants to use your mouth abusively. Two minutes.

Phase 6: It begins
5 - On your stomach with your legs together and a pillow under your hips
6 - You are most unlucky. Press the tip against your anus and moan aloud "please, no..." then slowly, inch by inch, completely impale your ass. Wait 10 seconds and them completely remove it. Repeat 10 times.

Phase 7: Fucking
1 - On your hands and knees
5 - All the way in, half way out. 3 minutes at 50 bpm

Phase 8: More (remember to roll for position each time)
3 - On your back with your knees pulled up you your chest
4 - All of the way in, most of the way out, 58 bpm, 3 minutes

Phase 9: Cool off your ass for a bit
2 - On your side with your knees pulled up to your chest
4 - Insert 4 ice cubes until they melt

Phase 10: Back to the dildo
4 - Bent over your bed (or chair, table, desk, etc)
6 - Unlucky. All of the way in, most of the way out. 69 bpm, 3 minutes.

Phase 11: Punishment
1 - On your hands and knees
6 - More ice. Insert one ice cube and then reroll phase 10, fucking yourself while the cube melts.

Phase 10: Back to the dildo
3 - On your back with your knees pulled up you your chest
5 - All of the way in, half way out, 69 bpm, 3 minutes

Phase 12: Pleasure
2 - On your side with your knees pulled up to your chest
5 - Slowly, ever so slowly pleasure yourself for five minutes. Do not orgasm.

Phase 13: Drilling
1 - On your hands and knees
3 - Insert it completely and leave it there. Twist at 126 bpm, two minutes.

Phase 14: Are you sore yet?
5 - On your stomach with your legs together and a pillow under your hips
6 - Unlucky. All of the way in, most of the way out. 69 bpm, 3 minutes.

Phase 15: More pain
2 - On your side with your knees pulled up to your chest
5 - Coat your cock or vulva with toothpaste, insert the dildo completely and stand in the corner for two minutes. Clean it off afterward.

Phase 16: More fucking
1 - On your hands and knees
4 - All of the way in, most of the way out, 92 bpm, 4 minutes

Phase 17: The end
4 - Bent over your bed (or chair, table, desk, etc)
5 - Coat the dildo in toothpaste and insert it completely. Bring yourself to orgasm.
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Old 02-27-2016, 05:44 AM   #13
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Sounds like you'll be having fun! Don't forget to report how it goes!!
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Old 05-18-2016, 03:50 AM   #14
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This is really good. I really like this challenge.

My ass is rarely ever used so i think if I were to attempt it I would to be supervised to prevent chickening out.

I like the fact it takes you through a complete training process including how to start gaping properly and develop a bigger gape!
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Old 05-21-2016, 07:21 PM   #15
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This is going to train my ass and hopefully give me a small gape!! I think ill give it a go later today

xx
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