Hellish Anal Punishment [Archive] - getDare Truth or Dare

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specialk3700

07-08-2017, 11:46 PM

karlcane

07-10-2017, 06:23 AM

Position
4)On your back with your leg to your chest

How you start
1)give your dildo head for 1 minute

Lube
5) spit on it 5 times

Fucking
3)rough all in all out 65 bpm 3 minutes

6)same as 3 but beg for it too stop while being fucked

More Lube
1-3) no

More fucking (reroll position)
3)half in with short fast pumps 10 minutes
position : 3)Bent over a chair, desk....

Oral
1-2) deepthroat it for 3 minutes

Lube
1-3) no AND dry the dildo off

More fucking (reroll position)
3)half in with short fast pumps 10 minutes
1) hands and knees

Final fucking (reroll position)
6)slowly fuck your tender ass for 5 minutes at 50 bpm
6) ass up head down

Finisher
6)leave the dildo all the way in your ass till you cum from something else

Punishment for failures
1)in 1 hour insert your dildo completely in you dry and leave it for 30 minutes

I had to add the punishment even if I succeeded in the dares Master decides it

karl

s.a.m

09-21-2017, 07:27 AM

Position
4)On your back with your leg to your chest

How you start
6) UNLUCKY gag on it 15 times

Lube
5) spit on it 5 times

Fucking
5)all in all out 35 bpm for 3 minutes

More Lube
1-3) no

More fucking (reroll for new position)
3)all in most out 70 bpm 4 minutes

Oral
3-4)give it the best bj you can for 3 minutes

Lube
4-6) toothpaste

More fucking (reroll position)
1)All in most out 95bpm for 10 minutes

Final fucking (reroll position)
6)slowly fuck your tender ass for 5 minutes at 50 bpm

Finisher
3)cum while sucking your dildo and write a full report below

Punishment for failures
4)sleep in a shoulder wedgie

does anyone want to watch me do this?

Born2BaSissy

09-21-2017, 03:32 PM

Position
1. Hands and knees

How you start
5. deepthroat for 2 minutes

Lube
3. what ever you want (Spit)

Fucking
2. half way in all out 40bpm 3 minutes

More lube
5. Spit only

More fucking (reroll for new position)
Position - ass up head down
6. 3 but while crying
3. all in most out 70 bpm 4 minutes

Oral
3. give it the best bj you can for 3 minutes

Lube
3. No AND dry the dildo off

More fucking (reroll for new position)
position - ass up head down
4. 2 but every time you put the tip to your anus say "please no it hurts, please not again" then scream in pain when you ram it
2. )Ram it in you as fast as possible then remove it very slowly repeat this for 8 minutes

Final fucking (reroll position)
1. all in all out 110 bpm 5 minutes

Finisher
5. edge 3 times from anal then DONT cum and write a full report below

Punishment
3. PM me for punishment

All went well until i had to edge 3 times from anal. Could not do it! Not from lack of trying, just didn't respond. Everything else went great. The 8 minutes of ramming the dildo it as fast as possible with no lube was really painful by the end.

YourDarePartner

09-22-2017, 05:08 AM

Position
5)fetal position

How you start
4)skip this

Lube
3)what ever you want

Fucking
6)same as 3 but beg for it too stop while being fucked
----> 3)rough all in all out 65 bpm 3 minutes

More Lube
6)spit only

More fucking (reroll for new position)
Position roll: 3)Bent over a chair

2)all in all out 50 bpm 4 minutes

Oral
I DON'T

Lube
4) toothpaste

More fucking (reroll position)
Position roll: 2)above the dildo falling onto it

4) 2 but every time you put the tip to your anus say "please no it hurts, please not again" then scream in pain when you ram it
----> 2)Ram it in you as fast as possible then remove it very slowly repeat this for 8 minutes

Final fucking (reroll position)
Position roll: 1) hands and knees

6)slowly fuck your tender ass for 5 minutes at 50 bpm

Finisher
1)CUM!! Then write a full report below

Done, this dare was hard but really pleasant.

I started in fetal position, using my toothpaste stick with classic lube.
I fucked myself roughly, the 10 first insertions were painful and i did'nt have to pretend to beg, but after it was more pleasant (BTW, 65bpm all in all out is just impossible by myself, so I did it as fast as possible).

I've spit a little on the stick, then I've bended over my chair, and I've really enjoy this part, feeling the toys pressing into my ass. As previously, I don't know if I reached 50bmp, but I tryed.

The third part was more unpleasant. I coated the stick with toothpaste, put in on the chair, and I've let myself down on it. The first penetration was great, but my asshole was immediatly retighten by the toothpaste. Begging before each insertion turned me on (I could'nt scream because of my neighbours), but my asshole was really tight, and it's hurt for real.

The last part was easier, and the burning of the toothpaste finally turned me on again. After 5 minutes, I've easily cum, almost without touching my dick.
Then I wrote this report!

Thanks for the dare.

anonimousbob

09-23-2017, 09:17 AM

Position - 2 - Hands and knees

How to start - 3 - gag 3 times

Lube - 1 - the spit from the previous roll

Fucking - gentle at 35 bpm for 3 minutes

More lube - 4 - spit

More fucking - all in, most out 70 bpm for 4 minutes

Oral - 1 - deepthroat for 3 minutes I'll be honest here. I used a condom for the anal sections and swapped to a new condom for the oral parts

Lube - 5 - toothpaste :eek::eek:

More fucking - 1 - all in, most out at 95 bpm for 10 minutes (position - 1 - hands and knees)

Final fucking - 4 - all in, mostly out at 125 bpm for 5 minutes (position - 4 - on your back)

Finisher - 6 - leave the dildo all the way in your ass till you cum from something else

I followed the instructions all the way through, however, since I am in a chastity cage, I was unable to complete the finisher (unless I kept the dildo in for a very long time).

Punishment, since I couldn't cum from something other than the dildo:
6 - PM me for punishment

hiccup

09-23-2017, 05:08 PM

I might try this tonight!

Fantage

10-07-2017, 11:18 AM

You've been bad haven't you? Now you will be punished.

If A2M is in your limits clean the dildo then continue with it in your mouth.

Grab your favorite dildo now your asshole is going to pay. If you fall you must take a punishment

Position
1) hands and knees
2)above the dildo falling onto it
3)Bent over a chair, desk....
4)On your back with your leg to your chest
5)fetal position
6)ass up head down

How you start
1)give your dildo head for 1 minute
2) deepthroat your dildo for 1 minute
3)gag on your dildo 5 times
4)skip this
5) deepthroat for 2 minutes
6) UNLUCKY gag on it 15 times

Lube
1)the spit on it from previous roll (hope you didn't get 4)
2) you're a whore, no lube
3) what ever you want
4)a dime sized amount of real lube
5) spit on it 5 times
6)put on way too much

Fucking
1) gentle at 35bpm for 3 minutes
2)half way in all out 40bpm 3 minutes
3)rough all in all out 65 bpm 3 minutes
4)all in half out 45bpm for 3 minutes
5)all in all out 35 bpm for 3 minutes
6)same as 3 but beg for it too stop while being fucked

More Lube
1-3) no
4-6)spit only

More fucking (reroll for new position)
1)make it hurt for 4 minutes at 60 bpm
2)all in all out 50 bpm 4 minutes
3)all in most out 70 bpm 4 minutes
4)all in all out 40 bpm for 3 minutes
5)all in with short pumps at 70bpm 4 minutes
6) 3 but while crying

Oral
1-2) deepthroat it for 3 minutes
3-4)give it the best bj you can for 3 minutes
5-6)gag on it 25 times

Lube
1-3) no AND dry the dildo off
4-6) toothpaste

More fucking (reroll position)
1)All in most out 95bpm for 10 minutes
2)Ram it in you as fast as possible then remove it very slowly repeat this for 8 minutes
3)half in with short fast pumps 10 minutes
4) 2 but every time you put the tip to your anus say "please no it hurts, please not again" then scream in pain when you ram it
5)1 while crying
6)all in mostly out at 60bpm for 15 minutes

Final fucking (reroll position)
1)all in all out 110 bpm 5 minutes
2)all in mostly out 115 bpm for 6 minutes
3) do 1 and 2
4)all in mostly out at 125bpm for 5 minutes
5) pick and do I while crying
6)slowly fuck your tender ass for 5 minutes at 50 bpm

Finisher
1)CUM!! Then write a full report below
2) edge 3 times then cum
3)cum while sucking your dildo and write a full report below
4)cum from fucking yourself
5)edge 3 times from anal then DONT cum and write a full report below
6)leave the dildo all the way in your ass till you cum from something else

Congratulations you survived your assholes own little taste of hell.

Punishment for failures
1)in 1 hour insert your dildo completely in you dry and leave it for 30 minutes
2)hanging wedgie for 20 minutes
3)PM me for punishment
4)sleep in a shoulder wedgie
5) try this dare ever day till you complete it
6)PM me for punishment

Please tell me how it went below and give me some criticism

2)above the dildo falling onto it

3)gag on your dildo 5 times

5)all in all out 35 bpm for 3 minutes

4-6)spit only

1)make it hurt for 4 minutes at 60 bpm

5-6)gag on it 25 times

4-6) toothpaste

4) 2 but every time you put the tip to your anus say "please no it hurts, please not again" then scream in pain when you ram it

6)slowly fuck your tender ass for 5 minutes at 50 bpm

3)cum while sucking your dildo and write a full report below

I grabbed my dildo and a dice, rolling a two. a put the dildo on the floor, positioning myself on top of it. Then I rolled a a 3, and got down on my knees so my mouth would be forced down on top of it. I started to take the top of the dildo in my mouth and bobbed up and down, until I got down to the bottom. I went all the way up and slowly worked the dildo back into my mouth 5 times, each time choking on the base of the dildo. I proceeded to squat so my asshole was right above the dildo. I weakened my legs and let my body weight fall onto the dildo. I feel as the dildo evades me, my hole opening at the very bottom of the dildo, grateful for the spit still on the dildo from the deep throating. I lift myself up, only to fall back down again, letting the dildo use me. I proceed to go all the way up then back down all the way again until three minutes was over. As the time is over, I am able to put three fingers in my gape. I rolled a 4 this time. I take the dildo in a month, sucking, working my way down to the base, then coming back up from the ground, slobbering the dildo to get as much spit on it as possible. This time I rolled a 1. I lie down with my head looking between my legs, looking as the dildo disappeared inside me. I put the very tip inside me, wiggling and teasing my myself then without warning I push the entire thing inside of me, then pulling most of it out, leaving the skinniest part in, a slut should always have something inside of them at all times. Then I push the rest in again, making my asshole poor and tender. Once time is over, I lift myself off of it and get back on my knees. I roll a 6. I took the dildo in my month eagerly, and gag on it 25 times, until my throat was sore. I rolled a four. I grabbed some toothpaste from the restroom, looking at my large gap in the mirror. I could force all my fingers in my ass now, down to the second line on my fingers, not quite fitting my knuckles in. I put a dab of toothpaste on the dildo, rubbing it along the surface that had been in my ass a minutes ago. I rolled a 4 again. I on my hands and knees this time. I held on tip of the dildo to my ass hole and begged for it to stop but rammed the whole thing it with no mercy. Then I slowly took the dildo out and rammed it straight back in again. This continued for 8 minutes. Next I got a 6 and slowly fucked myself for 5 minutes making myself very raw. I am sucking my dildo as I am writing this.

karlcane

10-09-2017, 04:24 AM

Position
5)fetal position

How you start
1)give your dildo head for 1 minute

Lube
2) you're a whore, no lube

Fucking
3)rough all in all out 65 bpm 3 minutes

More Lube
4-6)spit only

More fucking (reroll for new position)
6) 3 but while crying
6)ass up head down

Oral
1-2) deepthroat it for 3 minutes

Lube
4-6) toothpaste

More fucking (reroll position)
5)1 while crying
4)On your back with your leg to your chest

Final fucking (reroll position)
1)all in all out 110 bpm 5 minutes
4)On your back with your leg to your chest

Finisher
2) edge 3 times then cum

Even if i completed all my master punished me that way
Punishment for failures
1)in 1 hour insert your dildo completely in you dry and leave it for 30 minutes

Thanks for that long anal session
karl

thatgirlhypno

10-27-2017, 03:08 PM

Lost a bet, if someone wants to roll for me I'll have to do it.

akechi106

10-27-2017, 09:30 PM

Lost a bet, if someone wants to roll for me I'll have to do it.

position
1-hands and knees

how you start
3-gag on your dildo 5 times

Lube
5-spit on it 5 times

Fucking
4-all in half out 45bpm for 3 minutes

More Lube
1-3 no

More Fucking(reroll position)
2-above the dildo falling onto it
3-half in with short fast pumps 10 minutes

Final Fucking(reroll position)
3-Bent over a chair, desk....
4-all in mostly out at 125bpm for 5 minutes

Finisher
1-CUM!! Then write a full report below

FYI- sent it in a PM, this is for the threads sake.

PartySlut

10-29-2017, 10:12 AM

can someone please roll for me I'm here for a punishment

quiet_watcher

10-30-2017, 12:04 AM

can someone please roll for me I'm here for a punishment

Here you go. Make sure to follow directions and write a report.

Grab your favorite dildo now your asshole is going to pay. If you fall you must take a punishment

Position
1) hands and knees
2)above the dildo falling onto it
3)Bent over a chair, desk....
4)On your back with your leg to your chest
5)fetal position
6)ass up head down

How you start
1)give your dildo head for 1 minute
2) deepthroat your dildo for 1 minute
3)gag on your dildo 5 times
4)skip this
5) deepthroat for 2 minutes
6) UNLUCKY gag on it 15 times

Lube
1)the spit on it from previous roll (hope you didn't get 4)
2) you're a whore, no lube
3) what ever you want
4)a dime sized amount of real lube
5) spit on it 5 times
6)put on way too much

Fucking
1) gentle at 35bpm for 3 minutes
2)half way in all out 40bpm 3 minutes
3)rough all in all out 65 bpm 3 minutes
4)all in half out 45bpm for 3 minutes
5)all in all out 35 bpm for 3 minutes
6)same as 3 but beg for it too stop while being fucked

More Lube
1-3) no
4-6)spit only

More fucking (reroll for new position)
(4)On your back with your leg to your chest)
1)make it hurt for 4 minutes at 60 bpm
2)all in all out 50 bpm 4 minutes
3)all in most out 70 bpm 4 minutes
4)all in all out 40 bpm for 3 minutes
5)all in with short pumps at 70bpm 4 minutes
6) 3 but while crying

Oral
1-2) deepthroat it for 3 minutes
3-4)give it the best bj you can for 3 minutes
5-6)gag on it 25 times

Lube
1-3) no AND dry the dildo off
4-6) toothpaste

More fucking (reroll position)
(1) hands and knees)
1)All in most out 95bpm for 10 minutes
2)Ram it in you as fast as possible then remove it very slowly repeat this for 8 minutes
3)half in with short fast pumps 10 minutes
4) 2 but every time you put the tip to your anus say "please no it hurts, please not again" then scream in pain when you ram it
5)1 while crying
6)all in mostly out at 60bpm for 15 minutes

Final fucking (reroll position)
(3)Bent over a chair, desk....)
1)all in all out 110 bpm 5 minutes
2)all in mostly out 115 bpm for 6 minutes
3) do 1 and 2
4)all in mostly out at 125bpm for 5 minutes
5) pick and do I while crying
6)slowly fuck your tender ass for 5 minutes at 50 bpm

Finisher
1)CUM!! Then write a full report below
2) edge 3 times then cum
3)cum while sucking your dildo and write a full report below
4)cum from fucking yourself
5)edge 3 times from anal then DONT cum and write a full report below
6)leave the dildo all the way in your ass till you cum from something else

Congratulations you survived your assholes own little taste of hell.

Punishment for failures
1)in 1 hour insert your dildo completely in you dry and leave it for 30 minutes
2)hanging wedgie for 20 minutes
3)PM me for punishment
4)sleep in a shoulder wedgie
5) try this dare ever day till you complete it
6)PM me for punishment

karlcane

10-30-2017, 05:49 AM

Position
4)On your back with your leg to your chest

How you start
6) UNLUCKY gag on it 15 times

Lube
2) you're a whore, no lube

Fucking
5)all in all out 35 bpm for 3 minutes

More Lube
1-3) no

More fucking (reroll for new position)

4)all in all out 40 bpm for 3 minutes

Oral

5-6)gag on it 25 times

Lube

4-6) toothpaste

More fucking (reroll position)

Position :
6)ass up head down

4) 2 but every time you put the tip to your anus say "please no it hurts, please not again" then scream in pain when you ram it

Final fucking (reroll position)
position:
3)Bent over a chair, desk....

5) pick and do I while crying

Finisher

4)cum from fucking yourself

Congratulations you survived your assholes own little taste of hell.

Punishment for failures
1)in 1 hour insert your dildo completely in you dry and leave it for 30 minutes

Hard humiliating as usual... As usual too my master ordered me to do the punishment

thanks

karl

specialk3700

11-25-2017, 09:38 PM

Do I need to make a new dice dare that's harder?

YourDarePartner

12-01-2017, 11:36 AM

According to chatroom's random numbers, here my punishment:

Position
1) hands and knees

How you start
3)gag on your dildo 5 times

Lube
3) what ever you want

Fucking
4)all in half out 45bpm for 3 minutes

More Lube
5)spit only

More fucking (reroll for new position)
6)ass up head down
4)all in all out 40 bpm for 3 minutes

Oral
ATM IS MY LIMIT

Lube
5) toothpaste

More fucking (reroll position)
5)fetal position
2)Ram it in you as fast as possible then remove it very slowly repeat this for 8 minutes

Final fucking (reroll position)
2)above the dildo falling onto it
2)all in mostly out 115 bpm for 6 minutes

Finisher
6)leave the dildo all the way in your ass till you cum from something else

I did my best (the final fucking bpm was just impossible, especialy with the position), and my ass sore like hell, but I had a great orgasm!

Thanks for the dare!

karlcane

12-04-2017, 08:00 AM

Position
2)above the dildo falling onto it

How you start
6) UNLUCKY gag on it 15 times

Lube
5) spit on it 5 times

Fucking
3)rough all in all out 65 bpm 3 minutes

6)same as 3 but beg for it too stop while being fucked

More Lube
4-6)spit only

More fucking (reroll for new position)
3)all in most out 70 bpm 4 minutes
6) 3 but while crying

Oral
3-4)give it the best bj you can for 3 minutes

Lube
1-3) no AND dry the dildo off

More fucking (reroll position)
2)Ram it in you as fast as possible then remove it very slowly repeat this for 8 minutes

Final fucking (reroll position)
6)slowly fuck your tender ass for 5 minutes at 50 bpm

Finisher
2) edge 3 times then cum

it had been a long and humiliating work on my asshole... thanks

karl

specialk3700

01-21-2018, 03:24 AM

Bump........,.......

Luckrabbit

03-02-2018, 06:52 AM

I rolled it will try to do all of it.. I am already excited..

Position
1) hands and knees

How you start
5) deepthroat for 2 minutes

Lube
1)the spit on it from previous roll (hope you didn't get 4)

Fucking
5)all in all out 35 bpm for 3 minutes

More Lube
4-6)spit only

2)above the dildo falling onto it
More fucking (reroll for new position)
4)all in all out 40 bpm for 3 minutes

Oral
5-6)gag on it 25 times

Lube
1-3) no AND dry the dildo off

1) hands and knees
More fucking (reroll position)
6)all in mostly out at 60bpm for 15 minutes

4)On your back with your leg to your chest
Final fucking (reroll position)
1)all in all out 110 bpm 5 minutes

Finisher
3)cum while sucking your dildo and write a full report below

karlcane

03-02-2018, 08:24 AM

Position
3)Bent over a chair, desk....

How you start
6) UNLUCKY gag on it 15 times

Lube
5) spit on it 5 times

Fucking
3)rough all in all out 65 bpm 3 minutes
6)same as 3 but beg for it too stop while being fucked

More Lube
1-3) no

More fucking (reroll for new position)
Position
2)above the dildo falling onto it
5)all in with short pumps at 70bpm 4 minutes

Oral
3-4)give it the best bj you can for 3 minutes

Lube
4-6) toothpaste

More fucking (reroll position)
4)On your back with your leg to your chest
6)all in mostly out at 60bpm for 15 minutes

Final fucking (reroll position)
6)ass up head down
1)all in all out 110 bpm 5 minutes

Finisher
4)cum from fucking yourself

Punishment for failures
1)in 1 hour insert your dildo completely in you dry and leave it for 30 minutes

Even if i didn't fail master forced me to do the punishment...

It had been really hell !

Karl

xslavegirlannax

05-06-2018, 08:15 AM

Doing this now:

6. ass down head up
5. deepthroat for 2 mins
5. spit
5. all in all out 35 bpm for 3 minutes
2. no extra lube
2. above the dildo falling onto it
4. all in mostly out at 125bpm for 5 minutes
4. cum from fucking yourself

Stargazer

05-10-2018, 01:37 PM

I would love to do this! It’s been a while since I’ve done a good anal sessions.

YourDarePartner

05-27-2018, 09:14 PM

Position
4)On your back with your leg to your chest

How you start
2) deepthroat your dildo for 1 minute

Lube
6)put on way too much

Fucking
6)same as 3 but beg for it too stop while being fucked

More Lube
3) no

Position
3)Bent over a chair, desk....

More fucking (reroll for new position)
4)all in all out 40 bpm for 3 minutes

Oral
3)give it the best bj you can for 3 minutes

Lube
5) toothpaste

Position
2)above the dildo falling onto it

More fucking (reroll position)
2)Ram it in you as fast as possible then remove it very slowly repeat this for 8 minutes

Position
4)On your back with your leg to your chest

Final fucking (reroll position)
2)all in mostly out 115 bpm for 6 minutes

Finisher
4)cum from fucking yourself

Victoria85

05-31-2018, 04:20 AM

Position
1) hands and knees

How you start
1)give your dildo head for 1 minute

Lube
6)put on way too much

Fucking
4)all in half out 45bpm for 3 minutes

More Lube
1-3) no

Position
3)Bent over a chair, desk....

More fucking (reroll for new position)
5)all in with short pumps at 70bpm 4 minutes

Oral
3-4)give it the best bj you can for 3 minutes

Lube
4-6) toothpaste

Position
6)ass up head down

More fucking (reroll position)
3)half in with short fast pumps 10 minutes

Position
1) hands and knees

Final fucking (reroll position)
2)all in mostly out 115 bpm for 6 minutes

Finisher
5)edge 3 times from anal then DONT cum and write a full report below

My ass is now sore, especially due to the toothpaste.
The beginning was rather easy and I used cum lube, to make it more fun with the extreme load of it. So that I wasn't allowed more lube wasn't that bad, the ass was properly lubed and I had taken an enema before to make sure it wasn't too nasty.

But then came the toothpaste... I really hate that so much. :( I still feel it burning.
My ass is now really sore, but thank you for the dice dare.

YourDarePartner

08-13-2019, 04:42 AM

I used my toothpaste tube:

Position
2)above the dildo falling onto it
My legs will suffer too!

How you start
1)give your dildo head for 1 minute
Easy, I applied a lot of spit!

Lube
1)the spit on it from previous roll (hope you didn't get 4)

Fucking
4)all in half out 45bpm for 3 minutes
It was really hard to keep the rythme in this position, my legs burned more than my ass!

More Lube
4)spit only

More fucking (reroll for new position)
Position
5)fetal position
1)make it hurt for 4 minutes at 60 bpm
I inserted the tube as far as I could, and each time, I felt it strike the bottom of my asshole. It was painful, but exciting.

No A2M

Lube
4) toothpaste
It will be much more painful.

More fucking (reroll position)
Position
1) hands and knees
4) 2 but every time you put the tip to your anus say "please no it hurts, please not again" then scream in pain when you ram it (2)Ram it in you as fast as possible then remove it very slowly repeat this for 8 minutes)
In fact, after the previous fucking, my ass was open, so, except the burn of the toothpaste, it was not realle painful, but beg and scream turned me on like hell.

Final fucking (reroll position)
Position
2)above the dildo falling onto it
6)slowly fuck your tender ass for 5 minutes at 50 bpm
My ass gaped a little, and pulsed during all the time.
My legs burned and trembled because of the position.

Finisher
6)leave the dildo all the way in your ass till you cum from something else
I just sat deeply on the tube, and touched my cock less than a minute for a huge orgasm.

Thank for the dare.

1337dares

08-14-2019, 03:09 AM

I don't have a dildo, so I'm using a large Super Sharpie. Ass to mouth is a dislike but not a limit, so I'll do it. I also did a lot of stretching earlier today, so my anus was pretty sensitive to pain.

Position
2)above the dildo falling onto it
Since it's not a full dildo it was hard to fuck it from the top, so I just inserted it like this and kept thrusting it under me.

How you start
2) deepthroat your dildo for 1 minute
I'm not really good at deethroating, so I sucked and tongued it while trying to push it to the tip of my throat as much as I could.

Lube
2) you're a whore, no lube

Fucking
1) gentle at 35bpm for 3 minutes
The speed wasn't too bad, but having to wait was already a little humiliating, and I was starting to realize this would take a long time.

More Lube
1-3) no

Position
3)Bent over a chair, desk....
I was at the edge of my bed with my legs spread to keep my ass open.

More fucking (reroll for new position)
1)make it hurt for 4 minutes at 60 bpm
The Sharpie is round enough that I couldn't make it hurt that much by moving it roughly, so I made sure to fully remove and insert it on each beat. This was starting to get more painful and humiliating.

Oral
1-2) deepthroat it for 3 minutes
Surprisingly, having to taste my shit while thrusting the Sharpie deep into my mouth was worse than the longer length of this task.

Lube
4-6) toothpaste
I coated the whole gray part of the Sharpie in a layer of toothpaste, then tried to clean off some excess with my finger to keep it even and cover the tip.

Position
2)above the dildo falling onto it

More fucking (reroll position)
2)Ram it in you as fast as possible then remove it very slowly repeat this for 8 minutes
4) 2 but every time you put the tip to your anus say "please no it hurts, please not again" then scream in pain when you ram it
It's late so I talked quietly and moaned/groaned instead of screaming.

Position
1) hands and knees

Final fucking (reroll position)
1)all in all out 110 bpm 5 minutes
2)all in mostly out 115 bpm for 6 minutes
3) do 1 and 2
The length of this one was pretty grueling, I'll admit I had to take some breaks.

Finisher
5)edge 3 times from anal then DONT cum and write a full report below
I can't edge from anal alone, so I stroked while fucking my ass. Ironically enough, I promised a friend that I'd play with them after and not cum regardless of my roll, and I still got this one.

specialk3700

02-04-2024, 08:45 AM

I'd love more people to try this! Especially with full reports!

mistresssophia

02-04-2024, 08:49 AM

Can't wait to make some of my slaves do this

YourDarePartner

04-05-2024, 03:07 PM

Grab your favorite dildo now your asshole is going to pay. If you fall you must take a punishment

I choose my deodorant can. It is thick, but my asshole have already been stretched this afternoon ;)

Position
5)fetal position

How you start
1)give your dildo head for 1 minute

Lube
4)a dime sized amount of real lube

Fucking
4)all in half out 45bpm for 3 minutes

A gentle start. The can entered my ass without resistance and just a little pain.

More Lube
4-6)spit only

More fucking (reroll for new position)
3)Bent over a chair, desk....

5)all in with short pumps at 70bpm 4 minutes

That was pretty inconfortable, due to the position, the can is long and painfully hit me deep.

Oral
NO ATM

Lube

4-6) toothpaste

More fucking (reroll position)
5)fetal position

4) 2 (Ram it in you as fast as possible then remove it very slowly repeat this for 8 minutes) but every time you put the tip to your anus say "please no it hurts, please not again" then scream in pain when you ram it

And it was truely hurting me.The toothpaste burned, and my asshole sore at each stroke. I hope my neighbores didn't hear anything.

Final fucking (reroll position)
2)above the dildo falling onto it

1)all in all out 110 bpm 5 minutes

I failed the 110 bpm in this position (my legs burns), and failed to let me completly fallen onto it, because the can is around 10" long, it hurts to much, so I fallen on around 8" each time.

Finisher
6)leave the dildo all the way in your ass till you cum from something else

It was easy to cum by strocking my cock, but painfull when my asshole contracted around the can while I cummed!

Congratulations you survived your assholes own little taste of hell.

Thanks for the dare