Sexdemon's Anal Hell.
 

Ok so first get naked. Grab your favorite dildo. (or similar object)


Roll to determine how long you must suck the dildo to lube it up.



Now that you have lubed it up.

Roll to determine how you insert the dildo into your ass.



Now that it is in there.

Roll to see how many times you have to fuck your ass.



Looks like your lube is running dry. Take that dildo out of your ass.

Roll to determine how you reapply lube



Now its time for the real fucking to begin.

Roll to determine your fuck position.



Now its time to see how much you get fucked.

Roll to determine how much your fucked.



Woo, I bet your feeling that.

Flip a coin.



Now all you need to do is finish it.

Roll to determine how you finish.



I hope you enjoyed. any CC pm me with please.

Should always end with 4. Remove all others ;)

I might try something like this if there were less chances for ass-to-mouth. Otherwise, it's a very good dare.

i agree with Slightly Pathetic with less atm it would be an amazeing dice dare. might modify it slightly then do it. thanks for the ideas

I was gonna try this until I read through it. My ass would be too sore after that. Great dare!

Did it (:

I rolled
6 (no lube)
2 (ram it in)
5 (600 fast, shallow)
6 (no lube....again)
6 (all of the above...)
1 (400 fast deep)
Heads
3 (another hour)

I liked it very much, will do it again tomorrow or after tommorow
It hurts tho as I used a 2inch diameter dildo. Gaped nice too (:

I rolled:
6 (No lube)
2 Forcefully ram as far as can go
3 Fast and deep
5 Ram into ass, pump for a min & suck for a min
1 On back, legs into air
6 1000 moderate deep pumps
Tales
1 suck clean

I can really feel the burn in my ass...hurts like freakin' hell at the moment.

I really like your dare, I'll definitly do it! And the ass to mouth parts are also well done.

I love this and will have to try it when I get a dildo. Or does anyone know of a good household substitute?

Sharpie/Tooth Brush

Ouch
 

I couldn't do this but I'm definately going to try again at some point.

I got lube up for 30 seconds
Rolled a 4, a 6 and a 2 so pushed it in and out 6 times lubed it back up then 6 more times.
I then rolled a 1 so fucked another 200 times slow
Rolled a 5 and a 6 so fucked for a minute cleaned for a minute - 6 times :(
For my position it was a 1 so I was on my back
Then another 1 for 400 fast

At around 200 I was struggling so badly I stopped for a few seconds before continuing. But when I finished I flipped a heads to fuck again and physically couldnt keep going.
I'm off to do a punishment dare for not finishing and hopefilly some time this week I'll try again.
I was using a quite large hairbrush handle for the fucking so I'm pretty sore.

Roll on next week ;)

After 800 times my asshole was destroyed and there was some blood..I've failed but i'll try another time in a few days!

Did this again, only I didnt throw the dice this time, I just selected the hardest one. So here are my choices:
6-no lube
2-ram it in
6-moderate/deep/800
6-no lube
6-all of the above
6-1000/moderate/deep
Heads
I threw the dice for the last one and got a 5
There was suprisingly no blood, even tho my ass now hurts. Very good one

600 times fucking.. only the first 200 lubs.. ouch my ass is so sore haha.
I enjoyed it! :)
(Used a thick marker)

Best dare I have done yet.

Ok, so I don't have a dildo at my place, and I much prefer the real thing, so I kind of did an adlib to this last night, and I used a real guy, but it ended up working out perfectly, so I'll explain.

Roll to determine how long you must suck the [dick] to lube it up.
3: I sucked him for 2 mins.

Roll to determine how you insert the [dick] into your ass.
4 then a 6: I stuck his cock in me 6 times and kept taking it out to suck. Was rather unfortunate with this role

Roll to see how many times you have to fuck your ass.
1: Thank goodness for the slow at this point

Roll to determine how you reapply lube
3: Sucked it for 5 minutes. He was loving this part

Roll to determine your fuck position.
3: I just did him cowgirl here...but I guess with the wrong hole?

Roll to determine how much your fucked.
1: Nice and easy again :)

Flip a coin.
Heads

This next part sucked
I had to redo last two rolls and I got a 6 then 5! Worst day! I did all the positions and each had to do 800 pumps with sucking every 200...atleast it was slow, but I was incredibly sore after this! He kept laughing. Nice guy, eh?

Roll to determine how you finish.
5: I deepthroated him, but he had already came in me before, so I just did it until he was clean (He wasn't dirty, so I did it for like a min). Needless to say, I mad him get me off after all this!

All in all, AMAZING dare! Really painful, but we had a good time!

Dares are always more fun with a partner. Why simulate sex when you can have it for real? Awesome post. Lucky guy.

This is what i got, it was pretty, good, i felt nice and loose after.

Roll to determine how long you must suck the dildo to lube it up.
4- 5 mins.

Now that you have lubed it up.
Roll to determine how you insert the dildo into your ass.
6- Push it all the way in, then using your body only, push it back out like you were going to the toilet. Roll a dice to see how many times to do this, then push it all the way in.

Now that it is in there.

Roll to see how many times you have to fuck your ass.
6- 800 Moderate, Deep.

Looks like your lube is running dry. Take that dildo out of your ass.
Roll to determine how you reapply lube
3- Suck it clean 5 mins.

Now its time for the real fucking to begin.
Roll to determine your fuck position.
5- On your hands and knees.

Now its time to see how much you get fucked.
Roll to determine how much your fucked.
5- 800 pumps - slow, moderate. ( every 200 pumps, take it out and suck it for 2 mins then continue)

Woo, I bet your feeling that.
Flip a coin.
Heads - get fucked again. (reroll last dice roll and skip the coin toss next time)
1- 400 pumps - fast, deep.

Now all you need to do is finish it.
Roll to determine how you finish.
4- Keep it in for a min, then take it out and suck it clean, then return it to your ass for 5 more mins of fucking, then bring it out and cum on it, suck it clean again.

This was pretty intense...

T.T my luck sucks
 

1- 30 seconds.
5- Push it half way in and then push it sideways in a circle for 2 mins then push it the rest of the way in.
4- 400 Slow, Moderate.
5- Ram it back in your ass and pump it for 1 min then suck it for 1 mins. (rolled a 4 and a 4)
6- Real unlucky, all of the above.
4- 600 pumps - fast, moderate
heads an additional 600 pumps fast.moderate in each positions

Do i have to do 600 in each potion then again because of heads?

yes, it is hell afterall

Ok, I like this dare but I think, it will be a long one, so I don't know when I'll do it. I'll give a report after if you'd like.

How long I must suck the dildo to lube it up > 5 : 10 mins

How I insert the dildo into my ass > 2 : Forcefully ram it in as far as it can go. :(

How many times I have to fuck my ass > 3 : 400 Fast, Deep.

How I reapply lube > 3 : Suck it clean 5 mins.

My fuck position > 3 : On top humping down on it.

How much I'm fucked > 3 : 600 pumps - moderate, moderate.

Coin flipped : Tales !

How I finish > 6 : Keep it in for another hour, then roll again. (cant choose number 6 again) > 2 : Take it out, cum on it then suck it clean.

:eek:

So I did it this night. Wow, it was indeed intense ! It hurt so much. I thought it was fire at a moment. I had to take a break cause my thighs were shaking in this position ! No blood for me but a very intense burning sensation that keeps hurting now.

Well, my 6 4 3 4 2 3 Heads 6 4 was somewhat painful, but I enjoyed it. :-)

Used my large vib (9.5 long almost 2 wide )
6,2,3,5(1,4),1,4, heads(1),6,1
Mmmm my ass is in painful blissmmmmmm

I'll roll now and do this when I'm home alone. I'll post a report once I do it. If anyone will want pictures, contact me ;)

For now, here are my results:

6- No lube for you. (fuck!)

6-Push it all the way in, then using your body only, push it back out like you were going to the toilet. Roll a dice to see how many times to do this, then push it all the way in. (I rolled a 2 for this)

4- 400 Slow, Moderate.

5- Ram it back in your ass and pump it for 1 min then suck it for 1 mins. (roll 2 dice to see how many times you have to do this) (I rolled a 7)

5- On your hands and knees.

4- 600 pumps - fast, moderate.

Heads - get fucked again. (reroll last dice roll and skip the coin toss next time) (I rolled a 6, which is 1000 pumps - moderate, deep.)

2- Take it out, cum on it then suck it clean.


And by the way, I will be using the handle of a toilet brush for this. Can't wait!

i got
roll 1 4 5 min of sucking
roll 2 6 then 3
roll 3 3 400 fast deep
roll 4 3 suck clean for 5 min
roll 5 1 on back legs in air
roll 6 6 1000 moderate deep every 200 suck 2min
coin toss heads
roll 6-2 5 slow moderate suck every 200 2min
final roll 4 Keep it in for a min, then take it out and suck it clean, then return it to your ass for 5 more mins of fucking, then bring it out and cum on it, suck it clean again
great dare really fun

I just got fuck for an hour strata. First I sucked my dildo for 30 sec, which was the best amount of time for me. Then I Slowly inserted the tip and then tock it out, and then repeat. Each time going in a little more until you’re all the way in. this was a nice way to worm up for the fucking I was about to get. I got fuck 800 times Moderate pace and Deep, I use a metronome and a timer so I would not have to count my strokes. Next I spite on top of it 3 times before getting fuck 1000 more times on my tummy. I had never been fuck in this position be for, it was a little hard to get the dildo in but the fact that I was forced to hump the ground more than made up for it. I fuck my ass fast and deep for 400 more strokes. Keep it in for a min, then take it out and suck it clean, then return it to your ass for 5 more mins of fucking, then bring it out and cum on it, suck it clean again, Which was my favorite way to cum out of the whole list.

All in all I got 2500 times, the odd thing is my ass is not sore in the lest.

well. Was going so good! I rolled 1, 4(1), 6, 4, 3, 6. failed on 6 because my knees couldn't handle it. My ass felt lovely >.<

I tried this dare but i couldnt finish it, I had to ram it in my ass 12 times and suck it after each ram, that really destroyed me, I could only do 100 of the 600 pumps i was suppose to before I came
my butt still hurts pretty bad but i know i need to be punished for failing

definitely be giving this a go soon! :)

3- 2 mins.
5- Push it half way in and then push it sideways in a circle for 2 mins then push it the rest of the way in.
3- 400 Fast, Deep.
5- Ram it back in your ass and pump it for 1 min then suck it for 1 mins. (roll 2 dice to see how many times you have to do this) - 7 times
2- On your belly.
6- 1000 pumps - moderate, deep. ( every 200 pumps, take it out and suck it for 2 mins then continue)
Heads - get fucked again. (reroll last dice roll and skip the coin toss next time)
4- 600 pumps - fast, moderate.
1- Take it out and suck it clean - No cumming.

Fantastic dare but very sore now

4- 5 mins.
3- Slowly insert the tip and then bring it out, and then repeat. Each time going in a little more until your all the way in.
4- 400 Slow, Moderate.
5- Ram it back in your ass and pump it for 1 min then suck it for 1 mins. (roll 2 dice to see how many times you have to do this) (x3)
1- On your back legs in the air.
3- 600 pumps - moderate, moderate. (cheated a bit about 200 pumps in)
Tales - continue.
6- Keep it in for another hour, then roll again. (cant choose number 6 again)
2- Take it out, cum on it then suck it clean.

Wow. I didn't even get the worst of it, cheated a bit because I couldn't take any more, and I'm still sore.

By cheating I mean I used some actual lube. Not sure if I need to do a punishment because of this.

I would love to try this soon; loving the ass-to-mouth parts. :)

I am glad alot of you like it, I am thinking of making another dare like this, if anyone has any suggestions on what they would like to see, please let me know.

Maybe add some food play?

this dare was amazing, i completed the whole thing and stretched my ass nicely, loved it please make more!:D

i kno im going to regret this but i got a 4,2,1,5,1,3,tails

very nice dare. I'm not really into anal but I wanna do this
so
2 minutes, Push it all the way in, then using your body only, push it back out like you were going to the toilet. 3 times

400 Fast, Deep; Lick it clean and all over, you have 5 mins (yerk, enema before anal is very useful to avoid shitty spots)

On your hands and knees; 800 pumps - slow, moderate. ( every 200 pumps, take it out and suck it for 2 mins then continue)

Take it out and suck it clean - No cumming

gosh, I feel like I've been raped by a pack of dominatrix with strap-on, my ass is on fire. totally worth it

thanx a lot for this