[Dare] Person Above Anal Dare

[hail]

Get your butt plug. Before you insert, get a piece of string/twine/rope one meter (3ft) long, and tie the middle to the base of the plug, so you have two ends hanging from it. Insert the plug and tie it to your big toes. This will force you to squat or the rope will pull the plug out. Stay plugged for at least one hour. When the hour is up, pull the plug out using the rope by standing up quickly.

[sub_21]

Put a carrot/cucumber while you copy a porn video as the girl, then ass to mouth

[Blankzee]

Your next orgasm must be from anal only

[krush123007]

Fuck your ass with your medium dildo for 5 minutes and then put it as far up your ass as you can. Then put on your too small underwear to keep it in for 15 minutes.

[jdh90]

Take your dildo and position yourself somewhere where you can see a clock. Fuck yourself using only the tip of the dildo. For every minute that is past you will insert 1 additional cm of the dildo in your ass, getting it almost completely out every thrust. Thus the first minute, only the tip will be inside your, after that the tip plus 1cm, after that the tip plus 2cm, and so on. Once the dildo is fully inserted or as far as you get can it, make yourself cum while you keep fucking the dildo.

[Jellyboy]

find a metronome online and set it to a reasonable time, then using the largest dildo that you can fit, I want you to slowly sit down on it moving up and down a little at a time to the beat of the metronome. do this until you fully take it in, then continue moving taking in the full thing until you edge. after that do the reverse going up and down in time until the dildo is out again. then do your best to take in the whole thing at once, only then may you come.

I lost in another thread, so I would love something creative.

[LanaCD18]

Round 1:
Smallest Dildo. Roll d10 and do that number x 10 thrusts halfway in and out. Comfortable pace

Round 2:
Next biggest Dildo. Roll d10 and do that number x 10 thrusts 3/4 way in and out. fast pace

Round 3:
Biggest Dildo. Roll 2 x d16. Pick the highest number and do that x 10 thrusts as far in as you can. Medium in, Fast out.

Extra: roll d6 before starting
Odds - Cum during last round.
Evens - Lick previous clean between each round OR smack balls 10 times with previous dildo before advancing. Cum once complete with the dildo still in.

*if you don't have 3 dildos then smallest > biggest after first round/just use the one.

[dw4anl]

Cum on your largest buttplug then insert it for 30 minutes while dressed up as a slut.

[littlespoonseb]

Roll a d6. The result is the number of ice cubes you must insert with no lube. Once you've pressed the ice deep inside, hurry before it melts too much. You may now lube yourself up, and insert your widest toy/flared base object. The length doesn't matter, the goal here is obstruction, not pleasure. Wait until you're sure the ice is melted, and your insides have warmed back up. Now you can remove the plug and expel the water into the toilet or bathtub

[hail]

Give yourself a soap enema with as much as you can take on average. Plug it and leave it in for 30 minutes. You are not allowed to look at the clock. For every minute over, you can reward yourself with an orgasm. Every minute under and you must edge but only from anal insertion.

[krush123007]

Stuff as many marshmallows as you can in your ass and then put on a pair of panties but let them stick up a little out of your pants, then go shopping

[Jellyboy]

Take your inflatable buttplug and pump it twice to start. Now go and do some house chores, for at least 2 hours. I every time you stop to watch your phone or any other screen, you have to pump your plug 2 times and you can’t deflate till you are done with the chores or 2 hours.

Do your worse with my dare

[FenFluff]

Since you wanted cruelty, you get it! Take your large dildo , and lube it up well. Insert it fully, and then give yourself the tightest wedgie you can manage, making sure it presses hard on the base of the toy to keep it pressed inside you. Use duct tape or rope to secure the wedgie to your back so it can't slide down, and cuff your wrists Infront of you. One hour in total, and the time pauses if the underwear slip or the toy isn't pressed hard inside.

Hope it stretches you out well!

[krush123007]

Use a medium sized dildo and fuck your ass at around 60bpm for a minute and then switch to riding your dildo at 60bpm for a minute. Then go back to fucking your ass but this time at 120bpm for a minute and then switch to riding your dildo at 60 bpm for a minute. Then just sit all the way down on your dildo for a minute. After that you’re done.

[RandomStranger]

Lay down but ass in the air with a medium sized dildo or similar object. Slowly insert the first few centimetres then out then in(about 10 times), then go about half way then out then in(about 20 times), then go all the way in and out and make sure the object is fully out before inserting it again and do this 30 times

I currently cannot use dildos/buttplugs but anything else is fine