Punish my asshole

Waterfall · 11-26-2020, 07:43 PM

I’m really really really in the mood to make my asshole ache. Please give me tasks/dares/rules. Whatever you want! Please ruin my asshole!

Killerhipo · 11-26-2020, 08:20 PM

What type of dildo do you have? Does it have a base or is it smooth? Could you tie a string around the base? If you can, insert the dildo completely into your ass then make sure it stays there by putting in your plug. Make sure the string stays out of your ass in case you need it to get the dildo back out.

Since the above dare is unlikely to be doable, give yourself a large enema then insert and remove the dildo fully as many times as it takes for the enema to drain completely. I expect that you will leak a little each time the dildo exits your ass. Exactly how much will depend on how quick and forceful you clench. If you make it to 10 you will be allowed 1 item of clothing tomorrow. if you make it to 100 you can have two, 1000 and three. I think you get the pattern, good luck.

coolplay69uk · 11-27-2020, 04:35 AM

Empty as much of a bottle of tabasco into your ass as your dare!

JackBlack351 · 11-27-2020, 10:59 AM

Insert a piece of ginger completely in your ass and fuck yourself with a dildo for 10 minutes then you can try to push the ginger out, no hands!

Enjoy

wowman · 11-28-2020, 03:41 AM

I will piggy-back off of the enema deal, one large dildo/butt plug to hold it all together and see how long you last ... Maybe 1 minute, maybe 10 and you sleep with it in..

Take your toy and do 100 thrusts by tomorrow morning

11-26-2020, 07:43 PM	#1
Waterfall getDare Sweetheart Join Date: Jun 2018 Location: Wouldn’t you like to know ;) Posts: 443 Blog Entries: 7	Punish my asshole I’m really really really in the mood to make my asshole ache. Please give me tasks/dares/rules. Whatever you want! Please ruin my asshole! __________________ 21 - Female - Bi - Switch Anal Whore Likes, limits, and toys! Pm me degrading things I should add here!

11-27-2020, 10:59 AM	#4
JackBlack351 Distinguished Member Join Date: Nov 2020 Location: Portugal Posts: 517	Ginger Insert a piece of ginger completely in your ass and fuck yourself with a dildo for 10 minutes then you can try to push the ginger out, no hands! Enjoy

11-28-2020, 03:41 AM	#5
wowman Senior Member Join Date: Nov 2014 Location: USA Posts: 201 Blog Entries: 2	I will piggy-back off of the enema deal, one large dildo/butt plug to hold it all together and see how long you last ... Maybe 1 minute, maybe 10 and you sleep with it in.. Take your toy and do 100 thrusts by tomorrow morning __________________ 27/M/Straight Likes: Enemas, huge dildos, food insertions, messy, orgasm control, prostate play, orgasm control, Dislikes: crampy enemas, excessive pain, public, toothpaste Limits: personal pictures, bodily fluids, family, permanent.

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11-26-2020, 08:20 PM	#2
Killerhipo Senior Member Join Date: Jun 2016 Location: Canada Posts: 100	What type of dildo do you have? Does it have a base or is it smooth? Could you tie a string around the base? If you can, insert the dildo completely into your ass then make sure it stays there by putting in your plug. Make sure the string stays out of your ass in case you need it to get the dildo back out. Since the above dare is unlikely to be doable, give yourself a large enema then insert and remove the dildo fully as many times as it takes for the enema to drain completely. I expect that you will leak a little each time the dildo exits your ass. Exactly how much will depend on how quick and forceful you clench. If you make it to 10 you will be allowed 1 item of clothing tomorrow. if you make it to 100 you can have two, 1000 and three. I think you get the pattern, good luck.

11-27-2020, 04:35 AM	#3
coolplay69uk Senior Member Join Date: Sep 2008 Posts: 206 Blog Entries: 2	Empty as much of a bottle of tabasco into your ass as your dare!