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Old 10-27-2023, 03:02 PM   #7096
Dare-O-Rama
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Go to the store and buy a bag of baby carrots. See how many you can jam into your butt. If you can get:
3 in there: Anal Pussy. Cum from anal only stimulation for a month to improve.
6 in: Anal Amateur. Hold them in for 30 minutes, then masturbate to orgasm normally. Then poop them out.
12 in: Anal Experienced. Gently expel all the carrots, then hop in the shower with your dildo for a well-earned play session.
24 in: Anal Pro. You know your way around butt stuff (& butt stuffing!). leave them in for at least an hour. During that time, see if you can slide a skinny dildo or vibrator in as well. The fuller the better!!
48+ in: Anal Demon. You rule!
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Old 10-28-2023, 01:35 PM   #7097
Akela_folf
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For you, put a whole egg in your ass, then accompany it with some baby cucumbers stuff it till you cant no more, if you cannot do so then you punish yourself by not cumming ir touching/playing with any part for 2 weeks, good luck!

(For person below if you would like to see pictures add me on discord ozzy_da_ferret
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Old 10-31-2023, 03:29 PM   #7098
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Bumping this post
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Old 10-31-2023, 11:06 PM   #7099
Herwhoralhighness
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Put a dildo you consider to be average in your ass and tightly diaper up over it, don't take it out or change until your diaper starts leaking
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Add anything you think i deserve to my calender. Punishments, rules or tasks, I need to do them all.
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Old 11-01-2023, 05:07 AM   #7100
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Set out every plug you own in order of size, and settle down to a round based video game. Rounds should be 10-20 minutes. Every time you win, insert the next size up. Every time you lose, go down one size. When you win a round with the largest toy inside your ass, you win.
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Old 11-01-2023, 12:42 PM   #7101
Akela_folf
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Shove a dildo up your ass, the largest one you have and leave it in for the day
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Old 11-01-2023, 12:56 PM   #7102
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No likes limits toys?

Put your whole fist in your ass and keep it there until you cum
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Old 11-01-2023, 01:45 PM   #7103
Akela_folf
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Fun one!

For you, you shall have a cucumber shoves you yours (as much that will fit) and put on your clothing, continuing your routines for an hour
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Old 11-01-2023, 11:59 PM   #7104
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Use the wheel link in my bio. Keep spinning until you have an anal orgasm amor an hour has passed
(Feel free to pm me suggestions to add afterwards)
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Old 11-02-2023, 12:11 PM   #7105
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You do your own dare, but only until you cum twice!

(No limits for me, go crazy)
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Old 11-02-2023, 11:47 PM   #7106
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Try to put 15 marshmallows up your ass, if you fail 20 spanks each cheek. Now make yourself some underwear out of cling film and duct tape. Then tie your hand and feet together and then tie your legs to the bed. Try to stay like that for 40 minutes. If you cant hold the marshmallows in your ass then you must release them in your makeshift underwear.
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Old 11-04-2023, 06:42 PM   #7107
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You have to shove 15 baby carrots up your ass, and hold them in there. If you fail then go lut, buy a cucumber and fuck your ass with it for 30 minutes before stuffing another 15 baby carrots in for the 2 hours or until you shit them out.
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Old 11-05-2023, 06:24 AM   #7108
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Get the biggest plug that you know will fit inside you, work it into your ass and then go out for a nice long walk. 30 minutes to an hour will do, and when you get home you can't remove the plug using your hands. You must push it out.
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Old 11-06-2023, 08:07 AM   #7109
Victoria85
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You have to wear plugs daily for 3 hours for a week. But the next day, you either have to increase the size or double the time you wore them the previous day.
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Old 11-06-2023, 10:23 AM   #7110
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You can pick the day & time yourself on when to do this dare because it will take the entire day. Place one of your toys in every room of the house. Then go about your day as normal, but every time you enter a room, you need to insert the toy that you place in that room in your ass and leave it there until you go to the next room. So bascially you will have something in your ass all day but it will change every time you go from Room to Room.

For me, I have no toys, only household objects.
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