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Old 12-21-2021, 12:16 PM   #1
emmajack
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Default Naughty Submissive

My slave, artjack3, has been a naughty sissy. For the 2nd time in 3 months, he's overindulged and failed to make his weekly weigh-in. As a result, he's got a stocking full of Coal for Christmas and is locked up in chastity.

Submit your dares (teases and tasks) here that will make his tiny prick throb, leak & strain to escape it's cage and I'll be sure he's aware that he needs to comply. Let's ramp up this sissy's temperature & torment.

Artjack3 understands that he can choose to veto any dares that are against his limits. Any other dares he fails to complete will extend his sentence another day.

Last edited by emmajack; 12-21-2021 at 12:47 PM.
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Old 12-21-2021, 12:25 PM   #2
Sissy swim boi
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Sissy should try and have a sissy orgasm every day from anal only 😂 that will have his little cock trying to bulge out
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Old 12-21-2021, 12:39 PM   #3
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Sissy should try and have a sissy orgasm every day from anal only �� that will have his little cock trying to bulge out
That's actually a sissification option of his chastity punishment roulette. Since he didn't roll that option, we can add it to his task list! NICE!
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Old 12-21-2021, 02:16 PM   #4
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That’s a shame well I think he should clean his dick through his cage with his toothbrush and toothpaste every time before he cleans his teeth 2 mins on each 😂
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Old 12-21-2021, 02:25 PM   #5
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He should send a pic of his cock caged in a public site every 2 days
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Old 12-21-2021, 02:58 PM   #6
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Our sissy had a new outfit delivered today after fulfilling a dare on the Person Above Online Shopping Costume or Lingerie thread. He's waiting for the pictures he's uploaded to GD to be approved but in the meantime you can view the outfit on ExposedFun here. In the Comments, you can find a link to some photos from his first Sissygasm session which include a view of his caged cock. He was excited to attempt to orgasm but all he achieved was a truly "Sissy"-gasm i.e. a few spurts of semen, which I made him eat. Definitely nothing orgasmic happened which left him frustrated & disappointed. Hehehe

Quote:
Originally Posted by Sissy swim boi View Post
Sissy should try and have a sissy orgasm every day from anal only �� that will have his little cock trying to bulge out
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Originally Posted by Yckmgh View Post
He should send a pic of his cock caged in a public site every 2 days
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Old 12-21-2021, 03:02 PM   #7
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Quote:
Originally Posted by Sissy swim boi View Post
That’s a shame well I think he should clean his dick through his cage with his toothbrush and toothpaste every time before he cleans his teeth 2 mins on each 😂
I suspect that will get his prick throbbing in a different sort of way!
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Old 12-21-2021, 06:19 PM   #8
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Well, not as punishing as the other suggestions but I'd imagine that a regular and mindful testicle massage (like every 2-3 days or in this case daily) which can increase the sex drive etc. might be interesting
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Old 12-21-2021, 09:16 PM   #9
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AHA! I wondered where these new tasks were coming from! I see Emma has enlisted your help!
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Old 12-22-2021, 02:39 PM   #10
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I think he should have a hump of something different every day of his chastity for 30 mins. Things will get interesting when he has used the easy things 😂😂
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Old 12-22-2021, 03:05 PM   #11
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Ugh! A couple of days of my chastity sentence require me to watch X amount of porn. I've found out the hard way that tugging on my cage trying to make something happen results in painful chafing on the underside of my scrotum, especially because I have a few diaper days thrown in that keep my cage wet & irritable. I've been using diaper rash cream to try to manage the problem but it won't fully heal until I'm free from this thing. But, if it gets really bad, my mistress might consider letting me use the next larger size ring.
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Old 12-22-2021, 03:12 PM   #12
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Quote:
Originally Posted by artjack3 View Post
Ugh! A couple of days of my chastity sentence require me to watch X amount of porn. I've found out the hard way that tugging on my cage trying to make something happen results in painful chafing on the underside of my scrotum, especially because I have a few diaper days thrown in that keep my cage wet & irritable. I've been using diaper rash cream to try to manage the problem but it won't fully heal until I'm free from this thing. But, if it gets really bad, my mistress might consider letting me use the next larger size ring.
Stop whining SISSY!!!
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Old 12-27-2021, 09:59 AM   #13
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Here's a humiliating task for a caged submissive who watches porn & masturbates when he should be fulfilling the sexual desires of his female housemate! Take the Male Masturbator Pussy Stroker you purchased this year, wedge it between the front of the seat cushions on your sofa, get down on your hands & knees, eat out the pussy & fuck it with your tongue for at least 10 min. After it's good and lubricated, take out your pink 6" dildo, lube it well with your saliva, place the base in your mouth, and fuck the pussy stroker with the dildo using only your mouth to hold it and thrust it deeply into the masturbator for another 10 min. When finished, suck @ swallow the pussy juices from the stroker. Provide me video proof.
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Old 12-27-2021, 10:56 AM   #14
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Walk around the block or go to a store wearing only a coat. Otherwise naked. He can bring sandals but only put them on if asked.

Another time: Go out in public with a coat and only womens swimwear underneath. Also barefoot, carrying sandals to put on if requested. This time.. he can only stop the dare o ce 5 people have seen that he is only wearing a womans swimsuit underneath. OR, if that is too hard, must pass 5 people (6 ft apart) dressed with coat on.


Even more fun with brightly painted toenails.
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Old 12-27-2021, 11:27 AM   #15
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Quote:
Originally Posted by zephyrnem View Post
Walk around the block or go to a store wearing only a coat. Otherwise naked. He can bring sandals but only put them on if asked.

Another time: Go out in public with a coat and only womens swimwear underneath. Also barefoot, carrying sandals to put on if requested. This time.. he can only stop the dare o ce 5 people have seen that he is only wearing a womans swimsuit underneath. OR, if that is too hard, must pass 5 people (6 ft apart) dressed with coat on.


Even more fun with brightly painted toenails.
Good thinking although difficult to do this time of year in the Northern Hemisphere, particularly Illinois & Iowa! Painted toenails and a caged cock under women's swimwear should certainly grab some people's attention.
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