“Your dirty secret is out my boy. I can tell you’ve been rooting around in my underwear drawer and some of my finest silk panties are missing. Your Father will be interested to hear what a disgusting little sissy his son is. That is, unless you drop your trousers and show me what they look like on you. The humiliation of telling your Father will be spared……but then I’ll be dealing with your punishment from now on.”
i want to use my strap to cum on a boy’s chest, i just know any pretty baby boy of mine would love it.
Andrew wasn’t improving Stepmother’s mood with this poor attempt at cleaning the house, pre- dinner party. Perhaps the locked heels and maid outfit was slowing him down?
Prayers for your salvation were a merciful touch. But we know it’s too late for you.
LOUDER FAGGOT😈🍆😁😁
Thinking about gently torturing a sub with ginger. Big comfortable cuffs locking their legs into a spreader bar, knees forced to their chest so they are exposed to me. Rubbing and massaging the area until they flush with arousal, dripping slightly and sensitive. Taking the small nub of ginger rubbing it into their cock. Watching as it starts to burn, the way their cheeks flush, their eyes start to burn. Taking my time, massaging the stinging root into the red flesh. Taking a bit more and using my finger to rub the juices into the sensitive exposed head of their cock. Watching their back arch as the stinging pain overcomes the tender nub. Rubbing my finger into the sensitive tip, soft circles over the sensitive burning flesh. Rubbing and massaging until they cum, shuddering beneath me, tears flowing from their eyes at the pleasure and the pain. Taking a larger piece I rub it all over their cunt. savoring their squirms and cries, their desperate please as I massage the painful juice into their folds, their own wetness easing the spread. Massaging it around their cunt and ass. Observing the way their holes flutter and clench, the overwhelming stinging pain and pleasure mixing as their body responds without their control. Pushing a carved ginger plug into their ass as they buck and writhe. The stinging and burning almost overwhelming them I rub their cock with the small nub again, forcing out another orgasm as they start to cry louder, the clenching around the ginger plug intensifying their pain. Enjoying the way they squirm and cry unable to escape the stinging pain all over their sensitive parts. Painstakingly coating my strap with a fine ginger paste. Watching their eyes widen as I press the head of my cock against their hole. They beg tearfully for a moment before I push into them. The burning stinging pain sinking deep into them, consuming them inside and out as i fuck their hole. They buck and squirm trying to get away from the pain, to relax their holes, but the pleasure and size is too much and they can't help but clench. Crying out with broken wails and sobs as I fuck them, cock, cunt, and ass all burning in pain as I use their hole, rubbing their cock with my small ginger piece, forcing them to cum over and over, the clenching of their cunt only intensifying the pain. Fucking their hole until the burning pain ebbs away and their sobs fade to sniffles. I pull my cock from them and rub their stomach gently as i wipe away all the ginger. I continue to massage their aching flesh while I pull out another cock to fuck them with. This one glass, and ice cold. I push the rod into their cunt and watch as the sudden shift from stinging to burning cold hits them. They start sobbing again as i fuck their abused hole with the frigid dildo, their body shakes and shudders from the stimulation. I replace the ginger plug in their ass with a cold metal one, using the ice and cold to painfully soothe the abused flesh. They'd look so pretty, face flushed and red from crying, cock twitching and red, body shivering as they lay in a pool of their own piss and cum, body long since having given up on muscular control. When the ice is melted i massage cooling aloe into the abused flesh before unclipping their legs and wrapping them in a blanket to sleep. A soft silicone plug and dildo keeping them full and happy as they recover.
[authors note: this is an exaggerated fantasy, figging is a RACK activity so do your research and be careful]
Personally hand-picked by Truant Finder General Sabra herself, First Warden Dora Miseki holds absolute power over the Chainsgate maximum security prison.
Even before being elevated to the role of First Warden, Miseki had proven herself time and time again as one of the most dedicated and relentless Correctices in the employ of the Asbethserilian Ministry of Truants. Her unhortodox breaking techniques along with her absolute determination to bring troublemakers and criminals to justice, allowed her to rapidly climb the ranks of the Ministry and earned her the praise of the Truant Finder General, who appreciated her pragmatic and result oriented approach.
Therefore, when Chainsgate was finally completed warden Miseki was among those taken in consideration for running the supermax prison, and no one was surprised in the least when the Truant Finder General chose her for the role of First Warden.
As First Warden of Chainsgate Dora Miseki enjoys absolute authority over the prisoners in her care and spares no efforts to fully rehabilitate even the most die-hard rebels. Through the judicious application of the tried and tested Torean method of breaking a slave’s spirit before reshaping her mentally and physically, Chainsgate’s First Warden has developed an impressive record of successes.
Gifted with prodigious memory, keen intuition, and a devious and ruthless mind, Miseki prides herself in knowing even the most minute details about each an every prisoner in her care, using that knowledge to develop personalized "treatment programs" meant to efficiently break them and facilitate their retraining and eventually their return to Asbethserilian society as fully docile and compliant slavegirls, happy to fulfill their submissive role in life.
Hi! Thank you so much for your answers. Maybe you also have a vid with a guy bursting into tears while laughing? Or at least a guy who is nearly crying? 🥺
Hi! If you asked me all the previous ones, it’s a little better to not ask for so much so quickly. It can get overwhelming 😅
That said, I don’t have anything to that extreme but I do have one where the guy mentions he’s about to cry. If you like banter, he banters back and forth with these two lees a lot too. Hope you enjoy!
Okay lowkey I agree it's rude. Any ideas on how to offer my keys to her? How would you want someone to do that for you?
Ok so if she already knows about your chastity then try to bring it up in conversation and let her be curious about it and judge her level of interest. If she sees interested then mention that it’s hard to be self disciplined and it would be helpful to have someone else hold your keys and then hit with some puppy dog eyes 🥺
Good luck, let us know how it goes!
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