I called my girlfriend C today just to ask her how her day was and to report that I was going to be a nun tonight. “Nun, huh?” she replied. “Yes. I am waiting for my naughty boy right now, ridding crop in hand. I found some panties in his desk drawer so I am going to piss on him for it,” I said gleefully while swinging my crop around the living room. I love the sound of a swinging crop. “So you are a piss nun tonight,” C quickly retorted. Hence the name of the story. Thank you C.

I have said this time and time again, I fucking love role playing. It allows the submissive to interact with me and help create the fantasy in a way that ordinary play does not. Many people are too shy to role play, but if you want to try it, you know where to come. I saw this submissive last week and his fantasy intrigued me. He went to a Catholic school as a child and when he was a naughty boy, the head nun would take him to her office, order him to drop his pants and spank him with a paddle. It was a humiliating experience in two ways: first, he had to lower his pants before a nun and secondly, all of the other children were aware of what was taking place. Naturally, these humiliating events shaped his fetish fantasies and I am always happy to help re-create fetish fantasies and add my own devious twist to the adventure. The first time we met, I added a medical exam to the plot. Tonight, I added a little more kinky twists. I doubt he will ever be the same.

The naughty boy knocks on my dungeon door and I tell him to enter and sit down in my red chair. “Do you know why you are here?” I ask, hiding the item found in his desk drawer behind my back, still swinging my crop around. “No Mistress,” he sheepishly replies. “The nuns did a search of all desks and found something interesting in your desk drawer.” I wait for his reply but he stares at me blankly. Turning around, I place the panties on the end of the crop, face him and shove the panties into his face. The same blank stare before claims of innocence spew from his mouth: it must be a mistake, maybe it was another person’s desk, someone planted it, etc.

“Give me the palm of your hand,” I order and as he holds his hand out before me, I slap him with my crop slowly explaining that he has been spotted numerous times outside of the girls locker room. I tell him I know he is very interested in the cheerleaders and that these are the missing panties of one of our cheerleaders. Finally he confesses to his crime and I tell him to rise to his feet and drop his pants. While he is busy unbuckling his belt, I instruct him to open his mouth wide and I place the crotch of the panties in his mouth. During his confession, I discovered that not only did he steal the cheerleader’s panties, but he was also sniffing the crotch while playing with himself, so now he can suck the crotch during his over the knee spankings. What I did not tell my submissive was that those were the panties worn by V during the Bukaki party. But I know you will be reading this, naughty little boy, so now you know just how cruel your Mistress can be. V wore the panties you sucked when she entered my dungeon. Admittedly, I removed them within the first five minutes so my sluts could taste her sweet pussy, but regardless, they were worn by a naughty girl and I left them unwashed, waiting for the perfect submissive to suck them clean.

Bare bottomed, pants still hanging around his ankles, the naughty boy is over my knee receiving his first round of spankings for the evening. He sucks V’s panties clean while I paddle his tender ass with a leather paddle. I am taking it easy on him for now because I intend on making his punishments last as long as possible. The next phase of punishment is far more degrading, but we have not reached the height of degradation yet. The medical examination has become an important part of his humiliation as well as rehabilitation, so I remove nipple clamps and inform him that these will stay on his nipples until I can successfully measure just how sensitive his nipples are. He is asked to strip before the Mistress and I place V’s now wet panties around his neck. But that is not the only thing that goes around this bad boy’s neck. I also lock a metal collar around his neck, chain him up and order him to his knees. “You want to behave like an animal, then I will treat you like an animal,” I tell him. Imagine my naughty boy on his knees, pink panties and metal collar around his neck which is hooked to metal chain hanging from the ceiling. He is locked up like a rapid dog.

I order him to bend over, pouring hot oil over his back to make his flesh sensitive, I tell him how the monk would flog themselves to keep impure thoughts away. At this point, he receives his floggings and during the floggings, he is to thank me after each stroke. I am determined to make him understand that I am there to help reform him. He is already on all fours, so I take the opportunity to begin the medical examination. Glove on and lubed up, I tell him to breath as I slide one finger in. He must relax if I am going to get two fingers in. I am equally determined to stretch his pussy wide over time. If he cannot behave in class, then he will be turned into my slut. After all of this work, I am sweating and since I am working on turning him into a slut, he is told to lick all of the sweat off of my front side and back. I would hardly say this is punishment, but sometimes the Mistress allows for treats in between punishment.

Released from his chains, I slowly and purposefully begin removing implements: wooden paddles for stinging and bruising, a stiff leather flogger to help tenderize the buttocks, and a belt with a handle that this submissive made for me. Poor fool, making his own instruments of pain for the Mistress’s pleasure. I enjoyed this belt immensely the last time we met and hope to enjoy it again this evening. My naughty boy is asked to place all items neatly on the chair before kneeling on the spanking bench. Once he does this, the medical examination continues in conjunction with his punishment. Nipples clamps removed, I determine that yes, his nipples are appropriately sensitive. A small object will be inserted into his anus during his paddling and flogging. I insert the object, tug on his balls and tease the cock that this naughty boys jerks off so often. And now for the punishment. He is paddled and flogged repeatedly. I take breaks to ensure that the small item in his anus is securely in place. I also make certain to pull his balls and tease his cock so he does not forget why he is here. At last, he cries enough before I have a chance to use the belt again. But that is fine. The pain is over, but not the humiliation.

“The cheerleader who you stole the panties from was humiliated by you and now you will be humiliated by me so you know what it feels like,” I tell him. Lying down before me, I tell him to show me the nasty item he enjoys playing with. He strokes his cock for me and admits that he cums three times a day. Disgusting. He will learn just how filthy he is. I remove my panties, make him sniff the crotch and being to pee on him. “Oh Mistress, you are peeing on me,” he cries out. “To teach you a lesson in humiliation,” I reply. Obediently, he lies there and accepts the warm piss all over his cock. Once I am finished, I have one last punishment. His head is in the smothering box, my pussy is still dripping wet from piss and a squat above him. “You have turned into a nasty pervert because you are obsessed with women’s pussies. You look at my pussy and show me how nasty you are,” I say. Without further instruction, he begins to stroke his cock for me while staring wide eyed up at my pussy. “Oh Mistress, what a beautiful pussy you have,” he moans before cumming for me. Let that be a lesson learned for all of you naughty boys.

Speaking of role playing, I am meeting a submissive at his hotel room this week. I only do this for clients I know very well. This client has been a friend of mine for a few years now and we have some kinky role playing planned. Here is the plan, and he is in full agreement to what is in store for him. The submissive calls a service and orders a call girl for sex. I arrive at his room in the evening and we sit down to watch some porn. I begin to play with myself and he begins to stroke his cock, getting ready for sex. Seductively, I let him know how wet I am and that I am ready to fuck. He turns his back to me, getting a drink, and I pull out a small gun (it is a toy gun) and point it at his head. I plan on raping him and I plan on taking my time and enjoying every minute of sodomizing and humiliating him. I have brought my strap-on and he will be sucking and fucking all night long for me. You bitches will have to stay tuned for how my little adventure out of the dungeon turns out. I cannot wait to be a call girl hell bent on teasing and then raping my clients. Should be a fun night for everyone. Or at least me.

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