********This is complete fantasy. All characters are 18+. In this story we will see JD and Daniel assist Monsignor Hernandez at Holy Innocents Finishing Academy in punishing three prefects who were found to have evidence of masturbation and spilling their seed. We will also see into the monsignor's past and his own time at Holy Innocents. Please leave comments.*******
Monsignor Hernandez looked at his work. The two prefects at either end of the desk was sweating. Both of them had shaking legs as they squatted, unable to stand up straight so they wouldn't cause the rope to pull down painfully stretching their scrotums and penis's. The Monsignor had made the rules clear to them: fall over and they get thirty with the cane.
JD and Daniel just stood their staring in surprise.
In the center of the room on the desk Brandon was on all fours currently having a gallon of soapy water mixed with epsom salt flood through his anus into his colon. Brandon wore a pained expression and suddenly begged, "please monsignor, I feel like I'm gonna burst!!!!"
He rested a hand on Brandon's ass cheek and said, "no more of that begging son. You still have almost the whole bag left." Brandon let out a meek moan in response.
It reminded him of a night many years before when he was a student at Holy Innocents and was a freshman. He was 19 and had been given the highly sought after position as assistant to the headmistress.
Twenty Years Earlier
19-year-old Jose Hernandez walked down the corridor toward the headmistress's office. The headmistress was a formidable 45-year-old domineering brute. Mother Mavis was known to have no problem applying a firm hand to the 19--21-year-old men who attended Holy Innocents.
She had made it very clear at freshman orientation that any sinning through self-abuse was strictly forbidden and if any of them were found to have evidence of masturbation or suggested any sin of the flesh they would be dealt with most severely.
Despite how domineering and intimidating the headmistress was Jose had applied for the position of "assistant to the headmistress." Despite how demanding Mother Mavis had been over the last month since Jose had learned he'd gotten the job he knew it was worth it. Anything to make a resume look better was worth it.
Jose approached the headmistress's office door. As he raised his hand to knock, he heard a loud "SMACK" from the other side of the door.
This was followed by a young man's voice begging, "please mistress. I've had enough."
Jose heard Mother Mavis reply, "No you have not. How dare you play with that pole between your legs and make a mess all over our towels."
Jose nervously knocked on the door.
"Come in, Jose." Mother Mavis yelled.
Jose opened the door and saw a frowning Mother Mavis standing in the center of her office. Standing next to her was a stark nude young man. He was bent over with his hands on his knees.
The man's ass was bright red. He was red from his waist down to his thighs and all the way into his ass crack that was sprouting a forest of black hair.
Jose stammered, "I... I have the... The paperwork you needed, mother superior."
The young man didn't move as Mother Mavis said, "Oh Jose don't mind this gentleman. It appears that Mr. Walson here left a mess of his semen on one of the towels in the showers. I told you at orientation how strict I was about the law of chastity and defiling yourself. This is what happens. Trust me Mr. Hernandez if you're my assistant this will not be the last time you see me punish a masturbating student."
At the thought of getting to observe this scene on a regular basis Jose's penis begin to harden in his pants.
Jose decided to press his luck and ask if she needed any assistance. This caused Mr. Walson to gasp and glance up at Jose.
Jose saw the guys face looked nervous. He had a goatee and charming blue eyes.
Mother Mavis nodded and over the next hour he got to watch Mother Mavis take an imposing strap from her desk and apply it liberally to Mr. Walson's already bright red ass. His tears were flowing by the tenth smack of the strap.
She told him to stand up straight and that he was not allowed to put his hands over his penis.
Jose made sure Mr. Walson knew he was looking intently at the naked guys cock. The guys penis was shriveled up almost to the point it was disappearing into his body and his nutsack was shriveled up and his balls drawn up so far, they almost disappeared.
She ordered him to lay on his back on her desk. Jose helped her use ropes to bind his legs by his ankles, pulling the 20-year-old's legs up over his chest so his ass was on full display, and binding the other ends of the ropes to the mounted light fixtures on the wall. His legs were pulled so taught over his chest that his knees were over his nipples. Then Jose helped the headmistress lay Mr. Walson's arms flat on the desk and bind two more ropes to his wrists and tightly bind them to the desks legs so he couldn't raise his arms.
The sinning student swore he'd never masturbate again as Jose took in Mr. Walson's now crimson red ass. His legs being pulled back pried his hairy crack open and gave Jose a straight on view of the puckered pink anus surround by a black jungle of young man fur.
Mother Mavis then dawned latex gloves and coated a ginger root that had been cut so it was smooth in chili extract. Then after dabbing a glob of petroleum jelly on Mr. Walson's starfish she jabbed the chili covered root into his hole. Mr. Walson begged the whole time until the whole length of the root, with the exception of one giant knob of ginger sticking out of his stretched asshole, was inserted.
Mother Mavis said, "you shall keep the root in your anus for the next hour and if you push it out then it will go back in and it will stay in for two hours."
Mother Mavis told Jose she didn't need his help anymore and he could leave. As he sadly left, he could hear Mr. Walson beginning to beg saying his butthole was burning.
Over the next three years at Holy Innocents Jose got to view many a young man receiving punishment for masturbation by Mother Mavis. It was always the same. They were stripped naked and forced to put their hands on their knees while the headmistress gave them a thorough spanking. Usually, the strap came after being spanked all over by hand. Then they were tied to the desk and forced to take a chili extract ginger root in their ass.
All the men were the same. None lasted longer than five minutes before they started begging for permission to eject the root. By all accounts it burned to shit for the next few days. Mother Mavis called it "a reminder of their sin."
One time Jose even got to witness the punishment of his two roommates after he found a bottle of lubricant under each of their beds and, dutifully, turned them in to Mother Mavis.
All types of men were found to have masturbated and given the proper punishment by Mother Mavis: nerd and jock, tall and short, fat and thin, white and black and Latino and Asian. It didn't matter. All young men at Holy Innocents Finishing Academy were likely to get caught stroking the organ between their legs.
Present Day
Monsignor Hernandez came back from his stroll down memory lane as the young man on the left end of the desk fell over. His quivering thighs just couldn't take it anymore. The other prefect gave a grunt and fell over himself.
"You two were warned what would happen if you did not hold your position." Monsignor Hernandez Both of them began pleading for mercy, but the monsignor was having none of it. "Get up on all fours!"
Both of them managed to get on all fours without causing the ropes to pull too hard on their dicks and ballsacks.
The monsignor went over to the cabinet on his left, leaving Brandon still on all fours on his desk. His gut was gurgling as it became full with almost half of the soapy water in the bag. The flow showed no sign of slowing as Brandon gave quiet moans. His gut felt like it was gonna burst and he still had almost half the bag left.