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Judith Learns A Humiliating Lesson

Judith Learns A Humiliating Lesson

by masterwyncroft
10 min read
3.78 (12100 views)
adultfiction
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********This is complete fantasy. All characters are 18+. This story takes place in the same universe as The Catholic Finishing Academy series at Our Blessed Redeemers sister school Our Blessed Mother Finishing Academy for Ladies in Arkansas and revolves around the recurring character Judith. This will be a CMNF story since, at Our Blessed Mother, all young ladies are required to remain nude all semester in order to teach them humility and face humiliating and painful punishment from the all male staff for any misdeeds. Unfortunately, Judith has gotten in major trouble. Please leave comments.*******

22-year-old Judith sat on the edge of her bed quivering. She watched the clock on her wall tick back and forth. She took quick breaths in and out waiting for two o'clock to arrive. Two o'clock, when she would have to be at Monsignor Gregor's office for her punishment.

It had felt like a good idea at the time. Stealing a little sacramental wine wasn't going to hurt anyone. And the school had enough that they shouldn't have missed it.

It was Kyla's birthday. They made sure and kept the music down in Kyla's dorm so no one would hear it. And they stood in the corner out of the view of the camera over the room. But apparently Father Jacob happened to be walking down the hallways and when he heard the young ladies giggling he got suspicious. He caught them mid drink.

He ordered them to humility position while he lectured them on the blasphemous act they had committed.

Judith was nervous but could tell the petite 19-year-old Kyla was quivering. She was terrified she was gonna get her vulva spanked again like she had earlier in the semester. Judith remembered how humiliated Kyla had been when she lost control of her bladder and started peeing in the floor during her pussy spanking.

Judith had been honest when Father Jacob had sternly asked, "whose idea was this?"

Father Jacob then took them to Monsignor Gregor's office to decide their punishment.

Then the girls stood in humility position in front of the imposing Monsignor who had a touch of grey in his mustache and a strong athletic frame. Judith had heard rumors of the punishments doled out in this office. Rumors of his cane collection and his giant enema bag, and worst of all, the tools in the imposing pale green chest in the right-hand corner of his office.

Monsignor Gregor thanked Judith for her candor about stealing the wine. He told Kyla she would receive a lesser punishment since she didn't do the actual stealing and to be in his office at 1:30 the next afternoon and for Judith to be in his office at 2. He made sure to warn Judith that she would be getting a "thorough punishment".

Judith knocked on the heavy wooden door. Right after knocking she jumped as she heard a loud THWACK!

"PLEASE NO MORE..... PPLLLEEEAASSEE," a voice cried from the other side of the door. Judith took a deep inhale. The thwack sounded like a cane and the voice was Kyla's.

The door swung open and Judith thought she was gonna start peeing in the floor as she looked at the scene in the room.

Kyla was on all fours on Monsignor Gregor's desk. She was red from ass cheeks to thighs with cane marks. The Monsignor and Father Jacob both stood looking down on the sinning college student.

Monsignor Gregor instructed "come in Judith. Kyla, we are done here. Get back to your studies and do not let me catch you being sent back to this office again or you also be getting ten across the breasts."

Kyla climbed off the desk. Her face was bright red and her tiny A cups were jiggling up and down as she breathed. Sweat dripped down her belly through her navel snaking its way into her shaved crotch. She kept her head down as she walked past Judith, rubbing her blistered ass cheeks as she walked. The skinny freshman wouldn't be sitting down any time soon.

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Monsignor Gregor pointed at Judith and then pointed at the desk saying, "on your hands and knees young lady. Father Jacob, get the punishment pole."

Judith slowly got on her hands and knees. With a sharp smack to her ass cheek Gregor ordered, "arch that back."

She arched her back. She could feel her ass cheeks opening. She knew that she was now giving her headmaster and her professor a clear view of her asshole and her pussy.

She could hear Father Jacob rummaging around in the green chest. Monsignor Gregor said, "young lady, do you know what my punishment pole is?"

Judith struggled to choke out, "n....No, Monsignor."

Father Jacob walked around in front of Judith presenting the punishment pole. Judith's mouth hung open and she shivered, causing her DD melons to swing as they hung down from her chest. Father Jacob was holding an adjustable length metal pole and attached to the end was a flesh-colored dildo that was at least eight inches long.

Monsignor Gregor said, "now young lady, your mouth surely drank a lot of that sacred wine so your mouth will be punished first. Open your mouth. Father Jacob, you know what to do."

Judith opened her mouth to protest, but as soon as her mouth got wide enough the dildo was shoved in her mouth. She immediately gagged and pulled her head back. Monsignor Gregor gave her pussy an open-palmed smack.

"AAAAHHHHHH!" Judith shrieked. The Monsignor grabbed Judith's hair, pulling her head back, and tsk-tsk'd. "I was afraid this would be a problem." He quipped, shaking his head. "Father Jacob, get the rope from the chest."

The attractive priest put the punishment pole down and went back over to the chest. Monsignor Gregor ordered, "Judith, on your back and slide down until your butt is on the edge of the desk."

Judith rolled over and got on her back sliding. She folded her arms over her tits and Monsignor smacked her belly saying "Arms down!" Your breasts are on display all day in this institution and you will not be modest during a punishment."

She lowered her arms as Father Jacob returned with the rope. The Monsignor roughly pulled her arms out perpendicular to her body, so they hung off the desk and bound her wrists then ran the ropes under the desk binding them tightly together. He then tightly tied her ankles to the legs of the desk which forced her legs to be pried open giving a straight view of her trimmed pussy.

The headmaster roughly moved Judith's head, so it was tipped back. He instructed, "Father Jacob, begin with the punishment pole again. She won't be trying to wriggle away now."

With no warning the father shoved the entire length of the dildo all the way to the base down Judith's throat. She had dreamed of the day her fiancΓ©e Judd was going to do this to her. She had imagined what his dick looked like. But the dildo was cold and made her almost vomit from it being forced down her gullet.

He pulled it all the way out and then shoved it all the way back in. Judith could do nothing but lay there getting throat fucked.

Monsignor Gregor gave her right tit a sharp smack. Judith tried to beg but couldn't get anything out with the massive dildo filling her mouth. The Monsignor lectured, "sacramental wine is sacred and you couldn't help yourself but to steal. You're getting a proper punishment. You are getting thirty by hand on the breasts and then forty between your legs.

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Judith shrieked around the dildo as open-palmed smacks landed one after the other on her giant titties. The pain stung through her chest as the ruthless silicon penis continued fucking her mouth.

Finally, the smacks on her boobs ended. Father Jacob could see the red hand prints left on the 22-year-olds chest.

Judith felt her legs quiver as Monsignor Gregor walked to the end of the bed saying, "now, forty between the legs." She tried to close her legs, but the ropes binding her ankles were keeping her firmly in place.

SMACK! The sound ricocheted around the office as his open palm made contact over Judith's labia. Judith wailed through her dildo stuffed mouth.

SMACK! The second whack made Judith arch up on the table. The Monsignor warned, "calm down young lady. Only 38 more to go."

By the twentieth smack Judith was squealing through the dildo. Throat slime was shooting out of the edges of her mouth and dribbling down her face along with tears from the constant testing of her gag reflex. Her pussy was stinging up into her belly. Her bladder was full and being constantly jiggled from the mix of the dildo and the smacking on her pussy making her desperately need to pee.

After the thirtieth smack Judith was relieved as Monsignor Gregor stopped. She thought maybe he was taking mercy on her. She felt her stomach drop as the headmaster ordered, "father, stop the punishment pole. For the last ten come here and pull her labia apart."

As soon as the dildo was removed the red faced Judith began begging, "please not that. Anything but that." She didn't want to be spanked right on her pussy. She didn't care that there was throat juice all over her face or her hair was soaked in sweat. She blurted, "I'll never steal wine again!"

Monsignor Gregor replied, "for that little outburst young lady you just bought yourself ten extra smacks. That will be twenty with your labia pulled apart."

Judith felt Father Jacob's fingers pull her labia open. With no fanfare the headmaster began landing swats on her pink pussy. Judith starting yelping and wailing loudly as her sensitive parts were smacked. His finger smacked her highly sensitive clit each time.

Judith felt herself loose a bit of control and a small squirt of pee came out. On the next smack she wasn't able to control it anymore and began shooting pee everywhere. Monsignor Gregor jumped back to stop from getting peed on. Father Jacob was so shocked he never let go of holding her labia open.

Monsignor scolded, "you disgusting young lady, peeing yourself in my office. You are not the first young lady to loose bladder control in this office young lady." The final trickle of urine came out running down her ass cheeks and down the side of the monsignors desk.

"I'm... I'm sorry." Judith choked out. She was now reduced to crying. She'd had her mouth fucked, her titties and pussy spanked, and had now shot pee all over her headmasters office.

As the Monsignor and Father Jacob untied her binds and helped her stand up, Monsignor Gregor said, "I hope you have learned your lesson Judith. You got off easy. If you had been one of the young men at Our Blessed Redeemer, you can rest assured Mother Corrina would have finished with five across the young man's scrotum. If you are ever sent to this office again the punishment pole will be making a visit to your anus."

Judith shuddered, "no, Monsignor. I.... I won't be sent back again."

Judith went to leave and, as she walked past Father Jacob, could tell the young priests penis was hard as a nail in his pants.

As she rounded the corner out of the office, she couldn't help but wonder if her fiancΓ©e Judd had ever been punished by Mother Corrina.

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