BDSM

#06: Helping Hands

The Headmaster punishes Liza and Jennifer for kissing.

Spankmasters
Jul 4, 2024
4 min read
headmasterdisciplinestudentpunishmentcatholic school
#06: Helping Hands
#06: Helping Hands

#06: Helping Hands

This is a work of fiction. Names, characters, events, and incidents are the products of the author's imagination. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. All characters are consenting adults over the age of 18.

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Jen and Liza finished brushing and feeding Snowflake, and were the first to head back for lunch. They picked a table as far as they could from the one Rachel and Linda usually sat at. But they could tell the girls at that table were whispering and snickering at them.

Their next class passed slowly but without any problems. But in the middle of Geometry, their final period of the day, the Headmaster interrupted and pulled both girls out of class. The girls followed him out, glancing back to see Rachel smirking at them.

He escorted them to his office and closed the door behind them. "I've heard you two were making out during your Equestrian class. Is it true?" They glanced at each other. After a moment, Liza offered "We... kissed once, sir."

"I see. You will, of course, be punished. In the meantime, I've added you both to my Watch list. That means anyone, including the other students, will be rewarded for reporting any violations they observe. Do you understand?"

"Yes, sir," they both responded.

"Good. If there are no other incidents, I may remove you from the list next semester. Now for your punishment. Since your infraction was improperly using your mouth, we'll begin there." He sat down on one of the nice leather chairs.

"Miss Martin, you will go first. Kneel between my legs, and open your mouth." Jennifer's eyes widened, but she followed his instructions. The Headmaster unzipped his pants and pulled out his semi-hard cock. It was the first cock Liza had seen, and it looked huge - easily as long as a hot dog, and much thicker.

"Miss McCoy, stand behind her. You will push Miss Martin's head down until you can no longer see my penis. Do you understand?"

"I... yes, sir." She gently pushed Jen's head, guiding her open mouth onto the Headmaster's cock. After a few inches, Jen's mouth seemed full but she could still see half of his cock.

"Keep pushing, Miss McCoy." She pushed harder, and slowly Jen engulfed most of the impressive member. When her roommate started to gag and choke, the Headmaster grabbed her head and forced her all to take him all.

"Like that. Once she is all the way down, you will pull her head back until I am fully out." She did so. "Again, Miss McCoy. You will continue until I tell you to stop."

Liza pushed Jen's head down, watching wide-eyed as the cock disappeard into Jen's throat. Then she pulled back until he was out. Back down, then back up, again and again. Each time she pulled back, Jen gasped for breath. His cock was getting harder and longer with each thrust.

After a minute, Jen wasn't able to take him all. "Push harder, Miss McCoy." She did, forcing her roommate to take him completely in. Tears were running down Jen's face. "I'm sorry, Jen," she whispered. "Quiet!" he told her.

He checked his watch. After five minutes, he told them to "Switch positions." Jen stood and moved out of the way so Liza could kneel down. Liza opened her mouth, but she knew she could never fit all of his cock in, even as wet as it was.

Jen started slowly, but Liza was barely able to take him halfway in. "Don't stop, Miss Martin." "Yes, sir," she replied, pushing hard with both hands. She could feel Liza's throat resisting the intrusion; she could hear her gagging, but she kept pushing. At last, it was completely in. She quickly pulled Liza's head back, giving her a moment to breathe. Then she pushed down again... and again... and again.

"Switch positions," he told them again. Liza gasped for air, but stood, and changed places with her roommate. How much longer was he going to punish them. she wondered. Jen knelt, opened her mouth, and began to slowly move up and down. Liza had her hands on Jen's head but didn't need to push or pull - Jen was doing all the work. "Faster," he ordered. Jen's jaw was hurting, but she tried to relax her throat, and move faster.

A few more minutes passed. "Switch," he ordered. As they changed places, Jen squeezed Liza's hand. She tried to take him fully in but again could only manage a few inches. Jen pushed, forcing Liza's throat to open.

Two more minutes passed. "Stop. Hold her there," he commanded, groaning. Jen held her head down. His cock was deep in Liza's mouth, but at least she could breathe. And then she felt him throb, three, four, five times as he filled her mouth. At first, she thought he was peeing; she panicked and tried to pull away. Jen held her down.

But then she tasted it... thick and creamy... it wasn't pee. It was warm and salty, but not unpleasant. "Swallow it all, Miss McCoy." She tried, swallowing twice, but a few drops ran down her chin. He used the tip of his cock to scoop the dribble into her mouth, and the squeezed out another spurt onto her tongue. She dutifully swallowed it.

He pushed her away, stood, tucked his softening cock back into his pants, and zipped up. "I hope you've learned your lesson, ladies. That will be all for now."

"Yes, sir. Thank you, sir," they stammered and left his office. The Headmaster returned to his desk and opened an application on his computer. It contained a live audio and video feed of the girls' room; he had instructed the groundskeeper to install hidden cameras so he could monitor them.

In the Catholic school, the headmaster implemented strict discipline, often using punishments for misbehavior. Despite Jen and Liza's involvement in #06: Helping Hands, they were still subject to these rules. After being accused of inappropriate behavior during Equestrian class, they faced a severe punishment in the headmaster's office.

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