Headmaster Boy Cock Ass Story

Headmaster Boy Cock Ass Story
Headmaster Robson stood up and walked over to us. "This was the first part of your punishment. But before we go on with the paddling you need to calm down a bit. There are three empty corners in this office. I want you to go and stand in them, face to the wall." Both me and Julie was still sobbing a bit as we walked over to the assigned corners.
The headmaster flexed his cane, and cruelly swiped it through the air while the boys' changed places. Handley's eyes were blazing, and his cheeks were wet where tears had seeped from his eyes, while his backside looked incredibly sore and glowed fiercely.
Will William give Adam what he really needs? How far will he go to please him? Will memories of his former Headmaster haunt him forever? And how hard will he ask to be hit? This is a filthy and modern short story. Over 3300 words, it includes spanking, ass play, fondling, hardcore sex, gay sex, anal sex, spank fantasy, rough sex, and school play.
When the headmaster was finally satisfied with the exposed, shaming position the boy had assumed, he stood for a moment drinking in the sight. He enjoyed having a small, defenceless boy in front of him, ready and waiting for a harsh whipping, presenting a well-spread pair of buttocks to the cane. "Twelve strokes, my boy," the headmaster gloated.
A Trip to the Head (****, F/m, Severe, schoolboy caning) A horrified lad discovers his first caning will come not from Headmaster, but the Assistant Head mistress. (Approximately 5,207 words. Originally published 1997-12.) "Hey, Bark -- you gonna get the stick?" I glared resentfully at fair-haired older boy approaching to torment me. "What makes you ask that?" I whispered, glancing around to ...
THE SCHOOLDAYS OF DAMIAN SIMONS CHAPTER 2 High School: The Cane At St. Cuthbert's When we were at St. Martin's we had been dazzled with stories from older boys about high school canings. Graeme Lamport was one who had plenty of stories to tell and from him especially I had a better than vague idea of how it all worked. He used to demonstrate the joys of being at St. Dunstan's by bending Wayne ...
The latest Sting Remastered Special Price Spanking Classic is Tales From The Headmaster's Study Pt 9 - Report to Mr Heidrick Starring Tim Lam, Kamyk Walker, Kurt Maddix and Dexter…
Odetta stood outside Mr. Archibald's door, white knuckling the white slip in her hands. She could turn around and hide in the bathroom, but she was bound to be found out sooner or later - doubling her punishment at school, and at home when Mother and Father found out.
An explicit collection of gay erotica, College Boys explores the first feelings of lust for another boy, all-night study sessions with a classmate, and the excitement of a student hot for teacher.
I don't think they always got spanked, but you weren't surprised when a boy or girl came back to the classroom wanting to stand up as much as possible. Still no one that actually had been to the headmasters office ever spoke of what happened.
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"I put on my backpack, left school, and walked across the street. I was surprised to be greeted by two smiling men who didn't offer me a Coke, but real alcohol. I was flattered to be included in such grown-up activity. All three of us got into the car. I was naïve to their motives."
Read this Gay, Authoritarian erotic story by Jack pawley (1,042 words) - Free to read online.
Reading Time: 14 minutes by SubgrrlNW Mr. Johnson The Cruel Headmaster Lynn climbed the stairs to the Headmaster office slowly. Each step was excruciating, as it brought her closer to an unknown punishment. It was after 5:00, classes at the private college were out for the day and her duties as assistant librarian were complete.
This seemed to put her over the edge, she crawled to me, positively pleading. "Oh yes Headmaster. I need your cock, I need your cock inside me. Please Sir." I smiled and adjusted my belt that was binding her wrists, placing them in front of her now. I nudged her shoulders, indicating to her she should lie back on the soft grass.
Her bare ass cheeks were red, and provided a nice attraction for the headmaster to feel them and appreciate the heat coming off the surface. "You may stand up and join your classmates against the wall." As she walked over to the wall, she furiously rubbed her bottom. She stood next to the previous spankee and lifted her skirt obediently.
Read this Gay, Adult Friends erotic story by Gerard Brown (758 words) - Free to read online.
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Adams is in trouble again and has to report to the Headmaster for punidhment. Naturally, at a British boys school, that means his bare bottom will be attended to. Adter a spanking with the Headmaster's firm hand he gets the slipper OTK. . Bad boy !
Dropping the paddle back on the desk the headmaster stands there for a moment, delighting in the sounds of Jacky's cries as she sniffles and whimpers shifting positions to try and ease the pain she is feeling. Smirking he reaches out pinching one of the welts that were raised on her ass hearing her gasp as the pain shoots through her body.
The Headmaster's Office — a series by Belinda LaPage The Headmaster's Office is a story of sexual discovery. Belinda and her roommate Rupali are senior year students at a private boarding school in Sydney, Australia. It's a busy year for Belinda; she's finding things out about herself that she never knew ... never even suspected.
The boy yelled in pain, as another stroke whipped across his muscled ass. 'Slow down Charlie, he needs to feel the full effects of each stroke,' said the Headmaster 'and Adam, I want you to thank Charlie for each lash, and ask if you may have another.'
Then Mr. L. pushed in again and Timmy felt his cock go deep into his bowels. Mr. L. then started with slow short steady strokes as Timmy's ass got used to the invasion. Soon Timmy was actually enjoying the feeling of Mr. L's huge cock as it pushed deeper and stroked faster into his then no longer virgin asshole.
I start spanking your tight tush with the back of the ruler, pretty hard until your ass cheeks start to get pink, then I put the ruler aside, and spank you with my hand. My long fingers are spanking each of your ass cheeks separately, and sometimes spanning both ass cheeks as I spank.
The headmaster replaced the cane on the hatstand and with that task completed he looked across at the boy still submissively bent over the back of the chair. Even from a distance he could tell Drake's buttocks throbbed, almost beyond endurance.
Matt gets groped by a predatory MILF in a shopping mall... A horny high school boy creates a truly perverted plan... Submissive twins become human sextoys. New boy slut's painful, intimate induction by Head Mistress. and other exciting erotic stories at Literotica.com!
When I was seven years old, I was sent away to board at a private preparatory (prep) school for boys in the south of England - this was in the 1970s and corporal punishment was still available for errant schoolboys. My parents had warned me before my departure that the school used the cane, and the warning was accompanied by a severe admonishment to be a good boy. And actually I was - I ...
The Headmaster's personal secretary is a short grey-haired bespectacled lady. From her seat at her station, which has been set at an angle to the Headmaster's desk, she has the full view of the naughty schoolgirl's bare bottoms bent over the desk at full stretch.
With English Headmaster we have spanned a quarter century and combined the classic elements of a vintage roue scenario with our brand new star sarah collins and Martina Steponova. We have looked backwards with respect to move forward with purpose and we have sought to rekindle standards of scholastic spanking and institutional punishments.
The boy cried "Eeh" with each stroke. The headmaster smiled at the symmetrical pattern he had created and just as the boy was thinking that the punishment was at an end he finished off with three rapid stinging strokes very close to each other in the middle of the bottom. The boy's body arched in pain as the final strokes were delivered.
In my primary school, it was a tradition that students would gather for an assembly every Monday and Thursday. One ritual that the teachers on duty carried out was to inspect whether the boys and ...
A new selection of free spanking stories with a caning theme available to read on the Janus website - Janus is the longest running spanking magazine in the world.
His 1977 biography, The David Kopay Story, written with Perry Deane Young, became a best-seller. In 1986, Kopay revealed his brief affair with Jerry Smith (without naming him), who played for the Washington Redskins from 1965 to 1977 and who died of AIDS without ever having publicly come out of the closet.
Tags Boy spanking stories Profile Stories of boys disciplined with humiliating punishments, spankings and other forms of corporal punishment. (Only boys around 10+ that are about to start puberty or already started puberty... meaning their butts are developed even if their balls haven't dropped) Boys are straight by default, even if they do gay ...
We went through seven delivery boys that year. On other occasions I only suspected she had been with a boy, for I would find her outside after lights out, her clothes disheveled, or discover her bed empty and wait for her to return.
Boys typically screamed or squealed on the second, third, or even fourth stroke. The better a boy toughed it out and held it in, the higher his status in the social order. Edmund had seen the stripes and welts on classmates' buttocks when they changed for PE, but never dared to ask about them. The sight alone seemed painful to him.
Headmaster Robson must have spanked him for more than a minute when Adam finally started sobbing a bit, but he still didn't kick the way Julie had done. But when the headmaster finally told Adam to stand up, I could see that his face was quite red and wet from tears. Headmaster Robson told him too to put his briefs on the desk.
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The headmaster slapped this boy's face hard and shouted: 'How dare you turn round? Look to the front!' before completing the thrashing with added force. One of my Maidwell colleagues was summoned to the study with a pupil who had cut a sapling in the school grounds. 'He caned [the other boy] in front of me. It was so hard.'
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The headmaster pulled a phone out of the draw and showed Bree the photo on it. Of course, there she was, topless with her boyfriend's cock in her mouth and his cum on her face.
Remember this well, if you need more discipline, I will be happy to cane your ass, and fuck your nice tight cunt again!" He could feel her tight cunt stretched wide around his cock, the tightness was making his balls sizzle, and he felt his cock swell up even harder and longer, bringing another grunt of pain from Erika.
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Stories that follow the adventures of 8 female students (and many other characters) at an excluding Catholic girls' school. The Headmaster (an unnamed character) corrupts and punishes the students and teachers (mostly nuns). The stories can be read in any order, but they do get more extreme as the series progresses. Lots of BDSM, some piss-play.
The Headmaster pulled his cock from her ass and untied her legs from the chair. Rebecca slumped in the chair, exhausted from cumming twice and being raped and spanked.
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First gay experiences. I started boarding at an all male school at the age of 11. It was all so different from living at home with brothers and sisters, access to TV and a normal life as a prepubescent boy. After a few weeks the novelty wore off and life started to become harder. There was great emphasis on who was top-dog and a sort of hierarchy amongst our age-group began to form. I was sort ...
I took a deep breath and made my way across the quad to the Headmaster's study. On my lonely walk I passed groups of boys going home and was aware of their glances and chatter. A boy in white PE kit heading towards the Headmaster's study could only mean one thing. I hear their chatter and giggles. So humiliating.
The boy gulped as he felt the enormous cock pressing on his cheek through the headmasters trousers. He wanted to thank him for stopping the spanking but what did the headmaster want him to do, undo his trousers and put it in his mouth?
The headmaster is the boss of the combined school, so the Headmistress is reduced to perform one job that he can't handle: girls' uniform violations. Let's get this straight up-front: my summer school dress is a little bit short.
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You feel the headmaster's hand caressing your back now, sliding over the silky garter belt, touching you on the soft naked skin above the lovely cleft between your now rosy cheeks. "mmmmmmm" you moan - uncontrolled, and unmistakably passionately.
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