The parent-teacher association Christmas party was in full swing in the school hall. Wine was being glugged and cheese snacks nibbled. Adam and Steve, senior prefects and bastions of St Simon’s Independent Grammar School, their hosting duties nearly at an end, hurried away from the festivities.
“Quick, in here,” Adam opened a classroom door and ushered his pal into the darkened room. He removed a torch from the pocket of his fancy green and red school blazer and directed its beam into the far corner. “Look what I’ve got.” He leaned forward and picked up a wine bottle. “Goldener Oktober, Liebfraumilch,” he beamed. “Classy stuff. There’s another bottle there,” he nodded into the shadows. “They’ll never miss a couple.”
He pulled out his Swiss Army knife, cut the metal fastening on the bottle and dug out the cork. Then he raised the bottle to his lips and drank heartily before handing it to Steve. The wine was warm, even though the room was not. Steve shivered as the alcohol hit his stomach. Within seconds the bottle was half empty.
The two eighteen year olds perched their buttocks on the edge of a desk, their thighs touching. Their eyes met. Steve tilted his head. Opened his mouth a little. Leant towards Adam’s welcoming lips. Tongues entwined. Fingers ran through hair. The taste of wine intermingled with tobacco from cigarettes smoked earlier.
Adam pulled away. Couldn’t breathe. Needed air. Lungs once again full, he plunged forward. Cocks ached. Steve tugged at Adam’s belt buckle. Undid it. “No, not here,” Adam pushed his pal’s hands away. Not too vigorously. “Someone might come.”
“C’mon, there all at the party. It won’t finish for half hour at least.”
“Okay.” Adam had no willpower. He loved it when Steve tossed him off. Flies were soon undone and trouser fronts opened wide. Aching dicks strained against white cotton Y-fronts.
“Here, let me.” Steve tugged at the elastic waistband pulling the pants over his pal’s smooth buttocks and liberating the erect penis. Steve’s drowned his tongue with spit, leant forward, made a perfect “O” with his lips and took the swelling member in his mouth.
Mr Doughty, the housemaster of Queen’s, needed to pee. He had drunk too much wine and it was going straight through him. The boys’ bogs were close at hand. He would go there. He lurched down the passageway. It was too dark. He reached for the walls to guide him on his way. What was that noise? It sounded like a screeching cat.
He saw a faint light through the window of a classroom and went to investigate. He peered into the gloom and saw two sixth formers; one lying back across a desk, the other leaning into him with the boy’s cock in his mouth.
Doughty’s bladder was about to burst. He rushed on to the lavatories. He knew the boys. He taught one of them. White. What a delightful boy. His cobalt blue eyes could light up a classroom. His crooked smile melted the heart. Often Doughty dreamed of running his fingers through the teenager’s unruly fair hair.
The housemaster rested his head against cold wall tiles as he directed piss into the urinal, his cock stiffening in his hand.
Moments later he was back at the classroom. He shoved open the door and switched on the lights. “What the … ?” Two terrified pupils, trousers and underpants at their knees, gaped.
“I have never in my life … Words fail me …” the housemaster stared at Steve White’s steel-hard cock. Then, quickly averted his gaze.
“We have guests. Parents. School governors …” Doughty’s brain could not communicate with his mouth. His stomach churned. “My study. Tomorrow morning. Both of you.” He closed the door and unsteadily returned to the party, leaving behind two bewildered schoolboys.
The next day dawned brightly and sunbeams hit Steve in the face as he lay in bed. He had barely slept. His life was about to end. He and Adam had talked about it. Expulsion from school was the least of their worries. Would Doughty tell the police? Steve was too scared to go to prison. Everyone would know. His friends would desert him. God! What would his father say? Or do? Steve might be homeless before the day ended.
Doughty had a bad night too. His wife assumed he was drunk, as he often was. The schoolmaster’s mind was filled with the hugeness of Steve’s throbbing cock. When Doughty reached for it the teenager thrust his hips forward. The hot throbbing prick felt like a velvet covered steel rod in his hand; and, when Doughty started stroking it, Steve inhaled deeply, moaning softly.
Doughty’s own dick stood rock hard and his wife took full advantage.
Hours later, Adam and Steve stood fretfully outside the housemaster’s study. Steve could see his reflection in the shiny brass plate. He knocked nervously, waited for the call, “Enter”, turned the heavy handle and pushed open the door.
It was a large room with a desk in front of a bay window looking out onto the quadrangle. To one side was a two-seater sofa; on the other, a wall of books. There were a couple of straight-back wooden chairs in front of the desk, but the sixth formers knew they wouldn’t be invited to sit. The chairs would have a different function that morning.
Doughty sat in a leather swing chair glaring. The two teenagers stood meekly in front of the desk, eyes downcast at the patterned rug beneath their feet. Neither boy dared look straight ahead. They did not want to meet the icy stare of the housemaster. But worse than that, behind Doughty’s shoulders, screwed to the wall, was an ornate rack containing four yellow crook-handled rattan canes.
The boys shifted uneasily. Behind them an open fire blazed away. The heat was intense.
Doughty’s tongue was stuck to the roof of his mouth. He wanted to rip into the boys and tell them they were “disgusting perverts” but the tongue wouldn’t cooperate, except to make sputtering noises.
Eventually, he formed coherent words. “Revolting,” “Repulsive,” “Disgusting,” “Nauseating.”
Adam and Steve stood in silence, guts churning.
“I have the honour of the school to protect,” Doughty was in full flow now. “If I report you to the police, as indeed I could, it would do irreparable harm to the reputation of St Simon’s.” He watched carefully the boys’ reactions. Both were simultaneously deathly pale and sweating profusely.
“So, I will deal with the matter myself. Here. Now,” he growled.
Steve’s face flushed with relief. Adam stared impassively at his shoes.
“It will be a flogging,” Doughty croaked, suddenly his mouth drained of saliva.
He cleared his throat. “Stand facing the wall. Hands on head.” He watched intently as the two teenagers shuffled meekly into position. With hands on head, the tails of their blazers rose up their backs uncovering their backsides. Steve’s pale-grey trousers clung to his buttocks, so that each cheek was defined, the crack sharply divided by the seam of his trousers. Adam was quite different. His trousers appeared to be a size or two too large. Grey material folded across his backside and it was impossible to see where one buttock cheek ended and the other started.
Doughty heaved himself from his chair and walked to the front of the desk. He lifted the two straight-backed chairs closer to the middle of the room and arranged them so they were back to back. Then, he returned to his desk and reached up to the cane rack. All four canes were roughly the same length, a little over three feet, not counting the curved handles. They were of differing thicknesses and densities. He chose the cane at the top of the rack; it was a dark yellow and a little warped from age and use.
He flexed it thoughtfully between his hands. His mouth dried once more. He wished he had had the foresight to bring a glass of water from the staff common room.
“White. You first. Turn around.” Doughty swished the whippy cane through empty air. It made a terrific whooshing! sound as it went. Every nerve in Steve’s body seemed to him to jangle. Pins and needles shot up and down his arms. Slowly he turned. He saw the wicked rod in Doughty’s hands and the boy’s entire body succumbed to uncontrolled shaking and trembling.
“Stand there,” Doughty pointed the tip of his cane at a spot by the chair. Steve stumbled across the study, unable to fully control his legs.
“Hands on head.” Steve’s cobalt blue eyes dimmed. He couldn’t stop them blinking fast. Doughty stared into the teenager’s open face. The schoolmaster hadn’t before noticed how clear the boy’s skin was. In his present predicament, it was almost translucent. The wretched boy’s long curling eyelashes beat up and down. His usually smiling lips were downturned into a deep frown.
Doughty hesitated for a second, then he reached forward and unfastened Steve’s belt. He sensed the teenager’s shock as he fumbled with his zip and the front of his trousers fell open. Once done, Doughty gripped their back and lowered them to Steve’s ankles. Steve’s eyes closed. Doughy hesitated for another second before he gripped the back of Steve’s gleaming white Y-front underpants, inserted his fingers in the waistband and pulled them down exposing the boy’s limp cock and balls.
Steve opened his eyes in shock. They moistened immediately.
“Kneel on the chair,” Doughy tapped the wooden seat of one, “and stretch yourself across the back and hold on to the other chair.”
Steve stood rooted. He couldn’t move. His legs shook so violently he feared he would faint to the floor. “Get on with it,” Doughty couldn’t stop looking at Steve’s long, thin, cut, cock. Steve didn’t know how he willed himself to move. Soon he was in position, kneeling on one hard wooden seat and stretching across two chair backs to stare down at a different worn wooden seat. His knees hurt terribly.
Doughty walked slowly around the prostrate boy. With his back arched and his legs apart the housemaster had a perfect view into Steve’s hairless crack. The boy’s buttocks were as smooth as a baby’s and his ball sack and cock dangled.
The buttocks trembled and Steve’s hole winked open and shut with nervousness. Doughty gripped the boy’s blazer and tugged it up his back. Now there were several inches of bared back. It was as hairless as the boy’s bottom. Doughty gave the naked bottom a preliminary smack with his open palm. There was a sound of flesh meeting flesh. The bottom wobbled at the contact. Steve, his face in close proximity to the chair seat, gave a sharp gasp. This was mortifying.
Doughty raised his cane. Bent across two chairs, Steve was in the perfect position for his punisher to whip the cane at force into the fleshiest part of the backside. Doughty placed the cane just below the apex of the mounds and rubbed it backwards and forwards. He felt Steve’s body tense. The buttocks clenched. Steve gripped the wooden chair so hard his knuckles began to whiten.
He felt the cane move away from his bared bottom, there was a second or so pause and then an almighty whooshing noise resounded around the study. Steve felt the intense agony a split-second later. It felt like the housemaster had pressed a red-hot wire into his rear. Saliva washed his mouth. He choked. For a moment he feared he would gag and send a stream of vomit across the room. Instead, a deadly howl screeched from his throat. His body shuddered, his hips juddered and his head bounced up and down.
Doughty observed with great satisfaction as a dark red welt formed across the very centre of Steve’s previously snow-white bottom. Suddenly and without warning a tremendous rage engulfed Doughty. How he hated the pretty boy whose arse was now wobbling in agony across the hard wooden chairs. The same boy he had caressed in his dreams.
He raised his right arm high and brought the cane down with tremendous power again and again in mighty strokes. Deep red welts crisscrossed the firm young buttocks and Steve yelled out his torment uncontrollably, tears pouring down his pale cheeks. Lumpy red welts blossomed under persistent lashes from the raging housemaster. Steve yelled in torment, his body flailing as each new cane stroke whipped into his agonised buttocks, now red raw from the relentless bombardment. His crimson bottom humped up and down frenziedly.
Doughty gave him twelve strokes in total. When he had finished a tense silence fell in the study as Doughty’s eyes focused intently on the Steve’s flogged buttocks, the deep dividing cleft, the glimpse of fair curling hair at the confluence with the thighs. Steve silently gulped in great draughts of air, filling his lungs. Tears flowed like a river going downhill. His chin was covered in snot.
Adam stared in wonder. He had witnessed each frenzied stroke of the cane as it cut his lover’s bare arse to shreds. His own head popped as blood thrashed through his body. He could hardly catch his breath. Adam gaped as he watched Steve’s body wriggle and writhe as the teenager fought to come to terms with the agony travelling through his entire body from his savaged buttocks.
Doughty swished the cane though the air and wobbled it in Adam’s face. “Your turn,” the master growled. “Trousers, pants down.”
Adam stood fixed to the spot. Rooted. No way could he take down his trousers. The humiliation would be too great. Doughty flexed the cane between his two hands and stared intently at the school prefect standing before him. Sweat poured down the teenager’s brow, his face was deathly pale. Doughty’s lips curled. He lay down the cane on his desk and silently reached for Adam’s belt buckle. Within seconds, the trousers and pants were at the eighteen-year-old’s knees revealing his rock-hard erection glistening with pre-cum.
Picture credit: Unknown
This story was first published in December 2016.
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More stories from Charles Hamilton II are on the MMSA website
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