The Tyrant Headmaster 3. The prefects’ reckoning

The Tyrant Headmaster Dr Fortescue has set about taming his sixth-formers, Episode one is here. Episode two is here.

 

Bob Lender looked down at the seat cushion inches in front of his face. It was patterned in greens and browns. Autumnal colours.

He concentrated carefully. He needed to focus on something. Such as the large, round, greasy, indentation. Hundreds, possibly thousands, of posteriors had contributed to the dent. It was an old chair. It had seen much action.

He gripped the cushion edge tightly. Waiting.

His heavy grey trousers were at a puddle at his feet. His grubby off-white underpants hovered at his shins. His school shirt was bunched at his shoulders, neatly tucked away from the target area.

He couldn’t have felt more self-conscious. Embarrassed. Humiliated, even. His bare buttocks were on full view to the room.

He was not alone. Tony Brown and Keith Green stood facing the bookcase; hands on head. Waiting their turn.

A cool gust of wind brushed his naked haunches. The study window was slightly ajar.  The sounds of schoolchildren talking, some laughing, wafted in on the breeze.

He could feel the headmaster’s cane pressing into his flesh. Dr Fortescue was finding his spot. Taking his aim. Preparing himself. It would be any moment now.

The previous day

The prefects shuffled into the room. Dr Fortescue and his new regime had been the talk of the whole school, from the lowliest junior to the most senior School Captain. The headmaster was a “new broom” and they were to be his sweepings.

There were sixteen prefects in the school and each eighteen-year-old boy made it his business to arrive for the meeting with the Beak on time.

They rose respectfully from their seats when Dr Fortescue burst through the door, his gown flapping behind him.

They looked with interest and curiosity at the man who had taken the helm of the school and who had already started to make trouble.

He was an elderly, tall, grim man, but he stood erect. He looked to be as strong as a mule. He had shown as much when he whipped Rodriquez the day before.

He was not a man to be trifled with. He would not budge a single inch out of his way. He was not to be resisted.

His icy gaze was fixed on the prefects. “I am your new headmaster and the school governors have asked that I make changes,” he spoke in a steady monotone. The “ham actor” had been put on hold.

“I find there is a great amount of slacking and idleness in this school. I am going to make great changes in that respect.”

He stared hard at the boys. They were easily intimidated. None was brave enough to return the stare.

But there was an audible groan, from somewhere near the back of the room.

“What was that? Who made that noise?”

There was no reply.

“The boy who uttered that sound is commanded to step out. Show yourself!” he thundered.

Still no one stirred.

“Who was it!” Dr Fortescue could feel a panic rising. Was this a rebellion? Were the prefects about to turn on him?

“I order the boy to stand!”

The order was not obeyed.

Dr Fortescue could not lose this battle. If the sixth-form could not be controlled, his time at the school would be a failure.

“Very well,” he said menacingly, “I order the boy sitting next to that boy to point him out to me.”

The gasp was audible.

No boy could ever split on a fellow. It was impossible.

Dr Fortescue grew crimson with anger.

“This is obviously an organised conspiracy to show disrespect to your new headmaster. For this disrespect I shall punish you all.”

Sixteen teenagers could not disguise their astonishment. But, there was worse to follow.

He paused for dramatic effect. “The whole prefect body will attend at my study this afternoon at four o’clock and I shall cane every boy.”

He swept up his academic gown. “That is all for the present.”

And, he exited the room, leaving behind a room full of bewildered prefects.

Only when left alone could they express their indignation.

“Impossible.”

“Madness.”

“Can he do this?”

“We’re the Sixth-Form.”

“I don’t think we should stand for it,” Keith Green piped up.

“What can you do?” Bob Lender asked.

“Nothing much,” was the general consensus.

“We’ll see about that,” Tony Brown huffed indignantly.

“You’d better not let the Beak hear you,” a boy at the back said.

There was a great deal of angry talk about it, but when it came to the actual point of refusing to go to the headmaster’s study, most of the prefects caved in.

Four o’clock came around too quickly for the prefects.

“Come on,” Dave Axford, who had an eye on the vacant School Captain’s badge, said, “We’d better get on with it. We don’t want to keep the Beak waiting.”

“Yes, come on,” Bertie Price agreed. “But Axy, you’re going in first,” he smiled.

The prefects formed a crocodile and almost marched upon the headmaster’s study. But, this was no belligerent protest; the boys had acquiesced to meekly accept their canings.

Dave and Bertie led the way. The prefects settled themselves. But they were still indignant. A caning; at their age. It was unheard of. Many wished to God their parents, or worse, their brothers, never found out. It was humiliating enough to be beaten without the world and his wife knowing about it.

Axford wrapped his knuckles on the door and dragging Bertie with him, both boys fell into the headmaster’s study.

Dr Fortescue had prepared. He had several thin canes lying across his desk top in readiness; in case one split during the prolonged beating he intended.

His hard cold eyes fixed on Axford.

“I shall give you four strokes each. Hold out your hand.”

Axford hesitated. Only juniors were caned on hand. What was this blasted Beak trying to say? He and his fellows were expecting at least “six-of-the-best” across the backside. They had all talked about it and agreed it would be a “result” if they were allowed to keep their trousers on.

Gingerly, the prefect held out his hand.

Dr Fortescue rose to the occasion. He measured the distance with a keen eye and brought the cane down with a sharp slash.

Axford’s jaw set hard. He held back the cry of pain that rose to his lips. But only just.

The headmaster watched him with an unpleasant eye. Slash. The second landed. Axford’s ruddy face turned quite pale.

z used drawing sixth former caned on hand Hot (1)

“Other hand.”

The punishment was repeated. Axford bent double like a penknife as tingling pain shot from his palm up and down his arm.

He resisted the temptation to kick the headmaster in the shin as retaliation.

He didn’t. Instead, he quietly left the study.

Price raised his hand for the kiss of the cane. Swipe! The yowl that escaped from between Bertie’s lips was terrific. So were the three that followed.

“Go!” Dr Fortescue barked. “Send in the next boy.”

None of the prefects was keen to take his place. But, that afternoon the headmaster caned thirteen of them.

Dr Fortescue might be new to the school, but he knew how many prefects he had. Three were missing.

The next afternoon

The three eighteen-year-old prefects had intended arguing that sixth-formers could not be caned. It was unheard of. But the headmaster had already proved them wrong on that. Where else could they retreat?

“But we’ve done nothing wrong, Sir,” Keith Green protested. “You can’t punish us.”

The headmaster’s eyes blazed with fury. “You disobeyed the instructions of your headmaster. For that you deserve a caning.”

The three boys shuffled their feet nervously. This was not going as planned.

“Yesterday, I caned thirteen of your colleagues. They attended at my study as instructed. They took their punishment like men.” Dr Fortescue’s face coloured. “You three boys did not. And for that you will receive an exemplary beating.”

“B…” Tony Brown started to protest but the steely glare of Dr Fortescue silenced him immediately.

“I shall cane each of you severely. As both a punishment for your wrongdoing and also to serve as a warning to others. I will not tolerate such behaviour.”

Green blushed deeply. There were tears welling behind his eyes.

The headmaster waved his hand. “You will lower your trousers and underpants and bend over that chair.”

“What?”

“No.”

“Sir!”

All three prefects voiced their protest. The cane. On the bare.

“Silence!” Fortescue thundered. “I will brook no defiance.”

“Bbbbb…” the mumbling of dissent continued.

“You will obey my instruction. Or you will leave the school this minute.” He glared at each boy in turn, daring them to defy him.

“Then we’ll see what happens to you. Expelled pupils do not easily secure places at university.”

Dr Fortescue turned his back on the miserable prefects and strode the length of his study until he reached a tall thin cabinet in one corner. It was not locked. He pulled at the door and stood to one side, ensuring the three rebellious prefects had a perfect view of its contents.

Brown glanced at Lender and Green in horror. Green could only stare down at his feet. It was an awesome array of punishment canes. Some were thick and others thin. At least three were with curved handles and one had duct tape wrapped around one end to form a grip.

The good doctor delved inside the cabinet. He felt hot stares burn into the back of his neck. The headmaster always enjoyed the drama of such occasions. The canes rattled in the confined space of the cupboard.

He chose one. It was more than three feet in length, straight and as thick as his little finger. He showed it to the three boys he was about to thrash and flexed it between his hands. Despite its thickness, it made a perfect bow. He was delighted to watch Green’s face drain of all colour.

Seemingly believing that the cane would not deliver the appropriate severity of punishment, Dr Fortescue replaced it and after much rustling, he selected another.

This one was dark yellow in colour and was slightly longer than its discarded companion. It had the “traditional” crooked handle of the school cane. Dr Fortescue swished it through the air, testing its suppleness. The prefects could be under no illusion: it was a mightily whippy rod. It would deliver a very painful caning across trousers and underpants. On the naked buttocks it would be excruciating.

Satisfied with the ability of his choice to perform its task, Dr Fortescue closed the cabinet door and turned his full attention to the three prefects standing abjectly before him.

He was ready. There was no more to be said.

“You boys,” he barked at Brown and Green, “Face the bookcase.”

They did so in an instant

“You,” he roared at Lender. The wretched boy jumped. The headmaster wobbled the cane in front of Lender’s face. “You first. Trousers, pants down. Over the chair.”

Bob Lender stood his ground. Rooted like a tree. This could not possibly be happening. Not to him. A sixth-former. A prefect. He was eighteen years old. An adult.

Swish! The cane flew through empty air, creating an almighty swooshing sound as it went. “Please, don’t make me ask you twice,” Dr Fortescue growled menacingly.

Reluctantly, Lender shuffled a few paces forward toward the armchair. Dolefully, he turned to the headmaster, his eyes pleading. Dr Fortescue had a heart of stone. Nothing would deter him from his mission.

“Quickly boy. I haven’t got all day.”

Bob Lender tried to exchange glances with his two companions. Perhaps if they acted in unison they could do something. Could they overpower the tyrant of a headmaster? Neither boy could bear to look at him. In this moment he was on his own.

Bob stared into the middle distance. There was a photograph of the school rugby XV on the wall. He studied the faces of the boys in the front row as with fumbling fingers, he released his belt and unzipped his trousers. They fell to his knees.

Once again he stood rooted. One of the boys in the photograph had his eyes tightly closed. Another flashed an inane grin, from ear-to-ear.

“Underpants down, boy,” the headmaster’s command seemed faint. As if it had drifted in on the wind from hundreds of yards away.

As if on autopilot, Bob hitched his thumbs into the waistband of the pants and pushed them down; slowly. First over his hips, then down his buttocks. At last they slipped of their own accord down his thighs.

Once again, he could not move. The dreamlike quality of the moment troubled him. Was this really he, Bob Lender, standing in the middle of the headmaster’s study with his naked bum and his private parts on display?

Thwack! Dr Fortescue brought the cane crashing down across the back of the armchair. “Stop this nonsense. Bend over. Now!” Fortescue’s fury was not faked. “Or you will get extra strokes.”

Bob Lender took an almighty swallow of air, fell forward and clutched the seat cushion for all he was worth.

“Legs further apart. Bottom higher.”

Bob wriggled his hips.

Fortescue gripped the tail of the boy’s shirt and folded it up his back.

He stood back, cane in hand. He tapped it across the centre of Bob Lender’s naked buttocks.

Dr Fortescue had caned many backsides. Sixth-form buttocks were a speciality with him. As eighteen-year-old bums went, Bob’s was typical. He was no athlete; he never played games. He didn’t run or swim. His buttocks were not made firm and muscular from exercise. Nor were they yet much affected by a diet of beer and pub pies. That would happen sooner rather than later.

Bob’s buttocks tightened somewhat when he was in a bending position. Dr Fortescue pressed his cane into the flesh testing its “give” and noted carefully how far it sank. Then, without warning, he raised the stick to about shoulder height and whacked it at speed into the boy’s bare bum.

Bob’s eyes popped and his mouth gaped open and quickly closed. The pain sank into his haunches, but he made no sound.

Thwip! Number two followed, twenty seconds later. The teenager closed his eyes tightly and shook his head. His face was scarlet. His bum was turning a deep shade of pink.

Number three fell lower. Bob bunched his fingers into fists and punched them into the hard seat cushion. “Sssssss!” air escaped through his lips. The pain was increasing. It started on the crown of his bum and travelled up and down his legs. It hurt like crazy, but so far he made no sound.

His resolve not to let the foul Fortescue know he had been hurt was broken by the fifth cut. The headmaster made no concession to the lack of clothing on the boy’s behind. Each stroke had been a swipe. It was as if the headmaster was beating a carpet.

Bob Lender let out a yelp, so shrill that his two companions swivelled on their heels to see what had happened.

Green’s jaw gaped open. He had a perfect view of his friend’s scarred backside. The once creamy-white cheeks had been slashed by five cuts of the cane. Distinct marks ran in almost perfect parallel from left to right. Two cuts looked particularly deep. Blood was starting to weep.

Bob Lender stamped his feet up and down and wriggled his hips. It made no difference. The agony was overwhelming. He was spent. He couldn’t take any more of this bare-bottomed thrashing.

Keith Green watched in awe as the headmaster changed his stance slightly. The headmaster’s stare troubled Keith. He couldn’t quite make it out. It wasn’t blank and distant. It might have been the look of anger, but the boy was certain the headmaster was beyond that. This whipping was cold and calculated. It wasn’t in the heat of rage.

Then he got it. The look in Dr Fortescue’s eyes. He was enjoying himself.

The headmaster tapped the cane diagonally across Bob Lender’s cheeks and brought it down with considerable force across the five welts already embedded in the boy’s rear.

Lender shrieked as each of the previous cuts was brought back to life. Tears flowed down his cheeks. The tempo of the military marching doubled. Keith banged his head up and down against the seat cushion, but nothing, nothing at all, could ease the agony.

Fortescue took a pace or two back and from that distance he admired his handiwork. Before him he saw a pair of lacerated buttocks. The cuts would be painful for some time to come. The sixth-former would find it unpleasant to sit on a hard surface for the rest of the day. The bleeding would stop within minutes, but the welts and bruises would be with him for many days.

Bob’s sobbing had eased, but tears still drenched his face.

It was, Fortescue concluded silently, a job well done.

“Stand up.”

Bob didn’t need telling twice. He shot to his feet and within seconds he was once again dressed.

Solemnly, Dr Fortescue swished the cane.

“You,” he pointed at Keith Green. “Take his place.”

Right or wrong, the headmaster of the school had to be obeyed.  But there was rebellion in Green’s dogged look.  But he realised the futility of such a contest, Dr Fortescue would always win.

Slowly, Keith Green released his trousers, slipped down his pants and bent over the chair.

Swish, swish, swish!  Fortescue laid it on. He put plenty of beef into those swishes. They rang around the study. Keith had to clench his teeth hard back a yell. Unlike his pal Bob, he had greater success. Swish, swish, swish!

It was a tremendous “six” and every one of them a swipe.

Keith’s face was as scarlet as his buttocks when Fortescue had finished.

Then it was Brown’s turn to show humility. With a dismal face he bared his backside and offered it up to the headmaster.

The cane rose and fell in a succession of cuts that sounded like pistol-shots. It was as thorough a licking as Fortescue had administered to Brown’s companions. And such a licking as Brown had never experienced before.

He yelled and he howled and he squirmed and he roared, and still the cane swiped and swiped.

Dr Fortescue laid down the cane at last.  He was quite tired with his exertions.

With the prefects dismissed, the new headmaster settled down in the armchair that had just held their prostrate bodies. What a start it had been to his new school career. Every prefect had felt the sting of his cane. They knew he meant business.

Next, he would make a start on the rest of the sixth-form. But that could wait until tomorrow.

On his way back to the hotel he stopped off to buy a half-bottle of “Teachers” whisky. The name on the label always made him smile ruefully. Back in his lonely room, its contents induced a fitful and fretful sleep.

Picture credit: The Hotspur

 

This story was first uploaded in March 2016.

 

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More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

Memories of Dad’s slipper

z used new story 2

z used slipper handing over sting (2)

He gestured that I should stand close to his right hand side. I shuffled forward a pace or two into position.

“Take down your jeans, please.” Without complaint, I did as instructed. My hands trembled more than I thought they should as I unbuckled my belt, unfastened the two buttons at the waistband and the four on the fly and pushed my Levis to my knees, exposing my dark blue underpants.

Dad adjusted himself on his chair. He moved his bottom a bit, making sure his spine was firmly resting against the back of the chair. He separated his legs by a foot or so to provide a platform where my stomach and chest would rest.

“Bend over my knee, please,” Dad said quietly.

I was across him in one movement. I stretched my hands in front of me and kept my knees straight, leaving my toes resting an inch above the floor.

I waited patiently. I had a close up view of the dark- and light-blue patterned lino floor covering and the scuff marks where for years chairs had scraped in and out under the kitchen table.

Dad grabbed hold of the tail of my shirt and pulled it way up my back, nearly to my shoulders. He smoothed my pants out: first across one buttock and then across the other, eliminating all wrinkles.

I took a deep breath.

The first whack hit me square in the middle of the left bum cheek. The second was on the right. Dad wasn’t a sadist, when he gave spankings he intended for us to get the message and mend our ways, but he didn’t want to brutalise us.

I gasped a little as the third and fourth wallops hit right on top of the previous two. Then he quickened the pace. Slap here, whack there, wallop again.

He stopped after a dozen whacks. It hurt alright. I was sore, but I wasn’t about to burst into sobs or anything.

Dad was finished spanking, but he continued to hold me down over his knees. He still had things to do.

“Have you learned you lesson?”

“Yes Dad.”

“And what lesson is that?”

“Don’t come home late.”

“Good boy.”

“Will I have to do this again?”

“No Dad.”

“Good, because if I do it will be a lot worse for you. Understand?”

“Yes Dad.”

“Good, get up son.”

I struggled to my feet, pulled up my jeans and did them up.

It was about two weeks after that I ended up over his knee with a bedroom slipper slapping into my upturned bum.

I had started a fire in the garden. For no good reason, except to see the flames burn. It wasn’t the first time. Dad had warned me. I knew what was coming. He confronted me with the accusation I was a fire bug and I had no choice but to admit it.

I suppose he had made a plan of action in advance. He gave me a little lecture about the dangers of fire. I didn’t take much notice of him. I was eighteen, I had been round the block once or tice with Dad. I had a good idea what was coming.

We had been talking in the kitchen when he said we should go next door to the living room. I hesitated and he gripped my arm quite tightly and pushed me out the door.

My heart was thumping. He pulled me into the lounge. It was a small room with a three piece suite, dining room table and chairs, a sideboard by the window and a TV set.

I was a couple of inches taller than Dad and he was running to fat a bit and if push came to shove he wouldn’t have been able to force me across his knee. But I didn’t struggle. I was raised to this. It wasn’t going to be my first spanking; nor my last. I didn’t finally escape Dad’s slipper until I had moved away from home and married. Until then, I would always be his little boy.

He sat down in the chair, holding his bedroom slipper in his right hand. I stood looking at him.

My heart hadn’t stopped racing since our confrontation in the kitchen and I found it difficult to catch my breath. I remember I wearing two-toned Sta-Press trousers – very fashionable at the time – which had an adjustable waist so you needn’t wear a belt. There were no back pockets, so Dad had a fine view of my bum and would have seen I was wearing very brief underpants that left a lot of my buttock cheeks uncovered. Clearly, the trend setters of fashion at the time had no expectation that people wearing their clothes might need protection from their dad’s slipper.

Without saying another word Dad pulled the chair out from behind the table, put it in the centre of the room and sat down. He gripped the slipper in his fist. Dad pointed to a spot to the right of where he sat. “Stand there,” he ordered, and I did as I was told.

“Take down your trousers.”

Slowly and carefully, I undid the button, slid down the zip, and pushed the trousers until they dropped of their own accord to my ankles. My yellow shirt covered all but the lowest inch of my honeycombed coloured pants.

I was standing in front of dad with just my thin pants covering my bottom.

“Bend over my knee.”

Leaning down, momentarily I placed a hand on Dad’s thigh to steady myself, and then lowered myself across his lap, reaching down for the carpet beyond.

I let him position me across his lap. He took my arm and folded it up my back, securing me and preventing any possible escape.

My shirt was neatly folded up, exposing my lower back to the cool air of the room.

Then Dad took hold of the top of my pants. Then, I was lying across Dad’s knee with a bare bottom. I breathed in sharply. Suddenly, there was a loud crack echoing round the room as my bum got a mighty whack that stung me across both my pert round buttocks.

“Ah!” I gasped.  After just two more weighty blows from the large slipper, I felt my bottom starting to flame with a smarting soreness that hurt and stung.

With just two or three seconds between each smack of the slipper, the spanking quickly developed into a slow steady rhythmic rising and falling of the slipper. Each time it contacted forcefully with my once pale creamy white bottom, I grimaced and screwed my face up in some pain.

Dad’s large slipper thumped heavily down on my naked bottom time and time again. My bottom was really very sore now, and my arm hurt where I had been struggling and Dad had restrained me. He was the master of me and he gave me the sound spanking I so thoroughly deserved.

The spanking continued and my bum was burning. Every fresh smack of the slipper tore a gasp from me. Then it is over. Dad rolled me off his lap and I fell to the floor. I stumbled to my feet, my face red and hot. My hands tried to sooth my burning bottom.

I had spent the past ten minutes or so draped across Dad’s knee with my trousers around my ankles and underpants around my knees. Dad had given my bottom and the top of my legs a thorough spanking. Not one square millimetre of my rear end avoided his attention. My bum was aglow.

It had been a long, humiliating and very painful bare bottom spanking.

Then, Dad is warned me that if I ever started another fire he would take a cane to my bare backside, young adult or not!

“Get up to your room,” he ordered. I thanked him before leaving the living room, closing the door quietly behind me.

Picture credit: Sting Pictures

 

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More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

 

Rory and Alistair – part 1

z used twosome outdoors Vanguard

Rory MacDonald eased down the handle of the dormitory door with his elbow. His arms were full of cricketing gear and he feared one of the bats was about to tumble to the ground.

He was sweltering in the ninety-degree heat. Would this heat-wave never end? In an ungainly fashion he had the door open and stepped inside. He flashed one of his trademark grins; it split his face in two. In front of him was his best friend Alistair. The eighteen-year-old lay face down on the bed snoozing. He was dead to the world – and totally naked.

Quietly so as not to wake his chum, Rory let the cricket gear fall on to his own bed. Then he sat down and gazed in admiration at Alistair’s body. He was a fine-limbed athletic boy; about five-feet-eight in height. He was hairless on his chest face and buttocks and there was merely down on his legs.

Rory shook his head in amazement. Alistair’s arse and thighs were covered in awesome blue-black bruises. Even from across the room the boy could see the distinctive oval-shaped mark left behind by the hairbrush, which clearly had been applied with some vigour.

Rory looked at his watch; it was time they both got going. He hauled himself from the bed and crossed the room so that he stood towering over his friend. Come on Alistair, he thought, we have a date in town.

Then puckering his lips and leaning forward he planted a wet kiss in the centre of Alistair’s firm left buttock.

The boy awoke like a princess in a fairy-tale.

“Ouch! That hurt,” he grinned.

“Ouch! That hurt,” his friend replied satirically, mocking Alistair’s tone. Both boys exchanged huge grins, puckered up and kissed each other on the lips.

“Pendleton?” Rory asked, nodding at his friends toasted buttocks.

“Who else?” Alistair’s grin never faded. He was not about to let his recent ordeal upset him.

Pendleton was the Head of Wilson’s House. And Pendleton had his own way of instilling discipline among his charges. All the boys who were Head of their House at Willadong Academy were allowed to inflict corporal punishment. There was no set law, but by custom and practice the rattan cane was the instrument of choice. Some Head of Houses used a rubber-soled gym shoe on the youngest of the boys.

Only Pendleton used a hairbrush, applied to a boy’s bared bottom while he was draped across the lap of the Head of House.  And, Pendleton did not care about age and seniority. He would just as easily take eighteen-year-old Alistair Crombie across his knee as the most junior fag in the school.

Alistair and Rory were oddities at the school. They were both in their final year at the school, but had never received any privileges. Although they were old enough to be in the sixth-form, they were treated by everyone, masters and fellow pupils alike, as juniors.

They were even required to dress like juniors. Only boys in the sixth-form were permitted to wear long trousers: it was seen as a badge of privilege. The two boys remained in short trousers and would do so until the day they left school. Not that they cared. Temperatures rarely fell below eighty degrees for most of the year; let the “privileged” sixth-formers swelter in their heavy flannel trousers, it was much better to be free to the wind in short trousers.

A short-sleeved white shirt completed the summer uniform at Willadong. Mostly boys did not wear ties or even socks. They would run bare-footed around the school buildings and slip into thongs when outside.

Rory and Alistair could never conform to boarding school life with its myriad rules and regulations. Get up at seven, bed at nine-thirty. Don’t do that; don’t go there. They were more suited to the life of the boys in town. They had made many friends in Woolverton and how they envied them their freedoms. None of the teenagers they knew had fathers who would order them to bend across the armchair for six stingers from a whippy cane because they were out of bed at midnight.

Alistair’s blazing bottom was the result of one such adventure. Bored and unable to sleep, he had climbed through the window and taken himself for a walk. He committed no mischief; he disturbed no boy’s sleep; all he did was to enjoy the moonlight and the clear warm air of midnight.

He was spotted and in the usual matter of course he was reported to Pendleton. Pendleton was not such a huge fellow. He probably was an inch taller than Alistair, but a little thicker set. The Head of House was a fine cricketer and could slog a cricket ball way over the boundary. He had great upper body strength which he put to good use with the hairbrush.

This was not even the first time the eighteen-year-old had been across Pendleton’s knee. The first time he had been ordered to unbuckle his belt and pull down his short trousers, he had been bewildered. He had expected the standard six-of-the-best on the seat; probably whipped in with some force; everyone knew that Pendleton was a bit of a bully. But, to be ordered to go across the prefect’s knee like he was six years old was a shock.

Alistair had no choice. The alternative would have been a visit to the headmaster’s study and a thrashing of a lifetime, almost certainly bare arsed and no doubt with the awesome Malacca cane. That could take a boy’s backside off, leaving him in considerable pain for many days.

No, unconventional though it was, Alistair had to submit himself to Pendleton.

The hairbrush had once belonged to his nanny. Pendleton had felt its sting across his own bared bottom many times until when at the age of eight he was sent off to prep school. The hairbrush was the only memento he had of nanny; he stole it from her room the day he found her dead in her bed.

The over-the-knee bare-bottom spanking hurt like crazy, but it was nothing like getting the cane; even when wearing trousers and underpants. Alistair supposed the ordeal was meant to humiliate him. If so, Pendleton had chosen the wrong boy. He dropped his short trousers and unbidden stepped out of them. Then perfecting an air of unconcern, he put his thumbs in the waistband of his pants and lowered them down his thighs and let them fall to his feet, then he stepped out of them too and kicked them a few feet behind him. He now stood naked from the waist down in front of his would-be tormentor.

Alistair was very proud of his body and was not ashamed to be seen naked. His pal Rory was one of his greatest admirers and often they would compliment one another on their anatomy. Rory, for one, had a very distinctive penis; it must have been almost the only uncut specimen in the whole school.

Rory had no idea what was going through Pendleton’s mind as he draped himself across the boy’s legs, lowered his head so he was almost kissing the carpet and keeping his own knees straight, raised his taut athletic buttocks high to receive his spanking.

Wow! Pendleton was in a frenzy. Had some demon taken possession of him? Relentlessly he whacked the heavy oval hairbrush up and down into and across both buttocks. With no respite between smacks, he covered every square inch of buttocks and thighs inside thirty seconds and then he just kept on whacking and whacking.

Alistair had never been spanked like this before, so he was not sure how much it was supposed to hurt. It did considerably, but to his puzzlement he found the pain increased rapidly with the first few dozen slaps and then plateaued. He had gone through some king of pain barrier. After a time, he could feel the heavy wood crunch into his globes but each additional whack did not increase the pain.

The teenager sucked in his breath and waited as patiently as he could in the circumstances for Pendleton to complete his task.

He was beaten quite literally black-and-blue. But, even as he climbed back into his underpants and short trousers Alistair realised the pain had subsided, leaving behind a gentle throb that quickly turned to a warm glow. Some parts of his bum, especially the bit where the cheeks met the thighs were tender to the touch and he might feel the spanking for some time when he sat down on a hard surface.

Pendleton was a young man of few words and he dismissed Alistair without benefit of a lecture. As he exited the study, Alistair turned and flashing his sparking white teeth, he grinned, “Thank you Pendleton, I enjoyed that. I hope you did too.” Then he closed the door and ran down the passageway in case the Head of House had resolved to drag him back inside for a repeat performance.

Picture credit: Vanguard

 

This story was first uploaded in February 2016.

 

Other stories about Rory and Alistair are here

 

Other stories you might like

Public Birching

Be Home by Eleven, Not Half-Past Twelve

A Robust Response

 

 

More stories from Charles Hamilton II are on the MMSA website

 

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

Father deals with idle student

“I am going to spank you and that is an end to the matter. You can submit yourself and take it with some dignity, or I can call my assistant Rodgers in and he will hold you down. Either way you are getting a spanking.”

Simon had expected a call from his father; he knew he had met with his university tutor and words such as lazy, indolent, idle and workshy would have been used to describe the boy.

Simon was in his first year at university and things were not going well. He had failed his mid-terms and he awaited the results of his final exams with some anxiety.  It wasn’t that Simon was a stupid boy; that was far from the truth, but he did lack self-discipline.

You could blame his school for that. His father had paid a small fortune to send him to a very select boarding school and his outlay was repaid when his son had passed his A-level examinations with flying colours. His father had then laid out more money to send him to university.

That’s where the trouble started. What his father did not realise, and nor did Simon until recently, was that it was the discipline regime (or more truthfully, the punishment regime) at the school that had ensured his son’s success. Bucksbury Manor had its standards and if these were not met, the boys paid the price: with their backsides.

Simon learnt from an early age that the best way to avoid bruises on his buttocks was to work hard. He mostly succeeded in this, but there were tell-tale signs in the sixth-form when he was eighteen years old that his standards were beginning to slip and he was no longer an A-student.

His housemaster was an experienced teacher and he knew that boys of Simon’s age often became distracted from their work, especially if they discovered the delights of the nearby town, and particularly its girls.

Mr Bailey also knew the perfect remedy for this slacking. That was why Simon found himself unexpectedly summoned one afternoon to the housemaster’s study. Posner, one of the House junior boys – believe it or not they were called “fags” at the school – came to find him to deliver Mr Bailey’s instruction to report immediately.

“What’s it about?” Simon inquired innocently.

Posner claimed not to know; actually, he hadn’t been told the reason, but from experience he knew that a summons like this usually meant a boy was to get a thrashing.

Simon was ignorant of the fate that awaited him and untroubled he walked through the wood-panelled hall, past the honours boards, the school photographs, the noticeboards, the glass fronted cupboards with various trophies and the paintings of past headmasters to his housemaster’s study.

He was aware that the housemaster was very strict and any boy sent to him for breaking the rules would feel the full strength of his powerful right arm and leave the study with an aching backside.

But, he was in the sixth-form and senior boys were not caned. In any case he hadn’t done anything wrong.

He knocked on the study and waited for the command, “Enter!” It was a dark room with wood panels around three walls, in the middle of the room was a huge oak desk, to the side was a large leather armchair, a long window and behind the desk was a wicker basket containing several swishy canes, each of them capable of leaving a boy with a throbbing backside.

Simon could not take his eyes of the wicker basket; he did not expect to be on the receiving end of one of the canes, but they were still an intimidating sight.

Mr Bailey took off his horn rimmed glasses and toyed with them while he spoke, “You are producing sloppy work and your grades are slipping. What do you have to say for yourself?”

Simon was dumbfounded; it was true his grades were poor, but he hadn’t expected to be hauled in by his housemaster about it.

He had no excuses and he knew it. His housemaster punctured the silence. “You are slacking and that is inexcusable. You have the brains to do well in your examinations and I am going to make sure you use them.”

Simon, blushed to his roots, and stared at the carpet. Mr Bailey was right he had been slacking off, spending too much time in town or, to be perfectly honest, looking at magazines and playing with himself down at the copse.

His housemaster, having discarded his gown and jacket, was pacing the study swishing a senior cane.

“I am going to beat you and I shall beat you every time you are caught slacking from now until your examinations. Is that perfectly clear?”

Quaking, Simon agreed that it was indeed perfectly clear, thank you, Sir.

“Carter remove your blazer and hang it up, please.”

Hands trembling, Simon undid the buttons, slid the blazer off his back and placed it on a hook behind the door.

“Stand in front of the desk. Drop your trousers.”

Jesus! Simon hadn’t expected this and the look on his face told his housemaster so.

“This is to be an exemplary beating Carter. It is designed to ensure you stop slacking in your school work. But, if I have to deal with you again, you will be caned on the bare.”

Simon saw he had no choice. He was guilty as charged and was to receive a sound thrashing as punishment. Schoolboys have a code of honour and it says you take your beatings like a man.

Despite his intense embarrassment, Simon undid the buttons and pushed his trousers to his knees. His white shirt was long enough to cover his buttocks.

“Lift up your shirt and then bend over the desk.” Simon’s humiliation was complete; with his shirt held high the housemaster was able to get a full view of the boy in his tight white underpants; front and back.

Mr Bailey had no interest in ogling his pupils in their underwear; his only desire was to have the target for his cane unobstructed.

Simon lowered himself across the desk, stretched his arms across and gripped the far side, pointing his backside in the air ready to take a most humiliating caning.

The housemaster with determination set to work lashing the cane hard across the waiting buttocks. Simon’s head shot up as the bite of the first stroke got to him, once again the housemaster raised the cane before lashing number two across the boy’s backside. Simon yelled out with each stroke as the thin underwear offered no protection.

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By the time Mr Bailey lashed the cane the sixth time across the pants, Simon was in utter distress. When instructed he stood up and his hands furiously clutched his stinging buttocks.

From that day, until he joined the university, Simon had knuckled down to his studies.

But, without the incentive of the threat of his housemaster’s cane across his bare buttocks, Simon had let things slip, until it was so bad that his future at the university was in jeopardy. He was grateful that his father loved him enough that he made this special visit to the university to sort out the problem.

Now, he was in a hotel suite, facing his father’s anger.

“I have spoken to your university tutor and she assures me that there I still some hope for you and you might be able to re-sit your examinations. I have agreed that I will pay the extra fees this will involve. Now, I need to give you an incentive to work harder.

“I am going to spank you and that is an end to the matter. You can submit yourself and take it with some dignity, or I can call my assistant Rodgers in and he will hold you down. Either way you are getting a spanking.”

Although, Simon was no longer a pupil at Bucksbury Manor he still abided by the code: take it like a man. His father opened his briefcase and drew out a heavy wooden brush with a short handle. Then he seized an armless chair and quickly sat down.

Mr Carter was expecting more resistance from his son and with an iron grasp on the back of Simon’s neck he hauled the university student over his lap and moved him around until his bottom was directly over his knee. To stop his son trying to scramble off his lap, he encircled his waist with his strong left arm and slid him over and down, swinging his right leg over and around Simon’s legs, locking them.

He held him in place for a minute letting him settle down and get used to this new position and rested the brush across the centre of his backside. His father patted the boy’s bottom firmly and lectured him about how upset he was with him and how it hurt him having to do this; then he was ready to start the traditional father / son discipline dance.

Simon was enormously embarrassed at having to go over his father’s knee at his age for a spanking. Why couldn’t he just have caned him instead?

Suddenly, he felt his father gripping the waist band of his sweatpants, yanking them over his bum and down his thighs, past his knees, and down his shins to his ankles. Before he could protest his tight yellow briefs quickly followed.

Simon felt his right arm pulled back and twisted up against his upper back, as he lay trapped hanging over his father’s knees. His legs were stretched so that his tip toes hardly touched the carpet.

Then he began to spank away at his son’s buttocks; twenty, forty, sixty wallops. Simon’s backside was shining, he was yelling out in fear, but Mr Carter continued to pound away at the boy’s bottom.

Simon had thought nothing could be more torture than that housemaster’s caning on his underpants, but this bare-bottomed spanking was far worst. His face screwed up in agony and he fought to be brave, but as the brush smacked and smacked on and on into his fleshy globes he started to whimper and then squeal and soon he was really howling with his legs jerking about as he bounced up and down.

His father could tell Simon was in distress, but his kept laying into him, smack after smack after smack. Then the begging started, but it fell on deaf ears. Mr Carter went on spanking.

Simon’s backside and the top of his thighs were red raw, tears were streaming down his face as he bawled like a child of eight. He just dangled there, resigned, jolting around on his father’s lap as each blazing whack sent him bouncing, rocking and twisting in unbearable pain, humiliation and disgrace.

He knew he would rather be anywhere in the world than lying upside down across his father’s knee with trousers and briefs down and that evil brush pounding away at his bare buttocks, the pain and humiliation was just not worth it. Through his tears he promised his father he had learned his lesson, hoping and praying that this will be the end.

He would study hard, if only his father would stop hitting him.

After another twenty swats, his father did stop spanking him, he was crying steadily and his bottom was as red as a tomato. Drenched with pain and perspiration, young Simon staggered to his feet and stood mortified with embarrassment as his father lifted the tail of his shirt to inspect the blazing red blisters that covered his bum and upper thighs.

Pulling himself away, his hands hovered around his burning buttocks and he stared in abject remorse at his father, tears streaming down his face. He jumped on the spot trying to make the agony go away.

His father was not a tyrant, he could see his son was defeated and left the room with the brush in his hand leaving Simon hugging his burning backside and still crying both from pain and humiliation.

Simon eventually graduated with honours from the university and in the years to come he would look back on this day and others that followed with gratitude.

Picture credit: CP Services London

 

This story was first uploaded in March 2016.

 

Other stories you might like

Lazy students home for the hols

Six of the best caning stories 2. Cutting college

Max of the ‘Champion’ 1. The policeman

 

More stories from Charles Hamilton II are on the MMSA website

 Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

Landlord is sick of the lodger

z used new story 2

I lay flat on my back in bed, staring at the ceiling, the ache in my pulsating cock driving me crazy. The strain against my already tight underpants was intense. It was Sarah, the girl with the big tits who serves in the Three Fishers. I couldn’t get her out of my mind. My face, those bazoomas. I turned to my side and reached over to the cabinet and grabbed a handful of Kleenex. I rolled onto my back and urgently ripped down my pants. I gobbed spit onto the palm of my right hand and set to work.

My head still spun. It had been one hell of a night. It always is at The Three Fishers. Lots of girls, of course. I didn’t get anywhere. They prefer the students. What have they got that I haven’t. God alone knows what time I returned to my lodgings. I was three sheets to the wind. How the hell I got back, I’ll never know. I was steaming. Had I been sick? I had a vague idea I might have been.

I slowly massaged my swollen cock, stroking along the full length from base to head, then letting go and returning to the base again. I closed my eyes, imagining Sarah’s breasts and my tongue, licking, then slurping. Nipples erect. Me sucking, she groaning with ecstasy.

A groan of pure pleasure. This time real. My own. My fingers continuing to massage the warm, sticky, foreskin covered head. My other hand played with my own nipples, pinching one then the other tightly between finger and thumb, the sharp pain adding to the intensely erotic mixture of sensations my body was experiencing. I was building up towards orgasm. I writhed on the bed as it seemed to go on and on. Suddenly the cock in my hand started to pulse and throb and white fluid splashed across my stomach.

I cleaned myself down and screwed up the soiled tissues. I left them to flush down the toilet later. I turned over, snuggled under the duvet, hugged a pillow to my chest and tried to get back to sleep.

I wasn’t to know that downstairs, my landlord Mr Dickens sat at his kitchen table in despair, peering down at the pool of cold, congealed sick in the middle of the floor. He eased himself from the chair and shuffled across the room, picked up a kettle and filled it from the cold water tap. While he waited for it to boil he stared closer at the putrid mass on the floor. This wasn’t the first time. If he didn’t do something about it, it would be the last either.

The kettle switched itself off. Mr Dickens put a level teaspoon of instant coffee into the bottom of a mug and carefully poured the boiling water. He opened the fridge door. There was no milk. He cursed under his breath. That brat of a lodger has drunk it. He returned to his chair and blew across the top of the mug in a futile attempt to cool the coffee. It was then he formulated his plan.

The coffee was soon okay to drink. He sipped it thoughtfully.

….

I dozed, not quite awake, but not quite asleep either. If I had been more alert I might have been able to do something about it. I might have heard Mr Dickens stomping up the stairs. I never saw it coming.  The bedroom door flew open. A huge man framed the doorway. Tall and broad and muscled. A sour expression on his face. Mr Dickens, my landlord with a huge heavy wooden brush in his hand.

“You brat. It’s time you were taught a lesson.” That’s all he said. There was no need for explanation. I knew immediately what he meant. I tried to sit up but before I cold Mr Dickens rushed forward and tugged the duvet onto the floor. I was naked. He grabbed me by the arm. His physical strength startled me. I had never noticed before. He was just the old geezer who was my landlord.

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It took two tugs for him to haul me to my feet. I whimpered a protest. It was something like, “But… you can’t.” But, he could and he did. I was clear of the bed standing dumbfounded. He plonked his backside down on the mattress and bounced as his weight sank. He still had my arm. He pulled me to his left and within a blink of an eye I was spread-eagled, face-down over his knees. Me, total naked. Absurdly, I remember my balls were trapped under the weight of my body and were pressing into the coarse denim jeans he wore. The tip of my cock dribbled spunk. Mr Dickens didn’t seem to mind his jeans being soiled (perhaps, he didn’t realise.)

He said nothing. His intention was clear. He gripped his left hand around my waist. Of course, I struggled. I twisted this way and that. I kicked out my legs. My shoulders heaved. I lifted my head and shouted. I called him all the names under the sun. Truth be told, I couldn’t escape. He was naked, face down across my landlord’s knees. Totally at the mercy of Mr Dickens and that heavy brush.

My protests just spurred him on to action. I heard the thwack of the heavy wooden brush connect with my naked buttock cheek a nanosecond before I felt the intense sting. It was like he had pressed a boiling hot wet cloth into my flesh. I gasped and wriggled and he sent a second and then a third whack across my upturn rear.

I hadn’t given it much consideration before, but my bum is actually quite small. Like the rest of me, I suppose. The huge head of the brush covered about half a cheek, so by the time he had walloped me six or seven times, not one square centimetre of my bum was un-toasted. The pain was intense. I don’t know about you, but I had never been spanked before in my life. I don’t suppose there are many eighteen year olds these days who have been. I didn’t know what a spanking was supposed to be like. It had to hurt (obviously) otherwise what was the point of it? But, somehow, instinctively, I reckoned Mr Dickens wasn’t just giving me a common or garden type of spanking. This was something special.

My bum was on fire. He whacked that goddam brush everywhere. He went for that fleshy part that’s like the crest of the hills, then he pummelled into the top of the mounds. Then (oh God, this hurt so much!) he slapped the undercurves, just where the buttocks meet the backs of the thighs. When he did that I thought I would never feel anything that hurt so much. How wrong I was! He raised that brush so high and brought it down with maximum force right across the back of the thighs themselves. I hollered.  I howled. I cannot deny it. I couldn’t breathe. I thought I would pass out. My heart was thumping so much I though it would burst through my chest.

“Nooooo! Please!!!!” I yowled. My humiliation was total. Me, eighteen years old, a trainee solicitor in a prestigious firm in town, stark naked across the knee of an older, powerful man, getting my little bottom blistered with a heavy wooden brush. Just like I was an eight year old kid.

Mr Dickens ignored my pleas. He was a man on a mission. He was possessed. Whap! Bang! Splat! On and on and on, he spanked me.

Sweat poured off Mr Dickens. His armpits were drenched. Be he was not deterred. He had the strength of an ox. At last he stopped. He still gripped my waist. I was still face down. Still naked. Still totally humiliated.

“Right, you brat!” Mr Dicken released me, I jumped to my feet. I jumped from one foot to the other (the spanking dance). My cock and balls flopped up and down. My hands shot to my backside. The skin felt like tough leather. It was intensely hot. Suddenly, Mr Dickens grabbed a hunk of my hair, he dragged me across the room. My bare feet could not get a grip and slid as he pulled me over the carpet. My elbow banged on the doorway as he bundled me through. My arms flailed. I tried to punch at him, but he was wise to me. Within seconds he had me bouncing down the stairs. We came to an unsteady halt on the lower landing. He released his grip on my hair and took my wrist instead. I was powerless to stop him.

He pushed me into the kitchen. “Now,” he growled as he forced me down on my knees. “Clear up that mess.”

The doorbell rang. He left me and went to answer the door. I heard him call “Get on with it,” as he opened the door. Moments later his daughter and her two young sons stood and watched opened mouthed as naked and on hands and knees I wiped up my vomit.

Picture credit: straight lads spanked dot com

Other stories you might like

A Robust Response

Keynes College Caning Case

A memory in the attic

 

More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

 

The Private Tutor — part 1

used paddle board of education

“I told your father that I would employ traditional teaching methods,” he said reaching into his canvas bag and withdrawing a wooden paddle.

“And, that means corporal punishment.”

He rolled the words “corporal punishment” around his mouth with some relish, enjoying every syllable.

He held the paddle by the handle and waved it close to my face. I could see some joker had printed the words “Board of Education” across one of the flat sides. I bet that gave someone a lot of laughs.

He was my private tutor and this was our first meeting. Dad hired him after I failed my A-level mock exams. It looks like if I don’t buck my ideas up a lot I’m going to fail the proper exams, and then God alone knows where I’ll be.

I’m not a stupid kid; I wouldn’t be in the Sixth Form at school if I was. But in the past few months I’ve let my studying slip a lot. I’m in a band and that takes up a lot of my time and then there are the girls of course. And, since I turned eighteen a few months back I’ve been able to get into bars and clubs legally and I’ve taken full advantage of that.

“So”, he said, walking to the couch and sitting down in the middle of it. He told me I had let myself and my family down by not working and it would cost my father a lot of money to hire him to tutor me over the coming months. I stood and watched him slapping the paddle into the palm of his hand to emphasise some of the words.

I had better think again if I thought I was going to get away with my behaviour, he told me sternly. I was to work hard from here on in and if I didn’t it was a spanking for me.

I didn’t say a word. I wasn’t sure if I was expected to say anything, so I didn’t. I wanted to tell him to “piss off”, but I knew that wasn’t going to be to my advantage.

He went on telling me about what he expected from me and how I was going to behave from now on. I was listening, but not really, if you know what I mean.

Then he dropped the bombshell. “And, I’m going to spank you now as punishment for all the laziness you have shown over the past months.”

I heard that alright. I still didn’t say anything, but the look on my face must have told him I wasn’t going to go along with his little plan.

“Come here,” he gestured at me to approach him. I didn’t.

“I said COME HERE!” He raised his voice considerably, it was a stern command, but he didn’t shout.

I hesitated. I thought about running from the room, but before I could move my feet, he reached across and grabbed me by the arm, pulling me towards him and the couch.

Before, I could protest he had me across his lap. Then he took hold of my legs and lifted them so they were resting on the couch.

We must have made an odd picture. I was lying face down stretched across the couch with my backside raised over the middle of his lap. I was quite proud of my bum and had bought my jeans especially because they showed off my prized asset to the best. But the jeans were to please the girls, not some pervert private tutor.

He sat upright with his arm curled around my waist, to make sure I was pinned tight over his lap. He was on the chubby side and I could feel his stomach against my leg. He wore an old fashioned suit; it was made of tweed or some thick itchy material like that. He was probably in his forties, but he looked a lot older than that.

I felt him pull my T-shirt up and expose my lower back. He grabbed the waist of my jeans and pulled them butt tight.

Bang! The first whack hurt a lot more than I expected. But then again I’d never been spanked before, so what would I really know about it.

Bang! The second wallop hit me on the other check. I tried to wriggle, but he had me pinned down tightly across his lap

He gave me another three spanks in quick succession. I wanted to yell, or at least go “ouch!” it hurt so much, but I wasn’t going to give him the satisfaction.

He whacked me some more and then stopped. The pain was intense. I’d never felt anything remotely like it before in my life. I lay face down in the cushion of the couch breathing heavily. It seemed like he had stopped. Was it all over?

Bang! Clearly not. He must have been pausing to catch his breath. He hit me much lower now, below the buttock, just where the cheek meets the leg. I tried to lift myself off his lap, but he moved his arm from my waist to my shoulders making sure I was going nowhere.

He must have hit me another three or four times, I can’t be sure, I was in too much pain to remember.

Then he stopped. This time it really was over.

He still held me firmly across his lap. “Please be aware that if you do not obey me and work extremely hard in the coming months you will get more of this. Do you understand?”

I didn’t say a thing.

“I asked, Do you understand?” he whacked me again, very hard across the right buttock.

“Yes,” I murmured, barely able to speak.

“Yes, what?” He whacked me again, this time on the left cheek.

“Yes, I understand,” I whimpered.

“Yes, what?” Another hard whack right in the middle of my bum.

Oh, I got it. “Yes sir!”

“That’s better. And believe me if I have to I will spank you each time we meet. Is that understood?”

“Yes sir!” I was getting the hang of this now.

“Good, that is understood.” He let me get up.

I wanted to run to my room to howl and to inspect the damage, but I knew he wouldn’t let me go until he dismissed me.

My bum felt like twice its normal size and I desperately wanted to try to rub the pain away.

“Now, here’s your homework,” he said. “I want it completed by Saturday when we shall meet again.”

Saturday.  Jesus are we going to have to go through this all again in only three days’ time?

“Now, take this paddle and hang it on the hook on your bedroom door. I want it to be a constant reminder to you about what will happen if you don’t pull your socks up.”

It was Saturday and I had expected to get a spanking from my private tutor, but not two in the space of twenty minutes.

I was still in bed when he arrived at our house at 11am. Mum called me from the bottom of the stairs to say he was here. Then she was off to the shops, leaving us alone in the house.

“Come down here this instance.” This time it was the tutor calling. He might be a chubby forty-something man, but he certainly had presence. I pulled back the duvet and still in my pyjama bottoms and white vest I padded down the stairs.

“Were you still in bed?”

“No.” It was a bare-faced lie and it was going to get me a bare-arsed spanking.

“Don’t lie to me. In future you will be up and ready to start work the moment I arrive,” the tutor barked.

“Now come here.” He grabbed me by the arm and led me into the living room. As we went through the door he released his grip on me.

He sat on a yellow armchair. “Here. Now.” He pointed to a spot a couple of feet to his left.

I had hardly reached the spot before he took my left arm and guided me across his knee. It all happened so quickly I didn’t have time to resist.

My head was touching the carpet and my bottom was high over his lap. My toes were an inch or two off the ground. He tugged at the elasticated waistband of my pyjamas and pulled them down to my thighs, exposing my bare bottom.

It was still bruised from the paddle spanking he had given me on Wednesday, but that didn’t bother him. He slapped me with his open palm so hard I could have sworn he still had the wooden paddle in his hand.

And he kept on slapping. He didn’t stop between spanks and rained down a couple of dozen, and possibly more. Rapid and hard. On and on he went with each one as hard as the one before. I was gasping, but refused to let him know the pain was killing me.

“Up.” He stopped and I scrambled off his lap and quickly pulled up my pyjamas. My bum was raw. It felt like I’d been stung by a thousand wasps. I wanted to rub like mad, but wasn’t going to show it.

“Stand there.”

He delved into to his canvas bag.

“Here, I want you to put these on.” He handed me a pair of grey Terylene school short trousers, some knee socks and a striped tie.

“I’m eighteen years old, not eight, you pervert.” I didn’t say it of course; I just meekly took them from him.

He told me that he wanted me to look the part when he was teaching me. He said I was to wear a white shirt, with the clothes he had given me and then he sent me upstairs to change.

I inspected my bum in the bedroom mirror. It was salmon pink and there were finger marks where the spanks had connected with the flesh.

I pulled on the short trousers, they fitted me perfectly. They were shorter than the shorts we normally wore in summer. These were about three inches above the knee.

I admired myself in the mirror. I had to admit I looked pretty good in the grey school shorts. I’ve got a great bum – the girls are always telling me so – and these showed that to great effect. My legs are pretty good too, I thought as I pulled on the knee socks.

By the time I’d put on a white shirt, my own dark-blue school jumper (the one with the yellow braiding around the neck and cuffs) and the red and black striped tie, I have to say I looked pretty damn good.

I went down stairs to face my tutor. He was waiting patiently in the living room for my return. He had spread some books on the dining room table and was ready to start teaching.

“Show me the homework, I set you,” he said.

I didn’t reply, but the look on my face must have told its own story.

“You haven’t done it.” It was a statement, not a question.

Of course I hadn’t done it. There was band practice to do and last night we went clubbing and there was this girl and …anyway, you’re not interested in that. But you can see there was a reason why I was still in bed at eleven o’clock.

He didn’t seem to be angry, or at least he didn’t show it. Maybe he expected something like this. After all, the reason why I had to do extra tuition with him for my A-level exams was because I hadn’t been working properly up to now.

He lectured me a bit. He said the kind of things you’d expect him to say in circumstances such as these.

Then he got to the point.

“What did I say would happen if you didn’t work hard?”

It seemed like it might be a rhetorical question, but I answered nonetheless.

“A spanking.”

That was enough said. We both knew what was going to happen now.

“Go to your room and fetch the paddle from the back of your door.”

I went upstairs. I hadn’t hung up the paddle as instructed. There was no way I was going to be looking at that thing all night. Besides, how would I explain it to my friends when they saw it?

I retrieved the Board of Education from the drawer where I had hidden it and took it downstairs.

By the time I returned to the living room the tutor had placed a dining room chair with its back hard against the table. The books had been removed.

He reached out his hand and I gave him the paddle. He pointed to the chair.

“Kneel on the chair and stretch yourself right across the table.”

I did as I was told. To my surprise my bare knees hurt quite badly against the seat of the chair. But I needn’t have worried; a different part of my body would shortly be hurting much, much more.

I stretched out across the table resting my stomach and chest on the shiny surface. I folded my arms in front of me and buried my head in them.

Although I couldn’t see this myself, I made a pretty picture. The grey short trousers were tight against my lovely little bum, which was presented at a perfect height for my tutor to swing the paddle.

The shorts stretching across my buttocks reminded me just how sore my bum already was.

My tutor stood close up against me, put his hand into my lower back to make sure I couldn’t move, and whacked the first lick into my shorts.

Yes, it hurt like anything, but I was getting a bit used to this. Until last Wednesday I’d never been spanked in my life and now I was getting my third spanking in as many days. And, I knew for sure with this tutor in control it was unlikely to be my last, until I passed those damned A-levels.

My tutor wasn’t taking huge swings with the paddle: he was able to inflict great pain by taking short swats. It was almost as if he was jabbing the paddle into me.

After the first five licks I lost my resolve not to show he was hurting me. I’d buried my head in my arms and was moaning, at first softly, almost to myself only, and then much louder. The moans soon became “ouches” and by lick six they were loud yelps.

My tutor was stronger than you might expect from a little chubby man. With his left hand he held me against the table so hard that I couldn’t make any resistance and with his right hand he paddled the arse off me.

He stopped after ten licks. I was sobbing by now and very, very sore.

He let me up.

“Go to the bathroom and tidy yourself up. Then return here and get on with your geography homework.”

Looking back, I probably should have hated that chubby forty-something tutor in his tweedy suit, but I couldn’t bring myself to do so. Somewhere inside me I knew this man and his corporal punishment was going to save me. If I ever passed my exams, got to university and ended up with a brilliant career, it would be because of days like this.

The paddling my tutor dished out did me the world of good. Trying to avoid another spanking was just the incentive I needed to work for my school examinations.

I’m not an evil person and I’m not even much of a rebellious teen. I’m actually quite bright and can do well in my school work, but I can be lazy and lose focus and that’s what happened here.

My private tutor knew the remedy for this, and he wasn’t afraid to use it: a very sound spanking.

Fear of another trip across the dining room table for licks from the wooden paddle on the seat of my grey school short trousers was enough to put me on the road to recovery. I made sure that I paid attention in the classes my tutor ran and I even did my homework. Hell, I’d even missed some nights when I was supposed to be rehearsing with the band.

My tutor was a very good teacher and I was learning a lot from him – and not only how to get a sore arse.

Tonight he had arranged a special session. He said I needed to do some project work and I needed a partner to do this. That was fine by me; we were always doing projects at school. He had arranged for Harry, one of the other boys he tutored, to visit me at home so we could work together.

Right on time at six o’clock the doorbell rang. I was the only one at home so opened the front door myself to find Harry. He was my age and maybe an inch or two shorter. He had a huge shock of black curly hair that looked like it had never seen a comb in his life.

There was something about his aura that told me we were going to be friends right from the start. I could see when he smiled, which he did often, he had the most beautiful teeth I had ever seen. They were like a Hollywood movie star’s.  He was quite stunningly pretty: the girl’s would have called him “cute,” but I reckoned even this early in our friendship that he probably didn’t like girls that much.

But the biggest impact he made was his clothes: he was dressed just like me, in school short trousers, a white shirt and school tie. Surely, he hadn’t walked the streets like that? Had he come by bus? What did people say when they saw him?

I didn’t have time to ask any of these questions because my tutor arrived just at that moment.

We all went into the living room where the tutor introduced us and without any further preliminaries he set us to work. He said he had something to do and would be back later and left us to it.

The two of us were in no mood to start work. Harry threw himself onto the couch and tucked his legs under himself and sat on them, taking the part of a young kid. I took the yellow armchair, the very same one that my tutor sat on to deliver me a bare bottomed spanking on our second meeting. I sat leaning back in the cushion with my bare legs spread wide.

We tried not to catch each other’s eye. Harry flashed one of his toothy smiles and we giggled. We had hardly said a word since the tutor left, but that was alright.

I looked at him sideways, trying to pretend that I wasn’t doing it and cracked up with laughter. I think the absurdity of the situation got to us both. We were two eighteen-year-old lads, dressed as eight year olds. So it wasn’t too hard for us behave like it.

I leaned across in my chair and rubbed the top of his head, mussing his hair. Then I took a handful and pulled it, before quickly moving my hands away and hugging myself with glee.

Harry yelped, gave me another of his smiles before reaching over the chair to give me one hell of a smack! on my bare thigh. That was it. I was out of the chair and on top of him. We rolled off the couch onto the carpet, wrestling each other.

It wasn’t a real fight; it’s what eight-year-olds call “pretend.” I sat on his belly; he pushed me over to my back. I tweaked his nipple. My shirt came untucked from my short trousers. His tie was around his ear. I slapped him gently on the face; he kneed me in the side.

Then the living room door opened and standing there aghast was the tutor.

“What on Earth is going on here? Stand up the both of you.”

We did.

“Dress yourself properly.” We did that too.

He demanded to know what was going on. Harry got the giggles a bit, I think, and adopting the voice of a naughty little boy said, “Nuffink, Sir.”

The tutor was having none of this and gave a speech about how we had only just met and we should behave and be friends and so on.

We took our ticking off, me mostly staring at the carpet, Harry twisting his fingers through his curls.

Then came the killer, “I’ll deal with you at the end of the class.”

He ordered us to get on with our project. In fact, we worked well on it. I said I thought we were going to be friends and we were.

About ninety minutes later we were finished. But if we thought we were going to be allowed home without very sore bottoms, we had to think again.

We sat together on the couch waiting for the tutor to deal with us.

The door opened again and in he walked, carrying a thick rattan cane with a crooked handle. Where the heck did he get that from?

“Stand up, both of you.” We did. Even though I knew what was going to happen, it still felt like I was in a bit of a dream. The two of us were dressed as schoolboys and we were about to get a naughty boy’s caning.

“Look at me.” He really believed that we were having a proper fight and gave us a lecture about how he wouldn’t tolerate it and so on and he was going to punish us severely. He rolled his tongue around those last three words so we could be certain he was going to be true to his words.

I may have been dressed as an eight-year-old, but I did see the irony of him thrashing us because he had been behaving violently, but I thought the tutor didn’t want a discussion on philosophy quite now.

He swished his cane and pointing with it, but without speaking, he signalled Harry to move further back.

I knew he would need some space to get a decent swing with the cane so wasn’t surprised when he beckoned me to stand and face the far wall.

Swish! “Bend over and touch your toes.”

I bent over grasping my shins. “OUCH!” He flicked the cane against my fingers: the sting was unbearable.

“I said toes. Now do as you are told.” I spread my legs a bit further and got into the required position. I’m very athletic, it was no problem. I could see Harry move slightly to get a better view.

“Six shorts up and then six shorts down,” he pronounced my sentence.

I waited for the first cut but it seemed an age coming. Bent over I could see him through my parted legs. The tutor was taking his time sizing up the situation. What he saw was a young man in short trousers presenting a lovely bum for a whacking with the cane.

I had time to notice that one of my grey knee socks, with the yellow edgings, had fallen down my shin. For one absurd moment I contemplated standing and pulling my socks up.

That was the moment the cane bit into the cloth stretched tightly across my buttocks. I winced. You bet I winced. The pain was so much sharper than the thud I had felt from the paddle the last time the tutor dealt with me.

I could feel a line of pain run across both buttocks, from left to right.

The second cut fell just a tiny bit below the first. I was determined not to cry out, not only because I didn’t want to give my tutor the satisfaction, but I didn’t want to show myself up in front of Harry.

The third and fourth lashes took my breath away. I struggled to keep the tips of my fingers connected with the toes of my socks, but just about managed.

The pain was searing and I could feel welts forming beneath my underpants. This was some thrashing and it wasn’t nearly half over. Soon I was going to get six shorts down.

Somehow, the final two cuts didn’t seem to hurt as badly as the others. Was I becoming immune to the pain or could my tutor see I was having difficulty coping with his beating and easing off a bit?

“Stand up boy.” I did so gladly. Without thinking I put both hands around my backside and rubbed like mad, especially at the point where the buttocks meet the top of the legs.

“Leave it alone. Look at me boy.”

I faced him. I knew I was holding back tears and I probably wouldn’t be able to take my six on the pants without dissolving.

The tutor held his cane behind his back between his two hands. “Take down your shorts, boy.”

My school shorts fitted so well I didn’t need a belt. I undid the buttons around my waist and then the top two buttons in my fly and the force of gravity helped them fall to my ankles.

“What the dickens are these?” My tutor had seen by underpants, a very fashionable, skin tight pair in a lurid light mauve colour.

I could see Harry’s teeth shining.

“With school uniform we wear white cotton briefs. Do you have a pair you can change into?”

Of course not, which teenager do you know wears white Y-fronts?

He didn’t wait for an answer. “You will buy the correct underwear before we next meet. I will undertake an underwear inspection before our next class.”

I swear I heard Harry snort.

“Get back over.” He swished the cane to emphasise the words. Bending made my pants stretch across the six welts on my backside, making it throb like never before.

From my position I was able to get a close inspection of my crouch. I don’t think I’d ever looked at it so closely before. I’d felt it many times of course, but that’s another story.

The tutor must have realised the time of day; class had finished a long time back and I don’t think he was paid overtime for performing duties such as this. He swished the stick into my rear six times in quick succession without ceremony.

I howled. There really was no other way to describe it. A banshee would have been proud of the noise I made. Tears and snot covered my face and I gulped for air. On the sixth cut I shot up and danced first from my left foot and then to the right and back again, clutching my burning bottom.

I bent double. I was about to roll on the floor in some kind of foetal position when my tutor took me by the shoulder and led me to a corner of the room.

“Stay there.”

I did, sobbing and banging my head against the wall with the disgrace.

Then, turning, he looked across at Harry.

“Come here young man.”

Did Harry step forward a little eagerly? In one athletic movement he was at the other side of the room, bent over from the waist, finger tips touching the toecaps of his shoes. Watching on I could see, not for the first time, what a very pretty boy he was.

This was the first time I’d ever seen a boy bending over, touching toes for a whacking. I hadn’t realised how little there was of the boy’s bum for the punisher to aim at.

By stretching over to reach the floor, Harry only had a small part of his backside visible to the tutor. And, Harry’s was pert and tight, leaving even less for the cane to target. If he’d been draped over the back of the armchair or over the dining room table the tutor would have seen much more buttock on display to aim at.

Maybe that’s why a touching-toes caning could be so much more excruciating painful for the naughty boy, with so little room to connect the cane would strike again and again in the same small area, intensifying the pain as the rod hit home, sometimes striking the same spot time and time again.

But, the tutor was an expert: he knew what he was doing. He approached cane in hand. What he saw was a very lithe boy, his curls cascading down towards the floor. Harry’s back was arched and his smooth round buttocks were raised submissively ready for the tutor to do his work with the cane. Harry’s grey short trousers were so taut across his bottom the outline of his underpants were clearly visible.

The tutor stood to Harry’s left, a full cane’s length from the boy’s body. He bent his own legs slightly and tapped the edge of the cane against Harry’s left buttock. Tap, tap, tap: taking aim. I saw Harry’s body stiffen slightly in anticipation of the first stroke.

The tutor pulled his cane back way over shoulder height and swished it down with great force into Harry’s trousers. The six strokes landed in quick succession.

‘Get up. Trousers down”

Harry was up in a jiffy. Eager to get on with it, he unbuckled his shorts and they fell to the ground. He hitched up his underpants making sure they were pulled tightly across both cheeks. Then pulling his own shirt up to fully expose his buttocks he bent over again, in position, craving the next six.

Unlike me, Harry was wearing regulation white underpants. Actually, they were so white they sparkled. Just like Harry’s teeth.

Both me and the tutor took in the sight. The underpants fitted Harry’s bum like a second skin. I couldn’t see the front of his pants but I wouldn’t be surprised to find a fine bulge pushing out against the cotton.

Harry’s legs were almost as white as his pants: completely hairless from where I was standing. Did he shave his legs?

Six more stingers cut into Harry. Whack! Whack! It was all over in about ten seconds.

“Up. Get dressed.”

Now, Harry’s face was as white as the pants. He pulled up his shorts. He was in pain, I could see that, the tutor could see that too, but Harry wasn’t letting it get to him. Our eyes met and then I knew: he craved the lash of the tutor. He would have gladly taken six more: and another six after that probably.

Without saying much more, the tutor packed his books and cane away. His work was over for today. He gave brief instructions about what we needed to do for homework and I followed him out the living room to the front door to see him safely on his way.

When I returned Harry had his shorts and pants around his ankles and he was twisting his body to try to get a close look at the damage. I could see a dozen red lines criss-crossing both cheeks. The tutor was an expert master and had laid the cane on with some force. Harry’s cock was standing to attention. I could see he definitely shaved himself down there.

“Show me yours”.

Not feeling the least bit self-conscious in front of Harry, I pulled down my shorts and pants. The searing pain in my backside had subsided a little into a glowing ache. Harry reached forward and ever so gently felt the welts on my backside. I couldn’t help it, but my own cock stirred, perhaps not as proudly as Harry’s own member, but it was on the march.

“Come on, let’s go to your bedroom,” Harry flashed me those goddam teeth. I didn’t need asking twice.

 

This story was first uploaded in January 2016.

Picture credit: Unknown

Episode 2 of The Private Tutor is here

 

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More stories from Charles Hamilton II are on the MMSA website

 

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

The boy at the photocopier

I saw him only once at the photocopier and I could never get him out of my mind again.

I was working on some report or other and casually looked up from my desk. He was at the other end of the open-plan office copying documents.

I only saw him from the back. It was the hottest summer on record and he wore the shortest of shorts, so short they were not much bigger than the briefs he had on underneath. Straps from the back passed over his shoulders and fastened at the front, tugging the denim so tight they fitted like a second skin and highlighted the contours of his buttocks.

His hips were slender and his back straight. I remember his striped T-shirt was tucked into his shorts.

I probably stared open mouthed. I hope not, I wouldn’t want my work colleagues to know my secret.

He took a minute or so to finish his work and walked away. I never saw him again.

z used short shorts (7a)

 

That night, I dreamed of him. He was naked and bent submissively across my knee. With my left hand I ruffled his hair, to let him know I loved him. My fingertips caressed his back as I followed his spine from his neck to the hairless crack in his buttocks. My right palm hovered above each cheek, and then with a circling motion, massaged them gently.

His was breathing easily; he was ready for what I was about to give him. I raised my right hand to shoulder height and brought it down with a hearty SMACK! into his right buttock. He felt it, it smarted, and his bottom started to glow. I smacked him twelve times, slowly, so that his creamy white bottom turned to bright, bright red.

I have visualized him in school uniform, bending over, touching toes, as I smack a gym shoe into the seat of his stretched grey Terylene trousers. I’ve had him across my knee as a soccer player as I spank him on the shorts (in the days when they still were ‘shorts’). A favourite is him dressed only in swimming trunks, he has been in the sea beyond the ‘danger line’ and I whack him (for his own good, of course) on his soaking wet bare arse.

But my favourite is the boy in those tight denim shorts bent submissively across the photocopier for me to thrash him with a traditional whippy crook-handle rattan school cane.

It was thirty-five years ago and I don’t think a single month has gone by since that I haven’t thought about him.

Young man, I don’t know your name and I never even saw your face, but may I thank you from the bottom of my heart for all the innocent pleasure you have given me for the best part of my life.

Picture credit: Unknown

 

This story was first uploaded in March 2016.

 

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Theft of petty cash

The boys in the mailroom

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More stories from Charles Hamilton II are on the MMSA website

 

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com