John’s jam jar

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z used jar money drawing

John Hepplewhite was a modest man, he didn’t ask for much in life and he didn’t get it. He lived on a small pension from the Post Office and what he got from the state. He lived alone in two rented rooms and because he was trying to save money he would spend a lot of time at the House of the Sacred Light pensioners’ club where he could sit in the warm, read the newspapers and drink countless cups of tea without having to pay. And, what if from time to time he had to listen to some ruddy-faced fellow wittering on about the Bible.

He did his shopping at the shops and the market where they sold off perishable food cheaply late in the day. At home he never lit more than one bar on the electric fire. John Hepplewhite didn’t think of himself as poor. He was careful with his money. Hidden away at the back of the larder was an old jam jar. Into this he put every spare copper coin he had. Sometimes, when he had been especially careful, or he skipped a meal and made up for it with even more cups of tea at the House of the Sacred Light, he added silver. John Hepplewhite was saving for his special treat.

When the jar was about half full – for that was all he needed – he took it along to the post office where he used to work, and where he still collected his pension, and Mavis, a jolly old type, would patiently count out the coins and change them to banknotes. John Hepplewhite could scarcely contain his excitement and even though Mavis had known him for years she could never get him to tell him what he was saving for.

John Hepplewhite, now greatly excited and with the banknotes tucked securely in the inside pocket of his heavy coat, he trudged down the High Street to the public phone box. Of course, he wouldn’t dream of paying to have a phone at home, not even with the special rates they gave pensioners. His hands didn’t usually tremble, but they did as he lifted the receiver and dialled the number. He knew it by heart, he had rung it before many times. The phone at the other end rang and rang and John Hepplewhite was about to throw down the handset when there was a click and man with a smooth voice answered. John Hepplewhite beamed like a small boy with a new toy. The call concluded, John Hepplewhite returned to his rooms, not now trudging but walking on air, or walking on air as much as a man his age could.

Two days later John Hepplewhite took a bus into the suburbs. He had a pensioners’ pass so he didn’t have to pay the fare. He had already put its equivalent into his jam jar for the next treat. He got off near Widdicombe Wood and had to walk half a mile to get to his destination. It was late spring, the sun was shining but it was still a little cold. John Hepplewhite was as happy as any man could be. He lived for days like this.

He turned into a street called The Avenue, it was a long thoroughfare but entirely deserted of people. The large houses were mostly hidden behind walls or fences and sometimes high hedges. The house he wanted was half way down. He liked that no one was about, it made him feel safe. He didn’t like prying eyes. He saw a large figure on a bicycle ride towards him; as it got closer he saw he was dressed in a bright red school blazer. Instinctively, John Hepplewhite looked at his watch; it was not yet noon. As the bicycle approached and then passed him, John Hepplewhite noticed the boy also wore pale-grey short trousers. John Hepplewhite turned and watched him cycle off into the distance. He smiled broadly, the “boy” was at least forty if he were a day.

John Hepplewhite paused at the gate to number 42. The house itself was set back from the road with a wide shingle path leading to it. John Hepplewhite’s heartrate quickened and his mouth dried. He checked his watch again to make sure he was not early (he had never once been late for this appointment) and satisfied all was well he set off up the path. He rang the doorbell and since he was expected he was not surprised the door was opened instantly. An older women, dressed austerely in a long shapeless black skirt and a white blouse buttoned to her throat welcomed him in.

“Wait in the hallway,” she said abruptly and certain that he would comply with her instruction, she immediately waddled away and entered a room at the far end. John Hepplewhite knew the house well. There were five identical doors leading from the hallway, each made of heavy oak. A coat stand stood in the corner close to the door and there were two small tables along a wall. A grandfather clock that John Hepplewhite had never seen working leaned forlornly in another corner. There were no pictures on the wall but there was a full-length mirror that John Hepplewhite always avoided on his visits. He had no wish to see the reflection of a flabby old man staring back at him.

The woman was gone for five minutes and then she returned and briskly said, “Go into that room and change.” John Hepplewhite had been expecting this and without even a murmur he took the few paces needed to reach the door, he turned the handle and went in. The room was a library of sorts. In some houses it would be called a living room or a drawing room. This was a “library” because there were shelves of books. In the centre was a large oak table with matching chairs. Two leather armchairs were placed either side of a low coffee table. It took John Hepplewhite only seconds to survey the room. He was familiar with its layout and soon found what he was seeking.

Without hesitation, he began to strip off his clothes. He was nearly seventy and he was proud that he was still sprightly, unlike some of the others at the pensioners’ club who could no longer put on their own socks. He was soon completely naked. He stood admiring the collection of goods displayed on the oak table. He took hold of the white cotton briefs with Y-shaped front and elasticated waist band. He steadied himself against the table as he stepped into them. They fitted snuggly against his buttocks.

Then, he pulled the white singlet over his head and the snugness of the cotton against his flesh emphasised his flabby belly. In the correct fashion, he tucked the singlet into the waistband of his underpants. John Hepplewhite ran his eye across the oak table, his tongue darted through his pursed lips as he chose the grey shirt from a paper wrapper. It felt recently ironed and as he climbed into it he caught the distinct aroma of the starch that had stiffened the collar.

Next came his favourite; he lovingly fingered the grey short trousers, they were made of flannel and immaculately laundered and pressed and if he didn’t take care he might have cut his finger on the crease down the front. He felt his withered penis stir. He had no idea why, but short trousers always did this to him. He unfastened the button at the waist, and then the three on the fly, opened the top of the trousers and stepped in. Within seconds he had pulled them up and was tucking in the shirt and vest. The short trousers were especially tailored and fitted him snuggly.

He buttoned the shirt and found his school tie. It was of red and green diagonal stripes. There was no mirror and John Hepplewhite made several attempts to knot the tie neatly. His previous reservation about the mirror was gone. He so wanted to admire his appearance. He walked to the window and failing to see his reflection he sat in an armchair and pulled up his woollen stockings. They were so long they reached up his thighs and there was hardly an inch of flesh left uncovered between sock and trousers. He folded over the tops of the stockings until they were tucked just below the knees.

Soon he was in his shiny black lace-up shoes. He was not quite ready. His school blazer was on a heavy wooden coat-hanger. John Hepplewhite caressed the lapel between his finger and thumb. The quality of the cloth was superb; he picked it up and smelled its freshness. It fitted him well, as always. Finally, he took hold of the woollen cap and carefully placed it squarely on his head. It completely covered his recently cut short-back-and-sides haircut, as it was intended to. He was ready. At that moment the door edged open slowly and the old lady appeared. She appraised the situation and happy that John Hepplewhite was dressed she said, “The headmaster is waiting for you boy! Do not keep him waiting.”

John Hepplewhite rubbed his sweaty palms on his blazer and with a mixed feeling of anxiety and excitement he left the room and crossed the hallway. The old woman had left, her job completed for the moment. He stopped, peered at a sign displaying the word “Headmaster” in worn lettering, took a deep breath and rapped his knuckles on the door. His heart raced in anticipation of the response. It was some time coming. At last a voice boomed, “Come!” John Hepplewhite slowly turned the handle, it was a heavy door and he almost had to put his shoulder to it to get it to budge. He stood in the threshold. “Ah Hepplewhite, come in. Close the door. Stand there boy.”

The words were intoned by an imposing figure seated at a large mahogany desk. He wore a dark suit enclosed in a heavy, black academic gown. On his head balanced a mortarboard cap. The figure steepled his fingers and leaned back in a large leather chair. “You again, Hepplewhite,” he peered down his beaked nose. “This is becoming something of a habit, boy.”

Hepplewhite nodded meekly, but said nothing. He clasped his hands behind his back and stood, feet slightly apart. He looked intently at the headmaster who continued his lecture. “Your geography master informs me that you have failed on two separate occasions to complete your prep. You failed to present an imposition he duly set and you were insolent when he questioned you about it,” saliva dribbled from  his mouth. “Well boy! What have you to say for yourself?” he snapped.

The ferocity of the headmaster’s questioning rocked Hepplewhite. He burbled something unintelligible. The headmaster leaned forward, placed the palms of his hands on the desk and roared, “Hepplewhite I trust you are not trying to be insolent now!” Hepplewhite found his voice, “Oh no sir, truly sir, no sir, sorry sir,” but he was almost as incoherent as before.

The headmaster steepled his fingers once more. “Pah! I’m going to thrash you Hepplewhite. Thrash you. You deserve nothing less.” Hepplewhite’s faced flushed, “Crikey,” he said. “No please sir, don’t cane me sir. I shall be good.”

The headmaster grimaced, “Quiet! Stand in the corner. Hands on head. Contemplate your sins. Think about what’s coming to you.” He watched with satisfaction as the wretched boy before him, his face a picture of misery, turned and shuffled away. “Right in the corner,” the headmaster called after him, “I want to see your nose touching the wall.” He leaned back in his chair, then opened and closed drawers to his desk. He was not looking for anything, this was part of his ritual. He would give Hepplewhite ample time to anticipate what was to come.

After five minutes, the headmaster rose from the desk. “Let’s get on with this shall we,” he stated abruptly. “Turn around boy,” and when Hepplewhite did so and took his hands from his head, the headmaster who was incapable of speaking in a normal voice, roared, “I did not give you permission! Hands on head, boy!”

“Sorry sir,” Hepplewhite croaked. His eyes followed the headmaster as he walked across the study. He stopped when he reached a tall, thin cupboard. With great deliberation he reached into his pocket and after fumbling around he withdrew a small key. Hepplewhite watched with increasing anticipation as the headmaster opened the cupboard door and reached inside. The rattle as several thin, whippy canes were moved around seemed to fill the room. Hepplewhite licked his bottom lip and gulped; his mouth was now completely dry.

He watched as the headmaster withdrew a cane. It was a typical school punishment cane, about three feet long and as thick as a pencil with the traditional curved handle. The headmaster showed it to Hepplewhite whose eyes widened. He recognised it. The headmaster had thrashed him with that very stick on his last visit to the study. The headmaster flexed it between his hands and studied it closely as if he had never seen it before. He frowned, and replaced it in the cupboard. “I have acquired a new cane,” he said as he reached inside again. “It is especially suitable for senior boys. For recidivists. For boys who return to my study time after time. It is a Malacca!”

He showed the cane to Hepplewhite. It was much the same size and shape as the previous cane but as the headmaster bent it between his hands and then swished it through the air, Hepplewhite saw it was extremely dense, but whippy. It looked an awesome weapon. “Yes,” the headmaster spoke as if to himself only, “This will be very suitable.” He looked over at Hepplewhite who was still standing submissively, hands on head. “Go there,” the headmaster swished the cane in the general direction of a low leather armchair. “Bend over. You know what to do Hepplewhite.”

z used drawing cane quelch (38a) (2)

Indeed he did. He was no stranger to the headmaster’s study. Still with his hands on his head he took the three paces necessary to get into position. He looked at the chair in front of him. He was easily tall enough to clear its back. “Bend over Hepplewhite,” the headmaster growled, “He haven’t all afternoon.” He swished the cane to emphasise his impatience.

Hepplewhite took his hands from his head, rubbed them together and then fell forward. He stretched his arms out ahead of him and gripped the front of the seat cover. In this position his school cap remained firmly on his head. He spread his feet and jutted out his bottom, submissively. He heard footsteps behind him and a terrific swishing noise as the headmaster took practice swipes with his heavy cane. Then, in quick succession he felt a hand gripped the tail of his blazer and pushed it up his back and away from the target area; followed by the cane “sawing” across the centre of his bottom. Suddenly, it was lifted away and returned with great force so that it cut across both cheeks equally.

It hurt Hepplewhite, but not much. He had received harsher strokes in the past. He waited patiently; this time the headmaster tap-tapped the cane into the softer undercurve of his buttocks. The cane rose and fell. It was a harsher stroke but Hepplewhite was not deceived, he knew the headmaster was just warming up. He took four more strokes so that now his bottom sported six lines running parallel to each other. The headmaster was an expert with the cane, each had fallen precisely where he intended.

“Stand up Hepplewhite,” the headmaster placed the cane under his arm and paced the study. When Hepplewhite was on his feet, the headmaster glared, “Shorts down Hepplewhite, bend back over.” Still facing the chair, Hepplewhite fumbled with the waistband of his grey short trousers and then the fly buttons. It would have been difficult enough for him to perform this task even if his fingers had not been trembling. At last the immaculate short trousers were open. They fell easily down his thighs and snagged at the knees. He opened them and they continued to the floor. Without hesitation, Hepplewhite threw himself back over the chair. This time his cap fell from his head and slipped to the floor.

The headmaster tidied Hepplewhite’s blazer once more and was presented with an expanse of white cotton underpants. He “sawed” the cane once more taking note of how it sank deep into Hepplewhite’s fleshy buttocks. This swipe was the hardest yet and the headmaster was rewarded with the sight of Hepplewhite’s knees buckling. Hepplewhite gripped the cushion harder, but before he could settle himself properly the second and third strokes bounced off his bum.

“Ouch!” it was a genuine cry of pain. The headmaster knew this for certain because Hepplewhite like several of his pupils usually reacted with the somewhat overstated yell of “Yarrooo!” during a caning.

The next three were harder still. Hepplewhite wriggled his hips and stamped his feet. This was genuine. His heart raced and his breath came in shallow pants. “Up Hepplewhite,” the headmaster strolled the study once more. Hepplewhite rubbed his rubbery buttocks ruefully. “Leave it alone boy! You know the rules,” the headmaster growled. Hepplewhite’s hand immediately sprang to his sides. “Pants down. Back over.” It was a simple command, given without histrionics for the headmaster had no doubt Hepplewhite would obey. The headmaster was in control.

Indeed Hepplewhite did not argue, he simply slipped his thumbs inside the waistband of the white cotton Y-fronts and with not much more than a flick of the wrist he sent them sliding to his knees. Not waiting to ensure they reached his feet he dived over the back of the chair. As the headmaster for the third time moved the blazer out of the way he took careful note of the dozen lines that now emblazoned Hepplewhite’s hairy bum. He congratulated himself on a job well done. “Brace yourself boy,” he called with some good humour as he sent the first of six absolute stingers across Hepplewhite’s bared bottom. Air whistled through his clenched teeth, he writhed and his shoulders rose a little.

Swipe! This one had Hepplewhite crossing one foot over the other to stop himself jumping up. His temples pulsated just as quickly as his bottom. This caning was proving hard to take. The headmaster never liked to draw blood during a caning so he aimed his cane at one of the few places that had not yet been touched. Thankfully, Hepplewhite’s bum was large so this gave him the opportunity to lay one high on the apex of the mounds. He was rewarded by the sight of a deep red line and a hissing boy.

At last the final of the six was delivered. It had been quite an ordeal: six-six-and-six; it wasn’t a punishment for a novice. The headmaster ambled leisurely toward the cupboard and then taking his time he found the key, unlocked the door and returned the cane to rest alongside its companions. All the while Hepplewhite stared down at the seat cushion. His bum was on fire; a caning on the bare, even if lightly delivered – and this one had not been – is always a severe punishment. The intense agony was quickly dissolving into a sore ache. It had been a harsh punishment, but he had survived.

At last the headmaster called across the study, “You may stand now, Hepplewhite.” He watched as he hauled himself to his feet. The short trousers and Y-fronts were in a puddle at his feet. Hepplewhite leaned down to retrieve them but was cut short, “Leave them be!” the headmaster snarled, “I have not finished with you! Stand back in the corner. Hands on head.”

Meekly, Hepplewhite waddled like a penguin until he resumed his place, nose pressed against the wall. The headmaster returned to his desk and sat back in his hair. From this position he had a superb view of Hepplewhite’s battered bottom. He watched the clock on the mantelpiece, keeping a close eye on the time and when he was ready he reached down to the bottom drawer of his desk. In it was the book where an official record of corporal punishment was kept. He drew this out and put it on the desktop and then returned to the drawer.

He stood up and walked in front of the desk, there he picked up a straight backed chair and manoeuvred it into the centre of the room. He sat down and with a little difficulty adjusted his academic gown so he became comfortable. Once satisfied he spoke with a haughty air. “Turn around Hepplewhite and face me.”

Hepplewhite did so and his jaw dropped open. He had not expected this. Seated in the straight-backed wooden chair was the headmaster and in his fist he gripped an off-white rubber-soled plimsoll, the type of slipper generations of schoolboys had worn for physical education classes.

The headmaster released his grip on the plimsoll and let it rest on his lap. He snapped his fingers, “Stand there boy,” he pointed to a spot close to his right thigh. As Hepplewhite waddled across the study, the headmaster took up the plimsoll again. He waited for the full import of the situation was clear to Hepplewhite and then intoned, “Bend over my knee.”

Without instruction, Hepplewhite slipped the blazer from his shoulders and tossed it to the floor. Then he dropped forward so quickly that he hurt his shoulder because he had to push his arms ahead of himself to break his fall against the hard ground. He pressed his palms firmly into the floor and bent his knees so that his bare bottom pointed at an angle over the headmaster’s thigh. He waited impatiently as the headmaster carefully folded his shirttail so that it bared his lower back. The headmaster took a firm hold of him around the waist and thwacked the hard slipper into his already-sore backside. The burning sensation was terrific.

And so it went on like that until the clock on the mantlepiece confirmed the hour was over. Hepplewhite dressed himself in his school uniform once more and the headmaster divested himself of gown and cap. And like that John Hepplewhite and the headmaster repaired to the kitchen and enjoyed a nice cup of tea, while the old woman discreetly counted the banknotes.

 

Picture credit: Unknown /  Charles Chapman (The Magnet)

Other stories you might like

Late home from school

A Fragment of a Memory

The Fare Dodger

 

 

More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

 

Colonel Blincoe’s folly

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z used folly 4

The tower in Colonel Blincoe’s garden had originally been built as one those architectural follies by an eccentric gentlemen back in the midst of history. Or, about 1920, as local folklore had it. It was built of brick in the shape of a cone and consisted of two small rooms one on top of the other, with a small balcony attached to the outside. You reached the upper floor by a staircase that ran around the outside making it look a little like an old-fashioned fairground helter-skelter. From the upper floor and the balcony it was just possible to see over high garden walls and hedges into neighbouring gardens. To facilitate his enjoyment of this facility, the colonel had purchased a pair of high-powered ex-military field glasses.

None of his neighbours was aware that the colonel would pass away lonely days peering through the binoculars, investigating nearby houses. He rarely saw anything of interest. After all, what was there to see? This was The Avenue, one of the most highly-desirable residential streets in Brocklehurst, one hardly expected to see an opium den in operation. Nor, was there ever likely to be a murder committed. The colonel had hoped he might get a small thrill catching a couple “at it” in their beds, but his near neighbours had reached the age where that sort of thing had become very rare indeed.

So, it was with no great expectation that one afternoon late in the summer he removed his field glasses from their leather box and polished the lenses. The Braithwaites in the house next door were not at home, or so he expected. He had seen suitcases being piled into a taxi the previous Saturday and Mrs Braithwaite had climbed inside. His neighbours were, the colonel supposed, off on holidays. He thought no more of it until he noticed a movement inside the house. It was from an upper window. Burglars! The colonel’s aged heart beat faster. He had caught them red-handed. Damn! he cussed himself mildly, there was no telephone in his tower and he had never felt the need to acquire one of those new-fangled portable phone things. He couldn’t call the police. Instead, he resolved to use his binoculars and observe as much as he could. He would make notes, of the criminals’ descriptions and such like and hand them over to the authorities in due course.

He only had a partial view of the room. In fact, most of it was obscured and all he could see clearly was that space directly in front of the smallish sash window. He cursed once more and settled himself as close to his own window as was possible. He focussed the glasses and waited. There was definitely a figure in the room; a man, and quite elderly too, he thought. The colonel saw him from the back. He wore a weighty tweed jacket and dark-grey flannel trousers. The colonel was puzzled: that didn’t seem to be the correct attire for burglary. He hardly expected the man to wear a striped vest and be carrying a bag marked “swag” but a warm summer’s day required something a little less formal.

There seemed to be another man in the room. He was speaking to a companion. Two of them! The colonel’s heart beat faster. He was a keen reader of crime fiction of the more traditional variety. For a moment he imagined himself as the village sleuth, the “amateur” who captures the criminal that the local detectives cannot find. He licked his lips in anticipation of the excitement ahead. Then, the man turned and his face was fully visible. The colonel’s balloon popped. It was Mr Braithwaite himself. In his own home. Not a burglar at all. What of the holiday trip, the colonel wondered.

His disappointment was short-lived. No robbery was in place but something queer was afoot. Now, he saw the other man. He was younger and perhaps not a man at all. He wore a green school blazer and as the boy moved across the window the colonel clearly saw he was dressed in pale-grey short trousers. He disappeared from view leaving the colonel once again perplexed. The school uniform looked remarkably like that worn by boys at St Francis Independent Grammar School, the most upscale school in the district, but to his uncertain knowledge the boys did not wear short trousers. And, wasn’t the boy too old for such trousers? He adjusted the focus and peered intently at the window.

Seconds later he was rewarded by a clear view. It wasn’t a small boy at all. He wasn’t any kind of boy. The colonel recognised him at once. He knew him reasonably well. Without a doubt it was Bobby, the barman at The Three Fishers, the unsavoury hostelry the colonel himself frequented. What the hell was going on? He was definitely dressed in school uniform, the colonel could see the blazer, striped tie and grey shirt as clear as day.

Mr Braithwaite said something to Bobby and the boy turned. He said something back and then disappeared from view, only to return two seconds later carrying a wooden chair. The colonel recognised the chair, he had some quite like it in his own house. A straight-backed armless thing, the kind that went with a dining table. Bobby placed it on the floor with its back directly in front of the window. The colonel couldn’t hear anything as the house was too far away but he sensed Bobby was listening to something Mr Braithwaite said. Then Mr Braithwaite came into view. The colonel’s heart stopped for a second. His mouth dried of all saliva. Perspiration moistened his bald dome.

Mr Braithwaite carried a thin, whippy school-type cane. The colonel recognised it at once. It had a curved handle just like the ones masters used at St. Tom’s, the elite boarding school he had attended more than fifty years earlier. The colonel’s jaw tightened. The tip of his tongue poked out his mouth and ran along his bottom lip. Then his jaw dropped. It literally fell. He gaped. Bobby unfastened the snake-shaped buckle of his belt. Then, staring right out of the window and not looking at his hands, Bobby popped the button at the top of his short trousers and when the waistband hung open by an inch, he gripped the metal fly zipper and tugged. The short trousers slithered down his thighs, past his knees, and the colonel supposed (because this was out of his sight) fell in a puddle at his feet. Bobby stood straight ahead, hands behind his back, offering the colonel a perfect view of his gleaming white Y-front underpants. They fitted snugly, confirming to the colonel that this was no boy.

Mr Braithwaite must have given Bobby an instruction because his face flushed and still intent on staring out of the window he put both thumbs inside the waistband of the pants and slowly helped them down so they passed over his buttocks and travelled south to meet the short trousers. Then, Bobby stood once more hands behind his back, presumably to await further orders. The colonel’s hands shook slightly as he adjusted the focus on the glasses. He honed in on Bobby’s naked cock and balls, cursing all the while: the back of the wooden chair obscured them from his view.

Mr Braithwaite passed into the frame. He held the thin, swishy cane between his hands, flexing it thoughtfully. In a trice the colonel was transported back fifty years. He is in the housemaster’s study. It is early summer, no window is open and the room is airless. Mr Corlett is jawing him. “Attitude,” he intones. “Lazy,” he adds. “A disgrace,” he concludes. “You will never pass your examinations and go up to university.” Corlett flexes the cane, just as Mr Braithwaite was doing in the house across the garden. “Good God boy!” Corlett rages, “If you don’t get to university, you’ll have to join the Army!” The housemaster swishes the cane through the air. “Trousers, underwear down. Bend over the chair,” and at the age of eighteen the not-yet colonel submitted his bared bottom to the savage Mr Corlett.

The memory passed through the colonel’s mind at the speed of light. It had been a comfortable leather armchair in his case but the principle was much the same as the scenario being played out in front of him. “Bend over. Brace yourself. This is going to hurt. It is meant to. Otherwise, we should both be wasting our time.” Bobby held onto the chair, his head bowed and face hovering above the wooden seat. His back was arched and his legs spread. Mr Braithwaite stood behind him, he took hold of the end of the blazer and pushed it up the boy’s back. He did the same with the tail of his shirt. The colonel cussed that Bobby was not positioned the other way round; bare bottom facing the window. He saw the boy close his eyes and shut his teeth tight. Mr Braithwaite tapped the cane across the centre of Bobby’s bum. He took aim, raised the cane, held it in mid-air for a couple of seconds and then with forearm thrust he swiped it across Bobby’s naked haunches. The look of anguish on the boy’s face as the cane bit deep into his flesh was priceless. The colonel saw his mouth open and close but the boy’s yell and obvious distress did not travel. The colonel might have been watching a silent movie.

Mr Braithwaite took two steps back, examined Bobby’s backside with a malevolent eye, raised the cane high and rushed forward while simultaneously whipping the cane home. Hard! Bobby leapt to his feet; still the colonel couldn’t hear the boy’s shrieks but it was beyond doubt that he was in some distress. The colonel’s own backside twitched in sympathy. Had, his own housemaster at school beaten him as hard? The years had dulled his memory and he could not say for certain. It had been excruciatingly painful to sit down after that final thrashing. He had eaten his tea that afternoon standing at the mantlepiece in the study; he couldn’t use a chair for some considerable time.

He watched Bobby resume his position. What a trooper he was, the colonel decided, but why did he do it? Why let Mr Braithwaite cane his bare backside so viciously? Did the man have some “hold” over the barman. Perhaps, he had caught him stealing bar takings. “It’s a thrashing from me or I go to the police!” It was possible, the colonel supposed, but unlikely. What would the police or the law courts do about it? Bobby would end up with a slapped wrist at worst, not a blisteringly sore bum. Such was the state of the nation these days.

z used cane bare chair seen through window school

No, the colonel saw it all now and he did not approve. What was it they called young men like Bobby? Rent boys? Bah! Disgusting. The colonel watched Mr Braithwaite flog twelve stingers across Bobby’s backside. He could only imagine what the once creamy-white flesh looked like. Certainly there were deep red lines all across his cheeks. Welts would be weeping. Bobby himself was beyond weeping, tears washed his face as unashamedly he howled and howled.

Mr Braithwaite gave some instruction and the boy let go of the chair and straightened himself up. He hopped up and down like some demented Red Indian in a bad Western movie and rubbed away at his throbbing rear end. He hobbled away from the window and out of the colonel’s view. Mr Braithwaite had already vanished. The colonel waited disappointed. His own heartbeat was racing off the scale. He had once suffered a mild cardiac arrest and he didn’t want another. He put the field glasses on a chair nearby and bent double to suck in great gasps of air; soon he was calming down.

He shuffled across the room, opened a small refrigerator and took out a bottle. Within moments he was sipping on a reviving gin-and-tonic. “Well, well, well,” he said aloud although he lived alone and there was no one to hear him. “Who would have thought it? The things that go on behind closed doors in respectable suburbia.” He would see Bobby the barman at The Three Feathers in a new, harsher light from now on. He went back to the window in the vain hope he would see more action. The room was empty; he had to concede it was over.

“Perverts,” he snorted, as he rubbed his sweaty palms against his thighs, rearranging the gypsy-style dress that he wore over pale-cream gossamer-light knickers.

Picture credits: The Folly Fellowship / Unknown

 

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The boy in the tree

Coffee shop memory

Be Home by Eleven, Not Half-Past Twelve

 

More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

Smoking on the bus

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I don’t often travel on the bus in the afternoon, but this day I had to leave work early for an urgent dental appointment. How is it that one small tooth can cause a grown man so much pain?

The bus was crowded – the schools had just let out – and I was obliged to take my throbbing jaw up to the top deck. The bus jolted throwing me along the gangway. I kept my balance, if not my dignity, and slumped into an empty seat. I rubbed my cheek hoping that by some miracle the ache would go away.

My head was pounding and my general mood wasn’t helped by the raucous noise echoing across the top deck. I must have been the only ‘civilian’ passenger among a sea of schoolboys. They wore green-and-gold blazers so I knew they must be from some posh school. The local grammar perhaps. Suddenly, from somewhere close behind me I smelt a familiar aroma. Someone was puffing a cigarette and the smoke was billowing across my face. Greatly irritated, I turned, intending to have an argument.

My mouth opened, but my aching jaw dropped. Sitting behind me was a schoolboy and between his fingers he held a lighted cigarette. His hand was held high and it seemed to me that he was waving it round for all to see. He showed little inclination to actually put it between his lips and suck. At first he didn’t notice me. That gave me time to notice the small badge pinned to the lapel of his blazer: Prefect. My head buzzed. A senior boy, a prefect no less. Smoking in public. On the bus. In his school uniform. In front of so many junior boys.

Suddenly, he noticed I had turned in my seat to face him. He didn’t speak at first, but the look of distain on his face spoke volumes. “Who do you think you’re looking at?” it said. I answered his unspoken question. “You shouldn’t be smoking,” I said. He glared at me in silence and made me continue, “You’re too young.” I trailed off. I couldn’t think what else to say.

What did I expect him to do? Apologise profusely? Stub out the cigarette? Promise never to smoke again? He did none of these things. His stare of contempt sent a shiver through my body. “I am eighteen,” he said haughtily. “I am old enough to smoke.” Then with great emphasis, he continued. “It. Is. Not. Against. The. Law.”

I am not a man who welcomes confrontation. The boy’s arrogant smirk unnerved me. I had wanted to say something like, “No, but it is against the rules of your school,” but I was too timid. The boy looked closely at the cigarette in his hands and slowly placed it between his lips. He drew smoke into his mouth, held it there for a moment and then quite deliberately exhaled it so that it blew across my face.

I told myself later that if the bus had not at that moment reached my stop I should have remonstrated with him. As it was I had to leave our skirmish unfinished. I am certain the boy smirked openly and encouraged his pals to do likewise as I bounced down the aisle towards the stairs. The meeting with the conceited schoolboy did nothing to calm me. I found it hard to contain the humiliation I felt and the raging pain in my mouth. By the time I presented myself to the dentist’s receptionist I had determined I would track down the boy’s school and report the incident to his headmaster.

Yes, I congratulated myself. I would not be intimidated by some snotty eighteen-year-old schoolboy. My mood had improved considerably by the time the dentist placed a mask over my mouth and asked me to count down from ten and I drifted off.

The next thing I remember was pacing an enormous room. A huge desk stood in the middle and there was a large armchair off to its right. The room was surrounded by book-lined shelves. An unlit fireplace dominated one wall. I was wearing a suit and over it hung a heavy black academic gown. On my head, slipping a little, I sported a mortar-board cap with its tassel dangling against my neck. In my hands I flexed a stout, yellow-coloured, rattan cane. It was more than three feet long and as thick as a pencil, yet also as light as a feather. At one end was a curved handle. The cane had notches along its length and the tip – the business end if you will – was frayed. This little beauty had seen some action in its time.

I swished the cane through the air. Butler, the arrogant boy from the bus, stood before me, hands clasped firmly behind his back. His head was bowed contritely. “An absolute disgrace, Butler,” I intoned. “You have let the school down. I won’t have it Butler. I simply won’t have it.” Butler’s neck reddened, but his face remained deathly pale. “To begin with, you will hand over your prefect’s badge. You are not fit for high office in this school.”

Butler said nothing. His forehead glistened with perspiration. Not daring to look at me, he fumbled with the pin of the badge and unclasped it from his blazer. “Put it there. On the desk,” I growled. Sorrowfully, Butler did as instructed. “Now, remove your blazer.” Butler unbuttoned the front and slipped the jacket from his shoulders. “Place it on my desk.” He did this, all the time ensuring that I could not see his face. “Right,” I swished the cane through the air one more time. “Let’s proceed shall we.”

It wasn’t a question, it was a statement of my intent. “Stand by that chair.” I pointed the cane at the armchair in case there was any doubt. The whippy rattan cane wobbled violently as I did this. Butler, his head still bowed, shuffled the four or five paces necessary to cross the study. He stopped some distance from the chair. “Stand behind the chair,” I stressed the word, as if talking to a boy of low intelligence. He shuffled some more and stood feet slightly apart. “Pah!” I ejaculated. “Closer boy. Closer.” I could not be sure if Butler was an idiot or if he was deliberately trying to be difficult. He took a step closer to the chair.

Butler was eighteen years old and on the cusp of manhood. He stood about an inch taller than myself but he was much thinner and lighter. He wore a regulation white, long-sleeved shirt and pale-grey trousers. They were a big snug across the backside and fell to an inch above his shoes. He was clearly a growing lad and I supposed his mother had decided it wasn’t worth the expense of buying him new trousers so close to the end of his school career.

“Right Butler,” I spoke slowly and clearly. I do not believe in histrionics. I am the headmaster and he is the schoolboy. I give him orders and he obeys them. That is the nature of the universe. “Lower your trousers, Butler,” I instructed. A slight shudder of his shoulders informed me that Butler had not anticipated such a development. Clearly, he expected to be beaten. That had been clear from the moment he received the summons to attend at my study. Butler was a senior boy – a prefect no less – and his crime had been so public that nothing but the most exemplary punishment would suffice.

z used cane armchair white pants CP-L (6)

I flexed the cane between my hands as I watched Butler unbuckle his belt, pop the buttons of his fly and encourage the trousers to slip down his thighs, over his knees and land at his feet. A moustache of perspiration now glowed over his top lip. His hands shook slightly as he straightened up. Once again, he clasped them behind his back. I wobbled the cane and touched the tip against the apex of the armchair. “Bend over Butler,” I intoned. He screwed his eyes tightly shut, then opened them. He sucked in a deep breath and rubbed the palms of his hands together. He was obviously preparing himself for the ordeal to come. Once prepared, he leaned forward and in a very athletic movement he was over the back of the armchair. He stretched his arms out front and gripped the furthest edge of the seat cushion. His stomach cleared the chair by an inch or two.

I flexed the cane and moved so I stood slightly to Butler’s left. “Head low. Bottom high. Legs further apart.” Butler wriggled his position until I was satisfied. Now, his stomach rested on the chair and he had to reach almost on tiptoe so that his face was so close to the cushion that he could probably smell the dust. When Butler was standing his bottom was a little flabby, but the flesh tightened when he was prostrated across the chair. It was round and hard. I tapped my cane across the fleshiest part of his bottom. I wasn’t yet satisfied.

I tucked the cane under my arm and approached Butler. His white Y-front underpants hung loosely. His entire body tensed when I gripped the elasticated waistband. The stupid boy had supposed I was about to rip down his pants and thrash him on the bare. I had no such intention. At least not unless and until he was found smoking again. Instead, I pulled the underpants tight so that all creases were smoothed out of the cotton material. The Y-fronts now fitted like a second skin and dug a little way up the crack that separated the buttocks. I cupped my right palm and gently caressed each cheek, ensuring that the last of the wrinkles was gone. I was now ready.

I slipped the cane back into my hand and took up position about three feet from Butler. I tapped the cane so that the tip bounced off the very centre of his right buttock. His bottom tensed. Bottoms always do under such circumstances, it is a natural reflex reaction. I withdrew the cane, raised it above my shoulder and through an arc returned it with some vigour so that it struck Butler across the centre of both cheeks. I was rewarded with a lovely line across the taut cotton pants and a very long and loud hissing sound escaping between the boy’s pursed lips. His bottom rose an inch or so from the chair but he gripped the seat cushion for dear life and stopped himself making further movement.

I hadn’t announced such, but there is an unspoken rule between headmaster and naughty boy that said boy should remain submissively in position and take his beating like a man. Anything else will be rewarded with extra stokes. I put the second stroke a little lower, into the more sensitive “sit-spot”. Butler hissed some more and stomped his feet up and down rather like a guard on sentry duty. His face was now as red as I supposed his backside to be at that moment.

I let the boy settle. A caning is more effective if you allow the initial shock of the stroke to sink into the boy’s bottom. The pain will them travel up and down his legs and if it has been severe enough also to other parts of the body. The initial agony will be intense. Very quickly that will settle into a roaring pain. That is the point when the next stroke should be delivered. In that way the pain of the punishment grows with each successive stroke.

I waited about twenty seconds and swiped in the third stroke. This one went higher on the crest of the mounds. Now there were three pulsating cuts running across his bottom in parallel lines. There would be a strip about two inches wide throbbing under his underpants. Butler’s head was bobbing up and down and his face was butting the cushion. His fingers continued to grip the cushion and even from some distance I could see his knuckles were white.

I flexed the cane once more, enjoying the power I had over the obnoxious boy. I would teach him a lesson. No more would he smoke in public. No more would he be rude to his elders and betters. I tapped the cane across the highest point of his stretched bottom and let fly. The crack of rattan against tight flesh resounded around the room. He yelped, just like a little whipped puppy. His back arched and he threw his head from left to right and then up and down. He reminded me of a neighing horse. His knees buckled and his bottom slipped off the top of the chair, but still he hadn’t jumped to his feet howling, clutching his posterior with both hands in a fruitless attempt to rub the pain away.

“Back in position boy. Bottom high. Head low. Legs apart,” I paced the study observing Butler as he struggled to present himself for the final two strokes. His face was scarlet, his hair was soaked with sweat. His eyes were hollow. I had no doubt he was in intense pain. I did not care. That was the point of the exercise. What was the point of a caning, if it did not hurt. Butler would never dare smoke again. He would never cheek fine upstanding members of the community.

He offered me his bottom. I adjusted my position slightly and laid the cane so it rested in a diagonal running from the bottom of the left cheek to the top of the right. Boys at the school knew this to be my signature punishment. It was what made a “headmaster’s caning” so feared. I whopped the cane across his backside with all my might. It was like I was beating a carpet. Of course, it struck across the four welts already throbbing across his bottom, reigniting the pain in them all and adding a new layer of agony.

I am not sure how in practical terms a “shriek” differs from a “yell” so I might not be able to adequately describe the racket Butler made at that point. I can attest that tears flooded down his face as if a dam had burst. Rasping guttural noises filled the study. Butler humped the back of the chair. His feet marched up and down. He did the head shaking thing again. But, through all of that, he continued to grip tightly the seat cushion. He did not stand up. I rather admired the boy’s fortitude.

I probably don’t have to tell you that for the final stroke I laid the cane on the opposite diagonal. By the time I had finished Butler had a perfect “X” marked across his buttocks. Snot poured from his nose and mixed with the tears. His entire body convulsed with sobs.

Slowly, I paced the study until I reached the far corner. There, I hung the cane on the umbrella stand. I turned and admired my handiwork. The boy was still bent across the chair, unable to stand until I gave permission. That was another of the unspoken rules. To do so would incur extra stokes and I had no doubt Butler was in no state to take those.

I waited a minute and then another, just watching the boy bellowing into the seat cushion. I was engulfed by a feeling of deep accomplishment. My heart was racing and my temples throbbed a little. I shook my head. Suddenly, from a long way away I heard a voice.

“Welcome back,” it was my dentist. He smiled, “So, how does that feel?”

The light in my eyes was strong. I blinked. “That feels very good indeed,” I told him, not thinking for a moment about the tooth he had just extracted.

Picture credit: CP Services, London

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The hotel swimming pool

Uncle Jack

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More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

 

A summer to remember

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z used twosome mountain BOP 583681

I first developed my taste for spanking when I was eighteen and very keen on hill climbing. During the summer holiday between school and university I would go out every day on the Downs just outside Brocklehurst where I lived. As luck would have it is was on one of these outings that I met Wilberforce Crick, another fresh air enthusiast. I soon learned that he was lodging with his uncle, a vicar in the nearby village of Aston Budleigh.

Wilberforce was a year older than me and was strikingly handsome. His high cheekbones, and wavy fair hair gave him a dreamlike quality. His racy smile and quick wit captivated me. But what occupied my thoughts most was Wilberforce’s round, firm bottom. I already knew of my tendency in this direction as I had developed a passion for a boy while a schoolboy at St. Tom’s. We would sneak away to the cricket pavilion during summer nights and explore each other.

As we rambled through the hills and over the nearby cliffs I would encourage Wilberforce to walk ahead of me, thus allowing me to admire his two cheeks, like two firm peaches inside his loose baggy shorts.

 

After that initial meeting we would walk out together every day. We were lucky with the weather and I don’t remember a single occasion when rain stopped our play. We would halt in a little woodland glen to eat our picnic. One day I noticed as we walked together that Wilberforce seemed uncomfortable and was not his usual joyful self. When we stopped to eat to my utter astonishment he began to cry bitterly. Tentatively, I put my hand around his shoulder to comfort him. I feared he might push me away, calling me all the nasty names under the sun: fruit, pansy and so on. To my delight he put his arm around my shoulder and we embraced. Then he told me his problem.

“Uncle whipped me yesterday,” he croaked between tears. I was stunned. Had I heard correctly? The vicar had whipped him. Whipped? What did that mean? Literally, a whip. Like you might take to a horse?

I could feel my cock tighten inside my underpants. “What did he whip you with?” I asked, hoping he wouldn’t sense the excitement that was rising in my body.

“Oh, a rotten old cane he has.”

“On your hand?” I croaked, hardly daring to breathe.

“Oh no. On my…” he hesitated, drawing on his innermost thoughts. “On my bottom; it’s always on my bottom.”

All the saliva drained from my mouth. I coughed gently, I could feel my face flushing “Tell me about it.” I pulled Wilberforce closer to me. I could smell his hair oil. His bright blue eyes shone as he told me what happened.

“He got terribly cross when I told him a lie. Of course, I denied it and that made it worse. He’s very strict. Everyone in the village knows that. He sent me into the room that he calls his study. He keeps a couple of canes in there, hanging from hooks on the wall. They’re just like the ones from school, with the curved handles.”

I nodded thinking he might need encouragement to continue with the story, but Wilberforce seemed only too willing to tell me everything.  “I said I was too old to caned. He just snorted and told me to get a move on. I had no choice. I know if I complained to my father, he would only say Uncle is a man of the cloth and should be obeyed at all times.”

Wilberforce was leaning against my body and I moved slightly so he wouldn’t rub against my stiff cock. He continued, “So I went into the study. Not many people are allowed in there. It’s where he works, and where …” his voice broke a little, but he composed himself, “where he punishes you,” he completed the sentence haltingly.

“He has his rituals. I have to go and stand in the corner and think about how naughty I am. He left me like that for about ten minutes. Just waiting, wondering how much it would hurt this time. Thinking; would it be trousers up or trousers down. Or even,” he whispered the next bit as if in that wilderness there was anyone there but me to hear him, “on the bared bottom.”

He was silent for a moment. My heart was pounding. I had dreamt about Wilberforce and his wonderful buttocks. He had a bottom crying out to be spanked.

Wilberforce continued his story, “At last I heard the door to the study open and he came into the room. He didn’t say a word. I was still facing the wall, but I could hear floorboards creak as he crossed over to where the canes hung on the wall. The rattan cane rattled when he took it down. My blood ran cold when he swished it through the air. It made a terrific whoosh! as it flew.

‘“Well, my boy,’ uncle said, ‘perhaps this will teach you to tell the truth’, he swiped the cane again and then said, ‘Stand by the chair.’ I knew he meant the large armchair that’s in the middle of the room, so I turned from the wall and faced him. I tell you the look on his face frightened the life out of me. I could tell this would be no ordinary caning. He was possessed by the wrath of God.”

I licked my lips, I couldn’t help myself. The tension was rising in me. Wilberforce continued, “Uncle said, ‘Take down your trousers. Pants too. Bend over that chair.  Try to take your whipping as befits a great big boy like you.’ I begged and pleaded with him to let me off, but that only made him more angry.

“So, there I was with my trousers at my ankles, and pants at the knees. I lay across the back of the armchair and gripped the soft cushion for all I was worth. Uncle took hold of the end of my shirt and pulled it right up over my back. I was naked from my shoulders to the knees. Then, I could feel him tap the cane right across the centre of my bottom. ‘Are you not ashamed of yourself, a great big boy like you, with your backside bare, just like a naughty little child? We shall see what a good dose of the cane can do to teach you that liars of any age deserve to be punished.’”

Wilberforce was speaking in a rush, Was he as excited as me? “All the time,” Wilberforce went on, “uncle was tapping the cane against my bottom. Suddenly, I felt the cane lift, there was a hiss, and I felt this incredible pain across my bottom. I shrieked and tried to kick, but he pressed his hand into my back to hold me down. Before I knew it, the cane swept down again and again. I can’t describe the feeling. He gave me eighteen strokes and I had to stay there and submit to it with my bared bottom raised high. There was nothing else I could do.”

I listened in astonishment to his story. I still had my arm about him and tried to comfort him, but in truth I was excited at the thought of this beautiful boy having to take down his trousers and pants to have his scrumptious bare bottom properly caned.

“My poor Wilberforce,” I said, “How could your uncle be so cruel?” Then, the most extraordinary thing happened. It was almost like one of my dreams. Gently, Wilberforce broke away from me. I sat open mouthed as he stood up and loosened the belt on his cotton shorts. Soon the front gaped open and they sailed to his feet. I gaped at his tight white Y-front underpants and the obvious bulge that they concealed. He turned his back to me, dug his thumbs into the waistband of the pants and wriggled his bottom, while at the same time pushing them down until they were resting on top of his shorts.

What I saw remains clear to me today and, if I did but know it at the time, determined the pattern of the rest of my life. The skin of his bottom was perfectly smooth, but crossing the pert, firm buttocks were red gashes, their edges sharply raised. It looked like a map of a railway junction. Offering false words of sympathy, I kissed each etched line gently. Wilberforce whimpered yelps, which at first I supposed to be cries of pain, but I soon realised

were groans of pleasure. Soon we were fondling forbidden parts. That was first time we made love. Each day after that we hurried to our secret hiding place, for me to caress and adore the scarred cheeks. But as the marks faded so did my passion for Wilberforce. I missed the rosy glow in his cheeks. I hatched a plan to bring it back.

So, I pretended to find fault with him. He turned up late one morning and I scolded him. Another time he forgot his sandwiches and I accused him of being lazy. He became surly and rude. “You know,” I told Wilberforce, “I think your uncle is right. Maybe you do need a spanking now and again to keep you in line.” I held my breath tightly. What would I do if he became angry and maybe stormed off, never to return?

His bright, open face beamed. “You can try,” he giggled. I jumped on his back and we tumbled to the ground. Soon, we were rolling around on the grass. I sat up and pulled him across my knees. He didn’t resist. I slapped my hand into the seat of his shorts. They were made of thick cotton and he didn’t feel a thing. He lay passively while I walloped away at his hard bum.

“Oh! This is useless,” I laughed waving my hand around to show that my palm hurt much more than his bottom. “Stand up.” I released my grip on his waist and pushed him off my knees. He stood and hopped up and down, while rubbing the seat of his shorts, pretending that my spanking had hurt.

“You can stop that, right now,” I smiled. “I know it didn’t hurt one little bit. Now take down those shorts and get back over my knee.” I had never seen Wilberforce move so quickly. A thick leather belt held the shorts up but he swiftly had it unbuckled and then his shorts were at his ankles. He almost dove across my knees in his eagerness.

My heartrate was off the scale. Had I been an older person, I might have suffered a stroke. His muscular body was stretched submissively and his gorgeous bottom rested at an angle against my knee. I pressed him against my raging cock. I took hold of the tail of his shirt and quickly pushed it up his back and away from his buttocks. Then, roughly I gripped the waistband of his underpants and ripped them over his bum. They snagged and Wilberforce raised his body so I could more easily take them down the back of his legs to his knees.

I was enthralled by the smooth but hard rounded cheeks. They were hairless except for a wisp in the deep cleft. I wrapped my left arm around his slim waist and started to smack his gorgeous posterior lightly with my hand. He sighed a little at each slap, but then began to move his bottom in a circular motion, as if to encourage me in my endeavour. I gaped open-mouthed as his creamy-white cheeks turned at first to a charming pink and then deeper red. I was astonished to see the outline of my fingers embossed on his firm bottom. Each time my hand landed, it sank into Wilberforce’s springy flesh.

Wilberforce circular movements progressed to a vigorous back and forwards motion in time with the slaps. He seemed to be humping my rigid, throbbing cock while at the same time uttering breathless groans. He clenched his bottom cheeks together tightly and this encouraged me to step up the pace and ferocity of my spanking. Now, it was clear to me that his cock was as stiff as mine. I took that as my cue to stop slapping his beautiful, upturned rear end. I released my grip on his waist. He rolled on his back and gaped at me, still breathless, “I’m glad I was a naughty little boy.” Then he pulled me forward so I fell on top of him. We made love.

Summer was drawing to a close, but each day we returned to the Downs and repeated the delightful spanking episode. Wilberforce would tell me of some (often imagined) fault he had committed the previous evening so I would have an excuse to take him across my knee and bare his lovely bottom.

At the end of the summer we went our separate ways. Wilberforce, back to his home somewhere in the North and me to university. I never saw him again.

 

Picture credit: Boys’ Own Paper

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More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

Just an ordinary day

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z used drawing master smuggs hots (1)

“Right Brooking,” the headmaster flexed his whippy rattan cane then pointed to a spot in the centre of his study, “Bend over. You two,” he gestured to my pal Christianson and myself, “Stand there, by the wall.” He turned back to Brooking, “Right-over lad! Touch those toes.” Brooking stretched his finger further down his shins. “Keep those knees straight, boy,” the headmaster swiped his cane through the air, not trying to hide his impatience. I could see the strain in Brooking’s face; touching toes isn’t as easy as it sounds.

The headmaster stepped forward and stood behind my pal. I had the perfect view of Brooking’s backside, stretched against his pale-grey trousers. They were so tight I could just about make out the outline of his underpants. I was surprised to see he wore briefs; Boxer shorts were the fashion among we boys at the time.

The headmaster tucked the cane under his arm, it slipped down a little as he leaned forward and with both hands took hold of the tail of Brooking’s blazer. He pushed it a little way up his back so it was away from the target area. An inch or so of Brooking’s white shirt poked out from the waistband of his trousers and I saw a little flesh.

The headmaster “sawed” his cane across the centre of Brooking’s bum, but below the crest. It was quite a big bum, I suppose. Brooking was one of the tallest boys in our sixth-form; easily over six foot and although he was in no way fat (not like the obese schoolkids you see today) he was beefy. Meaty, you might say. The headmaster tapped the cane a couple of times and I saw Brooking close his eyes and screw up his face, ready for the ordeal. We were all eighteen years old and in our final year at school but a caning from the headmaster was still nothing to be sneezed at.

Satisfied that he had a good aim, the headmaster raised the cane and I saw it wobble as he took it above his shoulder and then return it with a terrific whoosh! so that it cracked hard into Brooking’s hard bottom. There was no time for the pain to register or for Brooking to react before the second swipe caught him on the undercurves of his bum. Six strokes swiped down rapidly. It was all over in about fifteen seconds.

“Stand up lad!. Stand over there. Christianson take his place.” Brooking stood gingerly, his face was scarlet. He always had a pale complexion and I suppose being made to bend over like that must have sent the blood rushing to his head. Apart from his colour he didn’t appear to be unduly concerned about his caning. I couldn’t be so sure about Christianson. He didn’t have Brooking’s stoicism, in fact he looked decidedly nervous as he settled himself in the middle of the study. It was a small room, dominated by a too-large desk (something to do with status I suppose) and there were two “easy” armchairs at the other end and a row of shelves. In the corner was a hat stand with no hats (they had gone out of fashion long before) but three canes dangled by their crook handles. They were of differing lengths and thicknesses but none of them was as dense or as stout as the one the headmaster had chosen to pepper our arses with. We were senior boys and so were getting the “senior” cane.

The headmaster aimed his cane across Christianson’s backside and fifteen seconds later he was back on his feet. His face was pale and his eyes were definitely moist, but I don’t think he was actually crying. Tears were not rolling down his cheeks. He rubbed his bottom ruefully as he took his place back by the wall. He went down in my estimation for that. Generations of schoolboys have abided by an unwritten law that says you never let the master know you are in pain. We would rib Christianson unmercifully later for not being able to “take it”.

It was now my turn. I strode to the spot and in one athletic movement I was peering down at the worn rug. Before I stretched my fingertips to brush the toecaps of my shoes I pushed by hands behind me and flicked the tail of my blazer away from my bum. It was my way of telling the headmaster, “Go on then. Do your worst. See if I care.” I returned my fingertips to the shoes took a deep breath and let him get on with it. Fifteen seconds later I was standing. My bum was burning but I wasn’t in any great agony.

The headmaster hadn’t flogged us, he had caned us. It was a schoolboy punishment. Six-of-the-best, we called it back in the day. The cane burns the moment it whacks down across your stretched backside and the way the headmaster laid on his canings so rapidly meant that burning sensation built up as each successive stoke hit you. So, by the time he’s through your bum is on fire, but that pain disappears pretty quickly. By the time the headmaster was ready to dismiss us from his study the pain had diminished to a throbbing and before too long was no more than a tingle. The bruising would fade over a day or two, before disappearing completely.

After we left the study we went down to the sixth-form bogs and compared our marks. That was another unwritten schoolboy law: you have to show your pals. Then, we went home and forgot about it. That happened more than forty years ago and I can’t remember what we had done to deserve that particular caning; there had been so many. It was that kind of school: traditional curriculum, traditional sports, traditional uniform, traditional discipline. I suppose it was just an ordinary day at that school.

….. Sorry. I lost my thread there…. Why am I telling you this? ……. Excuse, me I must go mix myself another gin-and-tonic.

 

Picture credit: The Hotspur

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More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

A school-leaving present

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The beautiful grounds of St Francis Independent Grammar School basked in the cloudless July morning, but it was lost on Mr Price, the deputy headmaster. The dour Welshman, pushing sixty, tall and bony, had the usual grim expression on his gaunt face. It was now halfway through the last week of summer term and in just a couple of days another batch of what Mr Price regarded as his natural prey – the sixth-form boys – would be leaving forever and be beyond his gasp. Or more specifically beyond the reach of his cane. The thought made him grind his teeth.

He made a tour of the grounds but typically he did not pause to admire them. He was a master with a mission; on the lookout for any boy breaking a rule (and there were many at the school) so that then he could march him to his study and administer a stiff caning.

But all was quiet. No boy was out of bounds, slinking in part of the school where he had no business. No illicit cigarette had been smoked behind the gymnasium. No boy was out of class without permission. With shoulders slumped, tight-lipped and angry, Mr Price trudged through the entrance to the main school building, heading back to his study.

As he turned the corner from the entrance hall he saw three sixth formers, dashing down the passageway laughing merrily as they tossed a cricket ball between themselves. He saw them, but they did not see him. Mr Price took a short step to his right, ensuring all three bundled into him. He stumbled and toppled to the ground as if pole-axed. He sat on his backside, counted silently to a beat of three, and then roared, “You boys! What is the meaning of this? Rushing through the school like a group of hooligans. Playing cricket! Inside! How dare you!”

He hauled himself to his feet and with his hand brushed dust from his tattered academic gown. It gave him pleasure that the three boys had each turned pale with apprehension. “Outrageous! Disgraceful!” he glared at each boy in turn. “Ha!” he slowly licked his bottom lip, three senior boys, each would be leaving school at the end of the week. “Unbelievable behaviour,” he intoned. “You will all, of course, be punished.”

Oh yes, all three would definitely feel the swipe of his cane – and on their bare backsides. But what luck, one of the three just happened to be the sixth-former Mr Price most fancied in the whole school. Most fancied caning, that is. Tony Phillips: he would certainly be his first treat. He couldn’t wait.

“You two boys, I shall deal with you later. You may go now and I shall send for you when ready.” They dashed off, silently.

“Phillips, you will come with me. Now!”

Tony Phillips, aged eighteen, was indeed a choice victim for Mr Price: tall, handsome, slender but muscular with a mop of unruly fair hair. His pale-grey trousers fitted snugly around his flat stomach and firm rounded buttocks. His clear, open face was now clouded with dismay as Mr Price hurried him along the passageway.

The deputy headmaster’s study was small but functional. A desk dominated one half of it. Across the way were a couple of ‘easy’ chairs with wooden arms and low backs. Cupboards and shelves ran along one wall. The only window was wide open allowing a gentle breeze to waft into the otherwise airless room.

Inevitably, Tony Phillips had been in this study before. The last time had been just after Christmas when he and two pals had been caught throwing snowballs. His bottom twitched as he now recalled that last visit. It had been Six; with trousers down. God! he pondered, would it be bared-arsed this time?

Mr Price locked the door and sat down behind his desk. “There!” he snapped his fingers and pointed. With wide eyes, Phillips shuffled so that he stood the other side of the desk. Mr Price searched through a pile of exercise books, faking interest. This was part of his ritual, not caning immediately but taking his time, allowing a build-up of the handsome boy’s nervous tension, while Mr Price savoured his fear.

“Well, Phillips, what have you to say for yourself?”

“P…Please, Sir… I… I didn’t know. I mean…” the boy trailed off and stared down at his shoes.

“Pah! You behaved like hooligans. Really I should have thought at your age that you would know better. It’s quite appalling, in a senior boy.”

Phillips flushed. What could he say? He knew Mr Price well enough. Matters would have to take their course. He bit his lip. Mr Price concentrated again on the pile of books. At last he pulled open a drawer and dropped the lot inside.

“Well Phillips,” he growled, “this is not your first visit to my study. It is quite obvious that the canings you have had in the past have done nothing whatsoever for you. But I can tell you, boy, I intend to give you a thrashing which you will remember for a long, long time to come. And really I think it’s the best possible school-leaving present you could have.”

He struggled from his chair and stood. Across the study was a tall, thin cupboard. He nodded at it. “Phillips, go to the cupboard and select the cane I should use to beat you.” Phillips felt his ears burn. He hated this, what was a boy supposed to do? The cupboard was full of canes; some longer and thicker than others. All had the traditional crook handle. All were whippy and any one of them could leave his backside bruised for days – longer even if the brute caned him on the bare.

If he choose a smaller, thinner rod would he be telling the master he only deserved a mild punishment? What if he took the longest and thickest? Did that mean he thought Mr Price should whip his arse off?

“Don’t dither boy. I haven’t all day,” the deputy headmaster growled. Phillips closed his eyes, reached into the cupboard and grabbed the first cane he felt. He withdrew it and turned to face his tormentor. “Hand it here, boy,” Mr Price reached out and snatched it. It was a heavier cane, very suitable for the older boy. Mr Price flexed it between his hands and despite its thickness it curved easily. He swiped it through the air, testing its weight. “An admirable choice, Phillips. Splendid. This will do the job very well.”

Phillips stood rooted to the ground. “Take that chair, put it in the centre of the room,” Mr Price indicated one of the easy chairs. It was lightweight and the eighteen-year-old had no difficulty moving it into position.

“Take off your blazer, put it on my desk.” The instruction was clear and calm, Mr Price did not betray in his face that his heart was pounding and his mouth had suddenly dried. He watched interestedly as Phillips slipped the jacket from his shoulders and with unsteady hands folded it and dropped it on the desk. Not daring to look at Mr Price he returned to his place behind the chair.

The cane swished once more through empty air. “Trousers down, Phillips.” The sixth-former had expected this but even so his stomach lurched and through moistening eyes he glanced down at his own body. The pale-grey trousers fitted snugly and he had no need of a belt. All he had to do was pop a button on the waistband and pull the metal zipper. It wasn’t much to ask, but his hands still found the task nearly impossible. They would not stop shaking. A snorted, “Bah!” from the deputy head spurred him on. At last the front of his trousers gaped open and he encouraged them to slip down his thighs. A bunch of keys in his pocket and the force of gravity helped them hurtle onwards to the floor.

The tail of his bright-white shirt covered most of his equally gleaming Y-front underpants. Phillips stood, his heart thumping, terrified that the next instruction he heard would see his pants travelling south to meet his trousers.

Mr Price took a step backwards so he stood behind Phillips. “Bend over the chair boy,” he croaked. He did not see the look of relief light up the boy’s face for Mr Price was staring at the two firm cheeks pressing against the white cotton underpants. As Phillips fell forward his buttocks tightened further so they resembled two hard rubber balls. Mr Price swallowed hard and wiped the back of his hand across his sweaty brow.

Phillips got himself over so that his hands held the wooden arms tightly and his back was arched. “Head low, bottom high. Feet apart boy. You know how I like it,” Mr Price had recovered most of his voice and he watched until Phillips lowered his head, wriggled his hips and spread his feet until he had submitted himself to the deputy headmaster’s entire satisfaction.

“Right boy,” Mr Price was quiet, as if speaking only to himself. He tucked the cane under his right armpit and with his hands now free he took hold of the tail of Phillips’ shirt and carefully folded it so that it was away from the buttocks and the target area. He paused, to admire the two, hard buttocks displayed before him. He did not try to resist the temptation to  curve the palm of his right hand and gently cup the contours of the right buttock. Phillips’ back stiffened when the deputy headmaster’s fingers explored the crack between his cheeks before caressing the left buttock. Then, Mr Price rubbed the undercurves of Phillips’ bum before polishing the backs of his thighs. Finally, he gave the eighteen-year-old two almost playful slaps across the centre of each cheek.

“The last time you were here you were caned on your underpants,” Mr Price said carefully. “It did not seem to have the desired effect to moderate your poor behaviour,” he paused and took hold of the elasticated waist of the underpants. Phillips’ mouth formed the figure “O” but he spoke no word. “So,” Mr Price voice rose an octave, “we must get rid of these,” and he eagerly whipped the pants down in one swift movement, rather like a magician revealing the end of his trick. “They really don’t serve much purpose at a time like this, do they?” he gasped as Phillips winced and closed his eyes tight.

Mr Price guided the Y-fronts down the back of the teenager’s thighs and left them snagged at his knees. He swallowed hard, licked his lips and took a moment to drink in the delight of seeing Phillips’ naked buttocks for the first time. They were indeed splendid, twitching in all their glory. His full white, hairless bottom was waiting for his cane, crying out for discipline.

Mr Price slipped the cane from his armpit and held it tightly just under the curved handle. He flexed it thoughtfully all the time staring at the naked flesh that would soon be his target. “Keep the legs straight so that the bottom is high. Keep your head well down. Keep the bottom quite still. Departures from these simple rules will result in extra strokes. And I will just repeat that I do intend – today – to give you something special. To remember when you have left St Francis’ A special leaving present.”

Phillips heard none of this, his head was throbbing and the room appeared to be spinning. A strong breeze from the open window brushed his bare buttocks and legs. Nor did he feel the cane as Mr Price “sawed” it across the very centre of his buttocks and then gently tap-tap-tapped it across the fleshiest part of the mounds as he found his aim.

z used cane hold white pants down armchair school Hornet

And then. Swipe! Crack a jolt cut across the full meat of Phillips’ bum. “Ahhggghhh!” He shuddered and wriggled as the fearsome pain burnt into his flesh. The deputy headmaster had not been lying. Phillips had never been caned like this before.

“Keep the bottom still, boy!”

He couldn’t, he tried but his body continued to judder as the pain travelled from his bottom up and down his legs. His temples throbbed as savagely as his behind and his eyes were damp. He gripped hold of the wooden arms of the chair, trying manfully to offer up his bum for the next stroke.

CRACK! It was harder than the first and landed about a half inch below it. He let out a shriek and his bottom wriggled and writhed. His feet stomped up and down like a soldier on sentry duty. Mr Price stood back, admiring his handiwork. Two deep, dark-pink lines throbbed across the buttocks. The boy’s cries spurred him on. He tapped the cane across the juddering bottom, lower still. CRACK! CRACK! The cane rose and fell twice more.

After five lashes Phillips had no control and he jumped to his feet, hopping from foot to foot while simultaneously rubbing the palms of his hands across his scorching buttocks. Mr Price stood transfixed, eyes staring at Tony Phillips’ uncut cock as half-erect it bounced before his gaze.

“Phillips, how dare you! Get back over that chair at once. Immediately, I say!” he roared, feigning outrage. The teenager wailed, almost incoherently, “I can’t … it hurts so .. It’s too much … No more, please!”

“Silence boy,” Mr Price flexed the cane irritably between his hands and then to show his annoyance he swiped it against the back of the chair, “How dare you, What are you talking about! I have certainly no intention of halting a caning halfway through. I promised you something special as a leaving present. Now get back into position immediately.” He mopped his brow with the back of his hand. “Really it is unheard of that a member of the Upper Sixth cannot take a caning properly. Now get back and control yourself!”

Now, sobbing, Phillips forced himself to turn on his heels, face the chair and once again lower himself over. “Get that bottom high. Jut it out more boy,” Mr Price spoke sourly.

Trembling, Phillips stuck out his buttocks, showing his master his once-smooth, creamy cheeks, now decorated with five blistering stripes: three running perfectly parallel and the final two at angles where the wretched boy had jumped up squirming with agony.

“Keep still, I shall give you three more,” Mr Price brayed as he tapped the cane across the undercurves to get his aim. He was going to slash these with extra vim and when he was done, he would tell the worthless boy he was getting six extra for his improper behaviour in standing up.

Mr Price took a deep breath, raised the cane above shoulder height, twisted his body slightly and let fly three times. The cane bit deep into the softer flesh where the cheeks meet the thighs. Phillips hailed like a banshee. Surely, with the study window wide open, people could hear the screams as far away as the High Street.

The bottom shone red-hot, Phillips slumped across the chair, snivelling into the soft cushion. “Six more,” Mr Price announced the additional tally gravely, “A senior boy must learn how to take his punishment stoically.” The poor boy was too exhausted to react. The deputy headmaster lay the tip of his cane at the highest point of the cheeks, where they nearly meet the spine and landed one of the harshest stingers so far. Phillips bottom was so raw and his body ached so much his brain hardly registered the additional pain this caused.

Slowly, methodically, Mr Price swiped five more cuts across the raw cheeks, each one an inch lower than the earlier one. Of course, some landed on already throbbing welts and sliced deep into the meat of Phillips’ twisting, squirming rump. Then, like a nightmare it was finally over. Mr Price surveyed his work: the sobbing trembling boy, the scarlet-striped bottom… Yes, Phillips would remember this day all right.

Phillips stumbled to his feet when told to, and still shaking and crying, fumbled the white Y-fronts and pale-grey trousers back up. “’Now, Phillips: I trust that is something you will remember.”

“Y…Yes… S…Sir,” the boy could hardly gasp!

“Because I am very saddened to find these shortcomings in your behaviour just on the point of your leaving St Francis. You will be expected to carry the school’s standards with you, you know, after you have left here, as a living example of this great school.”

Tony Phillips’ mouth opened but nothing came out except for a panting gasp. Tears rolled down his cheeks.

“Very good. Well, I hope it has been a good lesson for you. You may go now.”

Mr Price unlocked the door. As Phillips went out past him, none too steadily, he repeated, “Remember now,”  and gave the boy’s throbbing bottom a final sharp slap.

Conscious of the heavy weight inside his underwear Mr Price slouched on the chair that moments before Phillips had been sprawled across. Oh, how he would love to sink a delightful gin and tonic. But this could not be. He smirked to himself, that would have to wait. In his mind he pictured Phillips’ scarred bottom. It had resembled a map of Clapham railway junction! Yes, it had been a very fine school-leaving present … for himself! And, he still had the prospect of those two other charming bottoms to enjoy. He fumbled with the buttons of his trousers and slipped his hand inside.

 

Picture credit: Hornet (Sting Pictures)

 

Other stories you might enjoy

Housemaster’s double caning  

Late up in the morning

Late at the office

 

More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

 

Waiting …

new 5

z used corner school study sting (1)

The Headmaster’s a sadistic old so-and-so. He makes you wait, standing, nose inches from the wall. He does it every time. Waiting. What for? I know it’ll be the cane. I’ve been here before. Many times. It’ll be on the bare for sure, this time.

I can’t see him, but I can sense that he’s there. Just sitting. Waiting. Letting me stew. The study is hot. I’ve never seen the window open. It’s muggy and smells a bit of stale cigarette smoke and old man’s sweat. Cigarette smoke. I wonder how many schoolboys’ backsides the Old Man has caned because they were caught smoking. So that makes him a hypocrite as well as a sadist.

I could be standing here for hours. All right, not for hours, but for a very long time. “Stand there and think about what you’ve done,” he growled when he pointed me towards the wall. That’s not what he really means. What he really means is, “Stand there and be scared about what I’m about to do to you.”

He doesn’t scare me. Honestly, he doesn’t. You can only be scared if you don’t know what’s coming next. The first time a boy is called to the study and put through this rigmarole, he might be frightened.  Frightened of the unknown. Will it be the cane? How many strikes? Will it hurt? Can I stop myself blubbing? But once you’ve been through it you know the answers. They are yes, yes, yes and no, not necessarily: in that order.

When he’s ready – and that might not be for some time yet – he will drag himself from behind his desk. He will sigh like he’s got all the world’s troubles on his shoulders. I have to keep my eyes glued  to the road map of Brocklehurst the Headmaster has on his wall. I look to find the street where I live – The Avenue – while the Head takes a gentle stroll across the study. I can’t see him (of course) but his heavy footsteps make the old floorboards creak.

When the footsteps stop there will be a pause of maybe twenty seconds while he rummages through his pockets. He is looking for the small brass key that opens a tall thin cupboard that stands in the corner. I won’t be able to hear the door open, but he’ll make certain I hear him as he puts his hand inside. He’ll rattle the canes around. They make a strange, unmistakable jangling as they knock into one another and against the wooden sides of the cupboard. I don’t know how many canes he keeps in there, but the echoing noise suggests there are plenty.

I suppose by this time the boy about to be beaten is supposed to be trembling with fear; counting down the moments until the Headmaster’s inevitable command: “Bend over!” It doesn’t work like that. Does he know? All I can think of is: “Can you get on with this please, I’m meeting Freddie and the gang at five o’clock.”

I read somewhere – don’t laugh, but it was in some newspaper article calling for the abolition of corporal punishment – that schools claim the cane is only used as a “last resort”. They meant that a boy is put through any number of punishments – writing lines, detentions, you name it – and if all that fails, only then  do they get a swishing. Ha! Not at this school. The cane is pretty much the First Resort. I couldn’t tell you how many rules there are here, there are so many, but it seems to me if you break just about any one of them you could find yourself touching your toes or bent across a desk or the back of a chair. Last Resort – my eye!

Can there be a single boy at this school who hasn’t had his backside battered at some time or another? It’s hard to believe. And it’s never ending. Here I am, eighteen years old, a sixth-former, with only a few weeks to go until I’m free of this place, and still I am forced to stand, contrite, hands-behind-back, waiting nervously for six-of-the-best.

After a great deal of rattling, the Headmaster finally chooses his weapon of choice. This is a farce, of course. He has caned so many boys over the years that he is intimately acquainted with each and every one of those rattans. He could pick one out blindfolded. But, it’s the little game the Headmaster likes to play and there’s nothing you or me can do about it.

The heavy footsteps start again. He is returning to his desk. I can smell his body odour. He is standing close behind me. I still can’t see him, but the swishing sound as the cane flies through empty air tells me all I need to know. He is getting himself ready, flexing the thin rod between his hands. Swiping it to demonstrate its power. It is a standard school cane. You’ve probably seen a few in your time, and if you went to a school like mine, felt the sting across your stretched backside. By now, a boy is supposed to be sweating with anxiety, shaking a little. Overcome with fear. Not me.

As I said, fear comes with the unknown. I know almost exactly what comes next. I’ve been here before. Many times. I have no fear. I think economists call it “diminishing returns”. The fear gets a little less with each visit to the study, until it gets to the point when all I want is for him to get on with it. I have broken the rules, the Headmaster is determined to punish me. He has already jawed me; told me why I am to be beaten. When he orders it so, I will submit to the cane. God is in his Heaven. The world moves on.

“Turn around,” the Headmaster intones. I face him. He is an ugly, old man. His nose is long and pointed and would not look out of place on the face of a witch. What hair he still possesses is grey and sticks out from his temples in untidy tufts. A pot belly strains against his tight waistcoat. He wears a tweed suit that might never have been fashionable, but almost certainly dates from before the war. Over this he has an old and rather tattered academic gown. Among schoolmasters an ancient gown is seen as some kind of status.  I says the wearer has been around for many years; has seen it all, and cannot be fooled.

The Headmaster wobbles his jowls and growls. His yellow, uneven teeth show. “Pick up that chair,” he swishes the cane towards and old, wooden straight backed chair. “Put it there,” he nods his head imperiously at a space in the middle of the study, just in front of his desk. The chair is surprisingly heavy. I have seen it at close up before, but that doesn’t stop me noticing how much of the varnish has worn away in two places: the apex of the back and the seat. Generations of schoolboys have submitted themselves across that chair and held on to the seat for dear life while the Headmaster went about his duty.

I let the chair down with a thump and take a step back. I stand, head bowed, hands once more clamped behind my back. It is a position of respect, but I don’t feel respect. I feel slightly annoyed that I should be going through this. Again, and at my age. The Headmaster swishes the cane again: does he really think this intimidates me? He really is a ham actor. “Take off your blazer. Put it there.” This time he wobbles the cane at his desk. I walk the two or three steps necessary and stand by the desk. I count up to ten in my head. This serves no purpose but I am feeling a bit bloody minded; two can play at amateur dramatics. Then, with a steady hand I unbutton the jacket and slip it from my shoulders. I take my time folding it neatly. I wait. The Headmaster has not told me what to do next.

“Pah!” he ejaculates. Obviously, he had expected me to return to the chair. I count that as a small victory. “Stand by the chair,” he barks. I make the return journey and wait patiently about two yards from the back of the chair. “Pah!” the Headmaster almost shouts, “Closer boy; closer!” Has he realised my little game?

Innocence itself, I shuffle forward. He swishes the cane again and snarls, “Lower your trousers.” I swear the tip of his tongue darts through his pursed lips when he says this. He looks like a lizard. My pale-grey trousers fit snugly and need no belt, so all I have to do is undo the button on my waistband and the fly and they are open. The Headmaster adjusts his position so that he is standing directly across the chair from me. He gets a perfect view of my white Y-fronts as the trousers slip down my thighs and snag at the knees. I part my legs slightly and they continue their journey down to my shins. I stand straight. By now a boy should be shaking like a leaf, anticipation with dread the next command. Not me. “Bring it on,” I say, but aloud.

The Headmaster clears his throat. “Underpants down.” It is almost a whisper. I put my thumbs under the elasticated waistband and with hardly a flick of the wrists I send them south. They stay at my knees and this time I leave them there. The Headmaster’s eyes glaze. He stares at the whippy, rattan cane in his hands as if only for the first time realising he is holding it. I feel a slight breeze across my bare legs, even though the window is closed.

“Lift up your shirt,” the Headmaster’s voice is dry and cracked. My white shirt has long tails and covers part of my buttocks and privates. I take it in my hands and raise it so that I am now fully naked around the Headmaster’s target area. “Bend over the chair,” the Headmaster unnecessarily taps the cane against the back of the wooden chair. The clunking sound it makes reverberates around the room.

I take a lung-full of air, release the shirt and lean forward. I am eighteen years old and quite tall so there is some distance between my stomach and the top of the chair. I arch my back and grip the two sides of the seat. I spread my legs. I know from experience this is how the Headmaster wants me. My head is low and my bottom high. My buttocks are a bit flabby when I am standing, but when presented in this way they stretch and become taut. I cannot see myself, but I am certain I am presenting a perfect target to my master.

I hear the floorboards creak as he moves and stands behind me and to my left. I am pretty certain that my buttocks are completely bared, but even so the Headmaster takes hold of the tail of my shirt and pushes it further up my back. I am naked from my shoulders to my knees. He slaps my left buttock with the palm of his hand. Next thing I feel is his cane resting across the very centre of my buttocks, then it is tapping across the fleshiest part of my bottom. My cheeks tense. They always do, I have no control over them. They harden as a way to protect me from the pain I am about to experience.

It isn’t long in coming. There is a definite swish, followed by a resounding thwack! and a second or so later I feel the searing pain. There is a deep cut forming across my stretched buttocks. It is agony and very soon it radiates from my bum and travels up and down my legs. My heart beats faster. Within seconds the pain is subsiding. That is when the Headmaster flogs me with the second stroke. This one lands a little lower. I rise up on my toes and grip the seat of the chair; already my knuckles are turning white and this is only the second stroke.

The Headmaster takes a pause. He likes to leave some time between each cut to allow the full force to register. He paces the study. It is not a large room and he reaches the far end in no time. He pauses, probably admiring his handiwork from a distance and then slowly returns to his mark. The cane taps across my buttocks, this time a little higher than the first stroke. He lets fly. Make no mistake, the Headmaster is an expert. He always hits his target. I now have three throbbing welts running parallel to each other in a band about two inches wide. My backside is on fire. It feels like he has taken a white-hot poker from his study fire and pressed it into my flesh.

The pain is intense. It always is. There are three more strokes to come. I steady myself. It helps to close your eyes and just wait. Let him get on with it. It will be over soon. There’s nothing you can do about it. You must just wait, submissively and let him get on with it. I am resilient. I know I cannot stop my body reacting to the pain at the moment the cane connects with naked flesh. My hips might wriggle, my knees buckle and my head rise and fall. These are perfectly natural reflex actions. I have no control.

I do not and I will not, yell. I will not beg for mercy. I will not cry. A boy might do any or all of these things the first time he presents his behind to the Headmaster’s cane. That is to be expected. The shock of the experience is too much for him. I am not that boy. I am not a novice. I am a veteran. I have been around the block. I have seen it all before. The fourth cut goes low, into the crease where the buttocks meet the thigh. This is the sensitive “sit-spot”. I will reignite the pain in that cut every time I sit on a hard surface for a long time to come. I do the hip wriggling and knee bending. Blood is rushing to my head and my face must be as bright red as my bottom surely is.

Four down; two to go. The floorboards creak. The Headmaster goes on another wander. I am in no hurry for him to return. I know what comes next. The Headmaster is a sadist. I’m sorry, but there’s no other word for it. In a school where corporal punishment is an everyday affair, he believes that a Headmaster’s caning should be something memorable; awesome even. It is something to be feared by each boy in the school. Once experienced he would never return for more.

I  feel the cane resting across my throbbing cheeks. The Headmaster has placed it so it runs from the bottom left, diagonally across to the top right. Tap-tap-tap. Just this small movement rekindles the burning flames. I brace myself. My temples pound, blood rushes to all corners of my body. Sweat soaks my shoulders and trickles down my spine. The cane is moved away. Swish! Swipe! Crack! I bite deeply into my tongue. My head shakes from side to side, I look like a horse neighing. My feet stamp up and down like a sentry on guard duty. My hips sway to left and right. It feels like blood might be seeping from the wounds where the cane has intersected the previous four cuts.

The Headmaster goes walkabouts. I hear him clearing his throat. I have lost all sense of time. It seems like hours. Every sinew of my body aches. My eyes are moist, but, I swear to God, I am not crying. At last, the footsteps start again. The cane taps across my naked buttocks for the last time. He is placing it across the opposite diagonal. When he has finished I’ll have a perfect “X” mark across four parallel strokes. I hold my breath and grit my teeth simultaneously. Whop! He swipes the cane with all his energy; he could be beating a carpet. My bum is already on fire, this final cut makes little difference. I couldn’t possibly hurt any more.

It is over. Six-of-the-best. On the bare. Again. The Headmaster leaves me still bent across the chair, I am wheezing like a dolphin out of water. The pain is excruciating, but I know that in remarkably little time, it will subside. Even before I am dismissed from the study, it will have downgraded to a searing, pulsating throb. In time it will become an irritating ache and then a warm glow. The marks of the cane might last days. The worst – where the diagonals cut – might not clear entirely for a week or two. My cherry-red bum will swiftly turn mauve and over the coming days turn to a variety of blues and yellows. It is over. I have survived. I will live.

“Stand. Get dressed.” The command comes from behind me. As I stand and retrieve my underpants and trousers, I hear the Headmaster return the cane to its home among its countless companions. Without waiting for instruction, I put on my blazer. My fingers tremble as I fasten the buttons.

“Dismissed,” the Headmaster intones. Nonchalantly, I open the door. I close it slowly. Then, I run through the empty passageway to the sixth-form bogs, howling.

 

Picture credit: Sting Pictures

 

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Double trouble – his first time

Jackson

The unexpected phone call

 

More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com