Housemaster’s Double Caning

z used drawing cane master (3)

A St Francis Independent Grammar School story. Click here for the full series.


“Da Silva in here now,” I heard the order barked out knowing my time had come, so I opened the door and entered the lion’s den.

I had been summoned to this room many times before. Nothing had changed since my last visit: a large bookcase stretched across the wall in front of me. To my left was a small couch where guests would sit, large stuffed chairs on either side. To my right was the housemaster’s huge mahogany desk, clean and tidy, and polished to perfection.

But, despite the abundance of furniture, all I could focus on was the prominent display behind the desk. Attached to the wall was a large wooden cabinet with a glass door. Through the glass I could see three crook-handled canes. They were light brown, slender, and slightly warped from years of use.

Mr Hill, my housemaster, was seated at his desk, dressed in his formal gown, with a dark suit under it.

“Stand there,” he pointed to a spot on the worn rug directly in front of his desk. I cannot ever remember in my seven years at the school having seen Mr Hill smile. This day was to be no exception. His steely grey-blue eyes glinted and he had a face like thunder. He was a man of few words. I was not entirely sure why I had been called to the study (I had broken a number of the school’s petty rules in recent weeks and any one of them might have resulted in a thrashing) but in no time my housemaster enlightened me.

“Well I know, even if you do not, boy. I know that you have not been concentrating on your work as an A-level student should. I know that you have been larking about with your pal Roehampton, whose work is almost as inadequate and unacceptable as yours.

“So I am going to make an example of you and give you a wake-up call. I am going to give you six of the very best – possibly the best you have ever had! Take off your blazer and hang it up over there.”

The housemaster had a reputation as a very fair but firm man and I knew better than to argue a point and anyway there was something about Mr Hill when he used that tone of voice that meant you gave him total obedience.

“Oh God! Another caning.” The thought raced through my mind as with my heart pounding in anticipation of the ordeal to come I slipped the blazer off my back and hanged it as instructed on a hook on the study door. The task completed I turned to once again face my punisher.

He had left his desk and placed the caning chair in the middle of the room. No one ever sat on this chair and there was no wear on the seat. However the varnish on the back, and on top of the front legs, was worn away by generations of boys bending over and holding on to the chair while they were caned.

“You know what to do,” he said. Yes, I remembered the procedure, even as I tried to forget what would come next. I had been in a similar position many times before. Without fuss I bent my athletic body prostrate across the chair presenting my eighteen-year-old buttocks tightly stretched inside snug fitting trousers to the housemaster.

Mr Hill rolled his sleeve up and took a springy cane from the selection in the glass-fronted cabinet. I could see him rubbing a piece of chalk up and down his cane as I waited for the first slash to cut into the taut grey trousers that were now spread over my small squatting bum.

Mr Hill flexed the cane a little and scythed it through the air. It made a fearsome noise. It reminded me of the many unhappy times I had spent in this study over the years.

I flinched as I felt him pull the end of my shirt out from under the waist-band of my trousers and all too soon the cane was tapping the middle of my buttocks. I kept telling myself that it was not going to be too bad, right up until I heard the crack then felt the fire sweep across my bum, Jesus he was going to rip my backside open.

He measured the rod out again, lower, pressing into the tight material of my trousers, before flogging it against me just as hard as the first, the retort of wood against cotton filling the air.

Even with all my experience, I could not have anticipated the pain, it was a hundred times worse than anything I had felt before. My eyes filled with tears, but I tried to remain calm, forcing myself to breathe while gripping tightly to the chair.

Then the third stroke thrashed hard into my poor bottom, I actually screamed and my body began to vibrate. The pain was intense, burning: unendurable.

“Control yourself boy. You have only had three strokes. I do not expect that racket,” Mr Hill admonished me as he raised the cane high into the air again and delivered Crack! the fourth cut. I screamed but held on as the agony built up. Then further pain as another crack announced the arrival of the fifth stroke. I was blubbering, pleading and screaming.

Despite my tormented state I could still feel the pressure of the cane pushing into the bottom of my buttocks as he lined up the sixth and last stroke. I know I was crying “No, please. No.” as the cane whistled into the allotted landing site with all the force that Mr Hill could put into it. As soon as it was done I stood up and my hands went to my bottom. I was in utter agony, tears were running everywhere, mainly due to the pain, but also as I was so ashamed that I could not have controlled myself better.

Mr Hill placed the cane back in the cabinet while I tried to check myself from giving my arse a rub, but my rear was burning and although I didn’t want to show it had hurt I knew I had failed miserably.

The housemaster was now sat at the desk filling in the punishment book, through my tears he passed the book and told me to initial it.

With no further ado he dismissed me from the study. Miserably, I hobbled towards the door, unhooked my blazer, and without waiting to get dressed properly, I left.

Mr Hill was so clinical in the way he had delivered the punishment I felt he had no heart, my backside was blazing and I could feel the welts raising on my skin but he was dismissing me as though he had just given me nothing more than directions to the railway station.

Once outside I clamped my hands onto my burning bottom and began to massage the sting. Never again I thought to myself as I headed off to my classroom. Never again; after nearly seven years at this school and countless canings I vowed it would be the last time.

I watched, as Da Silva, in obvious agony but determined not to show it, hobbled from my study. This boy was a problem. I fervently believe in corporal punishment. Beat a boy hard enough on his backside when he steps out of line and he won’t come back for more. The cane works, I know it. But, I suppose Da Silva is the exception that proves the rule: he is a recidivist, a repeat offender, and it is difficult to deal with a boy like that. The only option you have is to thrash him a little bit harder each time he bends over in front of you.

Or of course, repeat offenders can be ordered to take down their trousers to receive six across the underpants: or sometimes even across the bared buttocks. Here at St Francis Independent Grammar School, the governors only allow the headmaster to thrash a boy in such a manner, more’s the pity.

Some people say it was wrong to beat teenaged boys on their bared buttocks; some even suggest schoolmasters are “pederasts.”  Today there are “Progressives” who say we should abolish corporal punishment altogether.  What tommyrot: asking a schoolmaster to give up his cane! Where should we be then? If the cane were abolished the country should be in a state of anarchy within five years.

I was beaten on the bare myself at school. Yes, I admit it, I was a repeat offender. It did me no harm: it made me the man I am today. I was a smoker and had been given the standard Six on the trousers by my housemaster. It taught me a lesson, I can tell you, but a few weeks later I was caught puffing on a Woodbine behind the gymnasium and this time I was up in front of the Beak (as we called the headmaster, affectionately I’m sure, at my school).

I can remember it as if it had happened only this morning. It did not matter that I was a senior boy and at eighteen was due to leave the school in a matter of weeks. There was no big sermon; he and I both knew why I had been summoned to his study. It was confirmed that I had been beaten for a similar offence only weeks previously. In no time I was bent over a wing-backed armchair, my trousers and white cotton underpants at my thighs. The Beak folded back my shirt and grey short-sleeved pullover away from my buttocks until they rested on my shoulders. Then without further fuss he laid six stingers across the centre of my bare cheeks.

It hurt like hell, but schoolboys have a code of conduct and we resolved never to show our punisher that we were in pain. I tried my best, my level best, to be stoical, but after slash number two ripped my bum to shreds I was pounding my fists against the back of the armchair in agony. The heartless headmaster was not deterred and whipped the rattan cane down with great severity into my now bleeding rump.

I lost control and tears washed down my cheeks. My bum felt like I had sat in a coal fire and I left the study with the Beak’s words stinging in my ears, “If you are caught smoking again, it will be twelve strokes on the bare bottom.”

Twelve strokes? On the bare? Was he really permitted to give such a punishment, or was it just a tale he told to naughty schoolboys to stop them from re-offending?

Later as I sat in a lavatory pan of cold water, I vowed never to smoke again: and I never did. Well, not cigarettes: I took up my present tobacco habit (the gentleman’s pipe) five years later when I was up at the university.

I rose from behind my desk and replaced the caning chair to its resting place. I knew Roehampton, Da Silva’s partner in crime as it were, was even now waiting outside my study and the chair could have remained where it was for his thrashing, but I preferred to treat each boy before me equally: the ritual of placing the chair in position was part of the total caning experience (as marketing men might call it) for each boy.

I have a number of options for placing a boy when I cane him. I personally don’t favour the “traditional” position of boy bent down touching toes. It has the obvious advantage that you don’t need props (apart from the cane itself), but if you are properly to beat a boy you should always intend to cause the maximum pain possible, and in such circumstances it is only Christian to give him something to hold on to as he attempts to deal with his agony.

Usually, I have boys bend over the back of a large green leather armchair; the small ones can bend over an arm; while the taller, over the back. The seat cushion removes to reveal stout bars that the victims hold on to. It is both comfortable and very supportive, which means that they cannot move about and escape their just deserts.

Roehampton, my next client is eighteen years old, but, this will be his first caning. He only joined the school at the beginning of the third form (he is some kind of scholarship boy, I believe) and hitherto has managed to avoid corporal punishment. I cannot say whether this is because he is an exceptionally well-behaved boy, or he has just escaped detection for his misbehaviour.

This time he is well deserving of a caning. His academic work has been deteriorating and his subject masters inform me that he will almost certainly do badly in his examinations. In my experience I find this kind of thing happens at this time every year, so I have a purge. Boys in danger of failing are sent to me and I deal with them in the time-honoured fashion.

Was it the Romans who said that a boy’s ears are in his backside? If you want them to study and they will not, then you must force the issue. I don’t suppose any of the boys thank me for it (although some of them do literally say “Thank you, sir” as they hobble from my study) but I have no doubt it was my cane that got many schoolboys through their examinations and on to a half-decent university and beyond.

“Come in Roehampton!” I called from behind my desk. The door of the study inched open, but at first nobody entered. Then, Roehampton’s head appeared around the frame, followed at a snail’s pace by the rest of his body. His face was deathly white and he appeared on the verge of tears. Obviously, he had heard the ferocity of the caning his friend Da Silva had received and I had allowed ample time for the boy to pass on a blow-by-blow account of his thrashing. Roehampton would be expecting no less an ordeal for himself.

“Stand there boy,” I indicated the spot in front of my desk. I was surprised the carpet wasn’t more worn than it was by the scuff marks made by the shuffling feet of generations of naughty schoolboys.

He stood to attention so stiffly I wondered if he were a leading light in the school’s Officer Training Corps.

I never lectured boys if I could possibly avoid it, they came in bent over and took the required strokes then they quickly got up and left leaving the next boy to enter and so on till they had all been dealt with. But, I had to make it clear to Roehampton the gravity of his offence so I began my ritual sermon about unacceptable, disgraceful behaviour – totally unexpected of sixth-form boys who had examinations forthcoming and who needed good grades to secure a place at university.

Then I pronounced sentence: Six-of-the-best. Roehampton’s face had gone rather pale and his lips were trembling as if tears were not far away. “I really am sorry Sir. Please could you let me off this time?”

I suppressed a snort. By way of reply I walked in front of my desk and moved the caning chair into position. I have caned many boys in my time and almost without exception had to position a boy for his first caning. “Right boy, take your blazer off hang it up on the door and then come and stand behind this chair.” I pointed to the green leather chair as if there could be any doubt which one I meant. “Right, now bend over the chair, holding the bars with your hands,” I ordered sternly.

Resigned to his fate and clearly not prepared to beg further for mercy, Roehampton struggled to get into the requested position, while I went to the glass-fronted cabinet and selected a long brown dragon cane. I returned, bending it and whistling it through the air in practice strokes intending to send chills through the teenage boy.

I found him looking at me as he half leaned over the back of the chair as though checking this was how it was to be done. “Head nice and low please Roehampton,” I confirmed.

He grimaced and bent right down over the back of the chair. His firm bottom stretched his now very tight grey trousers, a point I was careful to observe as I positioned myself behind him.

“Stick your bottom out more, boy, hollow your back, legs slightly apart.”

I knew this was the boy’s first caning and I intended it to be memorable. “Roehampton when I cane I make sure it hurts. There is no point in giving a boy a beating if it doesn’t. I won’t lie to you, your backside will be on fire and you will be sore for a few days. The marks will last about two weeks but you will live.”

It had the desired effect and tears started to flow freely before I had even cracked the first stroke against his tight backside. He was gripping the bars of the chair so tightly his knuckles must have ached.

I could see the outline of the lad’s buttocks under the trousers and his pants across the bottom nestling deep into the crack of his cheeks. I gripped the cane and took a few steps away. To calm down I took a few “air shots” before finally returning to stand to his left such that with my arm outstretched the cane tip lay half way across the cheek of his further buttock.

I watched him flinch slightly as the rattan touched the middle of his buttocks. I raised it slowly then, setting my face, brought it whistling down. It landed with a satisfying thwack right across the middle of his bottom.

“Oww! Gosh, oww!” Roehampton yelped, trying to keep his scorching bottom still after his first ever stroke of the cane.

The study was again filled with the sound of the cane swishing through the air, followed by that awful crack that signalled another searing bout of pain across his already sore bottom. I drew the cane back for another stroke. The teenager arched his back and screwed his face up as he experienced the smarting of yet another assault to his red raw bottom.

Despite the shocking pain, Roehampton had resolved to take the caning bravely and silently and did manage to hold in the scream for the first blow, and indeed the second, but when slash number three connected with the seat of his trousers he lost all control, his feet started to beat a frenzied tattoo, as his hips twisted and squirmed.

He desperately wanted to jump up and run from the study clutching his buttocks in both hands, but some schoolboy instinct kept him down. He was grateful that he had the rails of the chair to grip on to even though his hands were now grasping them so tightly his fingernails dug deeply into his palms.

The fourth branding was met with another scream and Roehampton was now audibly muttering: “No!” and “Please!” I stood back took aim again and the cane flashed through the air with a whoosh and the resulting blow snapped into Roehampton’s waiting backside with venom.

Bawling continuously, he waited for the final crack which I put right across the middle of his buttocks, angled, so that it crossed about three of the other cuts.

It took some time after the last stroke for him to realise the ordeal was over. “Yes,” I sighed. “That concludes your punishment, Roehampton. I hope you have learned your lesson.”

Like so many thrashed schoolboys before him, Roehampton remained slumped across the back of the chair, just trying to absorb the line of fire across his bottom. Nothing his pal Da Silva had said about being caned had prepared him for the pain or for the feeling that his bottom had being cut into slices and then set on fire.

“Up boy!” I commanded. Eventually his hands scrabbled for the arm of the chair and he pushed himself upright, panting and sobbing as I wrote the relevant entry in the punishment book. As I said previously I prefer a boy to take his caning and leave the study without fuss.

He danced on the spot, clutching the seat of his trousers. I knew beneath them there would be six vivid and very painful stripes decorating his hindquarters which would be felt every time the boy sat down for days serving as a constant reminder to study hard in future.

I offered him the punishment book to initial, which he did with great difficulty; his tears were still flowing freely.

“That will do for now,” I said quietly and correctly he took this as his cue to leave my study.


This story was first uploaded in August 2015

Picture credit: Unknown

More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second


Keynes College Caning Case

z used drawing canes (1)

Chief Inspector Morose gulped on his fourth pint as he studied the written report in his hand. Another killing at a college. Oxford would soon surpass those villages at Midsomer as the murder capital of the world. Just then Sergeant Lois hurried into the pub. Morose hated working with a girl but these were modern times. How he hated modern times.

“Lois,” he said gruffly. “Knock on doors, find witnesses, get Scene of Crimes to check the room where Professor Blenkinsop was found, get fingerprints, search for a weapon.”

Sgt. Lois looked on in admiration. What a terrific detective, she thought. It would never have occurred to her to do any of those things. “What will you be doing, sir?” she asked. “I’ll have another pint,” Morose said handing her his empty glass.

At Keynes College Jack stared from the window of his room onto the deserted quadrangle below. In his mind he visualised himself in Prof Blenkinsop’s room. “This essay is atrocious. You should spend more time in the library and less in the Student Guild,” the professor spoke through his bushy beard. He was a short rotund man, almost as wide as he was tall. Jack stood, feet slightly apart, head bowed. Memories flooded back of unpleasant visits to his housemaster at St. Tom’s. He watched slack-jawed as the professor waddled towards a cupboard. It was tall and thin and was part of a especially-designed glass-fronted bookcase that ran along the entire length of one wall. Prof Blenkinsop delved into his pocket and retrieved a bunch of keys. Slowly, almost as if he had never seen them before he searched for the one he needed. His breath was shallow as he unlocked the door, opened it an reached in.

Jack blinked in disbelief. Now, it really was a trip back to schooldays. The professor held a dark-yellow whippy cane. He turned and faced the student, flexing the rod as he did so. He swished it trough the air. It made a tremendous whoosh! as it went. It was thicker than the canes they used at St. Tom’s, but had the traditional crook handle.

“Bu ….” Jack began a protest but stopped himself. He wanted to say, “Sir, you can’t do this,” but he knew otherwise. The professor had all the power. He alone would decide what grade a student would get. He was the sole arbiter of success or failure. Prof Blenkinsop stopped his swishing and looked quizzically at Jack, as if only just remembering he was there. “That chair,” he nodded to a low-backed old leather armchair standing against a wall, “Turn it round.” It was heavier than it looked. “Bring it into the middle of the room.”

Jack was surprised how calm he felt. This should not be happening. But, it was, and Jack knew there was nothing he could do to stop it. He had been beaten at school; many times, it was that kind of place. It would hurt like hell, but he would live.

“Lower your trousers. Underpants too. Bend over the chair.” A thin line of spittle dribbled into the professor’s beard as he gave his instructions. A look of incredulity washed across Jack’s face. “Just do as you are told,” Professor Blenkinsop bent the cane again. It made a perfect arc.

Jack hesitated. This was new territory. They had always caned on the seat of the trousers at St. Tom’s. He watched the dreadful professor flexing his cane. The man’s eyes sparkled. He was enjoying himself. Jack’s heart skipped a beat as he fumbled with the buckle of his belt. He supposed it was adrenaline coursing to his brain that made him so light-headed. The belt successful undone, Jack unbuttoned the fly of his heavy twill trousers. Gravity took them slithering down his thighs, past his knees and shins and into a puddle at his brogues. His hands trembled, but he was unsure if this was fear.

Professor Blenkinsop squelched two or three paces across the room. Jack could not watch him as he moved. He still had to bare his bottom. Of course he had been naked in front of men before, but he was reluctant to let this old man see his cock and balls.

“Get on with it, you have nothing that I haven’t seen before,” the professor said truthfully. Jack placed his thumbs inside the elasticated waistband of his white Y-fronts and slid them down, careful that they bunched just below his buttocks. He took a deep breath, rubbed his palms together, and rather like a swimmer going into freezing water, dived over the chair. His trousers were at his feet and his underpants at his thighs. Jack was a little over five-six in height and hardly weighed a thing. His waist was narrow, stomach flat and his buttocks when stretched resembled not much more than two pips.

Jack stared down at the worn seat. The chair had seen better days and as his nose was close to the leather he could smell the faint sweat of the generations of students (himself included) who had sat there during tutorials with the professor.

“Head low, legs apart,” the professor ordered. There was no reason to do this, since Jack was already perfected positioned to receive the cane, but it made the professor feel totally in control of the situation. Jack closed his eyes, waiting. Jack felt Professor Blenkinsop take hold of the long tail of his shirt and pull it clear of the target area. The professor was almost ready. But not quite. “I am going to beat you,” he said, slowly, as if reading from a script. “It will hurt, it is supposed to. That is the point. Do not wriggle about too much and do not try to rise or in any other way obstruct me in my duty,” he continued. Then, after a pause for dramatic effect, he concluded, “Or you will receive extra strokes. Is that understood?”

Jack’s mouth was inches from the worn leather. He croaked a response that the professor quite probably could not hear, “Yes, sir.”

Professor Blenkinsop sawed his cane across the fleshiest part of Jack’s bum; taking his aim. The first swipe caught him on the lower part of the buttocks, just above the thigh. It felt like he had seared a red-hot poker across his bum. Jack’s entire body shuddered and his backside bounced up and down, he had had absolutely no control. It was all a reflex to the intense pain that started at the bottom and ran up and down his legs.

Professor Blenkinsop was in no hurry. To Jack it felt like an eternity, but only fifteen seconds elapsed before the second cut scorched the top end of his buttocks. He shuddered some more and his mouth opened and closed, but he successfully stifled the yelp his body wanted him to make.

Number three hit half way between the previous two. Professor Blenkinsop was an expert; he should be, he had enough practice. Jack now had a red stripe about four inches wide across both cheeks. Tears itched his eyes, he snuffled them back. Number four landed on top of a previous cut. How could it not? The professor had already burned most of Jack’s backside. The agony was intense. Jack’s legs marched up and down like a soldier on sentry duty. His hips swayed from side to side. An long, low whistle escaped through Jack’s clenched lips.

The fifth hurt just as badly. Jack’s temples throbbed almost as much as his backside. His right foot wrapped around his left ankle and his buttocks rose and fell, humping the back of the chair. Jack quivered under a series of dry hacking coughs.

Professor Blenkinsop left the worst to last. Jack sensed it coming before he felt it. The professor moved the position of his cane so that it rested in a diagonal from the bottom left to the top right of Jack’s entire arse, then he lifted it away and brought it down with a magnificent crash so that it landed across five previous scars, igniting the agony in all of them. Jack yelled. He jumped up from the chair, but half way to his feet, some schoolboy instinct kicked in and he resumed my position. He remembered the professor’s earlier threat; he didn’t want extra strokes.

Jack lay, bottom on fire, sobbing into the chair. His head ached and his throat was sore from coughing, but his head was as clear as anything he had felt before in his life. The professor waited a moment before he intoned, “Stand up.”

Jack crawled off the back of the chair and stumbled, grabbing hold of the edge of a desk to steady himself. He doubled up to restore his trousers and pants to their rightful place, all the time gulping in lungs full of air.

At the police station Lois recapped the plot so far, “The professor was killed in his study sometime between two and four. He was hit on the head by a heavy object. A granite paperweight is missing so that’s the most likely weapon. We’ve searched the room. We found a couple of canes in a cupboard.”

Morose winced, he hated it when people used Americanisms. “Canes, you mean walking sticks, of course,” he scowled.

Lois let a slight smile curl her lips. “No, canes, as in bend over, touch your toes, it’s six-of-the-best for you m’lad,” she flexed an imaginary school punishment cane between her hands. She was delighted to see Morose flush, embarrassed. Morose wriggled in his chair, suddenly a vision of the buxom Sgt. Lois swishing a cane across Morose’s backside as he bent touching toes came to him. He coughed to hide his nervousness.

“We’ve interviewed colleagues, he had no enemies; he was loved by all,” Lois said.

“Clearly not everyone,” Morose growled. He hesitated, trying to make the next question seem insignificant, “What did you do with the canes?”

“They’re in the property store, logged as evidence,” she answered.

In the basement of the building Police Constable First held a long, thin crook-handled rattan cane in both hands, holding it up for close examination. It was thinner and lighter than the ones he had at home, he thought. But still mightily effective. They would do the job. PC First was four months off retirement, hauled into County Headquarters to see his off his last days hidden away after the rumours of his methods of policing in the sleepy villages of Oxfordshire had reached the ears of the Chief Constable.

“Eh lad,” he called across to Police Cadet Barnaby Wordsworth. “Wordsworth,” he growled. Bloody silly name. Whoever heard of a copper with a poet’s name? The eighteen year old fresh-faced youngster looked up from his Football Monthly “Get these labelled and logged.” Wordsworth continued reading. Preston North End were in with a chance of winning the league. “Now lad,” First blustered.

“All right Jock, keep your hair on.” The joke was wearing thin. Jock First was as bald as a billiard ball. Bloody kids, PC First thought. No respect for their elders and betters. He didn’t say Constable or even Mister First. He placed the cane down on the wooden top of the table. How he would like to put this across the cheeky sod’s backside. And no mistake. Teach him some manners. Just wait, he thought, once he was safely retired he would invite him out to the house. The cadet continued reading his magazine.

Two days later Cadet Wordsworth was reading the local newspaper. “Hey Jock,” he said with the mildest of interest, “It says here they’ve taken in a suspect in the professor’s murder.”

First smiled enigmatically, “Of course they have, laddie. He’ll be confessing even as we speak.”

“Why would he confess?”

“They always do laddie. It’s the only way we ever solve a crime.”

“What do you mean?”

“It stands to reason. It saves time. When you’ve seen as many shows – I mean as many cases – as I have you’ll understand.”

Two floors above in Interview Room 2 Inspector Morse and Sgt Lois sat opposite the murder suspect. No solicitor was in sight. “Let me understand this,” Lois said moving the plot along at a tremendous pace. “You say that after he beat you with a cane, he turned around and put it back in a cupboard. Then you picked up a heavy granite paperweight and you hit him on the back of the head.”

Morose studied the young student before him. His dark brown hair was unkempt and his hazel eyes were dull, but Morose knew in happier times they would sparkle. His skin was smooth, he had barely started shaving; it would be twice a week maximum, Morose knew the type. He was shorter than average and clean limbed. Quiet thin, a scholar perhaps, not a sportsman, he imagined. Although Morose couldn’t see because he was sitting on it he just knew he had the most spankable bum.

The student was becoming agitated. “I didn’t mean to do it. I didn’t mean to do it.”

“You hit him three times,” Morose coughed. God, his throat was dry, he could kill a pint of Theakston’s Old n Filthy. “Once is manslaughter, self-defence, or an accident. Three times is murder.”

The student convulsed into fits of sobs. Morose licked his lips and stared away into the middle distance. “Well pretty boy, you’re going to jail for a long stretch. Getting six-of-the-best will be the least of your troubles,” he thought as a rather annoying bleeping noise sounded in his ears.

Picture credit: Unknown

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More stories from Charles Hamilton II are on the MMSA website

 Charles Hamilton the Second

How Many Strokes Will it Be?

z used cane holding (15)

Newbury wondered how many strokes it would be. He stood to attention, heart beating far too quickly, watching through rapidly blinking eyelids as the headmaster made his preparations. Dr Fortescue had been at the school less than two weeks. Already the boys had Christened him The Tyrant Headmaster.

Newbury sucked in a lung full of air. The room was stifling; not hot, but airless. Did the headmaster ever open the windows of his study? Dr Fortescue ruled the school with a rod of iron. No, that was not quite true, he ruled with rods of bamboos, Malacca, rattan and ash. Newbury stood in silence. Dr Fortescue busied himself at a cupboard. His collection of canes was extensive, he must select just the right one for the job in hand. He took one, dark yellow in colour, dense but whippy, three feet and more in length, a traditional crook handle. He swished it through the air, then flexed it between his hands. It was as if he had never met the rod’s acquaintance before. He peered at it intently, stone-faced; his white moustache bristled and his knitted white brows frowned.

Newbury licked his dry lips, waiting patiently. Dr Fortescue was an elderly man dressed in an old-fashioned, untidy academic gown. He was a commanding figure, rumour was he had once played prop forward in rugby. He was a tall, grim man and as strong as an ox. The senior boys of St Septimius could testify to that.

The headmaster had made it his business to raise standards from the moment he arrived. The school was going downhill, it needed drastic action. That was what the governors had told him when they appointed him. “Clean it up man,” were his orders. So, he started at the top, with the sixth-formers. Many of them, like Newbury, might be eighteen years old but they were still school pupils, still children. And they had better not forget that.

Newbury watched intently as the headmaster replaced the cane in the cupboard and selected another. To Newbury it looked exactly like the one he had returned, but the headmaster seemed to discover new properties it. He let it fly through empty air. It made a terrific swoosh! It looked like the one Dr Fortescue had used to thrash Rodriquez on his very first day at the school. Newbury blanched at the memory. Rodriquez prone across the table in front of the entire sixth-form, trousers down, buttock cheeks stretching his tight, white underpants and the headmaster flogging that very same Dragon cane into the firm young bum. Newbury clasped his hands behind his back to stop them shaking. The memory of his pal was all too recent.

The agony of the caning was so great Rodriquez had leapt to his feet. Two sixth-formers were ordered to hold him down, then the headmaster slowly bared Rodriquez’ bottom and whipped him with all his force. He had to be half-carried from the room at the end.

Newbury coughed dryly. Dr Fortescue had selected his weapon of choice, now he was making his preparations. The teenager took close note of how the headmaster’s arm muscles tensed as he picked up a heavy straight-backed chair and set it down in the centre of the room. His shoulder muscles tensed when he gripped a second chair and manoeuvred it so it stood back-to-back with the first. Satisfied they were in the required position, he ambled across to the bookcase and selected the first volume of the Encyclopaedia Britannica. It was a heavy book and several inches thick. He knew it would do the job in hand. He had no intention of reading it, he turned, walked across the study and set it down on the hard wooden seat of the first chair. Then he rested the cane on the top of his desk.

“Thieving Newbury,” Dr Fortescue snarled. “Such disgraceful behaviour.”

Newbury stared down at his shoes, embarrassed into silence. There was nothing he could say. He had been caught red-handed filching cigarettes from the corner shop. He wore his distinctive blue and white school blazer, there was no escape.

The headmaster frowned, his white whiskered quivered. “Theft is crime. You should go to court. You will have a record,” he leaned forward and Newbury recoiled. “There goes your place at university. Any hope of a decent career. You stupid, stupid boy.”

Tears formed behind Newbury’s eyes. Criminal record, a life ruined. It had never entered his head.

The headmaster paced the room slowly, tutting to himself; like so many schoolmasters he was a ham actor at heart. “But, Newbury,” he took hold of a hem of his gown and swished it across his body, rather like a magician about to complete a trick. “Help is at hand.” He straightened his back, shoved his shoulders forwards and (he liked to think) rather like his hero Winston Churchill, he barked, “Mr Scrimshaw, the shopkeeper, has agreed not to go to the police.”

Newbury’s heart skipped, this time with something approaching joy, not terror. “He will not press charges, if he is to be present at your beating.” The headmaster  strode to the door of an anteroom and with a flourish opened it. “Come in please, Mr Scrimshaw.”

A wizened man, hunchbacked, with a long sharp nose and pointed nose, shuffled into the room. His beaky eyes peered around the room as if he had transferred from a dark cave into a brightly-lit room. He stopped three feet in front of Newbury and very deliberately he examined the boy’s features as if ensuring that he was indeed the culprit who tried to make off with then Woodbines without payment.

“Please sit down Mr Scrimshaw,” the headmaster indicated a small comfortable armchair. Scrimshaw coughed a response and wheezing all the time settled himself down. He shifted his buttocks for comfort and leaned forward menacingly. He was making sure he had a perfect view of the drama about to unfold.

The headmaster picked up his cane and flexed it between his hands. “Whip him well Mr Headmaster, whip him well,” Spittle dribbled over Scrimshaw’s bottom lip. The headmaster’s eyebrows shot heavenwards, “Oh, I intend to Mr Scrimshaw, I intend to.” He turned toward Newbury and swished the cane through empty air, then pointed it at the two straight-backed chairs. “Stand there boy!”

Newbury clutched his hands behind his back, rather like the Duke of Edinburgh on a walk-about. Dr Fortescue stood close to him casting a show over the sixth-former’s body. Newbury caught the masculine aroma of stale whiskey, cigarette smoke and coal tar soap. “Lower your trousers and your underpants.” It was a simple, calm instruction. There was no need to engage in histrionics,  the headmaster was in charge, and he knew it.

Newbury turned his head slightly toward the headmaster, a look of incomprehension on his face. Dr Fortescue sneered, “Get on with it boy. Right down to the ankles, if you please.” Newbury’s head pounded, blood was rushing through his arteries to his temples. He felt unsteady on his feet. He gulped in air, afraid that he might faint to the floor. At last he got his shaking fingers to cooperate with his brain and the front of his trousers opened. He sensed Mr Scrimshaw lean forward in his chair.

Of their own accord the trousers slipped down his thighs and past his knees and settled in a puddle on top of his shoes. His white Y-front underpants were a little small and hugged the contours of his buttocks and cock. The musky aroma of the headmaster wafted into his nostrils. He gulped down saliva, slipped his thumbs into the waistband of his pants and guided them south. He had to bend his knees as he took them on their way, suddenly conscious that his bare bottom, crack and balls were on full display. A strange combination of a wheeze and a sneeze escaped Mr Scrimshaw’s mouth.

Newbury stood naked from the waist down, the long-ish tail of his shirt covering his privates and buttocks. The headmaster tapped his cane on the top of the encyclopaedia. “Lift up your shirt, kneel on the book and bend across the chairs.” Newbury stared at the cane in the headmaster’s right hand. It was about three feet in length, darkish yellow in colour and with the traditional crook handle. It was dense and had notches every three or so inches along its length. It was a terrific weapon, Newbury wondered if he might be permitted to stuff a handkerchief into his mouth.

“Over boy,” the headmaster’s patience was exhausted. He thwacked the cane across the book. Still, unsteady on his feet, Newbury gripped his shirt and hauled it up to his chest while simultaneously climbing onto the chair. The book was to rise his body so that his backside would be high, and as his body stretched across the chair backs, his buttocks would be at the correct height and angle to receive lashings into the underside (and most sensitive) part of the cheeks.

“Head down, bottom high,” Dr Fortescue intoned. Newbury wriggled into the required position and waited, conscious of his submissive position. His naked buttocks were twitching submissively, completely at the mercy of the powerful headmaster. There would be no mercy  that afternoon. Newbury was resigned to his fate.

Dr Fortescue stood a cane’s length from Newbury’s left side and began to saw the cane across the underside of the cheeks. He had beaten many buttocks in his career as an educator, the pair offered up to him now were quite typical. Newbury was well covered. He was in no way ‘fat’ but his bum has a certain amount of ‘give’ as the headmaster pressed his cane into the flesh as he took his aim. He tapped the cane smartly against a dimple that had formed under Newbury’s left cheek. The headmaster counted to five in his head, raised the cane high and with a strength nurtured over many years flogged the whippy rattan with maximum force across the centre of both cheeks. He was greeted by a thick dark pink line across the otherwise unblemished skin.

A hissing sound like a steam engine whistled through Newbury’s clenched teeth. He hands gripped the seat of the hard wooded seat. His back bucked, his head rose and fell. That hurt. That hurt a great deal. He heard the floorboards of the study creak as the headmaster paced. “Thank you Sir, may I have another,” Newbury spoke firmly. The headmaster paused pacing and glared. “What?” he did not say out loud. “I have never come across such a thing before. Such impertinence.” He took aim and the cane whistled as it flew though the air, the crack of rattan on stretched flesh bounced off the walls. Newbury repeated the buckling and the bouncing. This time a sharp yelp rang out. The headmaster paced.

“Thank you Sir. May I have another,” croaked this time. Dr Fortescue’s face, never clear at the best of times turned puce. “What!” again thought but unsaid. “Is he saying my flogging is not hurting? He can take anything I might offer?” The third lash struck across the top of the curves; there were now three livid red welts running almost parallel across Newbury’s buttocks. The headmaster had a terrific aim. He was (as it were) a master master. “Thank you Sir, may I have another.” The headmaster paced the floor, this time noticing Mr Scrimshaw was himself red of face. He was leaning forward elbows resting on knees stretching himself to get as close to Newbury’s prone body as possible without actually leaving his chair.

The headmaster tapped his cane ready for the fourth stroke. Perspiration soaked Newbury’s short hair, it looked as if he had just emerged from the swimming pool. The eighteen-year-old’s face was deathly pale. His knuckles were turning white, the muscles of his arms were taut as he gripped the chair for dear life. All saliva had drained from the headmaster’s mouth. He ran his tongue around it trying to make some moisture, tasting a tang of whisky. He took a deep breath, found his aim and whacked the cane across Newbury’s dimple. There was no yelp this time; the boy had shut his teeth together with such force he feared they might crack. The thumping at his temples had disappeared replaced with a light-headedness he had never experienced.

“Thank you Sir. Please may I have another,” his voice sounded as if had travelled from miles away. It did not sound to Newbury as if the words were his. The headmaster paced. Perplexed. Never in his life had a boy asked for more. By the fourth stroke many a boy – seniors as well as juniors – would be begging for mercy, promising to do anything if only the headmaster would stop the beating.

More pacing followed by more tapping. Swish! Crack! “Thank you Sir. Please may I have another.” The intense agony had started at the buttocks and then travelled up and down his legs; soon his whole body ached with pain. But by cut number five something unexpected happened. Newbury heard the swish, he felt the cane sink into his flesh and then … Nothing. There was no pain. The boy lay breathing heavily. Was his body now so numb that he was immune? “Thank you Sir. Please may I have another.”

The headmaster paced. Number six. Six-of-the-best. The very best. Dr Fortescue always finished on a high note. His special headmaster’s caning had already become infamous at the school. Newbury was not surprised to feel the headmaster alter his position. Now, instead of tapping the cane from left to right across the bared bum, he laid it in a diagonal from the bottom left to the top right of the buttocks. He let fly. A thick red line intersected the previously-laid five, reigniting and adding to the severe pain already inflicted. Newbury hung on. His mind was playing tricks. It was as if were floating on the ceiling looking down at himself submissively positioned across the chair, buttocks blazing. The headmaster, a little unsteady was at his cupboard replacing the cane along with his collection. Mr Scrimshaw rocked gently back and forth in his chair.

The headmaster sat at his desk, opened a drawer and pulled out a hard-covered exercise book. He fished in the inside pocket of his jacket and pulled out a pen. All this time Newbury lay still, trying to figure out this feeling. Was this how it felt to take drugs? The headmaster found a page in the book, wrote some words and closed it. Still seated he called to Newbury, “That’s it. Get up and get dressed.”

Newbury climbed from the chair and un-self-consciously massaged his buttocks. He swivelled his body and saw six impressive welts. Mr Scrimshaw stared at him intently as cautiously Newbury rubbed his index finger across the lines. His bum felt like corrugated cardboard. The headmaster sat back a little in his chair observing his senior pupil.

Newbury turned his back to Dr Fortescue then bent down to retrieve his underpants. It gave the headmaster an uninterrupted view of his savaged buttocks, his crack and hole and his ballsack. Newbury took a moment more than necessary to get his pants back in their rightful place. He turned and faced the headmaster’s desk. His cock was hard and fought against the already stretched cotton. He looked directly at the headmaster who could not return his gaze. Newbury pulled up his trousers and buttoned up.

And that was how Newbury came to worship Dr Fortescue with all his heart and soul.

Picture credit: Unknown


More stories involving The Tyrant Headmaster are here.


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More stories from Charles Hamilton II are on the MMSA website

 Charles Hamilton the Second


Don’t Knock it Until You’ve Tried

zused drawing paddle hold cane cupboard (1)

Jake stared at the message on the screen of his iPhone. Finn was late but on his way. Jake hated sitting in The Three Fishers on his own. The pub was heaving. It was a bit of a sleaze ball. They had begun drinking there when they were sixteen; they weren’t particular about who they served. A group of old queens at the bar scanned the room searching for fresh meat. Jake felt their stares burning his flesh.

He concentrated on his phone, swiping through the sports news. He didn’t hear the man at first. “Sorry,” he shouted leaning forward to hear what he was saying.

“I said, do you like being spanked?”

Jake frowned, had he heard the old man correctly?

The man edged closer and put his mouth close to Jake’s ear. “Would you let me spank you? Are you in to being spanked?”

Jake’s mouth opened and closed. He had heard all right that time. What sort of question was that? Who was this man? He didn’t seem drunk. High. Crazy.

“I have a house. Lots of toys,” the man smiled.

Jake took a long draw on his drink. Playing for time. Just a little frightened. Bodies pushed past his table. He looked across to the door. Should he leave? Where was Finn?

“I can spank you. Do you like to be spanked?” the man asked again as if it was the most natural question to ask a guy in the pub. (“Do you want a peanut?”)

Jake took another gulp of beer. Dutch courage. “Wor … wor ..” he began, trying to find the right word. How to say “fuck off” without making a scene? He looked the man in the face. It was a bright, open face. Not at all sinister. The guy was no threat. Jake laughed. “Jesus. Does anybody ever say ‘yes’?”

The man’s smile was genuine. “You’d be surprised. But, not for you then?”

Jake shook his head, “No thanks.”

“Oh well, enjoy your evening. But if you ever change your mind …. ” The man disappeared into the crowd.

Five minutes later Finn put two pints on the table in front of his pal. He took a long draught, downing half of the glass.

“You’ll never guess what’s just happened to me?” Jake said and when Finn ignored him, he told the story anyway.

“I guy came up to me and asked if he could take me home and spank me. Incredible!”

Finn took another gulp. Shrugged his shoulders. “About fifty, greasy hair, going a bit bald, bit of a Welsh accent?”

“You know him?”

“Name’s Paddy Price. Least that’s what he calls himself.”

“How do you know him?”

Finn smirked, “How’d ya think?”

It took a moment for the penny to drop. “You’ve been with him?”

Finn snorted, drank some more. “He has a big place on The Avenue. Must be loaded.”

Jake stared at his friend. The room seemed to be spinning. What was happening here? “What he paid you?”

Finn’s nostrils flared, “Fuck off, what do you take me for a rent boy?”

Jake recoiled, Finn was genuinely angry. “No, but,” he paused, uncertain whether he should say this. “But isn’t it gay?”

Finn frowned, Jake could be a right dickhead sometimes. “No.” He nodded at the iphone on the table. “Go online, everybody’s into it.”

Finn was right. Later in bed Jake surfed the net. They were all at it. Guys on girls. Girls on guys. Girls on girls. Guys on guys. An entire industry of adult spanking. In one video there was a guy looked a bit like Finn. He wasn’t, of course, but he was the same height, same basic shape; not fat, but cuddly.

He was supposed to be a junior schoolboy, short trousers, knee socks. The lot. He had been found smoking a cigarette. Then he had to take down his shorts and underpants and bend over the knee of another lad who was the head boy to get a spanking on the bare bottom.

In another one the same Finn-a-like (still a schoolboy in short trousers) is caught smoking. In these videos smoking is the biggest sin a schoolboy can commit. Its shorts and trousers down again. This time he’s over the back of an armchair for a dose of a whippy rattan school cane from the headmaster.

Jake slept so fitfully the duvet was soiled. He dreamt he was back at school and Finn was head boy and Jake was that boy getting his bare arse slapped.


Nearly two weeks later Jake walked purposively through the suburban streets. The Avenue was longer than he had anticipated, if he wasn’t careful he would be late for his appointment. Paddy Price had ben most helpful when after three tries Jake had at last tracked him down at the Three Fishers. Of course, they could meet, let us make an appointment. Is an evening good for you? It was as if they were arranging to meet for tea.

At last Jake found the house. It was a modern structure hidden behind a high wall and electronic gate. Away from prying eyes. He touched the intercom button and a cheerful voice greeted him With a whir the gate moved sideways and Jake squeezed through. Paddy Price was waiting at the door, a bright welcoming smile split his face.

They chatted amiably. Did he find the house all right? All the while Jake’s heart pounded. He had been waiting for this hour. Once Finn had introduced him to the joys of spanking videos Jake could not get enough. He sweated waiting for his chance. Oh to go across the back of a chair, or over the knee for an arse-whopping. His temples ached already at the prospect.

Paddy Price led the way upstairs. “I have a special room,” he grinned opening a large wood-panelled door. “It’s sound-proofed,” he said enigmatically. It was a large room, dominated by a huge beaten-up wooden desk. Along one wall were glass-fronted bookshelves. A black leather Chesterfield couch rested against another. A wardrobe with double doors was along a third. Two padded leather armchairs made up the rest of the furniture. Paddy Price gestured to one of them, “Sit down, please.” He noticed Jake’s wide eyes drink in the contents of the room. “Sometimes I use it as a headmaster’s study,” he explained. “Some people like to do role-play, you known blazers, school caps, shirt trousers, the works.”

Jake nodded without enthusiasm. He had noticed in the videos how the “schoolboys” almost always wore short trousers. It did nothing for him personally. Paddy Price perched his ample buttocks on the edge of the desk. He smiled again. “Have you given any thought to tonight?” he asked. Jake gulped, he had thought of nothing else for days. It seemed for every waking moment (and some also while he was asleep).

Paddy Price pulled himself to his feet and ambled to the cupboard. He opened it with a flourish. Jake’s eyes popped. “Voila! My toys,” Paddy Price stepped to one side, giving his guest the full view. Dangling on hooks was an array of straps, paddles, canes and crops. “Something for everyone,” Paddy Price’s lips parted revealing yellowing teeth. “Oh and I have slippers and brushes too if you’d rather.”

The tip of Jake’s tongue poked out and he wetted his lips before clamping his top teeth over his bottom lip. He swallowed hard.

“Do you have a preference?” Paddy Price grinned, “Or would you prefer me to choose?” Jake sat and stared. Speechless. “Never mind,” Paddy Price resumed his spot on the desk, “We have plenty of time.”

They lapsed into amiable silence. Paddy Price was in no hurry. He adored breaking in “newbies”. H would go at Jake’s pace. “Of course,” he said mildly, “It is so much more fun if the discipline is a real punishment,” he noted Jake’s bafflement so continued, “Have you been naughty? Is there something you have done that is bad?” Paddy Price leaned forward hoping to entice his guest into confession.

Jake pondered. No, he thought, he hadn’t done anything that he could recall. Paddy Price flashed his smile once more, then laughed, “Oh, so we have a saint here, do we, ha, ha, ha.” Jake blushed but remained silent. “Have you taken any drugs? Smoked weed?” Paddy Price asked.

“Yes,” Jake replied unsteadily.

“Well, that’s bad. That’s against the law,” Paddy Price beamed. “You should be spanked for that.”

Jake blinked. Smoking weed, against the law? Of course, but he had honestly forgotten that. Everyone he knew smoked, all the time. The police never did anything about it.

“Right then lad,” Paddy Price’s smile had gone. He rose from the desk and paced across the room. “Stand up. Stand in front of my desk,” he barked as he sat himself down behind it. “Stand up straight. Stop slouching.”

Jake straightened his back and let his arms hang limply by his side.

“Look at me when I’m talking to you,” Paddy Price’s entire demeanour had changed. “I will not tolerate one of my boys using drugs. They are dangerous. They are against the law.” Jake nodded, uncertain how he should react. His heart was racing and he could feel blood rushing to his temples. Adrenalin was kicking in.

“What have you to say for yourself, boy?” Paddy Price had a script in his head. Jake mumbled, said nothing coherent, then clasping at straws he muttered, “Sorry,” and then after a moment’s further thought, he added the obligatory, “Sir.”

“Sorry!” Paddy Price’s voice rose an octave, “Sorry! You soon will be boy.” He rose from his chair and magisterially walked to the still-open cupboard. He paused, turned to Jake and barked, “Hang your jacket on the door.” He nodded to a hook. With damp palms, Jake slipped the jacket from his shoulders. He surprised himself at how much his hands shook.

He turned to face his master in tie to see Paddy Price pick out a cane from the cupboard and swish it through the air a couple of times. Then he held the two ends and flexed it gently testing it for whippiness. It curved easily. It was about a metre in length and as thick as a pencil. It looked just like the ones Jake had seen in the videos. It had notches along its length and the traditional curved handle. All saliva drained from Jake’s mouth.

“Boy when I cane I make sure it hurts. There is no point in giving you a beating if it doesn’t. I won’t lie to you, your backside will be on fire and you will be sore for a few days. The marks will last about two weeks but you will live. You will not return for another beating and will learn from this experience,” Paddy Price was enjoying himself. “Now, I want you to stand behind that armchair,” he swished the cane in the required direction so there could be no doubt what he meant. With legs of lead, Jake shuffled the three steps needed to comply with the order.

Paddy Price stood flexing his cane thoughtfully between his hands. “Lower your trousers,” he said sternly. Jake hesitated. His head was light, Paddy Price’s voice sounded as if it was travelling from a vast distance. Paddy Price tapped the end of the cane across the back of the padded armchair, making a series of dull thuds. As if in a trance, Jake fumbled to unbuckle his belt. His hands moved more freely as he slipped the fastener and unzipped his trousers. The weight of the belt and gravity made them slither down his thighs and rest at his knees. “All the way down,” Paddy Price growled. Jake stooped forward and pushed them to his ankles.

He straightened himself in time to hear Paddy Price intone, “Now, your underpants.” There was a thundering noise in Jake’s ears, his temples throbbed, his head ached. He looked down at his gleaming white Y-fronts; he had bought them specially for the occasion; all the boys in the videos wore them. He put his fingers in the waist band and peeled them down, exposing his cock and balls. He left them bunched just below his buttocks. Instinctively, he placed both hands at his from to hide his genitals. “Pah!” Paddy Price wheezed, unimpressed.

He swished the cane through empty air once more, it made a terrific whooshing noise as it flew. “Bend over the chair,” he touched the top of the armchair with the cane for emphasis. A feeling he had never felt before overwhelmed Jake; he could not be certain, was this fear? Or was it extreme excitement. He bent forward feeling his bottom tighten into a smooth curve. His bare buttocks were presented submissively over the back of the armchair.

“Head nice and low please boy.”

Jake’s thigh muscles and bottom tensed as he stretched his arms grasping the armchair’s cushion at the front. Paddy Price watched quietly as the teenager slithered into position. Then he gently took a grip of Jake’s underpants and tugged them so they fell to rest on top of his trousers. He was almost ready. Paddy Price heard Jake’s heavy wheezing and smiled. He lifted the nineteen-year-old’s shirt away from his backside, exposing me, so that his body was naked from the middle of his back to his ankles. Jake shivered; not with cold but fearful anticipation.

“Keep very still, boy and push your head right down into the cushion.”

Jake pushed himself further down into the chair, raising his bottom well up for the cane.

“Don’t forget, boy, don’t move around too much or you will get extra strokes.”

“Yes, Sir,” Jake’s reply was muffled as his head was buried in the chair cushion.

Seconds passed. Only now did Jake realise his master had a perfect view of his crack and hole. And Finn had said there was nothing gay about this. Jake’s hole winked, opened and closed, his buttocks quivered, then clenched. Never in his life had he felt so vulnerable. Suddenly there was an enormous noise. The thwack of the cane landing on Jake’s backside echoed round the room. Jake hardly had time to recover from the shock when there was another crack which this time was immediately followed by an intense burning pain. He held his breath as the next stroke landed causing the pain to increase in a sickening wave.

Number four stuck and Jake hissed a whine. Mr Price continued, determined. Three more strokes landed each one lower than the previous, yet all in a band about three centimetres wide on the lower half of Jake’s bum. As the next stroke cracked across his poor sore seat Jake let out a roar, any restraint he may have had was gone. He could no longer see the chair for the tears filling his eyes. Jake closed his eyes and gritted his teeth and hung on to the chair, aware of nothing except the pain burning like a furnace in his bottom.

Raising his arm high Paddy Price brought the cane down with a full swing, landing in the middle of Jake’s bottom. He cried out and tossed my head, humped the back of the chair and swayed for a few moments. The next three strokes seemed to merge together. Jake was concentrating on staying bent over, in so much pain, and trying without success to stop the tears that were by now flowing down his cheeks.

He desperately wanted to but he did not stand up. Instead he remained bent over the caning chair offering his bottom for the next stroke, completely at the mercy of Paddy Price, who could make each stroke as severe as he wished and all Jake could do was accept it and then wait for the next.

Paddy Price was in his element, he was an expert caner, a master master if you will. He swished in yet another stroke across the very centre of Jake’s bum. Although he still stayed over the chair, his feet beat a frenzied dance, his hips twisted and squirmed.

Jake thought his head might explode; blood coursed through his arteries. His bottom felt like he had been sitting on a barbecue. His arse felt corrugated; welts criss-crossed his once creamy-white buttocks. He was certain some might be weeping blood. How many strokes had it been? Jake had not thought to count. What was certain was it was more than a simple six-of-the-best. Finally, Paddy Price walked over to the cupboard to replace the cane. Jake felt a terrific sense of relief that it was over but remained across the chair, breathing heavily and in great distress.

Paddy Price stood watching the teenager gasping for breath, like some beached dolphin. He had taken it well. “It’s over. You can get up now. I think you have learned your lesson, haven’t you?”

Jake slowly pushed himself back on his elbows and rose unsteadily. His legs felt weak and he had to lean on the desk before he got his balance. Tentatively at first, he touched then carefully clasped his raw buttocks and began kneading them, as though he could somehow squeeze the pain out. Only then did he see his rigid cock staring at a forty-five degree angle to reach the ceiling. His head was the clearest it had ever been, like an out-of-body experience. No amount of weed would ever give him a buzz like this.

Slowly, painfully, he pulled up his underpants, staining to get the soft white cotton to cover his cock. Still he massaged his injured rump as vigorously as he could.

Paddy Price slipped his arm around Jake’s shoulder for an instant, before propelling him towards the door, and out into the hallway. His eyes were still wet and blurry, but he found his way to the bathroom where he stayed for the few moments it needed for his cock to explode into a wodge of toilet paper.

“Come down, for a drink,” Paddy Price called, “When you’re quite ready of course.”


Picture credit: Unknown

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More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

Called to Account

adultschoolboy cane longs touch toes classroom (1)

Mr Moore turned the corner of the road and stopped. Why the hell was his heart racing. He drew in a lung full of air, conscious of other people in the street. One man wearing a black coat and carrying a furled umbrella eyed him suspiciously. “Oh for pity’s sake, man what’s the matter with you?” he silently berated himself.

The “matter” was St. Francis Independent Grammar School – known to all as St. FIGS – his old school. Former alma mater; the place where he was educated. There it stood less than fifty yards ahead of him. Why did it scare the shit out of him? He took another deep breath; he had to get this thing over with.

This thing was a summons to see Mr Trout, his former housemaster. A summons, at his age. Mr Moore wouldn’t see thirty again. He had left school at eighteen and hadn’t been back since. And that suited him just fine. He shuffled forward. Absent-mindedly he put his hand in his jacket pocket and felt the envelope. Inside was a letter. He had read it so many times he knew the words by heart. His eleven-year-old son Ronnie had been skipping classes, not doing homework, he was likely to fail his exams at the end of the year. “You are requested to attend to see me.” It was curiously archaic language. But, Mr Moore thought, how entirely typical of Trout. Never say anything clearly.

Mr Moore had reached the school gates. Although he continued to live in the town, he never made the journey back. Too many unhappy memories. Sweat prickled the back of his neck, although it was not a warm evening. He ran a finger under his collar to try to clear it. Time plays ridiculous tricks sometimes. Suddenly it was 1970, fifteen years ago. He was no longer a middle manager at the Brocklehurst Building Society, with people under him. Now, at this moment he was Moore A.J., aged fifteen, about to undergo a very awkward – and ultimately painful – encounter with his housemaster. Instinctively, he massaged the seat of his trousers with his thumbs as he entered the building. He had been instructed to meet Trout in the schoolroom. The passageway was dark and deserted. The days in February were still short. He shivered in the dankness. They said parts of the school were five hundred years old; it certainly felt like it to Moore. The school was deserted, classroom doors were locked. It added to Moore’s sense of unreality. He had stepped into the Twilight Zone. Nothing here was real.

He saw a light in a room at the end of the passageway. His final destination. He halted outside the door, rubbed his sweaty palms on the legs of his trousers. His hands were shaking. “For God’s sake,” he reproached himself silently, “What has gotten into you, man!” It was a statement of condemnation, rather than a question. He wiped his moist brow with his sleeve and tapped gently on the door.

“Come!” The voice within made him shudder. Unmistakeably Mr Trout. Haughty with a dash of self-importance.  The brass door handle was stiff, it wouldn’t turn at first. It rattled and shook and finally gave way. Moore put his shoulder to the door and it opened suddenly, spilling him into the schoolroom. He blushed; flustered he turned and pushed the door closed. He stood for a moment transfixed. The room was not too large, it contained twenty ancient wooden desks, a blackboard and easel dominated one wall, close to it behind a small wooden desk sat Mr Trout. He was unmistakable. Even sitting, he made an imposing figure. Standing, he towered above the schoolboys. His shoulders were broad and his waist narrow (for a man his age). Had he aged since 1970? Moore could not be sure. To the boys at the school all the masters looked ancient. It was impossible to look youthful while wearing an academic gown and mortar board cap. Trout pursed his lips, and stared with distain. “Moore, A. J.” he intoned, his top lip curling into a scowl. He rested his hands on his desk and leaned his shoulders forward: Churchill doing his bulldog impersonation.

“Yes, Sir,” Moore babbled, hopping with embarrassment from left foot to right. He waved his hands around, unsure where to put them. Trout’s glare burned into him. He knew his face was already flushed bright red.

“Pah!” Trout spat. Silence filled the room. Moore couldn’t stop his eyes blinking furiously. Was he expected to say something? At the Building Society, he would be the first to make a decision. He was something of a rising star. Destined to go far. He glanced to left and right. He should sit down, this was a meeting of equals, two grown men coming together to discuss a matter of mutual concern. All the chairs were placed neatly behind small single desks. If Moore sat down he would not only feel like an extremely small child he would look like one as well.

Trout spoke before Moore had a chance to decide. “You know why I have summoned you, Moore,” it was a statement, not a question. Moore stared. Summoned. The word spoke volumes. Trout was in charge. Nothing had changed.

“Err, no Sir,” Moore was confused. What the hell was he supposed to say? Trout’s right arm waved. “Don’t know, don’t know Moore!” he glared. Moore wanted the ground to open up and swallow him whole. “Well Moore,” Trout’s voice rose an octave, “I’ll tell you. Your son,” he paused confused. He opened a drawer on the desk, he seemed to be searching for something. “Your son …. Moore.” He had never troubled to learn the boy’s Christian name.

“Ronnie, Sir,” Moore said apologetically.

“Yes, well, err,” it was Trout’s turn to sound confused. He drew his shoulders back and regained the advantage. “Moore Junior has not been doing his homework and he has been missing classes,” he eyed the man standing before him suspiciously. “What have you got to say for that then?”

Moore had been thinking about this. A lot. His son was a brat, he was disrespectful to his mother and even aged eleven treated the home like a hotel. Moore was out of his depth. Ronnie had been a mistake – an unplanned child – he and his wife had been far too young when they had him. Moore sometimes thought the terror was a good advertisement for contraception.

“Well, I don’t really know,” Moore said weakly.

“Pah!” Trout was charging full throttle. “It is your responsibility, Moore,” his voice rose in anger. “You have failed in your responsibility.”

Moore’s mouth opened and closed like a goldfish. He wanted to say, “Hang on, you’re the schoolmaster, you do something,” but his courage failed him. Instead, he whispered, “Can’t you beat him?”

Trout’s nostrils flared, his already ruddy complexion turned puce, a dribble of spittle collected at the corner of his mouth. “Beat him!” he roared. His body shook so violently, Moore took a step backwards in fear.

“Yes, Sir,” Moore gabbled. “You know, cane him. It’s what you would have done to me.” Trout’s eyes swivelled in his head, scaring Moore into adding, “Sir.” Trout rose from the desk and walked forward, approaching Moore with eyes flaring and arms swirling. “Don’t you follow the news Moore?” And then is if to answer his own question, he blurted, “You always were idle, boy. Bone idle.”

Trout stood so close to Moore he could smell the schoolmaster’s sour breath. Trout fumed, “The government outlawed corporal punishment last year, Moore. We can no longer cane.” His chin wobbled, his eyes moistened. Moore thought the aged schoolmaster might blub.

“Oh”. Suddenly, Moore realised why he had been brought into school. In his days a master would not dream of involving parents. Trout shook his shoulders and took a deep breath, he was composing himself. “I blame you Moore,” he stared unflinchingly into Moore’s eyes, “You have neglected your responsibility.”

Moore’s mouth opened and closed once more. He spoke no words, Trout was on a bit of a roll. “It is your responsibility you ensure your son attends school. You must see to it that homework is done. You have been inattentive. It is in short your fault.”

Moore shuffled his feet, embarrassed.

“You have got to pull up your socks, Boy,” Trout grimaced, “I expect an immediate improvement, do I make myself clear?”

Moore stared down at his feet, “Yes, Sir,” he mumbled. Trout fell silent. Moore did not see, but heard the schoolmaster’s footsteps as he shuffled across the room. Moore knew Trout was correct, he had neglected his son. If he were brutally honest with himself, he didn’t really care about Ronnie. Out of sight was out of mind. The boy could do as he liked, as long as he didn’t drag his father into anything.

Moore heard Trout open a door to a cupboard, it sounded like the hinge was rusty. Then a swishing whoosh rent the air. It was unmistakeable. Alarmed, Moore swivelled on his heels and faced Trout; his jaw dropped, his eyes popped. Trout was flexing between his hands a traditional whippy, curve-handled rattan cane.

Trout answered Moore’s unasked question. “They have banned the cane, but we have not disposed of out supply.” He swiped the cane through empty air. “I fervently pray that this ban is an aberration and that our betters quickly come to their senses.” He walked slowly towards Moore. “However, in the meantime …” he glared at the young manager before him. Moore recoiled, once more the fifteen-year-old miscreant summoned to the housemaster’s study for bowing.

Even before sentence was handed down, Moore began a protest, “But …” He was silenced by Trout’s icy stare. Moore’s own eyes watched intently as the schoolmaster moved and stood in front of the blackboard. He looked back at Moore, pointed the tip of the cane at a spot on the bare floorboards and said, “Stand there boy.”

Time truly plays tricks. Moore shambled across the schoolroom. There could be no doubt about Trout’s intentions. A sane man would say it was absurd. A thirty-one-year-old business manager presenting himself to an older man for a caning. But this was not rational. Hundreds of years of conditioning and tradition had led to this moment. Although he had yet to articulate it to himself Moore accepted he had erred. His son’s misbehaviour was down to him. He had been neglectful as a father. Punishment was due. Punishment was accepted.

“I want you to consider your behaviour and ensure that it improves. This,” he swished the cane again, “will give you something to think about. Bend over. Touch your toes.”

Moore’s eyelids blinked rapidly. He couldn’t get them to stop. His heart pounded. He hesitated.

“Don’t keep me waiting, Moore. You know the penalty.” Indeed he did: extra strokes. He shook his head to clear it, loosened the button on his suit jacket and bent forward. Touch your toes, meant just that to Mr Trout. Not, hands on knees or grab your shins. The tips of the fingers should touch the tops of the shoes. Knees straight. It was harder to get in this position that it sounded. Moore was absurdly proud as he presented his bottom perfectly for the administrations of Trout’s cane. In his mind he visualised the times he had been caned while still a pupil at St. FIGS. Once in the sixth-form when a bunch of them had been caught with beer. Eighteen years old, but bent over the back of a smelly old armchair in the study. How it had hurt. He remembered Jackson, a pal of those days he hadn’t seen in a decade, hopping up and down trying to rub the hurt away from his backside. “Well”, he thought, “I’m going to take this caning better than he did.”

Trout was taking his aim. Moore was far from fat but his body had naturally bulked out since his schooldays. The schoolmaster sawed his cane across the centre of the proffered buttocks. This backside was somewhat larger than those he habitually dealt with. He tapped the cane gently, Moore’s shoulders tensed, his buttocks twitched. Whack! The cane whipped down with force, dust motes rose from the trouser seat. Moore gritted his teeth and gasped. That hurt. It had been about thirteen years since he had last been “dealt with”, he was a little out of practice. He heard footsteps on the floorboards as Trout paced the schoolroom. He paused about three yards from Moore’s curved buttocks, raised the cane above shoulder height and then almost ran three paces towards the young man, flogging the cane across the backside. The rod sank into the flesh. Moore’s head rose, his back arched, his fingers flew away from the tip of his shoes. He half stood, instinctively wanting to rub away the agony in his bum. He caught himself just in time, forcing his hands back to his toes. It was a schoolboy ritual being played out. You stayed down. You took your swishing. You didn’t move. If you did: extra strokes.

Trout involuntarily licked his lips. How he had wanted the younger Moore in this position. How the boy deserved this. But it was not to be. That way led career ruin and loss of pension. This he had to console himself was the next best thing. The swiped numbers three and four in quick succession and satisfied himself that Moore’s pain was increasing. The back of the young man’s neck was equally as red as his backside. His face by contrast was a deathly white. Trout flexed the cane between his hands, playing for time. He knew that the pain would be radiating out from the buttocks and travelling up and down his legs and then going north, south, east, west, throughout his body.

Nearly over, Moore comforted himself. He concentrated on the bare floorboard beneath his feet. It looked almost new, he thought. Maybe the old one had been worn out by generations of schoolboys shuffling their feet while adopting his present position. This absurd notion tickled him but it did not assuage the agony that spread throughout his buttocks as the cane welted the underside of his bum, on the sensitive sit-spot where the buttocks meet the thighs. It would be uncomfortable to sit down for some hours to come.

Behind him Moore heard Trout wheeze and then hack a dry couch. The old schoolmaster must be showing his age after all, he supposed. The cane tapped across the higher end of his mounds. This must be the last one, he thought. Six-of-the-best. He steeled himself, closed his eyes, shut his teeth and held his breath. As he expected, Trout landed it in a diagonal from the bottom left to the top right of the target area. The cane hit across all five lines reigniting them all. Only by a monumental effort did he stay in position, wheezing to catch his breath, his head pounding, blood rushing through his arteries so fast he was sure it would whoosh out through his ears.

He felt the cane tap across his bottom once more. “Sweet Jesus, no more, please,” he prayed inwardly. “That’s over. You may stand.” Slowly, Moore straightened. The throbbing in his backside was intense. He had never sat on a barbecue but he imagined if he had done so it would have felt something like this. Remembering the distain he felt for Jackson he restrained himself from performing the caning dance, jumping up and down while simultaneously rubbing himself. That would have to wait until he was in private.

Trout stood before him, holding the cane he had just used to rip Moore’s backside apart. He glared. “I hope you have learnt a valuable lesson.” It was a rhetorical question and he did not allow Moore time to answer. “Here take this,” he offered the astonished Moore the cane, “take it home. I think you might find a use for it there.” Moore could not be certain but Trout might have given him a ghost of a smile, as he took hold of the whippy rod. It was astonishingly light. Who could believe such a thing could do so much damage.

Not waiting for a response, Trout shuffled towards the door and was gone. Moore put the cane down on the desk and massaged his bottom ruefully. The intense pain had gone to be replaced by a hot throbbing. Very soon, he knew from experience, it would turn to a warm glow. The welts would be tender to touch for some hours yet, but by bedtime even that would be gone. The marks would last from some days. How the hell was he going to explain that to his wife? Bitterly, he grabbed the cane, tucked it under his arm and left.

Picture credit: Unknown

For other stories about St. FIGS, click here

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More stories from Charles Hamilton II are on the MMSA website


Charles Hamilton the Second

The Country Club

z used twosome coutry club

His name was Arthur, but I didn’t discover that until much later. It was a hot day in midsummer. Arthur wore the smallest and tightest shorts, pale yellow with dots; like ones you would wear to the beach. His smooth tanned body glistened with sweat. His blond, shaggy hair was drenched. I watched the muscles in his back, his arms, his legs twist as he pushed the mower across the grass. It looked like he had already cut acres, but he wasn’t even half way done.

It was at Brocklehurst Country Club. Arthur was a labourer and he had a young manual-worker’s body. Hard, with not enough fat to sizzle a sausage. I was the son of the Club’s President, hanging around for no good reason during my vacation from university. I sat on the porch of a summerhouse, staring, mesmerized by his tight arse pointing at me as he struggled to get the mower through overgrown grass. Even at a distance I could see he wore no underwear. Abruptly, he stopped his efforts. He turned his head and looked over his shoulder. Some instinct must have told him he had an admirer. He flashed me a smile. His ice-blue eyes glinted. I stared back. We had never met before.

The front of his shorts suddenly bulged. My pupils dilated. He smiled, his nose wrinkled. He ran the tip of his tongue across his lips. It was a grotesque parody of a tart. He was saying (but not actually speaking) “Come up and see me sugar.” I nodded my assent. He pointed to the summerhouse. I knew his intentions immediately. It took him two seconds to reach me and together we crashed through the door.

I lost a couple of buttons when Arthur ripped my shirt over my head. Then he popped the fastener on my jeans and pulled them down to my ankles, dragging my white underpants with them. I clutched at Arthur’s shorts. His rock-hard penis short skywards as they fell to his feet.

I didn’t immediately take his dick into my mouth. I poked out my tongue and licked up and down the rigid shaft, concentrating on the rim of the swollen head. Arthur gasped. He grabbed hold of my hair and pulled my head forward towards his cock. It was difficult for me to breathe, but I kept up the licking, spluttering saliva up the full length of his eight-inch member. I don’t think I had ever held a cock that was so hard. A thick vein ran the full length, the whole thing was purple and I was sure it was about to explode, but Arthur must have had tremendous will-power because I kept on licking for several minutes. Then I opened my mouth and Arthur slid the top half of his dick inside.

I was sure they would hear Arthur’s groan of pleasure all the way back at the clubhouse. “Take it all, take it all,” he huffed. We tumbled to the floor and I was able to get the entire shaft into my mouth. Arthur thrust his hips and the tip of his cock hit my throat. I pushed his body back a bit to stop me from choking to death.

“Argh, that is so good,” Arthur moaned, his fingers were trailing through my soft hair. Then they slid down on to the smooth, silky skin of my shoulders. Then he was all over me. My back, my arse. He slipped his finger in my crack but seemed to have second thoughts and immediately withdrew it. He went for my thighs and then the ball sack. My cock was throbbing hard. I couldn’t hold out much longer. I gave out a low groan. Arthur pinched my left nipple. I shot a load.

“I’m cumming,” Arthur screamed a warning. Too late. A gallon of spunk shot into my mouth.

We had sex often that summer. Arthur was uninhibited. We did it every which way you could imagine – and some ways you could not. We never became friends. We were the same age but he had left Gumshoe Lane Tech School at fifteen and had been in and out of mundane jobs since. I had attended St. Tom’s, a well-known public (that is elite private) school. I was at university and would soon enjoy a lucrative career in merchant banking. He was as thick as two short planks: what the boys at school called an oik. I took to calling Arthur, Arty. He loved it. I think it sounded glamourous to him: American perhaps. I meant it as R.T. – as in Rough Trade, but be that as it may.

One day it was hotter than ever and I spent a languid afternoon watching Arthur work. He really was the sexiest animal; all muscles and brawn. I think he liked to have me watching. I suppose he was proud of his body; let’s face it he had nothing else much going for him. He had finished cutting back bushes near the tennis courts and his shorts were drenched in sweat. I saw the tip of his – as yet still flaccid – cock through the transparent material. I was ready for more red-hot sex. Arthur had other ideas.

“I know where we can get some beer,” he flashed a smile. His lips were so red it looked as if he had been drinking raspberry cordial. “Without paying,” he added with a note of triumph. He was like a ten-year-old boy who thought he knew a secret nobody in the entire world but himself knew about. Bless him.

There was a store of crates full of beer by the clubhouse bar. Ours for the taking. The bar staff “nicked them” all the time, he told me. It would be easy. It was too. The clubhouse bar was closed during the afternoons (the ridiculous local licensing laws) and left unattended. The bar steward would not return until nearly six in the evening to reopen it.

We took four bottles – two each. They were for personal use, as a defence lawyer might tell a court. They were warm and we ran them under a water tap in an unsuccessful attempt to cool them down. Warm Double Diamond beer; it is one of the great memories of my youth. That and Watney’s Party Seven. But I digress. We took them back to the summerhouse, knocked them back in a trice and set about sucking each other’s cocks.

It was close to five when, nearly exhausted by sexual gymnastics, we ambled back to the clubhouse. If we returned the empties, Arthur assured me, they would never know the beer had been stolen. It might have worked too, if Sergeant Harry the bar steward hadn’t decided to use the afternoon to clean the beer taps. Long story short: we were caught. Bang to rights. Thieves.

Harry was another loser. He was in his forties, I guess, but seemed much older to me at the time. He was tall but his shoulders slumped, like he had been ground down. He had probably been a barman all his life. That or a waiter or some other step-and-fetch. He wore a fake uniform, with sergeant stripes on his sleeves. You saw that a lot; doormen, messengers, cinema commissionaires; men who had nothing to show for their lives except when they had been forced to go into the Military and were led by the nose by superior officers to become their batmen or valets. Typical Working Class. The members of the Country Club saw this. Harry loved it when they called him “Serge”, but he didn’t have the wit to see they were patronising the hell out of him.

Harry frowned and then slowly his face creased. I could almost hear the rusty cogs in his brain turning. He was trying to think. To come up with an idea. To make a decision. I stood impatiently, waiting for something to happen. Arthur was impassive. At last Harry spoke. “I’ll have to report you,” he said slowly, as if waiting for our confirmation that he had made the right decision. Harry leaned in toward me. I could smell cheap roll-up cigarettes on his clothing. “I’ll have to tell your father.” I swear he leered.

My father was the President of the Country Club, the top banana; the Field Marshall to Harry’s Sergeant. Of course Harry had to report me. I took the news calmly. I wasn’t about to go into a funk in front of the servants. Father would not be best pleased. I was a thief. If the thing became public, his own reputation would suffer. Good God if it went to the magistrate court and I was convicted (as I should be) my career would be in tatters before it had even started. Merchant banking and thieving do not go together.

By chance my father was at the club that evening attending some committee meeting or other. I waited in the bar while Harry delivered his news. Arthur and I remained silent. I knew precisely what would happen. There was not the slightest doubt. I was a public school man. We had rules about these things.

About thirty minutes later my father appeared in the bar. He was a large man. We used to call such people “stout” but today we would be more truthful. His double chin wobbled as he shook his head wildly. “Impossible”, “unbelievable”, “incredible”. He was at a loss for words. “Is it true?” he asked, although he knew the answer.

If there was one thing I learned at St. Tom’s it was never get caught. Obviously, I hadn’t learned that lesson well. The second lesson was if you were caught red-handed admit it and accept the consequences. Arthur stood beside me dumbstruck. He wasn’t much of a talker at the best of times. He stared rather shamefaced at his canvas shoes. I spoke for both of us; in monosyllables. Yes we had done it. There wasn’t much to say.

Father harrumphed. He shook his head. I watched the glistening fat of his jowls and chin quiver. “To the boardroom,” he growled. “The pair of you. Now.”  The room was a short distance down a passageway from the bar. Without a word to each other Arthur and I shambled away, leaving my father mumbling into his chest as he ambled towards the telephone.

The boardroom was oak-panelled and distinguished, as befitting a country club for gentleman. A long rectangular table with a highly-polished top dominated its centre. Glass-fronted bookcases ran along three sides. I had never been in the room before but I could tell the leather-bound volumes were rarely read. An open fire, of course unlit since it was the height of summer, stretched along the fourth wall. Large, heavy, solidly upholstered chairs ran along two sides of the table. We stood at one end and waited. It felt like I was back at the headmaster’s study at St. Tom’s.

After a minute or two I heard the sound of a vehicle’s engine outside the window. A door opened and closed. Two men whispered to each other. Moments later the door of the boardroom flew open. Father stood breathless. He made no attempt to disguise that he held a long thick punishment cane in his hand. I recognised it at once. He had seconded it from our home. He lay it on the table top. Arthur’s eyes shone at its sight. He had attended oik-school so I don’t suppose he had seen such a thing before. The rubber-soled gym plimsoll was the punishment instrument of choice there, I believe. At worst they would get a smack of a solid bamboo rod across the open palm of the hand. This would be unknown territory for him.

Not for me. The cane on the table was longer and denser than the ones they flogged our behinds with at St. Tom’s. It didn’t have the traditional curved handle either. This was a Malacca cane, the kind that they used on juvenile delinquents in Kenya where my father was stationed for many years. It was designed not only to hurt (naturally, or else what was the point?) but to leave deep welts that would last days or weeks. This was an awesome rod.

Father unbuttoned his jacket and with some difficulty slipped it from his shoulders. A roll of fat hung over the waist of his trousers. His shirt was soaked in sweat. He waddled across the room and hung the jacket on a hat stand in the corner. He had not spoken a word since entering the room. With his left hand he unbuttoned the cuff of his shirt and slowly rolled the right sleeve over and over. He stopped when it was above the elbow so that his forearm was bare. He flexed his arm to ensure it could move unimpeded. Satisfied, he reached forward and picked up the cane. My eyes followed Arthur’s stare as he followed my father’s movements. Father flexed the cane between his hands reminding me of its surprising flexibility. He showed its whippy-ness by swishing it through the empty air. Arthur’s blue eyes shone as he watched it fly.

It was at about this time I became aware that Sgt. Harry was standing on the other side of the window. He made no attempt to hide. He had an unobstructed view of the proceedings. He licked his lips in anticipation.

Father was ready. The first words he spoke since entering the room was to Arthur. Father tapped the cane against the edge of the table. “Stand there boy.” Arthur blanched; he appeared to be breathing heavily. He made no protest. He walked to the spot indicated. “Shorts and pants down.” Father’s face was awash with sweat. Arthur undid the shorts. They were the same poker-dot ones he wore the first day we met. As always he wore no underpants. More tapping of the cane. “Bend over.”

I was mightily impressed that Arthur submitted himself to my father’s will. I expected as much from a public-school man, but the oiks were well-known to be cowards. It went with their renowned idleness. Arthur leaned forward and rested the palms of his hands on the table top, evidently unsure how to present himself for a thrashing. “All the way, flat on the table,” my father barked. Arthur slid forward. He folded his arms and rested his face in them. Behind him he bent his knees and spread his legs a little. I had a perfect view of his bottom. My cock stirred. I had been in and out of his hole for most of the summer.

Father took hold of Arthur’s t-shirt and pushed it up his back. This was not strictly necessary since it did not impinge on the target area. Arthur shivered. He shook some more as my father sawed his cane across the centre of Arthur’s mounds. The cheeks twitched; his hole blinked. Father planted his feet firmly on the ground about a yard apart. He bent his knees and gripped the cane so tightly his knuckles began to blanch. I watched transfixed as he rose the cane to above shoulder height; then he twisted his body and brought the rod crashing through the air in an arc. The swoosh as it went reminded me it was weightier than the canes the headmaster used at St. Tom’s. It smacked into Arthur’s stretched haunches and sank deep into the flesh. A thick dark-pink line immediately spread across the cheeks. A perfect shot. There was a second of so of total silence before Arthur expelled a lung-full of air through his clenched teeth. His back buckled and his hips rose fully ten inches from the table. His knees caved. His head rose from his arms and then with a monumental example of self-control he forced it back into position. I saw him suck on his forearm, stifling the scream his agonised body so obviously wanted him to yell.

Father pulled a handkerchief from his pocket. It was a copious size. It needed to be to mop up the rivers of perspiration that soaked his face and neck. He dried himself off and let the handkerchief fall onto the table top. It would be needed many more times before my father completed his duties that afternoon.

He ran the cane along the underside of Arthur’s cheeks, at the sensitive “sit spot” where buttocks meet the thigh. He did the body twisting thing again but this time he landed the Malacca cane with an upward stoke. A bright red stripe lit up Arthur’s bottom in parallel to the first. I had forgotten what an expert my father was. Arthur’s body twisted and turned, his legs stomped up and down like a soldier on sentry duty. He bit deep into his arm. Out of the corner of my eye I saw Harry, his jaw dropped and eyes on stalks.

Arthur’s incredible gymnastics as the third stroke flogged the upper curves were awe-inspiring; an  absolute frenzy of jerking and twisting of his arms, legs and naked buttocks. A red soreness had spread across the teenager’s rear end, from the top of the globes near the spine, over the fleshy hills and into the smooth underside. This was a thoroughly-thrashed criminal.  But, father had not finished. He wiped himself dry once more, taking time to ensure his palms were free of sweat and his grip on the cane unimpaired. Father’s face already bright red was turning purple. Swipe! Arthur let escape a hiss so loud and so prolonged it reminded me of a steam train settling down at the railway station.

Grudgingly I admired Arthur’s stoicism. I had been beaten many times in the past. St. Tom’s was that kind of school. I had once been lashed by my father after my brother and I made a visit to the seaside without permission, but none compared to this. Father put every ounce of his considerable weight into the flogging. I admired Arthur’s bum for its beefiness. He had globes like peaches. When I caressed them in the palms of my hand their solidness sent waves of desire through my body. Now, they were being ripped to shreds. The cane rose again and swiped down into that flesh cutting deeply. His backside started to resemble a map of Clapham Junction.

At last it was over. Six-of-the-very-best, delivered with vim and vigour by an expert in his craft. Arthur lay face down wheezing like a beached whale. The back of his neck was as scarlet as his rear-end. Cold sweat soaked the back of his t-shirt. Father left him there. His own breathing was strained. The handkerchief did its work once more. After what seemed an eternity, he ordered Arthur to stand. He hauled himself to his feet and stumbled a little before clutching onto the table’s edge. His neck was red but his face was deathly pale. He couldn’t (or wouldn’t) look at me. Sure that he was steady on his feet, he leaned over to retrieve his shorts from his ankles affording me a delightful view of his brutalized buttocks. My eyes shot straight to his hole, so inviting.

Father flexed his cane, swished it in my direction and intoned, “Take his place.” Determined not to let myself down in front of a boy from the lower orders, I moved into position. I was ready to bare myself for deserved punishment. I reached for and undid the button on the waistband of my jeans. Suddenly, I stopped. I couldn’t do this. Not now. Not with my father, Andrew and Harry all watching.

“Don’t keep me waiting,” my father growled. His eyes glared fiercely. I caught a smirk on Arthur’s face. He thought I was a coward, chickening out. I couldn’t allow that. I had to go through with it. I had to lower my jeans, despite the intense humiliation I felt.

I pulled the zipper and let the jeans fall. I closed my eyes in embarrassment, hooked my thumbs into my underpants and tugged them down. My cock crowed. It was six inches and growing. I don’t think it had ever been so hard. It poked at the ceiling; already the tip was glistening. I cannot describe the look of horror on my father’s face as I shuffled forward and with great difficulty lay flat against the table top.


Picture credit: Unknown


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Charles Hamilton the Second

A Short, Sharp Lesson

z used drawing cane hold (22)

The professor leaned forward in his chair and eyed the young student standing before him disdainfully. “So Rashford, you did not attend my seminar. Can you tell me why?”

Rashford blustered. “Well, err.” He was speechless because there really was nothing he could say. Nothing that would save him from his present predicament. He had missed the professor’s seminar because he couldn’t be bothered to go.

“Pah!” the professor exhaled. “And you haven’t submitted your essay. Are the two non-events in any way connected?”

“Oh no Sir,” Rashford garbled. “Not at all, Sir.”

“So”, the professor wrung his hands together, “you have written the essay?”

“Oh yes, Sir,” Rashford’s palms were beginning to sweat.

“Good, then you can hand it over.” The professor reached out his hand.

The colour left Rashford’s face. “Well Sir when I say … I mean,” he trailed off in confusion.

The professor’s own face darkened. “Don’t compound your offence by lying young man,” he snarled. “You have not completed the essay have you?”

Rashford bit down on his lower lip and whispered, “No, Sir. Sorry Sir.” He stared at the red-patterned rug beneath his feet hoping the floor would open and swallow him.

“Look at me boy!” The professor scowled.  And when the eighteen-year-old reluctantly raised his head, the professor continued. “You were at St Tom’s were you not?”

“Yes, Sir,” Rashford answered, puzzled that the old man would know such a thing about him.

“A very fine school. I have had many former pupils as my students here at the university.”

There was silence. Rashford shuffled uncomfortably unsure if he was expected to speak. At last the professor continued. “You should be ashamed to besmirch the good name of your school.”

“Sorry, Sir,” Rashford whispered, feeling he should say something.

“What would your housemaster at St Tom’s do if you failed to attend class or write an essay?”

Rashford clutched his hands behind his back, “I don’t know, Sir.”

“Oh come, come, Rashford,” the professor snarled, “You really don’t know?”

“Sorry, Sir.”

“It would be Six would it not? Six for missing classes.” The professor’s stare burned into Rashford. Now, his pale face blushed profusely.

“Well, boy? It would be six-of-the best wouldn’t it?”

Rashford’s heart raced, a shiver ran down his spine. He didn’t like the way this was going. “Yes, Sir,” he answered woefully.

“Trousers up or down?” the professor snapped.

Rashford gasped. “Up Sir, trousers up, Sir,” he gabbled. A moustache of sweat formed across his upper lip.

“Well Rashford, you have moved up a division now,” the professor’s eyes shone. “I always beat my students with their trousers down.”

“B…” the student began a protest, thought better of it, and closed his mouth.

“Yes six-of-the-best trousers down for a first offence. But rest assured Rashford repeat offenders are thrashed on the bare.” The professor was delighted to see the young student’s jaw drop. “So Rashford,” he couldn’t disguise his pleasure, “That’s six for not attending my seminar; six for not handing in your essay and a further six for lying about it.” He peered intently at the young man before him, “That’s eighteen strokes in all. Shall we get on with it.”

Rashford’s heart beat faster. The cane? He had thought he’d left all that behind at St Tom’s. It was bad enough that he was to be beaten here at the university, but eighteen strokes. On the underpants. His hands shook uncontrollably.

“Hang your jacket there,” the professor nodded to a hook on the back of the door. It was a large study dominated by a walnut desk with three solid drawers. Towards the back of the room was a Chesterfield couch and two small leather armchairs. A glass-fronted bookcase ran along one wall. A second wall housed an open, as yet unlit, fireplace. A chest of drawers nestled beneath an ornate mullioned window.

With some difficulty Rashford unbuttoned his checked jacket. His fingers refused to obey the commands of his brain. The professor watched disdainfully. When the student had at last completed his task, he commanded, “Come here, stand in front of my desk.” Then, the professor rose from his chair and paced across the room. He halted by the window, bent down and opened the top drawer in the chest. It was empty except for two curve-handled rattan canes. He picked one out and leaving the drawer open he turned to face Rashford.

He flexed the cane between his two hands in the time-honoured fashion. “Just like the ones your housemaster used at St Tom’s I shouldn’t wonder Rashford.” Then he swished it through the air. The student’s eyes followed its movement, “Yes, Sir,” he croaked.

The professor sucked in a lung-full of air, “Lower your trousers Rashford and bend over my desk.” The professor stood his ground and flexed the cane. It was a little over three feet in length and as thick as a pencil. The professor watched intently as Rashford, visibly distressed, unbuckled his trousers. The professor admired the student’s fashionable “Oxford bags.” They were made of thick sturdy material; how could  boy expect to be allowed to retain them for a caning? Soon they slithered down Rashford’s thighs and over his knees to rest in a puddle at his feet.

The housemaster at St Tom’s had preferred to beat his pupils’ backsides while a boy lay flat down across his desk. Without seeking further clarification from the professor, Rashford leaned forward and rested his stomach on the cold, hard desktop. He folded his arms in front of himself and buried his face in them. He was a little tall for the height of the desk so Rashford bent his legs so that his stretched bottom rested at an angle over the edge of the desk.

In this position he could not see the professor nod sagely. He admired Rashford’s fortitude. There was one thing in life the professor liked more than eating a thick steak with mashed potatoes and gravy and that was caning the backsides of his younger students. He had perfected a ritual over the years and set about putting it in place. First, he took hold of the tail of Rashford’s shirt and very carefully folded it back, once and then twice so that it no longer covered the boy’s backside. He noticed Rashford’s vest was damp with sweat even though the room was quite cold. The student breathed deeply when the professor took hold of the waistband of his underpants and tugged. He felt the cotton dig deep into the crack between his buttocks. The professor paused to admire his handiwork so far. Each cheek was lifted and separated. He had created a terrific target.

Satisfied that his victim was perfectly prepared, the professor picked up the whippy rattan once more. He stood a cane’s length to Rashford’s left side and tapped it across the fleshiest part of the student’s buttocks. Rashford’s cheeks clenched. He was a thin, almost skinny, boy with no spare fat. His buttocks were now as solid as steel. The professor allowed himself a smile. Chubby or lean, it was all the same to him, although he had often wondered whether a podgy backside felt the sting of the cane more than a sinewy bottom. Were there more nerve ends under attack? One day, he promised himself, he would devise a scientific experiment to find out.

He “sawed” the cane backward and forward. Now, he had his spot, the professor was ready to go. He lifted the cane high and with a tremendous forward swing brought it down at force across Rashford’s bottom. The student shut his teeth and closed his eyes. He heard the thwack of rattan on cotton a second before the pain kicked in. It began as a searing line of fire across the very centre of both cheeks, then like ripples in a pond after a stone had landed, it moved out over his entire bottom. It hurt. A lot. He thought maybe the professor caned a little harder than his housemaster at St Tom’s. Perhaps, the lack of trousers had something to do with that. Even so, Rashford believed himself to be a trooper; he could take it.

He screwed up his face in appreciation of the intensity of the stoke. He took a deep gulp of air and settled down for the second cut. It was some time in coming. The professor and his ritual again. He placed his left hand in his trouser pocket and sauntered around the study, stopping momentarily to look out the window at the ancient quadrangle below. Then he returned to his position beside Rashford once more. This routine meant there was a delay of at least twenty to thirty seconds between strokes; the professor enjoyed giving time for the pain of one stroke to be fully felt and for the anticipation of the next to build.

He was very satisfied with the gasp of pain from the prostrate student when the second slash struck just below the first. Rashford’s feet marched up and down on the spot like a guard on sentry duty. He couldn’t help it, this was a natural reflex action against the assault on his bottom.

The professor went off on his tour of the study once more. He noticed Rashford’s once pale face was now scarlet, as he knew also was the boy’s backside, even though only two strokes had so far been delivered. He tap, tap, tapped the cane across the very centre of the student’s buttocks, in an area where he had at least some fleshy padding. Rashford dug his face deep into his forearms. Whoosh! The third cut lashed the middle of the cheeks squarely and at such force the cane bit deep into the meat before remerging a second later and bouncing off the tightly stretched cotton of the underpants.

Two more strokes were laid on with the same dreadful force. By the sixth Rashford was unaware of anything except the screaming agony in his bottom. He yelped as the cane made contact but stayed in position, as slowly but methodically the professor lashed the senior cane across the tender buttocks, low down in a tight band just where Rashford would have to sit down. All six strokes were a very tight band across the very base of his bottom.

Eighteen strokes is a tremendous ordeal for anyone to suffer, even one as experienced a receiver as Rashford. The professor delighted in beating students but he was not a monster. He had promised three sets of six and he was determined to make good on the undertaking.

Suddenly, in the distance Rashford heard the professor telling him to stand up and place his hands on his head. Almost unbelieving, he staggered into an upright position, he wanted to clasp his throbbing buttocks, but with tears in his eyes, and hopping about from foot to foot, he obeyed the  instructions, placed his hands on his head and waddled like a penguin to stand facing the bookcase. His backside throbbed like crazy. This was the worst caning of his life.

The professor paced his study. He knew Rashford was confused. The tariff was eighteen strokes and only six had been delivered. He revelled in the student’s confusion. At last he spoke, “Turn around Rashford.” The eighteen-year-old swivelled, hands still firmly on his head. He could not stomach to look at his tormentor.

The professor perched his backside on the edge of his desk and glared at the specimen of a student in front of him. “That was six strokes for absenting yourself from my seminar,” he growled. “You will return at the same time tomorrow for a further six for not submitting your essay. The final six will be delivered the day after, do you understood.” It was a statement rather than a question but Rashford gasped sorrowfully, “Yes, Sir.”

The professor watched intently as the student bent down to retrieve his trousers. He took down his jacket from the hook and climbed into it before still in considerable pain he shuffled through the door. The professor stood at his window; he hoped he would soon see Rashford moving through the quadrangle clutching his burning buttocks.

Picture credit: Endart


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Charles Hamilton the Second