A school-leaving present

new 5

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

z used cane hold white pants down armchair school Hornet

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

“Keep the bottom still, boy!”

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

 

Picture credit: Hornet (Sting Pictures)

 

Other stories you might enjoy

Housemaster’s double caning  

Late up in the morning

Late at the office

 

More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

 

Rory and Alistair Ep 2. The Junior Schoolmaster

Rory and Alistair could never conform to boarding school life. The eighteen year olds were oddities at Willadong Academy. They were required to dress like juniors and would remain in short trousers until the day they left school. They had one other characteristic that distinguished them: they were madly in lust with one another.

Alexander Macaulay the junior schoolmaster stalked the passageways of Willadong Academy, a cane tucked under his arm. He was determined it would see action before the afternoon was out.

It was Wednesday and at Willadong that was a time for compulsory sports. If Macaulay found a boy in the building that would be excuse enough. If no abstainer was to be found he could instigate a room search, seeking hidden contraband. Cigarettes and alcohol and much else besides were strictly banned at the school.

Alexander Macaulay was an unhappy young man. This was his second month at the school and things were not going well. He was twenty-four years old; and to many casual observers indistinguishable from the senior pupils. He stood no taller than five-feet-seven-inches and was lean and wiry. His smooth complexion was deeply suntanned but the thin straggly moustache he sported belied his age. He was a boy trying to be a man. He did not possess the “gravitas” required to be a schoolmaster and probably never would.

The tingling he still felt in his backside confirmed this. It had been the most humiliating moment of his life. Less than thirty minutes previously he had been in the study of Willadong’s senior master Mr. Henderson; bent across a stout desk, trousers at his ankles. Henderson swiped nine hard cuts across the junior schoolmaster’s swaying buttocks.

Henderson said it was “attitude.” Macaulay must “buck up his ideas.” He must show he was worthy of the title, junior master at Willadong Academy. Until such a time, Macaulay must expect to be treated as if he were a pupil. “Trousers down, bend over.”

Now, Alexander Macaulay was on the prowl. Somebody must pay for his humiliation.

Rory and Alistair lay naked, entwined in each other’s arms. They had had sex enthusiastically, but inexpertly. Alistair’s cock was stiff at a forty-five degree angle. It was ready for round two.

Fresh weals decorated the buttocks of the two eighteen year olds. They were the handiwork of Mr. Anderson, their housemaster. It had been six on the bare. They were repeat offenders.

The pain had gone now, but there was one deep cut across the very centre of Rory’s bum that was tender to touch. The cane had landed on the same spot twice. A slash that landed across the back of his thighs troubled Alistair. That should teach him not to wriggle about during a caning.

Some boys were not suited to boarding school life. Roy and Alistair were two of them. There were too many rules and restrictions. The two pals were not resentful. They had broken curfew – again. Rules were rules at Willadong and when they were broken a lad would expect to be showing his arse to a prefect or a master.

Rory freed himself from Alistair’s embrace and lay face down on the bed inviting his chum to inspect his wounds. The teenager licked his own index finger and gently used it to trace from one end to the other of the deep welt across Rory’s bum. It had once been a deep pink, but now was mauve. It would turn purple soon, and then over the next few days it would lighten to yellow and finally disappear.

Alistair created a spit ball in his mouth and washed his tongue with it. Then he licked Rory’s cut, sending a shiver through the teenager’s body and leaving a slime trial across the buttocks. Rory’s cock throbbed almost as much as his bottom had just after his thrashing.

In the distance the school clock struck three o’clock. The boys were missing compulsory cricket practice. Who cared? What was another spanking between friends?

Rory turned on his back and Alistair snuggled up beside him. They took hold of each other’s cocks and tugged.

….

It was Wednesday afternoon; sports and activities day at Willadong. Rory and Alistair were keen cricketers and part of the school XI team. They should have been with their fellows practising. It was a scorching hot day; like so many that summer. The cricketers were broiling so had left their whites behind in favour of the shortest cotton running shorts they could find. Some wore vests but most were bare-chested.

Cpt. Cameron their PT instructor and cricket coach was not a happy man. He had been absent from the school and had engaged a man called Villiars from the village to stand in. Cricket was a gentleman’s game but the sixth-formers at Willadong had been far from gentlemen to Villiars. Willadong boys considered themselves superior to the common man and were not about to be ordered about by a village oik like Villiars.

But now Cameron was back and he did not like what Villairs had told him. Not one little bit.

That was why six eighteen-year-old cricketers were lined up in the pavilion facing Cameron. The PT instructor held a dirty-white plimsoll tightly in his right hand. It was a large slipper and rather worn on the sole. It had seen much action on the running track and also across the bending backsides of errant schoolboys.

He devised a little ritual. The eighteen year olds stood in a line, backs to the wall. Then on command each one stepped forward three paces towards Cameron. They swivelled on their heels, lowered their white shorts (none were wearing underpants in that heat) and touched their toes; knees straight. Three of the six teenagers wore no shirt so were totally naked bent over obediently with their tight cotton shorts in a puddle at their feet. It was a typical schoolboy ritual; each one presenting himself submissively to his master.

Schoolboy cricketers come in many shapes and sizes. There is no requirement to have an “athletic” body; “big and meaty” could as easily fit the bill. Six sets of naked buttocks were displayed that afternoon: fat and squashy; large and firm; pert and pimply.

Cameron had the perfect view of each boy’s cock and balls and, of course, his crack. But the middle-aged ex-Army officer was not interested in any of that. Discipline and punishment were uppermost in his mind. He gripped the plimsoll tightly and whacked it down across flesh. Two spanks on the left cheek; followed by two on the right.

Then, the boy stood, pulled up his shorts and went back to the wall, to be replaced by the next boy.

And so it went on until all six teenagers had the dark pink outline of the slipper emblazoned across both buttocks.

It looked spectacular, but it didn’t really hurt. Not like four slashes from the headmaster’s special Malacca cane would have if he had learned of the boys’ discourtesy to Villiars.

….

Alexander Macaulay was despondent. Somebody must pay for his humiliation. He had searched the classrooms without success. No boy was to be found. Now, he made his way through the living quarters. Again, there was no sign of life.

He searched through the study rooms. The boys seemed to have very few personal possessions. For the sons of the wealthy they were very poor indeed, he concluded. The boys would have found the junior master’s naivety touching. They were wiser than that. No self-respecting boy would leave contraband in his room for prying eyes to find. It was secreted in cubbyholes and nooks and crannies across the school; places unknown to the likes of Alexander Macaulay.

He was close to the end of his tour. Only one passageway was left unexplored. The junior master let himself into an unlocked room. As with the others, there was not much there. He opened and closed cupboards and drawers. He was exasperated with himself: what had he expected to find?

Idly he pushed a textbook across a desk. The corner of a picture poked out from between its pages. He tugged it free. It was a page ripped from a magazine. A picture. A captivating photograph.

Two young men, in their twenties, standing side by side grinned at the camera. They had their arms around each other’s shoulders. They were sailors. At least they wore sailors’ hats on the backs of their heads, but little else besides. Only the shortest of denim shorts. The waistbands were unbuttoned and their zippers lowered, enticingly. Their chests were hairless and stomachs tight and flat.

z used Cover of Muscleboy, February-March 1964, by David of Cleveland (2)

The boy on the right was particularly enchanting. His dark curly hair fell across his forehead emphasising his dreamy brown eyes.

Carefully, Macaulay folded the picture and tucked it into his pocket. Then, fearing he might be caught, he tip-toed from the room.

There was now only one room left unvisited.

Voices. He could hear voices from behind the door. Success. Finally. His afternoon would not be wasted.

Had the junior master been less junior; he would have recognised the room, if not necessarily the voices of its occupants. And, he would have known better than to burst open the door without warning.

Rory and Alistair lay naked. Spent. Breathing hard. Their exertions had been great. Semen covered each boy’s stomach.

Alexander Macaulay stood in the doorway startled. Instinctively, his eyes focused on Alistair’s cock. The junior master had seen nothing like it before. It was flaccid and limp, but even relaxed it was an awesome specimen. And uncut. He had never before seen an uncut cock.

Macaulay blushed deeply. His mouth opened and closed, but he could not get words to form.

Rory raised himself to a sitting position. He stared at the intruder to his room. He only vaguely knew the identity of the stranger. The cane tucked under the junior master’s arm confirmed he was trouble.

“Wha.. wha…?” Macaulay tried again to speak, aware that he could not stop gaping at the two naked sixth-formers before him. One of them, not the one with the huge cock, reminded him of the boy in the picture.

Rory flashed a grin, his dark brown eyes sparkled, but he said nothing, silenced by the sight of the bulge now growing in the front of the visitor’s trousers.

Alistair had seen it too. The caller was quite attractive in a nerdy shy way, he thought.

The junior schoolmaster slipped the cane from his arm into his hand, as if ready for disciplinary action.

Rory roared with laughter.

Macaulay stood rooted, unsure what to do next. He watched as Alistair sat up and the two boys embraced; just like the two sailors. The throbbing in his pants was excruciating.

Alistair giggled, “Don’t stand there all day. Get your clothes off. You can squeeze between us.”

He stopped short, felled by the Macaulay’s face of thunder. The junior schoolmaster wanted revenge for his earlier humiliation. Now he was going to get it.

“No!” He had found his voice at last. He might have been a schoolmaster for only two months, but he understood and relished the power he had over the two teenagers. They must submit to his cane. The consequences of refusal would be dire: a flogging from the headmaster and possible expulsion from the school.

Macaulay swished the cane through the air. He stared Alistair in the eye and slowly and deliberately said, “Let’s have you on your feet and over that chair.” He wobbled the cane at a small straight-backed chair.

To his delight, the boys rose from the bed without question. Alistair clutched the chair and placed it in the centre of the room.

Macaulay’s heart raced. He had never felt such power before. The boys would submit to his will. He watched Alistair make the preparations and start to bend his body over the chair.

No, Macaulay thought. I’ll do the cute one first.

“You,” he pointed at Rory, realising that he didn’t know the names of either boy before him. “You first.”

Rory smiled. It nearly broke the schoolmaster’s young heart.

Rory didn’t fit in at Willadong Academy. It did not suit his personality, but he rarely resented the treatment he received at the school. He broke the rules, he got punished and life went on.

But, not this time. Rory was not a man of the world, but he understood enough. The throbbing cock beneath the schoolmaster’s trousers did not lie. Macaulay was about to beat him on the bared backside for his own sexual gratification. Later, the schoolmaster would pleasure himself while he relived this afternoon in his head.

Rory despised Macaulay for his hypocrisy. He would thrash him and his friend for fooling around. Yet, the schoolmaster so clearly wanted him.

Even before Rory gripped the hard wooden seat, he had devised a plan. Later, sometime soon, he would entice the schoolmaster to a dark secluded part of the school. He knew many such places. Macaulay wouldn’t be able to resist. It wouldn’t take long. A schoolmaster. Sex. A male pupil. There was no need to spell it out.

Rory closed his eyes, clamped his teeth shut and offered up his already corrugated buttocks to the lash of the cane.

Picture credit: Cover of Muscleboy, February-March 1964, by David of Cleveland

This story was first uploaded in February 2016.

Other stories about Rory and Alistair are here

Other stories you might like

 

The Boy at the Service Station

Saturday School

The Decorator

 

More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

The Junior Salesman

used drawing cane hold (4)

The Junior Salesman and other workplace whackings

THE TWENTY-YEAR-old junior salesman slowly unclasped his belt and unbuttoned his trousers. He pushed them over his hips and let go. From there they slithered slowly down his legs.

A breeze from the nearby open window brushed against his naked legs as he awaited the next command.

Tyler looked over at his boss; in his hands was a wicked-looking school cane, around three feet in length and with a curved handle.  Mr. Davenport’s huge grin exposed his decaying teeth as he tapped a pointon the floor in front of him with the cane, “Please bend over and touch your toes.”

 The Junior Salesman and other workplace whackings is another collection of my stories published in book form. It runs for more than 19,000 words and has many illustrations. You should be able to read it on your lap top or e-book reader.

Click on the link below to download it free-of-charge.

the-junior-salesman-by-charles-hamilton-ii

Picture credit: Unknown

 

Other books to download

 

The Dean of Dormitory Discipline and other university tales

Charles’ Picture Album

The Private Tutor

All in the Family. Tales of Domestic discipline

 

More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

The Private Tutor

school shorts touch toes (1)

I recently uploaded my 500th story to this website – thanks to everyone for your support.  I know it can sometimes be difficult to navigate your way around to find stories on the topics that interest you. To help you a little, back in 2016 I started to collect together stories on the same theme and upload them as free-of-charge e-books.

Here is one of the earliest: The Private Tutor

What can fathers do when their sons fail their school exams because they spend too much time out with girlfriends, clubbing and playing in a rock band?

 Call for The Private Tutor. Using traditional educational approaches, he will soon lick them into shape.

 The whippy rattan cane, the taws, the paddle and the gym slipper are some of methods he uses as he guides them towards their A-levels.

Click the link below for the book in a PDF file

 The Private Tutor by Charles Hamilton II

 

Picture credit: Unknown

A further episode involving The Private Tutor is here

The private tutor: 4

 

More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

The bully

new story 2

z used gym sport shorts horse waiting sting (31)

I am watching Aitkens. He seems to be waiting patiently for me to begin. He is prostrate across a gym horse, dressed in his PE kit: white shorts and vest. The horse is a little high and he is on tip-toes so he can stretch his body across it to grip the two front legs. This makes his back arch and his buttocks are pointing at me at an angle.

I am surprised how big he is but I don’t know why I should be. He is eighteen years old and one of our prefects. He’s in the rugby team and I suppose his bulk is a virtue on the pitch. The muscles in his arms and his legs are straining as he hold his position.

I can’t read his mind. Is he submissive? Certainly, he did not put up a struggle when I told him of my intentions. Nor, did he protest. Why would he? Why could he? He deserves everything that is coming to him.

The gym is empty, it is shortly after four in the afternoon and school is over for the day. I bet Aitkens wishes he was with his pals, on the bus into town, where they will hang around the shopping centre, leering at girls (or whatever it is boys his age do these days). Not this afternoon. At least not yet; he has an appointment with me first.

I flex the heavy cane between my hands. It is about three feet long and as thick as a pencil. It’s dark brown in colour with notches along it every six inches or so. As I bend the cane I can tell it is more powerful than the rattan canes we usually use. It’s called a Dragon, I believe. It’s property is that it’s denser than other canes and it packs more of a punch. Properly applied it will leave severe marks and bruising on a boy’s backside. Good. Aitkens deserves everything that is due to him. I hope by the time I am finished he won’t be able to sit for a week.

Aitkens is a bully. It is as simple as that. Pathetic, isn’t it. This big, strong sixth-form boy has made a career out of stealing dinner money from the juniors. If they don’t cough up the cash, he quite literally bashes them. I should correct myself there. I don’t believe he has bashed any of the kids, the mere threat of violence is enough to make them hand over the dosh.

I can’t be sure how long it’s been going on, but I have every reason to believe it has been a considerable time. At last we have found him out. Now, he will get his just deserts. I look at him over the horse, he is still, waiting, staring down at the wooden floor of the gym. Is he remorseful? Does he regret his shameful action? There must be some regret surely, but I suspect it might only be the regret of being found out.

I want him expelled from the school. We should chuck him and all bullies out on their ears. That would be a deterrent for other louts who think they can torment their juniors. I wanted him out but I know the headmaster would never countenance it. It will be too public a gesture. It will draw attention to the school. Parents will demand answers to awkward questions: how did we allow bullying to take place? How much is still going on?

No, it is better to keep the matter within the confines of the school. To hush it up, if you will. So, here we are this late afternoon. Me with the cane in my hand and Aitkens bent across the horse with his backside pointing out. I’m annoyed that the school rules only allow me to administer a maximum six strokes. Damn, stupid rules. Aitkens deserves to suffer badly for all the pain he has caused others.

The rule says he can only be caned on the seat “as normally clothed”. That is supposed to mean wearing trousers and pants. I would gladly thrash him on the bare buttocks. And, yes, so hard and so often that he bleeds. There, I’ve said it. He is a lout. He is not a mischievous little boy deserving a short, sharp shock. He is not a lazy bones in need of encouragement.

So, it is to be six on the seat as normally clothed. Aitkens is presenting his backside to me in tight fitting cotton gym shorts without underwear. If some blasted school governor wants to argue it out with me later I’ll tell him Aitkens is as “normally clothed”. That’s as normally clothed for a gym class. Aitkens made no protest when I instructed him to present himself to me dressed in this fashion. Perhaps, he doesn’t know the school rules. That’s his look out. I wonder if I could risk ripping down his shorts and giving him six stingers on the bare. Would he tell on me? Sadly, it’s best not to find out. The headmaster would not support me and it would be me out on the tiles, as it were, and not Aitkens.

I am only allowed six strokes so I will make them count. I discussed how best to do this in the staff room earlier and Hopkins, the Head of Mathematics, told me how the prefects caned a boy at his school back in the day. They would have the boy positioned over a desk (but any piece of furniture would suffice) and they would rub their cane across the centre of the boy’s bum to get an aim, then they would stride away for five or six paces and then raise the cane high above their shoulder and take a run up before flogging it into the waiting bum. “It would take his arse off,” Hopkins told me with great satisfaction.

I am not so sure that I can do that with Aitkens. I think it takes a great deal of skill to get the cane to land on target. So much could go wrong in the run up. I might miss the target altogether. I suppose that wouldn’t matter too much if the cane whipped him across the back of the thighs; that would be excruciatingly painful and would surpass any agony Aitkens might feel from an orthodox caning.

I suppose if I wanted to thrash him on the thighs, I could just do it. I mean I just need to stand beside the boy as I would in ordinary circumstances and whip the Dragon into him there, rather than across the backside. It is a temptation.

I decide not to go in for the athletic approach. I stand about three feet to his left (a cane’s length) and rub the heavy rod across the curves of his cheeks. At such close proximity I see that he seems entirely relaxed; unconcerned that he is about to be beaten. His backside is rather meaty and although this is not entirely necessary I allow myself to rub the palm of my right hand across his contours. I smile gently as his bottom quivers in response to my caress. I pat him twice on each cheek as if to say I am ready to go.

This message makes him wriggle his hips and shake his bottom from left to right. He grips the wooden legs of the gym horse tightly. Aha! He is not so unconcerned after all. He opens his eyes wide and seems to be taking an inordinate interest in the scratched wooden floorboards in his line of vision. I tap the cane across his shorts. I intend an uppercut. That is to say I will whip the cane from below so that it bites into the undercurves of his cheeks. I will put all my beef into it and should be rewarded with a thick welt. It will be in the exact part of his bum that connects with a chair whenever he sits. He will, I hope, feel it for some considerable time to come.

I find my aim and draw the cane back. It wobbles as it rises. I hold it high and steady for a moment and am delighted to see Aitkens’ bum clench tightly. It is now as hard as rubber. As a devoted golfer I have a superior upper body strength. I use every ounce of it as I flog the cane into the seat of his shorts. Bingo! A perfect hit. The cane sinks into his flesh and seems to remain embedded there for a second. Another second passes before “Yeow!!” Aitkens felt that all right. He grips the legs of the horse tighter. His knees buckle under the pain. His buttocks wobble.

I stand back and admire my handiwork. A clear line where the cane struck is visible across his white shorts. I can’t see it but I know there is a livid red welt forming under the cotton. Satisfied with my effort so far, I take aim again. Sometimes with a caning a master will go “round the circuit”. By that I mean he will try to strike as much of the buttocks as humanly possible, leaving not a square inch of bottom un-scorched. There are many merits in that approach. The boy is undoubtedly left sore. But I wanted Aitkens to encounter maximum agony. Since I have discounted the “run-up” approach I intend to go for Plan-B.

Plan-B is simple. For it to succeed I must lay the cane on the same spot as often as I can. This means that the welt that already throbs on his backside will be reignited if I can land the cane on top of it. You get the picture? It will double the pain. Think then how it will be if there are six strokes. I might be able to achieve my ambition of drawing blood.

I take my aim and whack him as hard as I would if beating a carpet. Spot on! His head rises and falls and he stamps his legs up and down. “Huff, huff, huff.” I can’t quite describe the sound he makes, but wind is whistling through his lips. The back of his neck is scarlet, as I suppose is his once-creamy backside.

I take a third swipe. It lands just below the other two. Aitkens yells. Oh how I wish I had been able to give the bully a public thrashing. How the youngsters he bullied for so long would enjoy seeing him reduced to this. I stand back to take in the scene. His knuckles are white, he is holding the horse so tightly. His short, fairish hair is soaked in sweat. It looks like he has just stepped out of the shower. I take a gentle stroll so that I can now see Aitkens from the front. I am delighted to observe his once-open and rather handsome face is now distorted like that of a gargoyle. Good, I hope he is suffering.

Number four hits right on target. He does the wriggling and the stomping and the yelling once more. I congratulate myself. I am on fire. And so is Aitkens’ backside. Tears are flowing freely. I did not expect this. Senior boys do not as a rule cry during a caning. That is something we expect from a junior boy, subjecting himself to corporal punishment for the first time. Again, I rue the fact that Aitkens’ victims cannot see this.

I stand close to Aitkens. His shorts are tight and I can clearly see the effects of my caning. His under-cheeks are corrugated. I want to know if there is blood. I can’t see any so I press my hand into Aitkens’ flayed bottom. Of course, he roars with the pain. The cotton of his shorts is pressing into the welts and I hope to see traces of blood. Alas, there is none. Disappointed, I take up my position once more, determined to rectify this.

I surprise myself with the ferocity of stroke number five. I have found reserves of strength I did not know I had. It was another uppercut and as it whizzes through the air and cracks into his buttocks I am sure it slices them open. That one should have taken his arse off, to use Hopkins’ very apt phrase. Aitkens is in deep distress. Manfully, he keeps his position, head low, bottom high, despite the tears and the snot flowing down his face. I ought to admire his fortitude but I can only hope the humiliation he feels outweighs his all too obvious agony.

One final stroke to go. I hesitate. I dearly want to know what his savaged backside looks like. I have a last chance to achieve my ambition. Shall I rip down his shorts so I can examine the naked flesh beneath? I know I am not permitted to beat him on the bare, but am I also not allowed to do this? I will allow him to pull them up before I deliver the final lash.

I take the coward’s way out. I do not want the aggravation that will come if Aitkens sneaks on me to the headmaster. So for the last time, I take aim. I go for the middle of the red, throbbing stripe of flesh. By now it must feel to Aitkens like he has been sitting on the glowing bar of an electric fire.

Whoop! Bulls Eye! I stand back only now realising that I gripped the cane so tightly that my fingernails dug into my palms. My pulse is racing and I am suddenly aware of the cold sweat soaking the back of my shirt. I stare disinterestedly at the eighteen-year-old writhing over the top of the horse. Yes, he is crying but I despise him because he is not more hurt. Given my way they would be calling for a medic at this point.

I do not want to let him go but really what choice do I have? Six strokes is the maximum I am allowed to give. It is no consolation that I delivered six-of-the-very-best. Aitkens, nor any other boy at this school, would have suffered such a caning before. But, that is no comfort.

“Get up. Go!” I rasp and Aitkens hauls himself to his feet. He dares not look at me and unsteadily he sashays across the gym towards the exit. I watch him as he goes. I tuck the cane under my arm and prepare to leave, a dark cloud of dissatisfaction over my head.

Picture credit: Sting Pictures

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Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

Your last chance

new story 2

z used drawing face schoolboy Hot (1)

You sit alone in the sixth-form common room. Sun beams shine in your eyes magnified by the glass in the closed window but you can’t be bothered to move. The cushion on your “easy chair” is misshapen, one of the elasticated slates holding it in place is broken. You slump down in it and survey the room. At least half of the chairs are in some state of disrepair. A Formica-topped table is worn and chipped. A folded up page of the Daily Mirror, wedged under one leg keeps it from wobbling. The battered tea urn stands by a sink full of unwashed mugs. The rubbish bin overflows. Nothing changes in that room.

You stare at the clock on the wall. You have seen it many times. You know like a pub clock it is set a few minutes fast, an failed confidence trick to induce pupils to get to lessons on time. The words “London County Council” are engraved in large black letters across the white face. A successful deterrent against theft. It is almost four o’clock; nearly time for your appointment.

You hold a copy of George in your hand. Twenty-four pages of A4 Roneo’d paper held together by two staples. There is still a faint whiff of methylated spirits on it. The illegal school magazine; published this morning. One hundred and twenty copies distributed – free of charge. You know it will cost you three weeks wages from your Saturday job at Freeman, Hardy and Willis. You think it is worth it.

You flick through the pages; past the jokes and cartoons, through the short stories and “investigative journalism” to land at the poems. Your poem. Three verses, twenty-four lines. You don’t read it again, there is no need as you know the words off by heart. A poem? It is not poetry, more like doggerel. You don’t care. It has your initials on it; people know who wrote it. That is the point.

You think of Miss Lowenstein, the fearsome old battle-axe. You know she has been in Mr Henderson’s ear the whole day. “Something must be done. He cannot be allowed to get away with this,” she has been saying. Or something quite similar. No one at the school likes Miss Lowenstein. She really is an old crone. One of the ugliest women you’ve ever seen; hair pulled back tightly in a bun, buck teeth, blotted skin and a gammy leg, courtesy of childhood polio.

You had her for English since the fourth year. In her first class she says she is a tough disciplinarian and calls herself a “martinet” and when no one can tell her what that word means she makes you look it up in the dictionary. She sets herself apart from the other women teachers; no way can you call her “miss”; it’s “ma’am.” She has a mean streak and is a bully and vindictive. You are counting on that. Your verse doesn’t name her, but everyone knows who you mean by the “Old Crow.”

You have to go see Mr Henderson in his office at four. He’s head of Upper School. You don’t see much of him usually; your comprehensive school has about 1,600 pupils, it’s like a factory. Mr Henderson is in charge of discipline. You think the Old Crow wants him to cane you for your insolence. You wring your copy of George in your hands, twisting it into a cylinder. Yes, you think to yourself. You, eighteen years old, a prefect, just about to leave school for ever about to get the cane. God! You hope so!

You don’t know when you first started dreaming of corporal punishment. You think you have been fascinated by this forever. Sometimes you go over someone’s knee (you’re not sure whose but preferably someone big and strong). Mostly, you are in the headmaster’s study for six-of-the-best from a whippy, curve handled rattan cane. You are in an elite public boarding school which is a world away from the inner city comprehensive you go to. In real life, you have never been caned, not even spanked, in your life. It is, you reckon, now or never. Your last chance.

The hand on the clock is moving too slowly. You climb out of the broken chair and pace the room. You pause by the door, your ears prick up, you listen for sounds in the corridor outside. You hear none, but to be safe you inch open the door and peek outside. You confirm you are alone. You walk back into the room, your heart beats fast. You approach the chair you were sitting on, then stand behind it. You close your eyes, a headmaster with an aged academic gown across his shoulders and a battered mortar-board cap on his head is swishing a cane through the air. He leans forward, taps the back of the chair with the tip of the cane. “Bend over, Crosby!” he intones. In the sixth-form common room you lean forward and stretch over the chair. You grasp the cheap foam filled cushion and spread your legs. You keep your bottom high and your head low. The headmaster lays the first swipe across your meaty buttocks.

When the six-of-the-best is over, you rise to your feet. You are breathless and your cock is twitching. The fantasy is great and you hope Mr Henderson has a big armchair waiting for you. It is hot but you don’t open the window; you find your blazer and climb into it. It is an ordinary black jacket with the school crest on the pocket; it’s nothing like the green and yellow ones the boys at the grammar school wear. You do up all three buttons and then pull at your necktie. Boys at the school ever do up their ties, but you want to look the part. The submissive schoolboy summoned to the headmaster’s study. Something exciting is happening to you but you can’t find the words to describe it.

The minute-hand on the clock judders to twelve. It is time. Mr Henderson’s room is along the corridor outside the sixth-form common room. In your dreams there is always a long walk to the study and you go through a cobbled quadrangle into a building with ivy-covered walls and mullioned windows. The passageway is lined with oak doors. Your real school is a concrete-and-glass monstrosity. The corridor has grey, scratched plastic floor tiles. Each door is constructed with some new-fangled artificial material. You could be at the offices of the municipal council.

You stop outside Mr Henderson’s door. You read his name typewritten on a card stuck on with Sellotape. You check your tie, pull at the hems of your blazer and check the shine on your shoes. You are wearing fashionable wet-look slip-ons with a faux silver buckles. You bought them at a discount at the shop where you work. In your mind you are at St, Alphonso’s, a fine public school for the sons of gentlemen. The time is about sixty years ago. You knock on the door. There is a faint noise from within that sounds like, “Come in,” so you press down on the door handle and push.

You are surprised to see Miss Lowenstein there. It heartens you. She is determined to make sure you get your caning and she is personally going to witness it. You have never been in the room before. It is very small. You stand as best you can in front of his tiny desk. Unlike those in your imagination it is small, functional and clearly not built from walnut. It is in a mess and piled high with files and official documents. He sits in a wooden armchair and there are two plastic chairs, purloined at some time from a classroom, in front of the desk. You see a metal filing cabinet in a corner and there are some metal shelves screwed to walls. And that is it. You see no stuffed armchairs, no ancient Chesterfield couch, no open fire, no cabinet of sports trophies, no packed bookcases with leather-bound volumes and most disappointingly of all, no umbrella stand in the corner with three or four crook-handled canes of varying thicknesses dangling from it.

You see this is not a headmaster’s study, it is the office of a middle manager. Miss Lowenstein moves to one side of you and is now out of your eyeline. Your disappointment grows when you look at Mr Henderson. You see no academic gown or cap only a middle-aged man with a beer gut man in a scruffy shirt and plain tie. His beige trousers were purchased at a cheap chain store many years ago.

You know your school has not abolished corporal punishment, but no one can remember the last time a boy was caned. That has always been a disappointment to you. You hear at the grammar the cane is swished through the air every day by enthusiastic schoolmasters. If you were a boy there you could be caned as often as you wished – you know smoking cigarettes is a caning offence. You would be on forty a day.

Now you realise your cunning plan is about to come to nothing. Mr Henderson probably doesn’t believe in the cane. He has only summoned you for a ticking off. You think maybe he will make you write a letter of apology to the Old Crow.

Mr Henderson doesn’t quite know what to say. He calls you “Crombie,” which isn’t quite your name. He mumbles something about how awful you have been. He says your behaviour is “ugly” and you suppress a laugh, thinking that word perfectly describes Miss Lowenstein. You tune out, no longer listening. You want to get out of there and go home. You know you can make this into a fantasy when you are in your bedroom. You hear words but they seem to be coming from a long way off as if drifting on the wind. You realise he has stopped speaking. He is waiting for you to say something. You are unsure if he has asked you a question. You mumble, “Sorry sir”, just to say something.

Then you hear him say, “I am going to cane you.” You wake up at that. You stare at Mr Henderson seeking confirmation that you heard correctly. He is on his feet now and your eyes follow him as he takes the short distance across his office. He reaches the filing cabinet. You have not noticed until now on top of it lies a short stick. You see it is no crook-handled whippy cane beloved of public schoolmasters. It is a  piece of bamboo, a little over two feet long. You watch him pick it up and you see it is rigid and impossible to bend. It looks like a garden cane but you are not sure as there are no gardens anywhere near where you live.

You see Mr Henderson is uncomfortable with the stick in his hand. He looks embarrassed. He does not swish the cane through the air and it is too stiff for him to flex into an arc. You hear him speak the wonderful words you have waited to hear all your life, “Bend over.” Your throat dries. You take another look around the room and you confirm there is nothing to bend over. The desk is piled high with files; the plastic chairs are too low. You look at Mr Henderson for guidance. His face is flushed. The heat in the airless office and the stress of the moment disturbs him. He points the cane at a space in between his desk and the door.

You take his hint. You shuffle a pace and a half. “Face that way,” he says, so that you have your back to the desk. You see Miss Lowenstein hobble away and flop down into Mr Henderson’s chair. She is giving herself the perfect view. Mr Henderson has not given the time-honoured command “touch your toes”. Many times at home you pretend you are one of the boys sent for “six on the bags” as the old school stories have it. Often you  dress in black blazer and grey trousers and pose in front of the full-length mirror in the hall of your council flat. You bend over touching toes and admire the tight contours of your bum. Your uniform is ordinary and so are you: standing at about five-foot-seven, a little over eight-stone in weight, and properly proportioned.

You take a deep breath and bend from the trunk. You keep your knees straight and by parting your feet a little you are able to brush your fingertips against your shiny black shoes. You feel your tight cotton briefs dig into the crack between your cheeks. You know that your buttocks are filling out the back of your trousers and presenting a marvellous target. You wait staring down at the worn industrial-strength carpet. You recall all those times in front of the mirror. You don’t mind how much this hurts, you will shut your teeth and bear it; like the boys in the stories you love so much.

There is no swish as the Head of Upper School makes his preparation. Suddenly there is a dull thud and you realise the cane has landed on your bum. You feel it but there is no agony, no intense pain, not even a throbbing ache. The second and third stoke land. What a disappointment. You hardly feel a thing. You realise Mr Henderson’s heart is not in this. You feel terribly let down.

He gives you six strokes. You have not been caned before and know of no other boy who has. You have nothing to compare it to, except your fantasies. You know that this was not “six-of-the best.” It couldn’t be. You should be howling with pain, jumping up and down from foot to foot and furiously rubbing away at your savaged backside. Instead you remain bending over, hoping that this is not all. Somehow you have learnt the etiquette is for a boy to stay in position, fingertips on toecaps until the master gives permission to stand up. In the stories failure in this respect leads to additional strokes. You would be quite content to get extras, nonetheless you continue to admire the faded blue carpet.

You hear Mr Henderson moving behind you and there is a rattling sound as he replaces the cane on the top of the filing cabinet. Then you hear him say rather absent-mindedly, “You should stand up now.” You do so. Your head feels funny but you think that is because you have been upside down and blood has rushed into your brain. You feel deep disappointment and wonder if your face shows it. If you are nonchalant and make it clear the caning did not hurt would Mr Henderson fly into a rage, sweep the files from the desk, grip you by the neck, hurl you facedown across the desk and proceed to thrash the living daylights out of you?

Clearly not, as Mr Henderson simply says, “You should go now.” You look towards Miss Lowenstein. She has a face like thunder. She too is not impressed by Mr Henderson’s lack of prowess with the cane. She wants to see you clutching your bum in agony and choking back sobs. For the first time in your life, you sympathise with her.

You turn away, open the door and you are in the corridor. In some of the stories you know at this point a boy is rubbing his backside furiously as he rushes back to his study. You do have a sneaky feel of the seat of your trousers, a quick rub with your thumb, but there is no sensation. You can go to the lavs to inspect the damage but you know you will find none. So, you return to the sixth-form common room and collect your vinyl holdall before going home seeing yourself as another victim of the failing comprehensive school system.

 

Picture credit: Hotspur

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 More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

 

My Friend Justin

z used school longs after (8)

“What did I say would happen if you scored a B+ in your English essay? What did I say?”

“Spanking. You said you’d give me a spanking.”

“Yes, and that’s exactly what I’m going to do.”

Justin was the best friend anyone could ever have. We were eighteen years old at the time and had known each other all our lives. We’d grown up on the same street, played with the same children and attended the same school.

So, when I had to unburden myself of a secret, one that had been eating away at me for years, he was the one I told.

He was brilliant; he didn’t say I was queer or anything like that. He just asked me for all the details. And, then he came up with a plan.

Well, where do I start? I told him that I wanted to be spanked, but I did feel I had to make it clear I didn’t want to be spanked by him especially, which was true. I didn’t fancy him at all, still don’t actually.

I fantasied about being spanked by older men. There was one dream I kept having; it involved a teacher at school. Mr King his name was. A right old fossil; he must have been sixty if he was a day. I wanted him to cane me in front of the whole class: all my sixth-form mates. I was dressed in my school uniform; black blazer, dark grey long trousers, grey shirt, and I would, on his command, submissively undo my leather belt, pull the buttons on my trousers and let them drop to my knees.

Then, when he told me to I had to bend over a table, head to the front, legs to the back, with my bum positioned high over the top.

Then, he would pull my gleaming white underpants so tight they stretched over my buttocks and then slowly he would swish his whippy cane, the one with a curved handle, into my taut little bum. That fantasy got me every time. It’s getting me again, even as I am writing this all these years later.

I was too embarrassed to tell anyone about this; but now as I get older I realise that every adolescent male has these fantasies; the only difference between me and most others is that they were dreaming of the French mistress spanking them.

Despite my wicked fetish for spanking there was not much I could do about it. Corporal punishment had been abolished in schools years earlier, so I could not engineer a caning or a slippering. Gone were the days when I could make sure I got caught smoking a cigarette behind the bike sheds so I would end up touching my toes in the Year Master’s office. If that were only possible, I would be a twenty-a-day man believe me.

I couldn’t get spanked at home. My dad was a bit of a wimp to be honest and he pretty much let me get away with anything. Not that I was a wicked kid, I wasn’t, but maybe he could have bent me over the armchair and taken his belt to the seat of my jeans when I was cheeky, or worse insolent; which was often.

I had tried to raise spanking with my friends, but was too inept to do it. I do remember when we were very young, seven or eight maybe, the girls in the street were playing “schools” and someone talked about “getting the cane.” Even then, something inside me stirred at the mention of corporal punishment, but I was too young to understand and, of course, my fetish hadn’t really developed at that age.

I used to read lots of comics, we all did in those days, and especially went for the stories where the naughty boys (who remembers Roger the Dodger or Dirty Dick?) ended up in the last frame of the story pictured across dad’s knee for a spanking with the slipper. Come to think of it there were plenty of stories about naughty girls (Beryl the Peril, Minnie the Minx come to mind) who also ended up over dad’s knee. Try writing kids’ comics like that today: how innocent we were then.

Once when I was a bit older, Brian, a friend of a friend, and I were at my house and we acted out stories from the comics, but when it came to the smacked bottom scene we were both too timid to go through with it. Looking back, I suspect Brian was as disappointed as me that we didn’t.

I did go on the Internet to find spanking porn. It was not quite as advanced as it is today, so you couldn’t get videos, but I did find some pictures. One set that really got me going was about a dad who found his son dressed only in his underpants reading a porn mag and dragged him into the bedroom. The boy must have been twenty years old but that didn’t stop his dad. Then, with his pants around his ankles, the boy gets a butt blistering from dad’s hairbrush. Yep! That had me squirting my jizz.

I told Justin about my spanking desires one afternoon after school when we were around his place. He was a “single parent” child and his ma worked long hours for crap pay at a factory, so he had the house to himself a lot.

“So do you want me to spank you? Is that it?”

I couldn’t believe it. He had the same desires as me. My face must have gone scarlet and my reply was mumbled incoherently.

“I’ll take that for a Yes, shall I?” he laughed.

“Only if you want to,” I eventually stuttered.

I learned over the years to come that Justin was completely unshockable. He wasn’t the least turned on by the thought of spanking me or being spanked by me. If I had said I wanted a sex change to become a woman, he would have reacted in the same cool, matter-of-fact way. He would probably have asked me what the procedure involved and how much it would cost, but he wouldn’t have judged me.

“What have you done to earn a spanking?”

I hadn’t expected this question and rushed to think of some naughtiness I had committed.

“I’ve been rude to my ma,” was the best that I could come up with.

He laughed again. Looking back he was always laughing, “So what’s new about that? No, you have to do something to earn the spanking.”

I didn’t understand at first, but then I hadn’t realised that Justin might one day make an expert psychologist.

He explained, “You want to be spanked, so you have to do something to earn it: something that you should do but wouldn’t normally do.”

I wasn’t following, so he went on.

“Say in the old days your dad might say, ‘If you don’t clean up your room, it’s my slipper for you, my lad.’ If you didn’t want a spanking you’d clean up the room; but if you did want the slipper, you wouldn’t. So, the room would not get cleaned up and you get spanked. So, you have achieved your wish, but your dad has failed in getting the room cleaned. Are you with me so far?”

Not really, so he went on.

“But, say you want to be spanked and your dad wants the room cleaned; the best thing for both of you is for him to say, ‘Clean up the room and if you do it well, I’ll take you across my knee and tan your arse with my slipper.’ Get me now?”

I was beginning to. “So I have to do something that I should do but I am not doing and if I do it then I get spanked.”

It was as clear as mud.

“Look,” Justin was on a roll and could not be stopped. “You are not a good student. It’s a fact, don’t argue. You are bright, but you don’t work, so you will fail your exams. Let’s say, if you pass your A-levels, I’ll spank you. It’ll be an incentive for you to work hard.”

Okay, I got it now, but the A-levels were months away and I told him so. I wanted my spanking now; preferably this evening before his ma came home.

But, it was not to be. Instead, we compromised. There was an essay due in this week for the English Literature course that I was failing. Justin’s plan was if I got a mark of B+ or more, I would be rewarded by him with several marks across my backside, courtesy of a large wooden clothes brush. A deal had been sealed.

I had hardly ever worked so hard on a school essay; I even read the set book, rather than the “crib” notes, that’s how keen I was to get a good grade.

Mr Archer, our English Lit teacher, made a snide comment when he returned my essay. “B+, had a little help David?” Yes, I had, but not in the way he meant.

Justin laughed.

We hadn’t spoken about our deal since the moment we made it and I wasn’t sure if he intended to stick to the bargain. Then, in the middle of the lesson, he lent across to me and whispered. “My place, four o’clock.”

I couldn’t concentrate on my work for the rest of the day; there was nothing new in that, but this time it was because of the anticipation of what was to come. In the past few days, I had fantasised about what would happen, but much as I liked Justin, I should have preferred it if my spanker were an older man. Actually, come to think of it, it would have been more pleasurable if Mr Archer really did believe I had cheated on my essay and threw me across his knee as punishment.

I was eager and arrived too early at Justin’s house and had to wait on the doorstep until he got home. He had, of course, stopped off at the library after classes ended.

Justin could see I was nervous. Was he nervous too? Looking back I can see the absurdity of it; one eighteen-year-old was about to take another across his knee and spank him. When did that ever happen in real life?

I watched as Justin rummaged through a drawer and found what he was looking for. Then he turned to me, clothes brush in hand.

“What did I say would happen if you scored a B+ in your English essay? What did I say?”

“Spanking. You said you’d give me a spanking.”

“Yes, and that’s exactly what I’m going to do. Take off your blazer and put it on the table.”

While I was taking off my blazer, Justin did the same, and then he took a wooden backed chair and placed it in the middle of the room. My pulse was racing; this really was going to happen. I could feel my cock stirring in my trousers, God, I hadn’t thought about that; I am going to pop wood.

He sat down in the chair, “Come stand there,” he pointed to a spot to his right. I moved, breathing heavily. I had just realised we hadn’t discussed how he was going to spank me; do my trousers come down? If they do, he’ll see my todger is standing to attention like a soldier on sentry duty.

He snapped his fingers. “Bend over my knee.”

I hesitated. I could see Justin’s legs in front of me, they were thin and spindly, as you might expect from someone his age. In my dreams the laps of my spankers were always huge and well-padded. I wasn’t sure this was right at all.

I think Justin must have misread my hesitation. “Do you want to call it off?”

No, I did not. Without a word, I lowered myself over his knee. Again, it wasn’t quite as I expected. I was too close to the floor. In my dreams I suppose I was a little kid, not a strapping eighteen-year-old sixth-form schoolboy.

“Ouch!” I couldn’t help but cry out as the first whack hit me in the middle of my left buttock, followed almost immediately by another on the right. Then another. And another.

Jeez, it hurt! I gasped at the shock of it. I found myself wriggling involuntarily over Justin’s lap. I was in pain, but it wasn’t agony. My bum stung a lot, but quickly it turned to a warm glow.

Justin wasn’t acting, they weren’t love taps he was giving me these were proper wallops with the brush. He was crashing the wood into my trouser-covered buttocks with great force. I was gasping for air as my blood pressure rose. Blood was also surging to my cock and my hard-on was now raging.

Justin giggled, “Oh, you’re enjoying this are you?” and he carried on whacking my bum with renewed vigour, whacking three stinging spanks on one side of my bum, three on the other side and then a real hard thwack on my sit spot. Then he did it all over again.

I was losing control, my reflect movements had me bucking and kicking and struggling to get off his lap but he held on tight and kept spanking me.

And then the inevitable happened: I was beginning to orgasm; I shot my load, creaming my underpants and my trousers.

“You dirty bugger!” Justin snorted, stopped spanking me and pushed me off his lap so that I tumbled to the floor. My hands went to my arse to rub at the pain as I circled around on the carpet, kicking my legs.

“Ow! Ow! Ow!” I cried. I was in pain, but not much. Despite the intensity of Justin’s spanking, my trousers and pants had given me considerable protection. As I would learn in future, had he spanked me that hard with such a heavy brush on my bare bum, it would be ripped to shreds by now.

Justin was off the chair and doubled over with mirth. At that moment we heard a click at the front door and a cry, “Just. are you home?”

I jumped to my feet and noticed how large the stain was on the front of my trousers, just as Justin’s ma came into the room. I fled the house in embarrassment, leaving my pal to explain to his ma what was going on.

At home I admired Justin’s handiwork in the mirror. My bum was dark pink and some bluish bruises had formed at the end of my cheeks. The imprint of the brush was distinct where he had spanked my thighs. The sight of my battered bum set my todger off again and I grabbed a handful of tissues and lay on the bed.

I have a lot to thank my great friend Justin for; not least my success in my A-level exams; but that’s another story … or six.

Picture credit: Sting Pictures

This story was first uploaded in November 2015.

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More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com