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

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More stories from Charles Hamilton II are on the MMSA website

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

Rory and Alistair – part 1

z used twosome outdoors Vanguard

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

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

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

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

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

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

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

“Ouch! That hurt,” he grinned.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Picture credit: Vanguard

 

This story was first uploaded in February 2016.

 

Other stories about Rory and Alistair are here

 

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More stories from Charles Hamilton II are on the MMSA website

 

Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

The Crammer College

z used drawing classroom Hot (14)

SCENE. The principal’s office at Brocklehurst College, a “crammer” for young men who have failed their A-level school examinations. Five assorted eighteen-year-old boys are lined up ill-at-ease in front of the Principal’s desk. The Principal is speaking.

Stand up straight, all of you! You boys have never met one another before but you know you are all here for the same reason. You failed your A-level examinations and now we have little more than two months to prepare to retake them.

None of you are stupid, that’s clear. But you are lazy and you lack self-discipline.

It’s because you lack self-discipline that here at Brocklehurst College we have a regime that imposes discipline upon you.

Here we use corporal punishment.

Don’t look like that; you are fully aware of our methods here. More to the point, so are your parents. Indeed it is precisely because we use corporal punishment that they have signed you up. They want you to pass your A-levels and we want you to pass. It is still to be seen whether you boys want to pass.

We use corporal punishment. The teachers will use a strap or a slipper if you are late for class or inattentive. For more serious offences, such as poor work, they might use a cane. If you are sent to me for punishment I shall administer the cane across your backside. If you repeat the transgression or are guilty of a more serious matter, that caning will be on the underpants or bare bottom. I hope I make myself clear.

Good, it seems that I do.

Here you will work hard; seven days a week. As a break from your studies on Wednesday afternoons and Sunday mornings there will be physical activities that are also intended to broaden your minds. These activities are compulsory for you all.

When I have finished with you please go to the dormitory where you will find your college uniform. You each have a blue-and-yellow-striped blazer, grey flannel short trousers and grey and blue knee socks. You will wear this uniform at all times, both inside and outside the college.

Silence!

You will hand in all your other clothes and these will not be returned to you until the day you are ready to leave. You will also hand in all your personal possessions, including phones and electronic gadgets. This is an alcohol, tobacco and drugs-free college so if you have any of these items in your possession please hand them in.

You should consider this an amnesty. If you have these items and hand them in then nothing more will be said, but if you do not and later you are found in possession of any these items you will be punished with the utmost severity. Is that clear?

Is that clear!

Good.

You boy, what’s your name?

We use surnames only at the College. And you will always address me as, Sir.

Well, Wendersley, did you read the College instructions about haircuts?

Well boy?

Yes, you did. Then you know the College rule is that hair must be cut short and not touch the neck or ears.

So, why have you not followed the instruction?

Sir! I have already told you that you must always address me as, Sir.

So, you knew of the instruction, but decided to deliberately disobey it.

Yes, that is about the size of it. You will wait behind after the others have been dismissed. I am going to beat you and then I shall arrange for a man to come from the town to cut your hair.

Be quiet. All of you.

Now, I want you to go and put on your uniforms and return to my office at five o’clock. Do not be a minute late. I will then give each of you six strokes of the cane.

Be quiet.

Pah! I will give you six-of-the-best. This is to show our dissatisfaction at your past laziness and failure at the examinations.

I said be quiet. I will not allow this. You will obey my instructions to the letter.

I will give you six-of-the-best to show our dissatisfaction at your past behaviour, but it will also be a warning for the future. If we consider you are slacking in your studies you will be beaten again. I hope I make myself clear?

Right. You four boys go to the dormitory and change. You. Wendersley. Stay behind.

Right let me deal with you Wendersley. Please take that armchair there and turn it round so that its back faces into the room.

Thank you.

Ah, it would seem that you have never seen a rattan cane before.

I thought not. It is a pity. If you had been caned earlier in life you would not be the slacker you are today and you would not need to be here.

Look how swishy it is. It will hurt you a very great deal. That is the point of a caning.

Please stand behind the chair.

Silence, boy. You will do as you are instructed. Stand by the chair.

Wendersley, if you do not accept your punishment I will not allow you to stay at the college.

Would you like me to telephone your father and tell him I am putting you on the next train home?

No, I thought not.

Stand by the chair.

Closer boy.

I see you are wearing thick jeans. Perhaps, you should take them down.

Wendersley, you are becoming tiresome. You will please do as I instruct. Take down your jeans.

I am waiting Wendersley.

Ha! Bright red underpants. From now on Wendersley you will be wearing white cotton Y-fronts.

Now, bend over the chair.

Quickly.

Keep your head low and your bottom high.

That’s right. Here is the first stroke.

Bend back over boy. If you stand up again, I shall give you extra strokes.

Back over.

Number two.

Doh! Keep still.

Three.

I shall not tell you again.

Four.

Stop your blubbing, take it like a man.

Five.

Keep those legs still.

Last stroke.

You may stand up Wendersley.

Stop rubbing your bottom.

Pull your jeans up. Get dressed properly.

Stand there.

Here, take this and wipe your eyes.

I hope you have learnt a lesson. At Brocklehurst College you must obey the rules. Failure to do so will result in corporal punishment. There will be no exceptions.

Tomorrow, I shall arrange for you to have your hair cut.  For now, go to the dormitory and change into your school uniform. Be sure to be back here at five o’clock with the other boys.

You are dismissed.

 

SCENE Some days later in a classroom after a geography test. The geography master and a student are alone.

Well, Hill, fifty-two percent; that’s pretty dismal don’t you think?

It’s nowhere near A-level standard, boy. You should have been able to answer these questions at GCSE, lad.

You need to buck your ideas up.

Yes, you do.

Please fetch me that plimsoll.

Hill. Fetch me that plimsoll.

Hand it here, boy. Hand it here. Thank you.

Stand there beside me.

Look, Hill. If you make me repeat everything I shall make sure I also repeat the number of stokes I give you. Do you want double?

No, I thought not.

Stand there.

Come closer.

Now, take down your shorts.

Hill!

Quickly.

That’s better.

Over my knee.

Doh! Come here.

Put you head lower.

Now, give me your arm. We don’t want you going anywhere.

Stay still. Stop wriggling.

Still boy. I am going to spank you with this slipper. Just accept the inevitable. And make sure you do better in tomorrow’s test, or you’ll be across my knee again.

Let’s have these down. Oh, you weren’t expecting that? Well, Hill, it’s not a proper spanking unless it’s on the bare.

Don’t fight me boy!

Hhhhhhh, if you fight me, I’ll get one of the other boys to come in to hold you down over the desk. So help me, I’ll take your backside off.

Mmmmm. The more you struggle, the harder I’m going to spank you. I can keep it up all night if I have to.

Hill! Do you want me to send you to the Principal? Do you want his cane across your bare bottom?

No, I didn’t think so.

Stay still, take your punishment.

Twelve more, then we’re done.

 

Picture Credit: The Hotspur

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

Mr Gregory, the Office Manager

z used cane longs adult office suit

Adrian chewed on his bottom lip and kept his eyes downcast on the carpet. He was not quite sure where to put his hands, so he let them hang loosely at his sides, then he clasped them behind his back the way a member of the royal family does. Lastly, he held his hands in front of his cock like a footballer defending a free kick. Then he started the routine all over again.

He could not get his eyelids to stop flickering; he was wracked with anxiety.

“You know why you are here young man.”

Adrian was not sure: was this a question, or a statement of fact? He decided a non-committal grunt would be enough of a response.

“Your work is sloppy. You make countless mistakes; you do not pay attention when you are working.”

It was quite a litany of complaints.

And there was more. “You are often late into work and back from lunch. You are often away from your desk for no good reason.”

Adrian listened as best he could. His heart was pounding so hard he thought it would burst through his chest. His breathing was becoming shallower and those damn eyelids would not slow down.

“I warned you before about your conduct, young man.”

Yes, Adrian silently agreed. Mr Gregory had warned him. More than once actually. There was nothing Adrian could say in mitigation. Everything his boss said was true. He was probably the worst accounts clerk in history. He had no aptitude for the job; no head for figures. Hey, he could not even add up properly.

It was a wonder to him how he ever got this job in the first place, but really he had no choice but to stick at it. Jobs were hard to come by these days and you did not readily give one up.

Mr Gregory eyed the accounts clerk. The boy’s clear skin was flushed pink; with embarrassment and also anxiety. His sparkling grey eyes were a little moist and hidden by his long curled lashes that refused to keep still.

“What did I say would happen if your work did not improve?”

Adrian’s pinkish face turned pillar-box red. He could not catch his breath.

“T..t..t…” he tried to respond but no words would form. His mouth was now as dry as the Gobi Desert.

Mr Gregory enjoyed the boy’s discomfort and his grey deeply-lined face cracked into a broad grin as he leaned forward in his chair.

“I’m sure you haven’t forgotten,” he cackled, his beaklike nose gave him the appearance of an eagle about to sweep down on the poor boy.

Adrian’s breathing, once shallow, now almost stopped completely.

“Well then young man let’s get this over with shall we.” Mr Gregory hauled himself from his padded chair and took a few steps across the room.

Adrian eyes followed the middle-aged man and his eyelids still worked overtime.

Mr Gregory sighed audibly and stooped down to reach the bottom drawer in an old-fashioned wooden chest.

Adrian closed his eyes tight: knowing instinctively what his boss would withdraw from it.

“Here,” Mr Gregory straightened himself and turned towards Adrian. “I said if your work did not improve I would cane you.”

Adrian was transfixed. His cruel ugly boss held a long yellowish-brown stick between his hands.

Mr Gregory was very proud of his cane. He fondly imagined it was just like hundreds that were used every day by schoolmasters to whack the stretched backsides of naughty schoolboys.

He wobbled it in front of Adrian’s face, hoping to intimidate him. He succeeded.

The rod was a little over three feet in length, about the thickness of a pencil and with the traditional curved handle at one end.

Through half-closed eyes Adrian watched apprehensively as Mr Gregory slashed the springy rod through thin air.

This was not the first time Adrian had seen such a cane. He had been on the receiving end of one many times at school for general laziness and misbehaviour. Adrian had been raised to believe a thrashing with a cane was a just punishment for wrongdoing. He knew he had screwed up at work and he had been warned of the consequences if he did not improve. He really did not have anything to complain about, but it was a little strange to have to show his backside to his boss. Adrian had thought he had left all that behind at school.

Mr Gregory whipped the cane through the air one more time. Seemingly satisfied that he now had the measure of the rod, he pointed it at his desk.

“Take off your jacket and put in there,” he swished one more time for emphasis.

Mr Gregory watched intently as Adrian with fumbling fingers undid the button of the jacket of his dark grey suit and slid it over his shoulders, uncovering his gleaming white shirt. With his dark blue striped tie and dark grey trousers he could be mistaken for a senior pupil at any of the local schools.

Mr Gregory drank in the sight of Adrian’s muscular shoulders and slim flat stomach as the boy carefully folded the jacket and placed it on the desk. He was so unlike many of the other boys in the office, still in their teens but already running to fat with middle aged spreads around their waists.

Another swish of the cane told Adrian it was time to prepare himself.

“Take that chair and turn it round so that the back is facing you.”

Although Adrian was no virgin to the sting of the rattan cane, he still did not relish the ordeal he was about to face.

Sorrowfully, he gripped the large padded leather chair and in one movement swivelled it round into position.

Another swish of the cane, this time directed at a spot on the floor.

“Stand there young man.”

Adrian shuffled forward and stopped.

“Closer!” Mr Gregory was impatiently anxious to get started. Adrian, however, was quite keen for the action to be delayed.

“Bend over the chair!” It was a curt command devoid of emotion. Mr Gregory had to perform his duty.

Adrian hesitated, gripped by the absurdity of the situation. Here he was a nineteen-year-old man expected to bend over the back of an armchair to offer up his arse for his miserable boss to whack with his cane. But there was nothing he could do about it; Mr Gregory was in charge.

For the first time that afternoon Adrian caught Mr Gregory’s eye; was his boss just a little embarrassed too? He could not tell.

Swish! “I shan’t tell you again.”

Adrian hesitated no longer; if he wanted to keep this job he had no choice. He took a deep breath, rubbed his hands together, took a pace forward and swiftly fell face first over the back of the chair.

“Bottom higher, legs further apart.” They were unnecessary instructions for Adrian’s bottom was already perfectly positioned to receive punishment. And what a trim bottom it was, much admired by the girls in the company and, if only Mr Gregory knew, by a surprising number of men as well.

Mr Gregory took up position about three feet from Adrian’s left buttock, before carefully rubbing the springy cane across the very centre of the boy’s globes. Tap, tap, tap, it went. Mr Gregory heard Adrian hold his breath in anticipation of the first agonising cut that would soon slice into his bottom.

Slowly, Mr Gregory raised the cane about four or five feet above the boy’s taut bottom and then with an almighty swing he slashed it down across the very centre of the target area.

A gasp of air whistled through Adrian’s clenched teeth, as a burning stripe seared into his tight cheeks. Instinctively he gripped hold of the foam padded seat cushion and let the pain course from his rear end up and down his stretched legs.

“Owww!” he could not help himself. He had determined not to show Mr Gregory any emotion, but this first stroke was worse than anything he had ever been forced to endure at St Simeone’s School.

Mr Gregory admired his handiwork. Yes, he smirked to himself that one had really hit home.

He raised the cane once more and positioned it a half an inch below the first cut. Again he gave the swing all his strength. The cut hit Adrian’s pert buttocks at speed, sank a little into what flesh there was on the boy, and bounced back with vim.

Adrian screamed like a stuck pig. Still gripping the cushion his back arched and his feet stamped up and down. Never in his entire life had he felt such agony. To say it felt like a white hot poker had been pressed against his skin would be an understatement.

The boy’s face, usually so clear and a little pale, was now puce. His beautiful grey eyes were drowned in tears.

He wanted desperately to plead for mercy. He would do anything for Mr Gregory. Anything at all. He would concentrate on his work, go to night school to learn accounting; buy himself an adding machine. He would be the best-ever accounts clerk that ever lived, if only Mr Gregory would stop hurting him.

“Yowllll! Oh my God!” The third struck diagonally across the other two, setting both on fire again. The howl that surged from his throat was so deep; Adrian thought he would vomit at any moment.

Mr Gregory spluttered and coughed. His body convulsed one way and then another.

“Urgggh” he was woken by a cold damp patch across the front of his pyjamas.

Miserably, he wriggled the pyjama bottoms over his buttocks and down his legs, before throwing them from under the bedclothes onto the floor. Then he rolled across to the empty half of his bed and tried to resurrect Adrian and those trim buttocks that still had to endure three more strokes from Mr Gregory’s cane.

The next day was Saturday so there was no work. Mr Gregory got up at eight o’clock, bundled his soiled pyjamas together with the bedsheets and the rest of his laundry into the washing machine, picked up his keys and left the house.

He was a creature of habit and just like every day, he shuffled down the street to the newsagents. It was still early and the street of small semi-detached houses was almost deserted. Couples were still snuggled together in bed, enjoying what was euphemistically called a ‘lie-in.’

It was June and the day was already heating up. There had been a heatwave for days and the forecasters said there was much more to come. At the newsagent, as he did every morning, he nodded a cursory “good morning” to the silver-haired lady behind the counter. He had been to the shop every day for ten years and still did not know the lady’s name. Somehow she knew his. Almost.

“Good morning Mr Gregson,” she smiled the way that small shopkeepers, eager to ingratiate themselves with customers, always did. He handed over some coppers and took his copy of the Daily Express. On weekdays he would then proceed on the five minutes’ walk that took him to his office, but on Saturdays and Sundays, he went in the opposite direction and made his way to Joe’s Café.

Mr Gregory had lived in Tylesbury for more than twenty years. It was what was still called a ‘new town.’. It had been built in the 1950s to house people cleared from the slums of London. Tylesbury was full of bright little homes for people to live in and factories and offices for them to work at. It was a socialist vision for the future.

His was a mundane life. He was born in Bethnal Green, which despite its promising name was not a rural paradise. It was a poor area of London near the docks and heavily bombed by the German Luftwaffe. He left school aged fourteen and drifted aimlessly from job to job. Kids did in those days, there was plenty of work and nobody had much care for the future.

He did his National Service in the Royal Air Force. It was in the Pay Corps so there was not much glamour in that. For the first time in his life, Mr Gregory found he was good at something. Unlike the wretched Adrian of his fantasies, Mr Gregory was well-organised and meticulous. When he was demobbed he fetched up at Mega Fastenings on the Herbert Morrison Estate in Tylesbury and he had been there ever since; making his way from general clerk to the exalted rank of Administration Manager.

The café was not busy at this time of day. It did most of its trade during the week, servicing workshops and offices. Mr Gregory liked it that way. He sat at his usual table and ordered his usual meal (full English breakfast) and settled down with his paper.

Nobody took any notice of him and he took none of them. He scanned the paper with no real interest. It was the usual stuff; economic downturn, a murder in London’s gangland and politicians droning on about how bad members in opposition parties were. There was a General Election due and they could expect a lot more of that before polling day.

Then he turned a page and saw something that made his juices drool. He slammed shut the paper as the café owner came and set his meal down on the table. Mr Gregory hoped the man had not seen the story that had caught his eye. He would not want people to know he was interested in that sort of thing.

With the café owner safely back behind his counter, Mr Gregory surreptitiously opened the paper. He read the story through quickly, then took a mouthful of sausage from his plate and chewed contemplatively as he savoured every detail of the story once again.

There was a school in a town he had never heard of. A right posh school by the sound of it. What happened was that the boys had been complaining about the heatwave. They were sweltering in their traditional school uniform of woollen blazer and long trousers. The older boys, some were as old as eighteen, said they wanted to be allowed to wear short trousers. The younger boys were obliged by the school to wear shorts up to the age of fourteen whatever the weather.

When the older boys demanded the right to wear short trousers their headmaster told them flatly: No. But, they rebelled and a group of them turned up dressed in their smart grey flannel short trousers anyway.

The headmaster went ballistic. They had broken the rules and defied his authority. There was only one course of action. They were lined up outside the headmaster’s study and one by one they were ordered inside.

Mr Gregory read with mounting excitement, ‘One eighteen-year-old sixth-former, who did not want to give his name for fear of retribution, said: “When it was my turn to go in the headmaster instructed me to bend across his desk. He then administered six hard whacks with his cane to the seat of my trousers.

‘“It hurt like Henry.”’

‘Another boy said: “It’s not fair. We weren’t asking to wear beach shorts. We would be happy to wear the same type of grey flannel short trousers the younger boys wear all the time.”’

Oh, how Mr Gregory envied that headmaster. That was the job to have, he thought.

He gulped down more of his breakfast as he read more of the story. Later, the headmaster rounded up three of the ringleaders and he publicly thrashed them in front of the whole school, even though they had already been beaten in the privacy of his study.  And, oh glory! He gave it to them on the bare buttocks.

Mr Gregory’s heart sped. He read the story for a third time and then sipped gently on his tea. Tylesbury had its own posh school, called unimaginatively Tylesbury School. It was an independent grammar school, a kind of private school. The pupils were made to attend lessons on Saturday mornings and he often saw the older boys looking delicious in their bright blue striped blazers and long light grey trousers hanging around the shops in the afternoon after classes had finished. Some of those boys looked very dapper and eminently spankable.

The dreams he had about them would be enhanced greatly, now that he could picture them in their tailored short trousers each in turn knocking on the heavy oak door of Mr Gregory’s study, waiting for the gruff “Come!” from within as their instruction to enter.

Mr Gregory would be waiting in his oak panel-lined study, dressed in his swishing academic gown, a mortar-board cap, the one with the tassel hanging down, planted firmly on his head. To the consternation of the boys, he would be flexing his whippy cane between his hands.

There would be a curt command, “Bend over, touch your toes.” Mr Gregory would roll the boy’s blazer up his back clear of the target area and then thrash six almighty swipes into the flannel-covered buttocks. It would not matter how much the boy yelped, he would get the full six.

Then, “Stand up. Send in the next boy.” And one boy would be replaced by another as headmaster Dr Gregory did his duty and ensured the next generation of gentlemen understood the virtue of obedience.

Carefully, Mr Gregory tore the page from the newspaper. It would join his growing collection. In his spare bedroom at home, he had a tin box that he always kept locked. Inside was a sheaf of cuttings from newspapers and magazines. The box was inside a suitcase (also locked) on top of his wardrobe.

This would become one of his favourites, for sure. Others that he liked to take out and read again and again were about an approved school for juvenile offenders that was closed down the previous year after a government inquiry. They said there was inappropriate use of the cane. Inappropriate? At least no boy there got it across the bared buttocks.

Another favourite concerned two eighteen-year-old sixth formers. There were some young rabbits that were caged up ready to be used by the pupils in science lessons. The boys took the rabbits down to an open field and set them free. That cost them three strokes on the backside.

Mr Gregory wondered why that was considered newsworthy by the Daily Express, but he was grateful nonetheless to add it to his collection.

Breakfast over, Mr Gregory set off on the next part of his Saturday routine. Shopping at the new large self-service supermarket had become a pleasure in recent weeks after he discovered a young assistant called Phillip.

He knew he was called Phillip because all the staff wore name tags. He supposed it was to make customers feel they were getting personal service, as they had done before the large stores drove most of the small shops out of business.

You would not give Philip a second glance if you saw him coming towards you in the street. He was smaller than average, with a pock-marked face, developing jowls and an overbite. But if you saw him walking away you would be captivated by his exquisite buttocks. They were like two pimples inside his loosely fitting black trousers, inviting close inspection from connoisseurs of the male form.

Mr Gregory first saw him in the dry goods section of the supermarket. The old man turned from one aisle into another and quite literally stopped in his tracks. There at the end of the aisle was Philip, his back to Mr Gregory and bending down to put packaged goods on to the bottom-most shelf.

Mr Gregory’s tongue might have hung out, or his face might have blushed scarlet with desire; either way he was immensely conscious of a woman standing close by looking at him in a strange manner. He turned on his heels. He must get away and he must do it quickly.

But the temptation was too much for him. Only a few seconds had passed before he retraced his steps and stood once again at the end of the aisle admiring the vision in the black trousers before him.

Slowly, pretending to have great interest in the cornflakes and other breakfast cereal on the shelves, he inched his way down the aisle, fearful that at any moment the boy would straighten up and go away to another task.

Mr Gregory reached Philip and stood by the boy’s side. Unconscious of the stir he was causing, Philip continued to rearrange the packets on the bottom shelf. The boy’s knees were straight and his body bent. Mr Gregory was so close he could touch him. He had never been so close to a bending boy. It was as if he were submissively presenting his bottom to Mr Gregory and saying, “I’m sorry Sir, I have been a naughty boy, please spank me.”

He was so close he could put his hand in the small of Philip’s back, hold him steady and smack his palm down into the boy’s tiny, but perfectly formed buttocks. His ungainly hand was the size of a shovel and could almost fit across both buttocks at once.

The old man first approached the boy from behind, then covertly moved to the side to take in the full view of one of Philip’s curved cheeks. Mr Gregory raised his hand ready to strike.

Quickly, catching himself before he disgraced himself, he turned away ashamed and almost bolted to the other side of the store. Safe among the dairy cold counter he paused to catch his wind. The sight of Philip’s backside, seemingly offered submissively for a spanking, had literally taken his breath away.

His attempt to continue with his shopping as usual was frustrating. Did he need sugar, how many eggs did he have a home? None of this mattered any more. All he wanted to do was to return to dry goods and stand once again by the boy in the black trousers.

Trying not to be obvious he meandered around the aisles, seemingly haphazardly, but, like a marine on manoeuvres he was headed for one destination only. At last he was in the adjoining aisle. He was wheezing. Why? There had been no physical exertion. It was a sedate journey from one end of the store to the other.

But he did know why but could not admit it, not even to himself. He wanted that boy. He wanted him bent over before him touching his toes, asking, no demanding, that Mr Gregory beat his buttocks black and blue.

Then, but only when Mr Gregory gave the order, Philip would rise and very slowly and deliberately peel down his trousers, before in one fine athletic movement, once again bending forward knees straight, fingertips on his toes, offer up his bum again, this time wrapped in the soft white cotton of his underpants.

There would follow a bottom scorching whacking. Mr Gregory thought one of his old worn bedroom slippers would do the job very well. Two, no three dozen, whacks across those tight cheeks would do it.

The boy would take it bravely. There would be no howling like a hyena. Instead the punishment completed the boy would gaze into Mr Gregory’s eyes lovingly. “Thank you, Sir,” he would say, “I thoroughly deserved that.”

“Yes you did,” Mr Gregory would reply, “and if I have to deal with you again, make no mistake you will get it with your trousers and your pants at your ankles.” And then for emphasis, he would add, “On your bare bottom.”

His mouth dry and his tongue almost hanging out, Mr Gregory turned into the aisle to drink in the sight of the wonderful boy who had become his imaginary spank slave.

But, he was not there. In his place were two middle-aged ladies discussing the merits of instant porridge.

Oh no! Where could he be? In distress Mr Gregory darted from aisle to aisle, bumping into housewives going about their lawful shopping.

“Hey! Where’s the fire!”

“Will you watch where you’re going!”

No, he would not watch where he was going. All he cared about was finding Philip. He must be in another aisle, filling shelves. Somewhere on this supermarket floor, he was bent over straight knees, straight back. Showing off his perfect, spankable bum.

He searched in vain and then calming a little he completed his shopping. He must stop making a fool of himself, he admonished himself. You deserve a damn good spanking yourself, what disgraceful behaviour, and in public too.

Waiting his turn at the check-out he once again saw Reginald. Reginald was some kind of store supervisor and wore the cheap mid-blue suits the company made them wear to prove it. He could not be much more than twenty-one, twenty-two maybe, Mr Gregory had supposed.

He was tall, fair and rather chubby. Mr Gregory fell in hate with the young man the first time he had seen him, two weeks previously. It had been a small matter. A loose cap on a sauce bottle. It had not been noticed until the customer was ready to pay. Reginald intervened. A shop assistant was called, an elderly man, and directed to go fetch a replacement. You would have thought the man, who was old enough to be Reginald’s grandfather, was his personal slave.

“And be quick about it!” he ordered as the old man scuttled off.

Reginald was far too young to be a boss. He had no idea how to treat people properly. The way he spoke to the shop assistant was disgraceful; he was far too haughty. For nine pence Mr Gregory would throw the wretch face down across one of the counters and thrash his fat arse to pieces with a cane.

Right in front of ‘his’ staff; that would bring him down a peg or two.

Mr Gregory had a fitful sleep that night. Philip, oh Philip! He dreamt of him so often, He was naked and bent submissively across his knee. With his left hand Mr Gregory ruffled his hair, to let him know he was loved. His fingertips caressed his back as he followed the spine from the boy’s neck to the hairless crack in his buttocks. Mr Gregory’s right palm hovered above each cheek, and then with a circling motion, massaged them gently.

The boy breathed easily; he was submissive and ready for what he was about to receive. Mr Gregory raised his right hand to shoulder height and brought it down with a hearty SMACK! into his right buttock. He felt it, it smarted, and his bottom started to glow. He smacked him twelve times, slowly, so that his creamy white bottom turned to bright, bright red.

Then there was the time Philip was in school uniform, bending over, touching toes, as Mr Gregory smacked a gym shoe into the seat of his stretched grey Terylene trousers. Philip was across his knee as a soccer player for a spanking on the shorts (in the days when they still were ‘shorts’). Then dressed only in swimming trunks (he had been in the sea beyond the ‘danger line’) he was whacked (for his own good, of course) on his soaking wet bare arse.

Mr Gregory’s favourite was the boy in those lovely trousers bent submissively across the check-out counter for him to be thrashed with a traditional whippy crook-handle rattan school cane.

There was a timid knock on the office door. Mr Gregory’s looked up from his paperwork, expecting the door to open and his unexpected visitor to enter. But, nothing happened. The old man returned to his list of figures; perhaps he had imagined it. He was finding it hard to concentrate. There was a lot of noise from traffic on the estate that morning. And, his temples were throbbing a little.

Tap, tap. No, it was definitely a knock on the door.

“Come in,” Mr Gregory was surprised how hoarse his voice sounded. It was Monday morning and he had rather overdone it the night before, demolishing one bottle of whisky and starting on a second.

The door edged open slowly and it seemed like an age later when a young head with shaggy light brown hair poked around. Beneath the shock of hair was a cherubic face. Mr Gregory took in the vision: hazel green eyes, tanned, almost glistening skin, a firm chin and the cutest button of a nose the old man had seen in many a long year.

“Come in, come in,” Mr Gregory tried joviality, but his alcohol-fuelled headache turned his intended warm smile into a threatening grimace.

He could see the young man blanch; his eyes darting down to the floor.

Someone had to break the silence. Mr Gregory assumed as he was the boss it had better be he.

“Can I help you?” Again the attempt at warmth failed dismally.

The boy startled. “I’m the new work experience boy,” he blurted in confusion and even with the deep sun tan Mr Gregory could tell the boy was blushing.

“Oh, yes of course.” Now, it was Mr Gregory’s turn to sound confused. He knew the boy was coming. Mega Fastenings took two business students each year from the polytechnics. They stayed for a year, a sandwich course they called it. He had a file on the boy somewhere; what had he done with it?

“Craig. Craig Weston” the boy’s nervous smile was really rather scrumptious, Mr Gregory thought as furtively he ran his eye over the boy. Oh, yes, he thought, a definite improvement on Ian, the intern who had just left the company to return to his college. You will do very well.

Mr Gregory was practising his small talk with the office staff. He had been on a course. Say nothing of any consequence, nod repeatedly and smile a lot: that was the gist of it.

There were two easy chairs in the office but the boy did not have the confidence to sit uninvited. Instead, he stood in front of Mr Gregory’s desk, his hands clasped awkwardly behind his back.

“So this is your first morning?” Mr Gregory started on the small talk.

“Yes, Sir,” Craig replied, still not quite able to look Mr Gregory in the eye.

Sir! Yes, Mr Gregory liked that. He also very much liked the way the teenager was standing, awkwardly in front of him. He felt a fantasy coming on. It was a sweltering hot day, but Craig had dressed formally for his first day. He had left his jacket behind, but wore dark grey trousers, a plain shirt and a striped tie.

He supposed it was the kind of thing office workers wore. It was, but in Mr Gregory’s imagination it was a school uniform and Craig was a very naughty boy, sent to the headmaster’s study to be dealt with.

He could not see Craig from behind, but if what was on show in the front was a guide, he would look fabulous draped over the back of a low easy chair; or maybe even better, stood in the centre of the office, feet apart by a yard or so, bent over, knees straight, fingers stretching into the toes of his shoes.

Mr Gregory asked more inane questions but did not listen to the answers until, “So I have nowhere to live at the moment.”

Mr Gregory came back to earth. “Oh, so where did you stay last night?”

Craig gave the name of a local ‘hotel.’ Mr Gregory was not sure if the called itself a hotel, but if it did the new Trade Description Act would soon put a stop to that. It was a place for down-and-out tramps. It was entirely unsuitable for such a good-looking boy.

“But, I am looking for something else,” Craig trailed off.

It was an hour or so later that a germ of an idea lodged in Mr Gregory’s mind. It might work, he thought. Why not? He should take more initiative.

He had a spare room at his house. Craig could stay there. Why not? There might be gossip; he did not want the neighbours to get the wrong idea. Maybe, just temporarily then, to get him out of the doss house; until he found somewhere more suitable.

The heat, his self-inflicted headache and this wonderful new idea he had, was too much. He needed fresh air.

He fleshed out the plan as he slowly walked the length and breadth of the industrial estate. There would have to be rules of course; a curfew, keep the house tidy; set times for watching TV and so on.

He could see it now. It is a sweltering hot afternoon: will this damn heatwave never end? Craig is sprawled on the sofa in the living room glistening, dressed only in skimpy satin running shorts and a singlet. Mr Gregory enters.

“What are my rules about smoking in the house?”

Craig is startled; he did not know Mr Gregory was at home.

“What are my rules?”

“Eh …” Craig knows the rules and that he has broken them, but he will not give in without a fight.

“But, it was only in my room,” he says a little too defiantly.

“What are my rules?”

Craig flushes. He is in big trouble and he knows it. Mournfully, he replies, “No smoking.”

“Yes, no smoking. I’ve spoken to you about this before.”

Sorrowfully, Craig nods assent. Yes, he has been told. There is no excuse.

“And you have been told the sanctions.”

Craig gulps. No, surely not. He had not meant it, had he?

Mr Gregory strides further into the room. “You know my methods. Stand up.”

Craig flinches, trying to sink further into the padded cushion of the settee.

“Come here,” Mr Gregory reaches forward and grabs the boy by the left arm. He gives little resistance; he is scared but instinctively he knows he cannot get out of this. Matters have to take their course.

Releasing his grip on Craig’s arm, Mr Gregory snatches a clump of his unruly hair and pushes him face down over the back of the armchair. The boy’s singlet rides up his back revealing an expanse of golden tanned flesh.

Mr Gregory grabs at the elastic waist of the provocative shorts and they are soon at the boy’s knees: followed by his underpants.

Craig seems resigned to his fate. He whimpers a little, his now bared bottom twitches as he hears Mr Gregory unbuckle his belt and remove it through the loops of his trousers. Then he doubles up the wide, thick, heavy leather belt and brings it crashing down across the centre of Craig’s bottom.

In a frenzy Mr Gregory puts six sunset stripes across the boy’s cheeks.

“Ow, ow, ow,” he wails. “I’m sorry Mr Gregory. I won’t smoke again. Ow! Ow! Ow! Please let me off!”

But, Mr Gregory carries on lashing.

“Nooo! Please,” the wailings and pleading continues.

“Be quiet. You deserve this. You’ve had this coming for a very long time.” Sweat is pouring from Mr Gregory as he raises the belt again and again, swiping it down into the upturned buttocks.

“You miss curfew, your room is a disgrace, you smoke in my house.”

“Please! I’m sorry! Please,” the pleading continues, but so also does the bare-arsed leathering.

Maybe, Mr Gregory reflected that evening, as he poured himself more whisky, it was for the better that Craig had found a room with the Rev Crick at Aston Budleigh where Ian used to lodge.

Back at the office Mr Gregory was on tour. He did this every day; he had been taught to do it on a management course. Be seen by the staff, stop and chat for a minute, let them know you are there. Mr Gregory was not a natural ‘talker,’ but he practiced a lot.

He loved walking through the offices of Mega Fastenings; it gave him the excuse to ogle the boys’ backsides. The office was pretty typical of its type there were upwards of 250 employees; many women with families; one or two older men; but mostly younger boys and girls in their teens and twenties.

Most days Mr Gregory would find Adrian working busily at his desk. Adrian was not an accounts clerk in real life; he was a general administrator in the order office. Mr Gregory had no idea if Adrian was good or bad at his work. He rather suspected he was good, he always seemed to be hard at it when Mr Gregory passed by.

Once, Mr Gregory had tried to talk to Adrian; to chat, just as the management course had instructed. Which of them had been the most shy? Mr Gregory reflected sullenly that evening. The boy blushed scarlet as if he had been caught in some naughtiness when his boss stumbled over an inane question.

It was not a meeting of great minds, but that night as he lay in bed his head spinning, Mr Gregory as he always did, went through the activities of his day, trying to focus on a moment that he could turn into a fantasy. He tried to conjure up Adrian, but instead got Robert and Pat.

Pat was a forty-something mother with the figure of a woman who had delivered four children. Advertisers had started saying such people had the ‘fuller figure.’ Mr Gregory arrived at the section of the open-plan office given over to purchasing in time to catch the tail end of a conversation.

Pat was cheerfully berating Robert, a twenty-something clerk.

“I should take you cross my knee, but you’d probably enjoy it!”

“Ha!” Robert replied backing off and returning to his work station, “You should be so lucky.”

What did it mean? Mr Gregory flushed and walked on pretending not to have heard.

Would she spank Robert. Across her knee? He was a burly lad, a rugby player type. She would have her work cut out forcing him face down.

But, what if he submitted himself to her.

“I’m sorry Pat. You’re right. I do deserve a spanking.” And then he prostrates himself across her lap. His chubby bum in the air and his sweaty face staring down at the hard nylon floor covering.

What would she do? Would she smack the palm of her hand into his tight bulging trousers?

No, Mr Gregory supposed, she would have a hairbrush in her drawer, that would be a perfect weapon. She could whack that with great vigour into his fat arse. Even with his trousers and pants on he would feel it.

Why had she threatened to spank Robert? Back in his office, breathing heavily, Mr Gregory cannot get the image of Robert out of his mind. What had he done? He should be told, he is the boss. It is his job to enforce discipline, not Pat’s. He should call the boy into the office right now and deal with him.

Mr Gregory sat behind his desk and stared intently at the space between it and the door. Mr Gregory is sat on a wooden straight backed chair. Robert stands in front of him, crestfallen. The boy’s hands are trembling. He knows he has done wrong. His boss has found out and now he must face the inevitable discipline.

Mr Gregory grips a stout wooden ruler. It is only twelve inches long by an inch wide, but it is half and inch thick and made of solid wood. It packs one heck of a punch when lashed down with force across a boy’s bared bottom.

Mr Gregory’s instructions are calm. “Take off your jacket and place it on my desk. Then please lower your trousers and underpants.”

Robert hesitates, but not for long. There is nothing he can do. He has broken the rules and he must be punished.

Not daring to look at Mr Gregory, sitting, legs splayed, back straight, sweat patches forming under his armpits, Robert unbuckles his belt, pops the button on his trousers and unfastens the zip. The weight of the bunch of keys in his pocket makes them hurtle to his ankles. Then he puts his thumb in the waistband of his pants and with the merest flick of the wrists he sends them to his knees.

His shirt is long and covers most of his manhood and buttocks. Mr Gregory affects a lack of interest that he does not feel.

“Lift up your shirt and bend over my knee.”

This is the first time that Robert looks at his boss. Has he noticed before how old and ugly the man is? His skin is pale grey, even in the height of the heatwave, the deep lines cut across his face; the beak of his nose reminds Robert of a witch in a fairy tale.

With his shirt lifted and buttocks and genitals duly exposed, Robert flops forward, his considerable weight taking Mr Gregory by surprise. Robert is not as lithe as Adrian and his buttocks are huge and flabby.

Mr Gregory is fascinated at the way the narrow heavy ruler sinks deep into the fleshy globes, before emerging, leaving behind deep pink stripes against the whiteness of his flesh.

Mr Gregory works methodically; no inch of the vast buttocks is left unscathed. Robert remains impassive, enduring the increasing pain. His bottom starts to tingle and this turns to real pain. His bottom is getting hotter and hotter. Ouch! This is real, not like when Pat spanks him.

The phone rings. Robert dissolves.

Adrian lumbers up the stairs towards his bedroom, the scolding words of Uncle Gregory still ringing in his ears. Already tears are welling up in his sparkling grey eyes and uncle has not even started yet.

“Hurry up, be quick about it!” Uncle Gregory is standing outside the living room. Adrian quickens his pace. Inside the bedroom, sorrowfully, Adrian looks at himself in the mirror. “You’re for it now, me lad!”

His face is wringing with sweat: the damned heatwave mingled with the boy’s fear. His deeply tanned face anxiously stares back at him. “Oh well, I’d better get on with it.”

In one movement he pulls his loose fitting shirt over his head, revealing a nut-brown chest. Then down come his shorts.

His tight bright green micro briefs hug tightly, bulging at the front. Some hair is poking out over the top. Adrian is no longer a little boy.

Should he keep his pants on? Would Uncle Gregory notice?

“Who am I kidding?” Adrian talks to himself in his head. He knows what Uncle Gregory has in store for him; underpants will not be playing a part in the action. He whips them down, releasing his cock and balls.

His pyjamas are tucked neatly under his pillow. He loves these pyjamas; he hunted in shops all over town for them. He steps into the grey-and-white striped bottoms, and pulls the long white drawstring tight before tying a perfect bow. The pyjama jacket is just a little bit too big; the sleeves reaching halfway down the palms of his hand.

Dressed, he turns once again to the mirror and sees the image of a small boy reflecting back at him. Ready, he leaves the room and trudges down the stairs to face Uncle Gregory.

Uncle Gregory has prepared a dining room chair which now dominates the centre of the room.

Adrian shuffles in and stands facing his uncle. He knows the drill; he has been through this many nights before.

Uncle Gregory loosens and then removes his tie, before taking hold of the cuff of his right shirtsleeve and slowly rolls it up to his biceps, all the while rebuking Adrian.

“I told you if I got any more complaints from school I would give you a damn good spanking.”

It was true. Many times, his uncle had made the promise, and now he would deliver.

Adrian’s eyes flicker wildly as his gaze follows his uncle across the room. He stoops and retrieves a bedroom slipper from a shelf under the television set. Fully armed, he walks over to the chair and plonks himself down.

“Come here.” Uncle reaches forward and takes Adrian by the left arm and pulls him forward. He does not need much force, Adrian is not resisting. The boy has been raised well. He knows rules are rules and if he breaks them he gets punished. And, in Uncle Gregory’s house that means a spanking.

Adrian cannot stop his eyelids fluttering. His breathing becomes laboured and he can feel the blood rushing to his face as the moment draws nearer.

Uncle places the slipper on his lap and with two free hands he sets about untying the perfect bow. Once done, the pyjama trousers fall of their own accord down to the boy’s knees.

“Bend over.”

Adrian closes his eyes tight, takes a deep breath and gently eases himself into position, wriggling a little until he is comfortable. Both his palms rest flat in the deep pile carpet, his knees are straight and his toes hover an inch or so above the ground.

Silently, Uncle Gregory prepares the boy. Adrian feels him take hold of the tail of the over-large pyjama jacket and drag it half way up his back. Now, naked from the shoulders to his toes, Adrian feels a very slight breeze cooling his bare flesh.

He cannot help himself as he instinctively clenches his buttocks in protection against the expected onslaught.

“Relax boy, relax.”

Adrian tries, but fails to release the tightness in his cheeks. He tenses more when Uncle Gregory caresses his huge bony hand across the boy’s soft tender cheeks. His heartbeat races and for a moment Adrian is certain he will faint.

Adrian feels a movement in Uncle Gregory’s body as his right arm is raised and he prepares to bring the slipper crashing down into the pert naked buttocks offered up to him.

Adrian twists and turns as sweat pours from his body soaking the bedsheet beneath him, his raging hard-on ready to explode. Something is disturbing him.

An ambulance rushes by the window, siren blaring, on a mercy mission.

Picture credit: Unknown

This story was first uploaded in October 2015.

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Charles Hamilton the Second

charleshamiltonthesecond@gmail.com

It was thirty years ago

The A-level English Lit. class was restless. “Sir! Sir!” Jackson folded his newspaper, “It says in the Telegraph that corporal punishment was banned in schools thirty years ago.”

Mr. Hawkes raised his eyebrows.

“Did they have the cane here in those days, Sir?”

Mr. Hawkes suppressed a melancholy smile. “Yes, indeed St. Francis has always been a very traditional school.”

“Oooh Sir, I bet the boys were  pleased when they abolished the cane,” Jackson wriggled on his chair.

“As a matter of fact Jackson, the cane was only banned in state schools. St FIGS is an independent school,” he laid great stress on the word independent. “The cane continued to be used for another decade. It was only abolished in 1999.” And more’s the pity, he thought. Look how the county had gone to the dogs since.

“Sir,” Jackson was on a roll. “You’ve been here forever, did you ever cane a boy Sir?”

Mr. Hawkes paused and stared at the sixth-formers lounging at their desks. “Yes, Jackson, especially boys who disrupted classes with silly questions.”

He was rather pleased at the laughs that got.

“Oh, but Sir,” Jackson was not to be silenced. “Not sixth-formers, Sir,” he grinned.

Mr. Hawkes pursed his lips, “Especially sixth-formers, Jackson, especially sixth-formers. Now why do you keep asking these questions?”

“Because he’s got a boner, Sir,” Edwards chirruped from the back of the class. Every boy jeered at Jackson, but not entirely unkindly.

@

 

Some afternoons later Robbie Jackson was with Ant Edwards in his bedroom. They were supposed to be working on a history project together. “Look what I’ve got,” Ant pulled the wardrobe forward by a couple of centimetres and reached behind it. “Look!” His grin was returned by his pal.

“War …?” Robbie was speechless.

“I got it on eBay,” Ant replied to a question he had not been asked. “It’s the real deal.”

Robbie had found his voice. “Give it here.” He reached forward with a shaking hand. “It’s as light as a feather,” he said weighing it in his hand.

“But, I bet it still packs a punch.”

Robbie had never seen an authentic school cane before, never mind handled one. Less still, felt the sting of one across his stretched buttocks. Tentatively, he flexed it between his hands, it curved easily.

“It’s OK,” Ant grinned, “It’s very swishy, you won’t break it.”

Robbie inspected the cane carefully. It was a little over a metre long and had four notches along its length. One end had been curved. It was very light brown, almost yellow, in colour and as thick as a pencil. He gripped it at the end near where it curved. It slipped in his sweaty hand. Then, holding it in front of his face he wobbled it. The rattan was highly flexible. He gripped the cane tightly and swished it through the air. It made a wonderful whoosh as it went. He bent it again in his hands. Yes, it was the real deal all right. Just like the ones they used in the videos he jerked off to.

“Isn’t she a beaut?” Ant’s eyes shone. He knew his mate would love it.

“Come on, let’s go downstairs.”

Robbie’s heart thumped. “Yes, let’s,” he croaked.

They went to the lounge. It was a large room dominated by a shiny leather sofa and two enormous armchairs. Along one wall was a glass-fronted cabinet and a dining table and chairs was in an alcove. Ant had a plan, he had run it through his head a hundred times since he saw the glint in Robbie’s eyes in the classroom.

Robbie stood in the middle of the room. He ought to say something. But what? Blood was coursing through his body at an alarming rate. His cock was on the march.

Ant broke the silence. He tucked the cane under his arm, rather like a sergeant-major might. Then thinking twice about it, he slipped it into his hand and pointed with it. “Jackson,” he said aiming at an “old fashioned” English accent. “Fetch that chair and place it there.” He swished the cane and pointed to a spot a metre or so in front of himself.

“Yes, Edwards,” Robbie sighed. He moved across the room and picked up a straight-backed dining chair. It was surprisingly heavy. He manhandled it across the carpet and set it down, its back facing him.

“Other way round,” Ant snarled. “Have the seat facing you.” He had seen in the old comics that a boy was supposed to stand in front of the chair and stoop forward, clutching the seat of the chair. That would tighten the buttocks sufficiently and create a perfect target for the cane.

“Now, Jackson,” Ant had cast himself as the school captain and Robbie was the lazy slacker of the House. He needed a damn good thrashing to buck up his ideas. “Bend over and grab the seat of the chair.”

Robbie’s face flushed, saliva drained from his mouth, his heart beat faster. His dick thrust into the flies of his school trousers. He took a deep breath, turned his back on his pal, spread his feet a little and leaned forward. This was not quite how he had imagined it. In the videos they usually went over the back of a chair. He had fantasised many times about being over the back of an old rather worn green armchair that starred in many movies. His head would be down in the dusty cushion, his stomach over the chair’s back and his trousers would be at his ankles. Often, but not always, it was Mr. Hawkes who wielded the cane.

Robbie looked around the room. The armchairs were too large to bend across and the sofa wasn’t much better. He might at a pinch fit over one of its arms. No, he concluded, Ant had chosen wisely. The straight-back chair is was to be. He took a deep breath, leaned forward and offered his backside to his friend.

Ant’s hand shook as he gripped the cane. How often he had dreamed about this; having someone – anyone – submit themselves to him. He had never caned a boy before, but he had seen it done often enough in the films. He took up position a half-metre to Robbie’s left and tap-tap-tapped the cane across his stretched bottom. No, this was no good, he couldn’t get a good swing like this. He took a step back. That was better; now he was a cane’s length away. He took aim again.

Robbie was a little short for an eighteen year old; he often had problems getting served in pubs. Barmen always thought his ID was forged. He was slim and wiry and didn’t have enough spare fat on his body to sizzle a sausage. His buttocks were small and sinewy. Ant “sawed” his cane across the fleshiest part (such as it was) and prepared to deliver the first stroke. He licked his lips and hesitated. He had seen young men caned countless times online, but it wasn’t always obvious just how hard the cane had struck. He suspected trick photography was used so there would be a shot of the headmaster flexing his cane and a close-up of it being steadied across the culprit’s arse, then most likely you’d get a shot over the boy’s shoulder of the cane being raised and swiping down. You’d see the painful grimace of the face, but not actually see the cane strike home.

It wasn’t always like that, of course, but even so Ant was at a loss. How hard should he hit? Robbie’s bottom wriggled with anticipation (or possibly impatience). Ant needed to make a move. He raised the cane and with a flick of the wrist send it thwacking into Robbie’s stretched trousers. His friend was unmoved. The ensuing silence was deep and embarrassing.

Robbie turned his head and called over his shoulder. “Do it harder. It’s meant to hurt. It’s a punishment.”

Ant flushed. Annoyed by the sting of his friend’s criticism, he took aim again. This time the cane rose to shoulder height and with all the strength he could muster, Ant flogged the cane down. It bounced off Robbie’s bum and the crack echoed around the room and could be heard outside in The Avenue.

Robbie gritted his teeth and gulped in air, before speaking. “Yes, that’s it. Give me six more like that.” He closed his eyes tightly and gripped the wooden seat. The second stoke cut lower than the first. Robbie could already feel a welt rising beneath his underwear. He had never experienced such pain before. How had schoolboys in the past survived six-of-the-best?

The third stroke landed on top of the first. Robbie shuddered; pain shot north, south, east and west through his entire body. His hips swayed and his knees buckled. He couldn’t help himself. It was his body’s reflex action to the assault.

Sweat soaked Ant’s collar. It was a warm afternoon but even with the window open the room felt airless. He wiped his face on the sleeve of his woollen blazer, steadied himself and aimed for the top curves of Robbie’s arse. A thick line immediately appeared across the tight polyester-cotton trousers. He knew a deep red mark was throbbing in Robbie’s flesh.

A low long-drawn out hiss escaped through Robbie’s clenched teeth. His eyes watered. He hacked a dry cough. His feet stamped up and down like a sentry on guard duty.

“Steady boy, steady.” Ant was enjoying himself enormously. “Keep still, or it’ll be extra stokes for you Jackson.”

“Yes, Edwards,” Robbie sighed, “Sorry.” He dug his feet into the ground, gripped the seat once more and waited for the agony to be reignited. It wasn’t long in coming. Ant raised the cane once more and this time swiped down two cuts one after the other: bang-bang. Robbie howled; there was no other way to describe the ear-splitting noise. He lifted the chair some centimetres from the ground and danced around, clutching it tightly.

A broad smile split Ant’s face. “OK Jackson, you may stand.” He watched with undisguised delight as his friend hopped from one foot to the other furiously rubbing  the seat of his trousers. Robbie’s face was scarlet and Ant fully expected the teenager’s backside was a similar colour.

“Ferking hell,” Robbie unbuckled his belt and whipped down his trousers and underpants. He twisted his back to get a view of his scarred buttocks. Six clear red lines traversed his hairless cheeks. He touched each gingerly reigniting the pain. The agony had gone now but his bum glowed with a throbbing pain. It felt rather good. He traced his index finger along the ridges unaware that Ant was videoing him on his phone. Later, Ant would wank off watching it.

“Come on,” Ant breezed. “My turn now.”

“You bet,” Robbie beamed. “Bend over that chair Edwards.” He stood amazed as his mate unbuckled his belt, popped the button on his trousers and let them fall to his knees. Then eagerly he bent over the chair. Robbie’s jaw slackened. Ant was wearing gleaming white Y-front underpants, just like the guys in the videos. No one wore Y-fronts these days.

Ant wriggled his bottom; the pants were tight and rode up into his crack, separating each cheek. Ant wriggled some more in a fashion he supposed to be sexy. He couldn’t wait for the first slash.

Robbie took aim. It had never occurred to him before what a terrific arse Ant had. It was round and hard. The term “buns of steel” was made for it. He raised the cane and slammed it home. He was inexperienced and his aim was off. The whippy rattan seared a mark across the back of Ant’s naked thigh. He screamed.

Two Mormons walking up the path halted. Attracted by the cry they peered through the open window before making a hasty retreat.

Robbie took aim once more, a little higher this time.

z used drawing cane prefect boy Mag (2)

 

Picture credit: The Magnet

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Charles Hamilton the Second

charleshamiltonthesecond@gmail.com