The Portrait of a Strict Disciplinarian

by Jason Land

24 Jan 2021 303 readers Score 9.3 (5 votes) PDF Mobi ePub Txt


New readers should start reading this novel at Chapter 1.  The chapters do not stand alone, but are sequential components of an erotic novel in which there are 36 chapters in all, which are intended to be read in numerical order. They will be posted at regular intervals. If, after reading the first chapter, you would like to receive the full-length novel, then kindly send me your email address to [email protected] and I will send you a PDF file containing the entire novel, which you can read at your leisure.


Brad and DD did make hay while the sun was shining on their last months at Moulton Midmarsh; not only with Jonathan but also on their fortnightly visit to the TCC meetings in Cambridge. They were, of course, sad to have to say goodbye to their friends at the TCC, who organised a special farewell evening for them at which both guys were given the honour of shafting the entire company, which included Jonathan and Clive. On that occasion the ten members of the TCC, who were present, oiled themselves up and presented their arses to their two friends for the traditional six quick thrusts, which were the TCC equivalent of a farewell handshake. There was no attempt by Brad and DD to take themselves or their friends to a climax; it was merely a symbolic, body-contact gesture, which ensured that all present paid their respects to their friends who were leaving. After that formal part of the evening, all hell broke loose as the entire company indulged itself in that delightful activity, which was the whole raison d’être of the TCC: that toy which never fails to please: anal copulation. And when, towards two in the morning the party finally broke up, Brad and DD were given a rousing send off by their friends.

The day finally came, when the week before Easter, Brad and DD left Moulton Midmarsh forever. Two evenings previously, the Headmaster had invited them to a farewell dinner, both cooked and served by Jonathan, resplendently formal in the tunic he always wore in the evenings when he served the Headmaster, who, although living alone and presiding over an approved school for dangerous, young miscreants rather than an academic institution of the country’s brightest and best young men, maintained a style of living reminiscent of the Master of a Cambridge College of a bygone age. It was this training, which Jonathan had undergone under the Headmaster’s aegis, which in many ways harked back to yesteryear, which would stand him in good stead, when he too left Moulton Midmarsh a few weeks later for his new job serving the Master of St. Swithens.

After Brad and DD had left and Jonathan had cleared the table, the Headmaster sat alone in front of the fire, finishing his glass of sweet madeira, his favourite after-dinner tipple, contemplating the positions in which he himself, Jonathan, and Brad and DD now found themselves. He was a wise old owl, had known full well when he pushed Brad first to apply for and ultimately to accept the offer of the post of Warden of Highgate Mill School, that DD would automatically follow him. He had long known that the pair had become an inseparable item: a state which he had himself engineered when he had offered Brad his present job. Once he had confirmed his suspicion that his new Chief Disciplinarian was gay, he had immediately brought Brad and DD, whom he knew was both gay and footloose and fancy-free, together, hoping that the two of them might become more than colleagues. At the time, he had desperately wanted Brad to settle down in his new job at Moulton Midmarsh, which he recognised was a dismal place for a young, active, gay man to find himself. And as ageing homosexual himself, knowing and acknowledging how important sex still was to him personally, he had played the role of matchmaker, in which had succeeded beyond his wildest dreams. The school would just have to recruit another disciplinarian and also a new physical education instructor.

But on the question of his own sexuality and his need for regular sex, even approaching retirement in his sixties, he had also seen that his one-sided relationship with Jonathan, whose potential he had recognised when he had rescued him from juvenile prison, was also untenable long term. He acknowledged to himself his own shortcomings as a sex partner for a man young enough to be his grandson: a young man, whose virginity he had stolen and whom he had groomed sexually to meet his own limited desires whilst at the same time instructing him in the finer points of civilised life, turning an uneducated lad into his highly competent and efficient general factotum.  The result was that Jonathan had been transformed into a gentleman’s gentleman; albeit with sexual overtones, which are not normally associated with the job.

He fully understood the frustration which Jonathan must have been feeling, being held quasi-captive, albeit benignly, by an old man, when he should have been tripping the light fantastic with guys of his own age of similar sexual orientation. He had seen in Brad’s arrival  an opportunity not be missed; knowing that Brad was himself gay, he had immediately sent Jonathan over to see him, with the spurious excuse of helping him to settle in. So, striking whilst the iron was hot, with the intention of liberating Jonathan from his pseudo-slave dependency on the Headmaster, he had sensed that Brad, himself a declared active gay, might offer Jonathan a good opportunity to widen his sexual horizons.

Of course, the relationship which Brad and DD established with Jonathan is now history; but it enabled Jonathan to meet Clive, who had become the love of his life. The Headmaster also had considerable personal satisfaction from knowing, that sex apart, his schooling of Jonathan in the art of gracious living had enabled him with, it has to be said, a little help, to  secure a excellent job in Cambridge and allow him to move in and live with Clive. All in all, thinking about the way things had turned out for the three of them; the Headmaster felt that he had not done badly by any of them. He could sleep easily.

After Brad and DD had left, Jonathan, who had cleared away the dinner things, leaving the Headmaster dozing away in front of the fire, silently reminiscing to himself over his last glass of madeira, had thoughts other than sleep on his mind, as he went to find Brad and DD, for one last fling with them before they left. Surprised though they were to see Jonathan at this hour, they welcomed him into the bedroom where they had both been preparing themselves for bed. There was no need for him to explain the purpose of his unexpected, but not unwelcome, visit, as Jonathan made his intentions quite clear by shedding his own clothes. Now aged twenty one, Jonathan had, in the two years Brad and DD had known and groomed him, become a visually gorgeous, desirable-looking, gay young-man. Beautifully muscled he looked like Apollo himself; and with his large penis already on its upward journey, there was no need for any explanation as to what was about to happen. Exceptionally for an Englishman, Jonathan had been circumcised and his penis was set off by a superbly defined head, already glistening with the first drops of precum indicting it readiness for purpose.

But looks were not Jonathan’s only attribute; after two years of regular sex with Brad and DD, coupled with the fortnightly visits to the TCC in Cambridge, he had become a formidably competent cocksman, much in demand at the TCC gatherings, where, due to his exceptional endowment, he had unanimously been awarded the accolade of Top Cock, displacing DD from the position which he had held for the past two years.  He had developed his own signature technique when he topped, an action, which he was now about to use for the last time as a fond farewell gesture for his two mentors, by way of thanks for all they had taught him. Thanks to the length of his penis, which when ready for service now measured a rock-hard, ten inches in length, with commensurate girth, when he topped, as was often the case, he was in great demand as a partner at the TCC, because he used long powerful thrusts. But, cock size apart, what made him special, was that after every thrust he withdrew himself almost completely allowing his partner to feel the full length of his formidable fuck-stick – there is no better word to describe Jonathan’s penis when erect for action – reaming out his passage with every thrust.

Tonight, as he prepared himself for action, Brad and DD watched in awe, coupled with a certain amount of pride tinged with envy, as their young protégée, free of any embarrassment whatsoever, anointed his member with lubricant with the obvious intention of having bare-back sex. He made things very clear when he said: “Guys, this is a very special occasion for all of us; so, with your permission and agreement, I would be honoured if each of you in turn would allow me to show you my appreciation for all you have done for me over the past two years in the most personal way I know, which is to deposit inside each of you a sample of my most precious possession: my sperm. I hope you will each agree to allow me to shaft you bareback and endeavour to take both of us to climax so that I can deposit my sperm inside each of you in turn. I know it is a meaningless gesture as there is nothing there with which the sperm can mate and fulfil its destiny. But it would mean the world to me to know that we parted more than just close friends, united by the most personal thing I can give to you.”

Still waters, it is said, run deep.

Brad and DD were both moved and touched by this profound and heartfelt expression of thanks from Jonathan. And who would not have been? They could scarcely believe that Jonathan had found the words to express the gratitude towards them he obviously genuinely felt. But he had found the words – and what words – to express his depth of feeling towards the two of them. He had, with his few words, succeeded in elevating the act of anal sex to the level of a quasi- spiritual ceremony, imbuing the banal act with an air resembling Holy Communion.  But they fully understood the significance of his desire to leave each of them with something positive of himself inside them. Meaningless physically, it somehow bound them together spiritually.

Of course, both Brad and DD agreed to allow Jonathan to go ahead with his plan to start what were to become two hours of non-stop sex among three of them. Brad gestured to DD that he should be the first to receive Jonathan’s gift. So, as no condoms were being used, DD first spread a bath towel on the bed to catch his own emission, which was normally copious, He then immediately knelt on the bed, pushing his arse into the air and spreading his legs to allow Jonathan’s vessel bearing its precious cargo access to its port of entry. Jonathan knelt behind DD, applied a little lubricant to his anus and then smoothly slid the full length of his 10 inch boner into DD’s rectum. As Jonathan bottomed his pelvis against DD’s arse, DD let out a moan of pleasure. It was not the first time that DD had been fucked by Jonathan, who had, over the past two years, blossomed into a consummate cocksman; but somehow, DD just knew that this time would be different: and it was!

Brad who had watched Jonathan have sex with both DD and members of the TCC many times over the past two years, suddenly found that he was full of admiration of the way Jonathan slid his 10 inch endowment so effortlessly into DD. But his admiration grew even stronger as he realised that he was witnessing a master class in authoritative anal sex. Gone was any suspicion of gentleness, as Jonathan treated DD’s arse to what was an authoritative assault. At each stroke he withdrew himself almost fully, before thrusting himself back with increasing force. DD had been right when he had divined that this time things would be different.  Jonathan was fucking him as if he himself was a higher authority, to which his partner of the moment was subservient. This was a side of Jonathan which neither DD nor Brad had seen before. But as he proceeded with his authoritative battering of DD’s arse, Jonathan never lost sight of the fact that as he had been taught: sex must be mutually satisfying to both partners.

Even if to Brad and DD it appeared that he had lost the plot, it was not so. In spite of his exceptionally vigorous attack on DD’s arse, Jonathan never lost sight of his ultimate goal: to take DD and himself to a simultaneous climax, which he achieved with the perfection of the truly professional cocksman he had become. As the uncontrollable and totally indescribable feeling of orgasm seized both of them for those few, brief, exquisite seconds, Jonathan achieved his own goal as he deposited his load deep inside of DD. DD, condomless as he was, meanwhile pumped his own generous emission of spunk onto the towel on which he was lying.

This inaugural act of the evening had been achieved relatively quickly, as all three of them were already emitting copious amounts of precum, conditioned by the sensuality of Jonathan’s verbal foreplay. All three of them were well on the way to climaxing before Jonathan had even penetrated DD. And the same thing now happened with Brad. Jonathan, in what was an amazing tour de force, proceeded to bring Brad to orgasm in the same vigorous way in which he had done to DD and was able to deposit another load of his sperm deep inside Brad, thereby achieving his dual goal of donating a key part of himself to the two guys, who, over the last two years, had been his mentors and were now two of his closest friends.

What Jonathan had just done by the sensitivity of his actions, was turn the banal and carnal act of anal intercourse, which usually served only to satisfy the quasi-insatiable sexual appetites of the the participants into a moving and noble ceremony of adieu to his two friends. In spite of the ephemeral nature of the part of himself that Jonathan had left inside of Brad and DD, it was to be a transitory gift they both would cherish for the rest of their lives. It was worth more to them than all the tea in China. Jonathan, however, clearly thought that by his unusually and totally unexpected vigorous actions had turned his two friends off and started to make excuses for his behaviour.

He was quickly cut short by Brad, who told him to cut the crap and stop making unnecessary excuses for what he had just done, when in fact, he should be taking a bow for what had been had been a revelatory and exhilarating experience of virtuoso anal sex: “Not to put too fine a point in it, Jonathan, and I am sure I speak for DD as well as for myself, that was just one hell of a performance you just gave. You showed us both what you are truly capable of, without ever losing sight of the ultimate goal of every act of gay sex: the simultaneous climax of each partner; without that, we might as well be animals. Your new partner, Clive, is very lucky to have found you.”

“Well, guys, I’m not sure who is lucky to have found whom, but I can tell you that Clive is pretty damn good when it comes to knowing how to give his partner pleasure. You see Clive is very good at thinking up new ways to make the sex act more exciting. One of the things he thought up is what he calls the Manège-à-Trois. You see we frequently have sex with another guy, whom neither of you know know, but as we three often do together, we make a three-man chain, where one guy bottoms for the second, who is then in turn shafted by the third guy. As in the classic three-man fuck, the first guy bottoms, for the middle guy, who acts as his top; but he is then shafted by the third guy for whom he bottoms. The middle guy in this traditional configuration plays the dual role of top and bottom at the same time. Now we all know how this works, as we three have done it together literally dozens of times: the middle and third guys, who both have active cock roles in this set-up, synchronise their thrusts and withdrawals so that they act as one piston together.”

“But here’s what Clive does; I should tell you that both Clive and Alan, the third man, whom you do not know, are both like the three of us and have very big cocks: much longer when ready for service than the average guy. The reason I tell you this is not to be boastful, but because the Triple Whammy, three-man fuck really is only practical for well-endowed guys like us. Oh, before I forget, a key point is that all three participants have to be well lubricated to make it a success. So, anyway, here’s how it works. Clive shafts Alan who is standing up bent over in the doggy position.  I then shaft Clive, making him the quasi-captive middle man, with his cock inside Alan’s rectum and my cock inside of him.”

“So far things are exactly as we three have done this three-man fuck dozens of times. But here’s where it gets different; instead of Clive and me coordinating our joint thrusts, working together in unison as if we were one body, Clive withdraws his dick from Alan, almost, but not quite completely, whilst I thrust myself as far as I can into Clive’s arse. Clive then makes a first powerful thrust – and I do mean really powerful – into Alan’s arse; but I do not follow his lead as is usually is the case, but keep perfectly still, which means that my own cock becomes almost clear of Clive’s hole. Try to imagine what the scene looks like; Clive has his cock deep inside of Alan and my own cock is poised as if it is ready to thrust itself back into Clive.  But that is not what happens, as Alan and I both become totally passive partners in what follows, which is what makes this three-man fuck unique.”

“Clive now withdraws himself from Alan’s arse and slides himself forcefully back onto my immobile cock; and so it continues until Clive manages – and here is the really tricky part – to bring himself, Alan and me to a simultaneous climax. What Clive is doing, is forward fucking Alan’s hole with his cock and then auto-fucking himself on my cock whilst simultaneously taking me to orgasm by sliding himself backwards on my cock. Of course to take all three of us to orgasm requires considerable force on Clive’s part, as both forward and backward strokes need to be powerful enough to have the desired sexual arousing effect on all three of us. So you can imagine how the whole thing looks; Clive is sort of trapped with his cock deep in Alan’s hole on the forward thrust and trapped with his own arse on my taking my cock on the backstroke.”

“So now you see why this three-man, tandem position is only suitable for guys with long cocks. On the forward stroke my cock-head is still in Clive’s tunnel and on the backstroke when my cock is fully inside of Clive, his own cockhead is still inside of Alan. So, the three of us remain in contact throughout and Clive looks as if he is sliding to and fro on one continuous piece of hard male-meat. I can tell you that once Clive really gets up steam, as he reciprocates between Alan’s arse and my cock, he looks like a shuttle passing the weft to and fro on a weaving loom.  When the climax finally comes –and I can tell you, it can take quite some time – the intensity of the orgasm exceeds anything you have ever experienced. It’s a lot of hard work but the results are well worth the effort. Just imagine it: one guy manages to bring his two partners and himself to a simultaneous orgasm; it’s unheard of: but it really works.”

“Guys this was Clive’s idea originally as he wanted to introduce something new into gay sex. We three have been working on perfecting this for several months now, and I think I can safely say that all three of us are now able to play the key middle-man role. We have told no one about it until now as we wanted to be sure that it would work before announcing it as new approach to three-man sex. We intend to demonstrate it at the next TCC meeting which is on the Tuesday after Easter, which you guys will unfortunately not be able to attend. So, what I thought was, if you two would like to try it out now, I’ll be happy to try to oblige you. So what do you say? Shall we try out Clive’s Double Whammy; his Manège-à-Trois?”

So what did Brad and DD do? Well, they did what any pair of active gay young men would have done on the principle: never look a gift horse in the mouth, and went ahead and let Jonathan demonstrate his virtuoso piece of three man simultaneous anal copulation; not once but twice, with first Brad and then DD bringing up the rear.  Jonathan had not been exaggerating when he said that he and his friends had been working for three months on perfecting this unique variant on three-man sex. Jonathan motioned to DD to kneel on the towel on the bed; and then, after lubricating his tunnel, he thrust himself deep into DD. Brad then shafted Jonathan’s anus with his own sizeable lubricated fuck-stick.  Brad then immediately withdrew his cock almost completely from Jonathan, leaving just his cock-head inside of him, thus providing the permanent link between the three of them: a link, which would be broken, only after the act had reached its climax.

With the desired configuration of the three participants to this extraordinary act of anal sex now in place, Jonathan took total charge of the proceedings. He began by withdrawing his cock, almost, but not quite, completely from DD and sliding himself back onto Brad’s waiting boner.  Then all hell broke loose as Jonathan showed his mettle and alternated powerful forward thrusts, as he fucked DD, with amazingly forceful backward, withdrawal movements, as he slid himself back onto Brad’s eagerly awaiting penis. I suppose that this backward movement was tantamount to Jonathan using Brad’s boner as a living dildo to fuck himself, whilst simultaneously simulating Brad’s penis and starting it on the path towards orgasm.

You have to remember, that Jonathan had just a few minutes ago, finished fucking both Brad and DD individually, in what had been quasi-religious couplings. But in spite of the energy he had just expended and the large quantities of sperm he had deposited deep inside of his two friends, he still was as fresh as the proverbial daisy. Like a man possessed, he now increased both force and tempo of his reciprocating movements as he slid between DD’s anus and Brad’s cock.  Both Brad and DD were transported into paroxysm of delight which turned into the most exquisite pleasure known to man, the sexual orgasm, as Jonathan manage to take all three of them through to their climaxes simultaneously. In successfully completing this amazing act of anal copulation, Jonathan confirmed what Brad and DD had long fancifully suspected: he was God’s special gift to gay sex.

But Jonathan was not about to stop there; he now wanted DD to experience the role of third man. Brad and DD could do no other than allow him his head. And again he did them proud; his stamina was amazing!  After that, anything the three of them did together was inevitably to be an anticlimax; but nevertheless they went on and did it.  So for another two hours they wallowed in the pleasure of each other’s bodies as they kissed, sucked and fucked each other gently; until, totally exhausted by the sexual excess of the occasion, they all fell asleep in the same bed.

Next morning, Jonathan awoke with a start, at first not knowing where was. He looked at his watch and saw it was already seven o’clock;  then, as realisation suddenly dawned, he hauled himself out of bed, pulled on his clothes and legged it back to the Headmaster’s house, where had to serve breakfast at eight. Brad and DD did not hear Jonathan leave as they slumbered on in the aftermath of the marathon sex session they had enjoyed the previous evening and into the early hours of the morning.

It was the last day for Brad and DD at Moulton Midmarsh. DD had a full day of PE classes, but Brad was free, or so he thought, until the phone rang; it was the Headmaster on the line. “Brad, I had totally forgotten to tell you at dinner last night, but I am afraid that I will have to prevail on your services as Chief Disciplinarian again today. We are to receive two new inmates this morning, both with birching orders from the Juvenile Court. They are only 17 years old but seem a dangerous pair. They were apprehended in public after they had threatened a group of young people with knives and tried, unsuccessfully, I might add, to get them to hand over their money. Fortunately, no one was injured and the two were taken into custody. The magistrates dealing with such cases with ever increasing severity. The two lads in question have been sent here for two years but each has been condemned to an 18 stroke mandatory birching on arrival. So, my dear Brad, look upon this as your swan song before you leave Moulton Midmarsh forever tomorrow.  I am sure, given the latitude which the law and this School allow in such serious cases as these, that you will do our new inmates proud.”

Brad, of course, could not have been more delighted to end his time at Moulton Midmarsh in such a blaze of disciplinary glory.  He immediately contacted Chief Warder Turner and told him to prepare the two new arrivals for flogging at three that afternoon.  This really was the icing on the cake, coming after the intense send-off sex session that he and DD had had with Jonathan the previous evening. It brought home to him, as a guy who had originally been horrified by the very thought of the cane, even when applied to others, just how much his character had changed. Gay sex and the ability to inflict pain on the buttocks of well-deserving young criminals had become perhaps the two key elements in his life, both of which he enjoyed enormously.

As the Headmaster had reminded Brad – not that he needed it – in such serious cases, the law and the rules of the School allowed considerable latitude to augment the judicial sentence. And in his final official act as Chief Disciplinarian of the School, he fully intended to throw the book at the two lads. They would not know what had hit them as Brad embellished their arses with the temporary but nevertheless excruciatingly painful, welts of a severe flogging, which would remain forever in their memories as a never-again-to-be-repeated, nightmare experience.

DD normally watched Brad when he performed an official birching, as corporal punishment, especially a birching, was an excellent, arousing prelude to the sex in which Brad and DD normally indulged  immediately afterwards. However, as DD had his last ever class that afternoon, he would have to forgo the erotic pleasure of watching two lads get their naked backsides well and truly thrashed. Brad was somewhat early in approaching the punishment room and he met Head Warder Turner in the corridor, who said: “Well Sir, you are a bit early, but give us a couple of minutes and we’ll have this pair of young thugs stripped and strapped across the birching frames ready for your attention, Sir.  I have to say, Sir, and I hope you will pardon the vulgarity of my expression, that these two young bruisers have both got arses which are just crying out for the sort of thorough flogging, which I hope that you are intending to give them. I’ve just seen both of them in showers, Sir, and I can tell you that they have both got big, muscular and meaty arses, which are just crying out to be birched. I think you are going to enjoy flogging them, Sir, for in my view these two lads have arses on which you can really let rip, Sir.  And, frankly Sir, I hope that you take the skin off both their arses, for they deserve it. Now, as you know, Sir, it is not my custom to witness the punishment of lads that I have prepared to be beaten. But on this occasion, if it’s alright with you, Sir, I’d like to watch you take these two young to the cleaners and give them absolute hell. In my opinion it’s what they deserve for threatening people in the street with knives. Youth knife-crime is totally out of control in this country anyone caught brandishing a knife in public deserves the most severe punishment.”

“Be my guest Turner; it will be good to have someone to witness the event as Mr. O’Sullivan who normally joins me on such occasions is not free to do so today; so, by all means join me,” By now the two of them had got to where the two lads, Howard and Sykes by name, were sitting on a bench outside the punishment room, under a four-man guard, waiting to have their arses roasted.  As Turner had correctly observed the two of them both looked like thugs and the contemptuous, surly looks they had on their faces reflected their character.  Brad looked at the two of them silently for a moment before saying to them: “Right, let’s get this show on the road. Stand up the pair of you and take off your shorts.”  The two delinquents did not move; but Howard then said: “Just you try and make me. It’s not decent to make us strip naked in front of so many men we don’t even know.”

Brad ignored the fact that they had not obeyed him as he turned to the guards and said: “Right, boys, show this pair who is boss around here; get the shorts of the pair of them and give them the best seats in the house next door so that we can get this show underway. We have quite a programme in store for our young friends here, who, judging from the looks on their faces, are both eager to get started on the preliminaries before moving onto today’s main feature and its follow-on.” The look on the faces and in the eyes of the two lads was the fear of the unknown, as they were being strapped immobile and naked onto the birching horses. That they knew they were to be birched – and severely – was bad enough; the magistrate had made it clear to them as he pronounced sentence that their crime warranted the most severe of punishments. But now the talk of preliminaries, main feature and follow-on filled them with horror of what was in store for them.

They both figuratively looked, as if they were ready to shit bricks. This was possibly the first moment at which there was a glimmer of a dawning that they were de facto prisoners in the School and that unless they wanted to spend their next two years nursing permanently painful, beaten arses, they had better knuckle down and toe the line.  What Brad was about to visit on their arses now, was to be an excruciatingly painful revelation of the realities of life at Moulton Midmarsh for young, violent criminals: a place where no quarter was ever given, nor mercy ever shown.

Brad looked the two magnificently meaty pair of buttocks which he was about to blister and agreed with Turner’s observation that the two lads both had arses, which in his words: which are just crying out for the sort of flogging which I hope and suspect that you are intending to give them. Turner went over to the wall and started to unhook the   birch to hand to Brad, who said: “Thank you, Turner, but I think we will begin with a few swats with the paddle to get the backsides of these two miscreants into a state better to appreciate what is to follow.”  Turner replaced the birch and handed a paddle to Brad, who positioned himself to the left of the Howard and prepared himself to place his first stroke.  When that solid block of hardwood mated with muscular naked flesh, the unfortunate beneficiary emitted the first of many howls of pain.

The paddle, to which the Headmaster, had referred to as his preconditioner, whilst not to be compared with the bite of the cane or the birch, is, in its own right, a very painful punishment; reminiscent in the pain it delivers to that of an upmarket slippering. By the time Brad had delivered Howard three swats to his right-hand buttock he was already begging him to stop. But his pleas were ignored as Brad left him for the moment to stew in his own painful juice and proceeded to give Sykes his first three swats. He then returned to Howard, this time positioning himself to his right, treating the lad’s left hand buttock to three, blistering swats, before doing the same to Sykes. By the time he had finished preconditioning the pair of them for the onslaught with the birch, both lads were sporting rosy red arses, and were already sobbing with pain. Brad handed the paddle to Turner, who hooked it back in its place and handed Brad the 4 mm birch.

The magistrate, in view of the seriousness of their offences, had seen fit to award the pair of them a very severe birching of 18 strokes each, which was, by any standard, a truly draconian punishment. And when administered by an expert such as Brad, the two of them were in for a hideously painful ride. With 18 strokes, there was nothing of the short, sharp, shock approach to the punishment. Quite the contrary, in fact; for it was to be a long, drawn-out affair, the pain gradually building up slowly, with each additional stroke, adding its seemingly ever more intense message to that of its predecessor.   And with an expert such as Brad wielding the birch, they could be sure that he would deliver the last ounce of pain possible with each and every stroke.

A birching is, by its very nature, a punishment where the pain gradually builds up to unimaginably intense levels, by its repeated application to the same area of bare flesh. Due to the spreading nature of its construction of multiple twigs (at Moulton Midmarsh today, the twigs were replaced by synthetic flexible nylon fibres) the birch, spreads it painful message across a sizeable area with each stroke and  with an expert like Brad, three strokes of the birch sufficed to cover almost the entire area of a lad’s arse; and then its repeated application to the same area, build up the pain to unimaginable agonizing levels. So with eighteen strokes to endure, each of the lads underwent a fate, which night well be described, figuratively, as being worse than death.

In spite of being the most feared of all methods of corporal punishments at time, the birch does not do any permanent damage to the arse of the unfortunate recipient. Although leaving him with an indescribably painful backside, covered with a multitude of fine cuts, some of which will inevitably be oozing drops of blood where the skin has been broken, even though the pain is mind-bendingly excruciating, the damage is relatively superficial and cannot begin to be compared to the deep, bleeding welts, which a well applied rattan cane leaves in its wake.

With 18 strokes to deliver to each of the lads, Brad progressed slowly, intent on making them feel and appreciate the pain of each and every cut. He began by applying nine strokes to Howard’s arse with a ten second pause between each stroke: an eternity for the unfortunate Howard, strapped there immobile, waiting and wondering when the next kiss of the birch would land on his naked backside, already throbbing with the pain left by the paddle.  Several minutes later, after Brad had delivered the first nine strokes, Howard was begging him to stop; and he did, giving him the false hope that his plea for mercy had been answered. But as Brad turned his attention to Sykes, who had been forced to listen to the screams of his partner and whose arse was twitching in anticipation of the first bite of that multi-fanged rod of justice, the harsh reality dawned on Howard: he was being allowed to stew in his own painful juice whilst Sykes was being treated to the nine initial strokes.  He now realised to his dismay, that once Sykes had had his first taste of the birch, his tormentor would return to him to complete his 18 stroke sentence.

And that is exactly what happened. Brad turned his attention back to Howard’s arse and went on and gave him the balance of nine cuts leaving Sykes to suffer in a silence punctuated only by the sobbing of the two of them and the repeated swish of the birch cutting down through the air, before landing on its target and delivering its painful message.  Finally, the birchings were finished; each lad had suffered the 18 statutory cuts order by the magistrate. Words cannot describe the pain the two miscreants were feeling at that precise moment. Eighteen strokes of the birch is, by any standard, a very severe punishment; but coming on top of six strokes of the paddle, the suffering must have been well-nigh unbearable. Each of the lads was now sporting an arse totally covered with a myriad of fine cuts, many oozing blood, where the vicious nylon strands of the birch had bitten into the skin. Chief Warder Turner, who was the sole witness to the floggings, took the birch from Brad’s hand and hung it back in its place along the wall. “That, Sir, if I might say so, is a job well done. You really have taught the pair of them a lesson they both richly deserved, Sir. Shall I call back the guards, Sir, and get our two friends released and taken back to their quarters?”

“Thank you, Turner; but not yet;  I have not quite finished with our thuggish friends here. If you would be good enough to hand me the senior cane, which is hanging there, I think the short, sharp shock, which only the rattan cane is capable of delivering will be the perfect conclusion to an exemplary flogging.”  What Howard and Sykes thought as they listened to this, we shall never know. But strapped there in agony, as they were, they could do nothing to avert another onslaught on their already blistered backsides.  Brad spared them only the mental agony of dragging out the waiting. He first gave Howard and then Sykes, each six swingeing cuts of the cane evenly spaced from top to bottom of their buttocks, leaving the lads each with six deep welts across their already well-flogged arses.

Finally, the punishment was over; but Brad’s cock was telling him urgently, in its own inimitable way, that it too would like a piece of the action. As a professional flogger – for Brad was honest enough to admit to himself that that is what he had become in his two years as Chief Disciplinarian at Moulton Midmarsh – looking now at the artistic masterpieces, which he had engraved with the birch and the cane, on what were, by any standards, two sexually very attractive muscular arses, he knew his cock was telling him that the job he had started was incomplete. It took all his self determination to stop himself doing what his cock was telling him, in no uncertain terms; that it wanted to sodomise the two young men, thereby confirming, if confirmation were needed, the strong relationship between corporal punishment and anal sex. But he was strong enough to resist the temptation to fuck the two young men, strapped as they were on the birching frames, with their anuses, invitingly visible, just crying out to be buggered.

Chief Warder Turner, who in his years at Moulton Midmarsh had more or less seen it all, was well aware of the sexually aroused state in which Brad found himself. Old enough to be Brad’s father, and fully cognisant of the fact that this was the last occasion on which Brad would perform the very function for which he had been engaged two years ago, allowed himself a comment.: “If you would permit me to say, Sir, you really taught those two ruffians a lesson: one which I venture to say, sir, that they will never forget.  You have my fullest admiration, sir, for the relentless way in which you gave that pair of ne’er-do-wells their just desserts. A lesser man than you, Sir, might have seen his resolve crumble in the face of their vociferously hysterical screams and pleas for mercy as you flogged their naked backsides, Sir. And if I might add, Sir, I admire your forbearance in not giving way to the worst desires which I am sure you felt, as did I myself, sir, just observing you thrash those two lads on their naked backsides.  Corporal punishment is always a very arousing experience, even to me as an observer; but you, Sir, as prime mover, showed admirable restraint as you knew when to stop.”

Brad was amazed at Turner’s acuity; but he smiled at the older man and said: “I am not sure I understand what you are getting at, Turner,” to which Turner smilingly replied, with just a faint tinge of reproach in his voice: “Oh…. I think you probably do, Sir. Now, Sir, as I believe you have finished your part in today’s proceedings, shall I call in the guards and let them take over and bring this affair to a successful conclusion?  I am sure they would not want to think that they had left a job half finished, Sir.”

After two years and the countless floggings he had administered as Chief Disciplinarian, Brad had learned not to enquire too closely into the precise activities of the guards, on whose continued presence the entire teaching staff of the School relied for their safety.  He was certain that the guards took their pound of flesh in illicit sexual relations they had with the inmates, who, he was equally certain, human nature being what it is and deprived totally of female company as they were, also had sex with each other. Not surprisingly, in view of his own sexual relationship with Jonathan and in the full knowledge that Brad and DD were cohabiting, the Headmaster had steered Brad away for enquiring too deeply into the sexual mores of the inmates and guards, on the principle that what the eye does not see the heart does not grieve over. Brad was very impressed and also grateful to Turner for the subtle way in which he had deflected him from making the worst mistake of his career by giving way to the urgings of is cock, which, as he finished thrashing Howard and Sykes, both of whom he knew he desperately wanted to fuck. He turned to Turner who was still waiting for permission to call back in the four guards and nodded his approval to him. Brad saw the greedy look on the faces of all four guards as they gazed for the first time on the two well-beaten arses, which they clearly saw as a perquisite of their job. Brad and Turner then left the room, leaving Howard and Sykes to the not so tender, loving care of the guards.

As sure as eggs were eggs, Brad knew that as soon as he and Turner had left the room, far from being immediately released and taken back to their quarters to lick their wounds, their introduction to the sexual ways of Moulton Midmarsh would begin in a brutal manner, which they could do nothing to avoid. Their two throbbingly attractive arses were almost certainly about to receive a sexual battering from the four guards before being delivered for the first time to their separate dormitories (it had been decided that it would be better if they were separated) where they would, as new boys, probably be initiated immediately by their future room-mates into the perpetual, sexual maelstrom that was a key component in the unofficial life at the School. Yes, all in all, Howard and Sykes had still a lot to experience before they would be allowed to sleep peacefully in their beds.

Continued in Chapter 29

by Jason Land

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