The Portrait of a Strict Disciplinarian

by Jason Land

29 Jan 2021 292 readers Score 9.4 (6 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. 


Brad and DD’s sex life had always been very active; but in the next few weeks, as Brad systematically flogged his way through the backlog of mandatory birchings at a rate of three per day, their nightly couplings became ever more intense, confirming, if that was even necessary, the close relationship between corporal punishment and sex. One might have thought that after a certain time, the prospect of flogging three fresh arses on a daily basis might lose its allure. In the event, quite the reverse was true, as both Brad and DD revelled in the increased intensity of their sex life together, in which the regular beatings played an important part. There is a saying that sex is a toy which never fails to please. For both Brad, the flogger, and DD, the (prurient, although he never would have admitted it) onlooker, who, in spite of his initial reservations, had become an avid observer and admirer of Brad’s skill at thrashing arse, the combination of flogging, which always raised their individual sexual libidos to the boiling point, followed later by the intense sex, was like manna from heaven for them.  And the guards who had seen one of the most prized perquisites of their jobs: post-flogging sex with the internees, both restored and increased were also very content with the improved lot, in what were their humdrum lives.

Brad decided to make it clear to all new arrivals that the life they were to lead at Highgate was extremely strict. To bring home this fact to them, as had been the practice at Moulton Midmarsh, he introduced a 12- stroke, welcome caning for every new internee, who arrived without a mandatory birching order, as was the case with the majority of inmates of the School.  This served two purposes: firstly it showed all the new arrivals that the School was a strict, no-nonsense establishment, in which, at the slightest sign of misbehaviour, the painful, correctional therapy of the rattan cane was ever ready to be dispensed; secondly, it ensured that after that first glorious month of daily, three-man floggings, in which the backlog of mandatory birchings had been completed, there was still a regular flow of inmates to satisfy the slightly sadistic tastes of both Brad and DD. DD, after a somewhat lukewarm beginning, had become as total a devotee of watching young men being punished as was Brad in wielding the cane. Regular floggings also kept the guards happy as they quickly saw that their boss, the new Warden, had an attitude of live and let live and did not inquire too closely into what happened between them and the inmates he had just flogged, after he had left the punishment room. The inmates also quickly came to realise that if they were flogged by the Warden, after their punishment they would automatically find themselves being buggered by at least one, and often two or more guards before being taken back to their dormitory and left to suffer in peace.

Brad and DD led together what I suppose is usually called an idyllic sex-life. It was nevertheless always a vigorous physical coupling between two equally committed gay young men, which bore no resemblance at all to the classic type of husband-and-wife relationships of so many devoted male-couples in mid 21st century England, in which one always plays top and the other the bottom.  Brad and DD both fucked each other equally; there was never any discussion as to who should do what to whom on any of the very frequent occasions on which they had sex together; whoever took the active lead seemed completely appropriate to the mood of the moment. It was an extraordinary relationship, but one which was completely harmonious.

What distinguished their partnership from others was that were utterly faithful to each other, they never gave way to the temptation of the muscular, young, male flesh offered by many of the inmates at Highgate.  This required exceptional self-control by both of them; especially due the frequency with which Brad was flogging the arses of sexually tempting, naked young men, all of which were simply crying out for a dose of post-flogging, sexual care. Such post-flogging activities were religiously left to the guards, into whose activities Brad never enquired, leaving what actually transpired open to conjecture. But, what should, however, be noted, was that there was never even a murmur of complaint made by any internee against the guards.

Against this background of total satisfaction both with their professional and private lives, the fact remained that both Brad and DD enjoyed socialising with other young men of the same sexual persuasion. At such sexual, social occasions, where they always appeared together, they both were sufficiently sure of the other to feel utterly free to exercise their considerable sexual talents on any of their friends, without raising the slightest spark of jealousy between them. Both Brad and DD had worked out regularly in the gym at Moulton Midmarsh, a practice which they had immediately taken up again on their arrival at Highgate. They both had a modest, justifiable auto-narcissistic pride in their own bodies and exceptional sexual endowments; and they intended to keep themselves sexually attractive to other members of the male sex for as long as possible before relaxing into the grips of middle age. They had both realised that visual physical attraction was an important factor in the sort of social lives they intended to lead.

At Moulton Midmarsh, where they had first met, DD, with what Brad was to learn was his typical, nevertheless less attractive, braggadocio, had, within two hours of their first meeting, dramatically initiated the first sexual contact between them; he had left Brad holding a drink in one room of his apartment and then gone off to the adjacent room to appear minutes later totally naked offering his attractive body to Brad on a plate.  After that rather unconventional beginning of what had rapidly developed into a passionate, all enduring relationship between them, he had later gone on to introduce Brad to the Top Cocks Club: the TCC, a gay fraternity in Cambridge, of which he was a leading light. It was the TCC, which had provided them for two years with the easy-come, easy-go, no-questions-asked, non-committal, casual sex which they both enjoyed over and above their dedicated commitment to each other.

The chance invitation to a meeting of a similar sort of gay club, The Swingers in Manchester, was to prove an admirable replacement for the TCC, which was located in Cambridge, was much too far away from Highgate School to be practicable. To date, they had been to only one meeting of The Swingers; but their first and only appearance as guests at the meeting had caused a sensation. Not only did both Brad and DD have unusually large cocks, always a positive feature at any gay event, but they were also able to show their hosts a totally new approach to that back-bone activity of all gay relationships: anal sex. So impressed had been their hosts that both Brad and DD had been immediately invited to join the club, which they had done. And now here they were at the end of their first few weeks at Highgate, many well-flogged arses later, preparing to make their debut as new members at the Saturday night meeting of the Swingers.

The meeting was in full swing by the time Brad and DD arrived and members were already indulging their sexual fancies with each other. The President welcomed them as new members with open arms and pointed towards the side room, where they quickly discarded their clothing, lubricated their cocks, which were already rampant and craving action.  From the moment they entered the copulating throng, Brad and DD, with no false modesty, were acutely aware that many eyes were instantly focussed on their exceptional, cocks, which, as ever, had risen to the occasion; but when did they ever not? With their pricks gleaming with oil and rock-hard as they already were, Brad and DD were both lusciously attractive and ready to fuck.

As they stood there – two magnificent Alpha Males, sporting lusciously attractive erections, the envy of all who saw them – their attention was drawn to a small group of members with their backs turned, who were intent on watching what was evidently an exceptional, impromptu demonstration of gay sex. Brad and DD’s curiosity was aroused and so they joined the onlookers, who were obviously fascinated by what they were seeing, which was the banal act, infinitely satisfying for the two protagonists, of one man lying on his back on a table with his legs held vertical across by his partner against his body, who was in the process of fucking his prostrate partner. It was an act of gay sex in a position which most gay men, at some time in their sex life have experienced.

But what had attracted the onlookers, was the vigour with which the active top was fucking the guy who was bottoming for him. Standing there addressing his partner as he was, the top’s muscular arse, which bore the criss-cross welts of a relatively recent, heavy caning, was in clear view. But this feature alone did not justify the attention the pair were receiving, which was due largely to the extraordinary vigour and amplitude of the thrusts and withdrawals the top was making in his quest for those magic few moments of orgasm. The fact that the bucking buttocks in question had recently been flogged added a frisson of prurient excitement to the whole scene. Anyone could see that the amplitude of the strokes could only mean that the guy who was topping, had an exceptionally large endowment of man-meat, which enabled him to take the unusually long strokes, which was the unusually dynamic feature which was fascinating the onlookers.

Inveterate practitioners of the not-always-gentle-art of anal sex, as both Brad and DD certainly were, they were nevertheless as captivated as the other onlookers by the piece of virtuoso, anal fucking they were seeing happen before their very eyes. As Brad glanced sideways, he saw that the first droplets of pre-cum were already dripping from DD’s glans, which,  swollen to its glistening, mouth-watering maximum, set off by a clear rim from the circumcised shaft of his cock, was just begging for action. Then before Brad could stop him, DD, with his libido clearly out of his control, impetuous as ever, suddenly stepped forward, grabbed the unknown top by the hips and on his next withdrawal stroke sank his 10-ten inches of rock-hard meat in one smooth movement deep inside the top’s back passage. DD worked on the principle that he who hesitates is lost and never, for a moment, hesitated to strike whenever he thought the iron was hot.  If the top was surprised to find that he too was suddenly having his hole shafted, he did not show it, as he continued uninterrupted with his immediate mission in life, which was clearly to bring both himself and his bottom partner to a climax.

DD, consummate expert that he was, remained motionless and allowed the top to withdraw himself almost completely from his shaft as he thrust his cock back into his partner. Then, on the next withdrawal stroke, DD rapidly and forcefully thrust his own formidable, sword-like weapon to the hilt back inside the top. However, DD realised at the very first stroke, that the guy he had so impetuously shafted was not only, as they had already observed, a vigorously competent cocksman, but was also one of those rare guys who was able to turn the normally passive role of bottoming into one where he made the guy who was fucking him (DD) also work for his supper. He had such control over what were clearly his highly trained anal sphincters that he gripped DD’s invading cock tightly and extracted every bit of sensuality for himself.  DD, who was no beginner, benefitted enormously from his partner’s actions as he was forced to work harder with his forward strokes each time his unknown partner withdrew himself from his prime target, the as yet also unidentified bottom.

DD had, by his action, transformed what had been, by any standards, an exceptionally vigorous example of anal copulation, characterised by the top’s exceedingly long thrusts of his cock, into a three-man, virtuoso demonstration of anal sex, where the original top was now playing both top and bottom roles simultaneously.  Given that DD’s impromptu intervention had occurred when the original pair were already well on the way to their joint climax, coupled with the top’s amazing anal-muscle grip on DD’s cock, all three participants were quick to arrive at their own climax. The bottom, whose man-meat was not actively physically involved, as he had refrained from working his cock manually to orgasm as is so often the case whilst he was being fucked, leaving everything to the top, was the first to reach orgasm. He shot his load in a series of massive, ejaculative jerks all over the muscular abdomen of the top, who, seconds later, followed him with his own ejaculation, depositing his generous quantity of sperm deep inside his partner. These two seismic orgasms, which violently shook both of the two original protagonists, were immediately followed by DD, the interloper, reaching his own climax, the copious result of which he dumped deep inside of the top, whom he had so precipitously penetrated.

After a few moments rest, in which the two active members collapsed on top of the bottom partner, still flat on his back on the table, DD was the first to withdraw his cock, still dripping with the last drops of his viscous emission, from the unknown anus which he had, totally uninvited and without any prior warning, just fucked. Then the top also withdrew himself from the still prone bottom and turned towards the applauding onlookers. Until this moment, the onlookers had only seen his muscular, well-whacked arse, going hell for leather, to and fro, as he fucked his partner with what was now revealed to be a magnificent, 9-inch-long piece of hard man-meat. But it was not the size of his endowment which floored Brad and DD when they saw, with astonishment that this hitherto unknown master-cocksman – and there was no doubt at all that he was a master at his art – was none other than Liam Forsyth, Brad’s secretary and general factotum. It was difficult to decide who was more surprised: Brad and DD or Liam.

But now that Liam was standing there in all his naked glory – and not to indulge in hyperbole, in addition to his totally exceptional mouth-watering sexual endowment, he really did have a beautiful, muscular body – he gave his hand to his partner, whom he had just so thoroughly fucked, pulled him to his feet. Then, apparently completely unfazed, he said: “Gentlemen, this is my friend Brett Bottoms; (such an appropriately evocative name!) he and I occasionally get together as you have just seen. Brett, this is Mr. Caine, Warden of Highgate School where I am the School secretary; and this is Mr. O’Sullivan, the PE instructor of the school.” It was difficult to judge at that moment, which of the two pairs of young men, Brad and DD or Liam and Brett, was more embarrassed by the situation of complete, sexually aroused, copulating nudity in which they had fortuitously met.

Continued in Chapter 34

by Jason Land

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