The Portrait of a Strict Disciplinarian

by Jason Land

28 Jan 2021 308 readers Score 9.1 (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 left the birching room with the three lads still strapped to the birching frames. Before leaving, Brad had simply left he the three of them saying: “Well boys, that is your lot for today,” before adding the blood curdling message, “But make no mistake: if any of you causes any kind of trouble during your detention in this place, I will have no hesitation at all in giving you a replay of what you have just received. I now leave you in the capable hands of the guards who will attend to your immediate needs and then take you back to your respective dormitories, where you can regale your dorm-mates with the lurid details of your visit to hell with the new man in their lives.”

“Jeezus Christ,” said DD, as they walked away from the punishment room, “You really did go to town on those three lads; you gave them absolute hell. You know, Brad, I almost feel sorry for them; and I shudder to think what the guards will do to them before they take them back to their dormitories.”

“DD, in this business, as I have already told you, you have to harden your heart towards the likes of dangerous young criminals like those three, all whom would have no hesitation in knifing both of us if it served their purpose and they could get away with it. You cannot, and must not, allow misguided feelings of sympathy to cloud your judgment when it comes to punishing them; they have to suffer severe pain pay for their sins. If their flogging helps in some small way to reform them, then all to the good. But don’t hold your breath as you will probably be disappointed. The simple fact of the matter is that each time a boy is punished, it is a straightforward act of vengeance, which I wreak on his arse.”

“After my experience at Moulton Midmarsh, I have become an utter realist and I no longer mentally dress up the beatings I give as some element of a noble, reforming crusade. I have come to accept and can easily live with the fact that I am administering severe pain. I am what I am, which is a severe disciplinarian. In fact, I find I quite enjoy flogging naked arses; it turns me on sexually as you know from past experience with me. And I know that it does the same for you, even though you are just an observer. That is why we both have the hots for each other at this moment, although when do we ever not? Might I suggest we stop moralising about the ethics of flogging these young criminals and benefit ourselves from the sexual arousal it has brought us. Come on, DD, you know as well as I do that what you want most to do right now is to have sex with me. As I share wholeheartedly that desire, let’s get back to the house and fuck each other, as that is precisely what we both want  to do at the moment; so let’s just do it!”

“And to set you straight on the guards, a pound to a penny says that they are doing just that: rogering the three poor sods we have left in their care. Experience has taught me to live and let live; I have learned it is not wise to enquire too closely into what happens to the lads I have just beaten after I hand them back to the guards. I know, I know! You are going to tell me that I am standing by, turning a blind eye, when I know that a cardinal rule of the School is being broken. But the guards come to regard the occasional opportunity to fuck an attractive young guy, as one of the agreeable perquisites that lights up their otherwise humdrum lives.  I know that was the case at Moulton Midmarsh and the Headmaster wisely turned a blind eye on the practice, as he realised the impossibility of controlling the sexual urges of any man, himself included.”

“And, I might add, that although sex between the guards and the inmates is quite common and may, ostensibly, be forced on the inmates, I have never heard anyone complain that he had been raped by a guard. As we know from our own personal experience, man cannot live without sex. You and I have the luck to be two homosexuals who have found each other; and in spite of having become an item, we have been doubly fortunate that both of us also enjoy recreational sex with other men, which does not interfere with our personal relationship. So, together, we lead a very charmed and satisfactory sex life. Others, and I refer not only to those imprisoned in places like Highgate, but also to the guards who are forced to reside on site, have not been so fortunate. Even sttaight men confined in a place like this with any access to women denied to them, quickly come to terms with the fact that buggery, having anal sex with another man or even allowing another man to bugger them, is not half bad and they quickly become addicted to what, to their astonishment, proves to be a very enjoyable experience.”

“Whilst I have no sympathy and, as you have seen, am unbendingly severe when it comes to flogging the criminal type of inmate we have on our hands, I nevertheless understand that to deprive them of sex, which all young men need for their well-being, would be a step too far. And so, at Moulton Midmarsh, I learned from our Headmaster, a very wise man, not to enquire too closely into the sexual activities between inmates or between inmates and guards, who are forced by their jobs to live on site. Both categories are deprived of any female company so what else can they do to satisfy their sexual needs, other than fuck each other? The way I came to look upon it at Moulton Midmarsh is summed by the maxim: What the eye does not see the heart cannot grieve. And that is exactly the attitude I propose to adopt here at Highgate.” 

“I know that I am ignoring one of the School’s key rules; but to enforce it would be to court disaster. If I have learned anything in my life so far, it is that sex is an uncontrollable driving force.  You can legislate against it on paper, but to control it is, in my view, totally impossible. So I don’t propose to enquire what the guards are, in all probability, doing to the three lads as we speak; I don’t know and I don’t wish to know. But what I do know is that in talking, you and I are wasting valuable time, which could more profitably and more pleasantly be spent in assuaging our own sexual desires. Come on  and let’s get home and fuck each other, as that is what we both need and want at the moment.”

“Amen to that,” said DD.

Whilst Brad had declared he had no interest in seeing what the three guards were now up to in the punishment room, I suspect that readers would like their own curiosity satisfied. After all, it is not every day that the guards were offered, practically on a plate, three young, well-beaten, naked arses, all of which were just crying out for just that type of further attention which the guards were more than willing to give them. After having been excluded from the punishment room while Brad flogged the three lads, their noses had been put severely out of joint, as they were being deprived of what they had hitherto considered as one of the perks of their job. As everyone knows, feasting one’s eyes on some poor sod having his arse shredded with a cane is a very sexually arousing experience for the observer. Having been deprived of the perk of witnessing the floggings, it is not surprising that they were now concerned that the new Warden would make them take the three lads immediately back to their dormitories, thereby depriving them of what had been the true cherry on the cake: the opportunity to lavish the sort of post-flogging, tender-loving care, at which they were past experts, on the lads’ glowing backsides.

However, their worst fears were not realised, as the Warden left with DD, the only witness to the event, making the somewhat cryptic comment to the lads who had just been beaten: “I now leave you in the capable hands of the guards who will attend to your immediate needs and then take you back to your respective dormitories.” What precisely was meant by the words: attend to your immediate needs, was open to interpretation. Confronted as they were with the inviting prospect of three attractive, freshly flogged, naked backsides, strapped, legs well apart giving easy access to their main ports of entry, it is not surprising that the guards came to the obvious conclusion that they had been given carte blanche to exercise their magic on the lads.  This was reinforced by the fact the Brad and DD had marched off smartly, leaving the three lads suffering the agonising aftermath of their floggings, to the tender, loving care of the guards.

Add to this scenario the fact that for the past six months, during which there had been no floggings at all, not only the present three guards, but all the other guards at Highgate, who served on punishment duty on a rota system, had been deprived of what they saw as the two prime perks of their job: witnessing the punishment of errant internees and tending to the post-flogging needs of the poor sods whose arses had just been shredded. But post-flogging care by the guards was an act which went much further than its original remit, which consisted simply of freeing the suffering internee from the birching frame and delivering him back to his dormitory. Other than that, no mention was made of post-beating after-care either voluntary or forced. Not surprisingly, in view of the total lack of floggings in the recent past, for the three guards to be confronted now with not just the usual one, but with three well-flogged arses just crying out for the sort of attention at which they were experts, must have seemed like a God sent opportunity for them to recover lost time. Not a word was spoken by the guards. The only sound to be heard was the soft, uncontrollable sobbing of the three lads, until it was eventually supplemented by the sound of the key turning in the lock of the door and the inimitable, characteristic sound of zips being pulled open as trousers and underwear were abandoned, giving the three lads their first intimation that they were not simply to be released and taken back to their beds to be allowed to nurse their flamingly painful arses in peace.

In spite of their sixth months of forced sexual abstinence due to a total lack of candidates requiring care, the guards had arrived well prepared to resume their normal post-flogging ministrations to any internee who needed it.  As they now prepared themselves to resume what they most certainly considered as a key perk of their job, one of them produced a tube of lubricating cream with which they each proceeded to anoint their already stiffly tumescent cocks.  The first thing that the three lads, who could see nothing of the preparation going on behind them, knew of the intended onslaught to which their arses were about to be subjected, was when all three guards simultaneously thrust the tips of their rock-hard boners against the anal entry ports of the three internees. The first vociferous reaction was from Flynn, who, worldly-wise in matters sexual as he was, exploded with the rhetorical question: “What the fuck do you think you’re doing?” He was cut short before he could continue, as with one accord, as if part of a choreographed routine, the three guards simultaneously thrust their full lengths into the internees, who, being still strapped to the frames could do nothing to resist.

There was no doubt that the three lads were being raped; but as they could do nothing to stop the guards, once the initial shock and the pain of being forcibly shafted was over and the guards started fucking them in earnest, with the long cock-strokes of the seasoned professionals, which they showed themselves to be, the three internees had no option but to accept what was happening to them. In fact, once they had accepted the fact that they were being forcibly fucked and could do nothing to stop it, they gradually relaxed as the onslaught continued. They quickly found, as do many non-homosexual young men when they are force-fed anal sex, that they were actually enjoying the experience. For Kenny and Knight, who were both only 17 years old and had, until now no sexual experience beyond masturbation, it was an introduction to the buggery of male-male relationships, which due to the lack of access to women, would become a routine and welcome feature of their life at Highgate during the next two years. But for Flynn, who was gay and at the age of 19 already an experienced, homosexual criminal, being buggered by the guards, was nothing new.

Typically, the guards, like most guys of their ilk indulging in casual, non-consensual sex, were really only interested in the pleasure which they personally got from the act; to hell with the feelings of the guys they were topping. For an experienced gay such a Flynn, who was accustomed to being used, often quite brutally, as a casual bottom by an ever-changing spectrum of men, what was now happening to him was par for the course. But, for Kenny and Knight, for both of whom it was their maiden introduction to anal sex, it was a baptism of fire. Typically, on such occasions, the top withdrew his cock from his partner well before he had reached his own climax and went on to jerk himself off to achieve orgasm, ejaculating his load all over the arse and anus he had just been fucking, leaving the bottom he had just abandoned to do the same for himself. However, as Kenny, Knight and Flynn, were still strapped across the birching frames, this essential, manual phase to completion could not take place.

For the rampant guards, with the bit now firmly between their teeth, intent only on satisfying their own sexual appetites, one orgasm was not enough; so on the maxim: nothing succeeds like excess, and having three captive arses on which to exercise their cocksmanship, they each went ahead and fucked all three lads in turn, who, immobile as they were, could do nothing to stop the onslaught and were totally unable to jerk themselves to orgasm, thereby bringing the sex act to its usual conclusion. You can imagine the unfulfilled sexually aroused state to which the three lads had been brought by half an hour of more or less continuous, brutal, copulative pounding of their arses by three  different powerfully efficient cocks. Even when non-consensual, anal sex inevitably leads both the top and bottom partners to the act towards that marvellous sensation which we call orgasm, which is in such cases of rape, rarely, if ever, simultaneously mutual and practically never achieved in situ.  As was now the case, while the guards attended to their own pressing needs, the three bottoms were left in an aroused, pre-orgasmic state, unable to help themselves manually to climax, you can imagine how they felt. 

Finally, having for the third time in half an hour, ejaculated their considerable final loads over the arses from which they had just withdrawn their cocks, the guards, now sexually satisfied, released the three lads and allowed them to jerk off.  Having each been taken to the edge three times in such a short space of time they quickly masturbated their respective ways to their own climaxes, all of which were accompanied by vigorous ejaculations of seemingly endless quantities of sperm. But their sexual euphoria was short lived and they were brusquely led away to their beds, still stark naked, by the guards The intense pain of their beatings, somewhat palliated as they were being fucked, suddenly came roaring back with a vengeance, reminding them graphically that they would probably spend an agonisingly painful, sleepless night attempting to palliate the intense pain from which they were still suffering, and which, as they were to learn, would be with them for several long days before they could again comfortably sit down.

For Kenny, Knight and Flynn, it had been the most painful experience of their young lives. But for Kenny and Knight with no previous sexual experience other than masturbation, it had also proved to be sexually revealing. The intense pain, which they were all still enduring from their beatings, transcended even their wildest imaginations of just how horrifically painful a thorough flogging could be. Even the worldly-wise Flynn, who still had two more birchings to look forward to, shuddered inwardly at the thought of what still awaited him twice in the months ahead.  For Kenny and Knight, although given their druthers they would certainly have resisted the sexual assault by the guards, once they had realised that there was nothing they could do to stop it, found, as in so many cases of male-male rape, that they were quite enjoying the experience. It was a brutal introduction to anal sex; but like many, essentially straight young men, deprived of access to the females, they would quickly espouse anal sex with pleasure. It was the only avenue open to them to satisfy their pressing sexual needs, which, at their age, will never be gainsaid. They soon saw that buggery – having anal sex with another man – was a damned sight better then masturbating alone.

Continued in Chapter 33 

by Jason Land

Email: [email protected]

Copyright 2024