The Portrait of a Strict Disciplinarian

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 went on to Gresham College, Oxford, to read mathematics, where after three years he graduated with a 2/1 honours degree and then went on to take a teaching diploma. But it was whilst at university, his sex life took an unexpected turn.  He had had no difficulty in finding a number of active partners with whom to indulge himself in an act which had become as much of a necessity to him as food and drink. Like breathing, regular anal sex had become an act, either with him performing as top or bottom – he liked both equally – without which he felt he could not live. A definitive step in Brad’s sex life was provided by Jeremy, one of his new, Oxford sex partners, who gave him an impromptu invitation to attend as a guest, an evening of sex with a group of young men, none of whom Brad knew, but all of whom were, like him, regularly practising homosexuals, but who in addition to their sexual activities also indulged in disciplining each other. This opened up a totally new aspect of gay male sex life to Brad, with which he had not hitherto been familiar.

By persuasion, I suppose the participants in that evening’s proceedings can best defined as a group of sadomasochistic homosexuals, who prior to anal sexual intercourse swished each other’s naked arses with the traditional rattan cane which, in spite of being banned from use in all schools for many years, was readily available for purchase via the internet. Anyway, this band of merry men or as Brad came to think of them, this band of stark raving lunatics, formed a group which went under the fanciful name of the Brotherhood of Gay Sadomasochists, which met twice a month to indulge in its somewhat bizarre taste for combining the pain of the cane with anal sex. Fanciful its name may have been, but as Brad learned, it described very exactly what the brothers did to each other.

It should be noted that corporal punishment, having been banned by law from all educational establishments, was an act, which if practised in private by consenting adults, was not illegal. So Brad, whose sexually highly experienced arse, which had hitherto never even felt a fatherly slap, was taking a leap into the dark, exposing himself to the totally unfamiliar delights – Jeremy’s word – of the cane, in agreeing to attend one of the Brotherhood meetings, where naked arse beatings were the order of the day and his own backside would be initiated into this delectable – another of Jeremy’s words – pastime.

On first receiving the invitation from his friend, Jeremy, who, like Brad, was a totally committed, died-in-the-wool gay, he was not terribly attracted to the idea that he should allow some other young man loose on his own naked arse with a cane. But Jeremy was just so persuasive about the erotic benefits of a well-beaten arse as a prelude to anal sex, making it sound better than that other sine-qua-non of modern life, sliced bread, that in the end Brad agreed to go along to the gathering that evening and try it out: “But just once,” he stipulated.

Jeremy replied: “Believe me, Brad, you’ll not regret it; Let me tell you that you have never had an orgasm like the one you will have having sex after your arse has just been swished; nor for that matter when you fuck an arse that you yourself have just shredded with a cane, as it works both ways. I tell you Brad, the combination of flagellation and copulation is a match made in heaven: it’s totally unbeatable – no pun intended!”

Brad remained sceptical, saying laughingly: “Jeremy, whilst I believe you, thousands wouldn’t.  Anyway, as I have agreed to give it a whirl, the proof of the pudding being in the eating - or better said in this case, in the beating, I will reserve judgement until I have actually sampled it.”

The fatidic moment arrived and Brad and Jeremy went along to join the sado-masochistic group of young gays to which Jeremy enthusiastically belonged. If Brad had expected there to be some sort of foreplay leading up to the beatings, he was sorely disappointed. He had vaguely imagined that the beaters and their eager-to-be-beaten partners would enact some imaginary schoolmaster-schoolboy scene, in which the schoolboy would first be berated verbally for his sins, sentence would be passed, pants would come down, and his naked arse would first be beaten and then fucked by his partner, who had just beaten him.

But it was not at all like that.  As Brad and Jeremy arrived at the venue, they found the six other young studs already naked and straining at the leash to begin the flagellative part of the evening’s proceedings. So, they too stripped off and then the group of eight participants to this bizarre event were paired off into four groups by drawing lots. Brad would have preferred to have remained with Jeremy, with whose anus and sexual capabilities he was already intimately familiar. But with the luck of the draw, he found himself paired with a guy called Simon, whom he did not know, but who was later revealed as the tenant of the flat in which this event was taking place. The event turned out to be four acts of simultaneous flagellation, with a rattan cane being applied directly to the flagellants’ bare arses, followed by four equally simultaneous acts of anal sex.

Brad sized up Simon, his partner for the evening, and saw that he had, at first sight, done rather well for himself. Brad himself had a muscular physique, with solid pectoral and stomach muscles and that most important of all masculine physical accoutrements, a large, well proportioned, rubbery cock; six inches long when flaccid, rising to almost nine when rock-hard and ready for action – as it frequently was. Needless to say, Brad’s penis was his own most proud and precious possession; and when he saw that Simon was of a similar build to himself and that he too had that all important attribute: a good-sized cock, always a desirable physical feature, Brad had no qualms at all about having sex with his unknown partner. Indeed, just looking at Simon he felt his cock beginning to twitch with anticipation of what Simon and he might do to together when the post-beating sex began.

And then it suddenly hit him; Simon had been circumcised, which showed off his massive cock-head with its well-defined corona to perfection. He also saw that Simon no longer had any hair around his cock or on or around his balls; his pubic hair had been recently shaved off. These two modifications to nature made Simon’s cock, which was already hard and ready to go, somehow sexually much more attractive. Brad wondered when Simon had had his cock cut and his foreskin removed; had it been as a baby? Although common practice in the USA, circumcision is still rare in England, where it is usually only done if the foreskin is too tight on the glans. But no matter when or why it had been done, the effect was quite entrancing, as it, together with the lack of pubic hair, made Simon’s sex tools extremely attractive to the observing gay eye; or to any other eye, for that matter. Brad could barely conceal his eagerness to take Simon’s magnificent fuck-stick up his arse. Up to now, among the several partners he had had, not one had had his cock cut. So naturally, Brad was curious to see, when Simon finally came to shaft him, if his lack of foreskin made any difference to the quality of his fucking.

But whereas Brad was completely at ease with having sex with a young guy whom he had just met, especially one who looked like and was as well equipped as Simon clearly was, the same could not be said of the pre-sex beating, which definitely worried him. Somehow, he had already divined, sight unseen, that the supposed pleasure of a well-beaten arse, that hitherto un-tasted delight, was something he was not going to enjoy one bit, no matter how good the sex that followed.

The toss of a coin decided which of the two partners would have the pleasure (a very doubtful concept in Brad’s mind) of submitting his arse first to the rigours of the cane. His heart missed a beat as he lost the toss and was obliged to allow Simon, his unknown and untested partner, first to shred his arse with a cane and then to go on to fuck it.  However much he wanted to experience Simon’s massive, circumcised endowment up his arse, at that very moment, he desperately wished he had never agreed to participate in such a hare brained scheme and would have liked to have left there and then with the skin on his arse still intact.

But his friend, Jeremy, who had by chance also lost his toss and was to have his arse beaten first, gave him the thumbs-up sign and a smile, which he took to be a gesture of reassurance. Did it give any comfort to Brad to know that his friend was, by the luck of the toss, also suffering simultaneously the same fate as he himself was? No it most certainly did not! But there was no graceful, face-saving way of chickening out of this horrible situation in which he now found himself.  Four chairs were placed down the centre of the room and the four initial supplicants each bent over the back of one of the chairs. Brad, as the only newcomer to what was obviously a regular event, meekly followed the lead of the three others.

By this time, all eight, stark-naked participants in the drama being enacted were fully aroused and sporting rock-hard cocks. Brad was not only trembling but also somewhat embarrassed as he bent over the back of his chair, voluntarily, but reluctantly, offering his bare arse, for the first time ever, to the caress of the cane. He wondered what to do with his own very sizeable endowment, which dangled down freely; it was highly reminiscent of a stallion’s cock which descends from its body when it is urinating. In fact, at school, Brad had often been told in the showers, with ill-concealed admiration by his envious schoolmates, that he was hung like a horse. Well, right now, in the laughably, ludicrous position which he had been forced to adopt, with his arse in the air, awaiting its inaugural cut with the cane and his rock-hard cock and heavy balls hanging freely below him, he feared that he truly looked like one.

In spite of the fact that, aged nineteen and still in his first month at Oxford, Brad felt the same fear coursing through his veins as would any first-year public schoolboy aged 13, offering his naked arse for the very first time to any of the many fustigators who, in the so-called good old days, abounded in any public school worth its salt. It mattered not whether the person wielding the cane was the headmaster, one’s housemaster, the head boy or even just one of the prefects; the result of a beating on the bare, as it was grammatically incorrectly referred to in public school speak, was always the same: unbelievably excruciating pain. But until Simon delivered his first swingeing stroke to his naked arse, Brad had had no concept of just how hideously painful a senior rattan-cane landing on his naked flesh could be. 

More or less simultaneously, all four canes cracked down and mated with their targets with what seemed like one almighty crack. For a brief moment, Brad experienced nothing; but then his arse felt as if it had been cut in half by a red-hot poker. Never in his entire life had he felt anything even remotely like it. Uncontrollable tears of pain welled up in his eyes and he wondered how the schoolboys of those bygone days had managed to bear such regular onslaughts on their backsides.  Praying that he would not break down and show himself to be a wimp, he gritted his teeth and closed his eyes as he waited for Simon’s second stroke to land on his already, agonizingly painful arse; and when it did, it seemed even worse than the first.  As stroke followed stroke and the pain built up and up, Brad asked himself how many more cuts he would have to endure before what had become an excruciatingly painful torture ended. It ended after the ninth stroke, when, as one, the flagellation platoon downed tools and the ordeal was over.

Brad, whose arse was now tastefully embellished with nine deep, strictly parallel, unbearably painful welts, which, in the old days when the cane was still in daily use at his alma mater, would certainly have been worthy of the traditional Frogmore accolade: well beaten. He asked himself who in his right mind would offer his arse to his friends on a regular basis for such an assault with the cane. Simon now pulled him up from the chair and led him across to a table, on which he made Brad lie on his back. Brad glanced across to his three co-flagellants, and saw that their respective flagellators were each already preparing to shaft the arses they had just roasted in situ, so to speak; that is to say with their victims – for that is exactly how he thought of the four of them – still bent across the chairs. And as he watched, he saw that Jeremy’s partner was preparing to shaft his anus with a cock that was already exuding pre-cum; erotic arousal was clearly the order of the day.

Simon pulled Brad by his legs so that his arse was more or less on the edge of the table and then, standing there, he lifted his legs and folded them back over his supine body, thereby giving himself unrivalled access to his partner’s hole, which he proceeded to lubricate, before sliding his own nine-inch erection smoothly inside. Then hunched over Brad and holding his legs vertically flat against his body, Simon proceeded to fuck his partner with a degree of vigour and intensity the likes of which Brad had never before experienced.  If ever a guy’s penis merited the accolade of fuck-stick, it was Simon’s at that moment.

 Brad had not at all enjoyed the attention Simon had given to his arse with his cane. But now in a totally different way, Simon showed himself to be an absolute master of the art of anal sex. With extreme vigour and ever increasing speed, Simon thrust his nine inch weapon in and out of Brad’s man-hole.  After each thrust, Simon withdrew virtually his full length before plunging back with ever increasing force, until Brad could no longer hold himself back as he exploded uncontrollably in the longest, most intense orgasm of his life. 

Orgasm, the climax of the sex act is, by its nature, essentially very brief, but is one the greatest pleasures – if not the greatest pleasure – known to man.  But the orgasm, which Simon had induced in Brad, was unlike anything he had ever previously experienced; it seemed to go on and on as he jerked out an unusually large quantity of his rich creamy sperm, which he sprayed all over Simon’s chest and face. Brad was still in the throes of his climax as Simon withdrew completely before thrusting his full length for the last time deep inside of Brad; as his pelvis mated with Brad’s arse, he reached his own explosive conclusion and ejaculated his own generous load deep inside his partner.

Brad had never felt anything even vaguely like what Simon had just done to him. It had been a completely new and unique experience for a guy like him, who prided himself in being no slouch when it came to anal sex. The surprising thing for Brad, was that as Simon was fucking him, suddenly the intense pain of his beating seemed somehow unimportant compared with the sexual pleasure he was now experiencing. One might have thought that the excruciating pain of his beaten arse would detract from the pleasures of the sex act, as Simon thumped himself forcibly and repeatedly down on a pair of raw buttocks which had just suffered a severe beating. But, in fact, the pain of the beating was already fading into the background, as Brad waited with eager anticipation for the pleasures which he knew the culmination of the sex act would bring him.

And he now revealed himself, Simon turned out to be an absolute master copulator, the likes of whom Brad had never before encountered. His congress with Simon had taken sex to a level which he had hitherto never dreamed of.  If a well-beaten arse was an obligatory prelude to such unbelievably pleasurable sex, then so be it. Brad knew that, if necessary, he would again force himself to endure what had been the most painful experience in his life, in view of the exquisitely indefinable pleasure of the sex which Simon was in process of delivering. But he was nevertheless fervently hoping that Simon would be willing to fuck him again without the preliminary beating; that they would be able to come to some agreement, out of which might develop a potentially lasting sexual partnership. Brad was totally smitten with a severe case of lust at first sight for Simon; and having bitten once at the forbidden apple, he wanted more.

Simon lay for a full five minutes on top of Brad, covered in the sweat of his copulative efforts, almost glued to him by the amazing quantity of Brad’s enormously thick and sticky emission sandwiched between them. What the other three pairs were doing was no longer of any interest to Brad in the light of his utterly extraordinary experience with Simon.  Eventually, Simon heaved himself off Brad and pulled his erstwhile sex partner to his feet and said: “You know Brad, yours is not the first arse I have fucked nor is it likely to be the last; but just let me tell you, that was the greatest fuck I have ever experienced; and I have experienced plenty.  Come on Brad, let’s forget the others and go and have a shower to wash away this sweat and jizz.”

Simon continued: “Why does the sex act between men always have to be so very messy?  I suppose it’s a punishment because we are wasting what the great and the good would see as God’s greatest gift to man: his sperm: source of all new life.  But as I have just sown my seed on stony, unfertile ground and you have shot yours into thin air, I suppose we have to accept the messy consequences of what to some is an unspeakable act, without recourse to which, the likes of you and I would find it hard to live. But, my God, Brad, where did you get all that spunk from? You just went on jerking and your stuff kept on coming as if it would never end. Frankly, if you were an automobile, you would now be running on reserve! Anyway, come on, Brad. The shower is big enough for both of us to get in at once, so let’s wash away the mess of our sins; the night is still young and we have a lot still to get through.”

Continued in Chapter 4