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.

The Headmaster’s house had been built at the same time as the original school buildings and was a substantial late Victorian edifice, designed for a large family, in which the Headmaster now lived alone, apart from, to coin a phrase, boy-of-all-work.As such there were several rooms on the ground floor, one of which was a dining room in which a table had been formally laid for three. The way the Headmaster lived, was reminiscent of that of the Master of an Oxford orCambridge college, but of 50 years earlier. The Headmaster rang a bell and a few seconds later, Brad was treated to this first sight of the delectable Jonathan. Treated is a good word to have used to describe what Brad saw, as Jonathan himself truly was a treat for anyone’s eyes; and especially so for a young gay man such as Brad, who, like most gay men, automatically assessed each new guy he met for his sexual potential.

And sexual potential was a quality which Jonathan exuded in spades. Summing up Jonathan in a few words, he was an extremely handsome, fair-haired young man just under six feet in height. He was formally clothed in what almost amounted to a livery. In addition to a well-cut pair of black trousers, he was wearing a black waistcoat with scarlet piping around the edges, a white shirt and a black bow tie. Although fully clothed at the moment, his uniform obviously housed a superb, muscular, young body. Of course, Brad’s eyes dropped automatically to Jonathan’s crotch where the tight-fitting trousers he was wearing told the whole story. This young stud appeared not only to have a body to die for, but was also well-equipped where it really counted.

Within seconds of first seeing Jonathan, Brad was mentally undressing him as he felt a stirring of that independent and uncontrollable monitor between his legs, telling him that here was a very desirable, young hunk, worthy of further attention; he could see why DD had had sex with Jonathan. But he immediately felt ashamed of himself for being mentally so faithless to DD, a man with whom he had just established what promised to be a deep, and mutually satisfying, sexual relationship.

The Headmaster began: “Ah, Jonathan, now that my guests have arrived, I think you might bring in the bottle of champagne I put on ice a couple of hours ago.” And then turning to Brad: “I thought as this is the festive season and as it is your first day in this place, we might indulge ourselves with a glass of bubbly, before we sit down to dinner, which, with his usual brilliance, Jonathan has prepared for us. You know, I don’t know what I would do without that young man to tend to my daily needs. He really is a modern-day Figaro: a general factotum who is amazingly proficient at everything he does; and he really does do everything. Ah, here he is with the champagne.”

The three of them were standing there in front of a roaring fire as Jonathan opened the champagne, poured three glasses and handed one to each of them. He then said to the Headmaster: “Dinner will be ready in about 15 minutes, Sir, so I will leave the bottle in the ice bucket so that you can serve yourselves whilst I attend to the last of the preparations.” “Excellent, excellent,” said the Headmaster, “Go away and work your magic on the dinner and surprise us.”

The Headmaster then proposed a toast to welcome Brad to the School. “I hope, my dear Caine, you will not mind if I call you by your first name or by what I assume is your nickname: Brad. We are somewhat informal among ourselves here at Moulton Midmarsh. So, Brad, welcome to this School, which has a burning need for the sort of services which go with your appointment; keeping in order the young delinquents, with whom we are graced, is a fulltime job, as you will soon see. But no more of that this evening; let us enjoy our dinner and tomorrow in the cold light of day, you and I will have a serious discussion together about what needs to be done immediately.” Jonathan proved to be a talented cook and the dinner, professionally cooked and served by Jonathan, was absolutely excellent.

Later that evening Brad and DD were back in Brad’s apartment, attempting to decide in whose bed they would spend their first night together at Moulton Midmarsh, when a knock came at the door. To their surprise, when Brad opened it, standing there was none other than Jonathan. The two of them looked at Jonathan, whose sudden arrival was a great surprise, which was increased to incredulity by the way he was dressed. He had changed out of the formal outfit he had worn as he had served dinner to them earlier and was now wearing the most daring and sexually suggestive of clothes. When one receives a gift in its usual elaborate packaging, one’s immediate reaction is to rip off the wrapping to see what is hidden beneath. Well that is exactly the feeling that Jonathan, dressed as he was, engendered in his two onlookers as he stood there in the doorway. Within a second of seeing him, Brad’s cock was already stirring, and he was already mentally ripping off Jonathan’s clothing in his desire to see that superb young body and obviously generous sexual equipment totally free of the impediment of its presentation packaging.

The breath-taking young stud, for that expression truly described Jonathan in all his glory, was wearing a pair of those expensive, low-slung, crotch-hugging designer-jeans which, although they are in fact brand-new, have been aged artificially to look well-worn. They were the sort of jeans which only a guy with a physique such as Jonathan possessed could ever even think of wearing; and even then, it took a lot of courage for any man, however well-equipped, to wear such a sexually revealing garment, unless he was out prospecting for action, which Jonathan obviously was. Other than the jeans, in spite of it being late December and pretty damned cold, Jonathan had chosen to wear a short-sleeved fitted-shirt, exposing his well-developed biceps; and as the shirt was unbuttoned almost to the waist, his beautifully defined six-pack of stomach muscles was also clearly visible. The expert way in which the crotch of his jeans was cut, left the observer in no doubt that their wearer was sexually a very well-equipped young stud. Around his neck he was wearing a simple gold chain and on his feet, he wore an expensive pair of supple, slip-on moccasins. In his left ear he had inserted a gold stud, which he had not been wearing when he served dinner.

Jonathan, who was most certainly aware of the impression his appearance had created, addressed Brad, at whose apartment door he was standing and said: “Good evening, Sir, the Headmaster suggested to me that I come over and see if there was anything I could do for you to help you getting settled into your new lodgings, sir.” And then, looking directly at DD, he smiled and went on: “But I see you are not alone, sir, and already have company; so, if I am disturbing you, I can go away.”

Now, looking at what was clearly intended as a welcome present from the Headmaster, the very last thing Brad wanted was for Jonathan to leave with the manifestly putative purpose of his visit unfulfilled. He had no intention of allowing this exquisite, well-ripped, young stud, oozing sex, dressed as he was and clearly offering himself and his personal services on a plate, to leave with his mission unaccomplished. With his eyes riveted on Jonathan’s crotch, Brad saw Jonathan as a piece of ripe fruit, hanging there on the tree, just waiting to be picked and consumed with pleasure. If ever the old adage; strike whilst the iron is hot, needed to be taken in earnest, now was the time. “Well, Jonathan, what an unexpected, but pleasant surprise, to see you again so quickly; please, please, do come in, as I am sure Mr. O’Sullivan and I will both be glad of your company and help.”

Jonathan stepped into the apartment and Brad closed the door behind him giving him his first real view of Jonathan’s neat bubble-butt of an arse, just the sight of which made his heart beat faster. There was a moment of somewhat, embarrassing silence, as is often the case when a junior stands in front of his master, which was evidently the case now with Jonathan, who, having finally entered the room, did not really know how to continue. Of course all three participants in this little drama knew what the purpose of Jonathan’s presence was, but for the moment not one of them had the words of the unwritten script to advance matters. Jonathan was, of course, an employee of the school as were both Brad and DD, and as such was not subject to their authority as was the case with the inmates.

“So, Jonathan,” Brad began, “It is very kind of the Headmaster to send you around here to help me get settled in and it is equally extremely kind of you to come around here in what is obviously your free time. Anyway, now that you are here, what sort of service do you think the Headmaster had in mind when he sent you here to help me?”

Jonathan was clearly ill at ease with such a direct question and said: “Well sir, he didn’t specifically say what you might want me for. He simply suggested that I come around and offer to help you settle in any way I could. So, sir, if there is anything – anything at all – I can do for you, you have but to ask.”

DD now intervened: “So, Jonathan, in fact, the Headmaster didn’t actually order you to come around here tonight, as you just told us that he suggested you come round, which you obviously thought was a good idea as here you are. Jonathan, forgetting the Headmaster for the moment, now that you are here, what have you in mind that you could do to help my friend, Mr. Caine, to settle in? Come on, Jonathan, you must have had something in mind when you knocked on the door just now.”

Poor Jonathan was becoming increasingly embarrassed had no idea what to say. Here he was confronted by two, sexy, young school-masters, neither of whom had any power over him as he was, like them, an employee of the school and not an inmate; but as the youngest person present and not a member of the teaching staff, he was understandably slightly overawed in their presence. The simple fact of the matter was that he had found the Headmaster’s dinner guests as sexually attractive as they had found him. So when the Headmaster had made his suggestion – and, as DD had correctly divined, it had only been a suggestion – that Jonathan might help the newly recruited master to settle in, he had surmised, quite correctly, that the young man would hot-foot it around to Brad’s apartment in search of that very aspect of gay sex to which the Headmaster, for reasons known only to himself, did not allow his general factotum access.

As DD had observed to Brad, the Headmaster was a really good guy who always looked after his staff. And wise old owl that he was, in the spirit of live and let live, he had clearly seen that the regular one-way sex between Jonathan and himself, with himself always as the active partner in the sex act, was too one-sided to fully satisfy the sexual appetite of his young jack-of-all-trades. He understood completely that this virile young stud, whom he personally fucked regularly, with great pleasure – on both sides it must be said – also needed positive action himself from time to time, which had led to his making the suggestion. He had seen during the dinner, that Jonathan had eyes on both Brad and DD as much as they had their eyes on him. So, why not sow a seed, from which, if it germinated and grew, all parties, himself included, might benefit? He was pretty sure that both Brad and DD would jump at the chance to have sex with the super-attractive Jonathan and he knew that the desire would be mutual, as Jonathan himself had a very healthy sexual appetite.

DD, with whom Jonathan had had sex on two previous occasions, came to his rescue in his direct way, saying: “Jonathan, why don’t you just say what you want, which you have already more or less shown us by the manner in which you are dressed. Quite frankly, young man, you look as if you are offering yourself to Brad – or to us both – gift-wrapped as a late Christmas present. But to help you, as you are probably too embarrassed to tell us, then why don’t I put into words for you why I think you have come here tonight? Put very simply, young man; you got the hots for both Brad and me when you served us at dinner this evening. And just to calm your fears, the sentiment was reciprocated, as both Brad and I feel much the same about you. You are, Jonathan, as I am sure I don’t have to tell you, a very attractive, young man both physically and sexually. So to cut to the chase, you came across here, to Brad’s apartment at the suggestion of the Headmaster, with whom I know you have regular sex, but only as a bottom, on the off-chance that Brad might be willing to have two-way sex with you.”

“But then to your surprise, you found that Brad was not alone, which threw you off your track a bit. Jonathan, you know me, as you and I have had sex twice with each other to break the boredom of being stuck here in what amounts to a sexless desert. For you, it was to have two-way sex with someone nearer your own age to break the frustration of just being – and I mean no disrespect to either the Headmaster or you – nothing more than the Headmaster’s bum-boy. For me, it was because during the week I am cut off from other gay men and I feel the need for two-way sex, without which I cannot function properly. And so together, via our dalliance, we satisfied each other’s quite different needs. So, Jonathan, now that I have made it clear why I think you have come here tonight, I think you now owe it to Brad to let him strip off your Christmas gift-wrapping, as it was for him that your sexy-looking get-up was initially intended, so that he can see what you are actually are offering him and then he can take it from there. So, come on, Jonathan, get all your clothes off, boy, and let Brad see what appears to be the delectable treasure which they are attempting to hide.”

“Gee, DD, the way you put it sounds like I am being interviewed for a job and my body is sort of part of my CV, which you need to scrutinise. As you have just said, I came here looking for sex with Brad, for as you say, much though I like working for the Headmaster, who has always been very good to me, our sexual relationship, which I do not mind at all, is totally one-sided and leaves me feeling totally frustrated. Each time he fucks me – on average every other day – I finish up later jerking off as I am totally frustrated and unsatisfied. Now he knows that, which is why he encouraged me to come across here this evening, in the hope that I might find a solution with Brad. Anyway, DD, you are quite right. So, Brad, here goes; take a good look and decided if you like what you see. If you don’t, then I’ll re-package myself and will leave with my tail between my legs and never come here again.”

Brad and DD watched with bated breath as Jonathan quickly divested himself of his extremely skimpy attire. Off came the shirt and moccasins; down came the jeans, to reveal that he was wearing only a G-string to support his sexual endowment. This, his sole undergarment, turned out to be secured by two small clips at each side, enabling it to be removed without stepping out of it. Jonathan’s natural grace and sense of theatre, which were obvious from the way he remove his shirt and jeans, reached their climax as, with a dramatic artistic flourish, the G-string disappeared, liberating his cock and balls to assume their natural posture. Like many a young man, Jonathan evidently found difficulty in expressing himself in words when it came to saying what he wanted. But, with the real thing in the offing, he had evidently no qualms in stripping off and letting the prospective buyer– figuratively speaking, of course – see the merchandise he had to offer. And what a cornucopia of potential carnal pleasure was revealed, when the full glory of what had been lurking, half hidden by those skimpy clothes he had been wearing was finally displayed.

Brad was beside himself with anticipation of the pleasure to come, when he finally saw Jonathan in the raw. He had already decided when the young man had arrived at his door a few minutes earlier that that there was no way that he was going to allow this superb specimen of young, male manhood to leave unfucked. But now that he had seen, what he had, prior to this very moment, correctly divined, was an utterly superb body, he felt his own cock, which had already become rock-hard, start oozing pre-cum as it demanded, in its most stentorian way, to have what it clearly saw as its due. But DD, who had, on two previous occasions, had sex with this young postulant, who had come basically seeking Brad that evening, was also totally blown away as he gazed upon the perfect, naked, Greek god-like, male figure in front of them. He had known that Jonathan was physically exceptional and well equipped for sex, but he had not, until now, ever seen him exhibit himself in such a theatrically dramatic and revealing way. He too, like Brad, felt himself hardening in anticipation of the evening which he was now certain the three of them would share together.

As he gazed, almost in awe, on the perfect young male before him, Brad again was surprised to see that Jonathan, like Simon and DD, had not only been circumcised, but had also shaved away all his pubic hair, which threw his sex kit into sharp relief. Here was clearly a young man who took serious pride his appearance naked and was not ashamed to flaunt his assets in the best light possible. Brad knew that it was uncommon for the average Englishman to have had his cock cut if his foreskin posed him no problems. But with two partners, Simon and DD, both with cut cocks and now also this superb specimen of young manhood, with whom he was about to have sex, Brad had a feeling of being seriously overdressed,hiding his own cock-head under his untouched foreskin.

It was not as though his foreskin was too tight and caused him problems, as it most generously enveloped his highly sensitive glans – his cock-head – and was easily retractable even with his penis stiffly erect for action as it now was. But forced to make the rather invidious, comparison between what were two almost identical cocks, his own and Jonathan’s, both erect and ready for action, he was honest enough to admit to himself that Jonathan’s offering looked aesthetically better than his own. He knew that given a choice, a new prospective partner, which of the two, almost identical cocks, he would prefer to take up his arse. Knowing nothing of the sexual techniques of either owner and based purely on what he was seeing, would almost certainly choose Jonathan’s. Brad knew that given the test himself, he would also choose Jonathan’s. Somehow, with its beautifully exposed cock-head set off with its well-defined rim – or corona – from the shaft itself and already gleaming with the first few drops of pre-cum, the whole thing looked just so appetisingly attractive.

Jonathan, having exposed his credentials as requested, wondered what was to happen next. However, as he had had only Brad in mind when he knocked at the door and as they were in Brad’s apartment, it seemed natural for Brad himself to make the next move. Looking admiringly at Jonathan, especially at his superb sex equipment which was at least as big, if not even a little bigger than his own, Brad put his arm around Jonathan’s shoulders and gently shepherded him into his bedroom. As they left DD standing there, Jonathan whispered into Brad’s ear: “What about DD?” To which Brad replied: “DD is a big boy and will take care of himself. For the moment, don’t worry about him; just trust me and as you will see, I will satisfy all of your needs.”

Of course, caught unawares on the hop, as they had been by Jonathan’s unexpected arrival, Brad had no clear plan as to how things might develop; but he was more or less sure, after their time in Oxford together, knowing the resourcefulness of DD, especially when it came to sex, that he would participate in what Brad already envisage as three-man mini-fuckfest that evening. And how right he was to be proved to be! Once in the bedroom, one glance at Jonathan’s cock told Brad all he needed to know about the state of readiness of his young partner. He stripped off his own clothes, giving Jonathan his first sight of his immediate partner’s kit. And to be fair, Brad was also a very well set-up young stud, with a cock as massive as Jonathan’s, but being some four years older he had a more mature torso. His body had already filled out with muscle and was no longer in that first, exquisite, fleeting bloom of young manhood, which is what made Jonathan so attractive. All in all, Brad had a lot to be proud of, not least of which was his sexual prowess, which Jonathan was soon to experience.

Brad approached Jonathan for the first time, put his arms around him, gave him hug and kissed him fully on the lips. As their two bodies came together in a clinch, their nine-inch erections arranged themselves vertically between them. Both men now saw that the other was completely ready for sex, as they enjoyed that deliciously exciting feeling of drops of their partner’s pre-cum against their bare skin. Brad whispered to Jonathan to stay exactly as he was, went over to his bedside table and withdrew from the drawer a large carton of Durex condoms, and several tubes of Durex Play Lubricant. He rapidly rolled one of the rubbers onto his own cock and with another in his hand, went and embraced Jonathan from behind, docking his own rampant, rubber clad penis temporarily between Jonathan’s alluringly inviting buns.

Brad now whispered again into Jonathan’s ear: “Stay exactly as you are, Jonathan, while I reach around you and give myself the pleasure of preparing you for action by rolling a condom onto your cock. In the interests of what I suppose is tidiness and to contain the mess which gay sex so often makes of the surroundings ,I have long found it better for both parties to anal sex, to use a condom. I personally deliver huge loads of spunk when I climax and just looking at the size of your man-meat and your balls, I guess you might do the same.”

“How right you are,” replied Jonathan, “The Headmaster always uses a condom whenever he fucks me, which is usually every other day. But he does not make me use one, as when he fucks me, he never takes me all the way through to orgasm; and so I am usually left to fend for myself once he has satisfied himself; so Brad, you are just about to have sex with an expert at self-abuse, which is how my lord and master, the Headmaster views my masturbating, in spite of the fact that he is directly responsible for it. But what else can I do? The old guy, to whom I will be eternally grateful and whom I love dearly, rescued me from a fate worse than death in a juvenile prison, where I would, due to my good looks – yes, no false modesty as I know that I am a good-looking guy – would probably have been abused to death by the guards. He has given me both a home and a job, which I really like; but he just leaves me totally unsatisfied when he has finished fucking me, as he never allows me to fuck him, So, what else can I do but jerk myself off to give some sort of closure to our activities together?”

“You know, Brad, I don’t even think he realises what he is doing to me when he leaves me in a state of sexual suspension. Even though I am a young man and he is old enough to be my father – or possibly even my grandfather – I don’t mind what he does to me, as he is, quite frankly, very, very kind to me and, in spite of his age, still rather good with his cock. He certainly does not treat me just as his bum-boy; but I do just wish he would see that a gay stud of my age also needs to exercise his own cock actively with a partner from time to time. But perhaps I misjudge him as I am here at his suggestion and you are in process of preparing me for what I hope might be an evening of sex.”

“So although I have had sex virtually every other day with the Headmaster for the past several months, I have not actually fucked anyone myself for more than two months, when DD and I got together; so, you can surely see that I am desperate for a good hard fuck right now, which is why I jumped at the Headmaster’s suggestion that I come around here to help you in any way I could. So perhaps you can now see why I so much enjoyed the two times DD and I had sex together. Both times were like a godsend to me; each time my cock, which like all cocks has a mind and needs of its own, was more or less imploring me to find an accommodating arse to fuck as it was feeling totally abandoned in the sex stakes. But DD and I both satisfied each other’s immediate needs: he fucked me; and I fucked him.”

Brad reached his hand around Jonathan and rolled the rubber onto his cock with the same, smooth hand motion as he had used in preparing himself. He then came back to face Jonathan and gave himself a few moments of anticipative pleasure as he held his partner’s nine-inch, rock-hard phallus in his hand, before gently applying a generous amount of lubricant. “Well, Jonathan, there you are, young man; you are ready for your first fuck of the evening.”

As a result of what had just passed between the two of them, in its own way, a kind of foreplay to the as yet unspecified act of sexual intercourse which was to take place between them. From Jonathan’s rather imaginative explanation of his personal needs, Brad knew that he would be sorely disappointed if he did not have first fuck; so he put his right arm around Jonathan’s shoulder and cupped his weighty balls in his left hand, whilst kissing him on the lips for the second time that evening. He felt Jonathan relax in his arms as the young man returned his kissed. “Jonathan, you are here in my apartment as a guest: albeit an unexpected one, but welcome nonetheless. So young man, what is your pleasure? Just tell me what you want to do to me and we will make it happen together.”

Jonathan was obviously quite taken aback and could hardly believe what he had just heard. Here he was, an uninvited intruder into a new schoolmaster’s private rooms, where he had come more or less as a beggar on the off-chance of finding sex and now he was being treated as an honoured guest and given free rein to indulge his sexual desires as he wished. Momentarily left wordless, he eventually said: “You mean, Sir, that I can call the shots on what you and I do to each other.”

“At least for the first round of our sexual union, that, my dear Jonathan, is exactly what I mean. And, by the way, as we are about to engage in some hot sex, I suggest that you drop the Sirwhen you address me and just call me Brad from now on. So, how would you best like to bring your dick back from the wilderness in which it has languished for so long? Are you familiar with the Shakespearian expression; the world is your oyster? It means you can do anything you want: well at this moment you may consider my arse as your oyster. So just tell me in what position you would like to share that nine-inch wonder of yours with me and you may fulfil your most exotic sexual desire deep in my arse. Come on; look sharp, Jonathan; your cock is now reminiscent of a kettle on the boil, letting out steam; get to it right now, before it goes off the boil.”

Jonathan finally came to terms with the extraordinary opportunity he was being offered and motioned to Brad to kneel on the edge of the bed with his arse in the air. He then gave Brad a pillow on which to rest his head and prepared to address his tight-looking anus with his cock. In spite of the long discussion and preparation leading to the act of penetration itself and Jonathan’s incredulity at the gift which had been handed to him on a plate, when push came – literally – to shove, he revealed himself as the vigorous, sex hungry, young stud he truly was. Without any warning, once Brad was in place, Jonathan’s earlier hesitation disappeared in a flash, as standing there behind Brad, his rampantly erect nine-inch fuck-stick easily overcame the initial resistance of Brad’s tight, but elastic, anal sphincter and he slid himself fully inside him in one smooth and continuous movement. For Jonathan it was a moment of relief and success. Given his regular, but one-sided sex life with the Headmaster, his own cock had not actually been used on a partner for many long weeks. So, not surprisingly, deprived of true sexual action for what must have felt to him like an eternity for a young, virile man of his age, Jonathan now went hell for leather inside Brad’s arse with his formidable cock.

Now there is rough fucking and rough fucking, but the way Jonathan attacked – absolutely the right choice of word – Brad’s arse that first time he fucked him, took the meaning of the word rough to hitherto undreamed of extremes, as he threw himself into the act of anal copulation with unbelievable vigour. He pounded Brad’s hole with his massive, rock-hard penis, at great speed, with long powerful thrusts, testifying to what an expert cocks-man he truly was. Without any consideration for Brad, Jonathan ploughed away inside his arse as if there was to be no tomorrow. It was quite obvious to Brad that the young stud was relieving himself of all the pent-up frustration he had gathered after months of what for him had been totally unsatisfactory sexual relations with the Headmaster.

DD meanwhile had been left in the other room and wondered how things were progressing between Brad and Jonathan next door. Not wishing to miss out on the action, he too quickly stripped off and with his cock fully hard as it had been since first seeing Jonathan naked, it was already exuding the first drops of pre-cum in anticipation of the pleasures awaiting it. And it was in this state of total preparedness, that the naked DD now came quietly into the bedroom, completely unobserved by either Brad or Jonathan. For a few seconds, he watched fascinated, as Jonathan treated Brad’s arse as if he was attempting to ride an untamed bull at a rodeo. Then seeing the open pack of condoms and lubricants on the bedside table, he quickly donned one himself, applied a generous dose of lubricant to his rampant penis and then went and stood, still totally unobserved, behind Jonathan, whose own arse was still reciprocating like the piston of a steam engine as he plunged himself in and out of Brad’s entry port.

Jonathan only realised that he and Brad were no longer alone, when he felt DD’s firm hands on each side of his hips made him pause in his tracks for a moment; and in that momentary pause, he found himself shafted by DD, who, with no hesitation, thrust his cock as deeply into Jonathan’s anus as Jonathan himself had done to Brad just a few minutes earlier. So, Brad was being shafted by Jonathan, who, in turn was being shafted by DD. Jonathan found himself skewered between Brad and DD by two, large, rampant cocks: one of which was his own, the other DD’s, both of which were clamouring to be satisfied. And that is how their impromptu, three-man fuckfest that evening started.

Brad, who had borne the brunt of Jonathan’s efforts, in spite of the over-vigorous battering his anus had taken from Jonathan, had actually enjoyed the enthusiasm with which the young man had fucked him. He knew that his role in what had just happened was more or less that of an obliging bystander, who had provided the warm body and harbour needed to allow Jonathan to release his pent-up sexual frustration and exercise his need to play the active role in an act of gay sex. In view of the frustrating sex life he led with the Headmaster, Jonathan’s only consideration as he battered Brad with his cock, had been to satisfy his own bottled-up lust. He had fucked Brad with that unbelievably single-minded, self-serving intensity of purpose, which fulfilled only his own immediate needs with no thought whatsoever as to how Brad might feel about what was happening or what he might want to get from their coupling. In his own, quite understandable but thoughtless way, he was treating Brad in exactly the same, selfish way as the Headmaster regularly treated him.

But in Brad, Jonathan he had happily fallen upon a highly experienced and, moreover, thoughtfully understanding and empathetic partner: someone who had fully understood his motivation and the action it had engendered probably better than he himself did and could therefore sympathise with him. In fact, in spite of the battering his anus had received, Brad had found Jonathan an utterly exhilarating partner and he had admired the way the young man had, after some prodding, taken him at his word when he had given him carte blanche to do exactly as he liked. At the end of the day it had proved an exciting encounter for him to be fucked in such a rough way by a totally uninhibited young stud, with no thoughts about what he was doing, other than for himself. So when Jonathan and DD, the two prime movers in what had developed into an unplanned, three-man clinch, each finally climaxed, even though he as the passive partner in this little drama was remote from reaching orgasm himself, Brad found he had enormously enjoyed the experience of being slam-banged by Jonathan’s dick. As DD had remarked in connection with the TCC sex club; Jonathan certainly had size and size did matter; moreover, more importantly, he knew how to use it.

Brad saw in Jonathan, a young stud, who, given the right kind of training and encouragement could become a very worthy, regular sex partner for DD and himself. And as Brad had no intention of letting the grass grow under his feet, Jonathan’s first lesson in the genteel art of anal intercourse would follow, more or less immediately that same evening. However, Brad, who always tried to be completely honest with himself and not indulge in the pleasure of self-delusion, admitted to himself, in spite of his somewhat altruistic thoughts about Jonathan’s need for further refinement in matters sexual, that he lustfully wanted to have sex with this highly delectable stud, whose body was just so very alluringly inviting and who already handled his cock, if somewhat roughly, with an amazing degree of natural flair. It would have required a man of iron will to turn down what was a gift-horse. He had just allowed Jonathan to fuck him as he pleased; Jonathan was clearly expecting a return bout with himself as bottom; and Brad now intended to strike whilst the iron was hot and show the young man how a true professional fucked arse!

After a longish pause in which Jonathan regained his breath and cooled off after the energy he had just expended in his effort, he said: “Brad, was just the greatest fuck I have ever had. And, frankly, when DD shafted me, I thought for a moment I was going to heaven, which I guess I almost did. Listen, guys, that was the greatest experience of my sex life which you two just gave me, for which I will be ever grateful. Until tonight, I thought that I was going to go mad if I did not manage to ease my need for active sex, which is so missing in my present life. So, where do we go from here?”

Without a word, Brad peeled off the spunk-filled condom from Jonathan’s cock – he was indeed as generous producer of sperm as Brad had suspected – and rolled on a fresh one. Then, with Jonathan flat on his back on the bed, he pulled his legs vertical against his own body and, kneeling there, shafted him in the mission position. Jonathan’s arse was no stranger to being fucked as this was the stock in trade of the Headmaster, who satisfied his own, apparently ever-present sexual needs by fucking him with monotonous regularity, three or four times a week. DD, who had no intention of being left out of the action, pulled the condom off his own cock. He then straddled Jonathan’s supine upper torso with his legs and kneeling there over his head, forced his hard, bare penis into Jonathan’s mouth where he proceeded to give him a face fuck.

Brad, meanwhile, prepared himself to give Jonathan the definitive fuck of his life and to show him both the benefits and desirability of recognising that sex was always two-way act: that both participants should emerge sexually satisfied from every encounter. With no attempt at any teasing foreplay, he sank his own, massive meat as far into Jonathan’s passage as he possibly could and having bottomed his balls against his partner’s arse, waited a minute or so before proceeding, to allow his partner to appreciate the size of the cock that had just impaled him. Being exceptionally well-endowed, as he knew he was, Brad knew he was much bigger than the Headmaster’s regular offering and was probably the biggest cock, other than DD’s that had ever penetrated Jonathan.

Brad began his signature style fuck; first with his long slow strokes, then gradually increasing power and speed, taking Jonathan to the very edge of his climax, but not allowing him actually to get there until he saw that the sexual tension he had built up in both himself and his partner was such that they were both ready to explode into the most intense of climaxes. At this point he withdrew his cock completely from Jonathan’s anus, waited a few seconds, leaving his partner just short of that the summit of that pinnacle of pleasure known as orgasm, before plunging himself back that final time, triggering two intense, simultaneous orgasms, one in Jonathan and one in himself. He felt Jonathan reach his peak, his body jerking with uncontrollable emotion as he ejaculated his second generous load of semen into the condom he was wearing. Brad vigorously shot his own powerful load, his first of the evening, but with his cock still buried deep inside his partner.

By an accidental miracle of timing, rather than by design, DD also climaxed and withdrew his cock from Jonathan’s mouth and sprayed great ropes of his own thick cream all over Jonathan’s face. Jonathan, the passive partner to the act, was treated to what, by any standards, was a master-class by Brad in the art of man-to-man lovemaking. It brought home to him, by way of his own, unbelievably intense orgasm, which Brad alone by his skill and understanding had extracted from him, the importance of mutuality between the two partners to the act. And, by good fortune, DD had somehow also managed to climax at precisely the same moment, thereby adding a perfect finishing touch to this impromptu three-man effort.

Jonathan admitted to his two partners that he had himself, as prime mover, never actually climaxed inside of any of his partners in the past and had always been obliged, after withdrawing himself, to provide his cock with some post-fucking, manual assistance to reach orgasm. He then went on and told Brad and DD that in the many times he had had sex with the Headmaster, always as his passive partner, he had never been taken to orgasm. In fact, what Brad had done to him had been a total revelation.

But now Jonathan, who was quick on the uptake, later that same evening, demonstrated that he had already learned a lot about the finer points of gay, anal intercourse. The three of them, now more relaxed, wallowed in a couple of hours of free-style, no-holds-barred sex, in which Jonathan showed both Brad and DD what a quick learner he was. Finally, at about two in the morning, the three of them, by now totally exhausted – sex is such hard work! – and still stark naked, fell asleep on Brad’s bed.

Jonathan awoke with a start, saw where he was, looked at his watch – the only item he was wearing – saw the time was almost seven in the morning and realised that he was going to be late making and serving breakfast to his lord and master, the Headmaster. So he pulled on his skimpy clothing and left his two partners of last night still fast asleep as he rushed back to the Headmaster’s house, where he usually slept, changed into his usual clothes and still smelling of the previous night’s sex, managed to present the Headmaster with his usual cooked breakfast on time at seven-thirty. The Headmaster, having initiated what had happened last night, looked at Jonathan with that knowing eye of his and understating the reasons for Jonathan’s slightly worse for wear look, very simply said: “You look as though you have had a late night Jonathan. If I were you, I’d go and get myself properly cleaned up.”

Continued in Chapter 16