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, who better than Liam, had by now recovered from the shock of finding that his secretary was a longstanding, active member of a sex-club that he himself had just joined, had every intention of calming Liam, whom he saw as a potentially good future sex-partner for DD and himself.  In a soothingly calm way he said: “Liam, now that chance has thrown us together socially this evening and that we are both members of the same club, I think that you should on such occasions as the present, drop the Sir and Mr. Caine and call me Brad. The same goes for DD; you should call him DD and drop the Sir and Mr. O’Sullivan. Here at the Swingers Club you should no longer think of DD and me as persons to whom you report in your daily work, as we are all equal participants at a social event an evening when a group of like minded guys gather as equals to share their joint passion: a social meeting where what we do for a living and our status in life are unimportant, as we all relax together and share the one thing we have on common: gay sex.”

“Look, our joint embarrassment – and I was as embarrassed as you were – only surfaced when we saw who we were, which immediately erected an us and them barrier between us.  You did not blink an eyelid when DD suddenly shafted you as you were fucking your friend Brett before an admiring group of onlookers. I suspect that you enjoyed DD’s impromptu intervention as much as I know he did. I know from long personal experience what a great cocksman DD is; frankly, I doubt that you have ever had a better fuck than he just gave you. It was only when you saw that the guy who had just shafted you was a master at the school where you too worked that you became embarrassed by what had just happened. And I too, as your immediate boss at work, was equally embarrassed by the situation in which we accidentally found ourselves and I can well understand your feelings that your boss had caught you at an illicit activity. But now thinking more calmly about the incident, I realise that I too was totally wrong. Tonight, we are not in the boss-underling situation, we are all of us here tonight, just gay guys, intent on having a good time together.”

“Had the incident taken place at the School, I would totally disapprove of the action DD took this evening, for all staff members of the School, whatever their function, either teaching or support, must maintain a sense of propriety in their actions.  I am quite sure that DD, however attracted towards you he was, would never have even even considered having sex with you in the purlieus of Highgate; believe me, Liam, you and your friend Brett are both enormously sexually attractive on first sight to other gays like DD and me. I can tell you as a confirmed, practising gay man myself, the moment I set my eyes on you that first day, when we met in my office and you introduced yourself to me, my cock started twitching.  You, Liam, are, even fully clothed, an extremely attractive young stud, so much so that the first time I saw, and I kid you not, I could barely keep my hands off you. Sitting here naked as we now both are, well you fully confirm my first impressions; you, Liam, are physically totally irresistible to guys like DD and me. If you do not believe me, just look at the aroused state I am now in; one look at my cock, which you have been regarding intently since I started speaking to you, should tell tell you all you need to know.”

“So what I suggest, Liam, is that you and I, now get together as equals and attempt to get to know one another and leave Brett and DD to do likewise. After all, Liam, the reason why we are all gathered here tonight, on what is a level playing field, is to enable each of us to indulge in our own sexual fantasies with a group of like minded guys. So I suggest that you and I get on and do just that! Now, I will toss you for who goes first. So are you up to it? Are you on?”

Of course, Liam was both up to it and ready to go. “Gee, Sir… I mean Brad; I had never thought of a dual aspect relationship between myself and my boss in the way you have just described it. I am naturally flattered that you found me so attractive on first sight; I can tell you now that the feeling was reciprocal, even though it was not until this evening that we first each got a good look at the other.  And not in any way intending to flatter you Brad, I can honestly say with my hand on my heart that now I have seen you in the altogether, you really are something else.  In fact, both you and your partner, DD, qualify for the title of Alpha Males.  Thank God that you are both gay so that guys like me can enjoy having sex with you; otherwise we would die with envy at the thought of such magnificent flesh being lavished on the opposite sex.  It’s not, you understand, Brad, that I begrudge females their sex life, for without their contribution neither of us would be here today; but with guys like you and DD, it would be such a waste of exceptional man-meat, which could be more profitably exploited and enjoyed elsewhere. And I see totally the point that you and I have to have two different faces to show each other: the one with you as Warden and me as school secretary: the other on social occasions where we meet as Brad and Liam to enjoy our mutual passion: gay sex. So Brad, as we are in the latter mode this evening, toss your coin and let’s get started.”

Brad was quite amazed at the calm way in which Liam had obviously grasped and accepted things as they now were and would so be in the future. But above all, Brad was delighted that the surprise meeting had not blown things completely between them. He appreciated Liam as an efficient colleague, who, due to his knowledge of the ins and outs of the School, was invaluable to him as a newcomer. But everything he had said to Liam about his physical attractiveness to him on their first meeting was true. In fact, Brad would have been mortified if the manner of the unexpected denouement of their mutual sexual dispositions had resulted in the loss of both a valued school secretary and a potentially sensational, social sex-partner, before such had even begun.  Of course, starkers as they both were and surrounded by the naked flesh of the gathering, no coin was to hand to toss to decide who should have the first inning to initiate their sexual relationship.

But Liam, with considerable acumen, based upon the maxim that discretion is the better part of valour, said: “Brad, as the senior in years between by what I suspect is a short margin, I think that you should first taste the delights of my honey pot; I therefore put myself willingly in your hands, which is possibly not quite the most appropriate choice of words for what we are about to do together.”

Brad laughed at the elegant, somewhat archaic phraseology, with which Liam had passed him the baton, before indulging in his own, over-the-top hyperbole: “Liam, I will endeavour to give your arse the best rogering you have experienced in your life to date. But before I do that, I would like you to orally precondition my cock so that when I shaft you, you experience the best possible fuck of your life. I propose to take you with my cock, sensually to places you have never before been: places you never even dreamed existed: places, where, when you get there, you will experience the most exquisite feeling ever: a feeling, good enough to die for.” The reader can be forgiven for getting lost in this overblown piece of pompous rhetoric that Brad had just spouted. What he had, in plain language, just said, was that he wanted Liam to suck him off before he fucked him. It was a means of sharing their sexual experience together on a more or less even footing.

Liam showed that he was willing by immediately dropping to his knees in front of Brad and taking his massive erection into his mouth. How he ever managed to encircle that throbbing piece of man-meat, we shall never know, but he did.  And on this, the first sexual contact ever with Liam, Brad knew instantly that he had backed a winner. Liam quickly showed his expertise and within a few minutes he had sucked and licked Brad’s rock-hard member so thoroughly that he had brought him almost to his climax. Had Brad allowed Liam to continue any longer, he would have blown his load into Liam’s mouth and over his face. However, before the fatidic point-of-no-return was reached, Brad suddenly withdrew his cock totally from Liam’s mouth, pulled him to his feet and with both of them standing there spun him around. Then in one smooth movement, thrust his fuck-stick, lubricated only with Liam’s saliva and his own precum, as deep as he could into Liam’s anus. Liam let out a cry of surprise when he found that he had just been shafted by what was probably the longest cock with the greatest sphincter-stretching girth he had ever encountered to date.

As soon as Brad had penetrated Liam he knew more or less immediately that he was fucking an exceptional partner. Like DD, who had, just a little while ago, taken Liam unawares in full spate of his ministrations to Brett’s arse, Brad too now felt Liam gripping his cock firmly with his anal sphincter muscles. He knew instinctively that in Liam he was fucking an exceptional partner: a guy, who, bottoming, actively participated in the sex act to which he had submitted himself. Brad realised that he was not being offered an easy road to orgasm and that he would have to thrust harder to overcome the resistance to which Liam was subjecting his cock. But given the additional pressure on his cock, which Liam maintained for the full length of his every forward thrust, Brad knew that Liam was also benefitting from the extra energy he was expending, so that when the climaxes came, as Brad had every intention that both Liam and he would be transported into the stratosphere of sensual pleasure by the extreme intensity of the orgasms produced. All sexual intercourse is hard work; but today, Brad was being made to work extra hard by a young man, who even when submitting himself as a bottom, still participated actively in the act.

Brad had penetrated Liam, with both of them standing upright; but once he started his thrusting, they had moved to the side of the room and Liam was now bent across one of the several tables available for just that purpose. Brad now noticed that Liam had started manually jerking off his cock; seeing this, it suddenly hit Brad that in spite of his sophisticated knowledge of anal sex and a regular performer of the act, Liam had probably never been taken through to orgasm solely by the skill of his top partner.

Brad said: “Liam, you don’t have to have to work your cock manually to achieve orgasm when you are bottoming for me. Trust me and just leave it to me and I will take both of us simultaneously through to orgasms the like of which I bet you have never experienced in your entire life. It is my basic philosophical approach to sex that the top has a duty always to take his bottom partner through to his own orgasm. Although it should be easy for the top to give himself an orgasm, in fact that does not generally seem to be the case. Just look around this room at the young guys who are fucking each other. Most of the tops have already withdrawn their dicks from their partner’s arses; so that the fucker, who has each time, not to make a pun, fucked the whole thing up, has not even managed to give himself an orgasm by fucking his partner. He has so been totally unsuccessful in his endeavours and left his bottom partner in a state of suspended anticipation, so that they have no alternative but to jerk themselves off to achieve the much desired orgasm, without which the whole thing becomes pointless.”

“They are completely missing the point of the act, in which the top should, as when a man fucks a woman, take his bottom partner through to orgasm. And that, my dear Liam, is what I am now going to attempt to do for you. Take your hand off your dick, young man, and just sit back and enjoy the ride, which thanks to your anal sphincters gripping my cock may be bumpier than usual; but as you will see, the end will surprise you.”

When the joint climax finally arrived, it was, as Brad had predicted, of greater than usual intensity. Both Brad and Liam’s bodies jerked with that wonderful sensation which orgasm always brings, as they uncontrollably ejaculated their generous quantities of thick sperm. Brad’s final thrust, which had taken them both to the exquisite heights,  had also left him with his cock still deeply embedded inside Liam, after giving him his first taste of the delights of a definitive, bench-mark orgasm, which had been achieved completely without manual assistance. But it went further than that for Brad had, perforce, deposited his load deep inside of Liam, leaving him with a positive, albeit temporary souvenir, of his first sexual experience with Brad. If anything should have served to convince Liam that everything Brad had said about their being equal partners in sex was true, it was the fact that he had now left a  part of himself inside of Liam’s body. Psychologically this cemented their sexual friendship in a way no words could ever have done.

Liam was over the moon with his thanks to Brad for what he described as the greatest sexual experience of my life. But for Brad also, it had been a success, for the last thing he had wanted to do was to kill off a promising new relationship before it had truly started, with a young man, whom he had viewed, from the moment they had first met, as a potential social sex-partner for DD and himself. And he now felt sure that he had convinced Liam that although at the School certain deferential conventions should be observed, out of school hours, socially they were absolute equals. With the intention of hammering this point home, if it was still even necessary after what had just transpired between them, he said: “Liam, now that you have experienced the pleasure of a completely hands-free orgasm, if you feel up to it (as ever, provocative and challenging words) perhaps you would like to do the same for me?”

“You mean, Brad, that you want me to fuck you in the way you have just fucked me?”

“Exactly young man: that is precisely what I mean.”

“Frankly, I don’t know that I can hold myself back long enough to achieve what you just did for me. I think will probably shoot my load too soon and leave you high and dry.”

Brad sensed that in spite of the calm way in which Liam had apparently accepted the dual aspect of their relationship, now that push had come to shove, he was still reluctant to go the whole hog. Looking across at Brett and DD, Brad saw that Brett had no inhibition in topping for DD, as he was hammering away at DD’s hole as if here were to be no tomorrow. On reflection Brad realised that although Liam and Brett were close friends and, if not yet an item, were regular sex partners, Brett had no professional connection with DD and him in the way that Liam had with him as his secretary. So, Brad could see, in spite of his assurances to Liam about their being on a level playing field this evening, why he was still somewhat reluctant to shaft the man, who on Monday morning, would again be his direct superior at work. It was, Brad could now see in Liam’s mind, one thing to allow his Boss, in the guise of Brad, to fuck him, but quite another for him to fuck Brad, who was still every day his superior at work. In submitting himself to Brad’s sexual ministrations, Liam had sort of been submitting himself to a man who had the droit du seigneur. But for him to do likewise to Brad was just a step too far.

As Brad stood there looking at the handsome, physically perfect, sexually desirable young stud in front of him, he would be damned if he allowed Liam’s momentary inhibitions to stand in the way of what he foresaw as a potentially delightful sexual relationship among all four of them: DD and himself, and Liam and Brett.  He was encouraged when he saw that Liam’s sexual indicator between his legs was still registering its willingness to perform given half a chance. There was no gainsaying a man’s penis, his most precious, but infuriatingly uncontrollable possession, from declaring its readiness for action; often on the most embarrassing of occasions. And there was no doubt that the seven inch, well proportioned, rigid boner that Liam was still sporting was ready for immediate service.  Taking the bull by the horns, Brad picked up a bottle of lubricant from a side-table, went up to Liam who did not resist him, as he almost religiously anointed his cock with the lubricant and said: “Come on, Liam, it’s now time for action; don’t get cold feet now; just bring your dick over here as it appears to be raring to go!”

Brad guided Liam over towards an empty table– many of which were already occupied by other co-members of the club doing their thing as best they knew how. He lay down on the table, his bottom towards the edge, with his legs hanging down; then, like the schoolmaster he was, he said instructively to Liam as if he were an absolute beginner at anal sex: “Well there you go young man. I thought that you might enjoy your first fuck with me if we were face to face. Just take my legs and hold them vertical, one each side of your head, and then you will have convenient access to my anus.”  If Liam was shocked by the brutal language Brad had just used, he did not show it. Without a word, he did as he had been instructed and then, surprisingly, in light of his hitherto reluctance, he pushed the tip of his cock, which was already oozing the first drops of precum, against the tight pucker of Brad’s port of entry and with his hesitation now apparently completely gone, pushed his seven inch tool deep into Brad’s arse.

Brad knew instantly, from the authoritatively professional way in which he had just been penetrated, any qualms Liam might have still harboured about having sex as the active top with him had, for some reason, vanished. And now, as Liam got down to the task of seriously fucking him, Brad knew immediately that he was in for a good ride. Liam began slowly using the same long strokes as did Brad, withdrawing his cock almost completely from Brad on each withdrawal stroke. And then, just as Brad himself did, he gradually built up both the force and speed of his thrusts until finally, he was himself overwhelmed by what he was doing and battered Brad’s arse with his cock; but in spite of this vigour, he never actually lost control of what he was doing, And, as he neared his own climax, even though he was fucking Brad at great speed, there was nothing frenetic about his technique, as was happening with the other club members  It was a masterly performance of vigorous, but nevertheless totally controlled fucking, where Liam and he both got maximum satisfaction out of  every stroke. Brad, full of silent admiration for Liam, was almost sure that he would achieve his ultimate goal of bringing them both to climax at the same time.

But it was not to be, for Liam suddenly said: “Oh bugger! Brad, I’m sorry but I don’t think I can hold myself any longer as I am on the edge of exploding right now. I have held myself back for just as long as I can; but now I cannot do it any longer.” As he spoke he withdrew his cock completely from Brad’s anus; then on the withdrawal stroke, prior to what should have been his final thrust bringing at least himself to orgasm, he suddenly ejaculated his generous quantity of man-juice all over Brad’s buttocks. Liam was beside himself with his abject apology, for he clearly thought that he had blown it with Brad.

This was not the case, however, as Brad poured praise on his partner for having got so far: “Liam, please stop beating yourself mentally because you feel you have let me down. I know that you wanted to go the whole way; but think on this; how any times have you managed to bring yourself to orgasm, without some help from your hand whenever you have fucked a guy?  Look around you at the other members of this club.  Do you see even one of our friends, who is topping his partner and who has managed to achieve even his own orgasm? Just look at them, they are all of them: lock, stock and barrel: fucker and fucked, working their cocks with their hands in order to achieve their climaxes.”

“For them, as I suspect it is for most guys, the concept of mutuality of the act simply does not exist. They have never heard of the key objective of all sex, which, in my mind, is for the top always to take both his partner and himself through to simultaneous orgasms by the act of copulation itself.  Don’t be too hard on yourself because you did not succeed in staying the full course on your first attempt with me. Remember, Rome wasn’t built in a day. Tomorrow is another day and you can try again.  As you have left me so sexually aroused that I too am near to the limit of what I can stand, too bring our union to a happy ending, I suggest, Liam, if you are agreeable, that you allow me to take you to your second orgasm with my cock before I explode; otherwise I shall have the greatest difficulty in restraining myself from raping you.”

Of course, Liam was willing to allow Brad to fuck him again. And Brad, consummate cocksman that he was, gave Liam a textbook, practical demonstration of his concept of gay sex.  By the time he had finished and brought both himself and Liam to their second ever orgasms together, Liam was like putty in his hands.  He was completely hooked both on Brad’s concept of sex and on Brad himself. Any last trace of reluctance had disappeared and as he melted into Brad’s arms in the feeling of euphoria which followed their union, Brad knew, at that instant, that he had gained a sexual acolyte in Liam and that there would be no difficulty for either of them in playing the dual role in each other’s lives.

The rest of the evening passed without incident.  By the time they left at two the next morning, they were all totally exhausted by the repetitive sexual demand they had placed on their bodies; and not only among themselves; it had not gone unnoticed by the other members of the Club that as a group of four, they were the best endowed among the members present that evening. It boded well for their future relationships, for the two couples left feeling that they had found and made new friends and sex partners, not only among themselves but also among the members of the Club.

For Brad and DD in particular, as new arrivals with no previous contacts in the area and to whom a sexual, social life over and above their own commitment to each other was extremely important, the evening had been the first step in establishing themselves as available and active members of this community of gay young professional men. The fact that Liam worked closely with for Brad on a daily basis and that DD also worked at the School, had already given their nascent relationship a feeling of permanence.  Brad sighed inwardly with relief that things had worked out well between Liam and him, for had they not, both their lives at the School would have become intolerable.

Concluded in Chapter 36