The Portrait of a Strict Disciplinarian

by Jason Land

31 Jan 2021 283 readers Score 9.4 (6 votes) PDF Mobi ePub Txt


New readers should start reading this novel at Chapter 1.  The chapters do not stand alone, but are sequential components of an erotic novel in which there are 36 chapters in all, which are intended to be read in numerical order. They will be posted at regular intervals. If, after reading the first chapter, you would like to receive the full-length novel, then kindly send me your email address to [email protected] and I will send you a PDF file containing the entire novel, which you can read at your leisure.


Brad had wondered from the moment he had first met Liam about his sexual orientation; and as he did with any attractive young guy he saw, he had found himself automatically assessing his secretary’s potential as a sex partner. He was acutely aware that having left the sexually satisfying daily life at Moulton Midmarsh that DD and he, both of whom enjoyed having sex with third party, Jonathan, who had been both available and willing, were now on their own in an area of the country where they knew no one. He had hoped to find in the super-attractive-looking Liam, if he were that way inclined, an in-house replacement for Jonathan in their lives: an attractive young guy, who would add that touch of exotic, third-party excitement to their regular sex lives. Now, with his question about Liam’s sexuality firmly confirmed, Brad should have been overjoyed to have found such a handsome, sexually well-endowed young stud on his doorstep, just waiting to be seduced

But the rather unexpected, not to say surprising way in which his initial hopes had been confirmed, had somewhat thrown him. In many ways he felt as he imagined a father might feel, having unexpectedly caught his precocious, underage son in flagrante in his bedroom fucking his girlfriend – or even worse, another boy; fathers fucked but their sons did not; at least that was the mythically held narrative:  fathers, in general, do not enquire too closely into their sons’ sex lives. It was annoying enough to find out by accident that one’s son already knew about the birds and the bees; but to come upon him practising the compulsive act was just too much.

Brad found that he was annoyed; it was not so much that he objected to the fact that Liam was already, as he had justobserved, a very experienced and competent operator, to whom he could teach nothing about gay sex, as the way in which he had so brutally found out that the unknown stud, whose sexual antics he, along with others, had just been drawn to admire, had proved to be his own secretary.  Quite irrationally – but irrationality is a regular feature of life – it  had seemed, at first sight, somehow wrong to Brad that Liam, his own secretary, who in the office was totally subservient to him and at all times respectfully addressed him as Sir, should be an established member of, and an obvious leading light at, the same club which he himself had just joined. It felt wrong that Liam was introducing him to the sexual mores of the club and not as it should have been, the other way round.

Brad’s the initial annoyance and embarrassment was soon overcome by DD, who as ever, intent on pouring oil on troubled waters, with that gift of the gab characteristic of the Irish, had the knack of turning every occasion on its head and making the best of any situation. Seeing that Liam, in spite of his apparent self-composure, was just as much in a state of shock as was Brad by the surprise denouement they had all just undergone, said: “Liam, until tonight, I had met you only professionally at Highgate as Brad’s secretary; but I know that even in the short time he has been Warden of the School, he has found your help invaluable in finding his feet as a newcomer. Faced with a back-log of mandatory birchings which had been hanging fire for several months, I know how much he appreciated your organisational skills in arranging the schedule to enable him to discharge the School’s legal obligations as soon as possible.  On a more personal note, I much appreciated the way in which you took in your stride my impromptu intervention just now in the sterling demonstration you and Brett were engaged in together. I suggest that we retire to the bar and have a drink together, which will enable us to get to know each other socially.”

Having successfully defused what had had the makings of an awkward occasion, DD shepherded the three others into the bar.  In so doing, both Brad and he got their first sight of Brett’s naked buttocks, which like Liam’s, were also arses showed the marks which had been provided by someone who was an expert with the cane. Both Liam and Brett were each sporting 12 strictly parallel welts which descended from the bottom of their backs down to the crease. The two had been caned by someone who was an expert, for the regular positioning of their stripes was clearly the work of a skilled operator.

But if one thing was clear, it was that Liam and Brett were both as gay as Brad and DD were; and moreover, he was a very well-endowed young stud, who matched up physically to both of them.  For Brad, looking at the two striped arses reminded him of his early days at the sadomasochistic Brotherhood in Oxford, where he had been introduced to the joys of group sex. It had also led him to discover that he enjoyed beating other men’s naked arses, which had ultimately made him what he now was: a professional disciplinarian, whose stock in trade was wielding the cane and the birch.

But DD’s attempt to defuse a tricky moment had not been completely altruistic. Like Brad, his partner, with whom he practised that totally different kind of sex: the sex of deeply committed lovers, DD also enjoyed their joint excursions into the wider world of casual gay sex, which organisations like the Swingers Club offered its members. He welcomed the opportunity and physical satisfaction which vigorous – even rough – recreational, non-committal sex gave to seriously committed lovers like Brad and him. He had immediately seen that the unknown couple were involved in an arousing act of rough sex, so much so that he had not been able to forego participating himself, in a completely uninvited manner.  But when the identity of the man, who was fucking his partner with such unrestrained vigour, was revealed to be Liam, Brad’s secretary, DD’s immediate thought had been that the obviously sexually gifted Liam might prove an admirable replacement in their lives for Jonathan, whose sexual prowess and presence in their lives, both Brad and he had sorely missed since leaving Moulton Midmarsh. 

As they relaxed together, Brad and DD learned that Liam had been a member of the Swingers Club for more than two years. He had first   met Brett at the club and there had been that instant chemistry between them which had immediately drawn them together. Brett was just 19 years of age and worked as a general dogsbody in a local stockbroker’s office. Liam and he had quickly discovered that in addition to their addiction to gay sex, they both enjoyed corporal punishment before sex. Brett, an impecunious young man struggling in his first job, had, prior to  meeting Liam, long enjoyed having his arse caned, a perversity in which he indulged himself regularly.

Lacking the wherewithal to pay for his masochistic passion, he had found, via the internet, (how did one manage without it?)  some local guy who was looking for someone who would provide him with a pair of buttocks to flog, free of charge. Given that there were lots of men like Brett, who craved the pain of the cane across their naked arses, often prior to anal sex and who were prepared to pay for the service, one asks oneself why this disciplinarian, who obviously got his kicks out of thrashing another man’s naked arse, had not advertised his services for sale. But according to Brett, his present disciplinarian was a professional man – a solicitor no less – who preferred to satisfy his perversion discreetly. And so as as a quid pro quo, both Brett and his contact reciprocally satisfied their own peculiar needs free of any financial considerations.

And then, the cherry on the cake: Brett and Liam had discovered that in addition to the sexual attraction between them, Liam too enjoyed having his arse flogged prior to sex. Brett’s solicitor contact was delighted to have two tame arses on which to exercise his one perversion, which, very surprisingly, given the sexual attractiveness of both Liam and Brett, went no further than applying his cane to their naked arses. What he did to satisfy his own sexual needs remained a mystery. Brett advanced the theory that his solicitor contact was not himself a homosexual, and apart from his foible for caning other young men’s naked backsides possibly led a normal heterosexual life. After all, in support of his suggestion, Brett maintained that in the old days, when corporal punishment was widely used in public schools, there had been many headmasters who had got a kick out of flogging their pupils, without ever importuning them sexually. But as Brad added, there were many public schoolmasters who right now, never mind the old days, still buggered their pupils without the preliminary introductory flogging.

Liam, much more so than his friend Brett, who had never before met either Brad or DD,  was still overtly embarrassed by the situation in which he found himself. After all, it was not every day that a guy suddenly came across his immediate boss, stark naked, in a gay club, preparing to have sex before his underling’s very eyes, with the same guys with whom he was intending to do exactly the same thing himself. One could well see in Liam’s mind that although he probably knew that his boss was a practising gay, he did not need to to see him in action in the flesh, nor indeed, to be caught by him in the act. Put quite simply, there were horses for courses and such things just did not seem right.

If Liam had been shocked at being confronted by the sight of a naked Brad at a meeting of a gay club, so too had Brad been equally shocked to come unexpectedly across his secretary fucking Brett. The fact that his secretary had a sex life was normal; it was the brutal context in which this fact had been brought home to Brad that seemed so inappropriate. But what was done could not be undone and common sense prevailed as both Brad and Liam realised that neither of them was responsible for the situation in which they now found themselves. Liam, fearing for his job as Brad’s secretary, finally haltingly broke the impasse: “So, Sir, given the unusual circumstances in which we which we find ourselves, what is the next step?”

From the very first moment he had set eyes on Liam, Brad had found him immediately sexually attractive and he now realised that his wish about his secretary’s sexuality had come true. Liam had revealed himself not only to be a practising gay, but also to be a masochist, who loved to be caned before sex, which given Brad’s disciplinary streak was another favourable point in their potential future relationship. In fact, Liam and his friend Brett were tantamount to handing themselves to DD and Brad on a plate.

But by now Brad had realised that the invisible barrier between them was the fact that he was Liam’s boss. He fully understood how Liam felt reluctant about any sexual relationship between them. It was as if he had been caught in flagrante by his father having sex with another man and had then been forced by his father to have sex with him. So the first thing Brad had to do was to break the subservient role in which Liam, as his secretary, clearly felt he was in at present and create a level playing field out of their extraordinary meeting at the Swingers Club.  Liam had to see that both Brad and he were present at the meeting that evening as equal members of a gay social club, whose objective was to allow its members to enjoy uninhibited gay sex with each other. And if anyone could be considered senior this evening, it was Liam, by virtue of his membership of the club dating back two years compared to two weeks for Brad.

Continued in Chapter 35

by Jason Land

Email: [email protected]

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