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. They will be posted at regular intervals. 

Brad thanked his lucky stars that Simon had not written him off as a neophytic wimp, who was unable to control his own cock. In spite of the fact that Simon had beaten him, which he had not enjoyed at all, he had experienced the wonderful sequel when Simon had demonstrated to him what a peerless cocks-man he was. Brad had never before experienced sex quite like it; and in spite of his buttocks still throbbing with pain from their first encounter with the cane, he knew, come what may, he wanted his nascent friendship with Simon to succeed. Like a delinquent child who has failed miserably at something, he willingly allowed Simon to lead him to his bed and put himself in the hands of an unquestionable master. Or better put; offer his anus to a master cock.

Simon pushed Brad flat on his back on the bed and knelt beside him. Then very gently he started kissing Brad’s body starting on his neck and moving to his chest where he kissed his way around Brad’s pectoral muscles before giving his attention successively to both of his nipples, which he teased with his tongue until they were both fully erect and so sensitised by the attention they had just received that the slightest touch sent shivers of sexual delight coursing through Brad’s body. It was not that Brad was sexually inexperienced, which he was most certainly not, but never before had he been treated to such sophisticated foreplay to the act of anal sex.

But Simon was not yet finished as he continued his downward journey along Brad’s body until he reached the most important element of his partner’s sexual anatomy, his magnificently erect penis, which although exuding precum as it already was, Simon had no hesitation in taking it into his mouth. Brad had never before experienced anyone sucking his cock in the way that Simon was now doing and was driven into paroxysms of sexual pleasure, the likes of which he had hitherto never even realised existed, let alone experienced.

Suddenly, Simon stopped what he was doing, leaving Brad still flat on his back, got up from where he was kneeling. Brad heard him pull open a drawer from his night table before he again resumed his kneeling position alongside his partner. The next thing Brad knew was that Simon was gripping his erect penis in one hand and rolling on a rubber condom with the other. It was not that Brad was unfamiliar with the male sheath, but he had never in his sex-life used one himself nor had any of his erstwhile partners, for they saw no need for contraception when there was nothing there to conceive.

“What on earth are you doing, Simon.  Why are you putting a rubber on my cock?”

Simon laughed and said: “Because, my friend, when you personally, active or passively engage in the act of anal copulation, you invariably seem to produce a veritable Niagara of spunk that gets everywhere. Now if we are going to sleep together in this bed, which is where is suspect we shall both end up after all that is surely still going to happen between us this evening, I would prefer it to be between dry sheets rather than wallowing around in a pool of sticky wet cum. As I remarked to you earlier, gay sex is an extremely enjoyable pastime, but it is also, unfortunately, intrinsically very messy;  so I too am going to roll on a condom onto my own cock before I proceed to share its manifold capabilities (no false-modesty here!) with you for the second time this evening. That way, we shall each catch our doubtless large emissions and avoid spoiling the bedding.”

Brad could not believe his ears when Simon said that he expected them to sleep together that night. Far from blowing his blossoming friendship with Simon, it was evident that, although philosophically miss-matched about the virtues of beating prior to sex as they were, Simon still saw Brad as a worthwhile partner. He had never dreamed that this evening, into which he had been inveigled by Jeremy and which at the outset had all the hallmarks of becoming a disaster, could be developing as it now was.

Simon asked Brad to turn over and kneel on the bed: “Why don’t you kneel over a pillow and put another under your head on the mattress so that you are comfortable whilst I tend to the needs of your arse. Come on now, young man, look lively as we have a great deal to get through; spread your legs so that the dog can see the rabbit. You know, Brad, if you think about it, all sex, whether hetero or gay is bloody uncomfortable, thanks to the awkward positioning of the body parts involved in the act. You know I often ask myself why we all put up with it. I suppose a regular heterosexual man who wants to have a family, does not have any other option but to inseminate his wife via their respective anatomical endowments. But we gay men who fuck each other, why do we do it, as no procreation is involved? Why don’t we just jerk off as we did as schoolboys and enjoy the orgasm produced by our own five-fingered efforts?”

“Well, let me tell you why; it is because when we see someone whom we fancy – take the case of you and me for example – our inbuilt urge to copulate is just so strong that we cannot resist it. And having given way to our libido, we find that fucking another man up his arse is such a pleasurable experience, which leads to an orgasm of such an intensity,  against which the orgasm induced by masturbation cannot compete that it just fades into insignificance when compared with that glorious moment when, with that final thrust, you sink your meat deep inside your partner for the last time and suddenly explode into that incredible orgasm which you realise is one of the greatest experiences of your life. And that is why and how we get hooked on gay sex, inconvenient though it is.”

“In spite of its physical inconveniences; there is nothing at all which even vaguely compares with that extraordinary feeling which courses through your body at the moment of orgasm when you shoot your load with your cock deep inside your partner.  And when well executed, the act of anal sex can be and, in fact, is, as satisfying to the passive partner as to the active one, whose cock, which brings both participants to a climax, is doing all the work. And that that Brad is exactly what I now intend to try to show you. For a relationship such as ours to be tenable long term, enjoyment of every physical act of copulation has to be mutual. So just relax and let me try to make good on my words and take both of us simultaneously to heaven for those all too brief, few moments of ecstasy.”

As Brad was positioning himself as asked, it suddenly struck him that although Simon’s cock was much the same size as his own, that fact at it had been cut and freed of foreskin made it more desirable.  Looking at Simon with a hard on and raring to fuck as he now was, Brad found him totally irresistible; so irresistible, in fact, that before Simon penetrated him for the second time that evening, his own cock was already oozing spunk into the rubber he was wearing.

Simon pushed the tip of his cock against Brad’s anus and then very gently, but firmly, slid his full length inside him. As Simon bottomed himself and waited a few moments, before beginning to fuck his partner, Brad let out a moan of pleasure.  But this second time, Brad was to experience a totally different side of Simon’s character. On his first fuck Simon had been brutally hyper-vigorous as he battered Brad’s arse with his cock. But this time he used long, gentle, slow strokes, each of which was almost the full length of his cock and induced paroxysms of pleasure in Brad, as he very slowly brought both of them to a tremendous, simultaneous climax.  At each thrust of Simon’s cock, Brad felt waves of contentment flowing through his body in a way he had never ever before experienced; everything felt just so very right. And when the climax final came, Simon withdrew himself completely from Brad’s anus, waited a moment before making one final, powerful thrust, bringing both of them simultaneously each to an unbelievably intense orgasm.

This was sex at a level of sophistication that Brad never known existed until this very moment, in which he was like putty in Simon’s hands and would have done absolutely anything he had been asked. The one thing Brad wanted most in the world at that moment in time, as the two of them clung together in the post-orgasmic clinch with Simon still deep inside him, was to cement his sexual relationship with his newly found partner.   If to continue receiving the same sexual attention from Simon involved taking further beatings from him, then in spite of his misgivings, so be it. At that moment, Brad was in that mythical place of which Simon had spoken: seventh heaven; he realised that he was already falling in love with Simon, a man whom he only just met a brief couple of hours previously. But, in his heart of hearts, he already knew that Simon was the man for him.

Continued in Chapter 8