“Jeremy, I’ve had a lot of experience with what you are about to do for me, but I have to tell you that never have I know any a guy take so much care in preparing me for fucking. Listen, what I want is a really hard session; so please don’t hold back; just give me your very best shot and hit me as hard as you can with all that you have got as that is what I want right now.”
“Craig, I just want to tell you before I start, that I intend to try to bring you to a simultaneous climax with that of my own. I know that usually when one guy fucks another, the whole session usually ends by both guys jerking themselves off to reach orgasm. But that is not what I do as I believe that both partners to the act should climax together; and so I aim to climax and reach orgasm inside of you, exactly as a man does with a woman; but at the same time I aim to bring you to your own climax. You see, even though I am performing the sex act with you as a professional operator, a Male Escort, and not as a regular lover, I still feel that such an intimate act should give both participants the same satisfaction; and so I shall just go on fucking you and holding myself back until I see that you are ready to climax yourself; then with one final thrust I will attempt to project both of us into that state of nirvana where we both reach orgasm together.”
What Craig thought of my little speech I have no idea, but I immediately thrust my cock-head against his anus and prepared to enter him, which I did with no difficulty. As I smoothly gave him the full length of my penis, Craig whispered: “God Jeremy you are just so hard and so long, I have never felt anyone remotely like you before.” Then after a brief pause I began the serious work of bringing Craig to his climax. I am blessed with a very long, well proportioned cock which fills out any partner I am fucking; and I made each and every stoke powerful and of maximum length, withdrawing almost but not quite completely at each stroke before thrusting myself yet again into him. I have a relatively slow technique when I fuck someone and I applied measured but powerful strokes, to Craig’s arse, making every pass count; but then, as my own passion builds up, as it inevitably does when I fuck a guy, my strokes become ever quicker and more powerful; but I never allow myself to make that frantic dash towards the finishing post as many guys do and frequently fail in the attempt, leaving both parties to jerk themselves off to achieve that much wished for orgasm without which no act can be considered complete.
By this time Craig was panting loudly and I could see that he was on the verge of his own climax; so I withdrew myself totally, waited a full two seconds, before giving him my full, rock-hard length with maximum force one final time. As I had planned, we both climaxed into intense orgasms together, as my balls bottomed themselves against Craig’s arse. We were both rocked with the uncontrollable spasms which accompany the ejaculation of a man’s sperm and I can tell you that on this occasion we both produced huge emissions. With my cock still hard and deep inside of him I fell on Craig’s back and there we remained as one, stuck together for several minutes by our collective sweat whilst we regained our breath and cooled off somewhat.
I finally withdrew myself from Craig and we both stood up and looked at one another. “Jeremy, you really are something else; I have never enjoyed having my ass fucked so much as I did just now; you really do have a technique and style all of your own, not to mention being superbly equipped to carry it out.” Praise indeed from my client, I thought; but what happens now? “Jeremy I hate to ask you this, but do you think that you might be able to give me a repeat performance, but this time face to face as I really would enjoy being worked over by you a second time; you really are something else, you know.” Of course I had no option but to say yes; after all this guy was paying me a small fortune to have sex with him and deserved something for his money; not, you understand, that I was reluctant to do as he had requested, for quite honestly, to call a spade a spade, Craig was a really great fuck and I had enjoyed fucking him just as much as he had evidently enjoyed being fucked.
And so this time he lay flat on his back on the day bed; and after due preparation and fresh condoms for both of us, I fucked him for a second time and I again brought him to a simultaneous climax with my own. I think it is safe to say that both of us enjoyed the experience, which for me was a pleasure even though I was supposedly doing it as a professional service for a client. I still had that nagging feeling at the back of my mind that I ought not to take so much pleasure out of doing my job; but there it was; that is how I felt and there was little I could do about it.
But then came back that desire I had had from the moment I met Craig, or at least from the moment I saw him stripped for action and saw what a splendid looking young stud my client was, which was to have him fuck me. I suppose it was part of my make-up that no matter with whom I had sex, I always wanted reciprocity; it was not enough for me simply to fuck my partner; I always wanted him to do the same to me; and if it was my partner who initiated the act, then I wanted to go on and fuck him back; it seemed to me that the sex act between males should always consist of fucking and being fucked. But this was not part of the deal I had made with Craig, nor had it happened with Hal and Dave, both of whom had simply wanted me to beat them and then go on and fuck their arses. And then there was Miguel, whose view was that a Male Escort’s basic function was to provide anal stimulation to his client but not to expect anything sexual in return. After all, argued Miguel, the escort was being paid to fuck his client and not to be fucked by him.
Imagine then my joy, when Craig said: “Jeremy, I know that it was not part of our agreement, but I wonder if you would allow me to fuck you. You know I normally only want a little anal stim; but frankly Jeremy, I have enjoyed being with you so much that I really would like a return match if you agreed.” If I agreed! I was over the moon at his suggestion to which of course I said yes, adding that it would be as much of a pleasure for me as I hoped it would be for him. But as we prepared ourselves to reverse our roles, I did wonder yet again if Craig was bisexual and enjoyed gay sex as much as he did his sex life with his wife; anyway, mine not to reason why, but gratefully to accept an act which I had been hoping against hope might take place: truly the icing on the cake for me.
Well an hour later, Craig had served me twice, exactly as I had previously served him and I have to say that he exceeded my wildest expectations as he was himself a very, very proficient cocks-man. I don’t know if my performance had inspired him, but he reamed out my hole with a degree of precision and power worthy of any regular practitioner of the not-so-gentle art of anal intercourse; and as I had done for him, he brought both of us to two immense climaxes at the same time: really an outstanding performance by any standards. But I did again wonder about Craig’s true sexuality, as he performed the anal sex act so well as if it was one of his regular activities. But at the end of the day what did it matter? He accepted me as a professional male-escort and treated me as such; he paid my fees without a murmur and if he had had a sort of add-on, who was I to complain when it was exactly what I had been hoping might happen.
So of my three clients to date, Craig had been easily the most satisfactory in that he had satisfied my unspoken desire, which had not been the case with either Hal or Dave. But I was just beginning my first professional activity ever, as until now I had never had a job; I had never had to work for a living and I still had no need to do so; but my appetite had been whetted and I had discovered that I enjoyed doing what I was now doing; in fact, I had become, by accident, a professional sex-worker, so I would have to see how things developed. Was Craig the exception that would prove the rule that Hal and Dave had shown me and Miguel had said was the norm; or were there others out there, potential clients for my services, who would also wish to do as Craig had done for me?
Craig was full of enthusiasm, for our evening together and praised my performance to the heavens. “Listen Jeremy, you really are a unique guy and what I would like to do is to schedule (business speak if ever there was) a fortnightly meeting with you — same terms of course — so that we can have a regular repeat of what we have just done; frankly Jeremy, you are just too good to let go. Now, satisfy my curiosity and tell me what you have in that long, leather, tubular case you have brought with you. Oh and before I forget, do you have a card you can leave with me as I have a number of friends who might be in need of your services.”
Before replying to his question about my cane case, I handed him several of my freshly minted business cards. “Craig, you will see from my card that I offer two services: simulation and discipline. The stimulation part is what you are now familiar with, but I also have clients (well I had had two, Hal and Dave; so I was only stretching the truth a tiny bit; but I do have a problem in that I cannot lie to anyone.) who enjoys what is commonly called consensual corporal punishment: CCP for short. These are guys, who for some reason or another actually enjoy having their arse thrashed, after which they may or may not ask me to complement their beating by a dose of anal stimulation along the same lines as you have enjoyed this evening. So to answer your question about the tubular carrying case, it contains a selection of rattan canes which I use on my clients’ naked arses. In my satchel I also have thick leather strap, as some clients prefer that.” And then in a flight of imaginative fantasy, I added: “But I am also planning to open what I think of as a therapy centre, a place where I can receive clients in utter privacy and where I intend to have a full complement of instruments of corporal punishment available, including the time-honoured, traditional American paddle. You see, Craig, clients’ tastes vary so much and I feel I should be able to offer a full-line service.”
“You mean that some that some guys actually pay you to thrash their asses.” said Craig with incredulity in his voice, “My God, I’ve seen quite a few different Male Escorts in my time, but never one who did anything like that until now. And you mean that you actually beat these guys’ naked backsides with either a cane or a strap; and they just let you do that. Have you any idea yourself of just how painful a cane landing on your naked butt must be? I find it hard to imagine that anyone voluntarily offers his backside up to beaten; and for pleasure yet!”
I smiled as I listened to Craig and said: “Craig, let me just tell you that I was sent by my late father, who was Englishman by the way, to a public school in England, where the cane was in regular daily use. I can tell you that I am fully aware of just now painful a naked arse beating with a cane is, as I myself experience such more times than I can now remember. So yes, I am fully aware of the pain I inflict on my clients; but it’s all in a day’s work; it’s purely a question of demand; they want it so I provide it; it’s as simple as as that. But I can tell you that given my own past experience of being on the receiving and of the cane and on one horribly unforgettable occasion, that old-English favourite, the birch, it is not a pastime in which I personally would ever voluntarily indulge.”
“Nor me either; so Amen to that.”
CHAPTER 14
That is how my first meeting with Craig, whom I consider as my first true client, ended; and as he had suggested, we did fix a regular two-week appointment for a dose of anal stimulation. But more importantly, Craig passed on my card and telephone to a number of his friends, all of whom seemed to enjoy anal stimulation. I was really quite surprised just how many top executives, all supposedly happily married, from well-known leading companies seemed to feel the need to indulge in homosexual practices; but perhaps as a newcomer the business of selling sex I was being very naïve. Either way by word of mouth my business increased rapidly and basically due to the high level executive types who passed my name around, I found that I was fast developing what I suppose could be considered a quality clientele.
What quickly became quite clear was what I had considered to be the off-putting high level of my fees, deterred no one from using my services; along with my name and telephone number, my charges appeared to have made the rounds and no one ever questioned them. But as I knew of no one other than myself who offered the same sort of sexual services, I had no means of knowing what I suppose I have to call my competitors were charging. Although my first true client, Craig, had not wanted my disciplinary services, I was surprised that more than half of my new clients had contacted me precisely because of that; most of them wanted to be punished in some sort of way and then go on to anal sex. But as Miguel had predicted, relatively few of them wanted to exercise their cocks on me, and so I just accepted the fact that that was the way the Male Escort business functioned. I think one of the secrets of my success in attracting top quality clients was the fact that I was well-spoken and my clients felt at ease in dealing with someone who had obviously had a good education.
I quickly saw that the demand for CCP was not only considerable but very demanding in terms of what form of punishment the client wanted; some wanted the strap, others the cane, others the paddle; you name the “weapon” and someone wanted it. And so as my business blossomed, I decided that I had to put into action my plan to create the therapy centre which I had, in a flight of fantasy, originally mentioned to Craig, as it was impossible for me to carry around the assortment of implements of corporal punishment to satisfy all needs; so I thought it better that I have my own place, fully equipped with the entire battery of instruments of punishment known to man (and oh boy, are there a lot ) as well as suitable furniture on which I could perform the desired beatings and then go on and satisfy the client’s sexual demands. So, cash being being no problem, I looked around and found a top floor apartment, in the up-market neighbourhoods not far from the Howard Hotel; the place had two en-suite bedrooms, one of which I furnished as the CCP room so that those clients who just want my sexual services were not forced to look at a selection of — for them at least — unpleasant gear. There was a large non-overlooked roof terrace were I installed some outdoor furniture and a shower so that during the warm weather we could conduct our business unobserved al fresco.
And so my business prospered, so well, in fact, that by the end of my first year aged only twenty-two, I had established a faithful repeat clientele and had to refuse new-comers. None of my clients knew my real name or where I lived. I separated my business activities totally from my private life and never discussed my affairs with any of my friends with whom I had gay sex on a very regular basis. I learned very quickly not to allow myself to become emotionally involved with any of my clients; business was business and remained just that. But I have to say that although I did not need the cash I charged for my services, it did give me a great deal of personal satisfaction to see that men were willing to pay for the services I rendered them. And I did not allow myself to slip into a state of complacency; I saw that one of my attractions, apart from my very generous sexual endowment, was that I had a great body on which clients — and friends too, for that matter — feasted their eyes. So I worked out on a regular basis very vigorously, together with my friend Miguel at the gym where we had first met.
Life quickly settled down into a routine and although I had no problems in satisfying my own need for regular sex, I began to feel dissatisfied with my lot as that one special person was lacking from my life. I suppose Miguel was my closest friend and we had a lot of great sex together; but as I mentioned earlier I saw that both of us were motivated by sheer lust; in a word, we were sex partners but not lovers. This fact was never put into so words by either of us, but neither of us ever suggested to the other that we move in together; and so I led a full but rather lonely, soulless sex life, as I guess did Miguel.
It must have been about a year after I had started my business that I by chance bumped into Kenneth Best, the printer who had produced my visiting cards and whom I had not seen since that night when he took me to that hardest of hard-core gay clubs. And of all place to meet him, it was in the bar at the Howard Hotel, which I still occasionally frequented from time as I still enjoyed pulling some unknown guy for a one night stand. The fact of the matter was that in spite of my regular sex life, both professional and recreational, I stilled enjoyed the challenge of the unknown. When I say I bumped into Ken, it was he who saw me standing there at the bar, jawing to my old friend Pete, the bartender, about a potential pull for that evening and he came up to me: “Well Hi stranger; long time — no see; how are things with you these days? I still remember that first meeting you and I had the day I printed your visiting cards and that steamy club we went onto later on; so how’s your business doing and what brings you here tonight?”
“Well Hi Ken; what a surprise; I just dropped in here as I often do for a quick drink and a jaw with my old friend Pete, the barman.” I did not bother to tell him the real reason for my visit. “So how about you; what brings you to this neck of the woods?”
“In fact, I have just been delivering the proofs of the hotel restaurant’s latest wine list to the head wine-steward for his approval before I run it off. You see, for quite a few years now, I’ve been printing their wine list, which they update every month, and as I was here I just dropped into the bar for a drink. But listen Jeremy, I live not far from here so why don’t you come round to my place for a quiet drink and we can catch up on what has happened in the meantime?”
You will recall that I had much enjoyed my one encounter with Ken the day he had printed my visiting cards, which I had paid for in kind, but that after that really hard-core gay club we had gone onto after supper, I had decided that even though I had found Ken extremely attractive and we had had great sex together, that he was probably a bit too way-out for my taste; and so I had not pursued what was a potentially interesting friendship. But now, a year or so later, I saw that I still found Ken just as attractive as that first day when I had fucked him in lieu of a cash payment for my visiting cards. But as he and I had got on very well together and as he had my business phone number, I wondered why he had not attempted to continue our nascent potential friendship by ringing me. However, standing there at the Howard bar, looking at Ken, I realised what a good-looking stud he was; and to be honest, just at the sight of him again, after a year, I could feel my cock stirring in my pants. And so, with his invitation offered, I accepted it and off we went to his place. He lived in an apartment house not far from the Howard Hotel where he rented a small apartment with one bedroom. Of course, I don’t have to spell out what happened that evening other than to say that we both fucked each other silly as that first-sight, mutual attraction was still there. Ken asked me why I had never contact him again and I asked him he same question, but in reverse, before I came clean to him.