Sebastian The Male Escort – Part 4/6

"Part 4 of the story Sebastian the Male Escort"

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I arrived late back from the gym at Craig’s place, about 11 o’clock and he was already there, eager to know how things had gone with Mike.

“Well, I got the job with no problem and the terms seem okay. At least I will have enough cash to keep the wolf from the door, but the great surprise was what Mike and I had got up to that afternoon. If you can believe it, he invited me up to his apartment- he lives above the bar, by the way, in case you did not know – and we spent the entire afternoon having sex together. I could not believe the speed that Mike came to the point. He could not take his eyes of me and wanted to get at my cock as soon as he could. He really is a randy guy!”

Craig said. “Well, I did tell you he was AC/DC, but I had no idea that he was such a quick worker. You know Sebastian, it is exactly what I have told you. Once you enter a room, guys, gay or straight, cannot take their eyes of you. You just have a special magnetism which draws them to you. I told you that you had it and that all the guys at the gym were transfixed once you came into the room. Well, believe me, it is a characteristic which you are gifted with and you can make great use of it. As you have seen, both I myself and now Mike could not wait to have you fuck us and it will be the same with all the others, given half a chance.”

“Well,” I said, “as I walked out of the bar to come back here in the late afternoon the one young barman still on duty, simply remarked that he wished it had been with him. I guess he knew when I went up to Mike’s place that we would finish up fucking each other, which is exactly what happened. I did just wonder whether Mike had sex with any other of his employees?”

Craig then said. “Just wait until you have been in the bar a few days serving the customers. You will see that you will get a load of invitations, all of which will come down to the fact that the invitation giver will want to have sex with you. You just affect guys that way, so don’t be shy, just exploit it. Now, are you up to giving my hole another pounding right now, before I take you out to a very late dinner, because, boy, I really would like to feel your cock up my arse again. You are truly one hell of a stud, Sebastian; I simply cannot get enough of you; you really do fuck like no one else I have ever experienced and believe me, I’ve been fucked by a lot of guy over the years!”

So I fucked him there and then and we went then out to eat. When we came back and Craig had me fuck him again, asking me to pound his hole as hard as I could, which I did.

“Listen Craig,” I said laughingly when we had done, “I cannot perform at this rate every day. Today is a very special day when I have fucked butt four times and had my own hole reamed once – so okay – but from tomorrow we just have to slow down. Twice a day I reckon I can manage, but no more and I mean it. At the end of the day I am just not a copulating machine and even though I love to exercise my cock, it has to have some rest and I really do mean what I say.”

Craig laughed and off we went to our separate beds, but not before he had had another shot at my arsehole – what a guy!

Chapter 14

I had just over a month to serve at Jonathan’s Gym before I could take up my job at Mike’s place and it was a month of intensive copulation with Craig. The guy was really insatiable, but I enjoyed every moment of it and by the time I went take up my job at Mike’s I felt I could truly say that I was a highly experienced butt fucker: and I am happy to say that thanks to Craig, I now enjoyed taking it as much as I did giving it. It was all utterly enjoyable and I realised that my future lay, somehow, inextricably entangled with gay sex. I just loved it: my antics with Charlie at school faded into insignificance once I realised what a terrific sex machine Craig was.

About a month later I had my first day at Mike’s bar and Mike introduced me to the other four young studs whom he employed as bartenders – Mark, Dave, Jason and Dmitri – for as I believe I mentioned, Mike’s place had a very long bar and needed quite a complement of bartenders to keep the customers happy. My co-workers were all young guys in their early twenties at a guess. They were all well-built young studs and very sexily dressed. I wondered if they succeeded in picking up paying clients via the bar. But as Craig had said, once I came in, all eyes were focused on me. It became quite obvious that Mike’s place was a top pick-up spot in the neighbourhood. Anyway, by twelve noon the place was humming with business men and I was kept busy serving, but was again acutely aware how many eyes were fixed on me and often focused on my crotch.

The lunchtime crowd was thinning, when a youngish well dressed guy slipped me his card and asked me to give him a call on his direct line, saying that he thought we might have something in common. I was astounded that I had already had a pickup, on my first day and amused by the come-on; something in common! – that was a new one!”

Well, later that afternoon, I called this man, whose name was Adam Johnson, at a firm of stock-brokers and he asked me if I had time to come round to his office which was a stone’s throw away from the bar, later that afternoon. So, nothing ventured, nothing gained, round to his office I went. The doorman looked at me with grave misgiving, but he called Adam who told him to send me up. Adam was clearly a very senior man in this business, in spite of his apparent young age, as his office was on the top floor and seemed to consist of a suite of rooms. I guess Adam had to be what is called a whiz-kid to enjoy such luxury accommodation.

Now this was the first time that I was going to meet a guy in what I imagined was going to be a business deal, a situation with which I was totally unfamiliar. After a few pleasantries, Adam came quickly to the point.

“I suppose you know why I asked you to come here, as I am sure you have guessed by now I want to engage you as a sex partner. Just looking at you, I am sure that you know what I want and frankly, Mike, whom I know very well, told me that you are a hot number. So, I would like to know what your terms are, as this is to be a business relationship. Look, I am a happily married man with two children and a wife whom I adore and with whom I have regular sex, but I really do need to have some anal simulation from time to time, say once a week, which my wife clearly cannot give me: hence this conversation. Now, could that sort of thing interest you? Would you be willing to service me? We don’t know one another at all, but just looking at you in the bar and here in front of me now, you make my cock start twitching, so how about it, are you interested and if so what are your terms?”

As ever, utterly direct and no beating about the bush: this guy wanted me to fuck his butt and was asking me to name my price. I had no idea how much I could ask him for my services, but Adam did not know that he was to be my first paying client and I saw no reason to tell him. Craig had told me that guys he knew shelled out 300-400 dollars per shot for male sex, so I told Adam that my going rate was 350 dollars a shot, for about an hour’s ‘recreational sex’ was the way I put it. He agreed to this with alacrity, which led me to believe that I was well within the ‘norms’ for the service I would be rendering. So we agreed that I would come around to his office at three o’clock next day, once I was off duty and I would service him.

And that is how it all began. It was easier, in the event, than that apocryphal act of falling off a log and I had Craig and Craig alone to thank for giving me the idea. On my way back to Craig’s place, I stopped off at a small print shop and ordered a hundred name cards. I made them very simple. They said: ‘Sebastian – Male Escort’ and gave my mobile ‘phone number. I had already decided that if I was to make a business out of using my cock, the less my clients knew about me and where I lived, the better. So, I gave no address and no fixed telephone number; everything had to be arranged directly by word of mouth via my bar job with Mike or via my mobile ’phone which I had bought when I took my West Side apartment, as I had not wanted to pay the connection charges for a land line. So next day I would have a card to hand out – it looked professional, I thought.

I went back to Craig’s place in a state of high euphoria. I could not wait to tell him that on my very first day at the bar, I had picked up my first paying client or better put, he had picked me up. Craig was delighted, even more so when I told him what Adam was paying me for my services.

“I told you so,” he said, “once a guy sets eyes on you, if he is that way inclined, you have him hooked! You are just magnetic as I have told you. Come on let’s celebrate.”

Well, you can guess what Craig’s idea of celebrating involved. You’ve got it – he wanted my cock up his arse and a real good hard fuck. I started then to wonder if when he got married he would be able to keep his promise to himself, which was to remain faithful to his future wife, for as far as I could see this guy was in need of anal sex as often as anyone would give it to him. I did not mind, as I enjoyed fucking butt just as much as he obviously enjoyed taking it. When we were done, he took me out to dinner and later when we got back produced a brand new looking small shoulder satchel from his wardrobe.

“Here” he said, “take this – you can use it to carry your ‘things’ around with you so that you are sure that you have everything you need for your first great occasion.”

So I loaded the bag up with a few packets of Fukit condoms and at Craig’s insistence, took three of his lube tubes as well.

“You may as well do it properly,” he said. “Give your first client’s arsehole a really good pre-fuck lube so that he realises that you are a true pro.”

The thing that continued to amaze me about New York, was the way everyone whom I had met had talked quite openly about gay sex in the most direct of language. There was no circumlocutive phraseology used at all: it was all direct and to the point and usually in the simplest of Anglo-Saxon English; you know, those words which the Oxford Dictionary posts as ‘words no longer in polite use’. Well, proscribed form polite conversation they may well be, but believe me, they are alive an well and in daily use!

Chapter 15

At work the next morning, I was feeling very nervous. I was going to go off later to fuck a rich guy as a paying client, something I had never done before, but then I thought, what the hell, Adam is just a guy wanting a fuck and I have done it quite a few times in the last few days: his hole is no different to Craig’s, so what is there to be worried about? But, as you might imagine I was somewhat apprehensive as the fatal hour approached and I had to confront Adam and perform. The doorman at his building gave me a knowing look as he ushered me into the elevator and as I entered Adam’s office tried to get a grip on myself and put on a confident face, which frankly, belied the way my stomach felt – it was all collywobbles. Adam greeted me like a long lost buddy, closed and locked the door behind us as asked me how I was.

“Great,” I said, “and ready to go when you are.” Was this the right way to begin? I really had no idea, but it seemed to go over OK.

“Well,” said Adam, “why don’t you make yourself more comfortable and let me take a look at you while I prepare myself for action, for after all that is why I have got you here.”

By ‘making myself more comfortable’ he clearly meant me to get stripped and within seconds were both standing face to face, stark naked, looking each other over. I have to say, Adam had a great body and a very nice neatly cut cock himself, which was already starting to rise at the sight of me. I was surprised to see that he was wearing a gold bar through his shaft, just below the knob of his cock. I forget the exact name for this type of piercing but he looked pretty good with it. He smiled as he saw that I had noticed it and told me that he had had the bar for over ten years, having had his cock pierced when he was a final year college student. He and all his pals had decided to go for it as a sort of dare, and he still had it.

“My wife, believe it or not, finds it very attractive,” he volunteered.

But now, his eyes were totally focused on me, glued to my cock, which was also starting its upward journey in the somewhat charged atmosphere in which I found myself. I think that I managed to maintain an outward impression of calm control as if this was an every day job for, as far as he knew, of course, it was; but my heart rate was racing. So, screwing up my courage I asked Adam, as he was the client, what exactly how would like me to do to him.

“Gee” he said, I had no idea just what a gorgeous looking stud you would turn out to be, but now I see you, my wildest dreams are already exceeded.”

“Adam,” I said, “don’t go overboard just yet as you are just looking at me and I have not actually done anything for you. Wait and see how you feel once you have experience some action with me. Now, what would you like me to do for you? You said you wanted anal stim – how would you like it? I do not do anal rimming, but everything else goes.”

The business about rimming, I suddenly pulled out of the air. I knew from my internet researches that lots of gay guys licked each other’s anuses, but even without trying it, I found the idea quite repulsive. I had never sucked another guy’s cock, but both Craig and Mike had done me the honour of sucking mine, I could see myself sucking a client’s tool but licking his fuck-hole – no way!

“Well, said Adam, “you are the pro, so what do you suggest? I would like to take a really thorough pounding from you as my arse is just aching to feel a cock inside it and you truly have one of the finest tools I have ever seen. How long is it nine or ten inches? I simply cannot wait to let you loose on me.”

So again I asked him how he would like me to take him, and I told him that in my personal view the best deep anal fuck was to be had by my entering him from the front, with him flat on his back on a table, but it he preferred a rear entry, then that was also fine by me. That was, of course, the way I had always fucked Charlie.

“You’re the pro, so let’s try it as you suggest.” he said.

So, Adam thought that I was a pro! So far so good!

As I said earlier, Adam’s office seemed to have several rooms and he motioned for me to follow him into the room next door, which was clearly a meeting room in the centre of which was a large heavy table. He promptly lay down on his back on the table and looked at me for further instructions. It was obvious now that I was in command of the situation and that he would do my bidding.

“Lie on your back and put your feet up on the table and spread you legs so that I can give you an internal a pre-lube.” I said. I had brought my satchel with me and fished out one of Craig’s injector tubes of lube

Adam looked on in wonder and said, “None of my other contacts has ever proposed anything like this.”

So, with great conviction as though it was an act I had performed many times before, I told Adam that I believed in safe sex and that I always used a condom with my clients even when I knew they were HIV free.

“I am,” said Adam, as if to reassure me.

“So am I,” I said, “but nevertheless I always use a condom with my clients.”

So, I very gently eased the nozzle of the lube tube through Adam’s sphincter and squeezed the lubricant into Adam’s rectum. Then, with Adam looking on, I opened a packet of Fuckit condoms, rolled one on to my by now rock hard cock and massaged the sachet of lube over it. I also applied a little of the Fukit lube to Adam’s arse as I wanted to be sure that I could make a really smooth entry with my cock.

“You really are amazing,” said Adam, “I have had my arse fucked many times by several different guys, but never have I seen such careful preparation.”

I told him that it would all pay off as he would soon see, as he was about to have the best and most comfortable fuck of his life. I tried to say this with conviction and I hoped that when it came to the crunch he would think so.

“You know,” said Adam, I have never seen such a beautiful cock as yours – it is so big, but so beautifully balanced – come on let’s get started.”

Adam, did not know, of course, that I had recommended him my own favourite position and I do not think he quite knew how it was all going to work. So I stepped firmly forward, pulled his legs over my shoulder and slid him to the edge of the table so that I could get his hole in the very best position to shaft.

“Force yourself straight into me,” said Adam, “I quite enjoy the pain of having my sphincter stretched suddenly.”

So, I did as he requested and gave Adam the full length of my cock, thrusting down until my balls mated against his body. Then I started a very gentle rhythmic pounding, with ever increasing force and amplitude.

“Don’t hold back” cried Adam, “I really like it very hard. Pound me as hard as you can it’s exactly what I want – don’t stop, it’s exactly what I want – just go on and on – I love it.”

I reached that stage of no return myself, where I was also on a total high. I finally pulled out my cock completely and re-thrust it into Adam’s hole as hard as I could whereupon I climaxed with the longest and most intense orgasm I have ever had in my life. I simply pumped and pumped more cum until the condom I was wearing could take no more and my cream started pouring out of Adam’s hole. At the same time he himself climaxed and shot thick gobbets of cum, over both our bodies. My god, it was quite an experience for both of us.

I remained on top of Adam, with my cock still deep inside of him for at least five minutes, whilst we both calmed down after the incredible climax we had both just experienced.

Finally Adam said, “You know, Sebastian that is just the best fuck I have ever had in my life. Never have I had such an orgasm or produced so much cum. You really are a top quality fucker, I would like to ask you to do it all again, but frankly, I do not think either of us could take it right now.”

“Agreed.” I said, “You know Adam, I have fucked a hell of a lot of butt in spite of my young age, but I have never ever experienced anything quite like what we have just had together. It will be the bench mark that I shall have to try to aspire to on all future occasions – I only hope I can.”

It really was an exaggeration on my part to say that I had fucked a hell of a lot of butt, but after my experiences with Craig and Mike, I felt that my claim was not without merit as when had fucked them I had gone for broke and given them the hardest shafting I could muster.. But, as ever, the proof of the pudding was in the eating, and Adam had clearly enjoyed every moment of our first encounter. So, it was a white lie and I felt no guilt.

Adam laughed and said, “Listen stud, let’s go and shower together and get cleaned up. There is a bathroom through there and we can both relax together.”

And that is exactly what we did. We stood under the hot water together for at least fifteen minutes. Adam ran his hands all over my body and finally dropped to his knees and gave my now soft cock a long and deep suck. It was a moment to be savoured. I could not believe how well things had gone.

When we had both got dressed, Adam pulled out his wallet from his jacket pocket and said, “Three fifty bucks you said: well, here, take four hundred – you really are worth that and possibly more. I don’t know where you were before coming to New orkork York, but now that you are here, take my advice: don’t undersell yourself. You are truly something special – very few guys have a cock to match yours and to judge from today’s performance, you are easily the best performer around. You will easily build up a big following in the business community. Believe me when I tell you that there are lots of guys just like me who are really quite straight, but who enjoy treating their arses to a good reaming from time to time.

Can we say the same time and place, next week?”

“Sure thing” I said and took my leave.

I could not believe how well things had gone and how much not only he, my first paying client but also I myself had enjoyed the experience. I just had to acknowledge to myself that I enjoyed fucking butt – it was as simple as that!

And, being paid to do something I enjoyed was really the frosting on the cake.

When I got back to Craig’s place that evening, I said, “Tonight, Craig, it is I who am taking you out to dinner, with champagne, as I want to celebrate with you and blow the first of my earnings, all of which are thanks to your foresight. And that is what we did. When we came back from the restaurant, both a little tipsy, Craig did not press me to service him, for which I was thankful and off we went to bed.

Chapter 16

Next day, was Friday. I picked up my ‘business cards’ on my way to Mike’s and was in place behind the bar half an hour early. What was truly nice as a newcomer to the bar, was the fact that all four present bartenders made me feel very welcome. I was not an outsider to be given the cold shoulder as might well have been the case, but was accepted as another colleague from the word go. I got Mark to start explaining to me how some of the cocktails were put together, as I had no idea at all of where to begin.

“Don’t worry,” he said, “just look, here under the bar counter where there is a list of the most popular concoctions which our customers order, so you can always check the ingredients and quantities if you are unsure, and if a customer orders something not on the list, simply shout to me and say ‘One whatever it is, please Mark’ and I will deal with the order. It won’t take you long to learn,” he added: what a nice helpful guy!

I have to say that I hoped to hell he was right, as some of the drinks were quite complicated and involved five or six ingredients. We were soon in the mid-day rush and I had my work cut out to serve the customers quickly. Towards the end of the rush hour, a well dressed man handed me his card over the counter and said, “Give me a ring will you, I have a proposition for you” and walked out of the bar. I looked at the card and saw that this man was evidently the Chief Legal Advisor to some nearby company, whose name meant absolutely nothing to me.

Anyway, later that day I gave him a call and he asked me to come and see him in his office around four o’clock that afternoon, which I duly did and came away with my second commission, set for the following Monday afternoon at around three thirty.

“Four hundred bucks, ” he said, ‘that’s fine, see you Monday afternoon.”

I took the opportunity to leave him my card.

“Sebastian,” he said looking at it, “A nice name.” and that was that.

I simply could not believe how easy it apparently was to find, or rather to be found by guys who were willing to lay out top dollar for sex. Mike’s place was clearly a good place for picking up paying clients and Craig’s ideas had clearly been quite correct.

When I got back that evening, and told Craig about my second client, he simply said “I told you so – got to rush Sebastian as I have to get on my way upstate for the weekend. See you late Sunday evening. Have a nice two days” And he was gone.

It was Friday evening and I was alone in the apartment. Craig had gone off every Friday night to see his girlfriend, leaving me alone in the apartment, and for the first few weeks I had spent other Saturdays and Sundays, working off my shifts at Jonathan’s Gym. But now I was no longer employed by Jonathan and I had nothing either pending or planned.

It gave me time, for the first time since I had arrived in New York some three months earlier, to reflect on what had happened to me, and how my life had suddenly changed – for the better as far as I could see.

The most important thing was the meeting in the gym with Craig and the well nigh unbelievable series of events which that had unleashed, all of which had occurred in four brief days. There had been my first sexually charged encounter with Craig – a very enjoyable experience and one which I had been happy to renew during the course of the week. But the highlight of our sexual liaison had been when, on our first encounter, I finally surrendered my anal virginity to Craig’s cock. After much apprehension what a relief that had been. It was something I had been dreading, but thanks to Craig, I now felt perfectly comfortable with allowing another guy to have anal sex with me.

At the end of the day I wondered what I had been frightened of for I found that I really enjoyed having my own butt fucked. But looking back over the past few weeks, I had found it hard to believe that I had had so much sex in such a short time: and I had thoroughly enjoyed every mine of it!

Whilst sitting there musing to myself over recent events, I realised that I had no true best friend. What friends I had made a school just disappeared from view when we all left for the last time. There was no one at all with whom I kept contact: my close buddies, Charlie Tennant and Toby Pennington- Smith were just memories. I had no idea where either of them were or what they were doing, yet it was only a few brief months since we had all left Sheldon together. My schooldays were over and were in the past and were already almost forgotten, along with ‘dear’ Aunt Agatha. I did just wonder what she would think of my life in New York. I wondered if she had any concept of the idea of a gay man, a man who frequented other men rather than a woman – I really wondered, but would never have an answer as I never saw her or heard from her again. I did not feel I was missing out on anything, to be quite honest. Blood, we are told, is thicker than water, but in her case, I think that the blood had totally coagulated in her veins and there was nothing at all to expect by way of a relationship with my only living blood relative.

I had just met Craig and we seemed to get on well together- we just hit it off, as the saying goes. Then, thanks to Craig I had met and now worked for Mike and we had also got on together – no problem; but I had no one to whom I could talk to about my innermost thoughts. I wanted desperately to find a partner with whom I could finally say that he and I were an ‘item’. But how did one find such a person? Was it chance or destiny, whatever that means ? Philosophically, I thought, “Well, you are not doing badly at the moment and you are not unhappy, so why worry? Revert to your Mr Micawber posture and hope ‘that something will turn up’, which, as you will see later in this story, it did.

Chapter 17

Suddenly my cell phone rang. It was about six thirty on a Friday night and I wondered who on earth it could be as I knew hardly anybody in New York. I answered and a man with a highly cultured voice asked me if he was speaking to Sebastian. I told him he was.

“Well, Mr. er er…” he stuttered.

‘Just Sebastian will do,” I replied, “that is what everyone calls me.”

Now this was a spur of the moment fib as I had already decided that if my male escort business ever truly took off, I would just be Sebastian to my clients with the only contact a mobile telephone number and no one would ever know where I lived or who my friends were.

“Well, er, Sebastian, I am the private secretary of Monsignor Gandolfi, who is the person in charge of the St. Saviour’s City Mission, with which establishment you are no doubt familiar.”

He was already beginning to sound as pompous as Woody Prick had done at school and gave that same superior ponderous intonation to everything he said. I guessed that I was speaking to someone who was accustomed to addressing everyone except his most intimate friends, with their full title. So, I could hear from his hesitation that he was having difficulty in addressing me as Sebastian; it just made him feel uncomfortable. Well, I had never heard of St. Saviour, or his mission, but I let that pass and listened to him as he went on.

“Monsignor Gandolfi wonders if you would be kind enough to spare him a few moments of your precious time, as he has a number of things he would like to discuss with you, He has heard of you from a mutual acquaintance (from whom, I wondered) and, in the light of what he has learned about you, feels that you may well be able to help him resolve a problem which is bothering him.”

My god, I thought, all this flowery language to tell me that this ‘man of the cloth’ is looking for someone to fuck him, for that was my reading of the situation, for in what other way could I conceivably help this guy? This conversation was so completely different from the very direct, brusque sort of way I had perceived New Yorkers to touch on what was, after all, a rather tricky subject with someone unknown.

So I said, “What exactly does Monsignor Gandolfi wish to see me about?”

The voice continued. “Monsignor Gandolfi, has merely charged me (again this archaic language) to try to arrange a suitable appointment for you to meet him and it is not for me to say what he wishes to discuss with you. Might a meeting be possible, do you think?”

Taking the bull by the horns I said. “Yes of course, what day and time did he have in mind?”

Gandolfi’s secretary droned on, saying, “Monsignor Gandolfi is, as you will realise a very busy man and is more or less totally occupied with his pastoral duties during the day. I wonder, therefore, if I might ask you whether and evening appointment might be possible?”

This was all getting so long winded, so I said, rather abruptly. “Okay – what day and what time?”

But my brusqueness did not have any effect on the long winded, verbal trajectory which this character was intent on following.

“Well,” he said, “It is now just before seven o’clock and Monsignor Gandolfi wonders if you might possibly be able to see him some time this evening. It really is most pressing matter he wants to discuss with you.”

So there it was, this cleric wanted it now, if not sooner. I adopted a somewhat loftier tone and asked the man to hold the line whilst I checked my (non-existent) engagements book. I then told him that I was, in fact free as I had had a cancellation of a previous appointment for later that evening and that if he would kindly ‘impart’ to me the address where I could find Monsignor Gandolfi, I would try to be there by seven thirty.

I am sure that I heard a vague sigh of relief from my ‘interlocutor” – a sort of ‘mission accomplished’ sigh – but he nevertheless went on in his wordy way to thank me profusely for my understanding and gave me the address and the nearest subway station. What a horrible job, I thought; having to act as a pimp for your boss, for I was dead certain what was going to happen.

So in the subway, I tried to collect my thoughts together and decide on how I would address a Monsignor. I had not the slightest idea of the hierarchy of the Catholic Church, and I had sort of assumed that a Monsignor was part of that establishment, but frankly if asked to swear on it, I could not have done so: I was basically a total ecclesiastical ignoramus. I had not the faintest idea of how one addressed a Monsignor. I wondered about Your Holiness, but then I remembered that that honorific was reserved for the Pope: of that I was sure. So was it , your Eminence, your Reverence, or Reverend or simply Monsignor, or could one say Your Grace? I finally opted for Your Grace, as it had a nice ring about it, although I had not a clue if it was right or not.

I finally arrived at the address, which turned out to be a rather imposing New York brownstone house, where I was let in by a female house keeper, who ushered me into the presence of the great man himself. One thing I had definitely decided on the subway journey, was that if the meeting was, as I strongly suspected, to do with providing this senior cleric with sex, I was not going to take any humbug from him. From the way his secretary had addressed me over the ‘phone, I realised that I was entering a very formalised and pompous, wordy environment and I was determined not to allow myself to be intimidated by it.

Monsignor Gandolfi was seated behind a massive desk and was wreathed in the sort of tent-like garments one always associates with the clergy, when it wishes to be formal.

“Welcome, my son,” he began (I was already beginning to feel I was going to hate the whole thing) , “thank you for coming to see me on such short notice and so late in the evening, but the matter was rather urgent as my secretary has probably told you.”

“What exactly did you want to see me about, Your Grace? (that seemed to go over smoothly, right or wrong).” I replied.

“Well, my son,” (I winced internally to myself) he went on, “I was talking to a mutual friend (what mutual friend I asked myself) earlier today and he told me that you had rendered him a very delicate service for which he was extremely grateful.”

“And what service might that have been,” I asked. And then it suddenly dawned on me: it was Mike, my boss, who had mentioned my name to this character: Michael O’Shaugnessey, an Irish catholic! Of course, that was surely it – it just had to be!

“Well, my son, (I was rapidly wishing he would drop the ‘my son’ bit as it was driving me around the proverbial bend) it really is concerning a very delicate matter and I hardly know how to begin to broach the subject with you.”

I decided to take the bull by the horns and make stab in the dark and said, “What exactly did Mike say about me?”

His Grace did not realised that I had hoodwinked him into revealing his source of information, and went on in his platitudinous way to say that Mike had indicated to him that I had performed a very intimate service for him, for Mike that was, and that perhaps I could do the same for the Monsignor. So there it was. Mike had revealed all and Gandolfi wanted me to fuck him exactly as I and suspected from the word go.

I thought before going any further I would play a cat and mouse game with His Grace before letting him off the hook, so to speak, and said, “What intimate service did Mike actually say I had done for him?”

I could see from his face that Gandolfi was having a hard time to put into polite words what he clearly knew I wanted to hear. There was a slight pause whilst he collected his thoughts and decided what to say.

“Well, Mike told me that you had been able to calm him down by administering certain stimulating actions on your part.” he said finally.

Once he had got so far, I decided to cut to the chase with the coup de grace and said totally brutally, “Oh, is that all? Mike just told you that I fucked his butt did he? Did he not tell you that he had a return round and gave me the same treatment? Yes, we had a great time, as we spent a good part of the afternoon together. He’s a really good operator with his cock is Mike. I really enjoyed the reaming he gave my butt.”

This truly was a ‘Schadenfreude” moment for me, an instant where one takes pleasure in the misfortunes of another, but the moment I had uttered these words, I was filled with remorse and shame at what I had said, which was not the words of a gentleman – and, even though I was gay, I considered myself a gentleman, for with all its faults Sheldon Academy inculcated into its pupils a sense of right and wrong and of correct behaviour towards others. Why had I gone so wrong and strayed from straight and narrow? What had I gained by rubbing Gandolfi’s nose in the dirt and making this elderly man feel utterly wretched? I wished in retrospect that I had thought before speaking, but what was said could not be unsaid and I had to live with myself. I can tell you that at that moment I felt as wretched myself as I had clearly made Gandolfi feel.

Poor Gandolfi, had not had a clue now to get around to the crux of the matter and we were still not yet at the moment where he could actually put into words why he wanted to see me. I could see him still wincing under my harsh words and wondering how he could force himself to tell me that he wanted me to do for him. It was just that he could not bring himself to say the appropriate words. So at that stage I felt I simply had to help him and to try to redeem myself in his eyes for my appallingly bad behaviour of a few moments ago.

So, I said, very gently, “Your Grace, am I to understand that you have called me here to ask me if I would administer some anal stimulation to you personally?”

“You put it so frankly and so directly,” he said, “but yes, that is what I want. It is against all my church stands for, but I just want some young man to stimulate me (the poor guy simply could not bring himself to say, ‘have sex with me’) to relieve my well nigh unsupportable sexual tension, which is why I requested my secretary to ask you to come here this evening.”

So I said, again very gently, “Your Grace, beneath all your clerical clothing, there is a man and whatever your Church says, it will never alter the fact that you have the same sexual desires as any other man. You have nothing to be ashamed of. I will be happy to service you to try to help you to relax. Now, I do not know what you learned from Mike, but I am, in fact a Professional Male Escort, which is a polite way of saying that I am a professional copulator. I am a completely homosexual male who sells sex to other men to earn a living. Now my fee for the type of service you require is $500 cash. (I had screwed up my courage to ask for such a large sum). Do you want to engage my services under these conditions and if so, when do you want me to render my services to you?”

“$500 is perfectly acceptable,” said Gandolfi and immediately opened a drawer of his desk and handed me five one hundred dollar bills, “and I would like you to work on me right now: I just need some immediate sexual relief.”

As we moved off from his office into another adjacent room, where there was a day bed and a table, and I started to strip off.

He took in my nakedness and said, “My goodness Sebastian, you are an amazing young man and I have to say that you certainly appear well equipped for the job to hand.”

I will end the story of how I fucked Monsignor Gandolfi here without going into the finer details of our coupling, in which I finally delivered him from his sexual frustration, except to say that Gandolfi urged me on to pound him as hard as I could as that was what he wanted; so I took him at his word and gave him my all. I think he enjoyed my ‘ministrations’ but I know I certainly did: the old boy was, at the end of the day, a great fuck! The fact that he was old enough to be my father or even my grandfather, did not seem to matter at all. He was just another human being wanting some sexual relief and I was happy that, at the end of the day, I had been able to help him.

Before leaving I said gently to him, “You now know what I can do for you and you know my fees, so if you want it, just call and we’ll make an appointment. Don’t feel embarrassed in calling directly. I fully understand your sexual needs and you can rest assured that knowledge of our liaison will go no further.” And I have to say that I truly meant what I had just said; I really wanted to redeem myself for the way I had verbally treated this older man, for which behaviour I felt utterly ashamed of myself.

Then to my utter surprise Gandolfi said, “You know Sebastian I am infinitely grateful to you for what you have done for me this evening and what I would like to do is to arrange a regular meeting with you, say twice a month on a Friday evening, as tonight and your fees are quite acceptable. I am only happy that I have found someone who can meet my needs, a task which you have, this evening, admirably fulfilled.”

And with that, regular booking for my services, I left. You know, I was still wondering about the correct form of address is for a Monsignor. Especially when a young stud like me has his cock stuck up the old boy’s fundamental orifice.

On the subway going back north, I reflected on what I had just done, How did I, a young guy not yet twenty years old, feel about copulating with a man old enough be my father, if not my grandfather? Well, once I got started, the age difference seemed not to matter; I was just fucking another man as I had done before, no more, no less, and as far as I was concerned the fact that I was servicing an older man made no difference.

I was relieved that I had clearly redeemed myself in Gandolfi’s eyes for my quite unforgivable behaviour, and the proof of the pudding is in the eating and I had come away from Gandolfi with plateful! I arrived home feeling quite relieved that I did not have a black cloud hanging over me: conscience can be an uneasy companion!

To be continued

Published 10 years ago

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