Sebastian

SEBASTIAN EMBRACES HIS SEXUALITY 

An Imaginary Homoerotic Story

by

Jason

This is the second of a series of short stories each of which can be read as a stand-alone piece. However as they tied together by some of the characters, who, in one way and another, figure in several of these tales, I recommend my readers to read them in the order in which they were written which is as follows:-

Sebastian’s Schooldays

Sebastian Embraces His Sexuality

Sebastian – The Male Escort

Sebastian Meets Simon

Simon and Sebastian

Simon and Sebastian Meet Chris

Simon and Sebastian in San Francisco

CHAPTER 1

In July 2010 I left Sheldon School aged eighteen and a half.   Sheldon had no career’s master or advisor and did not seem interested in what any of us would do once our schooldays were over.  We all left Sheldon with or without our high school diploma, as the case may be and as far the the powers that be of that establishment were concerned, that was that.

However, although I left Sheldon highly experienced sexually thanks to my relationship with Charlie Tennant, I was nevertheless still an anal virgin, a fact which bothered me considerably; although I had shafted Charlie innumerable times, I found it hard to imagine what it would be like to take another guy’s cock up my own arse. It was something I knew I had, somehow, to come to terms with, but how?  I tried once to figure how many times I had shafted Charlie, and it was into the hundreds over the year and a half I had been fucking him.  I realised that I was what must have been the junior butt fucker the year at Sheldon; but for my sins, I have to admit that I had enjoyed every minute of it.  I do not know who coined the maxim: “fucking is a toy which never fails to please”, but he was spot on!  So, here I was quitting school, pushing nineteen years of age, so what next?

As you can well imagine, in view of the remote relationship I had had all my life with my guardian, Aunt Agatha, I had personally not the slightest idea of what I was going to do; moreover I had no idea of what I myself wanted to do.  I had not been a particularly clever pupil at school and had scraped through the various public examinations which all pupils undergo during their school careers and came away from Sheldon with a high school diploma which, frankly, I had obtained by the skin of my teeth. In short, even with no guidance from any of the Sheldon staff, I had already realised that I was not college material, although no one had ever discussed my life after Sheldon with me.

During my final months at the school, as I grew into manhood, it had become increasingly clear to me that I was a confirmed homosexual, a gay, as the common parlance puts it.  I have said earlier that I had realised my own sexuality from a much earlier age, but my final term at Sheldon served to consolidate this fact in my mind.  I realised that I just had to accept the fact that I had no interest in the opposite sex whatsoever and that my entire sexual thoughts, with which I was totally preoccupied at this time, were directed towards the male sex.  So here I was, knowing that I was gay but with no sexual experience at all beyond the circumscribed limits of Charlie Tennant’s  anus and with no idea what I should now do in life.

As I told you earlier, I had always excelled at athletics and had been a keen gymnast, with the result that by the time my eighteenth birthday arrived, I had developed a fine muscular physique, far better that that of any of my classmates. Additionally, I had been endowed by nature with a larger than average cock.  In my final sixth months at Sheldon, I had spent a lot of my spare time in the gym, working out and building up my physique, so that by the time I left that establishment, I had a magnificently muscular body and and a thick, eight-inch long cock, which had my classmates green with envy. My cock was, in fact, my pride and joy, for I had been cleanly circumcised at birth, with the result that my cock head, or knob as I call it, was very pronounced and set of to perfection with an excellent, clearly defined rim. All in all, my sexual equipment looked absolutely terrific, as my balls were held high, tight to my body beneath my shaft, so that the vital combination of cokc and balls,formed one magnificent tool, of which I was inordinately proud; I just loved looking at myself naked in a mirror; I am, I suppose, an utter narcissist; but who cares? We are all what we are and have to live with ourselves as we are; I suppose that sounds a bit trite, but there it is; at least that is the way I see it myself.

Given my sexual orientation, I had also spent a good deal of time surfing the internet during my final months at Sheldon.  I hate to think what the Prick would have done to my arse with his rod if he had found out how I spent my spent my spare time on the computer, but suffice it to say that by the time I left Sheldon, there was little I thought I did not know about the behaviour of gay men, a group to which I realised that I would, sooner or later, belong.  In short I was theoretically fully aware of what my future life would be as a totally committed gay, but I had not the slightest idea of how I was to enter into the gay world to which I knew I belonged.

So I left Sheldon School and returned for the first time in years, to my Aunt Agatha’s house in Boston: I really had nowhere else to go, so it had to be my first port of call.  Of course I was now of age, being eighteen and a half years old, so that my aunt, my only living relative, was no longer my guardian; I was, so to speak ,my own man, and could do as I pleased.

Aunt Agatha received me with little enthusiasm and it was then that I learned from her that I had, in fact, to my name a sum of some ten thousand dollars, which was all that remained of the patrimony which I had inherited on the death of my parents.  I have to say, that I had had no idea that I had inherited anything from my parents, but it now transpired that I had been the beneficiary of a quite sizeable sum, which Aunt Agatha had thoughtfully used to pay for my schooling and upkeep at Sheldon.  So, in fact, since the age of two when my parents had been killed in the automobile accident, my dear aunt  had paid all the expenses for my entire life out of my inheritance, of which I was now left with the small residual sum of around ten thousand dollars.

Dear Aunt Agatha had not spent a single dime of her own money on me during my entire life.  The old trout was quite open about what she had done and handed me a detailed account as to how my money had been spent over the past sixteen years, which even included paying for the lunches to which she had taken me on her visits four times a year to Sheldon; to her credit though, every last thing was broken out in detail. In fact, Aunt Agatha, dried-up old prune that she was, knew exactly where my inheritance had gone; and so now did I! She turned out to have been an absolute skinflint; even the small presents she had sent me for Christmas and my birthdays over the years, turned out to have been paid for with my own money; neatly itemised, I might add.

So, with no warm feelings, of any kind at all ,towards Aunt Agatha and without a clue what I was going to do, I packed my few belongings together, bought a train ticket to New York and, the next day, left Aunt Agatha and Boston forever.  I neither kissed her goodbye nor did I thank her for looking after me, which she had manifestly not done; I just took what was left of my inheritance and left.  I vowed, there and then, to myself that I would never ever treat anyone with such remote disdain as she had treated me: so there was at least one lesson I had learned from the old trout!

CHAPTER 2

I really had no idea what I was going to do in Manhattan. I had my patrimony in the form of the ten thousand dollars which my aunt had handed over to me and so I was not immediately destitute;  but I was sufficiently worldly to realise that I had to find a job as my cash would not last long.  Anyway, I had to find somewhere to live and after a few nights in a cheap hotel and studying the property to-let ads in the papers, I found myself a small, furnished, two room apartment with a kitchen and bathroom on the Upper West-Side of the city, which I was able to rent on a monthly basis, so if things did not work out I could leave pretty quickly. 

All in all, it was a pretty grotty sort of place, but with cash tight I felt I had not much option. Now the Upper West-Side of Manhattan is really quite a pucker place, but my apartment was the exception which proves the rule; but at least I could afford it and I had a roof over my head whilst I got my bearings in this, to me, hitherto unknown city.  I also acknowledged to myself that without a regular job generating some steady income, my ten thousand dollars would soon be gone, so finding gainful employ was top priority, but what?  What, I asked myself, could I offer any prospective employer? My high school diploma was literally a useless piece of paper as far as I could see.

I splashed out and bought myself a laptop computer, for one thing I had learned at Sheldon via the computer lab was that life was much easier with access to the Internet; so I now had the means to conduct my first orientation searches.  What I quickly found out was that gays were super-well catered for at every level in New York life and so I started exploring a few bars to see what gay life was like in the city in the hope that I might get to know a few guys. 

As I have already explained, I knew that I was totally and unequivocally gay, and I felt, from my surfing of gay male sites on the internet that I knew the sort of things gay men got up to with each other, but I had no practical experience beyond Charlie’s arsehole; in brief I was an eighteen year old anal virgin who had had one and only one sex partner to date!   But, one thing was sure; I really did know how to fuck butt and I reckoned that I had a cock big enough to satisfy even the most demanding of arses!

My sexual urges were now so strong that I could hardly live with myself, and so, like so many others before me, I relieved my frustrations by regularly jerking off.  Unfortunately, my brief visits to gay bars did little for me, for I soon realised that as a meeting place for like minds, such bars were not for me; they all seemed so very seedy and I could not see myself making friends with the sort of guys who frequented such places; and as for picking up a partner in such locations; well just forget it; I could see that it was never going to happen.  I began to ask myself if I was not just a snob; was I simply being too picky?  But I somehow could not see myself ever becoming part of that scene; so what next?

I realised that my cock desperately needed some exercise with a third party, but at the same time I had to acknowledge to myself that I was incredibly scared of taking the first step in what was the real world. I suddenly realised just how much I missed the proximity of Charlie and being able to fuck him and that I had to find a new partner as soon as possible. I also had to face up to the fact that sooner or later I would have to surrender my anal virginity to someone and let him ream out my own hole, although I was terrified at the thought of that first time, when another guy’s tool would enter my body.

For that matter, even thought I was fully experienced at fucking butt: one single butt: Charlie Tennant’s butt, I asked myself how I would take the first step and stick my cock up the anus of some unknown guy.  I felt I knew all about fucking butt, but when I analysed my feelings more deeply, I realised that I had no idea at all of how I would feel or perform, when confronted for the first time with an unknown anus; and the more I thought about it, the more scared I became.  It was not the same as with Charlie and could never be;  I was scared as I knew that I really didn’t have a clue. Charlie had been the one who had originally come on to me, that day when we were alone in the showers and proposed that I fuck his hole and I had never given any thought as to how I would find an alternative harbour to dock my cock now that Charlie was but a memory; and a fast disappearing one at that, I might add. So much for the private thoughts of a young man who thought that he understood everything about gay sex, but who found the practicalities of getting into the mainstream gay sex somewhat daunting. 

Another burning problem was that I had to find a gym where I could continue to work out on a regularly basis, as exercise was a key component of my regular life. Athletics and sport had been the two areas where I had excelled at Sheldon, but nevertheless, I did not see myself as a professional athlete.  I just wanted to keep fit and look after my physique, in which I had that deeply narcissistic interest which I have already mentioned;  I just loved looking at myself naked in full length mirror and no one could have been a greater admirer of my cock than myself.   All in all I thought that I looked absolutely terrific naked, but what did others think of me?  I really had no idea.

Although I was not yet sexually active in New York, I had given a lot of thought to what was generally called safe sex.  Surfing the web, I had become acutely aware of the danger of HIV infection and its sequel, AIDS, and I realised that I had to get myself familiar with protective methods now that I was in the big city and on the prowl, so to speak.  Anyway I found a sex shop which sold everything a guy might need for his cock. The checkout clerk was a really helpful guy and showed me a recently introduced condom pack under the brand name Fukit, which he thought was an abbreviation for fuck-kit, as the supplier had had the good idea of providing a flat pack of two strong condoms specially intended for gay sex together with two sachets of lubricant.

As the sales guy said, it really was a neat small flat-pack kit of fucker’s requisites and handy for slipping into any pocket.  He also pointed out to me how important lubrication was in anal sex, for as he explained, men just do not autolube themselves in the way a woman does when sexually aroused, which was something which had never occurred to me. So, gay sex had to involve lubricants if it was to be a comfortable as well as an erotic experience.

What had I done all those times with Charlie, I wondered; I guess it was a bit of spit and soap, looking back on it, but it had not seemed a very important question at the time; with the enthusiasm of youth, I had just banged away at Charlie’s hole and he had taken the rough with the smooth. Lubrication with a specially designed lubricant was not anything which had ever crossed my mind until the sales clerk mentioned it. Anyway I bought myself a couple of dozen of these useful packs and although I had never rolled a condom on to my cock in my life, I realised that the day I found that hitherto elusive first time partner, I would need to be ready and so I always made sure that I had a packet of Fukits on me.

Having kitted myself out with the bare necessities of safe-sex accoutrements, I decided to open up a Fukit pack and try putting on a condom in private so that I knew how to do it.  My cock, eight inches long when soft, expanded to ten hard inches and I discovered that the Fukit rubbers were generously sized and long enough for me to sheath my entire tool. The Fukit lube pack was generous too. So I made sure that I offered up the rubber on the right way round, so that I could unroll it over the length of my shaft.

I also decided that I needed to attend to my wardrobe, for I had only my old school clothes, which were not exactly fashionable and none of which did anything to enhance my figure. Remember, as I have already told you, like many young gays who were body and cock conscious, I had a strong narcissistic streak; I liked looking at myself and hoped that other guys would look at me with envy, so suitably sexy clothes emphasising my physique seemed important.

So, I decided to splash out on an entirely new wardrobe. Out went the old Y fronts which I replaced with a set of form fitting thongs. I liked the idea of a well cut thong to support my crown jewels as they avoided the elasticised back legs of normal briefs, which I had always thought spoiled the look of a guy’s buns through the seat of his pants. I had quite a time finding the right type of pants and jeans, for I wanted something form fitting to show off my bubble butt with smooth uninterrupted curves. At the same time I wanted them to be sufficiently tight to show any onlooker that he was looking at an exceptional set of fuck tools. As I have said, I was proud of my body and kit and saw no reason not to make the most of it.

Anyway, I finally found a shop which had what I wanted and bought myself several pairs of pants, some jeans, a couple of casual jackets and one designer type suit.  I also acquired a dozen or so form fitting shirts, which married themselves to my torso; and I included a couple which were artfully cut and I could leave largely unbuttoned to show off my abdominal muscles.  When I finally got myself dressed in one of these outfits for the first time, I looked at the results in a mirror and thought that I looked a very sexy and desirable stud. My clothes enhanced my muscles and my pants hugged my butt and gave me a discernible, but not too outrageous a crotch bulge; I was pretty sure that I would have no problem drawing looks of envy, if not more!  I spent a very pleasant afternoon trying on my various outfits and admiring myself in the mirror. And, having finished admiring myself, I jerked off in front of the mirror and splattered it with a good dollop of my thick and creamy cum; and that was the nearest I had come to sex since my arrival in New York.

CHAPTER 3

Having got myself settled in my little apartment and kitted myself out with a complete new wardrobe, I realised that I had now seriously to address two  key problems: getting myself a job and finding myself my first sex partner.  Dame fortune luckily intervened and provided the solution to both problems.

I had picked up one of those advertising free-sheets which proliferate in large cities, and started to read the jobs-vacant columns, where I came across a small ad placed by an establishment called Jonathan’s Gym.  Jonathan’s Gym turned out to be located in an upmarket part of New York on the east side of Central Park at the same street level as my apartment but on the much desirable east side of the park. Jonathan, whoever he was, was looking for a temporary trainer for his gym to replace one of his regular guys who had sustained a knee injury and would be out of action for about two months.  It was only a temporary post, but which, if I were successful in getting the job, would ease the pressure on my finances for a while and give me breathing space to find something more permanent.  Also, I felt that this was an ideal job for me as you will remember that I was a keen gymnast and needed a place where I could work  out myself a few times each week.

So, I called Jonathan’s Gym, and talked to the owner, Jonathan, himself, telling him about my athletic prowess and so forth.  Well, the upshot was that he asked me to come along to the gym straight away so that he could see me in person.

For those of you who are not familiar with New York,  that vast green area called Central Park is a great divider and separates the west-side from the better, more desirable east-side of upper Manhatten; and Jonathan’s East Side Gym, for that was its name, was a really upmarket establishment, with every conceivable amenity; an absolute necessity in attracting rich, young east-side New Yorkers. Of course I was not one of these, in that I was not in any way rich, but this did not matter, as I came from a private school, spoke well and had an upmarket name. Jonathan himself was a well set-up guy, aged about thirty at a guess, and he and I hit it off immediately, so I got the job, which did not pay a huge salary, some $600 per week, which was sure better than nothing.  But Jonathan Smithers to give him his full name, also said that I could use the gym facilities myself in my spare time, which was a huge plus, as I absolutely needed a gym in which to work-out, which I could now do for free.

Jonathan expected me to work a five-day-forty-hour week. The gym was open from eight in the morning until eleven at night and there were four trainers in addition to me; we were able to arrange our shifts to suit ourselves, as long as there were always two trainers on duty at any one time, which suited me just fine as I could spend time during the day trying to find a more permanent post.  The work was not onerous and consisted mainly of advising clients about the best type of exercise to achieve their hoped-for goals.

Jonathan’s was not an overtly homosexual establishment, but at a guess, I thought that the clientele was more or less evenly split between gays and straight guys.  Nor was Jonathan’s a naked gym; all clients had to wear at least a pair of training shorts; however, I noticed that some of the more adventurous guys were working out in thongs, so that there was always lots of naked flesh and bulging crotches to look at; and look I did and with great pleasure I might add. To any gay, there is always a great attraction in looking at another guy’s tools, and even though no one trained naked, there was a good deal of attractive crotch bulge to admire and to allow one to stretch one’s imagination as to what was concealed might look like if ever it saw the light of day.  I can tell you I needed to keep strict control of my own cock as just looking at some of the better equipped guys, made my man-meat stir uncomfortably. Not for nothing is it sometimes referred to as one’s incontrollable flesh; it has the unfortunate habit of telling its owner what it wants at the most inconvenient moments and it is up to you the owner to keep it under control. At the end of the day, it is much like walking a dog, which so often if given half a chance would drag the owner around.  I can quite easily see how rape occurs; a guy simply cannot control himself; he lacks the self discipline so necessary in life and by allowing his cock to dictate his actions, finds himself in a whole load of trouble.

We the trainers all wore the same outfit supplied by Jonathan: a well cut pair of shorts and a tee shirt with the logo, Jonathan’s emblazoned across the chest.  Jonathan himself was often around and wore the same outfit.  Judging from the bulge in his shorts, he was also well equipped in the man-meat department. For myself, when I was off duty and working out myself, I saw no reason not to show off my assets and so I always wore a simple thong, which showed off my naked bubble butt and made a very alluring bulge of my cock and balls, which ultimately led to my first breakthrough into the  gay world. Here is how it all came about.

I had been working at Jonathan’s about ten days, when, early one Monday evening I noticed one very well set-up young guy was watching me.  That day, when I went into the changing room to get my towel for the shower, this fellow followed me into the shower room a few minutes later. He really had a very attractive muscular body and a decent cock, though not anywhere as big as mine. However, we found ourselves, at that moment, quite alone under the showers, He said, “I guess you are new around here as I have only seen you these last few days. My name is Craig, Craig Thompson.” 

“Sebastian Watson – nice to meet you.” I replied. “I’m a temporary training assistant; I’ve only been here a few days; I’m just here on a two month contract to replace that guy with the knee injury.”

Craig was not backward in coming forward and came directly to the point. “I really admire your figure and your kit,” he said, focussing his gaze on my cock, “You are quite the best set-up stud I have ever seen in this gym.  Look, I live not far from here, how about coming back to my place with me after we’re done here and having a drink? It would let us get to know one another a little better, if you see what I mean.”

Well of course I could see what he meant.  I really had no experience at all of being picked up by anyone, but this seemed to me quite the quickest pick-up I could have wished for. Anyway, there seemed little reason to refuse his invitation, as Craig was in a different league to the gays I had seen whilst trawling the gay bars, looking, unsuccessfully, for some casual sex, but having been put off by the sordid look of it all; so we left Jonathan’s together.  Craig lived in an apartment block just a few minutes walk away from the gym.  It was a truly up-market place with a uniformed doorman who called the elevator for us.  Craig’s place was absolutely enormous and beautifully furnished with modern furniture.  It turned out that it was a penthouse suite and had a large roof terrace with a fine view back to Central Park.

CHAPTER 4

“Pour yourself a drink,” said Craig, “while I go and make myself more comfortable.” 

He was back two minutes later, stark naked; a fact which did not at all surprise me as I had already realised back at the gym that this guy was hot to have sex with me.

Craig looked at me and said, “You don’t seem very surprised to see me like this.” 

“Why should I,”  I said, with more conviction in my voice than I actually felt “Come on, Craig, we both know that you invited me here to fuck – to  copulate, to put it in polite, but less immediate and less graphic words; so why don’t we cut to the chase and just get on with it?”  And with that I started to strip-off in front of him.

I have to say, that in adopting this bold and assertive attitude, my heart was in my mouth. Craig clearly thought that I was an experienced guy sexually, and in one sense I suppose I was; but Craig had no idea at all that I was, in fact, still an anal virgin.  But it seemed to me that it was now or never. I had not had sex with anyone since leaving school and I desperately wanted to fuck butt. Craig was a good looking guy, obviously well heeled financially in his own apartment, coming on to me; and I liked him at first sight: often a good sign.  So, putting on my bravest face, I screwed up my courage and acted as if what we were about to do – and that stage, I was not at all clear what exactly Craig wanted of me – was an everyday event for me.

I had already seen Craig naked in the showers just a few hours earlier, but looking at him more closely, here in his own place, I realised what a beautiful and well set up stud he truly was.  He had not one ounce of fat on his well muscled body, which was perfectly proportioned and avoided that muscular over development which many young guys attain due to excessive exercise.  His cock was also very, very attractive, not as big as mine; but nevertheless a tool which any young man would be proud to own and as I looked at him I could see that it was already beginning to stand to attention. Yes, all in all Craig was a highly desirable and fuckable commodity, and I thought to myself how lucky I was to be invited to have sex with him.  But the feeling was obviously totally mutual, for as I stripped of my clothes I could see that Craig’s eyes were glued on me. 

He gazed at my naked figure, whistled and said, “You know, Sebastian, you really are something: a great piece of work.  I cannot take my eyes off you and, my God, just look at your cock; what a gem of a tool you have. And then, without more ado, he dropped on his knees in front of me took my already rising cock in his mouth and started sucking vigorously.  Apart from that first time in the showers with Charlie, this was the only the second time in my life that my cock had ever been in another guy’s mouth and I have to say, I did not find it at all disagreeable. Within seconds I was completely hard and I pulled myself away from Craig, who instinctively got to his feet.

I had no idea whether Craig’s overture meant that he wanted to fuck me or for me to fuck him.  But as my only experience of gay sex to date had been in acting as a top with Charlie I screwed up my courage and said: “My cock is telling me that it is in need of immediate exercise, so how do you like it?  I really hadn’t a clue what Craig was going to say; but actions speak louder than words so I didn’t really give him much choice; and  I soon realised that I had nothing to be bothered about.

Without a word, he went over to the table and lay down on it flat on his back, with his feet on the table edge and his legs spread so that I could see the chasm between his thighs, leading down to my target. Craig had a beautiful arse and his hole was really tight, something which I was already used to, as Charlie too had had a very tight anus. From my internet research, I had learned that a tight anus was a very desirable attribute, as it provided the best sensation to the guy who was doing the fucking; in a word, a tight hole gripped the fucker’s cock really tightly, making for an excellent fuck. This was going to be a first for me, in what is called the mission position, as I had only ever shafted Charlie from behind.

Craig said, “Just give my hole a thorough pounding. Don’t hold back – just fuck me as hard as you can. I really need it: I am just dying to take your cock.” 

I fished a packet of Fukits out of my coat pocket and rolled on a condom over my rock hard tool and then applied the lube from the packet ready shaft him. I was really glad that I had made a trial run on fitting a condom a few days earlier as I would have hated to have got the rubber on the wrong way and been unable to unroll it – a common occurrence, apparently with first timers.

“It’s great what you are doing,” said Craig, “I can see that you are a real pro. lubing up like that, but tell you what, we can make it even better. Just go over to that drawer over there and get out one of the small lube packs you will see there”

So, there it was, Craig thought I was a real pro, as he put it; if only he had known! What I found in the drawer was an open box containing several sachets of lubricant marked AnoLube, each equipped with a longish nozzle.  Craig instructed me to push one of them into his rectum and squeeze the lube out. 

“You’ll see,” he said, “You are just going to have the smoothest and most comfortable fuck of your life.”

Of course he had no idea that what I was actually going to experience was the first adult fuck of my life!  This, so-called mission position was something I had never experience with Charlie, and I began by pushing my cock very gently against Craig’s sphincter.

“Go on, just push it in hard – that’s what I like – don’t hold back, I want really rough sex right now and I enjoy the entry pain, it adds spice to the whole affair.”

I was amazed how easy it was to penetrate Craig and as I gave him the full length of my cock, I realised that this was a most wonderful sensation, which knocked what I had done with Charlie for a six.  So, once inside him, I did as he had asked and pumped his butt with ever increasing force as I steadily lengthened my stroke.  It was quite true what he had said, for the internal lube really did work wonders and fucking Craig was one of the defining moments of my brief sex life to date; I had never experienced anything like it: it was absolutely heavenly; and I just loved it. I finally climaxed with a huge cum shot into the condom and he simultaneously ejaculated his load all over himself, my chest and my belly; he absolutely drenched the pair of us in his cream.   

I collapsed on top of him with the effort and was about to withdraw when he said:  “Don’t pull back yet, stay inside me and see if you can do it again. Just take a short breath and see how it goes.” 

In the event, after a brief pause, I found it quite easy to give Craig a repeat performance, which led to a load of my cum escaping, from the now overfull condom, onto the table.  Craig again managed to time his ejaculation to coincide with mine and shot his cum all over my chest yet again.   We finished up lying there, covered in one another’s sperm. It was a wonderful feeling, which cannot adequately be described to anyone who has not himself experienced it firsthand.   I think, looking back on it, it was a case of absolute mutual desire and attraction which spurred us on.  I had been desperate for a fuck, having had sex with no one since the day I had left Sheldon, and I had wanted to fuck him just as much as he wanted to be fucked. There was a feeling of complete harmony between us and the sensation of mutual contentment was palpable.  It was a quite extraordinary union, for only an hour ago we had not even known each other, but we had managed twice to climax together simultaneously. That meeting in the shower at Jonathan’s gym had changed my life; but by just how much I still had no idea at that moment.

Craig finally said to me, “You know, Sebastian, that was easy the best fuck I have ever had in my life and believe me, I have taken quite a number of different cocks up my arse over the last few years, but you really are absolutely the tops; I kid you not, but you do have one of the most beautiful cocks I have ever seen; no, I tell  lie, you have the most beautiful cock I have ever seen and boy, you really do know how to make a guy happy using it.  Now, how about that I do for you what you have just done for me? I am not going to say that I can give as stellar a performance as you have just given me, but I am sure that you will not be disappointed; so how about it, as I believe in our both being totally satisfied?” 

An invisible shiver of fear and doubt swept through me at his suggestion that he should do the same to me.  Craig had no idea at all that he had picked up an anal virgin who had never ever taken another man’s cock up his own hole.  I wondered what I could say; here I was before the abyss, that great void of fear which I had dreaded coming, but here it was: the moment of truth had arrived; was it to be now or never that I allowed a foreign body cock into my own body for the first time?  I knew that it had to happen sometime, but was now the moment?  I was just scared at the thought of what Craig was proposing to do to me. Ask me not why I had such fear; Craig was only proposing to do to me what I had just done to him and here I was inwardly petrified with fear at the prospect.

Craig realised that I was hesitant and asked me what the problem was.  I had a hard time knowing what to say to him, as I was faced for the first time with a situation which I knew had to come one day, but in front of which I had no ready answer.  For a few moments I was totally tongue-tied. But Craig was both a very astute observer and moreover a gentleman.  He realised that something was wrong, so he bailed me out of my dilemma by saying, “Tell you what Sebastian, I’m damned hungry after all that, so let me take you out to dinner. There is an excellent steak house just around the corner and that will give us time to get to know one another better. After all, that was the reason I invited you around to my place to have a drink.”

“Oh come on Craig,” I said, “we both know that you invited me here and I accepted in the full knowledge that we both wanted to fuck.” 

“Well,” said Craig, laughing, “There may well be an element of truth in what you say, but that does not preclude that it might be nice, now that we have sort of got partially acquainted, if we got to know a little more about each other. After dinner, if you feel like it, but with no obligation, you can come back here with me and we can try to take up where we left off.  But let’s be clear, there is no pressure; it’s up to you.”  Well, what could I say? Thiss guy was just so nice that I could not refuse and I somehow felt that things were going to work out all right for me.  Craig was really sympa as the French would say. So off to dinner we went.

CHAPTER 5

At the table, after ordering, Craig took the lead and gave me a potted history of his life.  Basically he was the only son of a well-to-do New York family whose wealth was obviously considerable, judging from the apartment in which he lived, which he told me was provided for him by his father. He himself was 25 years old and worked in Wall Street in the family owned stock-broking business.  Now came the great revelation. Craig told me that he was sexually AC-DC, or better put, a bisexual, as he liked having sex equally with both men and women and as far as men were concerned he was equally at home being fucked or doing the fucking himself: briefly put, he enjoyed the whole lot: top and bottom! 

He then went on to say that he was actually engaged to be married to a girl, named Caroline, from upstate New York whom he saw (and fucked) every weekend, when he went out of town to stay with her.  She was finishing a Master’ degree in sociology at some upstate college and every Friday night he took off in his car to spend the weekend with her. Apparently she was really hot in bed and he had a great time with her every weekend. But that was obviously not enough for him as he still wanted regular sex during the week. To say this guy was into sex would have been the understatement of the year: Craig just loved every aspect of it; and deprived himself of nothing!

The wedding was planned for about 15 months ahead, when Caroline graduated and would come to live with him in New York. Caroline did not know that Craig also liked men as much as women, but he himself saw nothing wrong with it and so no reason to tell her.  Once married he said he intended to cut out his male sexual liaisons and give Caroline the full benefit of his sexual expertise; there was no need for her ever to know about his premarital sex life. Craig said that he wanted to settle down and have a family and would do that as soon as Caroline had finished her studies.  So there we had an example of one of the best laid plans of mice and men, which still remained to be tested!

So after this longish outpouring, I had to tell Craig something about myself. I quickly sketched in a potted history of my time at Sheldon, which had really been my home from the age of eleven years until the time I had just recently left aged 18 plus. I also told him that, unlike him, I was 100% gay and that whatever the future held for me, my sex life, which was of paramount importance to me, was inevitably with other men  So, I came to the crux of the matter and came clean to Craig that after all the brave face of experience I had put on earlier that evening, I had only ever fucked my school chum, CharlieTennant, until that evening;  putting my cock up his arse was a first time I had ever fucked a grown man in my life.  Craig could hardly believe this.

“You mean’ he said, that when you fucked me earlier this evening it was your first time with a man?  I have to tell you that you had me completely fooled as you came over as a highly experienced guy, both in the gym, in the way you deal with the clients and when you actually got down to shafting me.  You know, I was not lying when I told you it was the best fuck of my life: it was the absolute truth. And, I can tell you that I have never taken such a large cock up my hole: it was an utterly divine experience for me.”

And so it was that I disclosed to Craig that my entire school experience had been with Charlie and that he had never, in fact fucked me; I had fucked him some three times a week for over a year, but he had never pushed his cock up my hole; I had never ever had a foreign body inside me!   So I had this terrible fear of allowing another guy to fuck my arse. Why I should have this fear when I had done exactly this to Craig, I did not know, but the fear was there and Craig recognised the fact.

“Well” said Craig, “I can see why you found it hard to give me a straight answer when I told you that I wanted to fuck you, back at the apartment.  But, you know as well as I do, that one day you are going to have to take the plunge and take some other guy’s cock up your butt.  Here’s what I propose: I think that you and I could get on very well together for a year or so as I need regular anal sex, so let’s go back to the apartment and let me, very gently, take your anal virginity away from you.  I really will be very gentle and at the end of the day you may find that you actually enjoyed the experience. After all, I personally enjoy equally both being fucked and fucking myself; in a word I just like sex; so why should you be any different? There is the added advantage in letting me be the first to penetrate you. As you have seen I am not as big as you are and your first experience will not be one of taking a beating from an oversized megacock such as the MuscleCock contestants sport.” 

This was the first I had ever heard mention of MuscleCock, but now was not the moment to start enquiring further; so back to Craig’s place we went and we again stripped off.  It was true that Craig, although six years older than me, was not as big or as muscular as I was; but he was, nonetheless, a well set-up stud with nothing at all to be ashamed of and as I watched him get ready to penetrate me with his cock. I felt relieved that it was finally going to to happen and with a really nice guy doing the action. When I had gone to the gym that afternoon, I had never dreamed that today was going to be the day I would finally lose my anal virginity. Craig suggested that I adopt the same position as he had done for me earlier in the evening, lying flat on my back on the table.

He put a cushion under the bottom of my back just to raise my pelvis and then inserted the lube tube into my anus.  I drew a sharp breath and felt myself tense, for this was the very first time in my life that anything had ever been pushed through my anal sphincter. But there was no pain and I simply felt the softness of the lube gel flowing into my rectum and so I relaxed.  Craig then pulled on a condom and lubed himself up. He may have said that he was smaller than me, but when it came to the crunch he nevertheless sported an eight inch fuck-stick with which he proposed to take my virginity. And I can tell you, Lying there flat on my back with a largish piece of rock-hard man-meat moving towards my hole that it looked very big indeed; Frankly I was petrified with fear.

Craig suddenly paused just as I thought that he was going to shaft me and said, “Listen, Sebastian, I think we are both clean and HIV free and we both clearly approve of safe sex, but I thought that as this is your first time it might be really nice for you to take my naked cock up your arse.  It will be a skin to skin occasion and should heighten the pleasure for you – for both of us actually. Also when I cum, which I surely will, you will take my warm sperm inside you and you will really feel fulfilled.  How about it?”

I nodded my assent and Craig pulled of the condom, chucked it to one side, reached for another tube of lube which he applied liberally to his now naked, member and also to the external area around my anus.  I watched him preparing himself and me and saw that his cock had a really beautiful evenly formed knob with a well defined rim, which was glistening with lube and this was what my hole was now going to receive; I was going to lose my anal virginity to a beautiful cock, so I finally resigned myself to the inevitable and tried to relax.

“Now,” said Craig, “I will very gently work your sphincter by hand to try to help it to relax.  The natural tendency will be for you to resist this and try to tighten up your hole.  Try not to do this, but just let me work on it until it starts to relax and open up. Then I will very gently start to push in my cock, very, very gently, but firmly until I have given you the full length of my shaft; you absolutely have to take my full length; so don’t try to resist; just let me give you my full shaft and then we will take a short pause to see how you feel.  The first time might be a little uncomfortable but that is all part of the experience. If you feel OK, I will then start to fuck you properly until I come to a climax, by which time you may find that you too reach orgasm and shoot your own wad.” 

It was all so gentle and without force that I realised that I had been very lucky in falling in with such a considerate guy as Craig: he really was the tops!  Anyway, it all went as planned and we both climaxed simultaneously and I ejaculated my sperm  all over Craig’s body; and boy, was there a lot of it; I could not believe how much I had produced; and really thick creamy stuff it was too. It somehow seemed richer and thicker than the emissions I achieved jerking off by myself; but what really surprised me was the fact that I had no problem in cumming as Craig fucked me, when just an hour or so earlier I had myself shot Craig two huge wads. What I also realised was that with a partner, the level of orgasm I had achieved, both fucking myself and now being fucked, was just so much more intense; Craig gave me the most incredible feeling as I climaxed and I hope he felt the same. This was sex at another level, a much higher level in fact, than I had ever experienced at school with Charlie.

When it was all over and we both were again relaxed, Craig asked me how I had enjoyed it and I had to say that it was not at all bad.  I was frankly thankful that I had finally got rid of this awful fear of letting another man loose on me with his cock. 

“Come on,” said Craig, “let’s make an evening of it. Give my hole another pounding, this time with your naked cock, just to consolidate our friendship.” 

This I duly did and it was as if we were old buddies who had been at it for years.  To say it was only the second time in my life that I had used my tool on another guy other than Charlie, it seemed like the most natural act in the world.  I just loved it; it was just so much better than it had ever been with Charlie. I guess it was Craig’s eagerness for sex which made the evening so great.  It was out own private fuck-fest and I had never experienced anything remotely like it. When we finally called it a day, I can tell you, I was in seventh heaven!

“Listen,” said Craig, “I have to tell you that, beginner or not, you have given me the three of greatest fucks of my life tonight and I truly mean it.  You have a magnificent cock and you certainly know how to use it. I have never experienced such utterly intense orgasms or shot so much cum as I did tonight when you were servicing my hole. You are really in a class of your own Sebastian. I know now that you have had no great experience prior to tonight, but just believe me when I say that no guy could have managed his fuck-stick better than you just did.  You are a true master operator, a born natural, and the experience for me was awesome. I have taken lord only knows how many different cocks up my arse over the last few years, but, beginner or not, you are in a class of your own.” 

I was quite overwhelmed by the praise I had just got from Craig and did not really know what to say, other than that he had been pretty good too in giving me my first anal fuck and that I could not imagine a better guy than him to have surrendered my virginity to.  I was truly relieved that it was all over and that I could now settle down without fear to a fucker and fuckee existence. Looking back on this evening, I suddenly realised that I had thoroughly enjoyed the experience and I wondered why I had been so fearful of taking the plunge.  The little experience I had just had with Craig had already convinced me that I needed regular male-male sex: this was to be my future. So what next?

CHAPTER 6

“From what you have told me,” said Craig, “You really have no further qualifications other than those you acquired at school and you are not inclined to try to go on to college and get some sort of a degree. You clearly have tremendous sexual potential, judging by your performance tonight, but let me tell you that although I know that you admire your own body and cock, judging by the way you dress, I wonder if you are actually aware of the effect you have on other people.  Before I invited you here tonight, I had watched you a few times in the gym and I know the effect you had on me the first time I saw you.”

“You just have the most amazing young body and the thong you wear in the gym when you work-out leaves very little to the imagination about what you can offer in that critical department. You simply blew me away at first sight and I know that you have had the same effect on the other guys who happened to be working-out at the same time as you; I have watched them eying you, wondering what to do.  You know, Sebastian, as soon as you walk into the gym to start exercising yourself, every other guy around who sees you has a sudden release of adrenaline and his cock starts stirring; and believe me when I tell you that that is true for both the gay and straight guys.” 

“Everyone really would like either to fuck you or to be fucked by you. I wonder if you actually realise just how much effect you have on other people.  You have a unique quality, which few guys have and this could be the key to your future. I can tell you that if you were to venture into any heavy-leather bar, where really overdeveloped gays hang out, you would, without any doubt, be raped before you could blink. That is the effect you have on people the moment they see you: they all want to fuck you”

“So how about this for an idea?  Sebastian you are a great copulator, to use an upmarket word, and beginner or not, believe me, you really have nothing to learn in that respect.  But you have no experience of the real world or of a city like New York, where sex plays an enormous role in daily life and I am sure that you have no idea what you could do here.   New York is full of opportunities for a guy like you and I would like to help you to find one.”

“In my father’s stock broking business, where I work on a daily basis, we have several hundred well paid employees at all levels and I can tell you with certainty that dozens of them, either gay or straight, regularly pay good money to get their arses serviced, by young guys, so called Male Escorts, who fuck butt as a profession. They are guys just like me, mainly straight rather than gay or AC/DC; but they crave from time to time what they euphemistically call anal simulation: something they cannot get from their wives or girl friends. And so, they pay a professional Male Escort to service them.”

“But just take me as a case study; I get plenty of straight sex with my girl friend but I still enjoy having my arse pounded by a guy like you, as you have just seen.   In fact it is more the straight guys than the gays who turn to such services, as the gays tend to have gay friends and have mutually reciprocal copulation arrangements[ whereas the straight guys, often with families, have no real direct contact with gay sex and therefore satisfy their needs by buying in anal sex. Believe me when I tell you that lots of apparently straight-laced businessmen pay out top dollar to get their arses reamed from time to time. They just enjoy it; its as simple as that!”

“Now, in the business district there are lots of bars frequented both at lunch time and after work in the early evening by employees from the dozens of financial services businesses such as my father’s.  I can tell you for a fact that these places are great for making contacts. I speak from personal experience for I have myself picked up guys and paid for the odd casual fuck in such places. 

There is one bar where I go on a regular basis, where I know the owner quite well and I am sure that I could swing you a job as bar-tender there. The owner is very much AC/DC like me and he likes staffing the place with sexy looking young studs, as he realises that they bring in the customers.  Lots of apparently straight-laced men really like to look at sexy young guys; they wish they looked like that themselves, even though, for the most part, they actually do nothing more than look.  They get their pleasure from salivating over young muscular physiques and staring at bulging crotches.  You, my dear Sebastian, are perfect for the job!”

“You just need to be behind the bar dressed in the sort of sexy looking outfits that you seem to wear every day and you will see that the customers will home in on you like bees around a honey pot.  In no time at all you will get solicitations for drinks or to a party or whatever, which will lead to the inevitable.  You really have no idea, Sebastian, of the effect you have on other men. You are really something very special and you should exploit your natural given physical gifts, which few guys have to the degree that you have. Just think about building a career based on exploiting your cock. It might sound a bit crude at first, but there are worse jobs and if you play your cards right, you could build up a quality business, far removed from the sleazy gay bars of which this city has plenty.”

“So, with a little luck, you should soon be able to build up a small group of clients, who, once they have seen you naked and enjoyed a dose of your assets – aka your cock – up their backsides, will be completely hooked.  I know personally several guys who are paying $350- 400 per shot to get their arses reamed.  It’s known in the trade as the Professional Male Escort business; Frankly Sebastian, and I could see you making a mint at it.  What it amounts to in crude terms is that you would become a professional butt fucker.  Well, what do you think? Shall I try to get you a job? You can give it a whirl and see what happens. At least you would have a job paying you a salary and there are many worse jobs then being a bar tender.  It will also be better for your morale than trailing around gay bars, many of which are very sordid and I really do not think that they are your scene.” 

“You may be completely gay, but you deserve something better than that. Gay life is just as unequal as all other walks of life and with your attributes you should aspire to the top level.  And believe me when I say that I am sure that you can achieve it. Just face facts Sebastian, you have a super body, a cock to die for; you like fucking and are good at it; so why not bow to the inevitable and try to earn some cash by doing what you really enjoy?”

Well, after all that, what was I to say? The idea had never even occurred to me at all.  Truth to tell, I am not sure then that I even knew that Male Escorts existed, until Craig told me about them. In coming to New York, I really had had no idea whatsoever what I would do for a living, but I just knew that I needed regular sex and a big city seemed an easier place to find it than somewhere out in the sticks. But as fucking butt was an absolute necessity for my own well-being, if I could get paid for doing that, then why not? So, I told Craig that I would give it a whirl, to use his expression.

“Great,” he said “Here’s what we will do. Today is Monday, so tomorrow morning you should come down to the bar near Wall Street, of which I will give you the address, around 12 o’clock. I will be there and I will try to swing you the job.  I don’t anticipate much problem as the owner, Mike O’Shaughnessy, is a really nice guy and in fact he and I sometimes have sex together, as Mike, as I already told you, is just like me, which is to say, AC/DC in his tastes. He’s a great fuck, by the way” Craig concluded.

“Hold on a minute,” I said, “I actually have my temporary job for the next two months at Jonathan’s Gym and I cannot simply walk out on the guy, who was good enough to give me a job when I had absolutely no other prospects.  I am really keen on your idea, but I have to finish my contract with Jonathan before starting something new.  So, Craig, let’s just push things forward for a couple of months and then everything will be clear and no one will be disgruntled.”

“Tell you what,” Craig went on, “Let’s go down to the bar tomorrow anyway and see what gives. It will give you some idea of what the place is like and what the job would entail and, if all goes according to my plan, you could agree on a starting date with Mike, the owner, so that you have got the job question tied up: a bird  in the hand etc.” he added.

This did not seem like a bad idea, so I went along with it.

Craig now took off in a totally unexpected new direction and said, “So let’s now settle something else.  Where are you living at present?” 

I told him that I had a small place on the West Side, more or less opposite were we were now. 

Craig winced at the mention of the West Side and said: “Well how about this for a deal?  What do you think about coming here to share this place with me for the next year or so, prior to my marriage? I am not suggesting that we become what is commonly called an item, but that you come as a flat mate and share this place with me.  I know this all sounds very sudden as we have only known one another a few hours, but I reckon we will get on well together. And you know, when straight guys advertise for a flat mate to share the rent, they tend not to have known each other for long before making the deal to share, so what’s the difference?  And anyway, we have already developed a clear rapport with each other in that we have already fucked each other, so we are not entirely strangers.” 

“You need not pay any rent or utilities, as my father takes care of all that and such an arrangement should well suit both of us as I would like to have you around to have sex with and you obviously need a regular sex partner, so we should both be satisfied. Also from the little time we have spent together, I really have developed a real liking for you and I hope that you might feel the same about me.”

Well, what would you have done faced with this offer?  I really like Craig, who seemed a truly decent guy and so I accepted his offer. But I did ask Craig if his father had any idea of his son’s sex life; orientation was the way I put it.

“I imagine that my dad has guessed as to how I lead my life at present, but I guess also that he is smart enough to know that nothing he says is going to change it and so I think he has adopted the US government approach which is don’t ask and don’t tell.”  He then laughed and went on jokingly: “I guess that that is an awful lot of guessing, but sure as eggs are eggs, the old boy knows I play both sides of the market; he wasn’t born yesterday! But why ask a question when you know you will not like the answer. So I guess by dad has decided to let sleeping dogs lie.

“Look Sebastian, you can stay here tonight and fetch your things tomorrow.  You can have the second bedroom as I think that we should keep some space between us. I don’t think that we should share the same bed or sleep together, which will not preclude our having regular sex, which I am sure we both want, but we are not going to become an item; we are just going to be close flat mates who have frequent sex with one another”

And so, both of us, still stark naked, went off to our respective bedrooms to sleep.

“Just one thing,” I said as we went off to bed, “You mentioned earlier something about MuscleCock contestants. What exactly is MuscleCock? I have never heard of it.”

“Oh,” said Craig, “it’s a blog site called musclecock.com. The MuscleCock organisation is a bit hard to pin down, but it promotes an on-line fantasy, in which overblown muscle men with huge cocks pose on stage naked and shooting cum competitions. It is actually very funny to follow. I have not looked at it for a while, but if you wish we can take a gander some time and see what gives. I know when I came across it, I thought it quite the best gay man site on the web and it updates very regularly, so there is always something new to look at and they do post some stunning shots of really sexy guys. If you are interested in becoming a connoisseur of the overblown male sex weapon, then this is the place to start.  They also organise international competitions at which guys flex and shoot cum on stage, which, I gather, are really something else.” 

And with that we both went off to bed.  I lay there awake for a while, musing over the day’s events. My goodness how things had changed for me in the space of a few short hours. But that was life: one never knows what is coming next.  One thing was certain, I was in a better position than I had been at the start of that day and I wondered what the Tuesday would bring.

CHAPTER 7

On Tuesday morning, we were both up early. Craig gave me the address of the bar where we were to meet at noon.  “It’s simply called ‘Mike’s’ he said and is within easy walking distance of the subway stop at Wall Street. See you there at noon.”  He gave me a key to his apartment and suggested that I go across town, pick up my things straight away and get myself installed in his place. 

I first dropped in at the gym to tell Jonathan that I was moving house and would do my shift for the day late afternoon and evening, I collected together my belongings; I really had not much other than my clothes; saw my landlord and squared things with him; called a cab and went back to Craig’s apartment.  The concierge said nothing as I walked in with my things; Craig had clearly told him that I was coming back and that it was OK to let me go up to his penthouse.  Then, having unpacked, in very good time, I took the subway down to Wall Street to make sure that I was not late for this all-important meeting.

I found Mike’s bar quite easily and then walked around the area until noon, when I went back to the bar and went inside. There was already quite a crowd inside, all men and all drinking. Craig was at the bar and motioned me over to join him.  Mike’s had a very long bar indeed and behind it were four bar tenders, all young and all very athletic looking and from the way they were dressed, I guessed (correctly as I later learned) that all four of them were gay.  I realised immediately that this was a pick-up place par-excellence and as Craig had said, the young studs behind the bar were obviously an attraction.  Craig told me that he had already talked to Mike about giving me a job and that it was OK, I could start anytime. Craig introduced me to Mike, who was busy with his customers, but he asked me to come back to settle matters at around three that afternoon when things were quieter. 

So Craig and I went to a lunch counter, where he said, “Told you so, didn’t I?  I felt sure that I could swing it with Mike, which I did. So very good luck when you see him later this afternoon. But, did you notice, by the way that the eyes of half the customers were glued on you as soon as you walked into the place.  It is just as I told you, Sebastian; you have this extraordinary effect on men: you are like a magnet to iron filings; you are just so very sexy looking that guys cannot take their eyes off you.”

“You saw the other four young studs behind the bar; well they are all gay and quite well set up guys, but the customers’ eyes were on you the moment you appeared on the scene.  I tell you, yet again, Sebastian, if you have not yet got the message: you really are something very special. You will see, just a few days here and you will be getting propositions from city workers who make big bucks.  Believe me, that’s the way it’s going to be. Listen, I have to get back to work so I will see you back at my place around seven.”

“It will have to be later,” I said, “I have to work my shift at Jonathan’s this evening as I am seeing Mike this afternoon to settle the details.”

I went back to the bar at three as requested and it was totally empty apart from one bartender.  The noontime crowd had all gone back to work. This young stud told me that Mike was expecting me in his apartment above the bar as he lived on the premises. So upstairs I went to talk to Mike.  Mike himself was really quite young, not more than thirty at a guess and was himself quite a muscular guy. He clearly looked after his body as I could see his muscles outlined under the form-fitting shirt he was wearing.

Our business was soon done.  My hours were to be eleven till three and then again from five till seven each day, five days a week for which I would get $500 per week plus any tips I picked up from the customers. Like many watering places in the business district, Mike’s was open only Monday through Friday and closed early in the evening as the city workers all left for home by seven o’clock. It was agreed that I could start as soon as my contract with Jonathan’s Gym ended.

Mike had a quite large apartment and we were in a spacious living room.  When we had concluded our business, he offered me a drink and asked me to tell him something about myself.  As Craig had already observed several times, I drew other men’s gaze to me and I could see that his eyes never left me and were often focused on my crotch, which as I have said earlier was put into focus by the tight pants and form fitting thong which I had taken to wearing since my arrival in New York.  I could sense that Mike was not just being polite but had something else in mind, and my imagination was not overly exercised to divine what it was. I was curious to see what he was going to say and how he was going to approach what was on his mind, which was quite clearly sex.

So we sat around drinking and chatting for about ten minutes during which time I learned that Mike lived here alone as he had recently been divorced by his wife.  “We had not been getting on for quite a while,” he volunteered and then laughed and added, “My ex did not approve of – how shall I put it – my  extracurricular activities?”

 Now, Craig had already told me that Mike was AC/DC and it was quite clear what was coming next. The only question was how he would get round to it.

“Craig tells me that you two met in the local gym the other day and that you sort of clicked and had quite a hot time together back at his place last night. I was just wondering how you would feel about having a little action with me right now.  Listen, to put it bluntly, I really feel that I could do with a good fuck right now and you look as though you could deliver the goods, so are you interested?  Don’t get me wrong this is not part of the job deal. You have the job, starting as soon as you are free; but if you feel like a bit of action right now, then I am your man of the moment and the moment is right now! So, how about it?  This is just between two guys, not between a boss and his future employee. This is just an example of one of those extra-curricular activities which got me where I am today, which is to say divorced!” He concluded and a grinned at me.

I have to say that even though I had seen what was coming I was amazed, as I had been with Craig last night, at the speed and direct way in which these guys came to the point.  They told you what they wanted and asked you if you wanted to go along with what they proposed and waited for your reply.  I had to ask myself if this direct style was the way things were done in New York. New Yorkers had the reputation of being brusque and direct to the point of rudeness, but something as blunt and direct as this I had not expected. In fact, I really had no idea of what to expect as I was, at the end of the day, a young and inexperienced guy fresh out of school; although I cannot but add that since meeting Craig, I was on a very fast learning curve but I had no idea at all what to expect. I have to say though, the way things seemed to happen here, at least you knew where you stood: nothing was ambiguous.  Of course, apart from Craig, having no personal experience of having casual sex with someone I had just met, it could well be that this is the way things were always handled.  Mike was as direct with me now as Craig had been the previous evening. It was a strange feeling, I had fucked butt dozens of times as a senior at school, but I had no experience at all of sex in the real world, other than my session with Craig the previous evening.

“Well” I said, “what exactly do you have in mind?” 

“Oh” came the reply, “I am just dying to see you naked, to get you to suck my cock and then to have you give my arse a really good pounding. Judging by your bulging crotch you are really well equipped down there. Craig tells me that you are very highly experienced in this matter and I would quite like to see how a young guy like you fucks an older guy like me.”

So, here again I was coming over as a truly experienced guy, thanks this time to Craig’s exaggerations of my capabilities to Mike. “Done” I said and I walked over to him, undid his belt and started to pull his pants down.  As it appeared obvious that I was going to be the main performer, at least in this part of the drama, I thought that I had better take things in hand and make as though I knew what I was about. After all, he had no idea that my first experience had been last night with Craig and I was relieved that Craig, apparently, had not apprised him of this fact. As I helped Mike to strip, I wondered to myself if Craig had had an idea that Mike and I might finish up in a clinch; I really did wonder; but what the hell. Once I had started to strip Mike, he then promptly responded by pulling off all his clothes whilst I quickly slipped out of my shirt, pants and thong, which did not take long. I turned to look at a naked Mike, who was, as I had divined, a really well set-up muscular guy with a nice cock and I can tell you that I was already looking forward to shafting him; I was not going to object at all for I could see that it was going to be a pleasure.  But then, fucking butt, even though until Craig, it had only with Charlie, had always been a pleasure for me; I never ever tired of it!

He gazed at me with awe and said, “Gee Sebastian, you really are a stunner; you have a perfect body and what a huge cock on such a young guy; you really do have a fuck-stick one dreams about. I am not surprised that Craig picked you up in the gym for I would have done the same; come on, let’s get to it!”

I knelt in front of him and took his semi-hard dock in my mouth and started sucking gently. He very quickly hardened up at which stage I stood up and asked him how he liked to take it.

“Any way is OK with me,” he said, “but my preferred position is flat on my back with my legs over your shoulders as I find that I get the best orgasm that way.” 

And with no more ado, he went over to the table lay flat on it put his feet up and waited for me to act. I had no idea whether he was used to his partner practising safe sex or whether he expected me to shaft him bareback, but I retrieved my pants, reached into the back pocket, where I always kept one of those handy Fukit condom kits, rolled on a condom, lubricated myself and went back over to Mike.

He said, said, “ I see that you are well equipped, but listen, open the top drawer of the desk over there and you will find an injectable tube of lube that you can apply via my sphincter and that way we will really have a very comfortable fuck. It’s Craig who put me onto this product and, believe me, it’s a winner.”  It was as if it happened every day’ and frankly it might well have, for all I knew. And it was interesting to see that he was obviously on the same wavelength as Craig, for before last night I had never seen the one-dose lube tubes. So I entered Mike and gave him a really hard pounding, which resulted for me in an enormous climax and for him in a simultaneous orgasm when he pumped a huge quantity of cum all over my chest and stomach.

“Boy,” he said, “that was really something Sebastian: one of the best fucks I have ever had. Many thanks indeed.” 

“My pleasure,” I said, “I enjoyed it every bit as much as you did.”

We moved off the table into two armchairs and relaxed for a while to collect our breath when Mike said , “Do you fancy a return bout?  I would quite like to drill your hole in return for what you have just done for me.” 

Well, you can imagine what went through my mind.  I had taken a cock up my arse for the first time less the twenty four hours previously and here was a guy, unaware of this fact, proposing to shaft me again. A shadow of my old fear and doubt swept through me, but then I thought to myself, at the end of the day that, I had enjoyed my maiden fuck with Craig, so why not let Mike do the same.  I had always known that one day I would have to become a full-service stud, as one might say, so what the hell; this was top quality recreational fucking with a guy I had really taken to, so I decided to go for it. 

So I took my position flat on my back on the table, while Mike got himself prepped to penetrate me. He rolled on a condom which he had extracted from the same drawer, lubed himself up with a product from a bottle, picked up a lube tube and injected the product into my arse and before I knew it, he was pushing his cock against my sphincter with ever increasing force. He finally entered me and gave me the benefit of his full shaft, which was quite a bit shorter then mine and proceeded with ever increasing amplitude and force to fuck my butt. 

It was clear that Mike was a highly experience operator as towards the end he totally withdrew his member from my anus and plunged it down into me again with tremendous force. It hurt quite a bit and I felt sore for a few hours afterwards, but it was a memorable fuck: only my second anal experience ever and I thoroughly enjoyed every minute of it.   Thinking about it later, I wondered why I had for so long been so afraid of taking another man’s cock, when I so much enjoyed fucking butt myself.  Logically, there has to be pleasure in both fucking and being fucked.  And so there was; I had enjoyed being shafted by both Craig and Mike!  Thank goodness that that hurdle had been crossed successfully and could be banished from my fears. I simply felt utterly relieved that the whole thing was now over and that I was what one might call a full-line operator.

When it was over, Mike and I showered together in his palatial bathroom.  Mike could not take his eyes of my cock and soaped it up for me under the shower.

“Sebastian, thank you very much he said. This has been a totally unexpected and memorable afternoon and I hope that we might have a repeat performance in the not too distant future.” 

“The pleasure has been mutual,” I assured him and with that I got dressed and left to go back up town for my shift at Jonathan’s Gym.

As I walked out of the bar, the young stud still on duty looked longingly at me, laughed and said. “I wish it had been with me!”

CHAPTER 8

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 OK. 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; but I guess you already knew that. Anyway Craig, 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 different guys 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; I have fucked butt four times and had my own hole reamed once – so OK – 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!

THE END  

Now read the next story in this series entitled:

Sebastian – The Male Escort