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Sebastian Embraces His Sexuality - Part 2

"Craig, Sebastian's new friend in New York, pushes him to make a career out of his sexuality."

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Author's Notes

"Craig, totally smitten by his new friendship with Sebastian and wallowing in his sexual ability, find out that his protégé is still an anal virgin, but rapidly takes care of that for him. He then encourages Sebastian to take a job in a bar in the New York business district with a view to selling his undoubted sexual capabilities to businessmen. <p> [ADVERT] </p> Sebastian finds himself sexually involved with his new boss Mike and after that settles down to life in New York living with Craig in his palaial apartment."

SEBASTIAN EMBRACES HIS SEXUALITY

 

An Imaginary Homoerotic Story

by

Jason

 

PART 2

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 off 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, bubble-but of an 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 through his anus and 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, which tight as it was, posed some resistance to my thrusting.

“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.”

Finally, the anal muscles relaxed enough and I was amazed at how easy it was to penetrate Craig. 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 very abundant 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 easily 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?”

I felt an invisible shiver of fear and doubt sweeping through me at his suggestion that he should now fuck 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 evidently saw 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? This 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, judging from the apartment in which he lived, was obviously considerable. The apartment, 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.

But 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 – men or women!

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 saw 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 nineteen. 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 to be with other men

So then I came to the crux of the matter and came clean to Craig that after that brave face of experience I had put on earlier that evening. I told him that I had only ever fucked my school chum, Charlie Tennant, until that evening. Putting my cock up his arse was the 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 I had never ever taken his cock up my hole; I had never 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 equally enjoy 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 guys who are 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 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 nozzle of a lube tube into my anus. I drew a sharp breath and felt my body tense itself, 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 off 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.”

Then it all happened: my very first time. 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 in fucking Craig and now being fucked by him, 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 our 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 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, my friend are in a class of your own. And believe me, it is not flattery but the truth which you are hearing from a sexually very experienced guy."

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 yourself 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 who sees you would really 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”

"How about this for an idea? Sebastian, you are a great copulator, to use an upmarket word for fucking, 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 stockbroking 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.”

"These guys are all 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 girlfriends. And so, they pay a professional Male Escort to service them. Just take me as a case study; I get plenty of straight sex with my girlfriend 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."

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"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; it's as simple as that! Now, in the business district, there are lots of bars frequented both at lunchtime 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 a bartender 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 honeypot. 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 than being a bartender. 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 until Craig told me about them then, that I had even known that Male Escorts existed. 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, using bis expression, that I would give it a whirl.

"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 of a 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. For your information, Mike's a really 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.”

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 Lower West Side.

Craig winced at the mention of the Lower 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 flatmate 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 flatmate, as distinct from a sex partner, 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 guess that my dad knows how I lead my life at present. But I also guess 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 my 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 flatmates 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. The MuscleCock organisation is a bit hard to pin down, but it promotes an online shows, 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 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, really 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, I took the subway, in very good time, 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 bartenders, 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 working there and you will be getting propositions from city workers who make big bucks. Believe me, that’s the way it’s going to be. But 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 quite a muscular guy himself. He clearly looked after his body as I could see his muscles outlined under the torso-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 that something else 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. 

But 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 than mine and proceeded with ever increasing amplitude and force to fuck my butt.

It  was clear that Mike was a highly experienced 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 off 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 uptown 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 off 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 off 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!”

Sp 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

Published 
Written by jasonland
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