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I continue the tale of how I, at twenty-three years old, became a gigolo, male escort, ‘social companion’, or whatever term you prefer.I fell into this work completely by accident. My girlfriend at the time, Sheryl, had gotten rather tipsy at a party of her very wealthy aunt. Unbeknownst to me, Sheryl had told her aunt’s friend Allison all about the one thing that separated me from most men. The one thing that would one day make me perhaps one of the most sought-after gigolos by wealthy women of a certain age in all of London.Sheryl had told Allison that I had the biggest cock she had ever seen. It was true that the Lord had blessed me in that department. Fully erect it was just over eight and a half inches long, over two inches wide, with a girth (or circumference) of almost six inches, and with a big bulbous head. Unwittingly, Sheryl had told the last woman in the world she should have drunkenly admitted this to, as it would ultimately lead me astray.Allison was a rather attractive, fairly busty lady in her early forties. Later at the party, she cornered me down in the wine cellar, when I was supposed to be bringing up some bottles of wine for our host. Allison told me what Sheryl had said, and asked if she could ‘take a peek’. After enjoying a good look, and a quick grope of my cock, she made me an intriguing offer.Allison admitted she had hired a ‘gigolo’ a few years ago, at five hundred pounds an hour. She was willing to pay me the same to meet her at a swanky central London hotel and ‘fuck her brains out with that huge young cock’. I had to admit I was flattered and very, very tempted. But briefly, out of loyalty to Sheryl, I felt I had to decline.But after Allison further tempted me by unbuttoning a couple of buttons on her blouse, further showing off her incredible cleavage, I had to relent. The following week I spent two hours getting sucked and fucked by this busty, wealthy, married MILF. It was a life-changing moment…Allison had paid me five hundred pounds an hour. With a two-hour session that day, that was a thousand quid. But on top of that, she had insisted on paying me an ‘orgasm bonus’, to further encourage me to make her happy. Every time I made her orgasm, I earned another two hundred and fifty pounds.It meant I walked back to the underground station later that afternoon with seventeen hundred and fifty quid in cash in my pocket. It was incredible. I never knew I could earn so much money doing something every young guy would have enjoyed.I wasn’t devastatingly handsome like you might imagine a gigolo would be. I was generally good-looking I suppose, but not especially so. I started working out at the gym, lost a couple of pounds, and toned up a little. But it wasn’t like I was a super-muscular guy or anything like that.But I was fairly tall at six-foot-one, slim, and pretty fit. Twenty-three years old, I was young, at least in Allison’s eyes. And of course, I was packing a big, thick cock. Apparently, this was enough to make it as a gigolo.At least that’s what I thought as I made my way home. As Allison had been getting ready to leave the hotel room, and head back to her husband at their offices, she had told me she wanted to see me again the following week. I had readily agreed.So began our mutually beneficial relationship. I met Allison at the same hotel the next week, and screwed her for another two hours, earning myself two thousand pounds this time. The following week we met again, and after sending her to ‘big-cock heaven’ as she put it, Allison made me another offer.She wanted to make this a regular thing. She wanted me for a two-hour session every Friday lunchtime. She would continue to pay me five hundred an hour, plus the orgasm bonus. But on top of this, she was going to pay me a ‘retainer’.The retainer meant I had to agree to keep my Fridays free just for her for the next twelve months. I wasn’t sure about this initially. I had a job, and would have to keep swapping shifts with colleagues at work, or perhaps calling in sick every Friday to achieve what she was asking. But when Allison told me how much the retainer would be, I simply had to agree.Allison was willing to pay me fifty thousand pounds to keep my Fridays just for her. I decided it meant I didn’t have to work anymore. Once Allison gave me a cheque for the retainer, I deposited it into my bank account and handed in my notice at work.For the next few months, I would meet Allison at a central London hotel every Friday at noon and spend the next two hours thoroughly enjoying myself fucking a busty, married MILF. She never seemed to tire from getting drilled with a big thick cock. In fact, she adored it and would tell me so repeatedly.Allison would book a room at various hotels, the very best London had to offer. One week it would be The Dorchester. The following week it was The Savoy, The Langham, Claridge’s, Brown’s, or The Ritz. Allison didn’t want to be seen at the same hotel two weeks in a row, in case the staff got used to seeing her around the place. She had to be careful.I learned that Allison and her husband were worth well over a hundred million pounds. So she could easily afford to pay the exorbitant fees these five-star hotels charged for one night’s stay, even though we only used the room for a few hours. She could also easily afford the fees for the services of my ‘five-star cock’ as she called it.Allison told me she did love her husband, but their sex life was rather mundane. She enjoyed the feeling of bedding a young, hung stud once a week. It gave her something to look forward to. As long as her husband never found out what she was up to with me each Friday, she was very happy to continue our arrangement.Meeting at different hotels was one of the ways Allison felt she protected herself from anyone discovering what she was up to each week. Also, Allison would have me make the booking for the hotel rooms.Each Friday she would ask me which hotel we should meet up at the following week. Either she or I would choose one, and Allison would leave me some extra cash to pay for the room. I would make the booking for us, and the next week it would be me who would check into the room. I would always have to make sure the hotel allowed an early check-in, as I would arrive around 11 am.All this meant Allison didn’t have to go through the risk of someone spotting her at reception and facing some awkward questions. At noon she would arrive at the hotel and head straight to the elevator, and up to the room, the number of Kartal Escort which I would text to her on a phone she kept secret from her husband.After our fun in bed together, Allison would shower, get dressed, and head off alone out of the hotel and back to the offices she shared with her husband. I would then go down to reception and check out of the room, again protecting Allison from being seen at the hotel any more than was necessary.Sometimes at these hotels, I could tell the staff had guessed why I was there. It didn’t take a genius after all. Who paid eight hundred pounds or more for a hotel room, checked in, and then checked out just a couple of hours later.Perhaps they thought I was having an affair. But being such a young man, they probably had figured I was entertaining an older woman, and that I was a gigolo, a male escort, a man-whore. I got used to the suspicious or bemused little looks and glances I would sometimes get. I didn’t care, I was having the time of my life, and being extremely well-paid at the same time.As Friday was the only day I was busy with Allison, I had the rest of the week to myself. I enjoyed relaxing, waking up late each morning, and taking my time with the little things I enjoyed.I decided going to the gym should be a daily occurrence. I needed to keep my body fit and trim, as it was now my livelihood. I didn’t go mad trying to become some muscle-bound hero. But I kept fit, added a little more muscle, and started to work on getting a six-pack stomach.I got my hair cut once a week. I regularly had manicures and pedicures. I bought smart new clothes and some tailor-made suits. I bought some expensive men’s fragrances.It was all to make sure I looked the part for Allison. Of course, we were never seen out together, but she appreciated that I made an effort to look my very best for her when I greeted her on her arrival at our hotel suite. She then enjoyed removing my expensive new clothes until I was naked in front of her, so she could drop to her knees and get started by sucking on my big thick young cock.One particular Friday, in between bouts of sex, Allison told me her husband would be abroad on business in a couple of weeks. She said she wanted to have an ‘old fashioned dirty weekend’ away with me. She proposed traveling down to a very expensive hotel on the Cornish coast. It would mean we could be seen out together, when we weren’t in bed of course, as no one would know her down there.She asked what my rate was for the weekend. My immediate thought was I didn’t have one. It wasn’t like I was seeing any other women. Allison was my one and only client, which perhaps wasn’t a great bargaining position.I started by attempting to calculate in my head what five hundred pounds an hour times forty-eight hours might be. I thought that I would then halve that figure, as of course we would be asleep at night and didn’t want to charge her for those hours.“Let’s make it a long weekend, darling,” Allison said, as she played with my cock in her hand, “We can travel down there on Friday morning, and come back on Monday?”I nodded, frantically trying to recalculate what my fee should be for such an endeavor.“How about forty thousand pounds?” she announced.Forty thousand pounds! That was far more than I was thinking of. I nodded in agreement.“Oh, that’s another thing I love about you, Jack. You don’t talk too much,” Allison giggled, “Most men drone on and on, it’s so boring.”I simply smiled, as I groped her tits.“But you know a woman doesn’t want all that noise in her life,” Allison continued, “My favorite noise you make is the lovely moans and groans I hear when I’m sucking your gorgeous big young cock.”Allison giggled, then moved down to do precisely that, taking the head of my dick in her mouth. She then slurped and sucked on my cock for the next ten minutes, before clambering on top to ride her way to another orgasm.The following weekend we enjoyed our time together away in Cornwall. We spent an awful lot of time in bed. But we did go out for meals and drinks together. Allison managed to relax, without the fear of being discovered in the company of another man, as no one knew her down here.One evening we went to the hotel bar, where there was live music. We danced together with other couples on the dance floor. Allison said she got many glances from other older women in the bar, jealous that they weren’t the ones dancing with a young stud half their age. It was obviously a feeling she enjoyed, being the subject of such jealousy, as after ten minutes of dancing she whisked me back up to the room to fuck.“All those women downstairs wanted you, Jack,” Allison moaned, as I fucked her doggy style, “But I’m the only one that gets to enjoy that lovely big dick of yours.”We had a great weekend away together, and I returned to London with my balls completely drained. Allison was insatiable.The next day I enjoyed depositing Allison’s huge check she had given me for my weekend’s ‘work’.The weekend away also seemed to ignite something in Allison. It seemed obvious she had enjoyed the other older women looking at me, wishing that they were with some young stud rather than their boring old husband. She would mention it often, sometimes during sex itself, as it seemed to excite her. She told me she wished we could be out together like that in London so she could experience that feeling again, but of course, that was impossible.However, after a few weeks, she admitted to me something surprising. Something that would lead to further changes in the course of our relationship, and my career as a gigolo.Allison explained to me she had told one of her friends all about me. That she was paying to fuck a young, hung stud once a week, and that she was loving every minute of it. I was stunned she had told anyone, given how careful she had been previously to keep it a secret from her husband.But Allison explained that her friend, named Beth, was very discreet. She said Beth had been intrigued and wanted to know everything. Apparently, Beth understood that Allison’s sex life at home was rather disappointing, and said it was a good thing Allison was doing to put some spark back in her life.Beth had admitted to Allison her own sex life with her husband had become mundane and dull, so she understood the desire Allison had to get some fun back in the bedroom. This had given Allison an idea and suggested that Beth should book a session with me.I was stunned again. I had thought Allison Kartal Escort Bayan had wanted to keep me all to herself. But she explained that even though she still wanted our Fridays together, she was in fact quite happy for me to ‘service’ other older women. She didn’t want me to ever get bored sleeping with the same woman every week and suggested a bit of variety might do me some good.I was very happy getting to fuck Allison once a week. She was an incredible woman. But if there was a chance of getting some more tasty older pussy too, well I wasn’t going to turn it down, was I?However, Allison was a very attractive, sexy, busty older lady. Perhaps her friend Beth was ugly as sin? Or just a bit of a plain Jane?I didn’t fancy having to ‘perform’ for a woman whom I didn’t find attractive. That would be too much like work, like a job, and I didn’t ever want this new profession to feel like that. I thought of it as a really fun hobby that happened to pay very well indeed.I felt like just showing up to some hotel room, and only then finding out what the woman on the other side of the door looked like was something I wasn’t prepared to go through. With Allison, it had been different, as I had met her at that party first when she propositioned me. I knew what she looked like, and what body type she had.Of course, I’m sure the vast majority of other male escorts did not operate like this. They showed up to the meeting, hoping their client was an attractive one. But if she wasn’t their ‘cup of tea’, he would have to just get on with it, perhaps think of someone else, pop a pill, or use some other technique unknown to me to perform.But I felt that I never wanted to be in that position. I had my regular client in Allison, who paid me more than enough to live comfortably, without having to see any other clients if I did not wish to. The only reason to see other clients was to have more fun, and therefore I had to be sure that any new client and I would both be attracted to each other.Of course, one day Allison might tire of me, and if I did not have any other clients I would be out of work. Perhaps I might even have to return to a regular job.I decided on how I would proceed with Allison’s friend, my potential new client. It was a process I stuck to from there on in.I told Allison I was happy to meet her friend, Beth, on one condition. I wanted Beth to send me a recent photo of her face, and another which took in her entire figure. This way I could decide for myself if I would find her attractive or not.In return, I was happy to send the same to Beth, so she could be happy with my appearance also. In addition, I could, if Beth wanted, send a photo of myself in tight underwear, with a fully erect cock so she could see the bulge. I felt this would allay any fears she might have that I wouldn’t measure up to her expectations. I could of course have sent Beth a ‘dick-pic’, showing off my naked erect cock, but I felt I wanted to leave a bit of mystery and anticipation for any potential meeting we might have.Allison agreed to pass my request on to Beth, but told me I should not worry, and that when I saw her photo I would be very happy.The next day Allison messaged me to say she had given my number to Beth. A few days passed, and I did not hear anything. Allison had put Beth’s number into my phone, so I would know any message would be from Beth, and not from any other suspicious observer, like Beth’s husband for example. This was another safety net that I would employ with all later clients who were recommended to me.Finally, on Thursday, I got a quick message from Beth. I had guessed she was nervous about contacting me, as Allison had told me Beth had never cheated on her husband, and certainly never employed the services of a male escort. The wording of her message confirmed to be I had been correct, and it had taken her a few days to pluck up the courage to message me.I made the first move and offered to send her a photo of my face, and another of me in just a pair of boxer shorts. Beth immediately said she would love to see them, and seemed happy with what she saw. I then asked if she wanted a further photo of the bulge in my tight underpants, outlining my thick, erect cock. She responded she would love to, and after viewing it messaged back that she thought it was ‘intriguing’.I then asked if she would send her photos, to which she agreed, and a moment later the photos came through. As requested, there was one of her face and another of her figure. As Allison had indicated, I was very happy.Beth was very attractive indeed, perhaps even more so than Allison. She had long, straightened blonde hair, and a killer smile. She was slim, and wore a black jacket on top, with what I took to be a black and red basque underneath. It showed off a little bit of cleavage, which told me she had a very nice handful under there, although not as big as Allison’s.Allison had told me that Beth was ‘in her late forties’, which I took to mean Allison didn’t want to reveal the age of her friend, as naturally women are often sensitive about such things. Before I saw the photos, I figured Beth was perhaps in her early fifties, and Allison had been trying to talk up her friend to me. But once I saw the photos, I figured Allison had actually told me the truth, as Beth certainly didn’t look like she was in her fifties. In fact, she could have passed for early-to-mid-forties I decided.I immediately complimented Beth on her looks, which he seemed to appreciate. We then moved on to talking about arranging a meeting. Beth wanted to meet next week, and I told her any day was fine, apart from Fridays. She understood I had my day with Allison on Fridays, and suggested we meet on Tuesday.That was fine with me, and I offered to arrange the hotel room if she wished, which she accepted. However, she then made a request I did not expect.Beth told me she didn’t really want sex, and how was I at massage? I had never given a massage in my life but decided to tell her that although I certainly wasn’t a professional masseuse, I could give it a go. This seemed to be acceptable to Beth. She asked if I had a massage table, which I did not, but I said I would get ahold of one.I asked Beth why she didn’t want sex, and she said initially she was intrigued by what Allison had told her about me, but ultimately had decided against paying a male escort for sex. However she still found me interesting, and the idea of a secret Escort Kartal oily rubdown by a young hot stud in just a pair of very tight underpants and nothing else sounded like just what she needed, and would ‘give her a big smile’.At least now I knew exactly what she wanted from me, and could act accordingly. I immediately ordered a portable massage table online, which cost me £150. I figured I would get my money out of it just from the appointment with Beth, and then could offer a massage to Allison or any other lady that requested my services.The next Tuesday I headed back into central London, and to Claridge’s hotel. Once checked in, I headed up to the suite and set up my massage table in the living room area. I then stripped down to just a pair of very tight, white cotton briefs. I had selected these, as they were ever so slightly transparent, showing just a hint of what was underneath.I then put on a white toweling bathrobe provided by the hotel. About thirty minutes before our appointment time, I messaged Beth to give her the suite number, and instructions on where to go to find the elevator bank from the entrance hall, so she could pass through this area quickly, and therefore hopefully unnoticed. She replied stating she would be leaving her office soon, as it wasn’t far away.Bang on time I got another message from Beth to say she was in the elevator on her way up to our suite. A moment later there was a knock at the door.On opening the door to the suite, I met a beaming, confident Beth. She wore a cream-colored matching jacket and skirt, which looked very business-like. Her blonde her was no longer straightened like in the photos she had sent me but had a few curls. She quickly stepped inside so as not to be seen waiting in the corridor.“So nice to meet you,” she said, leaning in to kiss me on both cheeks.As I kissed her on the cheek also, I took in her scent. It was a lovely perfume she was wearing.“Nice to meet you too,” I replied, ushering her inside, closing, and locking the door behind us, “Please, come in.”We made our way into the living room area of the suite, where I opened the bottle of champagne the hotel had provided and poured us both a glass.“Well, here’s to a nice relaxing afternoon,” Beth said, smiling.“Cheers,” I replied, as we clinked our glasses together.“I hope you didn’t mind doing this for me?” Beth asked, sipping her champagne and pointing to the massage table I had set up, “Changing the type of service you usually provide?”“Oh no, not at all,” I replied, “As I told you, I’m obviously not a professional masseuse, but I shall certainly try my very best to make sure you can relax and enjoy your massage.”“What Allison told me you do for her sounds wonderful of course. But I’m really not interested in, you know, cheating on my husband,” Beth continued, who now seemed a little embarrassed in explaining her motivations, “I just thought a nice oily massage by a handsome young man like yourself sounded like a fun treat for myself.”“Of course. No problem,” I said, returning her smile.“Especially if that handsome young man is wearing a pair of tight underpants and nothing else,” Beth grinned, looking me up and down.I got it. Beth wanted to see what she was paying for before this went any further.“Your wish is my command,” I replied, untying the white toweling bathrobe and removing it.I stood there in just my tight white cotton briefs, the outline of my large flaccid cock being quite apparent. I turned around so that Beth could check out my behind, hoping the sight of my tight buns might turn her on.She stood there silently admiring my body, grinning, sipping at her champagne.“Well, I can certainly see why Allison is so taken with you,” Beth giggled, “You have a lovely body, dear.”“Thank you, Beth,” I replied, “Did you want to sit and chat for a while and finish your champagne? Or did you want me to start your massage?”“Oh, let’s begin now. We can chat while you massage me,” Beth stated.“Well, I’ve left a robe in the bathroom for you. I wasn’t sure if you wanted to shower first or not?” I asked.“Yes, I think a quick shower first, then I’ll be right out and you can get to work on me,” Beth replied, smiling, as she headed to the bathroom, closing the door behind her.I sat on the sofa and waited. Beth was very well-spoken, presumably educated at the very best schools and universities England had to offer. I heard Beth showering for a couple of minutes, as I went over in my mind what I was about to do. I had watched a dozen or so videos online over the past week about giving a good massage and was just trying to remember the techniques I had seen.A few minutes later Beth appeared in the other white toweling bathrobe the hotel had supplied. She smiled at me as she approached the massage table.“So, you’ll do my back first?” Beth asked.I nodded, as Beth began to untie her bathrobe. As she did so, I realized underneath the robe she had a white bath towel wrapped around her body. It was wrapped under her armpits and covered herself down to halfway up her thighs.Beth threw the robe onto the sofa and clambered onto the massage table. She lay on her front, with her face through the hole at the head of the massage table.“Are you comfortable?” I asked.I had bought a fairly good massage table, with plenty of thick cushioning.“Yes, thank you,” Beth replied.The problem for me was Beth was half-covered in a towel. There wasn’t much of her that I could get at to massage. I figured perhaps she was a little nervous, and I should just start like this anyway. Perhaps later she might relax and let me at least turn down the towel a little to massage her back properly.I grabbed the bottle of lightly scented massage oil I had bought earlier in the week, rubbed some into my hands, and began massaging Beth’s shoulders. She seemed to like it, at least I figured she was from the way her breathing had seemed to relax. Of course, I couldn’t if she was smiling, as she was looking down at the floor, her face in the face-hole.I moved to massage her upper arms, then her lower arms and hands. I then moved to the other end of the table and massaged Beth’s feet, and then her calf muscles.After a few minutes, I moved back to massaging Beth’s shoulders again.“How about we adjust this towel a little, so I can get to your whole back, Beth?” I asked.“Oh, um, all right,” she replied, slightly nervously.“It’s okay,” I told her.Beth looked up for a moment, and she loosened the towel at the top, moving her hand to cover her bust as she did so, before lying back down, with her head back in the face hole. I then pulled back the towel as far as the top of her buttocks and folded it back from covering her thighs, to just reveal the bottom of her buttocks.She looked up again for a moment to check what I was doing.“It’s okay,” I repeated.
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