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 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 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 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.

She gave me a little nervous smile again and then put her head back into the face hole.

I started massaging her back, lightly at first, then a little deeper. Occasionally Beth sighed or moaned, which seemed to be a good sign. I had been a little nervous about whether I could perform a good massage, as I wanted Beth to enjoy herself. It seemed I was doing all right so far.

Beth’s butt was still just about covered in the towel, and it was calling to me. I stood at the top of the table, my cock dangling in my tight briefs just inches from Beth’s head. I then ran my hands from her shoulders down to her lower back. Every time, I pushed just a little lower, until my fingertips ran onto the top of her ass.

Beth did not complain, so I ran my hands lower still, further onto her ass. I then moved to the other end of the table, massaging Beth’s thighs. I ran my hands higher and higher each time until I was pushing my thumbs right into the bottom of her ass cheeks. She continued to sigh and moan as before, which I decided meant I could at least ask for permission to go further.

“Do you mind if I lower your towel a little, so I can get to your leg muscles?” I asked.

Beth looked up for a moment and simply nodded.

I folded down the towel from the top of her ass and then folded it up from the bottom. Now Beth’s ass was covered by a folded strip of towel less than ten centimeters across. I repeated what I had done before, massaging from her shoulders down to her ass, then from her thighs upward. Each time I worked my thumbs and fingertips further under the towel, to get a better feel of her ass.

After a few minutes of this, I decided to ask to go further still.

“How about if I just take this away now?” I asked.

Again, Beth nodded, this time not even looking up. She seemed to be quite relaxed now.

I gently pulled the towel out from underneath her and threw it onto the sofa behind me. Now Beth was completely naked. She had a lovely ass, and I soon got to work on it. She had faint tan lines too.

I massaged up her thighs, across her ass, and then up her back to her shoulders. I repeated this over and over. Beth sighed and moaned as before, but I noticed she mostly did it when my hands were on her ass.

I changed tact, and massaged from Beth’s upper thighs, across her ass, and then back down to her thighs again. Over and over, across her ass. I began running my thumbs right into the crack. I slowed the movement of my hands over her ass, to maximize the effect.

It seemed to be working, as Beth sighed a little louder.

It was certainly working for me too, as I could feel my cock twitching in my briefs. For the next twenty minutes or so I slid my hands all over Beth’s body, occasionally returning to massage her back and shoulders, or her calves and feet. But mostly I concentrated on her ass, which she seemed to enjoy from the noises I could hear coming from the other end of the table.

“How is it?” I asked her finally.

“Wonderful,” she replied, “Don’t stop.”

I continued for another ten minutes or so. I noticed Beth began pushing her ass up in the air just a little when my hands slid slowly over it. Her ass would then fall back down as my hands moved to her thighs, only to rise again as my slippery hands returned to her peachy little ass again.

Eventually, I asked Beth if she wanted to turn over for me to massage her front.

“That was lovely, thank you,” she said, looking up and opening her eyes.

She began to turn over, then stopped and asked for her towel back. I took it from the sofa, and she covered her lower half with it, covering her bust with her hands.

“I think I need another one,” Beth grinned.

I grabbed another, much smaller towel from the bathroom, and Beth carefully folded it to lay across her chest. I folded over the other towel until it just about covered her hips and pussy. Beth lay her head back, seemingly happy with the placement of the towels. She then put her arms back, her hands resting just above her head.

I began massaging her feet, then her calves, then her thighs. I then moved to massage her arms, then her stomach down to her hips.

I then began massaging her shoulders and sliding my hands down toward her bust. I asked Beth to fold back the towel a little, which she agreed to. I could now see a nice bit of cleavage.

I ran my hands from her shoulders down a little lower each time, until my fingertips were rubbing the top of her breasts. I looked down at Beth. Her eyes were closed, a slight smile on her face. She sighed every time my hands went under the towel to rub the top of her boobs.

“How’s that?” I asked her.

“Lovely,” Beth sighed, her eyes still closed, “Lower.”

That was the permission I had been looking for. I went lower, and lower each time until my hands were fully cupping her fabulous breasts beneath the towel. I carried on like this for a few minutes, getting to grips with her boobs, and rubbing my thumbs across her nipples.

“Can I take the towel away?” I whispered.

Beth nodded, moaning, her eyes still closed. I pulled the towel away to finally reveal Beth’s incredible rack. She had amazing tits, lovely and full. A real handful, with matching tan lines.

I figured she had had some work done, and had implants. For a woman in her late forties, they were just a little too perfect. I figured she was probably a 34DD or maybe 34E.

Well, if you’ve got the money, spend it, right? I’m sure that’s what her husband had thought, but now I was getting to enjoy them too.

They looked amazing and felt terrific. My cock was twitching again in my briefs, and I could feel a hard-on on its way. Well, even if Beth didn’t want sex, she was probably going to get an idea of what I was packing at the very least, I figured.

Beth sighed as my hands slid endlessly over her tits, my fingers and thumbs teasing her nipples. She then moved her hands from above her head, to rest on the towel covering her pussy. It was the first real sign perhaps that she was getting just a little turned on.

I was certainly very turned on as I massaged Beth’s fantastic oily tits. My cock was already at half-mast and on its way to full power. I decided I should complement Beth in some way, to get her chatting.

“You have a lovely body, Beth,” I told her, as I moved back down to the other end of the table, to massage her thighs, “Your husband is a lucky man.”

Beth opened one eye, slightly suspiciously, then closed it again, with a grin.

“Well, thank you. But I do hope you’re as discreet as Allison says you are, dear,” Beth replied, “We can’t have anyone knowing about our little meeting, can we?”

That sounded almost threatening, until she grinned again, her eyes still closed. She was just playing with me, I figured.

“No, of course not. Don’t worry,” I told her, as I moved my hands to her stomach, and then up to massaging her boobs again.

“I don’t think my husband would be too happy if he found out where your wandering hands have been this afternoon, now would he?” Beth smirked.

Beth was chiding me, but with a sense of humor.

“Should I stop?” I asked, smiling, removing my hands from her glistening tits.

Beth opened one eye again, took my hands, and placed them back on her breasts.

“Don’t stop,” she ordered, closing her eyes again.

I continued to massage Beth’s boobs. To be honest I wasn’t sure what I was doing could really be called massage. I was just groping and playing with her tits, and I was loving every minute of it. Beth seemed to like it too and sighed with pleasure in response to my touch.

My dick was now rock hard, straining inside my tight cotton briefs. It made a huge bulge, with an obvious outline of the thick shaft and head pressed up against my left leg. I was desperate to take my briefs off, and show Beth what I had got for her, but I had to know my place. I was here to give her a naughty massage and nothing else.

“Oh my god!” Beth suddenly exclaimed.

I looked up from staring at her boobs to see she had both eyes open and was staring directly at my bulge.

“That’s, ah… quite a package you have there,” Beth giggled.

“Oh, er… thank you,” I mumbled.

“Well, I suppose it’s nice to know I still have a body that can elicit such feelings from a young man,” Beth smirked.

I continued to massage her breasts, however, she didn’t close her eyes this time, but continued to look me up and down. But mostly her eyes concentrated on the eight-and-a-half-inch bulge in my pants. Beth’s eyes darted to meet mine, she smiled, then went back to check out my ‘package’. She looked up into my eyes several times, but always immediately returned to looking at my groin.

I decided she was trying to tell me something.

“Do you… want to see it?” I asked.

Beth raised her shoulders, sitting up a little as she lay on the table, her arms moving to support her body weight.

“Well dear, seeing as you have had your hands all over my tits and ass for the last half an hour, I think it’s only fair, don’t you?” Beth replied, looking directly up at me, “I mean, I am paying you. So you know,  I might as well take a quick look.”

Beth was trying to be nonchalant, but I suspected it was a front.

I smiled at her, as I slowly pulled down my briefs until my cock shot out and up as the waistband released it from its cotton prison.

“Oh, my God!” Beth gasped again, as a huge smile spread across her face.

“You like it?” I asked, still smiling.

“Oh, that’s… well, that’s very impressive,” Beth chuckled, staring at my rampant erection, “I mean, I’ll just say it. That’s the biggest cock I’ve ever seen.”

Beth giggled again.

“You just wanted a quick peek? Should I put it away now?” I asked.

“Um… no dear, you can take those off now,” Beth instructed, still grinning, as she pointed to my briefs, “You can give me the rest of my massage just like that. And keep it big and hard.”

I did as I was told, removing my briefs, so we were now both completely naked. I asked Beth to turn over onto her front again. She did so, but propped up her head and shoulders with her arms crossed beneath her, so she could still look up at me, rather than with her head in the face hole like before. I removed the towel that had been covering her pussy as she turned over.

I massaged her back but soon moved to her ass again. As before, Beth raised her ass up a little to meet me whenever my hands were on it. I poured more oil onto her ass, watching it run in between her ass cheeks. My ‘wandering’ hand ran down the crack in her ass and made its way down to her pussy.

“Oh!” Beth gasped, looking over her shoulder at me, “Naughty boy.”

Again, I ran my hand over her ass and back to her pussy, giving it a quick rub.

“Hey!” Beth chided, “Bad boy.”

It seemed to me Beth felt she had to put on this front of nonchalance and slight indignation at being touched, perhaps so she could tell herself that she hadn’t made this situation happen, but that I had. In reality, though, I figured she was having the time of her life having this young, hung stud strip for her, and touch her all over.

I moved my fingers back to her pussy, and began rubbing the oil into her pussy lips, and then into her clit. This time Beth did not complain.

I continued rubbing Beth’s clit with my middle finger, as I inserted another finger inside her. She soon began lightly panting as she enjoyed this attention. She turned to her left to stare at my cock again. I ran my left hand over her back and ass, as my right continued to frig her off.

I decided to move position. I went to the head of the massage table, then reached forward to grab Beth’s ass. This meant the head of my erect cock was just inches from Beth’s face. She looked up at me and grinned.

I reached forward further, to get my hand around the back of Beth’s ass, and my fingers back on her pussy. I began rubbing her clit again.

As I reached forward again, the head of my dick slapped Beth on the cheek.

“Oh, I’m sorry,” I apologized.

“Yes, I’m sure you are, dear,” Beth said, rolling her eyes sarcastically, then shaking her head and grinning.

It wasn’t too long before Beth started moaning and whimpering, as she got more and more excited from my efforts. My cock slapped her again in the face, but she said nothing about it this time.

Suddenly, Beth turned over, onto her back again, and spread her legs. There was no modesty now, no request for a towel. She took my hand, as I moved to the side of the table, and placed it back on her pussy mound.

This was the first time I’d actually seen it. She had obviously had it recently waxed, with just a small, trimmed landing strip. I wondered if that was for her husband, or me.

I noticed Beth did not close her eyes this time. Her eyes were locked on my erect, thick cock. She smiled, not up at me, but to herself, staring at my dick. She was obviously enjoying herself.

Beth looked up at me briefly as I resumed rubbing her off, then returned to staring at my cock. She panted and moaned. Finally, she closed her eyes and bit her lip, as she concentrated on the pleasure she was getting from my fingers on her clit. After a few more minutes of this, Beth’s whimpering and moaning became louder and more frequent, until she cried out in pleasure, finally climaxing.

After catching her breath, Beth sat up on the massage table, swinging her legs over the side, so that she sat right in front of me. I put my hands on her shoulders, looking down at her.

“Did you enjoy that?” I asked.

“Oh yes, dear. Very good massage,” Beth giggled, looking up at me.

She was gorgeous. I had to at least see if she wanted anything more. I leaned in and kissed her on the lips.

“Oh, you are a bad boy, aren’t you, Jack?” Beth said, grinning.

She looked back down at my cock again.

“My god, Jack. Your dick is enormous,” Beth giggled.

“You like looking at it, don’t you Beth?” I asked, smiling.

“Mmm, I do,” she chuckled, nodding.

“Did you want to hold it?” I asked her, taking her left hand in mine.

She giggled, unsure of herself for a moment. Perhaps she was thinking her naughty massage had already gone too far and feeling guilty about knowing she would have to lie to her husband later about what she had been up to this afternoon.

“Well, seeing as where your hands have been, perhaps I should,” Beth finally said, still staring at my cock, grinning, “I mean, it would be a waste of money if I didn’t at least get to handle the goods at least once, don’t you think?”

“Absolutely,” I told her, placing her left hand around the base of my shaft.

“Oh, my goodness!” giggled Beth, “Oh, it’s fucking huge!”

It was the first time I’d heard Beth swear. It was quite a turn-on coming from such a well-spoken, high-class lady.

She began to stroke her hand up and down the shaft. Beth had quite dainty little hands, and I noticed she couldn’t get her thumb all the way around to touch her fingertips as she slowly jerked me off. Beth then took the head of my cock in her right hand, wanking my dick at the other end.

“Jesus! It takes two hands!” she giggled up at me, obviously enjoying herself.

Beth moved her left hand to cup and fondle my balls, as her right continued to work the head of my engorged penis. After a minute or so of this, she looked up at me, wanting to tell me something, but seemingly unable to find the words. I simply smiled down at her, enjoying the knowledge I turned this gorgeous, confident, professional, married woman into the horny mess in front of me.

“I… uh, I’m going to ask you something, but no one can ever know about this. Not Allison. Nobody,” Beth finally managed.

I knew exactly what she wanted. It was the same thing that Allison and every older woman I met after Beth wanted also.

“I want to suck your big fucking cock,” she grinned up at me.

Of course she did. It seemed to be a thing with clients of a certain age that I would meet for the rest of my career as a gigolo.

My feeling was, and I understand this is a generalization, that most women did not enjoy giving blowjobs. Either they simply refused to give head completely, or they might do it out of some sense of duty to their boyfriend or husband, or do it quickly to just get the ball rolling so it would lead to penetrative sex. But it was not something that they particularly looked forward to or turned them on in any way.

However, it seemed to me at least, that older women, when confronted with a large thick cock, very much looked forward to, and enjoyed sucking away on it. Perhaps it helped that in my case I was also a much younger, fairly handsome, fit guy, and so that added to the fantasy. Allison had previously told me she rarely went down on her husband, but she adored sucking away on my dick every time we met. These older women always seemed to become big-cock crazy, cock-sucking sluts when confronted with my dick for the first time, for a few minutes at least, and it seemed Beth was no exception.

I simply smiled, said nothing to Beth, and took her by the arms, pulling her up off the massage table and onto her feet. I then stepped back a little and sat on the sofa behind me. Because as I sat down, I was still holding onto her arms, which meant it pulled Beth down, and she sank to her knees in front of me with a grin.

I spread my thighs wide as Beth shuffled forward in between them.

“Remember, not a word about this to anyone,” Beth said, grinning up at me, taking my cock in both hands again.

Beth leaned forward just a little as she took the head of my cock into her mouth. She had to open as wide as possible as the head disappeared inside, her tongue sliding along the underneath. She soon realized she couldn’t get her lips very much further than maybe two inches past the head. Allison usually managed to get maybe two-thirds down my shaft, but Beth was a little more petite and seemed to struggle.

Soon she took my cock out of her mouth, kissed my balls, and began running her lips and tongue up and down my shaft. She did this over and over again, a huge grin on her face. She slapped my dick against her cheeks and lips. She was having the time of her life.

Beth returned to sucking me some more, attempting to get those lips further down my shaft, but began gagging before reaching even halfway down. Saliva flowed from her mouth and was smeared all across her face.

“Oh, I fucking love this,” she told me, in between mouthfuls of cock.

For the next ten minutes or so, Beth sucked and slurped, and licked my rock-hard dick. It was a wonderful sight. I noticed her right hand soon disappeared from the base of my cock, and was busy between her legs, rubbing herself off as she continued to suck me.

I wondered if Beth was reliving some past sexual encounter as she greedily sucked me off. In my mind, I briefly imagined Beth as a hot twenty-year-old girl, picking up some young guy in a club, heading back to his place, happily discovering he had a huge dick, before sucking and fucking him all night. Or perhaps Beth was finally getting something she had missed out on in her youth. Perhaps she had settled with her husband early in life and had missed out on playing the field, and was now attempting to catch up.

Saliva dripped from Beth’s chin, and she giggled, grabbing the towel to wipe herself off before she returned to frigging herself off whilst she sucked me.

“I’m so wet,” she purred, lovingly kissing my shaft again and again.

“Yeah? What are we gonna do about that?” I asked her, smiling.

“Oh, I’m so fucking horny,” Beth gasped in between mouthfuls of my dick.

Her hand was moving so fast between her legs now. She’d certainly worked herself up into a frenzy.

“Oh, fuck it,” Beth said, as she finally gave into temptation.

She pushed me back into the sofa, stood up, and then clambered on top of me. She took my cock in her hand and began lowering herself onto it, slowly inserting it in between her pussy lips.

“Oh, I’m so sorry…” Beth suddenly blurted out, as she began to slide lower onto my dick.

I wondered what she had meant. It didn’t seem to be even directed toward me. Was Beth thinking of her husband, and feeling guilty? Guilty that she simply couldn’t resist her urges any longer; the urge to fuck this young stud’s huge, thick cock?

Or maybe it was just one of those weird things people sometimes say during sex that really doesn’t mean anything at all.

If Beth had been having feelings of guilt, they seemed to very quickly switch to feelings of joy, at least from the look on her face, as she slid further down my shaft. Her pussy lips began getting stretched out, presumably further than they ever had before. A huge grin spread across Beth’s face, as she finally rested on the base of my cock, taking in my entire length and girth.

“Oh, fuck!” Beth cried out loudly.

She looked into my eyes and smiled the exact same smile Allison had done when she had first clambered on board my cock. It was a smile that said ‘I can’t believe how big your dick feels inside me’. Or maybe ‘I’m going to come again and again on this huge cock’. Only Beth knew exactly what she was thinking, but she certainly seemed very, very happy.

Beth began slowly riding my cock, spreading her legs wider, as she slid up and down my shaft. She started quite slowly at first, but it wasn’t long before she was happily bouncing up and down without a care in the world. A huge smile spread across her face; a mile wide. I knew that smile too – big-dick heaven.

Beth had placed her hands on my chest to support herself as she fucked me. She began panting, then moaning as she bounced in my lap. Her ass slapped against my thighs as she rode my dick.

Her pussy felt great sliding up and down my cock. I groped and fondled her bouncing tits.

I suddenly realized I had not put a condom on. This was a big no-no for me, but Beth had surprised me by suddenly getting the horn and jumping on my dick.

I had always used a condom with Allison. Even though she was the only woman I had been sleeping with, Allison obviously also slept with her husband. How did I know that he wasn’t cheating on Allison too? I had to be careful.

But I didn’t want to stop Beth’s fun, so I said nothing and let her carry on, oblivious. I decided once she had climaxed, if she wanted to continue, I would have to insist on quickly putting one on.

“Ah fuck, yes. Yes, yes, yes,” Beth repeated over and over, as her bouncing speed increased.

“Oh Beth, you’re such a sexy lady,” I told her, looking up at her, “You’re so fucking hot!”

I began thrusting up into her, as best as I could whilst sitting on the sofa. Her moaning became louder, as her head went back, and she was no longer looking down at me, but up at the ceiling.

“You’ve got such great fucking tits,” I told her, grabbing her ass to encourage her, “And an incredible ass.”

Beth continued riding my cock furiously, panting, whimpering, and moaning louder and louder. I hoped the rooms were soundproof otherwise anyone out in the corridor would surely hear what was going on here in the room.

“You’ve got such a lovely tight pussy, Beth,” I continued, wanting her to know I was having a great time too.

But I’m not sure Beth could hear me anymore. Her head was back, her eyes closed, bouncing and moaning in pure pleasure. I had seen this before with Allison. Beth was in big-cock ecstasy now, and nothing I did or said was going to matter until she achieved satisfaction.

I looked up at Beth and smiled to myself with the knowledge that her husband had never, and would never see her his wife this happy

“Oh, fuck, fuck, fuck, fuck, fuuuuuck!” Beth screamed, as she finally climaxed.

Her screams were so loud I wondered if they might have heard her in reception four floors below.

Beth collapsed on top of me, still panting. I put my arms around her and then realized her whole body was shaking.

“Are you okay?” I asked.

“Oh, fuck. Yes,” Beth panted, kissing me on the lips, “Thank you.”

“You’re very welcome,” I grinned.

“You’re such a real man, Jack,” Beth whispered, kissing me again, “God, that was the biggest orgasm I ever had.”

Beth laughed, and we then kissed for ages.

“Oh Jack, can we meet here again next week?” Beth finally asked, grinning.

“Of course,” I told her, smiling.

“You know, every woman wants to fuck a guy with a huge dick at least once in her life,” Beth admitted, “Now that I’ve finally got mine, I don’t want to let you go. I want to have lots and lots of wonderful afternoons like this with you.”

She was hooked. That big dick of mine had ensnared her now. She was addicted.

“No problem,” I replied.

“Next time I’m going to dress up for you, Jack. What do you like, honey?” she asked, kissing me, as she caressed my chest.

“Maybe stockings and suspender belt?” I said, smiling.

“Mmm, naughty boy. And with high heels too? Okay then,” Beth replied, giggling, “Jack, do we still have any time left? Or is that it?”

“No, we still have time,” I told her.

“Oh thank God,” Beth said, kissing me again, “Then take me to bed, Jack. Take me to bed and fuck me like a little slut.”

Apparently, any guilt Beth might have felt from cheating on her husband was all gone, fucked away with a big, young, thick cock.

I carried Beth into the bedroom, and after putting on a condom, fucked her in multiple positions.

We spent a lovely hour in bed as Beth rode my cock once again to orgasm. I then got on top and pounded away at her pussy, which she loved, her legs spread as wide as possible, a huge smile on her face, as I took her to orgasm two more times. Finally, I fucked her doggystyle, slapping her ass as I thrust in and out of her sopping wet pussy, until she came once again.

Throughout all this, I discovered that this well-spoken, classy lady loved to talk dirty as she got screwed. I lost count of the number of times she told me how much she loved ‘my fucking big young cock’, or that she would let me do anything I fucking wanted to her body. She told me I had the biggest dick in the world, and that I was going to ruin her pussy for her husband.

Finally, at her request, I shot my load all over her tits.

After showering together, we got dressed, and then had a kiss and a cuddle at the door as we said our goodbyes. Beth slipped an envelope into my jacket pocket, kissed me once more, and then left, saying she would message me about next week’s appointment.

After she left I discovered Beth had left me not only the thousand pounds we had agreed on for the two-hour session, but a tip of another thousand pounds on top.

As I walked back to the underground station, I felt like my career as a gigolo was properly underway. I now had two wonderful and very generous clients. The world was my oyster.

It wouldn’t be long, however, before another new adventure in my gigolo career would begin…

TO BE CONTINUED.