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Intimate Moments for Older Men

Story Info
Anything but full sex on the first visit.
6.4k words
4.62
16.9k
25

Part 1 of the 5 part series

Updated 10/25/2024
Created 10/08/2024
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I'm a single mother in my mid to late-thirties or early forties depending on the circumstances and who's asking! I've led a hectic life style which has often been on the edge of the sex industry and has sometimes strayed into it. 'After all' I reconciled to my friends, 'how else can a girl afford to bring up a child without a partner nowadays' and 'why give it away all the time?' But deep down I knew that having to bring up my daughter wasn't the only reason why I trod that narrow path. It was a combination of the money, the pleasure I gained from sex and, as I'd worked out a few years ago, the sheer buzz of the lifestyle.

As a fairly full-breasted, attractive nineteen-year-old I'd learned quickly how men, especially older ones, lusted for women. That realisation came about when I joined a number of others in their late teens and early twenties who as a group danced in skimpy outfits mainly at stag dos and other men only events at dance halls, clubs and pubs around the East End of London and suburban Essex.

As that was only once or occasionally twice a week work I sometimes supplemented it by dancing alone or with just another girl at lunchtimes in some of the pubs in an around the city and Canary Wharf. Quite often the lunchtime session would be extended through the afternoon by the punters having a collection to pay me or us to keep performing. That would usually be more than the original fee paid by the pub owner and would sometimes be accompanied by an invitation to have drinks with one or two of the punters.

After school I'd opted not to go to uni but instead attended a beauty college learning about make-up, massage and other aspects of pampering women. My plan was to use dancing to make some money whilst studying and later as I tried getting a job in the beauty industry. However, they were hard to come by and the pay was terrible so gradually I gave up trying and focused on my burgeoning dancing career.

As I slid into my twenties, that went in several directions.

The work with the groups became more financially rewarding as the outfits we wore became more revealing often including some topless dancing. This led to some of the girls, me included, being asked to perform like that alone for small groups which, inevitably led to some of us being coerced into dancing in the nude, although my recollection is that we didn't need that much coercing just more money!

That, in turn, led to more money-making opportunities and inevitably I took up some of those. The key ones that influenced much of my future career were going on dates with the punters and posing for photographers. It also included a short but very intense affair when I became pregnant and had a baby in my mid-twenties. He was a married man and although he promised he would support me there was little financial assistance and what there was dried up after a year or so when he vanished and I never heard from him again. Then, of course, although my mum helped with the baby, money became even more important which led to me becoming both an occasional escort and a full-time erotic dancer. These were accompanied by a couple of website owners taking a shine to me and using me to pose for their sites, particularly those in India and the Far East where there were no limits to the explicitness of the shots as there was in the UK at the time.

I also got a lucky break with one of the photographers who submitted my portfolio to an erotic underwear company who called me for an audition. They liked me, and/or my 36D boobs, and I was used to promote their products including sexy nightdresses, crotchless panties, bras with the nipples cut out, corsets and the typical accoutrements of erotic underwear.

As I slithered past my mid-thirties and my daughter Sara became a teenager, combining these different activities was getting increasing difficult. Also, due to all those pesky young, fresh things that so many guys prefer, gigs for models approaching their forties were becoming harder to get and that's when I decided to try something completely different to earn money. On several of my both escort and straight dates I'd offered to massage the guys and they had always been a success so I decided to develop that. But it wasn't just massage that I decided to offer and hopefully sell, it was more, much, much more than just that.

During my brief and infrequent interludes as an escort I had met several men, well clients and agency owners actually, who'd told me that many guys who used an escort service were after companionship at least as much as sex. As I had plied my trade in that industry I'd witnessed that at first hand and although sex was usually included in the service, talking, having dinner and relating intimately to each other played at least an equal part. Often, my services were wanted more as a confidante and good listener than as a hooker and a good fuck.

That quite intrigued me and I discussed it with a few other girls I knew in the trade and they all agreed that most, or at least many of the punters were after friendly and intimate companionship as much, if not more than, sex.

That realisation stayed with me after I 'retired' from being an escort and after chatting with a longer-term, married client who was a psychologist and worked in advertising a plan starting formulating in my mind. It took me a few months to think it all out and make the arrangements necessary for me to be able to design a website and get it on the internet with the following headline:

INTIMATE MOMENTS

for

OLDER MEN

The response surprised and pleased me.

The very morning my website went live I had a dozen calls and emails and over the next few days I received a steady trickle of six or so a day. Many, probably half, were time wasters, guys getting their rocks off by chatting about sex to a woman and asking her questions with no intention of taking things further. A few decided that what I offered wasn't for them, as I stressed on the phone that full sex was not on the menu, well not on the first meetings at least, I'd sometimes joke. And, of course, some said they'd call back and never did but about a quarter made appointments.

Of course, of that quarter only time would tell how many actually turned up. I'd anticipated that and had thought long and hard as to how the appointment could made firmer but asking for phone numbers or credit card details wasn't really practical so I realised that I just had to accept that as a factor of such a business.

*

Paula was half expecting it. Mike, her husband, had been flirty all evening before they came to bed together. That in itself was fairly unusual as he usually stayed up watching sports or news programmes while his wife of nearly 30 years went up alone. It was a sign to her that he was going to want sex and as he watched her undress and then took his clothes off rather slowly and walked around the bedroom naked confirmed it in her mind. She was quite used to this sort of situation as, indeed, she was at avoiding her husband's intentions.

Mike had almost given up trying to have sex with Paula. He was embarrassed and frustrated by her constant refusals to do anything and his advances had now become half-hearted and irregular. Despite that, he still loved her and other than sexually they got on well and had a satisfying marriage. He had tried everything he could think of including discussing it with her, asking questions, suggesting counselling, alcohol and seduction and even using a little force. However, all had been increasingly to no-avail.

Nevertheless, he still wanted sex with her and was determined not to give up trying or go elsewhere and take up the potential opportunities presented to him at work and at his golf club. So, as he lay behind her in a near spooning position, he plucked up his courage to make yet another effort to fuck her.

Moving closer he let his knees rub the back of her bare legs where her nightdress had ridden up. Even that brief touch of skin on skin aroused him and he could feel the tingle beginning in his balls. Thinking that maybe a full stiffy might encourage her he crossed his fingers hoping he would get one and refrained from pressing his softy against her reasonably-sized ass that hadn't fallen or grown much larger since they'd married. Instead, he rested his hand on her arm midway between her shoulder and elbow and squeezed. Somewhat encouraged as there was no negative movement, he slid his hand further around her body and rested his fingertips on the swell of her breast inside the modesty of her nightdress. He felt her body stiffen but she said nothing so he cupped her breast. Still nothing and that encouraged him to squeeze her boob and take the nipple between his finger and thumb. It was then that she reverted to type and muttered, "What do you think you're doing?" as she shrugged his hand off her breast.

It was almost like finding a pearl in an oyster. There, as bold as brass in the middle of the website of ads, was an absolute gem. The headline that had hit Mike as he'd scrolled through some sites on the internet a few days later.

INTIMATE MOMENTS

for

OLDER MEN

He read all of the short ad then shut his laptop down as Paula joined him in their garden where they were having a pre-dinner drink. However, he couldn't resist returning to it several times during the evening and learning that hour long assignations were offered that promised to, 'provide you with the intimate pleasure you're missing at home.' Before his wife Paula went to bed he couldn't stop going over the ad in his mind and reading it again a couple of times after she'd gone. It was almost as though it had been written with him and his situation in mind. He popped the number on the ad into his phone under the contact Physio Massage, just in case.

Mike was in his mid-fifties, had retired a year ago and now worked freelance as a marketing consultant. When working full time he'd travelled quite a lot around his company's offices in the UK but rarely overseas. He and Paula had been married for just over 30 years and they had two sons both of whom had now left home. Paula had a part time job working in a friend's clothes shop at weekends which mildly irritated Mike as it affected their social life and they didn't need the near pittance it brought in.

Like many couples of their age and longevity of marriage they had problems with sex. Essentially, when Paula started her menopause in her mid to late forties pretty much all sexual activity had ceased and despite Mike's efforts she wouldn't restart any. At the time of Mike seeing the erotic massage ad, they hadn't had sex of any sort for a month or so and full intercourse for six.

Mike had resented that at first but, after reading about the menopause he realised it was pretty much beyond Paula's control, although he was aware that her attitude towards their sex life had, even before the change, become more and more restrained. He earmarked the birth of the boys being the start of that. Other than the sex, the marriage was fine and, in the main, he and Paula got on well and lived a pretty enjoyable life but were more like brother and sister than husband and wife. They had an active social life revolving around his golf club, Paula's tennis club and a wide range of friends and relatives. The problem with these from Mike's perspective was that at both clubs there were too many women and that increasingly tempted him. They had no money worries and lived in a fairly newbuild house, had his and hers Mercs, ate out a couple of times most weeks and enjoyed several holidays a year.

He hadn't really strayed, although when travelling he had been with a couple of hookers, or escorts as they termed themselves, but neither had really worked for him. He put that down to the lack of intimacy. Okay, he'd tell himself, fucking a woman should be the height of intimacy but doing that within a few minutes of them knocking on his hotel door rather removed that from the sexual equation. That said, he was finding celibacy increasingly difficult to cope with and felt that he was in danger of having an affair, that is if he could find a woman to have one with. That scared him as the repercussions could be severe and life changing if he made a poor choice or got caught.

Although he masturbated fairly regularly, nowadays it was to varying degrees of success. Several times recently he had lost his ardour and hadn't cum and now and then he had more difficulty than in the past in getting and staying hard. At other times for no apparent reason or, sometimes when seeing a nice pair of boobs or thinking about a woman at one of the clubs he'd like to have sex with, he'd get a full erection without even trying. These situations added to his natural reluctance and concern at having an affair not, he would smile grimly to himself when thinking about it, that he had women queuing up to join him!

His sex drive was, he realised, becoming confusing and somewhat of a problem. He wanted sex but couldn't work out in his mind how and with whom. He didn't really want a fling or affair as that could lead to disastrous conclusions and paying for it with a hooker, escort or call girl again just didn't appeal. After much thought and analysis he'd concluded that it wasn't so much having a fuck but more the affection and intimacy with a woman that he so missed and yearned for. He realised that if push came to shove he would pay just to be with, talk to, hold kiss and cuddle a woman. And that's exactly where the ad hit home!

He'd started calling the number on the ad several times but had lost his nerve and stopped. That is until one evening after he'd played golf and had a couple of pints when Paula was out he felt brave enough to finish the call.

"May I er, um ask just what er, er intimate moments are, the ad wasn't very clear about that?" he asked after chatting to Jayne for a few minutes. He could hear the smile in her voice as she replied.

"Up to a point Mike, that's rather up to you?"

"How do you mean?"

"Well we can, to an extent, agree and organise the intimacy as we go."

"Hmmm," I'm still curious," he replied feeling suspicious that this might be some form of con.

"Okay let me explain the basics. You come to my nice flat near the town centre, there's off street parking and a rear entrance that's rarely used so everything is good for anonymity."

"It lasts an hour doesn't it?"

"Yes the basic service does but you can have longer if you wish at an extra fee. Might that be of interest?"

"Yes maybe but can I decide that when I am there?" he asked trying to hedge his bets.

As Jayne was not overburdened with appointments she was arranging the bookings every other hour from midday to ten in the evening thus allowing for such requests, "Yes of course you can, I understand that a client might wish to try the service before committing to longer and that's fine." That and the fact that he wasn't asked to supply credit card details was reassuring to Mike and his enthusiasm grew as he plucked up the courage to ask.

"So could you tell me more about what actually goes on?"

"Yes of course. Let me confirm Mike you cannot have full sex on a first visit, you did understand that from the ad didn't you?"

"Yes I did but wondered about the intimacy without sex of any sort."

"It doesn't mean no sex of any sort."

As she said that he could feel tingles around his genitals as his erection grew rapidly.

"No? So there will be some?"

"Well intimacy and sex can take many forms can't they Mike? How would you like to be intimate with me?

"Actually, I'm not sure," he told her feeling rather stupid and inadequate, "What can we do? What do you suggest?"

"Well you can hold me, we can hug and cuddle each other that sort of thing."

Now fully erect, Mike was getting a good buzz from just talking to Jayne making him wonder what it would be like hugging and cuddling her. "Mmmmm that sounds good, is that undressed Jayne?"

Again, he 'heard' the smile in her voice as she replied, "That's up to you Mike."

"Can I kiss you?" he felt a little foolish asking.

"Yes of course I adore kissing and being kissed."

"What else do you offer Jayne?"

"Pretty much anything of an intimate nature, you can wash and dry my hair, I could bathe you or you me, you can undress me or I can undress for you and, of course, I could massage you or you me."

"What a full body massage?"

"Yes Mike, everything I offer is intimate and you can choose that to be with oil or powder or, if you prefer, just my fingertips and hands that really are nice and soft.

"Will I er, hmm, what do I wear for that?"

"That's rather up to you Mike, you can wear what you like or don't wear, most just go with a towel after wearing a dressing gown following the bath or shower"

"Can I ask if you'll be my masseur Jayne, or is it masseuse?" he asked smiling, hearing her giggle as he added, "And what do you look like?

"Oh very much a masseuse I can assure you. Well, I'm a fairly busty, short-haired blonde with glasses and good legs."

"Mmmmm you sound lovely, both your voice and description. And may I ask what you'll be wearing?"

"Thank you Mike, I could send you a photo if you wish. That varies maybe a white tunic, perhaps a leisure track suit or maybe a bath robe like yours or I also take requests."

"How, when?"

"What?"

"The photo?"

"Whatsapp, message or email however you want it and right now if you want."

"Really, that'd be great can you do that now?"

"Sure give me a couple of secs."

Sure enough, within a couple of minutes he had a photo of Jayne in her white, button up tunic on his phone. She was gorgeous and certainly hadn't lied about being a busty blonde.

"Mmmm very nice, in fact Jayne you're lovely, thank you."

"Thanks Mike."

"So what else happens? Are there extras?"

"Well, we see how the massage goes and how we get on then we can work out between us what else we'd like to do," she told him encouragingly.

"And what else is there that we can do?" he managed to pluck up the courage to ask and was slightly deflated by her non-committal answer.

"Well we work that out between us at the time. There's quite a lot really."

"Oh I see."

A couple of days later as Mike was getting ready for his two pm appointment with Jayne he was really nervous. With his fingers firmly crossed, he was recalling a lot of that conversation when he knocked on the door of the flat. As agreed, he had called two hours before his scheduled appointment and again when he parked his car. Hence, when he knocked on the door Jayne was ready and waiting for him.

*

A fifty-something-aged guy called Mike was one of my first clients from the ad. We'd spoken on the phone when we'd agreed the arrangements and again a short while before the appointment and when he arrived near to my flat. He was dead on time and encouragingly he'd gone through the agreed phone call procedure that I'd set up so that only those who were pretty certain to turn up got the address of the flat I'd rented over a hairdressers in the high street.

I was surprised at how nervous I felt waiting for him to arrive but then I thought back to my short career as an escort and recalled how worked up I used to get before a date. But this was worse, I guess, as there was more resting on it. If my ad didn't work or the punters didn't turn up I'd lose the quite large, for me, investment I'd made setting up the salon. I really couldn't afford that and knew if that happened I'd have to go back to escort work probably on a three date a week rota including the overnight sessions. At those I would probably have to have full sex at least twice and have some extensive oral and other sexual activities. My 'intimate moments' idea avoided all that and meant that I only had to have sex with the punters I liked and maybe even fancied.

12


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