How My Sexuality Changes as I Age Ch. 08

New adventures - sex with a young man.

As I slithered rather disgracefully into my fifties, my views on and needs about sex changed again. Along with many women who have the menopause looming I knew that my fully active sex life was now limited. That's not to say that the desire for sex wasn't still there as my appetite for it was as strong as it had ever been, it was just that I knew that my sexual lubrication had started drying up. That wasn't to the extent that I produced no fluid at all just a reduced amount that didn't last as long as it used to when literally at times it used to gush down my thighs. I compensated for this by purchasing different lubricants designed to make a woman wetter, but found that the most satisfying one was the oil I had used for the past few years when I performed naked in front of my mirror masturbating. However, that was fine when I knew that I was going to have sex and I could seclude myself somewhere to apply it, but with Gordon the first time and Rob when it was unexpected, that wasn't possible, and with both that's when I particularly noticed the lack of my natural juices.

During the throes of the dreaded menopause, many women not only suffer from the awful dryness, but also see their interest in sex severely reduce, which, fortunately didn't happen to me. In fact, after the divorce, my desire seemed to increase just as my curiosity about the aspects of sex that I hadn't tried did as well. Things, like BDSM and S & M, being tied up or spanked and anything to do with peeing, had little appeal, but I was attracted to the idea of being in an orgy and group sex. And, like many, or even most, women I was full of curiosity about sex with other women, which could, of course, form part of the orgy or group sex if either happened. I had no experience whatsoever of group sex or orgies, but like many of us who hit our first sexual peak in the nineties I had 'dabbled' with bisexuality at uni. and my memories of it were all rather pleasant.

There was, also, another sexual activity that attracts many older women that I had hardly thought about until a conversation I'd had a few years ago in a pub with two women came into my mind as I thought about the various changes I'd gone through with my outlook on sex. I'd got to know the two girls at a book reading club I'd joined when my marriage was going tits up. We were roughly the same ages with Kelly being divorced, Jodie being separated, for about the fifth time, and me still, just about, married. We were on our third glasses of wine when Jodie asked if either of us had seen the film that had just come onto Netflix called The Reader starring the delicious Kate Winslet. Neither of us had, so she explained that it was about an older woman with a younger guy, and went on to ask if either of us had been with a younger guy. When we both said we hadn't she said that we should try it. We, of course asked her why and she replied how amazing it was to have a guy who hardly went soft and could make love again within half an hour or so and could do that three or four, and once with her even five times, in a session.

Now tipsy, Kelly and I asked questions including, of course, how she knew and Jodie told us, "I've been fucking a kid of twenty-three for the last few months and it's bloody amazing and highly recommended." There was quite a lot of rather embarrassed giggling as we asked more questions including half-joking requests from Kelly and me to introduce him to us, which she refused to do telling us to find our own toyboys.

That conversation had taken place before my divorce when I was getting near to having an affair. I'd been close to having full, adulterous sex a few times and had been fingered to a climax in a car by a guy from the tennis club, and then, not long after that, an estate agent had tried to have sex with me when showing me around a house. The conversation with Jo came to my mind when I was thinking about how my outlook and behaviour with regard to sex had changed over the years and how recently I was thinking of sex as being fun, more like a pastime, or hobby and, in fact, I was now indulging in and thoroughly enjoying recreational sex. That had recently included twice having sex outside in places where we could get caught and having a wild fling with Tom, a near old flame from the past, and a couple of other guys with some flings overlapping.

Like many women in their fifties, my current thinking was that I might not be sexually active much longer and, thus, I should try the things that I'd missed out on in the past. It was that line of thought, the recall of the conversation with Jodie and Kelly and the fact that I knew a young man, which helped me try one aspect of sex that I'd missed.

As part the divvying up of our assets when we separated, I'd agreed to my husband staying in the marital home and me moving into a duplex maisonette we'd bought as an investment in London Docklands after the big crash in 2009 when they were going cheap. It was quite spacious with a large lounge cum dining area cum kitchen, a study and three bedrooms with a gorgeous south and river facing balcony/patio that was secluded and perfect for topless and even nude sunbathing. It was spread over two floors with an underground garage, a cobbled courtyard and electric gates guarding the ten maisonette and fourteen flat complex. Whilst gorgeous and I loved it, the place was really too large for me and as I am hopeless at any DIY it was really quite impractical. Fortunately, the managing agents who looked after everything quite brilliantly had a team of helpers who would do anything from changing a lightbulb to decorating the whole place. I made good use of their services and got to know the team well, particularly a young guy called Zak. He was quite good looking with a great physique that I'd checked out when he'd taken his shirt off when cleaning the courtyard outside my apartment one day and his tee shirt had got soaked. He was not at all flash or forward and was rather shy, which I found quite appealing!

After he'd been working around the complex for maybe three months he was helping me as a favour move some furniture after his work day had finished. After we'd finished, I asked if he'd like some tea or a soft drink and he asked for lemonade. He did similar, small task favours for me over the next few weeks when we would chat and I got to know him much better. Whilst he was rather reticent at first he began to open up and we had some nice conversations that eventually got around to girlfriends. Standing in the kitchen late one afternoon when he'd finished work, he said something about him being shy and not good at chatting or kissing. I told him that he seemed pretty good at the former and smiling I jokingly added, "But of course, I have no idea on the latter do I?" He mumbled something and I told him that like most things being good depends on practice.

"But how do I get to practice?" he asked in a serious tone.

"Well with girlfriends, I guess," I replied filling his glass with lemonade.

"But I don't have one, and I find it hard to find any being shy."

"Then someone else I suppose," I said as our eyes met, he raised his eyebrows and we both smiled,

"Come here," I grinned knowing full well that I was crossing a line and doing something I had never knowingly tried to do before and hadn't thought I would ever do, seducing a man. Standing on tip toe, I kissed him lightly right on the lips. At first, he was slow to react, but as I persisted, so he started to respond. His lips squirmed against mine and as the kiss went on and became more intense and my tongue probed his lips open, our hands joined in and began to wander with mine running up and down his back and in his hair and his going around my waist, up and down my back and marginally on my bum. Breaking it, I told him that he was quite good and then when we kissed again I felt his erection. He apologised and I told him not to worry and said, "It usually happens about now when a couple kiss," as I stayed pressed against him from my breasts to my thighs and I slightly squirmed against his length. He groaned, so I pressed harder and then took his hand and rested it on my breast. I was ready to go to the gym and was wearing a zip up track suit top, with singlet under it and tight, dark blue yoga pants whilst he was wearing tight, blue jeans and a neat company tee shirt with the managing agents name on it. As my sports bra is a little too small, it's rather uncomfortable, so usually I don't put it on until I am at the gym.

"Have you done this before?" I asked, holding his hand and pressing it on my breast outside the track top and singlet.

"Yes, I'm not a virgin Jayne."

"Then squeeze it gently," I told him.

He did that and after a while I pulled the zip down on the track top and he slid his hand inside onto the side of my chest through the thin singlet. I was now very worked up and well into the idea of seducing him and told him to take my track top off, which he did. We kissed more and he slid his hand inside my top and onto the bare skin of my waist just above my hip causing me to whisper without thinking, "Higher." He got the message and sliding his hand up my body it pressed against my bare breast.

"Oh my god Jayne," he grunted not moving his hand away, "You're not wearing a bra."

"No, I thought you'd like that Zak, do you?"

"Oh wow yes of course," he said as I put my hand on top of his and squeezed it so he cupped all of my breast, which felt lovely.

We were standing in the kitchen and although it was safe as it was at the back of the flat, it didn't feel right as a place for sex, which was now forefront in my mind, so I suggested we go into the lounge where I sat us down on the large, black leather sofa. We kissed again and this time he was even better with both his lips and tongue immediately coming into play. Naturally, I suppose, I led the way with the tongue action licking both of his lips then probing his apart and pressing the tip of my tongue against his with him quickly returning the pressure before pushing his deep into my mouth. As the kiss continued so he got braver and this time needed no encouragement or help with finding my breast that he rubbed quite nicely, cupped it and then squeezed the whole of it. It really was rather lovely and vastly different to my recent lovers all of whom seemed to think fondling my tits is their right, which in some ways I guess it is, whereas Zak seemed to approach them with a cautionary deference. His touch was softer and more enquiring and actually that was more arousing and interesting than the firmer handling of his recent peers.

"Mmmmm that's nice Zak," I whispered as his fingers dug into the softness of my left tit.

"Yes and so is feeling them Jayne they're lovely."

Seeing that he was gaining in confidence about what he was doing to me, just as I was about seducing him, I asked, "Would you like to see them Zak?"

"Oh God yes, yes please Jayne can I?" Holding his gaze as much as I could, although his eyes kept leaving mine and looking at my chest, I took hold of the hem of the top in both hands and slowly lifted it up my chest, past my boobs and bunched it around my neck, "Oh wow Jayne," he sighed as I bared both of my boobs to my young conquest causing another, "Oh wow," to slip from his mouth.

"You like them Zak?" I asked cupping them and lifting them up, thus, subtly hiding the sag that D cup boobs and middle age create.

"Oh yes, they're lovely."

I wanted to ask him more about what he'd done with other women's or girls' boobs, but not wishing to embarrass him I didn't and instead I put my hands on either side of his head and pulled his face onto them and whispered, "Kiss them for me love." He did a pretty good job of kissing and licking all over each orb that I was holding up for him, "Now the nipples Zak suck them for me please." Taking hold of my left boob he took the nipple into his mouth, and although not unexpectedly he was a little hard with his sucking, it was nevertheless okay and that, together with the whole situation, was giving me a massive desire to be fucked. So, letting go of both boobs, I reached down, flipped the brass button undone and quickly slid the zip down, and fumbling inside his jeans I grasped his beautifully hard dick and pulled out from his flies and gently rubbed it.

And that's where it all went wrong as he exploded into my hand and his jeans and groaned, "Oh shit Jayne, I'm so sorry," looking and sounding as if he was going to cry. I consoled him, told him it didn't matter, that it often happens, which was a bit of a white lie, and asked how long before he would be ready again.

"When I jerk off I can do it again in under an hour sometimes half an hour."

"Mmmm lovely."

"And with you Jayne probably quicker," he said as his confidence returned.

"Ok give me your jeans and boxers and we'll give them a wash as we wait for the magic to return. Come on let's go upstairs."

"What, er, um why?" he stammered, obviously confused and not sure what I meant.

"Well I can't let you wander around my home like that can I?" I grinned nodding at his beneath the waist nudity.

"Oh, I see," he said sounding and looking disappointed as clearly he had no idea what was going on and was going to happen.

I was tempted to string him along further, but I took pity on him and put him out of his misery by saying, "Why do you think a man and woman who are both half-undressed go upstairs Zak to where the bedrooms are?" The look of excitement on his face told me that the penny had dropped and when I led him into my bedroom and he saw my American king-sized bed, he muttered, "Oh my god Jayne."

In just my yoga pants and heels, I stood beside the bed and turned to face him, let's take that off shall we?" I asked taking hold of the tee and helping him pull it over his head and off so that he stood before me naked, looking gorgeous and making me think just how accurate Jodie had been all that time ago. He really did have a terrific physique with well formed, but not too bulky, muscles, long, shapely legs, a slightly hairy chest, a great six pack and a thickish dick that despite ejaculating barely ten minutes ago was almost half erect, "Mmmmm Zak, you really are rather lovely aren't you," I muttered turning away from him and asking, "Would you like to take these off me?" as I slid my hands into the top of the tight leggings?"

"Oh yes Jayne, yes please," he gushed stepping forward, taking hold of the yogas and, rather too quickly, pulling them down my legs and getting them tangled up around my shoes as he stammered, "I didn't realise that you weren't wearing panties."

Smiling at him I replied, "And why should you know love? Isn't it nice, though, to find out?"

"Wow yes," he stammered as I sat on the bed and sorted out my leggings and shoes.

"Shall I keep these on?" I asked pointing one of my feet in the strappy four-inch heel at him. Apart from the heels we were then quickly naked on my bed in each other's arms kissing and fondling each and, incredibly as I held and slowly fondled his dick, he was getting hard again. And just as he'd suggested earlier it did take him less than half hour after cumming to get a stonking great hard-on again. Although it took him a little while to pluck up the courage for his hands to investigate my body, he more than made up for that with his kissing, which really was rather good, and the way that he used his cock against me. Glancing at the clock on the bedside table I saw that it was still only thirty minutes since he'd cum in my hand and momentarily I wondered whether it was too soon for him do it again so I whispered, "Are you ready Zak?" as I writhed my stomach and pubis right against his erection.

"Yes Jayne, yes I think so."

"Shall we try then?"

"Try what?" he rather naively asked.

Smiling, I whispered right into his ear, "You fucking me, have you got anything to put on?"

"Oh shit no sorry."

Now being a fully paid-up member of the 'fuck 'em and leave 'em club' and a woman of the twenty-first century, I kept a 'just in case' supply of condoms in my bedside drawer and told him not to worry as I leaned over him, dangling my tits over his face and pulled one out and handed it to him.

Then we fucked. It was quick, deep, fast and, for my taste, just a tad too hard, but as he was ready for a third time less than an hour and a cup of tea in bed later, who was I to complain? So I didn't and for the first time in my life I was fucked three times in one session, which lasted no more than a couple of hours.

The next couple of times we did it a few days later pretty much followed the pattern of the first time, fortunately without the premature ejaculation, with him shagging me two or three times in a couple of hours. Whilst, in my mind, this was all part of my search for recreational sex, it may well have been a little unfair on Zak and I regretted that as he claimed to have fallen in love with me. Several times I tried reasoning with him explaining that essentially it wasn't me as a person he'd fallen in love with, but an older, experienced woman who was always up for sex with him as often and frequently as he wanted. I tried keeping him a little at arm's length and only seeing him around once a week rather than pretty much every day as he wanted, but as I was also seeing Tom and another 'grown up' as well my sex ravished body couldn't have handled any more.

I did, though, spice it up a bit for him by sometimes being pretty much undressed when he arrived. The first time I was in a bikini as I genuinely had been sunbathing and that got him going so much that the next time I wore just a bra and panties and then one of the last times when I opened the door I was naked. He reacted so well to my little sexual playacting with our record being four times in about three hours.

Zak turned out to be quite a dark horse. Not only was he rather more experienced than at first I'd assumed and he'd led me to believe, but also he was a very quick learner and had a strong sexual curiosity together with the adventurousness of the young. All that, together with his young man's stamina, recovery powers and seeming insatiable appetite made for an interesting and very welcome package of sexual goodies for a middle-aged, divorced woman like me. Jodie, really had been absolutely spot on about how wonderful it can be having a young lover like Zak.

My affair with him, well fling really as we never dated, went out together or met other couples, but simply screwed, lasted the best part of a year. The frequency with which we met up varied from once or twice a week in the early stages, then became stretched out to probably every other week and then to monthly, I guess for the last few months. During that time Zak got engaged to a girl he'd been seeing all the time we'd been screwing and me, an experienced woman of the twenty-first century who did 'fuck 'em and leave 'em' didn't have a clue until he told me he was getting married in a month's time and I didn't even get an invitation to the wedding!

The first few weeks of our fling really were sexually manic. Neither of us seemed to be able to get enough of the other and all we wanted was for him to come to my place whenever he could and fuck me as many times as he could. Whilst relishing the enormous amount of sex he provided I was also blown away by how soon after cumming he was hard and ready and could do it all over again; he hardly seemed to go completely soft. It wasn't just the amount of sex he provided that was my big turn on it was also his apparent lack of sexual knowledge other than how to put it in me, thrust up and down, make me cum, usually quite quickly, cum himself and then do all that again several times in an evening. The other big turn on for me was how he needed teaching in the subtle aspects of making love and not just fucking. Going along with that was the excitement of making him a better lover as I showed him how to be more patient, to arouse me more slowly, to touch, caress and fondle all parts of my body, to use his tongue and fingers as well as his lovely circumcised dick to sexually tantalise me and how to perform, receive and enjoy every aspect of foreplay. I was so pleased that within a couple of weeks of those first fumbling fucks he was spending far more time getting me ready by having lengthy oral sex with my breasts, going down on me and using his tongue just as I explained, bringing my arse into play along with my tits and pussy and overall becoming a far more complete lover than he'd been before I got my hands, and mouth on him.

My teaching was two-way both with what he should do to me and what I wanted to do to him. The first time I started kissing, licking and then sucking his cock he groaned, "Oh my God Jayne that's amazing," to which I asked had he had it done before and he whispered, "No, girls my age don't do it." That, of course, thrilled me and made me redouble my efforts with full oral sex with him and yes, inevitably, just as he did the first time we had sex, he came quickly and before I could take it completely out of my mouth he spurted onto my lips and face, including covering one lens of my glasses.

"No, don't suck it like that," I whispered later in that session when I was lying on my back naked, with my legs wide open and knees raised with his face between them licking me as I squeezed and fondled both of my breasts, "Just probe the tip of your tongue into those folds, open them up then gently run your tongue around the clit not right on it and not too hard please." He understood exactly what I told him and did it perfectly making me cum for probably the third or fourth time in that session; he certainly was a quick learner.

Another time, after we'd been lovers for all of two weeks, I ran my finger onto that sensitive patch behind his balls and gently scratched it with my fingernail making him moan with pleasure. I went further and slid my finger further back so that it went between the cheeks of his arse finding his hole that I gently pressed making him gasp and press against it so I asked him, "Do you like that luv?"

"Oh fuck yes it's amazing," he groaned so, after wetting my forefinger, I eased it onto his anus a little, which brought even more appreciative noises from him, as I slowly pushed it further up his arse until it was in up to my second knuckle. That made him moan louder and grip my tits harder, so I finger fucked his arse with one hand and wanked him with the other until he spurted all over my tits.

Soon after that, and it may well have even been the next day and certainly was the next time we were having sex, I was giving him a good going over with my mouth and tongue. I had licked and sucked his cock for some time and I'd had first one, then the other and then both of his balls and much of his scrotum in my mouth as I fingered his anus, which I knew he liked. He was so turned on and noisy showing his pleasure at what I was doing so I decided to go a stage further and said in what was probably a husky whisper, "Turn over luv." Pushing his legs open I lay between them and kissed and licked my way all over both of his lovely, pert cheeks before slipping my tongue into the deep crease between them as I asked him, "Lift up a bit Zak." Then, with my young lover almost on all fours I pulled his cheeks apart, licked the length of the crease then pushed the tip of my tongue right against his hole so that the tip of it slipped in just a little way and I tongue-fucked his young arse.

Of course it couldn't last and just like most affairs based purely on sex, the intensity gradually reduced and nearing the end we only met up about monthly. It was then that he told me about the girl and admitted that they were engaged and were getting married in the spring.

Although I had some misgivings about having an affair with such a young guy, which I felt rather debased and rather humiliated me, although I wasn't quite sure why, I did overall enjoy it. As it was ending, I used to lay in bed alone after I'd been with Zak having been screwed always at least twice and sometime three or four times in a few hours, I would run over what I thought were the plusses and minuses of such a fling.

Given my age and the being in the twilight of my sex life, without doubt his youthful stamina and recovery powers were the highlight of it all. His two favourite, and nigh on only, conversation topics, 'eff one' as he called it, and football, were the major downsides. Nestled in between those was the pleasure of teaching him about sex, which certainly in the early days, but less so later, as he was such a quick learner, gave me a lot of pleasure and a massive sexual kick. Almost as big a thing, though, was his youthful body. Being held in his arm with my breasts squashed against his chest, his leg between mine encouraging me to hump it and his almost permanently erect cock doing such lovely things to my stomach and pubis was absolute sexual bliss. As opposed to a guy trying to push the sexual boundaries out with me it was quite something for me to be pushing them out with him and I loved that. So, overall, I enjoyed what we did, but feel that we went on just a little too long and without a shadow of a doubt I would recommend any ageing woman to give it a go, if she has the opportunity