Free Erotic Stories

SwingLifeStyle Free Erotic Stories are written and submitted by our members Sit back and enjoy "My Experiences With An Older Man Part One".


 

My Experiences With an Older Man - Part One

Pages: 1

There’s been so much bad press recently about older guys sleeping with younger women that I felt compelled to write here and talk about my own experience of the subject. Sure, if a guy is pressuring or bribing a girl for sexual favours, that’s totally wrong, but for me, it was nothing like that. In fact, the guy in question (by first serious boyfriend’s father) is, to this day, the best, most indulgent, most adventurous lover that I have had, and I know that without him, I would never have gone on to enjoy sex as much as I do. I’ll always be grateful to him.

I’m now a 40-something mother-of-three, living on the outskirts of London. With two busy careers and the children, my husband and I don’t get much time for sexual adventures, but we make the effort when we can. We often share our fantasies and are both keen to experiment with threesomes and swinging parties when the opportunity arises. This won’t be a first for me, as I will explain later, but it will be for him. I’ve told him some of what I will tell you (though naturally, didn’t tell him quite how amazing it was!) and he found it a huge turn-on, so I know that when the time comes for us to involve others in the bedroom, he’ll be fine about this.

So here’s what happened.

I was 19 and at university. My strict and highly religious parents were not keen for me to experience the social side of being a student, so I lived at home and commuted daily. Going out was normally limited to church activities and socialising with other families that we knew from there, although I was allowed to have a part-time job as a waitress at the local golf club.

For over a year, I had been dating Nick, who I had known for many years from the church youth club. He was 20, a trainee accountant working in the city, and still living with his parents, Sue and Jeff. Sue was good friends with my mother, both of whom were heavily involved with church activities and very keen for us to get married to unite the families further. We didn’t see as much of Jeff, the reason always being given that he was busy travelling for work (he had his own business), but rumours would sometimes go around that he wasn’t as staunchly religious as his wife. This I would later find out.

I had been brought up with strict morals surrounding the idea that sex before marriage was a sin and until Nick showed an interest in me, had been discouraged from having boyfriends. What my parents didn’t (and still don’t know) was that I had already lost my virginity on a school field trip a few years earlier. It wasn’t a great experience – a drunken fumble in a French youth hostel with an equally inexperienced boy from my class – and I hadn’t been in a rush to do it again.

Nick, raised the same way as I had been, continued to live by his mother’s strict religious code, and as such, was probably the un-horniest 20-year-old guy on the planet. We’d sometimes kiss and touch each other over the top of our clothing, somewhat awkwardly, but other than that, our relationship was a sex-free zone.

When I look back now, I wonder why I dated him for so long – he was prudish, self-centred and very full of himself (the only child of two adoring parents), but I think that at the time, any boyfriend was better than no boyfriend, so I went along with it.

Nick and I would often stay at each other’s houses at the weekend (separate rooms, not that he would’ve been tempted) and even though I didn’t enjoy spending time with Sue, who I found to be negative and critical at home, I always had a lot of time for Jeff. He was very funny, telling me slightly risqué jokes when Sue was out of earshot and he really made the effort to get to know me as a person. I initially thought that he saw me as the daughter they had never had, and that’s why he was so affectionate around me, but I later realised that there was another reason for this.

I never told anyone about this at the time, but I secretly had a major crush on Jeff. At 45, he exuded that older-guy charm and confidence and kept himself in great shape. Sometimes he would wink at me or hug me just a little tighter than normal and I would find myself blushing furiously and trying to ignore his gaze, but when I was alone in bed at night, I often found myself thinking of him and becoming very aroused.

I’d been waitressing for a golf club function one-night, which Jeff and his friends had been at, when he offered me a lift home. I normally got a ride with Kelly, a fellow waitress that I’d known from primary school, but knowing that my parents wouldn’t mind me accepting a lift from Jeff and knowing that Kelly was desperate to go and see her boyfriend, I agreed to go with him.

As we drove through the country lanes, we chatted about various things, laughing as we normally did, when Jeff suddenly pulled up by the side of the road and turned off the engine.

“Sophie, there’s something I have been wanting to ask you for a while,” he began, looking at me intently as he spoke.

“What is it?” I replied.

“It’s a little bit personal, but I have to ask. Your relationship with Nick… is it really enough for you?”

I paused. “In what way?”

He laughed. “Well, in general. I know he’s my son, and I am very proud of him, but… well I’m not sure if he’s really boyfriend material, what with all his mother’s ideas about certain things...”

I blushed, knowing what he meant, but not sure of how to reply.

“Sophie,” he went on, leaning over and touching my cheek with his fingertips. “You are a beautiful young woman. I think any guy would be interested in you. But, I’m worried that you’re not getting what you need… sexually.”

I gasped, taken aback by how direct he was being.

“I’m not sure…. I mean, I don’t know…”, I spluttered.

His fingers dropped to cup my chin as he looked into my eyes, and in that moment, I read pure lust from his expression.

“I think you know,” he whispered, before leaning in to kiss me, initially very gently, but then with mounting passion. With his hands in my hair, he started to probe my lips with his tongue before exploring my mouth, and I found myself getting light-headed.

“Does he make you feel like this?”

“No,” I replied.

“I didn’t think so. And what about when he does this….?” His hand slowly began to drop from my hair, to my neck, to my breast, where it started to trace the outline of my nipple through the thin fabric of my blouse.

“He doesn’t really… I mean, we don’t, you know…”

“Oh Sophie,” he moaned, as his other hand found my other breast. “You have such fantastic tits… I hate to think of them going to waste. And the pleasure you are missing out on. Here…”

I sat still as began to undo my buttons, then slid his hands around to my back and undid the catch on my bra. As he lifted it out of the way, I heard him hold his breath as he saw my boobs for the first time.

“Wow! So beautiful…mmmmm”, he remarked as he simultaneously squeezed them whilst rubbing my hardening nipples with his thumbs. I let out a moan of pleasure as these new sensations filled my body, and without saying a word, Jeff lowered his mouth and began to kiss them. I couldn’t believe how wonderful this felt, and when he started to lick and suck the tips, I thought I was in heaven.

We must’ve been in the car like this for another ten minutes before he stopped and announced we needed to get back before my parents wondered where I was (this was the early nineties before we all had phones).

“I hope you enjoyed that?” he asked as I began to re-fasten my bra and he started the engine.

“Yes,” I blushed. “I did.”

“Good. Because I want to make you feel like that again. And even better.”

“What about Nick. And Sue?”

He sighed. “Look Sophie, I know it sounds bad, but in reality, neither of them are missing out. You’ve been with him for over a year now, and he’s barely touched you. Even if you save yourself for him, do you really think he’ll be able to please you in bed once you’re married?”

I shook my head. “You need more. And so do I. Look, Sue’s a good woman. She’s a good mother, but… well, she doesn’t satisfy me. What I just did to you… she’s not let me near her tits since before Nick was born. She hates sex and makes me feel bad if even I suggest it. She’s also against porn, and thinks that masturbation is a sin, so…” he laughed. “What’s a guy supposed to do?”

I was stunned by his honesty. “So, how do you manage…?”

He smiled. “I have ways. Good friends that help me out, I guess you could say. But you… I think you could give me a lot of what I need, as I could you. And I’m not trying to play with your emotions, either. You love Nick. I love Sue. But you and I, well, we could give each other what we were missing.”

We pulled up outside my house.

“At least think about it,” he asked, as I opened the door to get out. “But there’s no pressure. If you don’t want this, I won’t mention it again.” I thanked him for the lift and hurried inside. After saying a quick hello to my parents, I went straight to bed. As I undressed, I realised just how much effect he’d had on my body. My nipples were still hard, and as I reached down, I found my pussy was soaking wet. I’d never felt like this after kissing Nick, so I knew it was different. I started to rub my clitoris as I lay back in bed, remembering the feeling of Jeff sucking my nipples. I used my spare hand to pinch them to recreate that slightly painful pleasure, and before long I had an orgasm, whispering his name as I came.

I didn’t see him until a week later, again at the golf course and again, he offered me a lift, but I knew now that accepting this offer would mean accepting his other offer. I smiled as I told him yes.

We parked up at the same remote spot and in no time at all, he was hungrily feasting on my breasts, constantly telling me how attractive they were, how firm they were and how much he loved their size (I was a 36C back then). I guess for a guy in a sexless marriage to be getting hands-on and lips-on with a perky pair of teenage tits would always be a thrill, but the attention that he lavished upon them was for my pleasure as much as his.

Before long, I felt his hand sliding up my thigh. I instinctively parted my legs a little to make more room, and he moaned as he felt the wetness in my panties. Still circling my nipple with his tongue, he slipped his fingers under the soaking cotton and began to lightly flick at my clit. I arched my back and started to pant a little as he gently inserted one, and then two fingers inside me.

“Ohhh so tight…” he murmured as he began to slowly finger-fuck me.

He clearly knew what he was doing and I came quickly, crying out as I did. I assumed he would want something in return, but he smiled and told me it was getting late and we should get back, before licking my juices from his fingers. I straightened up my clothes, and we drove back in companionable silence. He didn’t need to ask me how I felt; we both knew at this point that this would continue.

And continue it did.

At their house, we would act like normal when the others were around, but he made a point of taking me home from the golf club at least a week. The next time we parked up, he asked if I would give him a blow-job. Naturally I had never done this before, but I was keen to please him and so agreed. After kissing me for a few minutes, he unzipped his trousers and took out an impressive 8-inch dick, which was already erect. I wasn’t sure what to do, and he sensed my hesitation.

“Just kiss it,” he told me. “Then lick it, and when you’re ready, put it in your mouth and suck it good.”

His description sounded so erotic that I immediately leant over and set to work on using my mouth on him. He made lots of encouraging comments as I gently kissed the tip and licked the beads of pre-cum from it, and it was clear he was enjoying it. At one point, he had one hand in my hair, pushing my mouth further onto him, and the other tweaking one of my nipples that he had freed from my bra, at which point he told me he was near to cumming, and that if I didn’t want to swallow, I should move away.

I pulled back, unsure that I could go through with having my mouth filled with semen during my first attempt at oral sex. He used one hand to keep me in position over the top of his cock as he pumped it furiously with his other hand, so as he came, it sprayed up onto my tits

. “Oh Soph,” he said as he caught his breath. “That was really something. You were amazing!”

The day after that happened, he had to go to America on business so we didn’t see each other for a few weeks, but I thought about him constantly.

The next time I saw him was on a Sunday at their house. I’d been invited over for lunch and after we had finished eating, Sue got a call from a church friend requesting her assistance with an upset parishioner. She didn’t drive and as Jeff had had a few glasses of wine with his meal (which she strongly disagreed with, but he still did anyway), she asked Nick to take her.

Being the model son he was, he agreed, before asking me if I wanted to go home or wait for an hour for him to return. I told him I would wait as we hadn’t seen much of each other that week, which seemed to boost his already massive ego, and off they went.

This was the first time since Jeff and I had been meeting up that I’d been around him after he’d been drinking and it made him bolder than normal. As soon as the car left the drive, he was kissing me, undressing me and touching me all over. We were rolling around naked on the fireplace rug when he told me that he wanted to fuck me, but was apprehensive about taking my virginity.

I wasn’t sure how he would react to the news that he wouldn’t be my first, but wow did it seem to turn him on! He suddenly became incredibly dominant, pushing me onto my back, before diving between my legs tongue-first. Furiously he lapped at my clit whilst pushing his fingers deep inside me, opening me up to prepare me for what was to come.

Time was of the essence, so after a few minutes, he found a condom, rolled it on and mounted me. He began by rubbing his cock-head against my entrance, before slowly but firmly penetrating me, all the time looking straight into my eyes. I gasped a little at first – this was only my second time, and he certainly had plenty of girth – but before long, the pain turned to pleasuring and I was thrusting my hips upwards at him as he slid in and out.

Continuing in this dominant manner, he leant down, sucking hard on my nipples and holding my hands above my head. I was in heaven (to this day, nothing turns me on more than a strong, aggressive man having his way with me), and when he grabbed my legs and pushed them over his shoulders, I could feel the orgasm welling up inside me. I screamed out as my muscles began to contract around his erection, which he had plunged deep into me at the point he knew I was going to come. He almost instantly started his own orgasm, never taking his eyes off of mine as his face contorted with lust.

Luckily we were dressed and sitting on the sofa by the time Nick returned, but as he sat telling us how well he was doing at work and why he would definitely be promoted soon, I knew that he would never satisfy me the way his dad did. The following day, feeling slightly guilty, I told him that I thought we should end it, but he ego kicked in, refusing to be dumped, and told me we should stay together as I would struggle to get someone else as good as him. If only he knew!

Whilst we were careful when Nick and Sue were around, Jeff and I also took our fair share of risks. One Saturday night that I stayed over, I came downstairs to get a glass of water, only to find him already there. The sight of me in my flimsy short pyjamas was too much for him, his erection straining against the fabric of his own nightwear. Without saying a word, he firmly pushed me to my knees, freed his dick from it’s covering and slipped it straight into my hungry mouth. I sucked him hard, knowing how dangerous this was and turned on by this knowledge and also from having both of his hands in my hair, making me take him as deep as I could. This time, he didn’t offer to pull out and I didn’t want him to; he spurted jets of hot, sticky cum down my throat and I swallowed the lot.

Another time I spent the weekend with them he managed to pass me a note as I was going to bed which simply read: Get yourself ready for me. Play with yourself, but don’t come until I am there. I lay in the guest room for an hour or more, lightly stroking and fingering myself, but stopping every time I felt myself wanting to climax. After what seemed like forever, Jeff came into the room and whispered that the others were both asleep. Mother and son were very alike when it came to sleeping, he said, and once they had dropped off, it would take an earthquake to wake them before eight hours had passed.

This was the first time that Jeff fucked me doggie-style. He decided on the floor would make less noise – just to be on the safe side – so after a quick check to make sure I had done as he’d asked and got myself nice and wet for him, he told me to get on the floor on my hands and knees. The way he gave instructions so firmly turned me on immensely. I felt him move in behind me, then start to nudge my legs further apart with his own, before the head started pushing against me. Initially I was very tight in this position and he struggled to gain access, but after a few thrusts, he was inside me. He grabbed hold of my hips as he started pumping in and out, faster and harder, bunching my hair into a ponytail and pulling my head back until his eyes met mine in the mirror in front of us.

For anyone that’s never been fucked in front of a mirror before, try it. There’s something about watching yourself being fucked that’s like nothing else. It’s like watching a live porno that you are the star of.

Jeff clearly liked it to, performing more, thrusting deeper and grabbing my tits before he came. I’d not had my own orgasm yet, so he lay on the floor and told me to kneel over his face, which I did. Still in front of the mirror, watching myself leaning back, riding his tongue as his hands pleasured my nipples. This lead to one of the most intense climaxes I have ever had, and to this day, I don’t know how I kept as quiet as I did.

He still gave me a lift back from work some nights, always stopping in our favourite place for some form of sexual activity. One warm night, we both got out and he fucked me up against a tree, the bark scraping my breasts as he did so. The whole time he was inside me, he talked dirty, telling him how he fantasised about having me tied to a tree like this and then letting his friends all fuck me.

Talking during sex was something Jeff did a lot and he encouraged me to do it too, often stopping touching me and letting me climax until I had told him something really sexy. I recall one night he was going down on me whilst I was reclined on the passenger seat, my feet up on the dash. He told me – again, there was no asking, it was a command – to describe what my naughtiest fantasies were whilst he ate me out. The first ideas I mentioned were clearly a little too vanilla for him, so he ‘punished’ me by moving his lips to my inner thighs. Only when I described a vision of being tied to a hotel bed and having 6 men, all masked so I didn’t know who they were, pleasuring me and using my body to pleasure them, did he start licking my clit again and vigorously fingering me until I came.

Another night he made me strip and pleasure myself as he watched, all the time making naughty comments and telling me what to with my hands, before masturbating himself and spraying his juices all over my tits, rubbing it onto my rock-hard nipples and telling me not to wash it off until the next day. We fucked on the back seat, with me bent over the front of the car, with me riding his cock as he sat in the driver’s seat as he nibbled and suckled my boobs… all sorts of ways.

One time we arranged that I would cut classes at uni and he’d take a day off of work so we could meet at an out-of-town hotel. It was an amazing experience, not having to rush for once and having the time to really pleasure each other. Jeff had put loads of planning into it, bringing sexy lingerie and toys along, as well as a video camera, which he set up near the bed. I was reluctant at first, but he persuaded me that it would be like the mirror, but even better, so I agreed. Wow was he right!

That was also the first time that we tried bondage. He had me strip, spanked me, blindfolded me and then handcuffed me to the bed, constantly telling me that I was his slut and he would fuck me harder than ever before, so hard I’d struggle to walk after. He used a vibrator on me (another first!) teasing my nipples, then my clit, before penetrating me with it. I think I came twice from that, and again when he pulled it out and took me missionary style.

We slept for a while after that and I woke an hour later to find his latest erection poking against my ass. We’d never done anal before then, although he had tried whilst on the backseat of his car, and another time when he’d bent me over the desk in his home-office and ripped my panties off. I’d said no both times before, but that afternoon, I knew we’d do it.

There was VCR in the hotel room, so Jeff put on the video of our earlier session, which was just as erotic as he’d promised. He had me lie down on my front with a pillow under my hips. I tensed up as he started to squeeze the cold lube onto my skin, but he persisted, adding one finger, then another. Once he got on top of me and starting to push against me, I was overcome with the urge to give him what he needed – he’d done so much more me already that day – and I pushed my hips upwards to give him better access, trying to relax and open up for him.

I won’t lie – as the head started to push its way in, it was painful, but Jeff told me to keep my eyes on the screen, and to finger myself at the same time. On the TV was a close up of his mouth tonguing my nipple – circling, licking, flicking, sucking – and as I concentrated on this and the feeling of my finger tip on my clit, I forgot the discomfort of having an 8-inch dick now fully buried in my ass.

Jeff was probably the most turned on I had ever known him by this point, pulling out the pillow and pushing me down onto the mattress as he thrusted hard from above. I tried to pull back onto my knees slightly, so that I could pleasure myself again, but this was his moment, and he was lost in it, pinning my arms by my sides and moaning as he continued to fuck my tight virgin ass, then finally coming hard and loudly. He hadn’t used a condom this time, so I felt his juices filling me as he lay on top of me, crushing my body with his weight and feeling his dick twitching inside me as his orgasm began to subside.

After this, we didn’t have much time left, but as we showered together, he went down on me, hungrily lapping at my pussy until I came and gushed all over him.

We continued to meet up and fuck for another year after this, until Nick and I broke up, and a few times after. There is only one other part to the story that I haven’t included so far, and that is when Jeff took me to meet some of the ‘friends’ he had told me about (a couple he’d been having threesomes with for years), which is one of my happiest memories and the reason I can’t wait to start swinging again soon.

I’ll keep that for another day though.

Pages: 1


This site does not contain sexually explicit images as defined in 18 U.S.C. 2256.
Accordingly, neither this site nor the contents contained herein are covered by the record-keeping provisions of 18 USC 2257(a)-(c).
Disclaimer: This website contains adult material. You must be over 18 to enter or 21 where applicable by law.
All Members are over 18 years of age.
Terms of Service  |  Privacy Policy  |  FOSTA Compliance Policy
 
Copyright © 1998- DashBoardHosting, LLC., and/or its affiliates. All Rights Reserved.