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How I lost my virginity

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My name is Jason, I am 42 years of age, 5’ 10” inches tall and average in most departments. My story comes from about 20 years ago, when I had just turned 21, still living with my parents and working at a DIY store, one of a large national chain. I thought at the time that I was quite good looking and should have no trouble attracting women but, if truth be told, I was still a virgin. My parent’s next door neighbours were Harry and Cynthia (Mr and Mrs R as I knew them then). He ran a successful haulage business and was forever at work and, when he wasn’t working, he always seemed to be playing golf. Mrs R was mid-forties and not unattractive, she had the most gorgeous breasts, my Dad reckoned they were so nicely shaped and self-supporting, they just had to be plastic surgery, and he reckoned that Mr R could easily afford that sort of money. In today’s parlance, I think I would describe Mrs R as a MILF, nice curves in all the right places and those wonderful breasts. They had one child, a daughter called Sally, about a year younger than me. I went out with her briefly about a year before my tale and we went to the cinema. We managed to get seats in the back row, where all the horny little buggers took their girlfriends, and I thought everything was going well when she let me maul her tits through her clothing but, when I tried to slide my hand up her skirt, I got a very frosty reception. With her arms folded across her chest, I was only allowed to put my arm around her shoulder and it was made clear afterwards that we would not be having another date. Sally subsequently went to university to study medicine, so I didn’t get to see her often, which I think suited us both. One weekend when my parents had gone to somewhere in Europe for a long weekend, and I was planning to go out drinking with my mates on the Saturday evening, Mrs R came knocking on our front door at about 6.30 pm, seemingly in a bit of a flap. She said the lights had gone off in her house and her husband was away on a golfing weekend, so she didn’t know what to do. She said she knew I worked at the DIY store, so she thought I would know everything – some hope! She took me round to her house, which was very much the biggest in the area, so I was not really familiar with the layout, although I noticed immediately there was a table lamp on in the lounge. I asked Mrs R where her consumer unit was and she looked at me blankly, so I suggested we look in the garage first, and there it was mounted high up on the wall. We found a set of steps so I could get up to the unit and Mrs R stood behind me. I assume she thought I might feel a bit unsteady as she hung on to my hips gently with both of her hands. I was quite enjoying the sensation of Mrs R hanging onto my hips, especially when she moved one hand round to my bum occasionally, so I spent some time studying the consumer unit, although I had spotted the problem immediately, one of the circuit breakers had tripped out. After a few moments, I realised I couldn’t string it out indefinitely, so I said “I think I’ve spotted the problem” and moved the trip switch back up. “I think that should have solved it” I said. As I came down the steps, Mrs R continued to hang on to my hips, and she only let go when I turned round to face her. There was then an awkward pause while we stood face to face and I decided the way to break the impasse was to kiss her. As soon as our lips connected, it flashed through my mind that I had made a BIG mistake, but just when I thought the world was about to fall upon me, her lips softened and she began kissing me back. I put my arms around her and could feel those wonderful tits pressing against my chest, so I began running my hands through the back of her hair, which she obviously enjoyed as she began murmuring. As we broke the kiss, Mrs R said “Sally said you were a horny little bugger, and I think she was right”. I assumed the most I could hope for was a bit of a grope in the garage, but she then said “I suppose I should ask you to check that the lights upstairs are working”. She then took me by the hand and led me back into the house and up the stairs, stopping briefly on the landing to turn the light on and off, before taking me into one of the bedrooms. She turned to me and we were instantly locked in another passionate kiss, her breasts pressing against my chest felt just wonderful. She broke the kiss and said “just so I know, exactly how experienced are you?” I said “well Mrs R, I 

 I 

 I don’t know how to put this, but I may not be as experienced as you were hoping”. She said “well first off, it’s not Mrs R, my name is Cynthia 

 and does that mean you are a virgin?” As I hung my head, she said “how wonderful” and began kissing me again. To cut a long story short, Cynthia undressed me, and she showed me how to undress her, slowly and erotically as she put it, she said I was dealing with a mature woman who expected to be wooed, not some 19 year old girl who would be satisfied with a quick ‘fuck and go’ with my trousers round my ankles. When we were totally naked, she led me to the bed and we lay side by side, I wanted to begin mauling those wonderful tits, but she told me I had to be patient. She couldn’t fail to notice my very stiff erection, and she said “now, if we get your first cum out of the way, I assume you will be able to perform for me again a bit later”. I assume my answer of “well yes, I think so” was what she wanted to hear as she immediately slid down the bed and engulfed my cock in her mouth. This was the first time a woman had done this to me and it felt just wonderful. She licked my cock from bottom to top, slurped around the head and just when I felt the sap rising, she engulfed me deep into her mouth again and swallowed the lot as I came my load. Instead of starting this story by telling you what a horny little bugger I was, I should have explained how inexperienced I was, but I felt that I had grown up a lot in those few minutes. When she had finished cleaning up my cock, Cynthia crawled up beside me and asked if I had enjoyed that, which I said I had. She then asked if I would like to do something similar to her and, without waiting for my reply, she rolled onto her back and told me to kneel between her legs. I had a fair idea of what I was supposed to be doing, so I bent forward and licked her clitoris, which made her shudder. I then slipped two fingers into her pussy and began sliding them in and out, whilst licking her clit at the same time. This quickly got her breathing heavily and, when her clit started to protrude, I grasped it between my lips and she went ballistic. She grabbed hold of my head to pull me onto her pussy, gasping as she orgasmed. I thrust my tongue into her pussy, feeling her labia opening wide to accept me in, and I continued to fuck her with my tongue, much to her enjoyment as she told me very loudly. As I lifted my head to allow her to calm down, I realised I had not yet had a proper feel of those beautiful tits, so I crawled up beside her to envelope one of her nipples in my mouth. Remarkably, I seemed to be doing all the right things, as she began panting again and telling me how good it felt. Eventually, I returned to kissing Cynthia on the lips and twisting her nipple between my fingers, which she obviously enjoyed as she gasped each time I pinched her nipple roughly. After a while, she pushed me backwards slightly so she could look down at my very stiff cock, in truth I don’t think it had softened since she had sucked me. Cynthia reached down to stroke me gently and then she said “I think I need this inside me”. I asked whether I should be using a condom, but she said she had had the ‘lady-snip’ after her daughter was born and she doubted whether I could infect her with anything. “Besides”, she said, “I want to feel your hot young sperm inside me”. I would like to say that I then fucked her, but in reality, she directed everything I did. She had me fuck her missionary to start with, then she wanted me to fuck her from behind, then on her back with her legs pushed back to her shoulders. I think she knew exactly what she was doing when she decided to suck me to completion to start with as I remained erect throughout and didn’t feel any inclination to cum again. I would like to think that she orgasmed in every position, but I think she found the legs pushed back position a little uncomfortable. Eventually, while I was fucking her from behind for the second time, and mauling those wonderful tits while I did it, I felt the sap start to rise. I thought the gentlemanly thing to do was to tell her I was about to cum, to which her response was to say “oh god yes” and to reach between her legs to stimulate her clit vigorously. The result was that we both came together, with lots of noisy verbal encouragement from both of us. We collapsed on the bed together, with neither of us saying anything for some time. After a while, I asked her whether this meant I was not a virgin anymore and she said “definitely not”. She said that, next time, she might introduce me to some more variety, which quite excited me as I realised there was going to be a next time. In the event, I was offered a promotion with my job a couple of weeks later, which involved a move to another store nearly 150 miles away, so there never was a second time with Mrs R (or at least not yet).
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Written by Jason

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