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First time with a toy boy

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This is not a tale of BBC, Threesomes or gangbangs. But is about the first time with a toy boy. To set the scene I am late forties, go to the gym so am quite trim, I have been divorced – a sexless marriage- and since remarried, my new husband has taught me, the difference between making love and sex, and I consider I am in my prime. I have two children the eldest now lives away from home and the youngest just turned 18 works at a restaurant nearby and lives at home. It was my youngest daughter’s 18th and she held a party at the bar restaurant she is working at. My husband was away on business so I went along on my own. A lot of younger people my daughter’s age, not really my scene, but a young man –John- caught my eye , and we danced and flirted.I went home alone. A couple of days later he telephoned and invited me out for a drink. I deliberated and finally agreed to go out with him the following Friday. My husband was till away. I told my husband about him, the party and the call and he encouraged me to “go for it” “You know why he wants to see you don’t you? He said. “yes he is not looking for an older girlfriend that’s for sure,” The next few days I was in a quandary, I knew why he had invited me out, a woman old enough to be his mother, I was a MILF as far as he was concerned. I casually asked my daughter about him and learned that he had had a couple of girlfriends but as far as she knew he was on his own at the moment as he was planning to emigrate to Australia. The day of the date I was still undecided, but I suppose curiosity got the better of me and I prepared myself for the evening. I bathed, trimmed my pubes, put on expensive perfume and dressed in lacy underwear, a front clasp bra ,matching panties, and hold up stockings On top a button up shirt and flared knee length skirt. At the agreed time he knocked on the door, my daughter was working and would not be home till very late. He drove out into the countryside to a pub I did not know and we had a couple of drinks and chatted. I found out more about him and learned that he wasn’t really successful with girls. The drink got the better of me and I confronted him and asked “why me a woman old enough to be your Mum?” He said he did’nt see me as being that old and he fancied me. It was getting near 10 and I suggested that he took me home, his demeanour on the way back to my house came across that he knew he was not going to be lucky. I was indifferent I hadn’t made up my mind, I had enjoyed the drink and the evening out and that was it as far as I was concerned. We got to the house and my daughter’s car was outside, so she was home early, that was OK for me I now had a good excuse why he wouldn’t get what he wanted so I thought as she was home I would invite him in for coffee before sending him on his way. However my daughter was in bed, she had come home early as she was not feeling well and had gone to bed, and when I checked I could hear deep breathing the sound of someone in a deep sleep. We had our coffee and more chat and he told me that he wanted to become a great lover, I chided him on this and he said he was joking, but maybe one day he would meet someone who would help him and teach him to reach his goal. We sat together on the sofa with lights dimmed, and I was about to tell him it was time to go when he put his arm round me and kissed me, a gentle peck on the lips. I didn’t push him away and he kissed me again lingering and more sensitive, I liked it and responded. Very soon his tongue was in my mouth, I recall thinking he was not that inexperienced, I was liking it. A hand went to my left breast outside my shirt, this was his first major move, I reckoned, if I stopped him he would get the message, but I didn’t. Encouraged by this he undid the buttons of my shirt and put his hand inside first feeling my breast outside my bra, and then bolder inside. He was a bit rough at first and I told him to be gentle. That was what he needed I hadn’t stopped him, so he bent down and began kissing the tops of my breast. I showed him how to undo the clasp at the front of my bra and this allowed him to feel, kiss and suck, and I have to say he was pretty good at it, I was enjoying the attention. My nipples grew and became hard. As he was kissing and sucking it had freed up his hand and that made its way to my knee. For a brief moment I did think what was I doing? A man no more than a boy was helping himself to my breasts and now he had his hand on my leg, I should call a halt to this. Too late his hand was making its way up my leg over my stockings and soon reached the bare top, by now he was back to kissing me on the lips, I thought he was stifling any attempt by me to say stop, He cupped my pussy outside the panties, and rubbed it, instinctively I parted my legs, I was not going to stop him now. he slipped his hand inside my pants and quickly began to finger my extremely wet and slippery hole. I was surprised as to how wet I was, he thrust his finger in and out vigorously and I whispered to him to be gentle and slow.down He did as he was told and soon had two fingers in me feeling my very wet inside. By this time I had felt his cock outside his trousers, and undid his zip and eased it out of his pants. It was a nice size, very hot, very hard and very sticky at the end. I rubbed it gently and fondled his balls, his breathing was getting heavier and I thought he is going to come soon. With that he stopped and stood up and dropped his trousers and pants to his ankles standing in front of me, His cock twitching in anticipation and leaking white liquid pre cum. With my help he took off my panties,pushed up my skirt, opened my legs wide and stood staring at me. The look on his face was quite amazing, I was very flattered. I reached up and took hold of his cock and pulled him towards me guiding him to my wet waiting hole. He slipped in and pushed till he was up to his balls inside me. I clasped his bum to bring him in as far as he could go and squeezed my pussy muscles. He groaned and said “oh NO” tensed and began to spasm as he emptied his balls inside me. He lay on me for a while and then got off and sat next to me. His first words were apologies, he hadn’t worn a condom, maybe if he had he wouldn’t have come so quickly .Instead of him being happy that he achieved his objective of shagging a MILF, he was disappointed that it had happened so fast. I attempted to reassure him that I had enjoyed his attention to me, and he shouldn’t beat himself up. At the same time admitting to myself that I would have liked to have had at least one orgasm. I was about to suggest that maybe he should leave as it was getting late, when he asked me what he should do to become a better lover. I told him that not all women were the same and we all had our own particular likes and dislikes. Not to be put off he pushed the subject till I told him that he had started very well, with his kissing, but for me he should be more gentle while handling my breasts and not so fast and vigorous on my pussy. ”What do you like?” he asked. I thought for a while and then said I like my clit gently rubbed and licked. The sex talk seemed to get him aroused and he asked me to show him my clit. ”Haven’t you seen one before?” I asked His answer was no, only pictures and his first sex with girlfriends had been in the dark. I didn’t agree to show him but he kept on pleading with me, till I pulled my skirt back up and opened my legs. He knelt down in front of me and got as close as he could while I pointed out my clit. “Show me how you like it played with.” He said. At this stage I was getting turned on again, and began to play. I showed him how to put two fingers inside me, and using the “come here” crooked finger sign how to stroke my g spot. I thought to myself what am I doing a near fifty year old showing off my pussy and giving sex lessons to a man young enough to be my son. I was brought out of these thoughts as he put his fingers inside me and moving closer licked my clit, the effect of his fingers working on me squeezed his come out and the mixture of his come and my juice dripped onto his hand, he licked it “cum cocktail, very tasty” he said. I could feel an orgasm building in me, I think it was the excitement of having this young lover now looking at my most private of parts and drinking the juice, and the tongue attention to my clit and I came, a gentle wave of lovely feeling deep inside my stomach. He knew immediately he had made me come and I could see by the look on his face that he was feeling pretty pleased with himself, I could also see his once again hard cock that he was ready for another session. No words spoken he eased open my legs and entered me again, no guidance like a guided missile he went straight inside me. “Slowly” I said. He did as he was told in and out, pulling out completely and then back in, enjoying every thrust. He was leaning over me resting on his arms, hands either side of me, thrusting and pushing, I could feel his balls slapping against me, both of us was now breathing heavily, I began to move my hips in unison with him, I looked up at his face and his eyes were closed concentrating on the moment. He began to move faster, I knew he was close, his face contorted he tensed his bum and let out a groan, and stopped. “Go on” I urged him I was beginning to come, and he used what was left of his erection to pump me hard bringing me to a noisy orgasm. He pulled out and sat down beside me. “Fantastic” he said “That was fucking fantastic.” I was out of breath and had to admit that I had had a good time, he began kissing and feeling me, sucking my nipples and stroking my belly and groin, making noises of approval, he was working up for another session! Should I do it? Tell him to go? No instead I suggested we go upstairs to the bed, where we stripped off and started again. As he kissed me I was turned on by the erotic mix of smells on his face, his aftershave , his come and my pussy juice He went down on me again no fingers this time but worked his tongue inside me lapping and drinking the juices, deliberately noisily slurping. I worked my way round till we were in a 69 position and took his cock inside my mouth, licking and sucking the shaft at the same time stroking his balls. We did this for a while and I came again, then I worked my way up his body and with him laying on his back impaled my pussy onto his erect cock, I lifted myself up and down on him leaning on his chest for impetus, and pushed my clit and pubic bone against his, I have to admit I tired of doing this and rolled of and encouraged him to fuck me. He obliged. “God” he was a fast learner, he fucked me senseless. Steady thrusting motion and because he was young fit and very virile he went on for a long time, I couldn’t stop coming wave after wave of pleasure as he achieved what he had wanted -to be a good lover, finally I suggested we try a new position, and I lay on the bed with my legs over the side so he could enter me from behind. I didn’t come again I was fucked out but he kept on going till he finally exploded inside me. He felt really pleased with himself, and wanted to see me again. I couldn’t promise anything as it depended on my husband. He finally went home and I went and had a soak in the bath, I had love bites on my neck and breast, my pussy was red and sticky and I felt comfortably used. I knew when my husband came home he would enjoy me recounting the events. I did see my toyboy lover a number of times after this, culminating in a day entertaining him and two of his friends just befor he left for Australia, but that is another story.
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Written by Ann

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