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I was 26 university graduate and still a virgin and before I left for a job with the family business. I wanted to lose my virginity, but I wanted something more than hooker. Not quick fuck but at least a whole night. So, I had advertised in less than stella magazines for a woman to take my virginity and train me as well. I'm not short on cash so I was willing to pay very well for the right woman. I had started my planning several months before I graduated, hoping to lose my virginity before I left university. But that didn't happen I'd some interest, but none had suited my requirements. Not that they were a list of high requirements, just a photo first. Some wanted payment up front, anyway just as I had almost given up, I got a response. A woman who said she was 55 slender, 5'6" and willing to do anything I wanted, and a photo supplied. First, I was happy with the fact I'd a response. But I already knew the woman, she was a counselor at the university, not that I had seen her personally, I'd seen another one. Anyway, I decided it was my last chance and made a meeting with her. We met and she knew me as a student at university and was worried she would her job. She had been married and was now a widow, her husband death had really drained their savings and left large medical bill. Hence her willing to fuck and teach a stranger to fuck. Having sold everything, she could and no future working at university to be able pay the debt off anytime soon. I accepted her as sex teacher and agreed on cost. I asked what she wanted, and I doubled it, which wasn't me being generous. I wanted her 2 nights and the in-between. She accepted, she and I went to movie together that afternoon and then had dinner together. Before starting the sex lessons, mainly to relax us both before we started. Once in my hotel room we both undressed and showered together and then she had work on her body with my tongue and hands. I already had a hard-on and after when she said she ready I mounted and fucked her. It was quick, but that what she wanted. She then had me start over again and then we had another fuck, But this one lasted longer and after 3 fucks we fell asleep and started again in the morning before showering together and breakfast in my room. Then more lessons, that how my training went. Once finished I was very happy, and we went our separate ways. A year later I was back to run a newly opened office in the city, no girlfriend yet. I still had her number and was thinking of calling her on the off chance she might willing to spend the night with me again. But I decided to go and see her at the university instead, a chance meeting I thought would better than straight request by phone. My reason to be there was to see her, but not tell her that and see how she reacts to my being there. I did as I hoped to run into her, and she was happy to see me. I said I was looking around for old-time sake, a lie but good enough. I asked her if she would like to have dinner with sometime and she said she would like that, and I said whenever you want. Expecting some time in the future but said tonight if you want. Want I did and said OKAY, and she asked me would I mind picking her up as she had no transport. Okay and I went to pick her up by cab and she wasn't living in a good area. She brought a little bag with her and while having dinner she said I could take her home Saturday morning if I wanted. I did want and the little bag was for staying overnight and we caught up on our lives since her teaching me to fuck. I had some action with older women, and she had to give up her apartment as too costly but was out of debt. We had a great time together and I had just gotten my own apartment and she helped me christen the bed that night. I awoke first, as she used our date night to help catch up on her sleep, she wasn't getting good sleep at her place. I realized she was afraid of the area she lived, and it was a long trip to and from the university. My apartment was a lot closer, and she was quite willing to sleep with me. So, I asked her to move in with me, but not wanting to degrade her by expecting to be my slut who would let me fuck whenever I wanted. I added and maybe we can do dinner again sometimes. Trying to make it seem it wasn't just so I could fuck her. She said you really want me to live with you, I said of course I really like you and we have fun together. She looked at me realizing I wanted more sex I think, but said OKAY let's have more fun. Within a few days she was fully moved in. Sleeping with me every night, not always fucking, but we sleep naked. Still no girlfriend and a willing lover living with me. What more could I want.
written on
2023-07-22
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