Surprised by First Fuck

of
genre
first times

I'm Glen 26 finished university last year and started a new job and career, still living at home with parents and younger brother. I've never been great at dating and haven't had a date, unless if you count being sent with your cousin as a date. Anyway now earning good money and doing great career wise, I decided I should lose my virginity. To that end I started collect business cards of the local women who sell themselves. Not game enough to hire the younger ones, I decided to hire a mature woman and get the full treatment as it were. After several weeks I had narrowed it down to 2 and closing my eyes I picked one. I rang the number and it and got a message saying the number wasn't in use anymore. So I rang the other number and a woman who said her name was Helen answered. I asked about what services she provided and a whole of night rate. Telling her that I was a virgin and wanted to lose my virginity and not rush it. We came to an agreement on price. I told her I had a room at a motel and arranged for her to see me a 7pm and stay the night. The motel was across town from home and I thought I wouldn't meet anyone I knew. I had told my family I had a job out of town and would away overnight. I finished work as normal and went straight to the motel, on arrival I showered and put the agreed payment on the bedside table. Just before 7 there was knock on door and opened the expecting to see Helen, instead I saw Elizabeth 55 divorced our neighbor. She was Helen her work name she had lost hours at her work and needed extra money. She use go out with men dating and would have sex with them, so she decided to do the same except get paid for it. It was a shock to us both and Elizabeth recovered first and we talked awhile and decided to continue and we had sex and she took her time and taught me what she liked men to do to her and we fucked 4 times in all and I really enjoyed losing my virginity. In the morning a Saturday, neither of us had work so we went to a diner and had breakfast together. As I had my car I drove us back home and dropped Elizabeth off just around the corner and then went home myself. Since then I've seen her several times for more lessons and I just go over to her place and have sex with her. I just send her a text and she lets me know if she is available. Last weekend my family went away for the Saturday night and returned late Sunday. So I stayed over Elizabeth's place fucking her, her works hours are increasing and she isn't going to continue selling herself. But she will still provide training for me, she has given me a regular draining to both our enjoyments.
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2022-02-08
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