This is my first story ever and hope that you will like it. It’s a long one but you will enjoy it as it is all true.About me, I am 27, 5’6, average looking, average build guy. It all started 4 years ago when I passed out college and was waiting for my joining in MNC. I have had no girlfriend before, no sex and was getting hornier day by day with all that waiting and doing nothing. So to pass time I started searching for new ways of masturbation. I came across a way called anal masturbation. I was really excited reading about it and decided to try it. So first I cleaned my butt hole from inside, then I inserted one of my finger in my mouth to cover it with saliva as I did not had anything else for lubrication. Then I inserted finger in my ass hole, it went in easily and I felt a great pleasure, so I decided to increase the pleasure by inserting 2 fingers. They also went in easily, so I slowly started increasing fingers and soon all fingers including thumb were inside my butt hole. I. Once we got relaxed and into the act, I could tell she wasn’t faking her enjoyment. Her anxiety settled down and her lust took over and we had a very enjoyable night. In the morning she admitted she’d always liked sex and it had been a while since she’d had any. I queried further and found out that she had two children, ages four and two, with a boyfriend who had abandoned her. She got a much bigger tip than I think she expected.I had plenty of money so I was quite generous and I could see by the look on her face how much she appreciated that. We set up a time for our next meeting and then I drove her home to a rather poor part of town. It was clear she was struggling to survive.We set a meeting again two nights hence and at her place so she wouldn’t have to pay child care. When I arrived she was putting the little children to bed and I read a story to the older one. She looked at me in a way I don’t think I’d ever been seen before.When the children were sleep we got naked and she was.
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