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43 yo 1st with me

Age when it happend: 26
Sex: Male
Rating: 9
Category: Straight

Its my turn to tell a story. I used to work at a motel. We had a housekeeper who once told me she was in her early 40’s. I noticed that she was single and I sometimes flirted w her. One day, at work I told her I was going to the 2nd floor to get some zzz. She came up with me as we had nothing to do. I lied down on a bed and after a short conversation she decided to lay by me. I patted her on the butt to see what she would do about it. She didn’t bugde at all and to my suprise she liked it. I was twenty six at the time I thought she had no interest in me. As we were talking, I thought I heard her say she had never done anything like this b4. I was too busy exploring the curves on her body. She had these very tight jeans and I could not get my hands in there so she helped me w that and as we were spooning. She was laying on my left arm so I just played w her breast while my rt arm found her clit. We were doing this for awhile til she started bucking wildly. She came, and it actually squirted on my hand. She calmed down after awhile. I, on the hand was ready to go so I pulled my pants down and she saw my dick. She started playing w it and after examining it closely she said it was too big for her to handle. So I tried to convince to do it but she backed out. I had a raging hard on but she just jacked me off. I kept telling her if I could atleast break her hymen but she said not now. I kept telling her my dick is only 6 in long but I was declined. 🙁
I had sex with 2 other women but they were not virgins at the time and I really wanted to try this one. Time went on and we never got back to 3rd base, not even to 1st. I worked there for another year and I moved away.
Three years later I came back to my old job to see ppl there and she was still there. We talked about what we had done in the past and what she called “fun” came up. I mentioned that I wanted to go all the way she told me to meet her after work at a fishing spot. I came 1/2 hour early and made sure I was prepared. I already had a raging hard on and it was hard to hide it too. Later she pulled up in her quad cab, this 46 yo was about to get something bigger than what she saw 3 yrs earlier:) When I got in her truck I quickly held her hand and told her we had to do it. She said let’s go in the back then. We got in the back and got undress, I started playing w her body and I had to get her wet and I knew not to make her cum this time. But I fingering her pussy and it was tight, she moaned w only 1 finger in there. As she started to buck I stopped and put a condom on. She kept saying take it easy. I slowly put it half way in and she told me to stop. I started fucking her as she moaned really loud. Kept telling me it hurts and I almost put it all the way in. We both came at the same time and I collapse on her. WOW. What a tight pussy I fucked. Blood got on to her seats and we cleaned it up. Now I’m away again and when I think about her I get a hard on. She says she will save herself for me.

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