1. Walking My Dog and Meeting Janet


    Date: 8/23/2015, Categories: Fantasy, Anal, Erotica, Male / Older Female, massage, Oral Sex, Young, Author: Unknow user, Rating: 85.3, Source: sexstories.com

    I think I’m different to most of my friends. My guy friends are all dating beautiful, young women and I’m just not comfortable dating those types of women. I really get turned on by older more mature women. The first time I realized this was when I was a teen. I was spending the week over my friend’s grandmother’s house and when I looked at her I just felt a stirring in my pants. Looking at his grandmother actually got me very excited. Now, she wasn’t and old wrinkly type of a woman. She was probably sixty years old and in excellent shape. She wore designer clothes and always presented herself really well. The whole time I was there, I jerked off with thoughts of banging my friend's grandmother. I never did fuck her, but it started me on a path of fucking more mature women. There’s just something so sexual about being with an older woman. They know exactly what they want and know what to do to you, to make you so excited. They usually give the best blow jobs ever. If you can meet one that is widowed, they’re usually the horniest of them all. Those bitches haven’t had sex in years and would love to have a nice stiff one up their cunts. Let me tell you a story about how I met the lady that I’m banging right now. This still gets me very horny and hot to think about. Her name is Janet and this is what had happened. It was a warm day in May and for the last month, I had noticed one of my neighbors on the next block taking her daily walk. She walked at the same time everyday and ...
    only missed a day when it rained. Sometimes, she would even walk with hand weights in her hands. You could tell she liked to exercise. She would always wave to me even though we had never met. She was really attractive for an older woman. I think she was probably around seventy years old. She had short blond hair and she wore a cute jogging suit. She had a nice body for an old bird. I could tell that she had a nice rack on her. Most of the time, she was in a jogging suit with a sweatshirt, but other days she had just a tight fitting tee on and spandex pants. “Wait up, do you mind if I walk with you?” “Oh, that would be lovely dear. I see you every day walking your dog. My name is Janet.” “It’s very nice to meet you Janet. My name is Bobby and this here is my dog, Max.” “It’s so nice to meet the two of you. Would it be all right if I pet Max?” “Sure, he’s very friendly.” Janet bent down to pet Max. She gave him a nice pat on his head and Max gave her a nice sniff. I noticed when she was bent over that she definitely had a nice set of breasts. They were very firm in her bra and didn’t move around much. Perhaps, she had breast implants from long ago. “What a lovely dog he is. Is he a Golden Retriever?” “He is a Golden Retriever and the best companion I ever had. Have you lived in the neighborhood a while, Janet?” “I’ll be in my house fifty years next year. I don’t know where all the time went.” We both giggled and continued to walk. We walked around the development about two ...
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