I'm not sure how I can justify my relationship with Andrea who is 63 years old now and the fact I have known her most of my life and actually was my babysitter for my parents years ago. If my girlfriend knew for a second of what goes on with us she would surely dump me. Andrea still lives less than a quarter mile from me and since I got out of the Army I have been helping her out often and have kept in touch with her over the years. There were times she called for some type of help but in general I have been going to her house several times a month to cut her grass or do some repairs around her house. She offered to pay me many times but I never took it and only helped her out because I liked her so much. I felt sorry for her also many times because her husband died at a very young age and she never had any kids and no family to speak of. Things were relatively normal up until about 2 1/2 years ago when she always seemed to be in nightgowns when I was there. It was quite obvious she had nothing else on especially with the two white ones which were very sheer material. She is a petite woman who is actually attractive for her age but in no way did I ever have any sexual interest in her. That is about the same time she had a hip replacement and at first I assisted her upstairs or took her for doctor appointments. She always had a good outlook, sense of humor and just fun to talk to. Then began her comments of how much she liked me and would tell me she trusted me more than anyone she ever met. With that she began talking about sex each time I was there and began mentioning her sexual experiences over the years. I did think it odd of her but she persisted talking about it telling me very personal episodes in her life. This one night she told me she masturbated frequently and that she hadn't had sex with a man in over 20 years. The following week I went over to cut her grass and again the subject was sexual matters and said she was addicted to masturbation. In the 30 some years I have known Andrea She never before even mentioned sex or masturbation. I was getting ready to go home and she asked if I could help her up the steps. By the time we got to the second floor she was asking me to help her into the shower. All I remember saying was just asking her if she really wanted me to do that. The next thing I knew we were in the bathroom where she turned on the shower and unashamedly took off her nightgown in front of me. All she said is that I was the first man to see her naked in decades and please don't leave. I just stood there not knowing how to react to the situation as she got into the shower and began by washing her hair. Her breasts are not very big but do sag slightly then I could see she shaved her pubic hair and for a 63 year old woman was built very well for her age. I had never been in a situation like that before and without trying got an erection just watching her. When she finished her shower she admitted to me that she was aroused by me seeing her naked and bluntly asked if I would watch her masturbate. By that time I also was aroused and said I would.

I followed her into her bedroom and she first took what I realized was a vibrator out of the night table. She just laid on the bed naked with me at the foot opening her legs wide and before using the vibrator fingered herself. I had a raging hard on by then and she continued masturbating and began asking me if I was ok with this and if it excited me, which I admitted it did. That night I was also tempted to masturbate as I washed her but didn't especially as I witness her have several orgasms. I just said I had to go home and she just said she would call me next week. The following Wednesday she asked me to come over and when I arrived the first thing she said was saying she was sorry for manipulating me. She just said again how comfortable she is around me and how she appreciated letting herself be so satisfied just by me watching her. I'm not sure how I started but admitted to her I enjoyed watching her shower and especially liked watching her masturbate, then confessing that I also got aroused. I even admitted to her that I jerked off when I got home. From that night on I am with her every Wednesday night since my girlfriend is a waitress and works 5 nights a week at the country club. The first few months after that night it was simply showers and masturbation where I jerked off in front of her also. Little by little we began mutual masturbation until one night she gave me oral sex. Since then I often have intercourse with her and many times anal intercourse. We shower together and I also shave her pubes a couple times a month. She does know my girlfriend but has sworn never to tell her and for as long as I have known Andrea never ever thought I would be in a sexual relationship with her. I'm a pretty young guy and who would ever think I could get so sexually involved with such an old woman. I take advantage of her since she allows me to have sex with her anyway I want and when giving me oral sex allows me to cum as she is sucking me. She does spit out the semen but I still can't believe she lets me do that. I also have anal sex with her anytime I want and I also like masturbating her with a few of the sex toys she has. Despite her age she always has several orgasms and able to keep me aroused. I enjoy being with her yet dominate the sex we have. There is nothing she won't let me do to her or have her do to me. I also began shaving my pubes a couple years ago which my girlfriend seems to also like. I have great sex with my girlfriend but there a certain things she don't like especially anal sex. When my girlfriend gives me oral I always have to tell her when I am going to cum. With Andrea I don't need to say anything and she is the one who asks me what I want. When Andrea gives me oral sex I lay down with my legs wide open and she turns me on so much just by the way she licks my balls and tickles my anus with her finger before sucking me. She might be old but the best blow job I have ever had.

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Anonymous

by Anonymous on Nov 18, 2016 at 2:09 PM

What a hot story.
Wish that would happen to me lol

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