My First Sexual Experiences Came From An Unlikely Person

She baby sat me all the time when my parents bought this house a few doors down from hers, they became quick friends even though she was in her sixties. I spent everyday after school and summer breaks at her house and when I was around ten my parents were thinking of having me stay at home by myself but check in with her a few times a day. I would end up just being there most of the day because honestly she was a lot of fun, think I was twelve or so and I was still doing the same thing just checking in with her. One morning I went over there and she asked me if I would help her with the flower beds so I did, she was wearing unusual shorts for her, ass cheeks showing and very tight then I noticed that I could see her nipples thru the t-shirt as it started getting wet with sweat. She stopped for a moment and lifted up the front of the shirt wiping her face with it and I saw one breast and the bottom of the other one, had no idea at the time that she was enticing me like crazy, it worked because I did not want to stop helping her. We are cleaning up the tools and she is spraying the dirt off of them with a hose, she ends up just soaking the front of herself down saying it is hot out, I am standing there just obviously staring at her breasts thru it and she asked if I wanted to touch them then suggested we shower off. I was just mesmerized when we walked in the house and she just stripped right down in her laundry room and put her clothes on the floor then walked away, I followed her and she turned around saying not to wear those dirty clothes thru her house. I stripped down also and I think it amused her a lot, I stood there just staring at her body as she turned the shower on and we waited for hot water.
We get in together and I am just watching the water soak her down, she tells me my turn and we switch around then she grabbed this wash scrubbing thing and squirted soap on it, handed it to me and told me to wash her down. I had an erection going already and she had not even touched it at all, I washed her whole body running the scrubby and my hands all over her. She told me it was her turn now with this smile on her face and began scrubbing me down, she soaped her hands up then wrapped both around my cock and stroked me so hard it was hard to stay standing up, even after I came she was still stroking it and squeezing the head. I had never felt anything so good in my life. We rinsed off and got out, once we were dried off she just walked over and laid down on her bed smiling at me, i got up there not sure what to do but she took care of that with telling me and gave me a blow job I will never forget.
I will never forget what she said when I was getting dressed again back in the laundry room, she was standing there with a towel wrapped around her, she said she would call my mom and tell her how much I helped her today then asked me if I would come back again tomorrow, she wanted something else done. She winked at me and said we could shower afterwards again and I told her absolutely, anything she needed help with just say so. I helped her with anything she needed well into my teens.

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Anonymous

by Anonymous on Jul 1, 2025 at 8:25 AM

My first sexual experience with a woman was with my grandmother‘s friend. Same kind of thing, she asked me to help her do something around her house, and before it was over, she was giving me a hand job. It eventually progressed beyond just a hand job. To this day, I enjoy having sex with older women, but at my age it’s hard to find. I have to settle for 10 to 20 years older now.

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