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The start of an older woman obsession
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When I was about twelve, my family lived on a quiet country road. About a half mile away live an old woman whose husband had recently died. My guess is that she was in her mid sixties. I felt sorry for her and tried to do nice things for her.

One day I was weeding an overgrown bed at her house. She came out to give me a glass of water. She had on a work shirt and with the sun behind, her the fabric was translucent. I could see the outline of her breast and tell that she was not wearing a bra.

This is not a tale of an old woman seducing a young boy. I’m sure she had no idea what I could see. It was a work shirt not a sexy blouse.

I had not thought of this woman sexually. I was innocent and acting out of kindness and empathy for an old woman who I assumed was sad and lonely. But at twelve with a burgeoning sex drive coming on strong, I was hit in the face with new feelings at this sight.

As I weeded, I was obsessed with the image of her vaguely outlined sagging breast. Though old, she was an attractive woman kept slender by the chores of a country life.

When I took the empty glass in, I stood so that she had a window behind her and I was able to see through the fabric even better than before. My cock started to get hard.

I told her that my back was hurting and I’d be back the next day to finish. She told me that I didn’t need to and asked if I’d like her to put some Bengay on my back. Normally, I would have declined, but I had a new senses of this woman who was grandmotherly, yet had stirred a strange eroticism in me, so I said “yes mama.”

She told me to take off my shirt and lay on the couch. My cock was now fully erect in my shorts and I noticed her glacé at it. I was both embarrassed and more turned on than I had ever been.

She returned and gently applied the ointment to my back. After putting some on she asked if that was good. Very out of character, I asked if she could apply some lower on my back. She slipped her hands under my shorts, not all the way to my butt but enough that I feared cumming.

I know that this is not the sort of wild confession that most are looking for but, at twelve, it was the most erotic experience I had to that point and it set a life long appeal for older women. Through that summer, there were more sessions of Bengay application. I had the sense that maybe she too was a bit aroused. By the end of the summer, I was pulling my shorts down and she would apply the cream stroking my bottom. That’s as far as it went. When school started back in the fall I stopped helping in her yard was distracted with girls my age after that. As the years went by, I had other nice experiences with women older than me. I have always wondered what other fetishes could have been aroused if I had different erotic experiences at that age.

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1 year ago