older woman boy sex stories – Page 3

Aunt Karen part 6

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We were on our way to the mall when Aunt Karen started talking to me about the “rules.” I don’t remember exactly how she put it, but she talked about how she knew we had both been having fun for the last few days and that she wanted us both to feel comfortable and continue having fun. But she was concerned about my being only 14 years old and that certain things were illegal for her to do with someone my age. She said she would feel more comfortable if we set out some rules that would protect us both....

Aunt Karen part 7

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(Taking a Nap) In the afternoon, Aunt Karen told me that she was tired and that she was going to take a nap. She asked me if I'd like to lay down with her and take a nap too. Of course I said yes. It was a warm afternoon, but not hot. I walked into her bedroom with her and she went to the window to open it and let some air into the stuffy room. I remember I just stood there at the end of the bed, feeling a bit awkward. She sat on the queensize bed and patted...

Aunt Karen part 8

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At dinner, Aunt Karen had her hair up in curlers. She was wearing a white terry cloth bathrobe that was tied loosely in front. The robe was tied in such a way that it kept gaping open on top, giving me great peeks at her big soft breasts. As she moved this way and that, the robe would pull to the side, revealing one or the other of her dark, puffy, semi-erect nipples. A couple of times she made feeble attempts to cover them, but then a minute later as she reached to pour herself some milk, one of her...

Aunt Karen part 9

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Aunt Karen left for her date around 8:30 in the evening. I found myself jealous that she had a date, especially dressed the way that she was! She had left by herself, apparently having made arrangements to meet her date at the bar. I was now alone in her house and made a b-line for her bedroom as soon as she left. The agreement we had was that it was okay if I played with her panties and lingerie as long as I asked her first. But I felt slighted at her having a date and decided to flout the...

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Aunt Karen part 10

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The next morning I awoke before Aunt Karen. I decided it would be best to go to my own bedroom. I wasn't sure what she would remember from the night before, and didn't want to push my luck. I still had Aunt Karen's big white nylon panties on when I got out of bed. So I slid them off and threw them in her closet before going to my room. A couple of hours later, I woke to find Aunt Karen standing over my bed. She was wearing white stockings, a white garter belt, white panties, a big white bra...

Aunt Karen part 11

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conclusion ~This episode concludes this story. If you haven't read the other episodes, I recommend that you read them in the order that they were written, since the story builds to the point it reaches in this final episode.~ As Aunt Karen and her older friend June walked down the hallway toward Aunt Karen's bedroom, I sat on the chair in the middle of the living room, in a state of shock from all that had happened. I began hearing giggling and the clinking of glasses coming from the bedroom. I stood up and walked toward the bedroom door. As...