One Friday night, Robert instructed me to get my laptop and set it up on the table next to the chair where the vibrating dildo was to be attached attached. He directed me to and told me to search for 'James Deen fucks mature woman.' It was a thirty nine minute clip showing a gorgeous redhead and her younger lover. I hit pause; went to the couch while wearing the headset. I inserted the vibrator while telling Robert precisely how wide I was being stretched. I waddled over to the chair, affixed the vibrator and hit play. "Mom, who do the actors in the movie remind you of?" "Oh my god, it looks like you and me. Her hair is red, but the way they are making love... it's like I am watching a video of you and me." I came quickly that evening, fantasizing that Robert was doing to me precisely what James Deen was doing to the beautiful woman on the screen. But as I said, more often than not, I was not able to achieve orgasm over the phone with Robert. On a few other occasions, when I. A time when young guys jacked off to the lingerie models in the sears catalog. My parents both worked outside the home and when they were not around I stayed with my neighbor across the street. She was in her fifties and her husband was in his early sixties. He worked for the highway department and she sometimes worked as a waitress at one of the small cafes in town. She was short and slightly over weight with red hair and freckles all over, but she had very large breasts. I had never really paid any attention to them until one day when I went over after school. When I went in the bathroom she had a couple of bra’s drying on the shower rod in the bathroom. Wow, I looked at the bras and instantly needed to jack off. From that day forward I looked at her in a completely different light. I spent many afternoons at her house and jacked off many times to the catalog models in her bathroom. She had had boys of her own and probably knew exactly what I was doing but never seemed to notice..
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