1. Remebring my first Babysitter


    Date: 12/22/2014, Categories: First Time, Masturbation, Taboo, Author: brianbigdogsmith, Rating: 100, Source: xHamster

    I was a solitary c***d growing up in the bread basked of the US with parents who loved me in their own way but were busy with their lives and didn't pay me a whole lot of attention. Consequently, I spent a lot of time entertaining myself, playing games with imaginary friends, watching TV, etc. Of course, I also spent time playing with neighborhood friends when I could, but for the most part I was expected to stay inside, out of trouble and out of the way. So, that cut into my time with other k**s significantly. My earliest memory of anything sexual was the good feeling I got when I touched my dick. I think that it started around the age of six and I assume I took advantage of a morning stiffy the first time. I do know that I got into the habit of absent mindedly stroking myself when I thought no one was looking. Needless to say, as a c***d I was not as discrete as I thought I was being and it resulted in my mother catching me with my hand in my pants and admonishing me on numerous occasions. By the time I was eight, her frustration with my "bad habit" had escalated to spankings when she caught me. At this point, the rubbing only felt good, I didn't experience any orgasms. Strangely, even though I was stimulating myself, I do not have any memories of playing doctor or initiating sex play with other k**s during this time. I don't think I equated it with something I would do with someone else or even that anyone else could feel the good feelings I was feeling. I kind of ...
    assumed I had discovered this secret pleasure spot that only I had. My third grade year brought Miss Brown into my life. She was my teacher, a young woman probably in her first or second year of teaching who I just knew was the most beautiful person I had ever seen. She had the kindest voice, like music, I thought, and she smelled great! I got weak in the knees and went speechless the first time I walked into her room. As you may have guessed, I had a serious crush on Miss Brown. Such a crush, in fact, that much to my embarrassment my dick seemed to have a mind of its own and would pop a stiffy in class if she bent over me to look at my work or put a hand on my shoulder. I didn't have any idea why it reacted this way, but it was a serious struggle not to touch myself in class sometimes. I covered it by being a bit over the top in class, a little too active, a little too silly. In truth, I was dancing or running around sometimes hoping that my antics would cover the fact that I was tenting my pants; hoping that the motion would help me loose my stiffy. During that school year (I was eight at the time, I think) my parents began to be more socially active which meant babysitters. We started with Mrs. Olson, an elderly woman who spoke with an accent and smelled funny. She was strict and I remember my Dad complaining about how much she charged. Thankfully one evening, she was unavailable at the last minute and my folks desperately called friends trying to find a replacement. A neighbor ...
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