1. Remebring my first Babysitter


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

    feeling for me was awesome; along with being very tight, I loved the feel of her naked buns against my stomach. She told me to slowly pull out almost all the way then push back in again. I did as instructed. We tried several slow pumps before she told me to pull out all the way, that we were through. I reluctantly obeyed and rolled off her to the side. She pushed me onto my back and straddled me, knees on either side of my hips, feet held together on my legs by her shorts. As she lowered herself onto me I tried desperately to see her now naked pussy from the front. All I got was a quick glimpse of her light patch of hair. She started grinding on me and soon I was humping up to meet her movements, relishing the warm moist feel of her as my woody slipped along the length of her slit, surprised by the scratchy feeling when her pubic hair rubbed against me. I came pretty quickly and felt the immediate high sensitivity that seemed to follow my orgasms. I struggled to protect my dick but she continued to grind into me, oblivious of my discomfort. She finally tensed up and came too, then lowered herself onto her elbows and just lay on top of me panting. After a bit, she rolled off pulled up her pants and told me I had better get to bed (we were almost two hours past my bed time at this point). That was it, no "thanks" or "that was good." She just sent me to bed. Regardless of the discomfort I felt after I my orgasm, when she continued to grind into me, the experience was very ...
    positive and very powerful. I went to bed that night head full of the glimpses I'd gotten of her sex, the shape of her ass, the smells and the feelings. I was so jacked up by the experience that I woke in the middle of the night with a raging hard-on that demanded attention. The same thing happened the next morning. I spent the next week fantasizing about the experience, wishing and waiting for the next time Bonnie would come over to babysit. I just knew we would repeat the new things she had introduced. However, it was not to be. I guess she didn't like the loss of control or was embarrassed by me seeing her partially naked or something because as much as I dreamed about it becoming part of our regular routine; as much as I tried to hint that we should do it again, it never happened. I can see now that the end result is that because my first experience with actual penetration was anal, I am still imfatuated wth anal sex, nothing else has the power to excite that it does... After the only time where I was more than just a recipient of Bonnie's sexual attention, we went back to our usual routine where I was a passive participant and she did what ever she pleased. Toward the end of the summer between fourth and fifth grade, my mom took a part time job. In retrospect, it was probably early-August but to me the changes seemed to encompass the whole summer. Her hours were such that for those few weeks I needed a baby sitter three days out of the week from noon until around dinner time. ...
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