1. Remebring my first Babysitter


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

    anus. She never said a word during our "sessions" on the couch, just kept rubbing, keeping me in heaven, using her hands to guide me to the position she wanted. Looking back, I think she was educating herself using my body. I remember one time early on she tried squeezing my balls. That wasn't pleasant (I actually yelped then gagged) and she never repeated it. I guess you could say she was a fast learner and I was a willing test subject. Thinking back, there were times I could feel her other hand moving gently behind me. I'm sure now that she was masturbating while she fondled me. There was also the smell that I began to associate with our sessions, most noticeable when I pulled away from her to go to bed. Something that I now know is the musky smell of aroused female sex. To this day, that scent takes me to a special place. Not only is it arousing (as I'm sure it is for all guys), but it is also comforting, a reminder of simpler times. There were a couple of times that as I got up, I noticed that she was adjusting herself, zipping her jeans or pushing the leg of her shorts down. We kept this up for the rest of my third grade school year and the summer following. Things changed a bit when I entered fourth grade. The fourth grade, when I was nine and I assume Bonnie was 14 or 15, was one of changes. One evening while watching TV, my pants around my ankles, laying back against Bonnie while she fondled me, something new happened inside me. It was almost like a switch was thrown, ...
    the feelings as she rubbed me were suddenly more intense. Instead of laying virtually still (I had always just kind of squeezed my buns as she rubbed, not really moving my hips), I began to hump into her hand as she rubbed. She took the hint and began to rub up and down my shaft in earnest, fingers on one side thumb on the other. As my hips matched her hand, I could feel things building inside me, I also sensed that her other hand was moving faster behind me. I began to hump forward against the fingers pumping me and back against the hand she was rubbing herself with, feeling it through the fabric of her shorts against my bare ass. I began pushing faster and faster. She matched my motion and pretty soon the feelings built up until I thought I'd pass out. I was breathing rapidly, my eyes glazed over, concentrating on the feelings, totally unaware of the TV or anything else, except her closeness. Then it happened, I had my first orgasm. I swear I saw stars. I know I've never felt anything as good as that first one. I also immediately experienced excruciating sensitivity and desperately grabbed her still wanking hand to stop the motion. I was so tender that even when she moved her fingers just a little bit, I almost jumped off the couch. We just lay there breathing, my hand on top of hers while my dick slowly went limp. Again, she said nothing about what had happened. The world came back into focus and we just watched TV like that for a while, my pants down our hands on my limp ...
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