1. Remebring my first Babysitter


    Date: 4/23/2017, Categories: First Time, Masturbation, Taboo, Author: brianbigdogsmith, Rating: 100, Source: xHamster

    way through the next one (way late by my standards, which added to the taboo feeling). Then she suddenly stopped, snapped my fly closed, pulled my shirt down and whispered in my ear, "you better get to bed before your folks get home," and gave me a little peck of a kiss on the ear. That was it, no acknowledgement of what had happened, just a kiss on the ear and off to bed. I went to bed that evening head reeling with mixed emotions. I was sure that I wanted her to do it again (and again, and again); was aching for a release that I didn't know existed and wouldn't come for some time; warm from being so close to her; able to smell her perfume on the arm and shoulder that had been against her; afraid she might not ever do it again and yet had a nagging feeling that what I had done would not be condoned by my mom. I drifted off trying to figure out what had just happened and what I would do about it. The next morning, I fearfully sat down for breakfast, sure that my mother knew something was up, that either Bonnie had told her (go figure) or that she would somehow "just know" in the way that mothers know about things you didn't want them to. But she babbled on about the show they had seen, asked what we ate for dinner (I really couldn't remember), same old routine as always. I couldn't wait for the next time they went out which as fate would have it was the following weekend. When the doorbell rang and my mom opened the door to reveal Bonnie, I was suddenly and inexplicably ...
    overcome with shyness. I couldn't look her in the eye and was so flustered that my mom even noticed and much to my embarrassment made some comment about me having a crush on her. They left soon after Bonnie came and strangely, nothing happened. I kind of hoped and expected that she would start something as soon as we were alone (jump my bones, as it were). We played board games, ate dinner and she sent me up for my bath, just like always. I came down just in time for the start of Carol Burnett. Bonnie was lying on the couch, on her side as usual. I figured that what had happened the weekend before was a one time thing so began to sit down in front of the couch. Bonnie, put her hand on my hip before I could sit and guided me onto the couch, laying me down in front of her. That evening and many others were essentially a repeat of the first with minor variations. Bonnie became an expert at keeping me hard for two or more hours at a time. Surprisingly as I look back, I never got blue balls during or after our sessions. I guess I was too young. Some evenings she would push my pants down to my ankles; others she would roll me fully onto my back so she could see what she was rubbing; one time she had me lie on my stomach hips raised slightly with one hand under me rubbing and the other hand stroking up and down the crack of my butt (that was great); another time when I was on my back, she pulled my knee up onto her leg, spreading my legs and rubbed around my balls, then down to tease my ...
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