1. Remebring my first Babysitter


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

    aside and pointed to the side of the house. She met me at the basement door and we walked upstairs to my room and sat on the bed. We talked about normal k** stuff for a while, sharing stories about what we had heard middle school would be like, which teachers were mean; that kind of stuff. During a pregnant pause, Becky looked at me and started to ask questions. Becky went through the same questions as before, did I like the stuff that we did at her house. I nodded, red faced again. This time I asked if she liked that stuff. She thought for a long while and then said, "some of it." She said that she really didn't like it when people stuck their fingers inside her, that mostly she liked touching each other and she liked it when I "kissed her down there" but wasn't sure if she could put my "thingy" in her mouth. We sat there for what seemed like forever. I could feel my heart thumping and desperately wanted to ask the next natural question, but didn't have the guts. I just sat there looking at my feet. Finally she broke the silence and asked if I wanted to do "some stuff." I just nodded. We started by just putting our hands down each other's pants. As natural as it had seemed the previous summer, it was kind of awkward. We quickly began to undress and before long, we were both naked. I was surprised as we undressed to see that Becky was wearing a bra. Once we were naked, it was easy to see that Becky had matured. Her pointy little nipples had grown to small roundish breast ...
    mounds (looking back, probably just about right for that training bra), her nipples were still about the same size as mine; she was sporting a little shadow of downy hair above her lips, no hair to speak of anywhere else; and her hips had begun to round out as well. Later, when I had a chance to explore, I found that things had changed "down there." Her inner labia had grown and the hood over her cliterous was bigger and wrinkled. I on the other hand had not matured in any way except maybe a little longer dick, not a hair in sight, still a skinny k**. I felt kind of self concisous. She didn't say anything about it, but I still was kind of embarrassed. As we began to rub each other, I felt her getting wet. I pulled my hand up to see what was on it, at first thinking maybe she had peed, but then remembered my experience with Tricia. Becky apologized for getting my hand "icky." I told her it was ok, assuming that it was part of growing up. That day we just rubbed each other and at one point I lay on top of her and we rubbed against each other (that felt really good). I can remember how it felt when she wrapped her legs around me, rotating her pelvis so that my dick could rub from the whole length of her vagina. We humped together for a while and I came first (the story of my life). She asked if I would keep rubbing against her, but I told her it kind of hurt (really it was just too sensitive), so I rolled off her and used my fingers. As I rubbed her I moved down and lay my cheek on ...
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