1. Remebring my first Babysitter


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

    recommended a teenager who was "very responsible" (I remember mom using that phrase in telling my dad about her) and who their k**s loved. Although they were dubious about a teenager, they thought I needed adult supervision, they were desperate and called the recommended replacement. Enter Bonnie and exit Miss Brown as the object of my crush. Bonnie was v-e-r-y grown up to my eyes, 13 or 14 at that time. Shoulder length dirty blond hair, brown eyes, slender. She seemed very tall, but looking back, I was small for my age so I would assume she was a pretty typical height for a girl her age, maybe five feet tall or a little more. I don't remember her having any breasts, but then, I wasn't of the age that I really noticed those things. I do remember that she smelled nice. By the time she had been at our house for an hour, I thought she hung the moon and was doing my best to be a perfect angel; anything to make sure she could come again. Incredibly and to my great happiness, (probably because she was cheaper) Bonnie replaced Mrs. Olson as my babysitter after that first night. When I knew my folks were going out, I could hardly contain my excitement at seeing Bonnie. She was always fun, played board games with me, talked to me like I was a "grown up" and let me pick the things we ate for dinner or our snack. The only thing she was a stickler for was bed time - there was no hope of staying up late. Being in close proximity to Bonnie had the same effect on my privates that Miss ...
    Brown did and that eventually lead to the experiences that would shape my desires for the rest of my life. When it all started, Bonnie had been taking care of me for a month or two, so probably four or five times. It was late (for me) in the evening and I had taken my bath, dressed in PJs and was sitting on the floor, my back against the couch. Bonnie was lying up on the couch watching TV, Carol Burnett, as I recall. Her proximity had produced the usual effect and I desperately wanted to touch myself. I had successfully snuck a stroke or two on previous evenings with her. So, I glanced up over my shoulder. Her eyes were glued to the TV, so I reached a finger through my fly and began stroking myself. I was watching the TV and rubbing myself absent mindedly, almost in a trance, when all of a sudden I heard, "Hey! What are you doing?" I nearly jumped out of my skin and of course immediately lost my boner. I turned to see Bonnie staring at me and started to babble, trying to come up with a plausible lie on the spot. She cut me short, saying she had been watching me for some time and knew I was rubbing myself "down there". I immediately dissolved into a snot blowing, crying fool. On top of being embarrassed, I was sure that I was in trouble with her; would get a spanking when my folks came home (my mom would be horrified); and I figured I'd ruined things so that Bonnie would never come babysit again. She knelt on the floor and put her hands on my cheeks, cradling my face, imploring me ...
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