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Remebring my first Babysitter

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

grade just like me. We were in different fourth grade classes, so I didn't really know her, except that she looked familiar. Becky was about my height with short brown hair styled in a pixie cut. She had slightly tan skin and was of medium build. She was wearing a yellow sun dress. I don't think I'll ever forget that dress. She seemed shy and looked at the floor during the introductions. Tricia said with a smile that she had been babysitting Becky every day during the summer as both of her parents worked. This explained why I hadn't seen her at my house. Tricia went on to tell me that she had been Becky's babysitter for several years, ever since Becky was starting second grade. She turned to Becky and winked as she told me that she and Becky liked "to play" like Bonnie played with me; and that Bonnie had even come over "to play" with Becky a couple of times. At the mention of Bonnie "playing" with me I could feel my face burn red. I noticed that Becky was blushing as well. I looked up at Bonnie and she gave me a soft smile and mouthed, "Don't worry, it's ok." What didn't occur to me at the time (and I didn't figure out until much later) was that Tricia had been the one to convince Bonnie to start "playing" with me. Looking back, I figure that Bonnie had observed me stroking myself on several occasions shared it with Tricia, her best friend, who was already messing around with Becky (there's lots more to how/why Tricia got started with Becky - for another time). I assume ... Tricia coached Bonnie in how to "catch me" and how to take me into her confidence so I wouldn't mention what was going on to my folks. Events that I'll share later cement this idea, that Tricia had taken the lead. I figure she had also convinced Bonnie to invite her over to play with me, maybe by sharing Becky first so that she had something on Bonnie. I'm sure that they had been planning this meeting for quite some time but due to my parent's restrictions had been unable to pull it off until my mom started working. I found out later that the reason it took so long when they finally had us each during the day was because Becky's parents had her enrolled in a summer program at the park and there wasn't much time during the day until almost the end of the summer. Tricia dropped Becky's hand, stepped over to me and wrapped her arms around me in a big hug. "This is going to be so much fun," I recall her saying as she gave me one more squeeze. I had no idea all that she was referring to at that time, but could guess at some of it and was a little anxious. Then as if all the talk of "playing" had never happened, she suggested that we watch some TV. With that she took Becky's hand and led her across the blanket to the far couch. Bonnie led me to the other couch. My heart was hammering as we she sat me down and took off my shoes and socks. Then we lay down in our usual position. Bonnie put her arm around my waist and pulled me close. I was kind of excited, but kind of scared in this new ...