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Remebring my first Babysitter

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

praise, and lost any apprehension I was feeling. As she held one model, she casually mentioned I should meet her Uncle Charlie who lived nearby, that he had some things that I would like to see. She asked if I could meet her after school the next Monday and I said ok. We agreed to meet at the park about half way between the school and my house. Then she leaned close and kind of whispered, "it might be best not to tell your Mom you are meeting me, she might wonder and ask questions about what we do together." That made perfect sense to me as I still felt guilty about what I did with Bonnie, as if I was the one doing something wrong. I figured I could tell my mom I was going to stop to play with friends at the park on the way home. Sand lot baseball, touch football, snowball fights and other activities on the way home from school were a new development in the fifth grade for me, so this would seem normal to her. I was pretty sure she'd just want me home in time for supper. I had just put the last model back on my dresser when Tricia turned to me, still sitting on the bed, and said with a smile, "So, why don't you take off your clothes for me." My heart shot into my through and I stood there feeling vulnerable. It wasn't really a command, but the directness caught me off guard. It was so different from Bonnie. She sat there with her arms crossed, and I didn't know what to do so started to unbutton my shirt and she told me to go slowly. As I got to each piece of clothing, she ... told me when to pull it down or open and when to take it off. In a few minutes I was standing in front of her with my dick pointing straight up. She motioned me to the bed and began to stroke me as I stood in front of her. She used her other had to run up and down my crack while she stroked, then leaned down and took me into her mouth. I was on the road to cumming in no time. She pulled me onto the bed, lying on her side, putting her back to the wall. As I lay down facing her, she started stroking me with one hand and with the other opened her shirt and pushed her bra up, red and white diagonal stripes (I'll never forget it), releasing her breasts. Her breasts were full and firm, about the size of a small g****fruit. They were white with small brown areolas circling erect nipples. I held my breath while she played with her nipples, continuing to stroke me at the same time. They were nothing like what I had imagined breasts would be shaped like (I had pictured hard, plastic bumps, like Barbie's and hadn't even thought about nipples). She asked if I had ever seen Bonnie's "boobs" and I shook my head "no". She laughed and said she figured as much, then asked if I liked hers and all I could get out was "uh huh" (I think I was actually drooling at this point). She put her hand on the back of my head pulling me close and told me to suck on the nipples and play with them with my hands. I didn't wait for a second invitation. The feeling was awesome and I began humping into her hand. As ...