1. Remebring my first Babysitter


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

    against them gently humping against me as they stroked me. All too soon, Bonnie announced that I had to get to bed and Tricia had to leave. I knew we had to stop to keep from getting caught but was reluctant to do so. I wanted the evening to go on forever. I pulled on my PJ bottoms and stood up to leave. Tricia gave me a big hug, kissed the top of my head and told me I was the ultimate coolest k** she knew. I beamed as I went upstairs. I climbed into bed and fell into a deep sl**p almost immediately; I was exhausted from all the activity. When I woke up the next morning, I lay there thinking about the night before and grew hard. So, I stroked off, thinking of the night's events, focusing on my memory of the girls' hands in their pants and Tricia's breasts. I suddenly desperately wanted to get a closer look at what was in their pants and in her shirt. At this point in my life, I hadn't ever seen even a soft porn magazine like Playboy. Not that it would have helped much. Back then, they still left a lot to the imagination, so I'm not sure that having seen one, it would have done much except fuel my inaccurate guesses as to what a woman's sex looked like. That night ushered in a new stage that continued through the end of the school year and the following summer. Bonnie sucked me almost every time we were together, which was great, but I still loved the long tease that we had started with back on our first encounter. It felt safe and familiar. Often she would tease me, ...
    fondle me and stroke me until I was close, then switch to oral and finish me off. Tricia also became an occasional "guest" when Bonnie was babysitting. Bonnie made it official and actually asked my folks if Tricia could come over to study sometimes. Amazingly, they agreed it was ok. This opened up more time to play and meant that there wouldn't be a problem if my folks came home and found Tricia there. But, it also caused us to be a little careless and several times I had to jump up and run to my room, PJs in hand when we heard the car pull into the drive. Looking back, I wonder how my parents missed the smell of female excitement in the living room when they walked in. I know it was strong sometimes. I guess both being smokers saved us, or maybe they were just oblivious. Who would believe what was going on when they were out? In reading this and the first installment over, I realize it sounds quite unbelievable, mostly because I have compressed a couple of years worth of experiences into a short span of writing. In reality, I lived a pretty normal k**'s life most days, I was in cub scouts (no my mom was not a den mother - I think she saw it as free babysitting), played little league, etc. I would guess that on average Bonnie babysat two times a month. I know there were some months she didn't come over at all and others when she was there almost every week. Because she was in high school and I was in elementary, there wasn't a valid reason for us to be together apart from the ...
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