1. Remebring my first Babysitter


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

    (still a passion) and showed her the one I was working on, laid out on a card table in the corner. I even showed her my baseball trophy. I couldn't believe she was interested. We ended up sitting on the bed together and after I ran out of things to show her there was an awkward silence. She took a deep breath and kind of squared her shoulders, then turned to me and said she had something she needed to ask me about but was afraid I would think she was stupid or silly or something; but that I was the only one that she could talk to about it with. I had a feeling where this was going. My heart started hamering and I could feel my dick stirring a little bit. I promised I'd listen and not make fun of her. She sighed, then asked if I remembered when we came over to her house. I nodded, almost afraid to breath. She asked if I liked what we did or if I only did it because Tricia made us do it. I blushed a little, and stumbled around for words. I finally told her I liked it, some stuff more than other stuff. Then she dropped a bomb shell. She asked if I had ever met Tricia's Uncle Charlie. I was surprised as I had forgotten about Tricia mentioning him. My visit with Uncle Charlie never happened. I showed up at the playground but Tricia never did. I went back all week, hoping to see her. I hadn't seen Tricia since she sat for me the middle of fifth grade. I told Becky about the invitation and missed opportunity. She nodded and bit her lip, then she told me that Tricia had taken her to ...
    Uncle Charlie's shortly before we had met, just before fifth grade started. She proceeded to tell a story that made the hairs stand on the back of my neck and to my embarrassment made my dick start to harden. I'm not going to go into the details here partly because Becky didn't share a lot of detail and partly because it's not my story to tell. The short version is Tricia explained that she was Uncle Charlie's first "special girl" and he had started "playing" with her when she was eight. They had decided that it was time for Becky to become one of his special girls. Tricia made it seem like this was a big honor. On the first visit he had fondled her while Tricia took pictures. Becky referred to Uncle Charlie as creepy and him touching her as icky. The next time Tricia was alone with her at Becky's house, she had casually mentioned that once Uncle Charlie "broke Becky in" she was going to invite her boyfriend over to "play" with her while she watched, maybe even borrow Uncle Charlie's camera. It turns out that Uncle Charlie had shared Tricia with friends when she was little and she had told Becky about it that night, trying to make it sound fun. That was around that time that I had met her. And while she admitted that she had been doing stuff with Bonnie for a while before we met, it seemed different to her than doing stuff with Uncle Charlie or Tricia's boyfriend. Becky was horrified and felt trapped. Then she filled in some gaps, sharing what had happened after we left her ...
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