1. Remebring my first Babysitter


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

    Of course Bonnie was the obvious choice and of course I was thrilled. Being in charge of me for most of the day meant more freedom. We walked to the store and even to the movies a couple of times. In our small town, most things were within walking distance, so we hoofed it where ever we went. Another type of freedom was that for the first time we varied our routine and "played" at different times during the day. It felt entirely different for many reasons, it was a lot lighter (not just the light of the TV as before), there was not a set time when it would begin and we had more hours than when my folks were just away for dinner and a show. This meant that there were some days where we would have several short sessions rather than our longer evening sessions. It also meant that Bonnie had to say something to get things started. Her "code phrase" was to ask me if I wanted "to play." As you may imagine, that phrase still has an effect to me today. Another change was that sometimes after she asked if I wanted "to play" she would take my hand and lead me up to my bedroom or she'd lay out a blanket on the floor. We even did it on my parent's bed once, that felt really weird. One day about half way through those weeks, as soon as my mom left, Bonnie announced that it was time for me to take a bath. I looked at her like she was crazy and she reiterated, telling me to make sure I put on clean clothes too. I dutifully went up took a quick bath (at this stage in my life, I did not ...
    shower, just took a bath), dressed in clean shorts and a T-shirt, wondering the whole time what was up. As soon as I came downstairs, Bonnie asked if I wanted "to play" with Tricia. My heart jumped into my throat as I hadn't seen Tricia all summer and loved what happened when we all three played. I asked if Tricia was coming over and Bonnie replied that we'd be going to meet her. This heightened my excitement as the summer seemed full of new places that made our play seem more mysterious. Bonnie took my hand and we walked out the door. We soon arrived at a large house only a few blocks away. As Bonnie rang the bell, my heart was racing in anticipation. Tricia answered the door, smiled and let us in. She ushered us to a large f****y room where a blanket was already laid out on the floor. The furniture was arranged in a "U" shape with a fire place and a TV at the far end. There were two couches facing each other on opposite sides of the blanket and two easy chairs at the bottom of the "U" across from the fire place. I heard footsteps coming from the kitchen and a girl I recognized from my school walked into the room. My heart stopped and my head started spinning. I didn't totally put two and two together at that time. I figured this was just a social visit and we'd play board games or watch TV. So, I just stood there confused and a little disappointed. Tricia took the girl by the hand and led her across the room to face us. Tricia introduced her as Becky who was going into fifth ...
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