Where it happened: Vacation
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I hope this isn’t too weird for you because it hasn’t been bad for me at all! I had baby sitter growing up that was a young girl who was the daughter of my dads country club friend and one of his bosses who wanted to have his daughter learn responsibility. So she came over after school and was with me contantly when we went on ‘family’ vacations …or as they say in the corporate world, “chance get away and pat ourselves on the back in luxury while blowing tons of investor money…”. I was an innocent caught up in this and my babysitter took full advantage of it. I was typical six year old kid and believed whatever she told me…unless I was being bitchy which she won ld write down and show me later with threats to tell me parents. I was terrified and under complete control within six moths and my parents it was a miracle! By the time I was six and one half I marched to her tune. But she was never mean, she just wanted me to do what she said. One night she came into the bathroom while I was in the tub and I told her to get out. She told me that it was her job to make sure I was getting clean all over because I had been a bit stinky lately…it was all in Her Book if I wanted her to show me and my parents. I caved and she got a wash cloth and some soap. First she stood am up and rubbed her soapy hands all over my body. Then she soaped up the wash cloth and scrubbed over me with special attention to my arm pits, butt crack and penis telling me the were very stinky areas. Then she gave me a fresh cloth to was behind my ears and she very gently rinsed my body, wiping the soap suds off with her hand…with special attention to my crack and my penis.this went on with her keeping a journal and sometimes bathing me until I started liking all the cooking and room cleaning and ‘keeping me straight’ and gently cleaning me so my parents would approve of my cleanliness. It was ritual and I felt I could trust her. She was not an adult so I had more in common with her and could share secrets more easily. As time went on our bond formed and I thought nothing of her touch and how she would let me lay in front of the fire naked until I fell asleep, then she would carry me to bed and once in a while she would climb in naked into bed with me which started to feel nice.
One evening we went to bed early and I woke up on top of Lena laying with my head on her chest which was soft with nice smooth bumps, she was breathing a little fast and I had some pain in my peepee. I slowly lifted up so I wouldn’t wake her because this felt so good and felt down to myself. For some reason I was stiff down there and it was poking into a soft area of Lena. I noticed for the first time that she was different from me between her legs and had a soft hairless mound of skin around a kind of wet open slit. It felt okay to lay back down resting my hardened penis straight upward in the middle of her slit and her breathing calmed down as I lay back down. I got some weird feelings after a while when Lena shifted or spread her legs out a little and it made me feel itchy like I needed to rub my wee against her to make the itch go away. I started feeling warm down there but like I was slipping down. I thought I should get up and let her sleep better but when I started to move I felt a very strange feeling like my peepee was pushing against something wet. I didn’t want her to pee on me or for me to pee on her crack and wanted up even if it meant her putting this in her book! Suddenly Lena hugged me hard and pulled me up and I felt my dick sliding into a really wet spot. But what alarmed me even more than how great it felt was how she whimpered “OUCHY! oooh!!”. And then “mmmmmmmnh”. She cooed like a soft dove coo and I froze and didn’t know what to do. I didn’t know if she was dreaming or awake but I was afraid she was going to pee my bed or keep me here until the feeling I felt growing inside me made me pee on her and in my bed. I was six, almost seven after all! After few minutes of this I heard “hmm, Riley? Are you awake?” in her sweet soft whisper. I answered that I was. “do you know what you are doing?” I rocked my head back and forth as I still rested it on her soft chest, hoping she understood. “you’re having sex with me which I thought meant you loved me…you pushed your penis inside my girl parts that you touched earlier and laid you penis into it and then pushed into me….” I sure didn’t remember it quite that way buy but many of the facts seemed truthful that it confused me, especially as the feeling between my legs grew stronger and the stiffness, now unconfined was rubbing and being rubbed inside this heavenly new place. As it grew more intense and she asked again if I loved her I just nodded and she showed me how to gently thrust and gain rhythm with her and she guided me to her breast and told me to suck softly like a baby on it’s mommy. I was so confused but it all was so right. Suddenly she began to sigh but more importantly I felt like I was going to pee inde her, I knew now that my dick was all the way inside her though I had no idea how, and I didn’t want a pee stain on my mattress. But she held my tight and urged me to keep going as she slapped her hips hard against mine. I couldn’t have stopped no matter what. I hit her hips over and over as her sighs turned to whimpers and my urgency turned to raging convulsions until I felt myself blowing up in emotion and squirting over and over into her in a way that I knew I had never peed before. I kept going until I was sure that I could get no more and slowed down but still hard inside her and Lena croaked-moaned I need more, please more! So I started up again and it felt good again right away. It was as if this were a game I could play over and over! I had finished with the feeling of intense better than peeing ever felt and I still felt only a little wetness outside. We weren’t peeing, it was much better and I was ready to do it again! Suddenly Lena grabbed me nearly smothering me and scratching my back and kissed me on my mouth. It was better than when mom did it so I let her but when she got our mouths wet I buried my head back in her chest. She rocked up and down and screamed, “Oh Riley! shit! Oh Shit!!!” and one last hard and final time she ground her hips against mine and lay back in the bed, i kept pumping, hoping to finish my second time and I felt her pinching and squeezing me from the inside that really helped. Suddenly as I sucked her nipple really hard and heard her groan I felt that feeling! Not the same as the first time but kind of better but not as good? I don’t remember. Afterwards she said that I had bit her nipple in the excitement of my last time and she would have to put it in her book, but it was mostly really nice. But next time she wanted to know first so she didn’t have to put in her book that I just did it to her. That might make my parents mad. I was very nervous and until this day I always do exactly as Lena tells me…even if she brings a friend or her boy friend!
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