True story

Babysitter Watched Me Jerk Off

I couldn’t believe that my mother still thought I needed a babysitter. I was 14 and was sure that I could take care of myself. My parents were going to the next town over and would be gone overnight. Lisa lived across the street, was three years older than me and had a body to die for.

After my parents left, Lisa said I could do whatever I wanted while she fixed dinner. I headed upstairs to my room. Once upstairs, I closed my door and got out a nudie magazine one of my friends had given me. I sat on my bed for awhile, lost in the pictures of naked women. I was slowly rubbing my hard cock when I heard Lisa coming up the stairs. I barely had enough time to stash the magazine under my pillow and lay back on the bed before the door opened. She said that dinner was ready and that I should come downstairs. As I turned the corner and headed down the stairs I could just see her looking around my room trying to decide what I was really up to. I was just hoping she hadn’t seen the bulge in my shorts as I walked past her.

After dinner we watched T.V. for awhile. At nine thirty she looked at me and told me it was time for me to get my bath. I reminded her that I was 14 and didn’t take baths anymore. She smiled and told me to go take my shower then. I went up to my room, and headed into the bathroom. No sooner had I settled in under the hot steam than I saw something move through the shower door. I called out and Lisa said not to worry, she was just gathering up some laundry. My young cock immediately started to get hard. After I finished washing, I dried off good and headed to my bedroom. I was planning on stretching out on my bed and enjoying a nice long wank I jumped as I walked through the door to find Lisa sitting on my bed. She was casually looking through the same wank magazine I had been looking at a few hours earlier. She looked me in the eye at first and then down to my hardening penis and asked me if I liked this sort of thing. I mumbled something and nodded. She patted the bed and asked me to come and sit by her. After I had sat down, she asked me if I masterbate while I looked at the pictures. Again I just nodded yes. She smiled at me and asked me to show her. I stammered what a few times and she pointed to my now stiff penis and said that she would love to see how I jerked off. I asked her if that was such a good idea. She said that my jacking off for her would be a much better idea than her telling my mom about my magazine. I agreed and asked her what she wanted me to do.

Lisa had me lay down on my back on my bed. She sat next to me and told me to start “doing it”. I slowly started to stroke my cock*. I wasn’t sure I wanted her to know how much I was loving this, so I tried to keep my face as blank as possible. After a few minutes she reached out and cupped my balls in one of her hands. I looked over at her breasts and could see her hard nipples poking through her bra and the thin cotton fabric of her white t-shirt. She leaned down close to my ear and asked me when I was going to come. I barely whispered NOW and started shooting cum all over my hand and belly. She looked down at my cum and smiled. As she got up off of my bed, she turned and looked me in the eye and smiled. She told me that if I could keep a secret, there were a lot of fun things we could do.