Babysitting Jennifer

I was 15 when I started babysitting Jennifer. Jennifer was the only daughter of a single mom living off divorce money in thesuburbs . Jen’s mom was starting to date again, so she needed someone to watch Jen when she went out at night, and since I lived next door at the time I was the logical choice. By no means was I a good looking teenager, just average, but Jen on the other hand was cute. At nine years old it was obvious that she was going to grow up into a knock-out, she was a cute kid. Her long, blond hair topped her wiry, tanned frame.

Because it was late at night when I would watch her, I had to put Jen to bed. She had these pajamas she wore to bed that were tiny shorts and a little tank top, and she always changed into them in her room quickly and quietly. We’d sit around for another hour or two watching television before I would send her to bed. By that time she was always really tired and would go to bed without a problem.

One particular night she and I were sitting on the couch watching television, she had changed into her pajamas already, and I looked over to see if she’d fallen asleep (she’d been quiet for a while). Jen was still sitting there, leaning against the arm of the couch, watching tv. The position she was sitting in had caused her pajamas to shift, and I had a clear view up the short leg of her shorts. Her tiny pussy was just barely visible, not even a hint of hair on it, her pussy lips sticking out poutingly.

I shifted uncomfortably as I got instantly hard. My shifting caused Jen to look over at me, and I had to move to hide my erection from her. I wasn’t sure if she was seen or not. She shifted her position, tucking her legs up under her. Thankfully I couldn’t see up her shorts anymore, but the vision kept running through my head. We stayed up a bit later than normal because I was buying time for my erection to go away. After it subsided I got up to take her to bed, but she’d already fallen asleep on the couch, so I picked her up and carried her to bed. I put her in bed and stood there for a minute looking down at her body, her perfect skin barely concealed by her pajamas… and I started thinking about pushing her shorts aside to get a peek.

Getting out of the bedroom quickly took over my mind, and I found myself in the hall with a raging hard-on again. I went back to the living room to take care of my erection, but I couldn’t find anything on tv to jerk off too. Sneaking back into the master bedroom I searched through Jen’s mom’s stuff looking for some kind of porn. In the nightstand by the bed I found some magazines and used those to masturbate.

The following week I got to babysit again, and soon Jen was wearing her favorite pajamas again with the short shorts. Strangely Jen wanted to go to bed earlier than normal, but I obliged by getting her into bed. As she was slipping under the covers I got another peek under her shorts, her legs were spread as she flailed herself into bed, and that same loose leg stretched to the side to give me my view. Again I had an instant erection, and I had to do something about it. I left Jen in her bed and snuck back into her mom’s room.