Sex With My Babysitter
My mom divorced and remarried when I was a kid. I was 14 and my two half siblings were 1 and 2. I hit puberty very early and was involved in sports. My mom got a babysitter since I spent most summer mornings at practice.
Our babysitters name was Ashley. She was 20 and attending a local community college. I thought she was a smokeshow. She had a plump, round ass, C cup breasts and a pretty athletic (but slightly curvy) frame. She'd sit out by our pool in the afternoon and I'd watch her from my room and jerk off into a sock. I'm pretty sure she found my socks and used kleenex when she was cleaning up one day.
One day after showering she confronted me about it matter of factly. I was super embarrassed but got hard. She put my siblings to bed for a nap and then we went to my room. I had no idea what I was doing. She gave me a blowjob and swallowed. She then bent over the bed and let me have sex with her. I came inside her in under a minute.
We continued this for the rest of the year. She showed me what she liked and we even developed a code phrase "Do I need to clean my room?" to hint at going upstairs. She had only ever had one boyfriend but had a pretty high sex drive that pretty much matched mine at 14 years old.
She was usually wet and had really strong orgasms from penetration. I'd get back from practice around noon and shower while she put my siblings to bed for their afternoon nap. We'd sneak down into the basement and I'd fuck her on the couch. I would cum inside her and then keep thrusting and usually cum a second or third time. She would usually cum a few times. She had to get an IUD as emergency contraception because she wasn't on birth control.
Once the school year started she would give me a ride to school so that my mom didn't have to buy a car. On the way to school we'd park behind this warehouse and I'd fuck her quick, and then we'd do the same after she picked me up. Sometimes she'd ride me or I'd bend her over in the backseat. Sometimes I'd sneak into her parents house on the weekends a fuck her in their basement.
Looking back it was basically statutory r**e. I never felt abused though and she was always kind and matter of fact about it. She always told me that we could stop if I wanted, but that it had to be a secret. I'm glad she got an IUD or I would've been a teenage dad. Eventually she went off to state college her junior year and we stopped seeing each other. I found her on facebook and she looks happily married with two kids. I didn't realize at the time, but that was probably the most sexually satisfied I've ever been. Cheers to Ashley, I miss her.
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