Where it happened: home
Langauge: English
Sex: Male
Rating: 8
Category: Straight
My first sexual experience was with my stepsister Jackie. I was 12 when my father got married to a woman (they were only married two years) who had a daughter 5 years older than me. Because we lived in a trailer, Jackie and I had to share a bed in the living room. We both hated that arrangement, and Jackie couldn’t stand me and often pulled my hair and punched me when she got the chance. I must admit, no matter how much I hated her, that Jackie was good looking – she had large breasts, a big, round butt, and a dark tan from afternoons spent laying out. And she only wear a thin little v-neck t-shirt (with no underwear) to bed. It wasn’t unusual for me to wake up in the morning to see her shirt hiked up over her ass, or one of her tits dangling out of her shirt.
One evening in the middle of the night I woke up to find my pajama bottoms down to my ankles and Jackie’s hand around my penis. I was competely still and pretended as though I was asleep, but I could hear that Jackie’s breathing was really forced and that she was using her other hand to masturbate herself. After about 20 minutes of playing possum, I thought Jackie was finished when – to my shock – she swung one of her legs over my hips and inserted my to the hilt in her pussy. She started bouncing up and down (she was completely wet), and although it was completely dark I could see the outline of her big tits as they swayed back and forth. Jackie still thought I was asleep as I could tell she was trying to be especially quiet. After riding me for about 20 minutes she dismounted and pulled my pajama bottoms back up.
I never told her that I knew what happened that night, and the next year my father and stepmother got a divorce and I haven’t seen her since. But to this day that was the best fuck I’ve ever had!
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