My sister Anna was playful and flirty--and a year older than me. While growing up, we invented role playing games and found imaginitve ways to get in trouble.
Once I was a pirate and tied Anna to a chair. I bit her toes and tickled her feet until she agreed to make my bed for a week as ransom. We inserted truth or dare cards in our Sorry game that demanded we flash each other or reveal a naughty secret. In the game of Apartment Robber, I’d sneak into Anna’s bedroom and swipe an object, such as her panties or a stuffed animal, while she beat me with a pillow or attempted to wrestle the object away. Rolling around naked under our pajamas—a misplaced hand, an errant leg—made my dick hard and fueled my earliest masturbation fantasies. Anna ended our games when she got to junior high. She was too mature to mess around with her brother, but without explanation, she revived it two years later. I was sitting on my bed and reading a Spiderman comic when I saw Anna crawling into my bedroom. She slinked low on her belly while snaking across the carpet in tight shorts and a loose T-shirt that never failed to catch my attention. As much as I liked to sneak a look down my sister’s shirt, this time I looked away and pretended I didn’t see her. When Anna sprung up to snatch the book, I grabbed her in my arms. Anna jerked back, and I tumbled from the bed onto the floor, holding my sister tightly around her rib cage. She laughed and struggled to escape, squirming so my forearms rubbed up and over her small, hard tits. The first time was accidental, but I repeated the action, rubbing over her tits slower each time. I hadn’t planned on feeling up my sister. It was an exciting accident that I didn’t prevent, and it aroused me even more when Anna ground her ass into my sudden erection. Wow, I thought, my sister never did that before! But her grinding against my erection in her tight shorts was a trick she used to break free from my grip. When I sat up, she pounced onto my back, and I fell forward onto the floor. I was stronger than Anna and could have bucked her off, but instead, I rocked my body between her legs. I’m not sure where I got the idea of masturbating my sister with a horseback ride, but Anna didn’t stop me. For several minutes, Anna clutched me tighter and tighter while I rocked and rubbed against her pussy. I felt her small hard tits pressing into my back and her warm breath on my neck. She clutched onto my shirt and bit my shoulder. My cock was so painfully hard, I wanted to roll over and press it between my sister’s legs, but our older sister, Theresa, pulled us apart before I could do it. Anna and I lay on the floor and looked up at Theresa. We were red-faced, breathless, and dazed as if waking up from sleep. I don’t know how long Theresa had been watching, but our young faces looked so innocent, she probably wasn’t sure what she’d witnessed. Anyway, she never said anything to us or to our parents. Unlike the many stories on this website, our sex play didn’t ignite into a blazing fire of unbridled orgasms. We didn’t even talk about our fooling around. We snuggled, tickled, and wrestled until I’d get what I called “the feeling,” which was a warmish bath of hormones and a painful hard-on I’d relieve in private. Our play ended a few months later when our cousin Angie captured my attention, and my sister found other outlets. I’ve had a lifetime’s experiences with amazing partners, but the memory of playing with my sister still excites me.
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