My Stepsister Dante, an Older Man’s Obsession

Brenda’s house was a place where time seemed to stand still, a relic of a bygone era. My mom, her old high school friend, would often leave me in her care when she was working nights. Brenda was a free spirit, always drunk or strung out on something, and her children, Shay and Dante, were my age and two years older, respectively. I’d often take a bath before bed, and Dante would sneak into the bathroom, staring at me with an intensity that made me feel both scared and thrilled.

Sometimes he’d help rub soap all over my body, his hands gentle but firm. Other times, he’d place his hand on himself, moving it slowly up and down. I was too young to understand what was happening, but I knew it felt good.

Brenda would put us to bed around 9 pm, and I’d sleep on the couch. One night, after everyone had gone to bed, I was playing with myself under the blanket. I heard a creak, and the blanket was pulled back. I kept my eyes closed, hoping not to get in trouble, but my nightgown had ridden up, exposing my tummy and panties. A cool breeze hit my skin, and I tensed, but I tried to stay still.

A finger brushed against my panties, and I felt a surge of excitement mixed with fear. It was Dante, I was sure of it. He slid his hand over my warm skin, and I sighed, hoping he’d continue. But he pulled away, and I pretended to be asleep, hoping he’d come back.

The next day, I watched them closely, but they seemed normal. I couldn’t wait for bedtime, determined to give them another chance. I rubbed my pussy, feeling swollen and wet, and I was excited about the possibility of being touched.

10 pm arrived, and I was worried that they wouldn’t come. But around 10:20, I heard movement. Dante was creeping towards me, and I felt a thrill run through my body. He caressed my face with his hand, running his thumb along my lower lip, and I let my mouth fall open as he touched my tongue with his thumb.

He slowly rubbed his cock against my lips, and I felt a rush of excitement. I couldn’t believe what was happening. He moved in and out of my mouth, and I felt a salty liquid dripping into my mouth. I was in heaven.

After what felt like an eternity, he stopped and withdrew his cock. I felt a pang of disappointment, but he quickly pulled out a cloth and wiped my face clean. He left me alone, and I was left to wonder what had just happened.

The next day, I schemed to get more time with Dante’s cock. I decided to follow him into the bathroom, hoping to catch a glimpse. He was taking a shower, and I snuck in, trying to act casual. He looked hesitant, but I said I needed to pee, and he closed the shower curtain.

I peeked through the gap, and he turned, catching me in the act. I was mortified, but he just looked at me with a mixture of amusement and understanding. He told me to go back out, but not before he gave me a sly grin.

I left the bathroom, feeling both relieved and disappointed. But Dante didn’t leave me hanging for long. He sat next to me on the couch, and I couldn’t help but glance at his crotch. I saw a bulge growing, and I felt a rush of excitement.

He grabbed the blanket, covering himself, but I saw a glimpse of his cock peeking out. I looked up at him, and he was staring at the TV, trying to act nonchalant. I knew he was playing a game, but I didn’t mind.

After Brenda left the room, Dante leaned over and whispered, “Come into my room tonight, after everyone is asleep, and I’ll show you more about boy privates.” I couldn’t wait.

I snuck into his room, and he told me to crawl into the lower bunk. He followed, and we lay there, trying not to make a sound. He whispered about penises, telling me they come in two stages: soft and hard. He adjusted himself, and I touched his soft cock, feeling it grow hard under my fingers.

He told me to pet it, and I did, rubbing it gently until it was hard. He said he was going to show me some things, and he pulled his pants down, exposing himself. I scooted down, and he placed his cock in my mouth, moving it in and out slowly. The salty taste was back, and I felt a rush of excitement.

He pulled out, and he started to fumble with my panties, getting his hand under the waistband and over my slit. He told me about all the places guys like to squirt their white stuff, and I nodded, trying not to seem too eager. He said he’d show me, and he pulled down my panties, moving his hips forward until his cock was touching my pussy lips.

He wrapped his arm around me, holding me close, and began to hump me slowly. His cock glided over my clit, and I felt a wave of pleasure wash over me. I was so wet that his cock slid between my legs easily, and he humped me until he squirted, covering my pussy with his white stuff.

I returned home the day after our secret lessons, vowing to keep Dante’s teachings hidden from prying eyes. But it wasn’t until three weeks later that I found myself back at Brenda’s house, my heart racing with anticipation.

As I emerged from the bathroom, brushing my teeth, I caught sight of Dante leaning casually in the doorway. He was wearing a faded t-shirt and jogging pants, which he swiftly lifted to reveal his erection, pointing upwards like a beckoning finger. His cock head was swollen and inviting, the veins etched prominently beneath the skin. With a sly smile, he lowered his shirt, clearly pleased with the instant distraction he’d caused.

“I think it’s time I continued teaching you about boys tonight,” he said, his voice low and husky. I nodded eagerly, my excitement palpable. He lifted his shirt once more, and with a wider smile, disappeared from the doorway, leaving me breathless and wanting.

That night, I snuck into Dante’s room once more, crawling into bed against the wall. This time, he whispered that his cock needed more stimulation to reach its climax, and that we could make a bit more noise, since his mom was likely passed out from her earlier drinking binge.

“I want you to take off your panties,” he whispered, his voice husky with desire. “And I’ll pull down my pants and boxers. Then, I want you to kneel over my face, and I’ll make your vagina feel good while you make my cock feel good.” I obeyed, my heart racing with anticipation. As I sucked his cock, he licked my pussy, and the sensation was overwhelming. He had to lift his hips off the bed to intensify the feeling, his tongue probing my pussy with precision.

Eventually, he had me turn around and straddle his waist, his cock pressed between my pussy lips and his stomach. He humped me, I rubbed my pussy over his cock, and I felt myself cum. He grunted and humped, but became frustrated and had me lie on my back. He climbed over me, pushing his cock against my slit, humping and grinding against me. I came twice more, my body trembling with pleasure.

“I want to try something,” he whispered, his voice urgent. “If it hurts, you have to be quiet. You can tell me to stop, but you have to be quiet, because if we get caught, I won’t be able to teach you anymore.” I nodded, my voice barely above a whisper. He nodded and lined up his cock head with my pussy opening.

“I’m going to go slow,” he whispered, his body tense with anticipation. He began to push, getting a few inches in before shuddering and whispering, “Oh, your little pussy feels so good.” He slid further into me, my pussy feeling warm and wet. Every time he moved or his cock pulsed, my pussy clamped down in excitement.

He pulled back, and I was about to protest, but he slid back in, this time going all the way in until his body was pressed tight to mine. My eyes rolled back into my head, and my mouth fell open in mind-numbing pleasure. He barely pulled back before plunging back into me, his dick throbbing and spasming as he shot his load deep into my cunt.

The next night, I crawled into Dante’s bed once more, and he had me lie on my stomach. He licked my ass and probed me with his tongue, and I loved it. Once he’d licked my ass, fingered my pussy, and stroked himself to his heart’s content, he climbed on top of me, straddling my thighs.

“I’ve been watching some adult videos that teach about what men and women do to each other,” he said, his voice low and husky. “This is called ‘prone bone,’ and all you have to do is lay flat on your stomach.” He rubbed his cock head over my ass hole and slowly down until he was lined up with my pussy hole. He started to push, getting a few inches in before going as deep as he could.

“I’m going to call you my secret girlfriend,” he whispered in my ear, his body pressed tight to mine. “You can’t tell anyone ever, or you won’t be allowed over here.” I nodded, my body still trembling with pleasure. He thrust a few more times before spasmming inside of me as he came. I just lay there, wishing he could keep cumming in my pussy.