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Naivety

Summary:

He hates what his new stepmother has done to his carefree existence with just him and his dad. What better way to take his revenge then to take it out on his new extremely sheltered and naïve stepsister?

Notes:

ALL CHARACTERS ARE OVER 18. Attempting to add new work with gifs, so this is decidedly not an underage one-shot.

Work Text:

His stepsister is so fucking naïve and innocent. He’s wanted to just ruin her since the day their parents got married and she moved in. Going from a carefree bachelor household to one ruled by his ultra-conservative stepmother just stokes his desire to lash out.

He resents the hell out of his dad for letting it get to this point. Instead of greasy breakfasts and sports on the TV, they now have to have organic quinoa and TBN. Instead of pizza and beer, they have to pray before eating dry chicken, and there’s no more alcohol in the house. The step-monster even drags them to church every Sunday.

At least he still has a brain and a working knowledge of how the real-world works. His poor stepsister has been held so well under her mother’s thumb, he’d not convinced she doesn’t genuinely believe periods are God’s punishment for Eve eating the apple or she’ll go to Hell if she so much as looks at a man for longer than three seconds.

She’s nineteen and, from what he can tell, she barely has a high school education because she’s been homeschooled her entire life and has the sociability of a sheltered ten-year-old. She has no friends who aren’t also her mother’s friends or church friends. She reads the Bible during her leisure time. And even he can tell that she’s had no sexual education and doesn’t understand what the Bible means when it discusses ‘lying with’ one’s husband.

Everything makes her blush and makes her mother incensed. Like when he works out and takes off his shirt. Or when he goes out with his buddies and comes home buzzed. His stepmother tries to put a stop to it, and his dad even backs her up, but he constantly reminds them that this house is his late mother’s house, held in a trust in his name, and since he’s an adult and come into his inheritance, he can evict them all if he feels like it. He just doesn’t want to do that to his dad. He’s still holding out hope that his dad will wake up and realize what a frigid bitch he married and get a divorce. Then everything can go back to the way it was. The way it’s supposed to be.

But as he watches his stepsister flounce through the house in her long skirts, high-neck blouses, and baggy cardigans, he wants to get revenge on his stepmother for all the trouble she’s caused.

So one night he sneaks into Susan’s room. His dad had snuck a fifth of Jack, and his stepmom takes a pill to sleep, so he knows they’re out for the count. Susan goes to bed strictly at 9:30, and it’s almost midnight now.

She’s asleep like a good girl. Her pale pink blanket is pulled up to her neck, and her hair is still in the braid her mother gave her while they listened to choir music in the living room earlier. As he steps inside and shuts the door—which has no lock, so he wedges a chair underneath the knob—she doesn’t stir. He stands over her slumbering form, the dark and lewd thoughts ruminating in his mind like a vicious stew.

He tests her with a poke to her cheek. Her head moves, but her eyes don’t open. He cups her cheek and turns her face towards him, and all she does is take in a soft breath.

“Susan,” he whispers, still earning himself no reaction from her. He drags her blanket, revealing her shoulders and cotton t-shirt nightgown. It goes down to her knees, and he thinks this is the first time he’s seen her ankles as he pulls the blanket completely off her.

She’s sleeping on her back peacefully, her hands clasped over her chest that slowly rises and falls with her deep breathing. Her bed dips as he crawls onto it, hovering over her legs. He carefully spreads them, kneeling between her knees. Her skin is buttery soft and so smooth as his hands shift the hem of her nightgown up, up, up over her panties and flat stomach.

She’s wearing fucking cartoon panties with a little pink bow, go figure. So fucking innocent and so ready for corruption.

He licks his lips, his fingers skimming the soft, untouched skin of her thighs, up to the lines of her panties. He traces the lines, checking her unmoved face. Sliding his hand down the center of her panties, he nuzzles the pad of his thumb against her pussy through the fabric.

She doesn’t feel remarkable or anything. But he’s still hard as a rock just at the first touch of someone so innocent. He’s shocked that she feels smooth through the thin cotton. Like her hair is shaved. Her mother doesn’t allow her to lock the bathroom door, let alone her bedroom door. When has she had time, or the inclination, to shave her pussy?

Shaking his head to himself, he re-focuses on his slow debauchery. He slides his hand against the crux of her inner thigh and against her pussy, under the panties. She feels prickly, as if there’s been time for new growth between shaves. He doesn’t mind.

Keeping his thumb hooked outside the crotch of her panties, he rubs his four fingers over her mound. Her body softens under his touch, and he grows bolder. His thumb swipes over the little bump at the top of her pussy. She’s starting to warm up.

His eyes skip up to her face. She’s still sleeping peacefully. Her breathing is deep and slow. As his fingers move over her pussy, the untouched flower blooms, heats, and grows damp. He thumbs her clit, feeling it swell.

Grunting to himself, he pulls his hand out of her panties and rears up on his knees. Squeezing his hard cock through his pants, he clenches his jaw before he pulls his zipper down and undoes the button. He shoves his pants down to his knees and awkwardly lifts his legs one after the other to get them on Susan’s bedroom floor.

He leans over her as she slumbers on her back. She has no idea that he’s here with her, touching her. Or what else he’s going to do to her.

He skims his hands up her nubile body. His hands cup her tiny breasts and squeeze gently. Her nipples fit perfectly between his fingers. He tightens his fingers around them, groping his hands back and forth until her skin is warm and nipples hard.

“Mmm…” Susan moans.

He freezes. His eyes zero in on her face. Her eyes are obviously moving under her eyelids, and her brows pinch together. But as he doesn’t move—hands still planted on her breasts—she eventually relaxes again.

Breathing out steadily, he takes his hands from her chest and uses them to push her thighs even more open than they are. He crouches between her legs, wrapping his hand around the base of his weeping cock. He squeezes and holds his pole straight out. Balancing himself with one hand on her thigh, he presses the head of his cock against her pussy through the thin fabric of her panties.

Now he feels her warmth and hint of dampness through the cotton on his cockhead. A shudder rolls down his spine. Part of him wants to rip away her underwear and wake her up just before he plunges his cock into her tight virgin cunt so he can see her eyes widen and hear her scream for him.

But he doesn’t. He slides his cock against her, the head rolling out of its sheath as he thrusts through his fist.

But this isn’t enough. He wants more. And he wants her to wake up with his cock against her skin.

With deft fingers, he pulls her panties so he can work the first few inches of his cock underneath the fabric. His hands pin her thighs to the bed as he shallowly thrusts his cock against her mound, her wetness spreading against his shaft.

Susan lets out a cute little moan, her face twisting and body stretching with slow gooey wakefulness. Her eyelids twitch and flutter. Slowly, her eyes open. She blinks a few times, reaching to rub the corners of her tired eyes as she takes in her dark room. Her body rocks minutely with his frottage.

Her eyes swing, finally landing on him. “Huh? What are you doing here?” Her voice is still sleepy and croaky. She rubs her eyes again and leans up on her elbows. “What’s going on?”

He flattens his hand across her flat stomach, pausing his rocking hips. “Shh… I don’t want you to worry about a thing, okay? I’ll take care of everything.”

“What?” she asks, still confused and tired. She finally notices that she’s mostly naked and his cock is in her underwear. She gasps and recoils, her movement like syrup. “Oh my goodness, we’re having sex?”

He chuckles and resumes his rocking, letting the underside of his shaft slide through her wet folds. “This isn’t sex, sweetheart.”

She frowns, her forehead wrinkling in confusion. It’s so pure and sweet. “It isn’t? But the Bible says that to lie with a man before marriage is a sin.”

“To lie with means sex, but this isn’t sex. It’s just some touching; it’s fine,” he tells her. “You’re still a virgin as long as I don’t go inside you and break your hymen.” He’s betting she believes in those old wives’ tales.

“Oh. Right.” Susan purses her lips and looks down, watching the head of his cock poke through her panties. “So, as long as you don’t put it inside me, it’s not a sin?”

“Exactly,” he tells her. “But you see that my penis is hard?”

“Yes.”

“It hurts me when it’s like this,” he says. “Touching like this helps me feel better. You always talk about helping people. Stay still and you’ll help me, okay?”

He can see her throat move as she swallows. Her voice is meek as she says, “Okay.”

Grinning wolfishly, he pulls his cock out of her panties and tugs on her panties, pulling them off her, down her thighs, with a helpful lift from his little stepsister.

He sets her panties across her tight belly. Planting his right hand on her thigh, he uses his thumb to pull on her skin, splitting the folds of her pussy to reveal her wet hole. With his left hand, he holds his cock and presses the head against her pussy, sliding it through her folds and over her wet clit.

“Wait—no, we can’t have sex; it’s a sin!” Susan whispers.

“We’re not,” he says. He grunts as he rocks his hips, sliding his cock through her wet pussy lips and shuddering at the wrong fiery feeling of the contact.

“This isn’t sex?” Susan questions.

He shakes his head, his eyes still on his cock rocking through her split lips. “I’m not inside you. Your hymen isn’t broken. You’re still a virgin. You’re just being a good stepsister and helping me.”

“Oh,” she hums; still frowning but not arguing or trying to get away. She lay there while he uses her.

Soon, it isn’t enough. He wants more. His cock is throbbing, and she’s getting so wet and messy, he knows he can just slide right in. He’s aching to.

Gritting his teeth, he finally notches the head of his cock at her entrance and pops the tip in.

Susan’s eyes bug. “Oh, my goodness—you’re inside me.”

He shushes her, pressing his finger against her gaping lips. The head of his cock sinks into her tight hole. He can already feel her pussy struggling to accommodate him. Her thighs tense and flex as he sinks in.

“I haven’t gone deep enough to break your hymen. It’s fine,” he tells her, rocking his hips shallowly. “This doesn’t count as real sex. It’s just the tip.”

“Are you sure this is okay?” she asks him. There’s a tightness in her voice now. Her body is tense all over as he creeps the head of his cock in and out of her little pussy. “I’m supposed to save myself for my husband. Won’t he be angry with me?”

“No, of course not,” he tells her. “I’m not all the way inside you. If you dip your toe in the pool, does that mean you went swimming?”

Dubiously, Susan shakes her head. “No.”

“It’s the same with this.”

Susan reluctantly relaxes, shutting her eyes. “Okay then.”

He lets the tip of his cock pop in and out of her sweet pussy repeatedly, coaxing more arousal from her naïve body. She’s not so wet that it’s easy. But she’s getting there.

Susan clasps her hands over her chest like she had when she was sleeping. “I feel weird. What’s happening? Why am I so slippery down there?”

He chuckles to himself. Of course, no one’s bothered to tell her about the ins and outs of sex or even the basics of her own anatomy. But it gives him an idea.

Moving his hips just a touch faster, on his next thrust inwards, he pushes more than half of his long cock into her tight hole. Her pussy fights him, walls pulsing as if trying to force him out at the sudden penetration. He feels a fresh wave of wetness and peers down to see a trickle of blood against her puffy pussy lips.

Susan gasps sharply at the pinching pain, and her body bucks at the sensation. “What? No! Oh my goodness, you’re inside me way more! You have to pull out!”

He hides his evil grin as he thrusts his cock into her tight virgin cunt. “Sorry, Susan, you were just so slippery, my cock went in.”

Her eyes tear up. “You have to pull out! We’re sinning!”

“It’s too late now,” he tells her in a faux-comforting tone. He continues moving his hips, luxuriating in the feel of his cock splitting her apart. Her walls still churn around him, resisting. But her natural arousal grows, easing his way inside her. “It’s already done. But you know what? You can make up for it in God’s eyes. You don’t have to go to hell.”

Her eyes are wide and wet, lips quivering. “I don’t? How do I make up for this?”

“You have to let me finish using your body to help me,” he tells her. “I’m still hard and hurting and you’d said you’d help me.”

She writhes uncomfortably as he sensually fucks her. The conflicting emotions are plain to see on her pretty little face. “That’s it?”

“That’s it. Then it’s like this never happened, and you don’t even have to go to confession,” he tells her.

Sucking in a shuddering breath, Susan nods. “Okay.”

Licking his lips, he snaps his hips inside her, burying his cock in her tight pussy with a deep groan. Susan mewls, flopping back onto the bed limply. He’s successfully turned her into his little cocksleeve.

Moving faster now, his cock works its way in and out of her with a series of slick wet sounds as her pussy opens for him and grows wetter. His balls smack into the cut where her ass meets her thighs. Her mattress squeaks with the force of his thrusts, and when her headboard smacks into the wall, he knows he has to change things up unless he risks making enough noise to wake either of their parents. Pills and secret booze will only cover so much.

With a groan, he pulls out of his stepsister and turns her onto her stomach. He crawls off the bed, pulling her with him until her knees are on the floor and she’s folded over the end of her bed. Grabbing her panties, he drapes them over the small of her back. They really complete the picture of ruined innocence.

He kneels behind her and quickly pushes back inside her.

“Oh!” Susan gasps as he starts fucking her from behind. Her hands bunch her pale pink blanket as he rocks her body against the foot of her bed. At least this way, it doesn’t smack into the wall.

“Fuck, you’re so fucking tight and hot,” he whispers as he fucks her. He plunges his cock into her pussy, shivering at the wet squelching noises her pussy makes with each thrust. His cock is coated in her wetness and easily slides into her, his pelvis smacking into her perky little ass. If he’d known she was smuggling this under all those long skirts and shapeless blouses, he would have done this sooner.

His balls now smack against her clit as he plants his hands in her ass and holds her pussy open for his cock as he pounds into her.

Hesitant whines are coming from Susan’s lips, adding to the erotic wrongness for him. She inhales sharply. “Something’s wrong. I feel funny—inside…”

He knows what she means. Her pussy is pulsing on his cock with the telltale signs of an impending orgasm. She’s about to cum. And she has no idea what she’s in for.

He ignores her concerned words. And her heavy panting. And the way her voice gets higher, and she starts to cry out.

Fucking her hard and fast, his body swells and tightens. Pleasure races up his spine, his cock throbbing as he begins to cum. What pushes him over the edge is the way her pussy closes around his cock and her whines turn into pleas for him to slow down as she moans in muddled pleasure.

Grunting, he shoves his cock inside her and shoots his cum into her body, draining his balls without care. Her pussy is a tight sleeve, still pulsing, coaxing string after string of cum into her womb.

When he’s done, he sighs heavily as he pulls out of her. He works her panties back up her limp legs, over her pussy that starts leaking with his cum. He’s tempted to push it back into her. But he knows already that he’s going to have to sneak some Plan B into her breakfast.

Standing and pulling on his pants, he pats Susan’s hair and says, “We should keep this between us. You were just helping me, but we both know your mom won’t understand. Get some sleep, Susan. See you in the morning.”

She’s still shaking, bent over her bed, when he leaves her room.

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