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Dark Places

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two chubby goth sisters in their early 20s are stuck at home on a stormy night during a power outage. The two sisters talk about random things to pass the time when they both mention how they are anal virgins. They decide that they want to lose their anal virginities that very night. They think about who could fuck them in their asses. They decide on their quiet 47 year old neighbor who became a widower a year ago and is a nerdy academic type. They chose him because they have a thing for sad guys and older men. They go over to his home in tight fitting close "borrow" some batteries due to the blackout and he invites them in.

Chapter 6: The Sweetest Submission

Seph, still on all fours, crawled with a slow, deliberate wince to the side of the bed. She rolled onto her hip with a soft groan, one hand instinctively reaching back to gently cup her own sore, well-used ass cheek. “Fucking hell,” she breathed, a laugh tangled in the exhale, “feels like I’ve been stretched open by a traffic cone.”

Still in the bed, Demi’s eyes were wide as she stared at her sister’s hand covering her reddened pucker. “Jesus, Seph,” she whispered, her gaze flicking to Alistair’s still-erect cock in his hand. “You’re a big-dicked bastard, you know that?” The crude word in her soft voice was so absurdly misplaced that Alistair’s tense expression cracked into a genuine, startled smile.

Seph grinned back, a tired, satiated smirk. "You fucked me really good, daddy."

He smiled, a soft, crinkling expression that reached his tired eyes. "I'm glad you liked it, sweetheart," he said, his voice a low rasp of genuine warmth that felt entirely unfamiliar to her.

Seph blinked, the casual endearment and his obvious sincerity landing in her chest with a soft, unexpected weight. Her previous lovers had always just rolled over and fallen asleep or come up with an excuse to leave right then and there. Still smiling, she looked at him affectionately, a strange looseness settling in her shoulders. She could feel herself softening to him, as if he wasn't someone she had to put up a protective shield around.

Then, both of their eyes drifted toward Demi, an unspoken question hanging in the candlelight. Seph looked at her younger sister with a mix of fierce pride and protective concern, her dark-lined eyes soft. Alistair watched Demi with a kind but undisguised hunger, his desire for her plain on his tired, handsome face.

Demi’s own eyes dropped to his cock, which he idly stroked. It glistened wetly, slick with a clear mix of lube and the deeper, opaque juice of her sister’s anus. A flutter of real nerves tightened her stomach as she remembered the wide, loose gape of Seph’s asshole just moments before. She still wanted it, desperately, but the ghost of that image promised a sharp, burning price.

She still wanted it, desperately, but the ghost of that image promised a sharp, burning price. Demi bit her plump, painted lip, her teeth worrying the dark purple gloss as her wide, kohl-rimmed eyes fluttered back to Dr. Finch's face.

He saw the naked nervousness there, softening the usual dark allure of her makeup into something sweeter, more vulnerable, and overwhelmingly beautiful. That obvious sweetness scraped against the raw hunger in his gut, stirring a confused, paternal instinct to shield her that warred viciously with the need to feel her asshole clenched around him just as her sister's had been moments before.

Seph, watching from her propped-up perch on the pillow, broke the silent tension with a groan as she shifted her sore body. “Stop overthinking it, you big baby,” she said, her voice affectionate and raspy. “Assume the position, Princess.”

Demi took a shaky breath, her gaze sliding from Alistair to her sister. “Would you hold on, you bossy slut,” she fired back, the attempted sass undercut by the breathless quiver in her voice. She looked at Alistair again, her expression shifting into one of earnest plea. “Just… go slow at first, okay?”

“Of course,” he murmured, his voice low and steady, a deliberate contrast to the pounding in his own chest. “Just let me know if it hurts too much.”

“I will,” Demi whispered, nodding as if convincing herself. She then shifted her position on the rumpled sheets, her movements hesitant but deliberate. Turning onto her hands and knees, she crawled slowly to the center of the bed, the exact spot still warm from her sister’s body.

Turning onto her hands and knees, she crawled slowly to the center of the bed, the exact spot still warm from her sister’s body. She then rotated herself gracefully, her long, colorful hair swishing, until the full, magnificent curve of her large ass, still barely contained in its tiny black lace thong, was facing Alistair.

She hesitated there for a moment on her hands and knees, her breath coming in shallow hitches. Her head turned, one blue and purple strand of hair catching on her glossed lips, and her eyes instinctively sought out Seph’s face. Seph, leaning back against the headboard with a tired but deeply satisfied smirk, gave her a slow, deliberate wink.

“Don’t worry, you’re going to love it,” Seph said, her voice a low, knowing purr.

Demi took a final, steadying breath and then, with a resolve that straightened her spine, she lowered her upper body down until her cheek pressed against the still-warm duvet. Her thick, pale thighs shifted apart, settling heavily into the mattress with a soft sigh of fabric.

She arched her spine then, pushing her hips back and upward until her full, round ass was raised high in the air, a pale, trembling moon in the lamplight. The position strained the tiny black lace thong. From his vantage point, Alistair’s breath caught. Her buttocks were impressively large, a generous, heavy shelf of flesh, yet they maintained a perky, upturned curve that defied their weight.

The thin string of her thong bisected her crease, a mere whisper of lace that did little to hide the tight, furled pucker of her asshole beneath it. To either side, the swollen, plump lips of her pussy pressed insistently against the garment’s edges, their fleshy fullness spilling out slightly.

Alistair’s throat went dry. He’d seen it moments before, but presented like this, Demi’s ass was a breathtaking masterpiece of soft, generous curves. Seph let out a low, appreciative whistle, her own soreness forgotten.

"God damn, Demi," Seph breathed, her voice full of genuine reverence. "Look at that thing. That is a grade-A, made-for-fucking ass right there."

Demi's muffled voice came from the duvet, flushed with embarrassed pride. "Shut up, it's just an ass." She hesitated, then asked softly, "Seph, can you... lube him up for me? My hands are shaking."

"You got it, babygirl," Seph said, pushing herself up. She leaned over to the nightstand, her own body protesting, and grabbed the half-empty bottle of lube. She shuffled closer to Alistair on her knees, giving him a tired but wicked grin.

"Don't mind me, Dr. Big Dick," she murmured, her fingers curling around his shaft. She squeezed a cold, generous glob onto his head. As she began spreading it, her slick fingers slid over the wetness already there—the unmistakable, silky proof of her own stretched, used asshole. The sensation sent a possessive, filthy thrill straight through her.

Seph finished coating him, her hand lingering for a possessive beat before pulling away. “Alright, he’s good to go,” she announced, her voice husky.

She then looked down at her sister’s presented form, at the flimsy black lace still stretched taut between Demi’s full cheeks. “We gotta lose this first, babygirl,” Seph said, her tone shifting to one of practical tenderness. “Can’t have lace in the way of my masterpiece.”

Leaning forward, Seph hooked her fingers into the delicate sides of Demi’s thong where they cut into the soft flesh of her hips. She pulled the fabric down in a slow, deliberate motion, revealing the smooth, creamy expanse of skin inch by trembling inch.

The lace slid over the full, round swell of Demi’s buttocks, catching for a second on the pronounced curve before releasing completely. It revealed everything: the deep, shadowed cleft, the tight, pink furl of her untouched anus clenched in nervous anticipation, and lower, the swollen, fleshy lips of her pussy, glistening with arousal and raised invitingly toward the lamplight.

“There we go,” Seph murmured, her voice approving. She gave the bared, plump cheek a playful, stinging slap that made the flesh jiggle.

Demi gasped and jolted forward at the sudden contact, a sharp, surprised sound escaping her. “Seph!” she squealed, her voice muffled by the duvet as a bright red handprint bloomed on her pale skin.

She twisted her head to look over her shoulder, her face a chaotic blend of flushed shock and involuntary amusement. “You’re such a bitch,” Demi breathed, but she was biting her lip to hide a smile, her earlier nerves momentarily shattered by the familiar, sibling-like intrusion.

Alistair watched the red mark fade into a softer pink on Demi’s soft skin. “This is incredible,” he said, his voice thick with a reverence that felt entirely genuine. “Both of you... Your asses are both so gorgeous.”

Seph smiled, a slow, proud stretch of her lips as she admired her sister’s trembling form. “You hear that, Dem?” she said, her voice a husky, amused purr. “Dr. Big Dick here likes some junk in the trunk.”

Demi’s muffled laugh vibrated against the duvet, her shoulders shaking briefly. “Well, he’s got plenty to grab onto, I guess,” she managed, her voice thick with embarrassment and a thrill of ownership.

Alistair let out a soft, genuine chuckle, the sound warming the charged air. He shifted on his knees, the mattress groaning. His gaze swept from the reddened handprint on Demi’s cheek to the tight, nervous pucker presented just below it.

He leaned forward, placing a broad, warm hand on the small of her back. She flinched at the contact, then sighed, melting into the pressure. “Easy now,” he murmured, his thumb stroking a gentle arc on her spine.

With his other hand, he guided the slick, swollen head of his cock through the damp heat between her legs, letting it nudge against her entrance first. A shudder ran through her. “Just a little taste,” he whispered, coating himself in her wetness before tracing upward.

The cool, lubed tip finally came to rest against her clenched backdoor. Demi held her breath, her whole body tense with expectation. “Okay,” she breathed out, the word barely audible. “Okay, I’m ready.”

Seph watched, her own body humming with a sore, satisfied echo, as Alistair began to push forward with infinite care.

The pressure was a blunt, insistent presence against her tight ring of muscle, a stark contrast to the silken heat below. He pushed, and the slick, bulbous head of his cock began to breach her, a slow, burning invasion that stole her breath. Demi whimpered, a high, strained sound, and her teeth dug into her plump, purple-glossed lower lip.

She felt herself stretching open around him, a fierce, bright sting that made her whole body clench. A small, pained wince tightened her features as the thick crown fully penetrated her, the stretch intensifying. “Demi?” Alistair’s voice was rough but gentle, his body frozen, buried just inside her. “Are you okay, sweetheart?”

“It… hurts,” she gasped out, her voice trembling against the duvet. “But don’t stop. Just… keep going, please.” He leaned over her, his shadow enveloping her, and his lips brushed her shoulder blade. “You’re doing so well,” he murmured, the words warm against her skin. “Just breathe into it and relax.”

He pressed forward again, a slow, inexorable advance that made her cry out softly. Seph, drawn by a fierce, voyeuristic pride, shifted from her spot on the pillow. She crawled closer on her knees, her sore body protesting, until she was right beside them, her face only inches from where her sister’s body joined with his.

Her gaze was fixed, unblinking, on the mesmerizing sight of his slick, thick shaft disappearing into Demi’s virgin asshole. From this vantage, she could see every detail: the way her sister’s pale, puckered flesh strained to accommodate him, the glistening stretch of her skin, the faint tremble in Demi’s raised hips.

From this vantage, she could see every detail: the way her sister’s pale, puckered anus strained to accommodate him, the glistening stretch of her skin, the faint tremble in Demi’s raised hips.

Seph watched, utterly rapt, as Alistair continued his slow, careful invasion. His hips shifted incrementally forward, burying another thick inch of his length into the searing tightness of Demi's ass. Demi let out a sharp whimper, the sound muffled by the duvet her face was pressed into, as he withdrew slightly only to push back in with that same agonizing, deep patience. Each measured stroke seemed to sink a fraction deeper than the last, stretching her virgin ring of muscle to a breathtaking, shiny tautness.

Seph’s eyes, dark and unblinking, lifted from the mesmerizing juncture of their bodies to Alistair’s face. His expression was a mask of intense concentration, jaw tight, a sheen of sweat on his temple. "Does my little sister's ass feel good?" Seph asked, her voice a low, husky purr as she stared straight into his eyes. Finch could only manage a sharp, ragged nod, a strained "Uh-huh" grunted from between his clenched teeth as he focused on the overwhelming, silken heat clenching around him.

Driven by a sudden, possessive affection for this man who was fucking them both so thoughtfully, Seph leaned in and captured his mouth in a slow, deep kiss. Her tongue slipped past his lips, tasting the salt of his skin. He kissed her back automatically, a distracted, hungry meeting of mouths, his attention divided between her insistent tongue and the exquisite pressure building below.

His hips, moving with that deliberate, deep rhythm into Demi's ass, began to piston a little faster now. The pace shifted subtly, the slow, steady strokes gaining a new, reflexive urgency fed by the dual sensations of Seph’s hungry mouth and Demi’s clenching warmth. Demi’s answering whimpers climbed in pitch, morphing from pain toward a bewildered, breathless pleasure as the faster, deeper friction found a rhythm inside her.

“Oh, fuck,” Demi gasped, the word shattering into a high, reedy moan as he seated himself fully inside her for the first time, his hips flush against the heated flesh of her large ass. Her whole body shuddered, a full-length convulsion that made her asshole flutter wildly around his buried length. She went boneless against the mattress, her cheek grinding into the damp duvet, overwhelmed by the sheer, stuffed fullness of her ass. Alistair froze above her, panting, letting her adjust to the impossible stretch, his hands gentling on her hips.

"You're so deep," she sobbed, her voice muffled and wet. "I can feel you in my fucking stomach."

Seph, breaking their kiss, grinned with fierce pride and dropped a hand between her sister’s trembling thighs. Her fingers slid through the slick mess of her labia, finding Demi’s swollen clit with unerring accuracy.

Her touch was practiced, firm and deliberate, immediately syncing her circled fingertips with the rolling rhythm of Alistair’s thrusts. Demi's reaction was immediate and electric, her back arching sharply raising her ass even higher into the air as a choked gasp of "Oh shit!" tore from her throat. The sharp, dual stimulation—the deep, stretching burn in her ass and the bright, insistent buzz on her clit—flooded her brain, short-circuiting her ability to process anything but sensation.

Demi twisted her head, her cheek grinding against the sweaty duvet, her colorful hair plastered in damp strands to her flushed face. Her features were a mess of streaked eyeliner, deep red flush, and sweaty exhaustion, but her dark-lined eyes found Seph's with a desperate, questioning intensity. "Seph?" she panted, her voice thin and frayed at the edges, a plea tangled in the single syllable.

Seph locked onto her sister’s gaze, her expression completely open and unblinking, holding eye contact without a flicker of shame as she continued to rub and circle her sister's slick clit roughly. "You did it for me, Dem," Seph said, her voice low and steady. "I want to help you get off, too," Seph held her eyes. "Just relax and enjoy it, babygirl. Let it feel good."

Demi stared up, overwhelmed, her body humming with conflicting signals of pleasure and profound, vulnerable intimacy. A weak, fluttering nod was all she could manage as she melted into the mattress, submitting completely to the pounding rhythm behind her and the possessive, intimate dance of her sister's skilled fingers.

Seph, seeing that surrender, felt a fierce, protective pride surge through her chest. "Good girl," she murmured, her voice thick with an emotion far deeper than mere arousal. She leaned down and pressed her lips to the side of Demi's sweaty, hot temple, a brief, hard kiss of approval sealed into her damp skin as Alistair's hips snapped forward with a renewed, pounding intensity, driving another sobbing cry from Demi's throat.

Alistair’s thrusts settled into a deep, punishing rhythm that shook the entire bedframe. The sharp, regular knocking of wood against the wall was the only answer until he gritted his teeth, his own control fraying as he felt the demanding build of his orgasm.

“Jesus, Demi, are you okay?” he ground out, his voice a rasp of genuine concern that warred with the frantic need to piston into her relentless, virgin heat.

“It hurts so much,” she sobbed, her words hitching with each driving impact, “but it feels so fucking good, too, don’t you dare stop!”

Her confession, raw and tear-soaked, snapped the last thread of his restraint. “I’m gonna fuck you really hard now, sweetheart,” he warned, his tone dropping into a dark, hungry promise that vibrated through his hands on her skin.

“Please, I’m scared,” Demi whimpered, burying her face deeper into the duvet, her body tensing for a punishment she was silently begging for. “Do it, just do it.”

“Good girl,” he murmured, the phrase a soothing, paternal praise layered over a visceral growl of hunger. His broad hands slid from the small of her back to the abundant, soft flesh of her hips, his fingers sinking deep into the plush give of her body.

He gripped her with a force that would leave bruises, anchoring her completely, and without another word of warning, he drove his entire length into her in one long, brutal thrust. The air left Demi’s lungs in a shattered, silent scream before sound returned—a guttural, ragged wail of pure, overwhelming sensation.

Her face, when she twisted it from the mattress, was a masterpiece of agonized rapture: eyes screwed shut, mouth a twisted, wet sob, tears cutting dark trails through her smudged kohl and purple blush as a second, deeper, blossoming pleasure detonated behind the brutal stretch.

Seph’s fingers found a frantic, mirroring rhythm against her sister's slick clit, her circling pressure growing sharper and more demanding with each of Alistair's deep, driving thrusts. Her fingertips moved through the sopping wet mess between Demi's thighs, sliding easily in the mixed fluids there, the swollen bud beneath them pulsing like a frantic heartbeat. "That's it, just take it, you're doing so fucking good for us," Seph breathed, her voice a husky mix of encouragement and dark arousal, her own excitement coiled tight at seeing Demi this utterly broken open.

She felt a fierce, protective thrill buzzing under her skin, a guilty and possessive pride that she was the one guiding Demi through this, her touch the anchor in the storm. Demi’s moans sharpened into half-screams, ragged and punched-out with every inward slam of Alistair's hips, her sounds weaving a frantic counterpoint to the wet, rhythmic slap of flesh.

His hips hammered forward relentlessly, each impact painting the pale, heavy spheres of Demi's ass a deeper, rosy red, the sound a solid, meaty punctuation to her cries. Inside her, his dick felt like a thick, relentless line of fire, a seamless stretch of brutal fullness that burned and filled butthole her in equal, overwhelming measure.

"It's too much," Demi shrieked, her body bowing tight, but Seph just pressed harder with her fingers. "No it's not, you love it, I can feel you fucking trembling," Seph shot back, her own breath coming fast. Alistair groaned, a raw, guttural sound, his pace becoming erratically fast, his control clearly splintering. Demi’s entire world dissolved into that brutal, perfect rhythm, her ass clenching helplessly around the invading thickness as Seph’s unforgiving fingers pushed her right to the edge.

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