Chapter 476: In the Hotel with Sydney and Cindy [4] [R-18 Contents!]

We lay tangled in the wreckage of the sheets, the air thick with the musk of sex and sweat, our chests heaving in unison as if we’d all been pulled from the same deep water.

Cindy was a warm, trembling weight against my left side, her cheek pressed to my shoulder, her breath coming in short, shaky bursts that cooled the sweat on my skin.

On my right, Sydney had collapsed in a sprawl of limbs and dark hair, one leg thrown over mine, her breasts rising and falling with deep, satisfied breaths.

Cindy had come apart on my tongue, her release still faintly coating my chin. Sydney was full of my seed, her thighs sticky with it, her pussy fluttering occasionally with aftershocks that made her whimper and squirm against me. It had been a three-way collision of bodies that I’d never imagined myself capable of, and now, in the quiet aftermath, my mind reeled with the realization of how much time I’d wasted.

Months of tension, of longing glances and unspoken wants, all because I’d been too wrapped up in shame, too afraid of becoming some ravenous beast, some creature of pure lust. But here, with clothes shed and barriers broken, I saw the truth: we were all the same. Sydney had always been hungry for it, bold and unashamed, and even Cindy, beneath her layers of shyness and propriety, harbored a hunger that thrived behind closed doors.

I turned my head on the pillow, my gaze tracing the delicate line of Cindy’s jaw, the sheen of sweat at her temple, the way her lips were still slightly parted and swollen. "Recovered?" I asked.

Cindy’s eyelashes fluttered. She turned her head, her blue eyes meeting mine, and a fresh wave of crimson bloomed across her cheeks. "Yes..." she whispered. She didn’t look away. Her tongue darted out to wet her lips, and I watched her chest rise with a deeper breath, her nipples tightening as if in anticipation. She wanted more. She wanted me inside her.

Sydney stirred on my other side, lifting herself up on one elbow. Her dark hair cascaded over one shoulder, sticking to the sweat on her collarbones. She looked between me and Cindy, a knowing, satisfied smile curling her lips. She didn’t say a word. She just shifted back, settling against the pillows with a languid stretch that made her breasts sway, her eyes heavy-lidded and watchful. She was giving us the space. Giving me Cindy.

I pushed myself up and moved onto my knees, the mattress dipping beneath my weight, and looked down at Cindy. She was already moving, her body lithe and eager despite her earlier exhaustion. She rolled onto her back and shifted down the bed, positioning herself in front of me. With trembling hands, she grasped the back of her knees and drew her legs up, spreading herself open for me.

The pose was quite obscene, her thighs parted wide, her glistening pussy on full display, pink and swollen and dripping with arousal. It looked like it was breathing, her inner walls fluttering visibly, her entrance clenching on nothing as if begging to be filled.

If she wasn’t ready now, she never would be.

I couldn’t wait another second. I wrapped my hand around my cock, giving myself a slow stroke, still slick with Sydney’s release and my own. I was hard again, achingly hard, like I hadn’t just come minutes ago. I grasped one of Cindy’s lifted legs, my fingers digging into the soft flesh of her calf, and lined myself up. The head of my cock kissed her entrance, nudging against her slick folds, and we both groaned at the contact.

Then I pushed inside.

"HAAAH—yesss...!"

Cindy cried out, her hand flying up to grip the pillow behind her head. Her back arched off the mattress, her mouth falling open in a perfect O of pleasure. I groaned as her walls clamped down around me.

She was tight, a different kind of tightness than Sydney, softer somehow, more yielding but no less intense. She enveloped me like a wet, silken glove, her heat searing into me, and I had to pause for a moment just to breathe through the sensation.

"Fuck, Cindy..." I groaned, my voice breaking. I reached out, my hand finding one of her breasts as they swayed with the force of my entry. They were slightly pink now, flushed from Sydney’s rough handling and my own groping earlier, the nipples hard and straining. I grasped her flesh, kneading it softly, and began to move.

I pulled back and thrust in again. Cindy moaned, her hips rolling upward to meet each stroke, her inner walls rippling around my length. "Haaa... yes... so big... Ryan... haaaan... good... hmm..." she moaned, her voice breathy and broken, her blue eyes half-lidded and glazed with pleasure. She smiled up at me, a shy, delirious thing, and the sight of her beautiful flushed face, her parted lips, her sweat-dampened hair sticking to her forehead, it sent a fresh surge of need through my veins.

I started thrusting faster, my grip on her breasts tightening. I grasped both of them then, using them as handholds to anchor myself, to drive into her harder and deeper. The bed creaked beneath us, the headboard knocking against the wall in a thump-thump-thump that matched the rhythm of our bodies.

"HAAAHN—aaah—Ryan! Yes—HAAAN—yesss, faster!" Cindy moaned, her voice rising, losing control. Her hips tried to move, but I had her pinned, her body held straight on the bed by my grip on her breasts and the relentless piston of my cock into her pussy. She shook her head from side to side, her hair whipping across the pillow, her cries becoming sharper, more desperate. "Please—nnngh—don’t stop—ah! ah!—"

And then I snapped my hips forward with a particularly brutal thrust, driving deep, bottoming out against her cervix.

"HAAAAAH-NNNNGH!!!"

Cindy’s eyes snapped open wide, her mouth forming a silent scream before a choked cry tore from her throat. Her entire body convulsed, her back bowing off the bed like a drawn bow, her legs tightening around my back to draw me impossibly closer. She climaxed instantly, her pussy clamping down on my cock in rhythmic, pulsing spasms, her release flooding around my shaft in a hot, silky rush.

"Oh—oh god—oh my god—" she gasped, collapsing back onto the bed, her body going limp, her legs loosening their vise-grip around my back and falling open, trembling. Her chest heaved, her face was a deep, gorgeous crimson, and her eyes were glassy and unfocused. "Haaa... God... oh my god..."

I slowed my strokes, gentling myself inside her as she rode out the aftershocks, her inner walls fluttering weakly around me. I smiled down at her, my thumb brushing over her sensitive nipple in lazy circles. "I guess it felt good."

Cindy turned her head toward me, her expression dazed and embarrassed. "S... sorry," she stammered, gulping for air. "I didn’t last long..."

"Don’t worry," I murmured, leaning down to press a kiss to her sternum. I massaged her breast gently, feeling her heartbeat thundering beneath my palm. "You were perfect. Let yourself recover."

But before I could pull out completely, a shadow fell over us. I lifted my head, and my breath caught.

Sydney had moved. She was crawling up the bed positioning herself right atop Cindy on her hands and knees. Her ass was raised high in the air, pointed directly at me, her knees bracketing Cindy’s waist. From this angle, I could see everything, the swollen, flushed lips of her pussy, still dripping with my earlier release, the creamy white evidence of our coupling trailing down her inner thighs.

"Sydney?" I asked, dumbfounded, my cock still buried halfway in Cindy’s twitching heat.

"W... what are you doing?" Cindy asked, her voice weak and breathless as she looked up to see Sydney straddling her, the other woman’s breasts hanging heavy above her face.

"Making it easier for Ryan," Sydney smirked, looking back at me over her shoulder. She arched her back, pushing her beautiful ass higher, presenting herself like an offering. I could see my cum glistening at her entrance, a filthy, obscene sight that made my cock throb.

But then Sydney did something that made my heart stop.

She reached back with one hand and grasped one of her ass cheeks. She pulled it to the side, spreading herself open, revealing not just her pussy but the tight, pink, untouched star of her asshole. It fluttered slightly in the cool air, clenching and unclenching as if nervous, as if anticipating.

"I think it’s finally time," Sydney said, looking back at me, her eyes dark and wild, a lustful blush staining her cheeks. "Time to take my last virgin hole, Ryan."

I gulped slightly at her words. I stared at her asshole, watching it breathe and twitch, that forbidden entrance winking at me with every beat of my heart. "You serious?" I asked.

"Yes, of course I am," she said, her lips curling into a smile that was part anticipation, part nervousness, part pure, filthy want. "I’ve waited for this. Dreamed about it. And now..." She pushed her ass back toward me, her voice dropping to a command that made my blood boil. "Fuck my ass, Ryan."

I looked into her eyes and I didn’t hesitate. I pulled out of Cindy slowly, earning a whimpering protest from her, and rose up higher on my knees. I positioned myself behind Sydney, my cock standing tall and hard, glistening with Cindy’s arousal and my own remnants. I looked down at myself and almost laughed. I was harder than I’d ever been, my cock flushed dark and veined, looking almost angry in its need.

Yeah, it looked even more perverted than I felt.

I placed one hand on Sydney’s lower back, feeling the heat of her skin, the slight tremor running through her muscles. I dragged my palm down to her ass, massaging the firm, round globe of her cheek, spreading her wider. Then I pressed the head of my cock against her asshole.

I rubbed against her, using the mixed fluids coating my shaft, my cum, Cindy’s release, Sydney’s arousal, as a natural lubricant. I dragged my crown in slow, teasing circles around her rim, pressing just enough to make her feel the pressure, to make her anticipate the stretch.

"Oh fuck..." Sydney breathed out, her head falling forward, her hair creating a dark curtain around her face. "Oh fuck, I can feel you..."

"You are really a pervert," Cindy said from below. She was recovering her breathing, her blue eyes wide as she looked up at Sydney’s face.

"Nobody can see us here," Sydney smirked, though her voice was strained, her knuckles whitening as she grasped the headboard with both hands, bracing herself. "Just let loose, Cinderella."

I continued to rub, grinding my cock against her tight ring, spreading the slickness, feeling her gradually relax beneath me. The sight was obscene, my thick shaft nudging against that tiny, virgin hole, the contrast of size almost laughable. But Sydney wanted it and I also wanted it.

"Relax," I said and reached up and patted her lower back, my other hand steadying her hip. "Breathe out, Sydney. Let me in."

Sydney nodded, her breath hitching. I felt the moment she obeyed, the tight ring of muscle fluttering, then gradually loosening, surrendering to the inevitable. I watched, transfixed, as her asshole softened, the resistance fading.

I seized that moment. I pressed forward.

"Nhhhh—!" Sydney bit her lip hard, her entire body tensing, her back arching like a cat.

I groaned, the sensation hitting me like a lightning bolt. She was killingly tight, a different universe from her pussy, from Cindy’s pussy. Her ass gripped my crown like a vise, hot and dry and impossibly constricted, and I had to stop, had to let her adjust to the sheer girth of me splitting her open.

"Haaagh... fuck..." Sydney started groaning, her voice choked and strained. I pushed forward another inch, and her knuckles went bone-white on the headboard. "F... fuck, fuck... so... big... HAAHHN... so fucking big... it’s... ahhh!!"

Tears gathered in the corners of her eyes, spilling over her flushed cheeks. She bit her lip until I thought she might draw blood, her face twisted in an expression that was part pain, part shock, and beneath it all, something darker and hungrier. She was stretched around me in a way that looked almost impossible, her rim pulled taut and pink around my thick intrusion.

But beyond the pain, I could see it, the arousal flooding her features, the way her pussy was dripping fresh arousal onto Cindy’s stomach below, the way her thighs trembled not just with strain but with need.

"C—continue..." Sydney groaned, her voice breaking, her head lolling forward as she panted. "Yeah... fuck! Don’t stop, Ryan. Give it to me. All of it."

I groaned, my hands gripping her hips hard enough to leave bruises. I pushed forward again, feeling her ass tunnel yield inch by agonizing inch, the tightness almost unbearable, the heat scorching. More than half of my cock was buried inside her now, her walls gripping me with impossible pressure that made stars burst behind my eyelids.

"Oh god—" I choked out, my hips stuttering, the urge to thrust almost overwhelming. "Sydney—you’re so fucking tight—"

"I know—nnngh—I can feel every inch..." she sobbed, her face fully flushed, her body shaking. "It burns—ah!—it burns so good—"

I looked down at where we were joined, mesmerized by the sight of my thick shaft disappearing into her ass, the way her hole stretched obscenely around me, glistening with our combined fluids. It was the most beautiful, filthy thing I’d ever seen.

Sydney turned her head, her neck glistening with sweat, her dark hair plastered to her flushed cheeks. Her tear-filled eyes, locked onto mine.

"Fuck me," she said. "Stop staring and fuck my ass, Ryan. I want to feel you move. I want to feel you ruin me."

The words shattered the last thread of my restraint.

I groaned and tightened my grip on her hips. Her skin was hot and damp beneath my fingers, her muscles trembling as I pulled back, just an inch, just enough to feel the incredible drag of her tight walls resisting my withdrawal, and then I snapped my hips forward.

"Nnnngh—!" Sydney cried out.

I started slow. I had to. She was so fucking tight, her ass gripping me like a velvet vise, the friction almost unbearable even with the slick mess coating my cock. Each thrust was a torturous push and pull, my hips meeting her ass with a wet slap that echoed in the quiet room. I watched, transfixed, as my shaft emerged glistening before disappearing back into that stretched, pink hole, feeling every ridge, every flutter, every desperate clench of her body trying to accommodate me.

"Haaahn—oh fuck—oh fuck—" Sydney moaned, her voice rising and breaking. Her hands, which had been white-knuckled on the headboard, slipped and regripped, her nails digging crescent moons into the wood. "Harder—nnngh—don’t be gentle—"

I grunted, my jaw clenched.

I was grasping her ass hard enough to leave fingerprints, my thumbs spreading her cheeks wider, giving me a perfect view of my cock splitting her open. The urge to come was already building at the base of my spine, a hot, heavy, urgent pressure that made my thighs tremble.

But I held back, gritting my teeth, forcing myself to breathe through the pleasure that was trying to drag me under.

I picked up the pace.

My thrusts became faster, deeper, the wet slap-slap-slap of our bodies meeting growing louder, more obscene. Sydney’s moans turned into continuous, broken wails—"Ah! Ah! Nnngh—fuck—yes—yes—"—her body rocking forward with each impact. She couldn’t hold onto the headboard anymore. Her grip slipped, her arms trembling too violently, and she collapsed forward onto her elbows.

Her hands landed on either side of Cindy’s face, bracketing her head against the pillows. She was on all fours now, fully suspended above Cindy, her back arched in a deep, graceful curve, her ass pushed up and back to meet my pounding.

"Oh fuck..." Cindy breathed from below, her face a blazing crimson, her blue eyes wide and unblinking. She couldn’t move, Sydney’s knees pinned the sheets on either side of her waist, trapping her in place. All she could do was lie there and watch, her chest heaving, her smaller breasts rising and falling with every shallow, shocked breath as Ryan fucked Sydney’s ass right above her.

And Sydney was moaning like a woman possessed. Like a bitch in heat. Her cries were raw, filthy, uninhibited, echoing off the walls as I bottomed out in her ass again and again, my hips slamming against her cheeks, my cock hitting depths she’d never felt before. Her heavy breasts swung with the force of my thrusts, the hardened peaks of her nipples dragging against Cindy’s own stiff, pink nipples with every forward rock of her body.

"Nnngh—haaan—" Cindy whimpered at the contact, the friction sending sparks through her, but she was frozen, pinned beneath the spectacle, her face burning with embarrassment and something darker, arousal.

Sydney’s tear-filled eyes locked onto Cindy’s. They were inches apart now, close enough that Sydney’s ragged, panting breaths ghosted across Cindy’s lips. Sydney’s face was a mask of pure lust, flushed, sweaty, her mascara slightly smudged, her lips parted and glistening. She looked down at the shy, trembling girl beneath her, and something wicked and desperate flashed in her gaze.

She dropped her head and crashed her lips against Cindy’s.

"Mmmph—!" Cindy’s shocked cry was muffled against Sydney’s mouth, her eyes going wide as saucers. But Sydney didn’t give her time to think. She moaned directly into the kiss, deep, muffled sounds vibrating from her chest into Cindy’s as I continued to pound her ass from behind. Her tongue pushed forward, insistent and demanding, parting Cindy’s lips and delving inside.

Cindy stiffened for a heartbeat, shocked, overwhelmed, her hands hovering in the air. But then something in her broke. Her eyes fluttered shut, her lips parting wider, and she was pulled into the kiss with an awkward, desperate hunger. Her hands found Sydney’s dark, sweat-dampened hair, her fingers tangling in the strands, pulling her closer, holding her there as their tongues intertwined in a messy, frantic dance.

The sight of them, Sydney being railed from behind, her ass clenching around my cock, while she devoured Cindy’s mouth above, was too much. I glanced to the side, and there it was: the mirror on the wardrobe door, reflecting the entire obscene tableau back at me. My girlfriends. Kissing. Moaning. One with my cock buried in her ass, the other pinned beneath her, grasping her hair, lost in lust.

"Oh fuck...!" I groaned, my control snapping like a frayed wire.

I gripped Sydney’s hips with both hands, my fingers digging in hard enough to bruise, and I thrusted deep and hard.

I bottomed out in her ass with a force that lifted her knees off the mattress, my pelvis slamming against her cheeks, my cock hitting the very end of her with a wet, filthy slap.

"Nnnnnngh—! OH GOD—RYAN—!"

Sydney broke the kiss with a scream, her head snapping back, her back arching in a perfect curve that made her breasts thrust toward the ceiling. Her hands flew from beside Cindy’s face to grip the sheets, her entire body convulsing as her orgasm detonated through her.

Her ass clamped down on my cock ruthlessly, pulsing spasms that milked me full. I felt her come undone around me, felt the hot, wet rush of her arousal dripping from her untouched pussy onto Cindy’s stomach below, heard her wails dissolve into breathless, sobbing "Ah—ah—nnngh—" sounds.

And I couldn’t hold back anymore.

With a roar that tore from my throat—"Fuck—Sydney—I’m—I’m coming—"—I erupted inside her. My cock pulsed thick ropes of cum flooding her ass, filling her deepest reaches, painting her insides. I kept thrusting through it, short, jerky strokes that pushed every drop deeper, until I was spilling out around my shaft, trickling down her thighs, marking her as mine.

"Haaah—haaah—" Sydney collapsed forward, her body going limp, her face burying in the crook of Cindy’s neck as she shuddered through the aftershocks. Her ass continued to flutter around me, milking me dry, and I groaned, my forehead dropping to rest against her spine, my chest heaving against her back.

The room was silent except for our ragged breathing, the creak of the bed, and the wet, filthy sounds of our bodies still joined. Cindy’s hands were still tangled in Sydney’s hair, her own chest heaving, her face flushed and dazed, her lips swollen from Sydney’s kiss.

I stayed inside Sydney until the last twitch faded, until we were both trembling and spent and utterly wrecked. Then, slowly, carefully, I pulled out, watching with a dark, satisfied thrill as my cum leaked from her gaping, well-fucked ass, dripping onto the sheets in thick, pearly trails.

Sydney made a weak, whimpering sound—"Nnngh..."—and rolled off Cindy, collapsing onto the mattress in a sprawl of limbs and dark hair. She looked at me through half-lidded, blissed-out eyes, a delirious, exhausted smile tugging at her lips.

"That..." she panted, her voice barely a whisper, "was worth the wait."