Chapter 477 - Chapter 477: In the Hotel with Sydney and Cindy [5] [R-18 Contents!]

On my knees on the bed, I stayed there for a moment, chest heaving, my lungs pulling in great, ragged gulps of air like a bellows. My heart hammered a frantic, erratic rhythm against my ribs, thump-thump-thump, echoing in my ears. I wasn’t easily exhausted, not usually, but between the lingering aches from my fight with Gaspar and the sheer, mind-melting intensity of what we’d just done, my stamina was flagging. Sex, I was learning, was a different kind of warfare. It depleted you in ways combat didn’t, draining not just muscle but mind, leaving you liquefied and trembling.

But god, the trade-off was worth it. Every ounce of spent energy was paid back tenfold in pleasure.

I dragged the back of my hand across my forehead, wiping away the sweat, and looked down at the two women splayed beside each other on the ruined sheets.

Sydney was a wreck. She lay on her back, one arm thrown over her eyes, her legs slightly parted, and between her thighs...

She was completely painted white, a mess of my cum leaking from both her pussy and her freshly-fucked ass. It dripped onto the sheets in thick, pearly trails, glistening in the afternoon light that slanted through the window. She’d taken me in both holes now, and the evidence of it was smeared obscenely across her swollen, flushed folds.

She was exhausted. I could see it in the way her chest rose and fell in deep, shuddering breaths, in the slackness of her limbs, in the stupid, delirious smile fixed on her lips as she gasped at the ceiling. Her first anal sex. It had clearly shocked her system, overloaded it, really, and now she was floating in that blissed-out, post-orgasmic haze where nothing mattered.

Cindy lay beside her, equally breathless, her face flushed a deep, gorgeous crimson that had spread down her neck and onto her chest. She was staring at the ceiling too, her blue eyes wide and glassy, her lips parted as she sucked in air. But then she turned her head. Her gaze found mine, and something in her expression shifted. The embarrassment was still there, painting her cheeks, but beneath it burned a hunger I’d never seen so clearly.

"I also want you to do it in my...&," she said.

I blinked, sure I’d misheard, but her eyes held mine with a determination.

"I... I told you before," she continued, her voice gaining a little strength, though it still trembled. "You can... the next time. Remember? The optical center?"

Yeah, I did remember.

"Of course," I nodded. I reached down and wrapped my hand around my cock, giving myself a slow, lazy stroke. It was limp, spent, sensitive a bit but the sight of Cindy asking for it sent a fresh surge of blood south.

But Cindy wasn’t waiting. She pushed herself up onto her knees, her movements slightly unsteady, and shuffled toward me across the mattress. Before I could react, she was in front of me, her face level with my groin. She reached out with both hands, her fingers trembling only slightly, and took my soft cock in her palm. It was warm, heavy, still slick with Sydney’s arousal and my own cum, smeared with the mess of our earlier fucking.

And then she took me into her mouth.

"Hugnnn—!" I grunted immediately, my hips jerking forward, my hand flying to her hair. The sensation was sudden and overwhelming, wet, hot, and so eager. She took me easily, her lips stretching around my girth, her tongue flattening along the underside and lapping at the sensitive ridge. She was cleaning me, tasting us, tasting Sydney and me mixed together on her tongue, and the thought alone nearly made my knees buckle.

She looked up at me through her lashes while she sucked, her blue eyes dark and glossy, her cheeks hollowing with suction. The boldness of it was staggering. This wasn’t the shy, hesitant Cindy I knew. Something had unlocked in her, some floodgate of desire that the day’s debauchery had pried open. She was emboldened by the sex, by the atmosphere, by Sydney’s uninhibited example, and so was I.

"Nnngh... Cindy..." I groaned, my fingers tightening in her hair, not guiding, just holding on. "Fuck, your mouth—"

She worked me with lips and tongue and the occasional scrape of teeth, her head bobbing in a steady, determined rhythm. I could feel the blood rushing back, my cock thickening and hardening in her wet heat, swelling until I was fully erect again, pulsing and heavy against her tongue. The mix of our fluids coated her chin, made her lips shiny and obscene, and she didn’t seem to care. She just kept sucking, kept licking.

Then, slowly, she pulled back. My cock slipped from her lips with a wet pop, and she sat back on her heels, stroking me with one hand. Thick strands of saliva and our mixed release connected her lips to my crown, glistening in the light. She was blushing so brightly I thought she might catch fire, suddenly shy again now that the moment of bold action had passed, embarrassed by her own audacity.

I wanted to laugh. It was adorable and obscene and so her. "It’s fine," I said and took my cock back in my own hand, giving it a slow pump, feeling the satisfying weight of my renewed erection. "More than fine."

Cindy nodded quickly, not meeting my eyes. Then she turned around, presenting herself to me. She got on all fours, her movements awkward and hesitant, her slender frame trembling. She lowered her chest to the mattress, her cheek pressing against the sheets, and arched her back slightly, lifting her ass into the air. It was a shy offering, but an offering nonetheless, her pink, glistening pussy visible between her thighs, and above it, that tight, virgin asshole winking at me, fluttering with nervous anticipation.

I didn’t dive in immediately. I moved closer on my knees, positioning myself behind her, and ran my palm over the curve of her ass. She was soft and warm, her skin pebbling under my touch. Then I dragged my hand lower, my fingers finding her soaked entrance. I thrust two fingers into her pussy without preamble, earning a sharp, startled cry.

"Haaa—!" Cindy moaned, her hips bucking back against my hand. She was drenched, her walls clenching around my digits, her arousal coating my fingers in thick, hot silk. I pumped them a few times, curling them to drag against her inner walls, gathering her release on my fingers. Then I withdrew, my fingers glistening with her essence, and pressed them against her asshole.

The ring of muscle clenched instinctively, then relaxed as I pushed forward. I thrust my fingers into her ass, spreading her open, coating her tight tunnel with her own arousal as lubricant.

"Haaa... haa, Ryan... yes..." Cindy moaned, her voice breathy and broken, just from my fingers. Her hands clenched the bedsheets, her knuckles whitening. "Oh god... oh god..."

When I felt she’d had enough, when her ass was slick and loosened, clutching at my fingers with desperate hunger rather than resistance, I withdrew. I placed one hand on the small of her back, feeling her spine arch beneath my palm, and lined my cock up with her beautiful, pinkish asshole. The head nudged against her tight ring, and I felt her flinch, her entire body tensing.

"Ready?" I asked her.

She turned her head just enough to look at me over her shoulder. Her eyes were wide, watery, her face flushed. She gulped, her throat bobbing. "Y... yeah," she whispered. "Please..."

I smiled, though my own heart was hammering. I waited, watching, feeling for the moment her ass relaxed and I pushed.

"Haaa—aghh—fuck!!"

Cindy cried out, her body jerking forward, her fingers clawing at the bedsheets until I thought they’d tear. Her asshole resisted for a fraction of a second and then yielded, stretching around my crown with a burn that made her entire body shudder.

"You okay?" I gritted out, still pushing forward, feeling her walls clench and flutter around my intrusion. "Cindy—"

"Y—yeah..." she gasped, nodding her head frantically against the pillow. Her voice was strained, breathless. "Put it in... put it fully into me... please, Ryan..."

I nodded, my jaw clenched, and continued to push. I groaned as her ass tunnel stretched to accommodate my thick cock. It was as tight as Sydney’s, maybe tighter, somehow softer, more yielding but no less intense.

"Haaahn... RYAN... GOD... HAAANN!!" Cindy’s moans grew louder and louder as inch after inch of me disappeared into her ass. Her back arched, her head thrown back, her voice breaking into growing cries. "So—so big—nnngh—oh god—it’s burning—"

"How is it, Cindy?" Sydney’s voice cut through the haze, thick and drowsy but tinged with a voyeuristic delight. She’d rolled onto her side, propping her head on one hand, watching us with a flushed, satisfied smile. Her eyes were heavy-lidded, her lips swollen, her body still glistening with our earlier mess.

"G—Good..." Cindy choked out, her voice hitching with every shallow breath. "Big... and painful... but... HAAAHN... g—GOOD... OH GOD!"

When I finally bottomed out, my hips pressed flush against her ass cheeks, my entire length buried in her tight, clutching heat, Cindy let out a scream that tore from her throat like a prayer and a curse combined. Her body convulsed, her ass clamping down on me in rhythmic spasms, and I felt the hot, sudden rush of her orgasm. She’d come just from being fully penetrated, just from the overwhelming stretch of her virgin ass around my cock.

I stopped there, buried to the root, letting her breathe through it. I looked down at where we were joined, mesmerized by the sight of my thick shaft splitting her open, her rim stretched pink and taut around my girth. I could feel her ass fluttering, milking me, and I had to grit my teeth to keep from coming right then, right there in her ass.

"It’s okay..." Cindy whimpered after a moment, her voice weak and trembling. She looked back at me over her shoulder, tears streaming down her flushed cheeks, her eyes dark and glazed with a mixture of pain and delirious pleasure. "Fuck me... Ryan... fuck my ass too..."

The words shattered me. I pulled back, just an inch, feeling the incredible drag of her walls, and then snapped my hips forward, driving deep.

"HAAAH-NNNNGH—fuckkk!" Cindy screamed, her body jerking forward, her teeth sinking into her lower lip hard enough to draw blood. "Yes...—yesss yesss... more, Ryan... again..."

I smiled, though it felt more like a snarl, and started fucking her in earnest. I dropped any pretense of slowness, any gentleness, and gave her what she begged for. My hands gripped her ass cheeks hard, spreading her open, holding her steady as I pistoned in and out of her tight hole. The wet, obscene slap of my hips against her ass filled the room, mingling with her sharp, broken cries.

But it was harder for her to move like this. Unlike when I’d fucked her pussy, her hips couldn’t roll back to meet me properly, not with my cock buried in her ass, not with the intensity of the stretch. Her movements were jerky, desperate, her body struggling to keep up. Her arms gave out first, collapsing from her palms to her elbows, and she surrendered her ass to me completely, her face pressed into the mattress, her cries muffled by the pillows.

I watched her struggling, her body trembling, and a flash of concern cut through my lust. She was too close to the headboard. If I thrust too hard, she might hit her head. I couldn’t risk that.

I pulled out quickly, my cock slipping free with a wet sound that made her whimper at the sudden emptiness. I stepped off the bed, my feet hitting the floor, and grasped her ankles. I pulled her toward me, twirling her easily onto her back. She gasped, her eyes wide and startled, but I was already moving. I lifted her legs high, hooking them over my shoulders, her feet reaching up toward the ceiling, her ass positioned right at the edge of the mattress.

I lined myself up again, my cock nudging against her gaping, twitching asshole, and thrust back inside in one smooth stroke.

"HAHH-NNNN—yesss!" Cindy wailed, her back arching off the bed, her hands flying to grip the sheets beside her hips. "Oh god—oh fuck—"

This position was perfect. I had all the control, all the leverage, standing at the edge of the bed while I fucked her ass with deep, powerful strokes. She could just lie there and take it, her body pinned and open, her legs draped over my shoulders. Her breasts bounced with each impact, her face a mask of pure, overwhelmed pleasure, her mouth falling open in continuous, breathless cries.

"Haaa! Haaan! SO—GOOD... haaan!" She moaned, her head thrashing from side to side, her blue eyes rolling back. "Ryan—nnngh—don’t stop—please—"

I admired her beautiful, squirming face, the way her body jerked with each thrust, the sheen of sweat coating her skin. I was lost in the rhythm, in the tight, wet heat of her ass, when suddenly a shadow fell over us.

Sydney had recovered enough to move. She crawled up the bed, her movements sleek and feline, and straddled Cindy’s waist. She was still naked, still glistening with our earlier mess, her pussy and ass both swollen and used. She positioned herself right above Cindy’s stomach, her knees bracketing Cindy’s ribs, and leaned forward.

She kissed me.

Her lips crashed against mine, hard and demanding and tasting of sex and sweat and everything we’d done. I groaned into her mouth, my hips never stopping their relentless pounding into Cindy’s ass, and kissed her back with desperate hunger. Our tongues tangled, wet and messy, and I felt Sydney’s hand come up to cup my jaw, holding me there.

"You are so greedy," I managed to gasp against her lips, smiling despite the pleasure tearing through me.

"I... I am," she breathed out, her voice husky and breathless. She kissed me again, her teeth nipping at my lower lip, and then she pulled back. But she didn’t move away. Instead, she turned around, still straddling Cindy, and reached down to grasp Cindy’s swaying breasts.

"Fuck," Sydney moaned, her fingers sinking into the soft flesh, kneading possessively. She rolled Cindy’s nipples between her thumbs and forefingers, tugging them to stiff, aching peaks. "These are so soft, Cindy. So soft."

"J... just move—HAAAH-NNN!" Cindy glared at Sydney through a furious blush, her voice breaking into a sharp cry as I hit a particularly deep spot in her ass. But her glare held no real heat, she was too far gone, too overwhelmed by the dual assault.

Sydney smirked and leaned down. She captured Cindy’s lips in a kiss, swallowing her next cry.

"Hmmph—!" Cindy’s protest was muffled against Sydney’s mouth, her eyes going wide for a fraction of a second. But then they fluttered shut, her body going limp and yielding, and she was lost. Her moans of being ass-fucked turned into muffled, desperate "Hmmmff—hmmmff—hnnnfff!" sounds as Sydney devoured her mouth, her tongue pushing deep, her hands continuing to work Cindy’s breasts with rough, teasing strokes.

I groaned, the sight obliterating what was left of my sanity. I stared at Sydney straddling Cindy, kissing her, playing with her breasts, while I fucked Cindy’s ass below. And from this angle, I had the perfect view of Sydney’s back, her creampied pussy still dripping with my cum, her well-fucked ass slightly gaping, both holes swollen and claimed. It was the most debauched, beautiful sight I’d ever witnessed.

What could I even ask for more?

I couldn’t hold back. Not anymore. I could feel Cindy’s ass tightening around me, her orgasm building in the desperate clench of her walls, the way her body trembled and seized beneath me. She was close. So was I.

I accelerated. My thrusts became brutal, punishing, the bed creaking and knocking against the wall in a frantic thump-thump-thump. Cindy’s muffled moans grew louder, more desperate, her hands coming up to grasp Sydney’s hair, pulling her closer, deeper into the kiss. Her legs, draped over my shoulders, had gone completely limp, her feet dangling uselessly, but I held them there, using them as leverage to drive even deeper.

"F—Fuck... Cindy...I’m coming!" I shouted eventually, my voice tearing from my throat. "I’m going to—nnngh...fuck...."

And with one final, brutal thrust that buried me to the root, I let go. My orgasm crashed through me like a tsunami, my cock pulsing violently as I erupted inside her, flooding her tight, virgin ass with thick, hot ropes of cum. I kept thrusting through it, short, jerky strokes that pushed every drop deeper, marking her inside, claiming her completely.

Cindy broke the kiss with a scream—"Nnnngh—RYAN—"—her own orgasm exploding simultaneously. Her ass clamped down on me like a vice, milking me, her body convulsing beneath us as Sydney held her down, kept her pinned, kept her kissing and touching while she rode out the waves.

Sydney pulled back just enough to watch, her eyes dark and triumphant, her lips swollen and glistening. She looked between us, me, trembling and coming in Cindy’s ass, and Cindy, wailing and shuddering through her own climax, and a slow, satisfied smile spread across her face.

We collapsed in a tangle of limbs and sweat and spent pleasure, the room filled with nothing but our ragged, heaving breaths and the thick, intoxicating scent of sex. I stayed buried in Cindy’s ass until the last twitch faded, until we were all trembling and wrecked and utterly, completely sated.

When we were done, I collapsed or rather we collapsed together, I fell myself entangled by Cindy and Sydney on both sides and this time I managed to close my eyes and sleep until late evening.