Cover of The Ascension of Sean's Rearguard

The Ascension of Sean's Rearguard

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A story about a guy named Sean who is 5ft tall with a huge perfect bubble butt, and everybody can’t stop staring and admiring. He gets jack in a room and starts taking and boasting about how much he loves his massive ass and how obsessed he is . Jack is 6ft8 and is being dominated by Sean’s huge ass he can’t resist

Chapter 6: Sean's cheeks jiggle obscenely as he backsteps into Koby's waiting hands, smirking when Jack growls from across the pool. 'Problem, big guy?' Sean taunts, spreading his cheeks right there in the shallow end while Koby's fingers sink deep between them - the water rippling with the first punches thrown.

The rooftop air was champagne – thin, expensive, and buzzing with the low hum of curated decadence. Sean lay on the chaise like a sacrifice artfully arranged, the silk throw doing little to conceal the twin domes of his ass rising from the fabric. The sunset bled orange and violet across the skyline, gilding his skin. He was the still center of the swirling party, a statue of perfect, waiting provocation.

Jack stood guard five feet away, a mountain in a black tee, his knuckles white around a sweating bottle of beer. His eyes weren’t on the view, or the models preening by the infinity pool. They were laser-locked on Sean, tracking every slight shift, every time someone’s gaze lingered too long. The bruises on Sean’s hips were hidden, but Jack felt them on his own fingers, a phantom brand.

Koby Jones moved through the crowd like he owned the light itself. Tall, effortlessly angular in a linen shirt undone three buttons, he was a shark in warm water. He’d been watching all evening, his smile a sharp, knowing thing. He carried two glasses of something clear and ice-clinked over to the chaise.

“You look thirsty,” Koby said, his voice cutting through the downtempo music. He offered a glass to Sean, ignoring Jack entirely.

Sean took it, his fingers brushing Koby’s. “I am.”

“For what?” Koby asked, his eyes dropping to the silk-draped curve, then back up to Sean’s face.

“Entertainment,” Sean said, and took a sip. The challenge was plain, hanging between them like a sparking wire.

Jack took a step forward, the floor tiles vibrating. “He’s fine.”

Koby didn’t even glance at him. “Wasn’t asking you, big guy.” He sank onto the edge of the chaise, close enough that his thigh almost touched Sean’s. “I heard about the little scene at Oliver’s.The bathroom. Sounded… performative.”

Sean’s smile was a razor. “All the best things are.”

“Performance requires an audience who appreciates nuance,” Koby said, leaning in. His hand, resting casually on his own knee, was inches from Sean’s hip. “Not just brute force.”

Jack’s breath sawed in his chest. “Back up.”

“Or what?” Koby finally looked at him, a cool, dismissive flick of the eyes. “You’ll carry him out of here again? Claim your territory? He’s not a fucking bone, dude. He’s a masterpiece. And masterpieces should be seen.”

The words were a direct hit, prying at the secret shame Jack had been nursing since that night – that he was a possessive brute, unworthy of the art he craved to defile.

Sean watched the conflict play out over Jack’s face, savoring it. This was the real entertainment.

Then Koby’s hand moved.

It wasn’t a grope. It was an appraisal. His long, confident fingers settled over the crest of Sean’s right ass cheek, palm curving to the shape, fingers pressing in with deliberate, appreciative pressure through the thin silk. He squeezed, once, testing the density, the perfect resistance. His eyebrow cocked, impressed.

“Christ,” Koby breathed, a genuine note of awe in his voice.Time stopped.

Jack saw red. A pure, synaptic roar drowned out the music, the chatter, the city. The possessive fury he’d felt at Oliver’s was a candle to this forest fire. He lunged, not at Koby, but at Sean, a growl tearing from his throat. “Get the fuck away from him!”

Sean moved faster. He exploded off the chaise, a compact whirlwind of fury. He didn’t go to Jack. He placed himself between the two men, his back to Koby, his face a mask of cold rage inches from Jack’s.

“You dare?” Sean’s voice was a venomous whisper, meant only for Jack. “You fucking animal. You embarrass me again?”

“He touched you!” Jack bellowed, his body trembling with the need to smash.

“And you think that gives you rights?” Sean shoved Jack’s chest, a futile push against the mountain of him, but the symbolic force of it made Jack stumble back a step. “You think your obsession is a claim? Look at you. Foaming at the mouth. A dog on a leash.”

Over his shoulder, Sean spoke to Koby, his eyes never leaving Jack’s.“You. Stay there.”

Koby, intrigued, lifted his hands in a gesture of surrender, a faint smirk on his lips. He was enjoying the show.

Sean advanced on Jack, forcing him to retreat towards the shadowed edge of the rooftop, away from the main crowd. A few heads turned, but Sean’s glare was a forcefield.

“You want to prove something?” Sean hissed. “You want to show him, show everyone, who owns this?” He gestured viciously at his own body. “Then get on your fucking knees and prove it.”

Jack’s face crumpled. The anger dissolved into instant, desperate shame. “Sean, not here, please—”

“HERE!” Sean’s shout silenced the nearest conversations. “Right fucking here. You and him. You want to fight over it? Then worship it. Both of you.On your knees. Now.”

The command, delivered in that hissed, public venom, broke something in Jack. The fight left him in a rush.His shoulders slumped. His eyes, wide and wounded, flickered from Sean’s furious face to Koby’s amused one, then to the floor.

Slowly, with a creak of denim and a final, defeated sigh, Jack sank to his knees on the cool tiles.

A thrill, electric and cold, shot through Sean. He turned to Koby, who was watching with analytical curiosity. “You too, pretty boy. You wanted a feel. Now you get the full experience. On your knees.”

Koby’s smirk didn’t fade. It deepened. This was more nuanced than he’d anticipated. He gave a casual shrug, as if humoring a strange request, and elegantly lowered himself to one knee, then the other, beside Jack. The contrast was stunning: Jack, a beaten giant, head bowed; Koby, a willing participant, head cocked in expectation.

Sean stood before them, the sunset framing him in fire. He untied the silk throw. It slithered down his body, pooling at his feet. He was naked. The neon from a distant sign played over the sculpted planes of his chest, the tight abs, and down to the magnificent, gravity-defying curve of his ass. The party’s ambient light seemed to worship it, highlighting each perfect, rounded cheek.

“Look at it,” Sean commanded, his voice dropping, taking on a ceremonial timbre. He turned, presenting the full, breathtaking view to his kneeling audience. He reached back, gripping each cheek, spreading them apart, offering the dark cleft between. The gasp from Jack was audible. Koby let out a low, appreciative whistle.

“This is what you fight over,” Sean said, his voice carrying. “This is the prize. And it doesn’t belong to either of you. You belong to it. Now… taste it.”

He took a step back, until the curve of his ass was level with their faces. Jack was already leaning forward, eyes shut, tears of humiliation and need streaking his cheeks. His tongue emerged, a blind, devout gesture, and licked a broad, wet stripe from Sean’s taint up to the base of his spine.

Koby watched for a second, then, with a clinician’s curiosity, leaned in. His tongue was precise, tracing the rim where cheek met thigh, before delving into the center with a focused, languid swipe.

Sean moaned, his head falling back. The sensation was incredible – Jack’s frantic, worshipful devotion on one side, Koby’s cool, exploring expertise on the other. Their breaths heated his skin. The dual tongues, so different in intention, worked him into a fever.

“That’s it,” Sean panted, grinding back gently against their faces. “Fight over it with your tongues. See who can worship it better.”

Jack redoubled his efforts, his large hands coming up to clutch Sean’s hips, his mouth opening wider, trying to consume as much as possible, slurping and moaning like a starved man. Koby was more strategic, nipping, licking, sucking marks onto the perfect flesh, his hands braced on Sean’s thighs.

The scene was obscene, a violent, public sacrament. A small crowd had gathered at a respectful distance, phones discreetly down, drinks forgotten, watching the tiny king and his two kneeling subjects.

Sean was painfully hard, his cock jutting out. The power was a drug, purer than anything he’d ever felt. He reached back, fisting a hand in Jack’s hair, yanking his face deeper. With the other, he guided Koby’s head, showing him the angle.

“Make me come,” Sean demanded, his voice ragged.“Right here. With your mouths on my ass. Make me fucking come.”

The filthy instruction sent Jack into a frenzy. He began to fuck Sean with his tongue, spearing it deep, his nose buried in the cleft. Koby, competitive now, focused on Sean’s hole, tongue-tip teasing the tight ring, then pressing inside, fucking him with soft, relentless precision.

The dual assault was too much. Sean’s knees buckled. He cried out, a sharp, unvarnished sound that echoed over the rooftop. He came, jets of white streaking the tiles between his spread feet, his body convulsing as he ground himself against the two hungry mouths servicing him.

He shuddered through the aftershocks, then pushed them away, stumbling forward a step. He turned, chest heaving, to look at them.

Jack was a wreck, face gleaming with saliva and tears, lips swollen, staring up at Sean with shattered devotion. Koby was wiping his mouth with the back of his hand, a dark, intrigued fire in his eyes. He was hard, a prominent bulge in his tailored pants.

Sean looked from one to the other, the haze of pleasure clearing to reveal cold, sharp clarity. He pointed a trembling finger at Jack.

“You.” His voice was hoarse. “You get to watch.”

Then he turned to Koby. “You. You wanted a performance? Let’s see if you can handle a leading role.”

He walked to the chaise and lay down on his stomach, his spectacular ass raised in the air, offered. He looked over his shoulder, his eyes locking with Koby’s. “Fuck me. Fuck me in front of him. Show him what a masterpiece feels like when it’s not being hoarded by a cave man.”

Koby didn’t need to be told twice. He was on his feet, his pants open in a flash. His cock was long, thick, elegant like the rest of him. He didn’t prepare Sean, didn’t ask. He aligned himself and pushed in with a single, smooth, relentless stroke.Sean screamed. It was a raw, tearing sound of exquisite violation. Koby was bigger than Jack in a different way, a stretch that burned. Jack, on his knees, made a wounded animal sound, his fists clenching at his sides.

“Yeah,” Koby groaned, burying himself to the hilt, his hands clutching Sean’s hips. “Fuck. That’s it. That’s the masterpiece.”

He began to fuck, and it was nothing like Jack. It wasn’t desperate worship. It was a conquering. He would drive in deep and hold there, appreciating the grip, before pulling out almost completely and slamming back in. It was athletic, showy, brutal in its control.

“Look at him, Jack!” Sean screamed, his face pressed into the silk. “Look how he takes what you think is yours! Look how he fucks it!”

Jack was crying openly now, silent tears cutting through the mess on his face. He was forced to watch Koby’s slender hips pistoning, to watch Sean’s body jolt with each thrust, to hear the wet, savage slap of skin on skin.

“You like that?” Koby grunted, leaning over Sean’s back, his voice a hot whisper in Sean’s ear. “You like me ruining his fantasy?”

“Yes!” Sean sobbed, the pain and the power and the spectacle merging into one blinding peak. “Ruin it! Ruin him!”

Koby’s pace became erratic, frantic. He was close. He reached around, his long fingers finding Sean’s spent cock, stroking it roughly. “Come again, you gorgeous fuck,” he hissed. “Come on his boyfriend’s face.”

The crude command, the relentless pounding, the sight of Jack’s utter devastation did it. Sean felt a second, impossible orgysm rip through him, dry and searing, wracking his body with violent tremors. His scream was muffled by the chaise.

The convulsions around him tipped Koby over the edge. With a sharp, triumphant cry, he slammed home and held, his body stiffening as he emptied himself deep inside Sean.

For a moment, the only sounds were their ragged breaths and the distant city hum. Koby pulled out, tucking himself away with a satisfied smirk. He ran a hand over Sean’s ravaged ass, possessive.

“Masterpiece,” he breathed again, then walked away, disappearing into the crowd without a backward glance.

Sean lay, spent and trembling, feeling the warm trickle down his thigh. Slowly, he pushed himself up. He looked at Jack, who remained on his knees, destroyed.

The hollow feeling was back. It was vast. It had swallowed the triumph, the pleasure, the spectacle. All that was left was the cool night air on his soiled skin and the broken man at his feet.

Sean stood. He didn’t cover himself. He walked past Jack, his steps unsteady. He paused, looking down at the top of Jack’s bowed head.

“Clean it up,” he whispered, his voice devoid of everything. “Then take me home.”

He walked towards the exit, leaving the glow of the pool, the stunned silence of the spectators, and the ruins of a man who had just learned that his obsession had a price, and it was payable in public, in blood, and in silence.

He walked towards the exit, leaving the glow of the pool, the stunned silence of the spectators, and the ruins of a man who had just learned that his obsession had a price, and it was payable in public, in blood, and in silence.

Jack followed, a hulking ghost. The elevator descent was a vacuum. Sean leaned against the mirrored wall, watching the numbers drop, feeling the cold ache of evaporation and the deeper, more unsettling chill of something hollow expanding behind his ribs. Jack stood rigid in the corner, his breathing a ragged, wounded thing. He didn’t speak. His reflection showed a face streaked with dried tears and something else—a fissure, deep and dark, where the shame had been carved out, leaving a raw, unstable cavern.

Outside, the city night was humid and close. Sean hailed an Uber with a flick of his phone. He slid into the backseat, the synthetic fabric cool against his bare legs. Jack got in after him, his size filling the space, making the compact car feel like a cage. The driver, a man with tired eyes in the rearview, said nothing about their state of undress, about Sean’s obviously borrowed shorts or Jack’s haunted, wild expression. The partition went up, sealing them in a dim, moving cell.

For five blocks, the only sound was the hum of the engine and the muffled city beyond the glass. Sean stared out the window, the neon streaks smearing into meaningless light. The power he’d wielded on the rooftop felt distant now, a costume he’d taken off. What remained underneath felt thin and cold.

“Look at me,” Jack said. His voice was different. It wasn’t a plea. It wasn’t broken. It was low, a rumble that vibrated in the small space, tectonic.

Sean didn’t turn. “I don’t want to.”

The hand came from the shadows, fast and immense. It wasn’t a caress. It was a vice. Jack’s fingers closed around the back of Sean’s neck, his thumb digging into the tendon, his other fingers pressing hard into the vertebrae. The pressure was instantaneous, shocking. It wasn’t meant to soothe; it was a claim of pure physical force.

Sean gasped, his hands flying up to clutch at Jack’s wrist. “Jack—!”

“Shut up.” Jack’s voice was a gravelly monotone. He used his grip to yank Sean towards him, then shoved him face-first against the window. The cold glass pressed against Sean’s cheek. With his other hand, Jack grabbed the waistband of Sean’s borrowed shorts and underwear and ripped. The sound of tearing fabric was obscenely loud in the quiet car.

Sean felt the night air on his exposed skin. Before he could process the violation, Jack’s huge hand was on his ass, not worshiping, but grasping. His fingers dug into the flesh, possessive and brutal, kneading the rounded curves hard enough to bruise. It wasn’t desire. It was repossession.

“You let him,” Jack breathed into his ear, his voice trembling not with sadness, but with a fury so long-suppressed it had turned white-hot. “You made me watch. You made me kneel. You made me taste his fucking leftovers.”

“Jack, stop, the driver—” Sean’s protest was cut off as Jack increased the pressure on his neck, cutting his air just enough to spark panic.

“The driver doesn’t exist,” Jack snarled. His other hand continued its brutal exploration, groping, squeezing, spreading him open right there in the back of the moving car. Headlights from passing vehicles flashed through the window, illuminating their frantic, tangled reflection for split seconds. “Nothing exists but this. This ass. My hands on it. And you, finally understanding.”

The choking grip shifted, turning Sean roughly onto his back across the seat. Jack loomed over him, a silhouette blocking the light, his eyes two pits of black rage. He was still fully clothed, a giant over Sean’s tiny, exposed frame. One hand returned to Sean’s throat, applying a steady, terrifying pressure. The other hand fumbled with his own belt, his jeans.

“You wanted a performance?” Jack muttered, the words hot and bitter. “You got one. Now here’s mine.”

The realization hit Sean like a physical blow. The hollowness inside him, the cold after the spectacle—it was fear. And beneath the fear, a terrifying, wet heat was stirring. He was completely immobilized, pinned by Jack’s weight and that unrelenting hand on his windpipe. He could feel the hard line of Jack’s cock, freed now, pressing against his inner thigh. The rebellion in Jack’s eyes was absolute.

All the taunts, the humiliations, the public devotions—they had built a dam. And the dam had broken.

“I’m sorry,” Sean whispered, the words scraping past the constriction in his throat. His eyes were wide, not with defiance, but with a dawning, desperate surrender. “Jack, I’m so sorry. Please.”

“Please what?” Jack growled, not easing his grip. He leaned down, his face inches from Sean’s. The smell of him was sweat, salt, and rage.

“Please,” Sean begged, the submission a dizzying, intoxicating rush. “Please fuck me.Please use me. I need it. I need your cock. I need you to show me it’s yours.”

The words acted like a trigger. Jack’s control shattered. He released Sean’s throat only to hook his hands under Sean’s knees, yanking his lower body up and spreading him wide. There was no preparation, no spit, no gentleness. He positioned the thick, blunt head of his cock at Sean’s entrance, still loose from Koby’s violation but utterly unprepared for this.

“It’s mine,” Jack stated, a final, flat declaration.Then he drove in.

The stretch was brutal, searing. Sean’s back arched off the seat, a silent scream on his lips. Jack didn’t pause. He set a punishing, jackhammer rhythm, using all of his 6’8” frame’s leverage to piston into Sean’s body. The car’s suspension squeaked in protest with every thrust. Sean’s head knocked against the door handle, his vision blurring.

“Tell me,” Jack grunted, his breath coming in ragged gusts, his hands vice-like on Sean’s hips, surely leaving new, darker bruises over the old ones. “Tell me whose you are.”

“Yours!” Sean cried out, the words punched out of him with each deep, lung-emptying drive. “I’m yours, Jack, fuck, only yours! Your ass, your cock, please!”

Jack fucked him like he was trying to erase the memory of Koby, of the rooftop, of every other pair of eyes that had ever looked at Sean. It was a claiming of earth and bone. He pulled Sean’s entire body onto him with each stroke, the force of it sliding them on the synthetic seat. The sound was filthy, wet, and violent—skin slapping, the creak of the car, Sean’s choked sobs of “yes” and “more” and “harder.”

Sean’s hands scrabbled for purchase, finding only slick vinyl. He’d never felt so small, so completely overpowered. It ignited every nerve. The pain blurred into a blinding, white-hot pleasure. He came without being touched, his cock jerking and spilling over his stomach, his body clamping down on the massive intrusion dragging through him.

Jack didn’t stop. His rhythm became erratic, animalistic. He buried his face in Sean’s neck, biting down on the tendon as his climax approached. “Mine,” he grunted, the word a final, guttural oath. He shoved in one last, deep time, his body locking as he emptied himself, a hot, flooding release that felt endless.

He collapsed, his immense weight crushing Sean into the seat. They lay there, a tangled, sweating, spent heap in the shaky darkness of the moving car. The only sounds were their ragged, harmonizing breaths and the steady hum of the engine.

The Uber slowed, then stopped. They were outside Jack’s building.

Jack pushed himself up. He looked down at Sean—a broken, used, beautiful mess under him. He tucked himself away, zipped his jeans with a soft whirr.He said nothing. He simply opened the car door, the interior light a shocking invasion.

He got out, then leaned back in. He didn’t offer a hand. He looked at Sean’s naked, trembling form, the come drying on his stomach, the fresh bruises already blooming on his hips and neck.

“Come on,” Jack said. His voice was quiet, empty of everything but a chilling, absolute certainty.

Sean, limbs weak, mind shattered, obeyed. He shuffled out of the car, holding the torn remains of his shorts against himself, and followed Jack into the dark mouth of the building’s lobby. The Uber drove away, leaving them standing in the sterile, silent light. Jack pressed the elevator call button. The doors slid open with a soft ping.

He stepped inside and turned, waiting.

Sean crossed the threshold.

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