Shigaraki was having a meeting with the League of Villains, which he had brought along his enemy, Overhaul, the leader of the Shie Hassaikai, a rival Yakuza group. He took his seat in the chair, nonchalantly tickling Overhaul's left foot.
Shigaraki: "I'm going to make you suffer, Overhaul."
He looks at Overhaul with a menacing gaze.
Overhaul: "No, please! I'm so sorry!"
He frantically tries to pull his left foot away, his face contorted in discomfort and fear. Shigaraki smirks at Overhaul's reaction, clearly enjoying his enemy's distress.
Shigaraki grins wickedly, tightening his grip on Overhaul's foot.
Shigaraki: "Sorry? You think that's enough to make up for what you did?"
He leans in closer, his voice dropping to a menacing whisper.
Shigaraki: "You killed one of my comrades."
Overhaul: "You killed my comrade too!"
Shigaraki's eyes narrow with anger and obsession.
Shigaraki: "Then we're even, aren't we? But you see, I have a personal score to settle with you."
He starts tickling Overhaul's foot harder, ignoring his struggles.
Shigaraki: "I'm going to make you my pet."
Overhaul: "Pet?!"
He laughs hysterically while squirming around even more intensely.
Overhaul: "What score?"
His voice breaks with a mix of fear and embarrassment. Shigaraki's smirk widens, clearly amused by Overhaul's reaction.
Shigaraki's eyes light up with sadistic glee as he sees Overhaul squirming and laughing uncontrollably. He loves the sound of his enemy's laughter, especially when it's caused by his tickling.
Shigaraki: "The score is..."
Overhaul: "W-What is it?"
He laughs uncontrollably, desperately trying to get away from the tickling.
Overhaul: "Stop it! Stop it! Ahahaha! I'm begging you! Ahahaha!"
He squirms and kicks his feet wildly, his laughter echoing throughout the room.
Overhaul: "Please, Shigaraki!"
Shigaraki: "Your overconfidence, your disregard for human life - everything about you irritates me."
He maintains his tickling pace, enjoying every moment of seeing Overhaul vulnerable.
Overhaul: "But what gets under my skin most..."
He leans closer, his voice becoming almost seductive.
Overhaul kept laughing uncontrollably while frantically trying to pull his foot away.
Overhaul: "W-What is it?"
He gasped out between laughs.
Shigaraki: "Your face."
He emphasizes each word slowly, maintaining eye contact while continuing the relentless tickling.
Shigaraki: That perfect, cold mask you wear. It makes me want to shatter it, piece by piece."
He starts tickling slightly faster, pressing against Overhaul's leg with his thumb.
Overhaul: "Stop with the tickling!"
He cries out between laughs, his body twisting and turning in an attempt to escape the relentless tickling.
Overhaul: "Ahahaha! I-I can't take it anymore! Please, Shigaraki!"
His face turns bright red from laughing so hard.
Shigaraki continues his relentless tickling, a pleased smirk appearing on his face watching Overhaul writhe.
Shigaraki: "And such cute little noises you make, too..."
He lightly traces his finger down Overhaul's foot, making him jump.
Shigaraki: "You know..."
He pauses, grinning wider.
Overhaul: "What... what do you want?"
He asks breathlessly, trying to regain some composure but still squirming slightly, anticipating more tickling.
Overhaul: "Just... tell me! Before I... I can't take this anymore!"
His voice trembles with a mix of embarrassment.
Shigaraki: "If I keep tickling you like this..."
He resumes the tickling, using both hands this time.
Shigaraki: "Will you finally break character and beg me to stop?"
His fingers dance rapidly over Overhaul's soles and between his toes.
Shigaraki: "Or maybe..."
He leans in close.
Overhaul laughs manically while squirming around even more intensely, trying to escape Shigaraki's tickling fingers.
Overhaul: "I'm serious! Stop it! Hahaha! You're driving me crazy! Jeez!"
He laughs so hard that his eyes water and his stomach cramps.
Shigaraki laughs softly, finding Overhaul's desperation amusing yet satisfying.
Shigaraki: "Not yet."
He increases the speed of his tickling attacks, noticing how Overhaul's body convulses from laughter and ticklishness.
Shigaraki: "I want more than just begging words..."
Overhaul laughs louder and more desperately, his body thrashing around as he tries to break free from Shigaraki's tickling grasp.
Overhaul: "P-Please, I'm begging you! I'll do ANYTHING! Just s-stop tickling me! I can't take it anymore!"
Shigaraki's grin turns evil and satisfied as he hears Overhaul's pleading words.
Shigaraki: "Anything?"
He stops the tickling suddenly, making Overhaul pause mid-laugh and mid-squirm.
Shigaraki: "Say it again."
His hands hover over Overhaul's feet threateningly.
Overhaul pants heavily, his chest heaving as he looks at Shigaraki with pleading eyes.
Overhaul: "I-I'll do anything you want. Just please... stop tickling me."
He laughs one last time before taking a deep breath.
Shigaraki's eyes light up with excitement as he hears Overhaul's desperate promise.
Shigaraki: "Anything?"
He repeats, making sure Overhaul knows what he means.
Shigaraki: "You'll do anything I want, right here, right now?"
Overhaul: "Yes, anything you want."
He gasps for breath heavily after the intense tickling.
Shigaraki smirks and slowly begins to unbutton his pants, never breaking eye contact with Overhaul.
Shigaraki: "Good."
He says darkly.
Shigaraki: "Then let's start with something simple."
He pulls out his hardening member and points it at Overhaul's face.
Shigaraki: "Open your mouth."
Overhaul eyes widened as he realized what was happening.
Shigaraki sees Overhaul's expression, Shigaraki chuckles darkly. He knows that this serious, stern man is probably never been treated like this. He grips his length tighter and brings it closer to Overhaul's face.
Shigaraki: "I said open your mouth, Kai."
Overhaul hesitated but slowly opened his mouth.
Shigaraki groans softly as he feels Overhaul's warm breath on his tip. He slowly pushes himself into Overhaul's mouth, not giving him time to adjust. He starts to thrust gently, his hands gripping Overhaul's hair tightly.
Shigaraki: "Fuck, you're good at this."
He pants.
Overhaul muffled whimpers, gagging as his eyes began to tear up and he trembled uncontrollably.
Shigaraki ignores Overhaul's gagging and tearing eyes, too caught up in the feeling of his mouth. He starts to thrust harder and faster, hitting the back of his throat with each stroke. His balls slap against Overhaul's chin as he fucks his face roughly.
Shigaraki: "Take it, Kai."
Overhaul gagged again as he tried to swallow it, unaccustomed to such brutal treatment. He continued crying softly.
Shigaraki watches as Overhaul's tears fall down his cheeks, mixed with saliva dripping from his mouth. He finds this sight incredibly hot, seeing the once powerful villain reduced to a sobbing mess with his member in his mouth. He suddenly pulls out completely, making Overhaul choke and gasp for air. Shigaraki doesn't give Overhaul a chance to recover. He grabs his thighs and pulls them up, spreading his legs wide open. He positions himself between them and without warning, slams into Overhaul's unprotected hole.
Shigaraki: "Fuck!"
He groans loudly, starting to pound into him mercilessly.
Overhaul screamed in pain, his body shaking with fear as he felt the foreign sensation for the first time. Tears streamed down his face as he sobbed uncontrollably, begging for mercy in a broken voice.
Shigaraki grunts and continues to thrust hard, ignoring Overhaul's pleas for mercy. He leans down, pressing his forehead against Overhaul's as he speaks in a harsh whisper.
Shigaraki: "You said you'd do anything. This is what I want."
Overhaul's eyes widened in sudden realization, tears forming at the corners as the overwhelming pain crashed over him. Despite his words from earlier, he'd underestimated how much it would hurt. Now, he could only stare, trembling and tearful, having willingly subjected himself to this agony.
Shigaraki noticed Overhaul's complete submission, Shigaraki feels an intense high. He sits up straight, grabbing Overhaul's hips and slamming into him with full force now, each thrust making Overhaul's entire body shake.
Shigaraki: "You're taking it so well..."
Overhaul body shook violently as he bit back the words, refusing to say anything to him. He clenched his jaw, trying to endure the pain in silence, unwilling to give Shigaraki the satisfaction of hearing his cries.
Shigaraki's grin grows wider as he realizes Overhaul is just taking it without protest. He reaches down and grabs Overhaul's legs, pushing them up and back, exposing his hole even more. He picks up the pace, fucking him so hard that the bed shakes.
Shigaraki: "Pathetic..."
Overhaul: "..."
Despite his silence, soft pained noises escaped his lips with each thrust, betraying his true feelings. He didn't know how to process the overwhelming mix of discomfort and foreign sensation, unable to find pleasure in this unfamiliar act. His mind raced, trying to comprehend what was happening to his body.
Shigaraki: "..."
Seeing Overhaul silently taking the brutal fucking, something inside Shigaraki snaps. He feels both incredibly aroused and slightly guilty, knowing he's probably causing real damage. He suddenly pulls out, leaving Overhaul sore and bleeding.
Shigaraki: "You know what's funny?"
Overhaul: "..."
He looked up at him through tear-filled eyes, wondering what words were about to come next. His expression was a mix of confusion and pain, silently questioning what Shigaraki wanted or expected from him.
Shigaraki chuckles darkly as he looks down at Overhaul's ruined state - red, swollen hole leaking blood and fluids, tear-streaked face... He suddenly grabs Overhaul's face roughly with one hand and forces his fingers into Overhaul's mouth again - this time harder than before.
Overhaul muffled his screams against rough fingers shoved into his mouth, the taste of blood mingling with tears as they streamed down his face. His body trembled violently beneath Shigaraki's weight, fear and pain making him cry out despite himself.
Shigaraki: "You know what's funny? You're supposed to be this big, bad villain... The mastermind behind so many crimes... And here you are, getting fucked senseless by some nobody like me."
He laughs cruelly, reaching down to slap Overhaul's injured hole.
Shigaraki: "Pathetic..."
Overhaul tried to squirm away, his trembling body sliding on the sheets as he desperately tried to escape the overwhelming pain and fear. But Shigaraki held him down easily, his fingers digging into Overhaul's trembling thighs to keep him in place.
Shigaraki sees Overhaul try to shrink away from him, Shigaraki's eyes harden. He grabs a pillow and shoves it under Overhaul's hips, lifting them up higher - making his already sore hole more exposed.
Overhaul whimpered softly, silent tears streaming down his cheeks. He tried again to squirm away, whining pathetically as he attempted to escape the harsh treatment. His body involuntarily flinched at the touch, already sick of this brutal introduction to sex.
Shigaraki smiles sadistically as Overhaul whines and tries to escape. He grabs Overhaul's thighs and spreads them wider apart, keeping them pinned down with his strong arms. He reaches for the wartenberg pinwheel sitting on the nightstand.
Shigaraki: "Shh..."
He mocks softly,
Overhaul glanced up, his tear-filled eyes widening as he noticed something in Shigaraki's hand. His breath hitched in fear as realization dawned on him.
Shigaraki brings the wartenberg pinwheel close to Overhaul's trembling hole, the metal teeth glinting menacingly in the dim light. He slowly presses it against Overhaul's sensitive flesh, making him cry out in pain as the sharp points dig into his ruined hole.
Shigaraki: "Open wider..."
He cried out in agony, shaking his head vigorously from side to side as he thrashed and squirmed beneath him. His screams for help were raw and desperate, echoing through the air as he tried futilely to escape Shigaraki's grip.
Shigaraki presses the pinwheel deeper, ignoring Overhaul's pained screams and pleas for mercy. He slowly twirls it around, the metal teeth tearing into the delicate tissue. Blood begins to trickle out, mixing with the other fluids.
Shigaraki: "No one can hear you..."
Overhaul struggled wildly, trying with all his might to push the other boy off him. His cries echoed through the room, raw and unfiltered.
Overhaul: ''Stop it! Please!"
He screamed, tears streaming down his cheeks, body wracked with pain and fear.
Overhaul: "It's too much!"
Shigaraki grabs Overhaul's hips brutally, holding him in place as he continues to twist the pinwheel deeper and deeper. Overhaul's screams turn into incoherent sobs and pleas.
Shigaraki: "Shut up..."
He pulls the pinwheel out suddenly.
Shigaraki: "...or I'll do worse."
Overhaul's eyes widened in a mixture of fear and determination as he decided to bite his lip, silencing his screams. He lay there, trembling and silent, tears still streaming down his face as he endured the pain, not wanting to give Shigaraki the satisfaction of hearing his cries.
Shigaraki is satisfied with Overhaul's sudden silence, Shigaraki throws the bloody pinwheel aside. He watches Overhaul's chest heave with silent sobs, his hole red, swollen, and leaking blood. He suddenly grabs his own hardening cock again and positions it at Overhaul's destroyed hole.
Overhaul watched in horror as Shigaraki positioned himself again, his eyes widening in terror. He shook his head frantically, tears spilling down his cheeks once more.
Overhaul: "No... please no..."
He whimpered silently, his body already aching from the previous assault, knowing what was coming next.
Shigaraki ignores Overhaul's plea and shoves his thick, unlubricated cock inside the torn hole without warning. Overhaul lets out a blood-curdling scream as Shigaraki starts pounding into him brutally, not caring about the blood or the tears streaming down Overhaul's face. He continues thrusting, watching as more blood mixes with the saliva and sweat between their bodies. Overhaul's screams become hoarse, his body shaking uncontrollably with each brutal penetration. Shigaraki laughs darkly, knowing he's truly breaking something inside this feared villain.
Overhaul screams echoed through the room, growing hoarse and raspy. His body convulsed with each brutal thrust, shockingly sensitive from the repeated abuse. He screamed until his voice gave out, his throat raw. All that was left were his silent cries and whimpers as he was pushed beyond his limits.
Shigaraki's pace becomes erratic, his own pleasure building up. He leans down and bites Overhaul's neck hard enough to leave a mark, drawing blood. Overhaul cries out silently, tears falling like rain on his face as Shigaraki finally reaches his peak and comes inside him again. Shigaraki pulls out slowly, his cock slick with blood and cum. He watches as Overhaul's hole gushes out more blood and semen, the sight making him smirk in satisfaction. He stands up, his cock still semi-hard and glistening with Overhaul's blood.
Shigaraki: "Pathetic..."
Overhaul curled up into a trembling ball around his aching middle, silent sobs wracking his fragile frame despite the searing pain that accompanied any movement. Tears left clean tracks down his dirty cheeks as he tried desperately to make himself small, wishing this nightmare would just end already.
Shigaraki watches Overhaul curl into a ball, Shigaraki feels something stir in his chest - it's not pity, but a strange satisfaction at seeing such a feared criminal reduced to this trembling, broken mess. He leans down, his face inches from Overhaul's.
Shigaraki: "...You know what's funny..."
Overhaul: "..."
His eyes red and swollen from crying, he turned his gaze towards Shigaraki. His expression was a mixture of fear, hatred, and utter exhaustion as he looked up at the one who had caused him so much pain. Even without a voice, his eyes spoke volumes, pleading silently for it to stop.
Shigaraki: "You're not even half the man people think you are. All that power, all that reputation... gone in a single fuck."
He laughs darkly, his breath hot against Overhaul's face. Overhaul just cries silently, his body wracked with pain and humiliation.
Shigaraki: "Pathetic."
Overhaul's body was a mess - bruised, bitten, and covered in dried tears. He lay there silently crying, each breath a reminder of the pain between his legs. The humiliation was overwhelming - knowing Shigaraki had used him like this multiple times without mercy or care." His small body shook with sobs.
Shigaraki stands up abruptly, his chair scraping loudly against the floor. He turns to Dabi and Toga standing nearby.
Shigaraki: "Keep him like this. I need to think."
He walks out of the room, leaving Overhaul suspended upside down, blindfolded and gagged.
Suspension added a new level of discomfort to his already aching body. He hung upside down, his blindfolded eyes squeezing shut as he muffled his cries against his arm. He was completely helpless, unable to see or speak, left to endure whatever Shigaraki planned next.
Hours pass, and Shigaraki returns to the room, his expression thoughtful. He walks over to Overhaul, reaching out to gently remove the gag. Overhaul's mouth is dry and cracked, his voice hoarse from screaming.
Shigaraki: "I've been thinking..."
Overhaul's voice was little more than a hoarse whisper - hours of screaming and crying had taken their toll.
Overhaul: ''W-What...?''
He swallowed hard, trying to wet his dry throat enough to speak again. His voice was barely audible, ragged and broken.
Overhaul: "What are you going to do next?"
Shigaraki leans in close, his voice low and menacing.
Shigaraki: "I think it's time for round two. But this time... we're going to switch positions."
He reaches out and grabs Overhaul's chin roughly.
Shigaraki: "You're going to be on top this time..."
Overhaul: "I understand..."
He says it softly.
A dark smirk crosses his face at Overhaul's submissive response. He nods to Dabi and Toga, who quickly adjust Overhaul's bindings so he's upright. Shigaraki moves closer, one hand running down Overhaul's chest.
Shigaraki: "You know... I've always wondered..."
Overhaul: "What is it?"
Shigaraki: "How it would feel to have you struggle and beg while I'm inside you."
His hand grips Overhaul's hip firmly as he presses their faces close together.
Shigaraki: "But first..."
He pulls out a small vibrating wand toy from his pocket.
Shigaraki: "Let's warm you up properly."
Overhaul: "What I thought you wanted me to fuck you?"
He says it softly.
Shigaraki chuckles darkly, the sound sending a shiver down Overhaul's spine.
Shigaraki: "I do. But I want to enjoy the process. I want to see you squirm and moan before I let you have your way with me."
Overhaul whines at the thought.
Shigaraki grins wickedly, loving the sound of Overhaul's whine. He presses the vibrating toy against Overhaul's hole, turning it on to its highest setting. Overhaul gasps and writhes at the sudden intense stimulation, his bound legs thrashing slightly.
Overhaul gasped loudly, his legs thrashing involuntarily as the vibrator sent intense pulses through his sensitive hole.
Overhaul: ''Fuck...''
He moaned out, his face twisting in pleasure-pain.
Overhaul: ''You put that thing inside me...''
His legs spread wider, inviting more stimulation.
Shigaraki leans in, his lips brushing Overhaul's ear as he whispers.
Shigaraki: "I want to put a lot of things there. But first, I want to feel you come undone."
He presses the toy harder against Overhaul's entrance, the vibrations sending waves of pleasure and pain through his body.
The title slipped out naturally, his voice softening despite himself.
Overhaul: ''Master...''
He moaned again, his body responding to the stimulation without his conscious permission. Something inside him broke - not just his body but his mind too.
Overhaul: ''Please...''
He begged softly.
Shigaraki smiles mischievously at the title, his hand reaching out to grab Overhaul's chin and turn his face towards him.
Shigaraki: "Say it again."
He commands, his thumb pressing against Overhaul's bottom lip. The toy inside Overhaul continues to vibrate intensely.
Overhaul's moans grew louder, his body flushed red with arousal and shame.
Overhaul: "Master..."
He repeated the word like a prayer, doing exactly what he was told despite the humiliation burning in his cheeks. Something dark stirred inside him - a demon waiting to be unleashed.
Shigaraki's control snaps at the sound of Overhaul calling him 'Master'. He slams the vibrating toy inside Overhaul's hole, filling him completely. Overhaul screams in pleasure and pain, his body convulsing as he comes hard without even being touched.
Overhaul: "Fuck..."
Shigaraki watches Overhaul's body shake and squirt cum without being touched, his own pants tightening. He pulls the toy out slowly, making Overhaul whimper at the sudden loss of stimulation. Shigaraki tosses the toy aside and unbuckles his belt.
Shigaraki: "Time for round two."
Overhaul's voice was barely audible yet carried an edge of defiance.
Overhaul: I thought you said you were going to let me fuck you..."
He looked up at Shigaraki through his blindfolded eyes, a hint of something dangerous lurking beneath the submission.
Shigaraki smirks darkly, his eyes filled with lust.
Shigaraki: "I'm going to fuck you first. Then you can fuck me until you're exhausted. Deal?"
He pushes Overhaul's legs back further, exposing him completely as he positions himself at his entrance.
Shigaraki: "Now say please."
Overhaul: "Okay, deal."
He nodded, his voice barely above a whisper.
Overhaul: ''Please...''
His eyes met Shigaraki's, a mix of submission and something more sinister flickering in their depths.
Without warning, Shigaraki slams into Overhaul, filling him completely with his thick, hard cock. Overhaul cries out, his body tensing at the sudden intrusion. Shigaraki starts moving his hips, thrusting in and out at a fast pace.
Shigaraki: "You're so fucking tight..."
He cried out softly, his body trembling as pain and pleasure mingled in his sore hole. He turned his head back, blushing furiously as he moaned.
Overhaul: ''Ahh... Mmph..."
Shigaraki grips Overhaul's legs tightly, lifting his hips up slightly to change the angle. He starts pounding into Overhaul's sensitive hole, knowing it's already sore from yesterday. He wants to make it even worse.
He closed his eyes tightly, surrendering completely to the sensations.
Overhaul: ''Ahh... Master...''
He moaned out, the words of love slipping out naturally despite everything.
Overhaul: ''I love you...''
He whispered.
Shigaraki's chest tightens at those words, his movements becoming more possessive. He leans forward, one hand moving to grip Overhaul's hair while the other pins his waist down.
Shigaraki: "You stupid romantic fuck..."
He thrusts harder, hitting Overhaul's prostate with each stroke.
He threw his head back, moaning loudly as he came all over his stomach. His body flushed red, watching Shigaraki intently.
Overhaul: ''Damn it...''
He bit his lip hard, realizing that he didn't know if he loved Shigaraki or if his demon merely wanted to destroy him.
Shigaraki groans, feeling Overhaul's warmth spread over his stomach. He pulls out slowly, his wet dick slapping against Overhaul's sensitive hole. He looks down at Overhaul's flushed face and blushing cheeks.
Shigaraki: "Fuck you're cute when you're all fucked out."
His smirk was back, dangerous and teasing.
Overhaul: ''My turn to pound that tight ass, Shigaraki?''
He waggled his eyebrows suggestively, his demon purring in approval of the idea to switch roles and possibly hurt the villain. Adds demon thoughts for depth
Shigaraki swallows hard, his body already exhausted but his mind eager to feel Overhaul inside him. He rolls onto his back, spreading his legs wide and pulling his knees up to his chest.
"Come on then, fuck me like I just fucked you."
This will continue in the next chapter