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2025-08-09
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To Be Damned With You

Summary:

“You know…” Sasuke spoke conversationally. Deep voice sounding like velvet. Crawling to where Itachi was, straddling his lap, he pouted just slightly. “This is the wrist you so carelessly broke when I was just a child. Do you remember that?”

 

He waved his right hand in front of the older man’s eyes, looking down at him with a smile.

 

“Kiss it better.”

 

Sasuke saves Itachi after their final battle doesn’t go the way he imagined. The smile, the forehead poke, the apology… Sasuke must reconcile who he thought Itachi became and who he really is.

Notes:

This is wildly different than anything I’ve ever wrote. I wanted to engage in an extremely toxic, morally wrong and intensely codependent dynamic that fed off eroticism of their mutual descent into forbidden love. There is sex and romance between two brothers, if this upsets you please don’t read it, I left many warnings to avoid triggering anyone from seeing this by accident.

In this fiction Itachi is not as sick as in canon nor are his eyes as ruined. He can still see and he can still be healed with proper treatment he had avoided out of self hate.

There is a brief sasuita moment where Sasuke is somewhat bullying Itachi to give in to his desires. No r*pe/ no non-con.

Work Text:

The mouth of the cave was pitch black giving nothing away to what rested deep inside. About a mile in there nestled a small fire, an array of supplies was thrown carelessly about and near by a layer of sleeping bags, a canteen of water, a cloak and a sword. The crackling of the fire and shallow breathing was the main source of noise in the eerily quiet mouth of the mountain.

Replaying in the dark haired nins mind over and over was the soft, sad smile his big brother gave him before poking his forehead. The nostalgia of that touch had broken his heart, his willpower, his rage. Sasuke had nothing without his festered anger. The man who had looked at him with such tender love was not the Itachi he had thought he knew. It was the brother from a lifetime ago. The one who had doted on him like Sasuke was something precious. The one who kissed his bruises and rocked him to sleep during thunder storms and never once sent him away from his bed when Sasuke would sneak in. How could Itachi be both of these people in one body?

How could Sasuke reconcile these feelings and why was it so easy to want to forgive Itachi and have him again? He yearned for his brother to the point it made him sick. He was certain his soul belonged to the man. He couldn’t scrub himself from him and deep down he did not want to. He missed his aniki so viscerally that it clawed at his throat, threatening to emerge in broken sobs and screams. He needed to know why. Why had Itachi looked at him like that, why had he touched him and why had he said sorry?

Sasuke’s eyes drifted to the body beside him.

Itachi was currently unconscious, his hair was taken from its usual ponytail and elegantly fell across his shoulder and splayed outward like an inky, jet black waterfall. His face looked peaceful as he dreamed of shadows. His impassive features gave no hint to the nightmares he had each night. His clothing had been discarded and all he wore now was a pair of pants, everything else having been removed as Sasuke having checked him thoroughly. Probably a bit heavy handed and more thorough than really necessary. Some areas had got much more attention than others. The younger boy having traced his long, pale fingers across a tight torso, down to the v shape of his cut abs and played with the lining of the material that covered what lie further down. A rope kept his arms secured to his sides, however, Sasuke didn’t bother covering the man’s eyes, knowing both exhaustion and motive were not on his side anymore.

He had failed to get Sasuke to kill him. So whatever new goal he curated would have to be done once Sasuke finished his own brand of revenge. Which was why Taka was told to leave the area completely, after Karin had given her blood for Itachi’s healing. “Do some reconnaissance and return in three days time.” Sasuke had ordered them. This was private and deeply personal, the only one allowed to witness the carnage ahead was his one, beloved aniki. He had forced the older nin a food pill and water as he had slept, attempting to restore a semblance of color to his cheeks and it had worked well.

He was aware that his brother would need further medical assistance for the lungs he had scarred by not tending to himself, and his eyes would need replacing some time soon. But otherwise he was healthy and his mind was intact and that’s all Sasuke really needed from the man, he needed his awareness. He wanted Itachi to understand what was happening and it looks like Sasuke would get exactly as he had hoped - a vividly awake and neutral aniki to do with as he pleased. And he had many ideas in place.

The beautiful man shifted but did not open his eyes, Sasuke could hear the subtle change in the way air was pulled into his nose, the soft startle of reality befalling him. He was awake but choosing to feign unconsciousness, hoping to learn more about his surroundings before letting anyone become privy to his awareness. Unfortunately for the nin, Sasuke had been doing nothing but waiting for him.

“Open your eyes, Itachi.” His tone was cold, detached, barely even angry.

Recognizing the voice at once, Itachi opened those obsidian gemstones for eyes and located his brother just to the left of him, staring deeply at him.

“Why am I alive, Sasuke?”

Sasuke didn’t answer, instead he grabbed the canteen and scooted closer to the man, lifting his neck and placing the opening by his lips.

“Drink now.” Sharp and to the point. Itachi looked at him warily and complied, letting the cold water soothe his dry throat and chapped lips.

“Sasuke -“

“Shut up, Itachi.” He slapped the lid closed and threw the bottle behind him. Grabbing the rope that circled the man’s arms to his torso - he lifted the ninja upright into a sitting position.

The rope was definitely chakra enforced and was slowly draining Itachi of his own chakra at the same time, a powerful tool. But not inescapable. Itachi briefly wondered if Sasuke kept him alive just to ask him questions he would not be able to answer. Would he torture him? What would it take to have Sasuke finish the job? Itachi realized he could provoke the boy but something about the air made him stay quiet. It was a tension that he had never felt before, the mood was dark but not murderous. He couldn’t necessarily put his finger on the way the boy looked at him. It was unnerving and almost made him want to look away.

“You know…” Sasuke spoke conversationally. Deep voice sounding like velvet. Crawling to where Itachi was, straddling his lap, he pouted just slightly. “This is the wrist you so carelessly broke when I was just a child. Do you remember that?”

He waved his right hand in front of the older man’s eyes, looking down at him with a smile.

“Kiss it better.” He demanded and Itachi’s eyes widened.

“Kiss it, Itachi or I’ll throw us both off this cliff.”

Itachi leaned forward the small distance and let his lips softly touch the wrist he had so cruelly broken.

Of course he remembers, he had made sure to make a clean break as to make healing faster, it would repair and be stronger than before. A mild bandaid to help the self loathing he experienced at harming his own kin so brutally. He still had nightmares of the sound it made and the cry. This was why he yearned for death, a necessary escape to the ugliness that was his life. But it seemed Sasuke had picked up on his suicidal escapism and now threats had morphed to include Sasuke’s own death, a sure fire way to keep Itachi docile. At his mercy. Sasuke smiled again, sensing his own psychological dominance.

“Again.” Another kiss.

Sasuke shrugged himself out of his shirt, and Itachi watched him stand and begin to remove and discard the rest of his clothing with a slow and methodical approach- all while keeping his eyes locked on Itachi’s. He almost laughed at the shocked and near stupid look he had never seen on his older brother before. It felt wildly good to see that calm expression wiped off his face and replaced with a staggered and bewildered look. Sasuke grinned, naked as he was born, looking down at his long suffering brother.

“What are you doing?” Itachi pleaded. Testing the strength of the binding and wondering what was happening in his brother’s head.

“You’re going to make up for all the things you’ve done aniki. Consider this the start of your repentance.”

Despite the absurdity of what was happening Itachi noted being called “aniki” with a heat gracing his cheekbones, never did he think Sasuke would refer to him so lovingly ever again. None of this followed what he had envisioned, for once, Itachi was truly lost and none of his superior analytical skills were here to help.

The older nin all but yelped when Sasuke gripped him roughly by the hips, yanking his pants and underwear off in one smooth motion, his dick bounced at the jerks of being manhandled and Itachi tried to close his legs shy and ashamed at the half mast erection. Sasuke eyed it with pure focus and adrenaline shot through him like a bucket of ice water.

“Sasuke!” Itachi scolded, completely unwilling to take in what this was. He couldn’t. It was so far beyond what was reasonable that he blinked rapidly, as if dispelling a dream.

Sasuke resumed his position on his lap, straddling him once again. His own erection was pronounced and rubbing along Itachi’s lower stomach, a wet trail left behind where it met skin.

Before Itachi could think or utter a single word, Sasuke gripped him roughly by the hair and shoved his tongue in the man’s mouth. Sucking at his bottom lip, licking at his tongue, his gums, his teeth, anywhere he could reach. When he stopped with a loud smack, he looked straight at Itachi, as if daring him to plead to stop but the man said nothing. He grabbed Itachi’s jaw, forcing his mouth open, Sasuke effortlessly pulling himself to his knees to gaze down at his aniki, lewd with his mouth forced open, eyes glazed over and breath slightly panting, Sasuke spit directly between his lips and watched it trail down his tongue. Itachi swallowed it dutifully.

The man realized once he felt something behind him that in his dazed state he missed Sasuke’s hand sign for shadow clones. He could feel the energy of Sasuke at his back and was abruptly being held, hands roaming his body freely, lips skimming and sucking on his neck, licking upwards and groaning, biting his ear and leaving a breathy laugh in its wake. It was so intimate and there was a feeling of desire and need that was driving Itachi crazy, his libido heightened to a degree he’d never experienced.

The real Sasuke began stroking Itachi’s member as he tongue fucked his brother into a state of submission. He had no cards to play, in his shock he simply sat there, taking everything Sasuke was throwing at him. He would take it. If he was willing to let Sasuke kill him, could he not give him this? If Sasuke wanted all of him then he could have it. Itachi had belonged to Sasuke the moment he had held him in the hospital room as a baby.

“You got hard faster than I imagined, aniki.” Sasuke whispered, sounding very pleased. “I know how much you like being used as a toy.”

He was being mocked. And Itachi’s eyebrows furrowed in response to the taunt. What did Sasuke know? Did he know the truth? He bit down harshly on his lip, stifling any groan that would have come from Sasuke’s four hands rubbing his cock and balls together, their fingers toying with his slit and humming in appreciation as precome began to ooze out, trailing down the shaft and adding to the blissful feeling, working as lube for the hands currently terrorizing his hard cock.

This was bad, Sasuke had seemingly lost it. And worse - this was Itachi’s fault, he clearly created some kind of psychological crisis that diverted his violence into a need to control Itachi in any way he could, and it seems instead of through blood, Sasuke had chosen to torture his brother with pleasure. It was becoming harder for Itachi to play impassive observer to the lewd acts, he grit his teeth and struggled once more against his bindings. Not enough of his chakra had been replaced before it had been put on him.

The shadow clone seemed to notice and while tugging on his ear said “If I were to untie you, would you behave Itachi?”

“No I don’t think he would.” Sasuke answered his own clone. “He will eventually though.” Diverting his attention back to Itachi he licked his lips and whispered -

“I took the time to prep well while you were asleep.”

Itachi was sure he was about to be fucked in the ass by his little brother but rather, Sasuke lifted himself up, grabbing Itachi’s member and sat on him all in one swift motion. It was nearly painful how tight Sasuke was, Itachi’s plethora of precome had aided the process well, along with Sasuke prepping himself.

Itachi’s mind went haywire. The idea of his Otouto using his fingers and lube to get his hole ready for his aniki was overbearing, and wrong and insane. Unfortunately it also felt incredible.

Sasuke took the liberty to start bouncing almost immediately, Itachi could control how sealed his lips were but the response of his cock getting harder and leaking profusely was not. The wet sounds that echoed in the cave of his long and thick member being used so greedily made matters worse. It was music to Sasuke’s ears, however, and he began to moan wantonly as he jerked and gyrated his hips, breathing loud in between his moans. Itachi tried to look elsewhere than at the sex starved face of his little brother, guilt over riding the carnal pleasure, this was his fault. He didn’t deserve to feel this, but the shadow clone had different ideas.

“He wasn’t the only one we prepped by the way.”

A sharp intake of breath indicated Itachi knew exactly what he meant and the clone laughed in response as he grappled Itachi in his lap, spreading his cheeks, a wet head rubbing along his puckered flesh.

“Sasuke, enough!” He pleaded, it came out desperate and needy, and was ultimately ignored.

He was entered roughly, the pain was tolerable to a ninja like himself, but the discomfort and mental fatigue was threatening to break him down. What did Sasuke want? This surely couldn’t be it. Was it?

Sasuke’s arms wrapped around his neck and dove back down to capture Itachi’s lips in another searing kiss.

A whimper. “Aniki - kiss me back.”

Itachi’s beautiful eyes began to water, “I can’t-“

Suddenly the intrusion behind him hit his prostate as Sasuke shoved down balls deep. The mix of it, the combined ecstasy was blinding and his head fell back onto the clones shoulder, a desperate cry escaping for the first time from Itachi. Unable to stop the shuddering of his body, the way his toes curled, the way his eyes darted to Sasuke. It felt so good, Itachi hadn’t allowed himself this bliss in… well forever.

“That’s it…” the clone cooed “that’s the spot aniki.”

Then he began thrusting into his prostate wildly, grunting and moaning into Itachi’s skin, littering his shoulder with kisses and bites.

It was too much, it was too much even for Itachi, he attempted to shut down and close his mind to no avail. Sasuke forced grunts out of him each time, in tandem the clone rubbed against his prostate and Sasuke rode his cock. It was so wet, and tight, and Itachi couldn’t handle it.

“Please … Sa- ugh Sasuke please. Don’t.”

“I know it feels good aniki, just let it feel good.”

After a minute of relentless focus to shut down, he peered up at his little brother. Hair matted to his face, eyes bright with mirth and pleasure. There was a smug smile on his lips and before Itachi could ask what it was for now, he realized his body had betrayed him, his own hips were pistoling upward, shoving his own cock in that tight heat with reckless abandon.

He tried to stop. He did.

“Kiss me back aniki. That’s what I want.”

This time when Sasuke bent down, Itachi met him halfway and kissed him back, their tongues dancing and Sasuke sighed. Moving to kiss Itachi’s cheek, then his eyelids, then his nose.

“Oh f-fuck-“ Itachi cried out, he couldn’t take this anymore, it was too much. He wanted to use his hands, he didn’t know if it was to get away or to grip those sinful hips and force him down harder and faster on his leaking cock.

The clone behind him let out a whine and cum started to shoot into him, the warmth filling Itachi as he panted, mewling at the sensation.

“Aniki! I’m gonna cum! I want you to cum with me! Cum for me Itachi! Cum for your Otouto!”

“Ughh! Nnngh-oh fuck ! Sasuke! I - I ahhhh”

The orgasm was like nothing he could ever realize on his own. This was a release so profound that Itachi fell backwards, not realizing the clone had disappeared post orgasm, he was left bucking like an animal into the hole above him, into his Otouto, his sweet Sasuke, tears streamed down Itachi’s face and he yelled, planting his feet down firmly and using all his power to thrust his cock inside that wet heaven over and over. He was already damned. He had solidified his spot in hell years ago, this was the final nail in his coffin and finally at least it was one that was brimming with ecstasy.

“So so good.” Itachi grunted, breathless, cock throbbing, every cell of his vibrating with pure pleasure.

Sasuke fell forward on top of him and Itachi desperately began sucking at the skin of his neck, anything he could reach as he panted and groaned. The cum was trailing down Sasuke’s thighs, and more was still spilling, unable to stop himself Itachi’s spurts were thick and heavy and shooting deeply inside Sasuke as Sasuke’s own seed shot out hard enough that some hit Itachi’s chin and cheek, the deliciousness of seeing Sasuke cum so hard had Itachi moaning and attempting to lick at the milky substance.

“Otouto!” Sasuke had never heard Itachi whine, and he decided it was now his favorite thing to listen to, right after his cries of passion.

“So good it’s so good aniki! I’m still cumming!”

“Ah baby yes…. Come on, keep cumming for me Otouto, use me just like this!”

Sasuke slumped further against the heated body beneath him, as Itachi slowly pumped his cock in and out, allowing them to ride the orgasm to its end, soft groans and heavy breathing being shared between them as their eyes locked.

“Tachi -“

A kiss, another kiss. Soft sighs and then Sasuke pressed his forehead against Itachi’s. The look shared between them was radiating with love.

“I never thought I’d hear someone say my name like that again. Let alone you, Otouto.”

“I love you so much I can’t stop. I tried, aniki. I really did. I wanted to kill you, but I never could stop loving you, wanting you.”

As they spoke Itachi slowly filled to hardness again, gently easing himself out and back in as he stared at Sasuke, the next second a breaking seal was spoken and his bindings fell away. Itachi immediately used his free hands to grip the perfect, soft globes of his Otouto’s ass and spread them lewdly. He wasn’t rough with his thrusts but he went deep, slow fucking him as he laid him out on the mats below, hands roaming down to lift a leg, caress a thigh, hips moving non stop as he brushed insistently on the bundle of nerves within his Otouto, the boy shuddered beneath him, eyes glazed over in lust and love as he simply stared up at his aniki. His black hair a curtain from the rest of the world, all that existed was the pressure and pleasure of Itachi’s cock. This beautiful and fucked up man who had brought him the most pain and now was dragging an abundance of delight out of him like nothing Sasuke could have ever imagined before. He realized now how some shinobi were so obsessed with sex and orgasms. He never realized it could be like this.

The feeling rising and rising like an orchestra meeting its crescendo had Sasuke’s drool softly spilled from the sides of his mouth, eyes watery, dazed and blissed out. His breathing was strained as he watched his aniki in pure awe as he submitted to every desire. Simply staring was enough to get Sasuke off, all because of the man on top of him was fucking him in a manner that would make the devils blush. Sasuke arched his back on a particularly intense thrust and Itachi responded by leaning down and capturing a nipple in his teeth, only to suckle and lick it after as if in apology.

“I- Itach- chee” he cried out nearly screaming as his mouth was then ravaged by tongue and spit.

“Sasuke - look at me.”

Instantly black eyes locked onto each other “I want you to look at me while you cum Otouto, let me see that beautiful face.”

Despite everything Sasuke still felt his cheeks go warm, Itachi smiled at the pink that spread across his face as he maintained the eye contact he asked for.

His legs shook and he attempted to halt them by tightening his grip around his brothers waist, his breathing was a harsh pant now and he gripped possessively at his aniki’s hair, just on the side of painful that added to Itachi’s libido.

The smoldering look in his brothers eye was too much for him, all he could read in that dark abyss was so much adoration that tears welled up in his own gaze, he shut his eyes only to be bit on his bottom lip and scolded.
“Open them Otouto-“

“I can’t! It’s s- too much “ he wailed while attempting to gaze back at him.

“You will take it!”

A whimper. Another cry.

In what sounded like a condescending tone Itachi used his baby voice to say “You sure you can’t take it anymore Sasuke?”

That was it for Sasuke. His eyes now rolled in the back of his head, no more control of himself as he screamed. Cum coated both their chests as Sasuke was milked over and over. Itachi pounded into his prostate while he gripped his cock, caressing it in time with his own hips, the pleasure hit him over and over, every wave followed by a wanton scream. By the time Itachi came, Sasuke was a weeping mess of pleasure.

“Sasuke! Mmm - Otouto! God! I love you so much baby I love you so much - you have no idea - unngh” he littered Sasuke’s face with kiss after kiss as he pumped his seed into the boy beneath him, his groaning was so needy and broken it made Sasuke horny all over again to hear the way he cried out for him.

Obito heard it before he saw it, the telltale sound of skin slapping against skin, harsh breaths and wet squelching.

He knew he would have been noticed by Itachi had Itachi’s entire focus not been on the hole he was currently fucking. His hips ramming in and out of that pink puckered flower of his own brother. But who was Obito to judge? He was a murderer still obsessed with his first love, who was in love with someone else. He couldn’t lie, they made quite a beautiful image. He had no idea of course how well endowed Itachi was, his cock was thick and hefty, and definitely long as it was burrowing as deep as it could. Itachi pressed his hips roughly onto Sasuke’s ass, as if he mourned that he could not go any deeper, sighed and pulled out only to repeat the motion again.

“Aniki-“ the boy cried out. Obito almost scoffed. It seems like Sasuke had forgiven Itachi enough to use cute terms of endearment as he was railed into submission. So much for Itachi’s plan. This was a problem, there was no way Obito could get to Sasuke in this scenario, and Itachi… impossible, he wouldn’t risk losing Sasuke again if it came down to it. At this point Itachi had surely already confessed everything to Sasuke and Sasuke had chosen to accept him still. He had just lost two priceless pieces to his game. Unless he found a way to manipulate their union, which would prove to be difficult, even for him. If Sasuke was willing to forgive the massacre, and the abuse, then there seemed to be little Sasuke wouldn’t forgive when it came to his big brother.

“Sasuke - “ the man whimpered. Obito was nearly transfixed, it was amazing to see someone as refined, poised and controlled as Itachi losing himself. His head tossed back as he gripped the hips of his lover and rammed into him so fast and hard it almost looked painful yet the noises Sasuke made spoke of nothing but absolute bliss.

“Ye-es Yes! Ani-iki! Just like that !”

“Yeah? You like it this fast and hard Sasuke? Is this how you like aniki to make love to you?”

“Yes ! I love you! I-I love you oh oh yes! I - I’m oh - I’m gonna cum Itachi!”

“Cum ! Cum for aniki! Cum for me Sasuke! Oh fuck I can feel you, milk aniki! Take all of my juices Sasuke! Take it!”

Sasuke screamed and collapsed. The only thing Itachi kept raised were his hips as he came. Firmly planting his seed deep into the boys sweet hole as if wishing he could impregnate him. His pumps slowed down gradually, he softly eased himself back in to his lover as his orgasm dropped off, allowing his cock to fully go soft as he continued to explore the heaven that was his brothers perfect ass.

Sasuke was in a puddle of his own drool and cum as Itachi whispered “I love you”.

Obito disappeared into the walls.