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Itachi mainly died from sickness, not to mention he didn't fight Sasuke with all he had.
Yes I do think its a possibility though one more likely to be explored off screen with a possible onscreen resolution. Also it depends on how sasukes redemption goes as well. If sasuke fails to be redeemed then it will more likely be resolved off screen with the possibility of A pregnant Karin raising an Uchiha offspring somewhere else in Sasukes honor. If he is redeemed it may resolve similar to my story When I ruled the world where Sasuke takes stock of his life and begins a relationship with Karin but moves slowly and carefully.
As to itachi. As Shiro said Itachi was very sick and died of his illness not through any thing sasuke did. The fight may ahve accelerated it but in the end he died of natural causes, in effect he just ran out of time.
to further elaborate let me explian a little.
first keep in mind that one of the main themes of Naruto is gaining the greatest strength when protecting that which is precious to you. Naruto proves this time and again with its most spectacular showing being in his fight with gaara to save sakura.
Now we have Sasuke who desires vengance against Itachi. itachi told Sasuke to hate him and live a pitiful life. Sasuke took his words to heart and betrayed the village and betrayed the teachings of Konoha in regards to true strength. this begins a long lkist of failures for sasuke.
Now Keep in mind that Kishimoto is also big into symbolism regarding his battles. a fight isnt jsut a fight its a symbol of some quality or philosophy. Naruto again emphasizes this in his battle against neji (destinys what we make of it) and Kiba (never give up)
But no where does this show more then in Narutos battle with Sasuke at The valley of the end. and thus we begin Sasukes list of failures.
Failure: Naruto vrs Sasuke Hospital roof
Here we begin to see the slide for sasuke. He is too caught up in why naruto (deadlast, loser, etc) is soooo much stronger then him. why hes grown so fast and so far while he sasuke (prodigy, genius etc) has seemed to stay still.
they do battle on the roof top and sasuke seems to hold the upper hand, yet the battle in truth is slipping away from him. he simply cant keep up with narutos stamina and is forced to resort to Chidori. the two are interrupte din their fight by kakashi before rasengan and chidori cna collide. while Kakashi did interrupt we see the results of the two techniques on the water towers. Sasuke has a huge hole in his tower where chidori collided. Naruto has only a tiny trickle.
yet when Sasuke snorts in derision towards naruto thinking hes finaly gained back a measure of his superiority he hears a flood of water and looks up. The back side of narutos water tower is DESTROYED utterly. narutos technique is devestating Sasuke si wide eyed and furious. he knows if the two techniques had collided Naruto would have flattend him. his jealousy spikes and he is approached by Kakashi and the sound 4. Sasuke fails to heed Kakashis warning about vengance leaving you empty and lost. and leaves Konoha for orochimaru so he may gain more power.
Failure: Naruto vrs Sasuke Valley of the end
In an epic (and untill Pein) unmatched clash of power Sasuke and Naruto do battle in an iconic location. in the end both power up to absurd levels for them Sasukes Cursed seal lvl 2 proves strong But Naruto in the 1 tailed form is equal to the task, in the end the two leap and clash with their best techniques. Sasuke has derisively claimed that Naruto could never scratch his forhead. Naruto has made a promise to his most precious person Sakura to bring Sasuke back.
Naruto has the edge in this clash as his power is base don his promise and his desire to save sasuke his brother best friend figure. Sasuke is driven by power and revenge. Now keep in mind the main theme here If sasuke wins it violates the main theme (gain power through protection of that which is precious to you as stated by haku) So he doesnt win, however Naruto cant win either because the clash they are in is a lethal one. the only way to win is for Naruto to kill Sasuke. thus breaking his promise. left with the choice he chooses to throw the fight and die for his friends. Naruto doesnt throw the killing blow needed to defeat sasuke (thus preserving his promise to sakura) and scratches his forehead (doing the impossible) sasuke is so shocked by this he closes off the chidoir and just punches him in his alreayd battered ribs knocking naruto unconscious.
thus Sasuke wins the fight, but loses the battle. And he knows this. look at his face as he stands there over the unconscious naruto. His face is conflicted and sad and defeated. he doesnt stand and smirk as if saying "Hah! I beat you loser etc" he stands and looks down at naruto and knows he lost, he knows hes damned himself.
Failure Sasuke vrs Orochimaru.
Sasuke betrays orochimari who sick in bed and dying fights sasuke and forces him to change into the C2 form. Still Sasuke proves stronger then his physically weakend form SO Orochimaru does what he needs to do and tries to take over sasukes mind. Sasuke is forced to fight him mentally. He is barely abale to supress orochimaru, but he is unable to destroy him. He lacks the power to finish the job and is only able to seal him away.
this would come back to haunt him literally in his battle with itachi
Failure: Sasuke vrs Deidara (could be considered a draw at worst Pyrric victory at best)
In a battle with Akatuski member Deidara Sasuke is forced to use his C2 form again, agaisnt someone who speed wise he should be able to out manuever with ease and who he should be able to match at range with his lightning and fire techniqes. yet deidara proves a cunning and strong opponent and even draws blood by blowing off one of sasukes wings (thus crippling his so called superior form)
in the end Deidara decides to go out on his own terms (and take sasuke with him) remeber that symbolism is important here. Especially the symbolism of dieing as you want to not as your enemy decides (remeber Zabuza?) Deidara utilizes a technique sod evestating its effectively a mini nuke. Sasuke doest win this fight he barely survives it. And he losed Manda the greatest of the Snake summons in the process.
Failure: Sasuke vrs Itachi
In the penultimate battle. the abttle of sasukes life. the battle for which all the betrayals all the sacrafice of friends and family, all the gaining of pwoer through drugs, etc that otochimaru has done to him the two engage in a amrathon genjutsu session that is inevitabley stopped when it proves futile because of the sharingan. finally itachi proves he is superior when he unleashes Susanno his ultimate defensive technique agaisnt sasukes ultimate Lighting techniqe Kirin. the defence wins and Sasukes attack is rendered moot. it is at this point where itachi reveals he has been toying with sasuke and has been ill thus not beinga t full power. Sasuke is blown away by this revelation. all his trianing has bene for nothing. itachi has been playing with him. he is so weak that a voice whispers let me free boy. in his mind. Orochimaru cannot even be contained anymore because of his weakness.
orochimaru escpaes his imprisonment and attacks itachi only to be easilly swatted away as itachis Susanno tehcnique ends him. the last little bit of him is destroyed by Amateratsu thus permanetly ending him if not his legacy (curse you Kabuto)
at the end Sasuke is backed agaisnt a wall, his techniques useless, his chakra drained, his taijutsu failed. itahci walks forward and reaches up threatening to take his eyes seemingly only to fall forward and poke him on the head like he did when sasuke was a little kid. Itachi dies of his illness but dies with a smile on his face.
Sasuke stands over his brothers body alive and defeated. he is blown away. All his betrayals all his machinations all the drugs and training have come to naught. The ENTIRE POINT of all of it. was to destory itachi with his own hands thus affirming his cause of vengance and being thought of a as a hero for his clan and of Konoha and then restore his clan ot its former glory.
and yet. in the end he fails. itahci falls dead of his illness, all sasukes pwoers come to naught Itachi poeks him in the head and shows he could ahve won ahd he ad even a second more, HELL not even that had he chosen too itachi could have ended Sasukes life instead of simply poking him in the head reinfocring the foolish little brother syndrome.
Sasuke failed and is left lost and emptry just as Kakashi warned him he would be.
Failure: killerbee
In a funny way This is as close as Sasuke comes to a victory since deidara. and even here he fails to actualy capture the objective he gets fooled by a simple replacement.
It is however the one lone bright spot in his story so far. In the fight he first tells Karin to get in his blind spot his most vulnerable point thus reafirming his trust in a teamate. He in the end is struck by a vision of his teamates in team 7 this image gives him a boost of power and enables him to grasp a greater power which he uses to save Karin and Suigetsu from his own amateratsu. he pulls the power back and saves them.
this is the list of the most promient failures the Sasuke has. the keys being that each one was done with the idea that for all his power and betrayals each time he ends up winnig the fight only to lose the battle. remeber that symbolism is very big in the Narutoverse. this is why Sakura puts herself in danger for Naruto by rushing to him. Why she screams out Ill save sasuke for you. she knwos the symbolism ofmhis pain is the promise he made to her, and she tires to relieve him of that promise by saying she will save sasuke the source of their shared pain.
thus Sasuke has multiple failures to his name reinforcing the premise that all his betrayals and shortcuts to power have come to naught.
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I'm sooo impressed. 
