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alright here we go!
itachi taijutsu: as seen against many of his opponents itachis taijutsu is superior. he is able to to counter kcm narutos taijutsu attacks while being an edo( which all of us should know that edos arent brought back with their full power). obito hasnt really shown any taijutsu feats due to him always using kamui:|. imo itachi takes this category
itachis genjutsu: as we all know itachi is the best genjutsuuser period. every opponent he has faced he has put in a genjutsu( sasuke3x, naruto2x, kakashi, deidara, orochimaru, kabuto, and bee). He was able to put bee in a genjutsu while using an attack as an diversion. itachi imo is able to put obito in tsukuyomi. sasuke was only able to break out of tsukuyomi because it was clearly a weaker version of tsukuyomi as sasuke was able to move freely while in tsukuyomi. if itachi were to put obito in the same tsukuyomi kakashi was in then i dont see obito breaking tsukuyomi. itachi is able to make one second in the reality seem like 3 days in tsukuyomi. while the person is in tsukuyomi he is able to torture them as well. sasuke is also the same blood as itachi. its not clear to me how people think obito is immune to non physical and physical attacks:|. if physical attacks wont work surely there are many possible ways to defeat obito as shown in the latest naruto movie. imo itachi clearly takes this category easily.
itachis amaterasu: as seen when sasuke used amaterasu against obito it was able to hit obitoand affect him in some way which is why u hear him screaming when sasuke engulfed in with black flames. even though obito is able to phase through amaterasu once hit he is still affected by it. theres no way that if he is hit, he is in no way affected.
itachis susanoo: as shown against sasuke, itachi is able to pull susanoo out faster than the speed of lightning which is instantaneous. if obito were to try to suck itachi in, itachi will then activate susanoo. it takes about 1-5 seconds for him to be able to suck someone into his dimension. itachi is very well mobile while activating susanoo. while activated his susanoo has four arms, yasaka beads, totsuka blade, and yata mirror. if unable to land a hit his yasaka beads can be used as an diversion for other attacks. obito becomes physical when sucking himself in or other objects. if he tries to suck any of itachis jutsus he will possibly be able to land a hit. hes also then able to seal obito with totsuka blade. physical attacks are rendered useless against susanoo as its the ultimate defense and all attacks are usless against yata mirror.
there are other jutsus/ techs that itachi can use against obito. obito isnt invincible. all in all itachi is the best at analyzing his opponents techs/jutsus weaknesses the first time he sees the use it. itachi is the very one that came up with " every jutsu has a weakness". some of yall just dont take that quote into consideration.
imo itachi wins high difficulty...
ot: i can type up more scenarios but just dont feel like typing a large wall of text
itachi taijutsu: as seen against many of his opponents itachis taijutsu is superior. he is able to to counter kcm narutos taijutsu attacks while being an edo( which all of us should know that edos arent brought back with their full power). obito hasnt really shown any taijutsu feats due to him always using kamui:|. imo itachi takes this category
itachis genjutsu: as we all know itachi is the best genjutsuuser period. every opponent he has faced he has put in a genjutsu( sasuke3x, naruto2x, kakashi, deidara, orochimaru, kabuto, and bee). He was able to put bee in a genjutsu while using an attack as an diversion. itachi imo is able to put obito in tsukuyomi. sasuke was only able to break out of tsukuyomi because it was clearly a weaker version of tsukuyomi as sasuke was able to move freely while in tsukuyomi. if itachi were to put obito in the same tsukuyomi kakashi was in then i dont see obito breaking tsukuyomi. itachi is able to make one second in the reality seem like 3 days in tsukuyomi. while the person is in tsukuyomi he is able to torture them as well. sasuke is also the same blood as itachi. its not clear to me how people think obito is immune to non physical and physical attacks:|. if physical attacks wont work surely there are many possible ways to defeat obito as shown in the latest naruto movie. imo itachi clearly takes this category easily.
itachis amaterasu: as seen when sasuke used amaterasu against obito it was able to hit obitoand affect him in some way which is why u hear him screaming when sasuke engulfed in with black flames. even though obito is able to phase through amaterasu once hit he is still affected by it. theres no way that if he is hit, he is in no way affected.
itachis susanoo: as shown against sasuke, itachi is able to pull susanoo out faster than the speed of lightning which is instantaneous. if obito were to try to suck itachi in, itachi will then activate susanoo. it takes about 1-5 seconds for him to be able to suck someone into his dimension. itachi is very well mobile while activating susanoo. while activated his susanoo has four arms, yasaka beads, totsuka blade, and yata mirror. if unable to land a hit his yasaka beads can be used as an diversion for other attacks. obito becomes physical when sucking himself in or other objects. if he tries to suck any of itachis jutsus he will possibly be able to land a hit. hes also then able to seal obito with totsuka blade. physical attacks are rendered useless against susanoo as its the ultimate defense and all attacks are usless against yata mirror.
there are other jutsus/ techs that itachi can use against obito. obito isnt invincible. all in all itachi is the best at analyzing his opponents techs/jutsus weaknesses the first time he sees the use it. itachi is the very one that came up with " every jutsu has a weakness". some of yall just dont take that quote into consideration.
imo itachi wins high difficulty...
ot: i can type up more scenarios but just dont feel like typing a large wall of text