 If you liked
Yahari Ore no Seishun Love Comedy wa Machigatteiru.
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 ...then you might like
Jaku-Chara Tomozaki-kun
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Both has anti-social tendencies that they already decided to go with it.
OreGaIru is more onto accepting what you are and being better about it. while JakuChara is more on changing for the better. So watching them is like seeing their own different path with almost the same out look in life.
Both animes are about a social outcast dude who slowly starts to assimilate himself into normie society, while meeting plenty of waifus along the way <3
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Recommended by Tamakiiiiiiii
Similar themes on society, high school, main character is an anti social nerd that doesnt like people. Eventually opens up to some people. And not just any people. But gurls. The main difference is that Hikky is a good protagonist. So far Jaku-Chara Tomozaki-kun is turning out to be a less enjoyable version of Oregairu.
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Recommended by LoveLetter100
Being a social outcast in life, for the two, Hachiman and Tomozaki, gave them a reason to grow into the "strange", "odd", "weird" people you get in life. The two MCs grow into someone who excels in categories none dwell in without thoroughly studying, gaming and social constructs respectively. Giving them their identity that is similar to "that one loser".
Both Bottom-Tier and Oregairu go a step forward however with allowing MCs to interact with the people of their surroundings. Oregairu does this with Hachiman Volunteer Service Club, he's still cynical though, Bottom-tier does this with Tomozaki increasing his sociability as if it were a game.
Both
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Recommended by NextUniverse
-Antisocial protagonist
-Both protagonists have similar personalities
-Both protagonists seeks to become more sociable and intimate with other students
-Both protagonists have a girl who helps them
Main characters have similar ideologies. They also end up in a situation where a girl helps them. THe manga/light novel is not over yet so cant say much but it may end up similar so yea..
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Recommended by crypt_Squiglet
Both of these shows are 'different' dramas from the norm. Oregairu is literally just a classic and actually not subversive, just very blunt about its tropes. Jaku-Chara IS actually subversive, because the first 3 episodes make out the series to be a MPDG harem, but it actually turns into an interesting game of life where Tomozaki learns that there is 'no game' and he learns how to make friends (people do not just uwu fall in love with him, he actually learns something) while other characters actually have their own motivations and develop as well. Not to throw any shade, but anyone who likes Oregairu
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Recommended by Space_Boyfriend
This is like an alternate route to oregairu, if yukinon's character were different, how would hachiman's life change. Also many characters resemble to that from oregairu like Shuuji(Hayama), Takei(Tobe), Yuigahama(Izumi), Fuuka Kikuchi(if Totsuka was a girl, then totsuka would be hachiman's first choice indeed), Erika Konno(If Umiko was rejected). So characters feel right at home. Animation is great and it serves as a good guide for self-improvement.
in both series the main character is initially antisocial, and is not good at interacting with people, but through their interactions are able to develop and impact the people around them. the main theme and conflict is about how the characters act and see the world, between deciding to be their genuine, true selves or to instead maintain a mask and constantly play a "perfect" character.
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Recommended by PatrickT10
There's nothing to say much. If you liked one of these, you will definitely think of the other as you watch. The complications in social relationships for a complete loner are depicted very similarly in both of these anime. The only difference is in the stages.
Both got an introvert mc who don't like people because he's different.
Both anime involve great analytics of social behavior, and the openness of the mc.
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Recommended by Midori-Chan__