 If you liked
Yahari Ore no Seishun Love Comedy wa Machigatteiru. Zoku
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 ...then you might like
Beastars
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There's something really similar about Hikigaya and Legoshi: it's their sincerity towards others and how they are always on the sideline while everyone else seem more important. Also, the wolf-like eyes (Legoshi is literally being a wolf though). Both shows take place in a school setting and tackle life problems with other people.
Because of the resemblance I started watching Beastars so you might check it out, too. Although it takes time to get used to since characters are all animals there.
very similar protagonist, they rarely say anything and we follow the story mostly thru their inner thoughts, i instantly thought of hachiman while watching this, i would even say legoshi is basically hachiman if hachiman was transported to the beastars world as a wolf, and vice-versa, both have a different world view then pretty much every other character in the shows and they were what made the shows good 4 me in the first place
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Recommended by RafaKiyoura
Despite there are more "immediate" anime like Oregairu i think that Beastars shares some crucial points with said anime. First of all we have the love triangle and the school setting which is definitly something common in many anime of this sort. What really made me think of beastars while rewatching Oregairu were the similarities between the two MCs. If Hikki's personality alone was able to make Oregairu a step ahead most other school anime, you will surely like Legoshi and the way the copes with his atypical high school social relations.
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Recommended by QuestoNomeUtente