If you liked
Yahari Ore no Seishun Love Comedy wa Machigatteiru.
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...then you might like
Watashi ga Motenai no wa Dou Kangaetemo Omaera ga Warui!
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Series that are being anti-genre towards rom-com and have their witty (mostly sarcastic) dialogues as arsenal on their series. Both main characters have introvert personality that has a lot of internal monologue throughout the series which usually has a slapstick on its end although SNAFU has much pessimistic dark humor (which more entertaining to mature audiences) than Watamote.
Most of its dissimilarities is their character setup, though Hikigaya might be Kurokis male comparison he doesn't have a bad habit on succumbing himself on playing games but have his experience on real lady friends from her past, He is also more tolerant on his societal dysfunction or
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Similarities:
Both have MCs that are merely a nobody in their class who both have the same pessimistic personality.
Both have the same comedy and slice-of-life genre.
Dissimilarities:
The MC in one anime wasn't looking for associates but has them anyway, while the other MC from the other anime is trying hard to have some.
The MC in one anime sports a cool attire, while the other MC is a poster girl for a dorkster.
The art in one anime is way cooler compared to the other.
Both have comedy and slice of life genres. Both main characters don't have any friends—well at least in the beginning.
This anime masterpiece also tackles the problems of a loner, however it's way more depressing adding issues facing young girls like how to be more popular and get ahead in school life...
WARNING - VERY BLACK HUMOR
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Recommended by silverfoenix
The same pessimistic MC who live by their own rules and always alone, except one has friends (that he didn't need) while the other is longing for firends.
Both protagonists are highschooler with no friends and entire series has a focus on that fact.
Both anime are very different from each other although, but they both have a main character who seems to always be un-noticed. In Watamote (Watashi ga Motenai no wa Dou Kangaetemo Omaera ga Warui!) the main character, Tomoko, tries her best to become a popular girl in high school hoping it would be different from middle school. In Yahari Ore no Seishun Love Comedy wa Machigatteiru though, the main character, Hachiman, doesn't try at all to become popular. He doesn't care if no one talks to him. This is kind of like Watamote except for the fact that he doesn't care about being lonely or
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Main characters are both sad losers to some extent. Though Hikigaya is just unmotivated cynic, Tomoko has somewhat warped picture of (high school) life. Oregairu has romance tag to it, but it doesn't really have much romance in it, though definitely more than WataMote, which is basically just a comedy.
Both have awesome social outcast main characters that places the main characters into almost realistic social situations, and both definitely have that feeling where you can relate to the main characters too.
The only difference is that Yahari Ore no Seishun focuses a little bit more on the drama genre than the comedy, and that it actually has some subtle romance on it. And Watamote focuses more on the dark comedy aspect around Tomoko and her attempts on being popular. (Even though she DEFINETElY has the looks for it...sorry.)
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Recommended by ConquestOtaku17
The same mc whom are social outcast, except one has a club where he was forced to join in, while the other one has yet to work on her social skills.
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Recommended by RazorRamona200
Loneliness,Social Life,Friends... both Main Characters are loners and they are having a hard time making friends.
Hikigaya, Hachiman is very slightly less miserable than Tomoko but still a loveable piece of sh- I mean... failed member of society just like her.
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Recommended by PheseantNetsuke
I think this anime is similar to Watamote, because if you look the stories are pretty the same.
Both protagonists are loners, who aren't popular in the class.
But the difference between these anime is that in Watamote the protagonist wants to be popular, but in Oregairu the protagonist doesn't care about being popular.
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Recommended by Just-A-Dutchmen