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If you liked Kareshi Kanojo no Jijou add

...then you might like Horimiya add

Horimiya follows the same basic beats as Kare Kano, almost startlingly so, and the tone is similar as well. The comedy that leads into drama and back are present in both, and the series give same general impressions. The biggest difference is that Horimiya is more consistent overall with every episode being solid to great, while Kare Kano has the best 18 episode rom com with the final 8 episodes being of generally lackluster quality and ends on a low note. If you can deal with the recaps of Kare Kano, stop at episode 18, and are used to old style anime, Kare Kano is probably superior and generally more inventive while Horimiya is significantly more consistent and polished.

If you liked Shinseiki Evangelion add

...then you might like Kareshi Kanojo no Jijou add

First of all both are directed by Hideaki Anno, so there are gonna be obvious parallels simply due to the style of directing and what Anno likes to portray in his works. Moving beyond that, Anno very clearly made the series his own, a lot of the character analysis prominent in the latter half of Evangelion appear once again and are faced with coming out of their shells in a similar manner to the characters of Evangelion. Another theme carried over from Evangelion is the theme of accepting both yourself and others, something the characters in Evangelion never quite manage to do until it’s far too late and things are already belly up in the story. Where Evangelion features characters who have yet to learn what it means to truly connect with others, the characters in Kare Kano are ones who are in the process of learning what it means to truly connect with others: a sort of thematic successor if you will.

If you liked Shinseiki Evangelion add

...then you might like SSSS.Gridman add

Besides the references to Eva, I honestly found a lot of thematic links between the two. Both are about characters running away from their problems rather than facing them, people who avoid the awkwardness of human connection as much as possible and share the message that even if it is awkward/hard/whatever else human interaction is it’s worth it.