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If you liked Kimi to Boku. add

...then you might like Gin no Saji add

Gin no Saji's protagonist, Hachiken Yugo, is the voice of Yuki from Kimi to Boku, and so the comedic timing feels very similar. Slice of life anime in very different ways, but both so endearing. They explore the uncertainty and joy of high school life, with Gin no Saji emphasising what it means to search for a dream. Very funny and very sweet.

If you liked Natsume Yuujinchou add

...then you might like Hotarubi no Mori e add

Produced by the same studio, so if you enjoy the style of Natsume Yuujinchou then you'll love Hotarubi no Mori e. Both explore the relationship between people and spirituality, with Hotarubi no Mori e focusing more on romance. Can't recommend these works enough, 10/10 for both.

If you liked Shingeki no Kyojin add

...then you might like Kiseijuu: Sei no Kakuritsu add

Both focus on the conflict between humans and some kind of 'other' being with an underlining exploration of what it means to be human. Gritty art in both with some gore.

If you liked Usagi Drop add

...then you might like Barakamon add

Both are lovely slice-of-life anime with a focus on the relationship between children and adults. Humorous and sweet.