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If you liked Chuunibyou demo Koi ga Shitai! add

...then you might like Tada-kun wa Koi wo Shinai add

Plots about overcoming outside and personal obstacles to love. Different animation styles, age demographic, and types of comedy, but still at its core is about adolescent love.

If you liked Yahari Ore no Seishun Love Comedy wa Machigatteiru. add

...then you might like Seishun Buta Yarou wa Bunny Girl Senpai no Yume wo Minai add

Shameless social outcast male protagonist helps others, using his past as motivation. Character cast predominantly female. Deals with complex social/adolescent/school issues.

If you liked Kimi ni Todoke add

...then you might like Ao Haru Ride add

Romance anime with a strong and considerate female lead. Refreshing comedy. Social outcasts coming together. Similar general atmosphere and mood.

If you liked Ano Hi Mita Hana no Namae wo Bokutachi wa Mada Shiranai. add

...then you might like Shigatsu wa Kimi no Uso add

An emotional ride. A character-driven story of overcoming trauma and coming to terms with oneself.

If you liked Cowboy Bebop add

...then you might like Samurai Champloo add

A cast of flawed yet lovable characters. Episodic structure filled with random hijinks and situations. A simple premise allows for a focus on slow yet satisfying character insight and development. A mixing of genre conventions and settings.

If you liked K-On! add

...then you might like Sora yori mo Tooi Basho add

An all-girl cast of quirky and unique characters with a similar premise of finding something to be passionate about and making friends. A fun and hilarious laid-back story filled with hilarious character interactions.