 If you liked
Ookami-san to Shichinin no Nakama-tachi
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 ...then you might like
Otome Youkai Zakuro
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Both 12 episodes in length, Ookami-san and Otome Youkai Zakuro are colorful, visually appealing series that are simple to watch and not think too hard about. The main male character of each is easily frightened but will rise to the occasion when he needs to be brave, soon catching the attention of his respective spunky-yet-shy female lead. The comedic aspects of both shows rely on these distinct, somewhat cliched characterizations that nonetheless inspire chuckles.
The cultural references that define them are also comparable; Ookami-san centers around fairy tales, while Otome Youkai Zakuro features Japanese spirits.
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Recommended by RiddledWays
In both shows, the main characters belong to an organization that helps clients who come seeking their assitance. In the both animes, the plot is also connected to the backstory of the main female character, Ookami-san. As for character's, Agemaki and Ryoushi are extremely similiar characters in personality. For comedic effect that completely endears you to the character both are cowards that can stem their fear every so often and help out. Also similiar are Ookami-san and Zakuro, both are tsudere-type characters that have a soft or weaker side but are stronger than the lead male character, except in times of emotional distress, of course.
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Recommended by LightOfPolaris
Note: This recommendation is many months after I watched the animes
Both animes contain a somewhat/complete tsundere female as well as the weaker male that grows into the reliable love interest. As implied, the female is more reliable than the male, but the male still comes through to save the female.
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Recommended by Shoujo_Addict