 If you liked
Outbreak Company
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 ...then you might like
Sekai Seifuku: Bouryaku no Zvezda
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Similar series yet different. Jimon Asuta and Kanou Shinichi are voiced by the same seiyuu: Hanae Natsuki. Both dealing with magic and hilarious shenanigans. The main characters from both series are thrust into a situation that decides the fate of the world. In Outbreak Company, he must teach the people of Eldant the otaku way of life. Also many parodies from different anime can be seen/heard here. The other series he must serve a loli overlord who wants world conquest. The heroine from both series are very similar. They are small, white/blue/sliver hair, cute voice, leader of a group/kingdom and have taken interest
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Recommended by AnimeFan500
The main male character gets involved and becomes part of a world that changes his life forever. They are the deciding factors and at the same time strikes an odd relationship with the main girl.
There are fantasy elements present in both series with bits of action. Comedy is mostly poked at fun with references and campaigns. Although the main female characters' personalities contrasts between the two series, they still do get along well with the main guy and is caring towards their friends.