 If you liked
Ichiban Ushiro no Daimaou
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 ...then you might like
Strike the Blood
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Similarities:
Both have the same high ranking evil beings who weren't evil at all, but still have to be watched over by female main character to act as their nanny whom were also assign to eliminate them if necessary.
Both have the same supernatural, ecchi, action genre.
Both have the same school setting.
Dissimilarities:
The main character in one anime has a dragon as his familiar, while the other one only has his friends.
One has an extra harem and romance genre, while the other has vampire as its extra genre.
The main character in one anime will one way or the other have to rely on his nanny to satisfy
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The same male MC who were reluctant powerful evil entities, who have to be watch over by a female MC to keep then in check.
The same scenario where the MC doesn't want to be the big boss in the evil realm department.
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Recommended by RazorRamona200
Both of these deal with romance, comedy, harem and ecchi (but for Strike the Blood it's just a little) . Each of them are also have the main character is considered to be committing a crime because he has the power of the devil (MC for Strike the Blood is a Vampire and MC for Ichiban Ushiro no Daimaou is a Demon King).
Both series involve a boy, who's pretty serious and if it wasn't for the series actually TELLING you that he will cause a big deal of damage and annoyance to the other characters in the series, you would of never have suspected him to do anything to cause attention and could make the easy assumption that he's just a typical dopey protagonist that the female characters can scream at and take their misunderstandings seriously.
Both series also reveal an observer that have been sent over to make sure they aren't messing anything up. This causes the male lead to become nervous, and again the
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