 If you liked
Tantei Opera Milky Holmes
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 ...then you might like
Carnival Phantasm
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Even in a not-so-perfect world, these two series seem to be more well-connected than any other show on this list. Wild, zany, cute, and overflowing with energy, that's what defines these two shows.
These shows are a pretty good definition of anime comedy, and if you've seen any one of them and love laughing to the point where you end up having to pause the video just to catch your breath, then stop reading and click the play button already.
It'll also help a bit if you didn't take them so seriously.