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If you liked Tantei Opera Milky Holmes add

...then you might like Sengoku Otome: Momoiro Paradox add

Very similar humour, cute and dumb girls doing crazy and stupid things. Both also happen to gender-bend famous (historical) characters but it's mostly the similar humour and the cuteness factor.

If you liked Aria the Animation add

...then you might like Hanasaku Iroha add

At first glance these two series might not look like they have much in common but the general atmosphere is very much the same, a feel-good slice of life with some comedy and drama along the way. It doesn't hurt that they feature similar (not to mention great) background music.

If you liked KimiKiss Pure Rouge add

...then you might like Amagami SS add

Very similar premise and feel, i.e. a romance with a bit of drama and a hint of comedy. Not surprising since they're both from the same creator, which is obvious from the similar character designs. Other similarities include annoying little sisters, swimsuit scenes and perky upperclassmen who might just be hiding or denying their own feelings.

If you liked Rosario to Vampire add

...then you might like Ladies versus Butlers! add

The humor is very similar, mostly based around ecchi and stupid, stupid girls. Both are also very much "fish out of water" stories; Tsukune is a human in a school for monsters; Akiharu is a normal guy in a school for ladies, butlers and maids. Then there's the best part, both shows don't take themselves seriously, it's ecchi fun! Watch with your brain switched off.