 If you liked
Ouran Koukou Host Club
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 ...then you might like
Princess Lover!
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They have a very similar feel to them as two people (Haruhi and Teppei) are thrust into the world of rich folk and parties and such. The two may be TOTALLY different people, but at the start of their journeys into the world of riches they are both extremely worried at what would be next to happen.
In all, they are similar anime and If you like one of them you will like the other.
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Recommended by wonderlander_7
they both have to do with a main character trying to fit into a rich school. their both harems and it has to do with a wealth person loving a not so wealthy person.
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Recommended by inulover305