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An old anime (1998-2007) about a guy living with a couple of girls under the same roof
This sounds like Love Hina. Some relevant plot points that matches your description:
The main character wears glasses.
He lives with other girls in a hotel, trying to get into the University of Tokyo....
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4
votes
Accepted
How much of an influence/reference/relation Love Hina and Shakespeare was to Nisekoi?
I'm not that familiar with Nisekoi, but I don't find any of the similarities you mention very striking.
Childhood marriage promises are very common in anime.
The first four things you mention that ...
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