13 votes

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

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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