You need one of those word of the day calendars.
I am unsure if they have those in Japan. Probably there is one for rare kanji...

Choosing which level to speak from his more complicated because you are a gaijin.
Some people consider gaijin a level below, but most consider them the same level.
But the ones who think you are a level below are quick to anger...

When you are an english speaking person, in Japan, you are an english teacher. And people who wish to learn better come closer to you. Often, in the setting, you are unique and intriguing.

I really do not know how you close gaps, since personal space is so strongly enforced.
With a girlfriend, you confess first, than date.
Maybe you have to confess your friendship???