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Have you kept up playing video games with Adrian on Tuesdays after paying for Adrian's trip? You should eventually get dialogue with him talking about how Anna & Josef like you more, answer nicely and he'll say you can visit him anytime.

I don't remember if this happened before I went the Alice Sharing route, but it definitely doesn't require Anna sharing.

As far as I know, the playing games with Adrian part is only for a scene when you're sharing Anna with him, I'm pretty sure you have to share someone with him to befriend him, either Alice, Anna or Samantha maybe

I got the dialogue without doing any sharing with Anna (I haven't even hacked Adrian's PC) and Japan unlocked after that. But again, I might have gotten this after sharing Alice with him.