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How to get to one of Japan ending is by joining on her dating sim game that she is making. You need to join the art club introduction that you like drawing, painting. Try to be in the art club as much and try not to get to other characters route. Draw anime and then cartoon. If she ask you about the type of games you like. That when you know you are in her route but still do the same thing as before just try to not get into any other characters routes. At the last part you'll get a chance to talk to Japan. That is when you know that you are close to the ending.