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I figure out the problem that might be a bug.  On day 32, there is 2 seperate scenes for both Kate and Matt that collides one another which leads to 2 different routes. 

If I do Matt's Route, her mother appears in the cafe and takes MC for dinner with Matt. But basically locked Kate's Romance for good

If I do Kate's Route, she will invite MC for a Picnic but it requires not having Matt around. Unless the MC keeps saying no to Matt which leads to the bus cg.

Anyway, keep up the good work and I can't wait to play future updates.