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How do I actually "bring my GF" to my mom or her mom at night? Every afternoon, she's nowhere to be found or if I do find her, she only gives one line of dialogue and stays in place. Am I missing something?

At the night go to her house and talk to her

How do I progress to night? The only time it's ever been nighttime is after I go to my bed and select "Wait for night". But when I do that, the game never lets me use the stairs.