Unlike traditional RPGs, the "lifestyle" aspect of this game revolves around:

If you are pursuing a specific storyline with a character, prioritize their events over others.

Offer to help with household chores during the day to earn her trust, then use night visits to trigger intimate dialogue. 3. The Step-Sister Route (Maya)

Do not stay home on Saturdays. Explore the downtown and beach areas to trigger random character encounters that do not appear during the standard week.

If updating the game, copy your game/saves folder to the new directory to keep your progress.