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If she refuses, your "Boldness" stat is too low. Spend two days exercising in the park to boost this stat quickly. Phase 3: Unlocking the Secret Scenes
If you find yourself short on cash, focus on the "Computer Tasks" in the morning. They pay out more consistently than the manual labor mini-games added in the latest update. Step-by-Step Walkthrough (Updated Version) Phase 1: Breaking the Ice
The latest update added a "Midnight Encounter" scene. To trigger this: Ensure Relationship Points are above 80. Sneak into the hallway at 2:00 AM.
Focus on buying the Silk Scarf early. It offers the highest relationship boost per dollar spent.