Visit the Hokage’s office during the afternoon. In v040, there is a random chance for Shizune to be absent. If she is away, "Checking the paperwork" allows you to initiate a massage mini-game.
Websites like GameFAQs, Reddit, or specialized forums for visual novels or "Naruto" games might have threads dedicated to walkthroughs or guides for "Living with Tsunade." Living with Tsunade v040 Walkthrough SOCIGAMES
The release is a significant update. It introduces the "Legacy Chapter," three new CG scenes, a cooking mini-game overhaul, and a hidden "Rival Route" involving a surprise character. This walkthrough will ensure you unlock 100% of the content without dead ends or affection locks. Visit the Hokage’s office during the afternoon