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Oh? Doubling down on the mature preseverance route with Moka? I was really forgetting about the elder sister's weight on the situation. Ueno's desire to be the good boyfriend Moka deserves, almost wavers under the pressure of his insecurities, but by focusing on that internal commitment and augmenting it into externalized accountability towards Moka's sister, he regained his senses. He basically got reminded that he's risking disappointing not just himself and Moka, but also the person who he knows believes in and relies on him to "save" someone they both care very deeply for. It became an extra selfless pursuit and by getting what needs to happen outside of his head and into others' world, it ironically made things easier for him to act more decisively on his desire.
Sorry Chisaki, this will take longer and demand more personal growth than predicted, but it should be interesting.