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Reading your posts Vena and Flame i'm in a loss to see how is his proposition of having her tutoring him could turn thing for worse? It was merely a very simple tool to give her an excuse to leave.
What came to my mind if Shingo is person who avoids tensions how he gonna deal with Sana who is an obstacle to get to Miu? Would not it be more reasonable for him to keep distance from Miu all together. He doesn't seem to suffer from typical "gotta save damsel in distress" syndrome. I would be very surprised if he stirs some problems up to resolve problems instead of avoiding frictions.
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