MC states that Shoichi and him started dating AFTER Sho's volleyball competition, but they started dating on Day 15 (May 25) and the competition started on Day 17 (May 27).
I forgot exactly what you need to do but when he gets mad at you for worrying about him you need to continue worrying about him and try to help him even though he doesn't want you too. Also when Saya comes over talk about relationship advice, not college.