1. As I noted before, his dependability. If anything happened to Ino and Chouji, he'd probably blame only himself even if he wasn't involved in whatever case they're on right now. I don't think anything else scares him as much as failing as the oldest and designated pillar of the trio. He's already lost his teacher, and he's not aiming to lose anyone else around him.
2. Shougi strategies, of course. Against a recent player in the club or even himself as an opponent.
3. They... are? At least by Shikamaru's standards, which aren't normal, especially when it comes down to interaction with others. It's a little more intricate than the usual, and more often than not, it's what's unsaid or what's implied that makes or breaks whether or not Shikamaru and the person he's interacting with is on good terms or not. More often than not, they're on neutral terms, which is as friendly as Shikamaru will ever get without really big developments in canon. Someone can talk as much as they want with Shikamaru, but they should realize that it's more the quality of conversation rather than the frequency of it that matters to him more than anything else.
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