So if I had Vynn, Az'Lean, Maeve, and Thianne as options, I must be doing at least decently well at befriending everyone. Is it possible to have Lester as an option at that point as well? You don't have many interactions with him up to that point, but I've always been nice to him.
I'm guessing you'd have to choose to hang out with Lester during one of the moments you're given an option to if you want to get enough points with him. As for getting the others, I'm just nice to everyone. Some might say I'm too nice (and in fact Az'Lean did say I'm too nice when setting up the barriers).