Curbing asking, means working on not asking if anything is wrong.
Humanizing, is to keep from putting him on a pedestal. He's sure to be a good guy and all, just be careful in how that's approached. For instance, all too often, people can be quick to self judge, pull apart their own character defects, but without seeing the other person as having flaws. Takes two people to form friendships and other relationships, and two sets of personalities and personal history. One may feel they are the only one contributing when there's a struggle. When it's each other's styles that contribute. One person may be reactive, the other withdrawn and without vocalizing feelings. The reactive can't be all 'wrong' , per se. Being withdrawn is similar to avoidant.