Closeness
What makes a relationship work is harmony. It brings about co-creation and ease, sometimes even with intensity.
As you are sensing whether or not to share something or bring something up with someone, will it ultimately create more harmony or discord?
If your long-term intention is collaboration, then harmony should be your intention. Although there will sometimes be dissonance as we learn to play together in new ways, how might you show up in a way that makes your good intentions clear?