Undoing things or Letting them be?

I'm apprehensive...I'm scared.

I want to do things and after almost doing it, I undo it. Why? Merely because I'm not certain about how those things would be taken by the other side. A single word can act as a piece of blade and break apart already fragile strands of a bond. On the other hand, a single word can also act as a tonic and strengthen the bond. But what I keep getting confused about is, when are those words tonic and when are they pieces of blade when they come from me.

And then, should I be impulsive and spontaneous or should I think twice before doing things? Which is better? Which is my priority? Which would suit which situation?

Almost everything depends on the situation. I repeat, almost everything. So how do you identify the manner of reaction for these changing situations?

Experience is the best teacher, they say. How much experience is enough experience? How much experience would suffice to answer these queries?

I am yet to be acquainted to the right times of acting in the right manner. Yet to teach myself to classify the wrong time, right things and the right time, wrong things.

Even yet to understand my perception of the changing situations along with the perceptions of the same situations on the other side.