(In fact, the best metaphor is that I want to understand the pain so badly that I need to experience it fully -- so my Observer self lowers my Experiencing self into the pain by rope and keeps a tight grip on things so that the Experiencing self is not swept away by it. So I can write deeply from my Experiential self, but it's always based on the anchor of the Observing self.)
Otherwise, I spent a lot of my childhood observing myself. Part of growing up has been more and more immersing myself in the Experiential self without constantly keeping my locus of thought/self in the Observing self.
I think it is a very useful skill to have, Toonia. It just can be detrimental when we do it regularly. I think it is one of the things that often can contribute to me "not feeling alive" -- the staying in the Observing self, I mean, and never just Experiencing things.