Writing to an outline vs. freestyle

Something unexpected happened to me as I’ve been writing my book. The first three chapters were a stream of consciousness, everything just came out of me as a pure expression of my own creativity. At the end of those three chapters, I read what I had written and thought, “This is pretty good. I’d like to carry on with it and see where it goes, but take it seriously.” So instead of just writing for fun, I decided to make it a formal effort.

As a web developer, I have worked on some very large projects in my career, and have had to use a lot of project management techniques to stay on top of things. Otherwise the project would be too large and I would become overwhelmed. So I outline what needs to be accomplished at a high level and then go back in and fill in the details. I decided to do the same thing with my book. After the first three chapters, I spent several days coming up with the overall plot line and main events. This, too, was a purely creative effort.

The problem came when I tried to sit down and continue writing the additional chapters. I had to fit my writing to the outline that I had created. Without realizing it, I had inadvertently constrained myself within my own boundaries. My creativity was no longer free, and I found it very difficult to write.

It seems counterintuitive; having a guideline of what I’m supposed to create should make the creation process easier. But for me, it doesn’t.

If I write freestyle without any constraints and just let my creativity flow, I think I produce good works but I have no idea if I am going to write myself into a plot hole or create inconsistent character descriptions, etc. in essence I am only looking at the ground immediately in front of my feet. I have no roadmap or destination in mind. If I work with a map (my plot outline) I have a clear idea of where I am going and how to get there, but I lose my creative motivation to take each step necessary to make the journey.