How to deal with a Writer’s Block
As I said in an answer to a Goodreads’ question, a writer will have to push through the block. What does that mean? Simply put. A writer should not give up on that part of the manuscript.
Should I do an outline?
You need to find a process that works for you, and you need to stick with it. It does not matter if you free write, as long as your plot is tight, and if outlining helps you see the plot, then it would do no good to just “wing” it.