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To Outline or Not To Outline? freeing Yourself From Mainstream Book-Writing Advice

Before we get started on this topic, you need to do something for me:

Go to your kitchen Heat up a tortilla Heat up some ricePut the rice on the tortilla andSplash some lime and Valentina sauce all over it. 

Yes, that's what I'm chewing on, literally, as I type this sentence.

It's deeeeh-lisshhh.

Anyways...

TO OUTLINE OR NOT TO OUTLINE?  via GIPHY

I've battled with this question for YEARS. 
When I was about 8 years old, I wrote a story (complete with drawings) about a kid who traveled back in time and met a beautiful cavewoman girl (?).  Their relationship ends up messing with the timeline of history and everything he knows in the present world/time disappears.
I remember (AT EIGHT YEARS OLD) asking myself if I should "plan out" my whole story before writing it or if I should just write it and see where the story goes. That's how deep this conflict is. I hadn't even lived a decade on this earth and already, I was tormented by this question as a writer.

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