I totally believe in writing backstory and substantial character bios, but I can't seem to write them until I've delved into the story a bit. I write the plot ahead of time, but I like to discover the characters as I go. Eventually I'll hit a wall, and I need to stop everything and establish who the people are.
That was today. One of my characters learns that another character is not who she claims to be, so he asks the antagonist, "Who is she really?" and the antagonist says "She's my sister."
And I sat back in my chair and kind of went Huh. I had no idea they were related until it came out of his mouth, and once I knew that, their whole relationship brought on a new significance. It fit completely with everything they'd said to each other so far, but it was much cooler.
So the next scene I tried to have two characters talk but it didn't feel real. That's when I know I have to stop and do bios. I've had this breakthrough - that lets me develop something more fully, but I need to stop writing for a day or so and establish who these people are. Then I will go back through the 33 pages I've written and rewrite them to accommodate these new developments.
For some reason, this is the way that works best for me. Since I started doing these bios, I already realized some things that will make writing the rest of this story much easier, but these are things I never would have realized had I not started writing first. I don't think I would have realized the brother sister thing if I had planned it out first.
Writing is weird.

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