A Game Of Would You Rather

BIG disclaimer. First few chapters have some terrible drawings and terrible writing. I personally like the later ones...
As a writer, I need to know my characters inside and out. I'm not good at it. There are many aspects of writing that I think I need major improvement on, but for now, I want to have some fun getting to know the people in my stories. I'm not guaranteeing consistent personalities, especially at the beginning. But hopefully, they'll one day be solidified, and I'll know who they are.
Join me in this journey! Help me know who these people are, and who you think they are, and will be :)