I picked up this cheap book a while ago for inspiration that is simply a list of 2000 random questions to answer about yourself. Sign up below if you need some inspiration or if you just enjoy challenges/prompts, and I'll assign you a random question. Keep in mind it could be anything from the frivolous (like "What's your favorite food?") to the deeply personal (like "Who is the love of your life?" or "What is your greatest fear?"). I have to say though that most of them seem to lean towards the frivolous -- I'd imagine it's not that easy to come up with 2000 deep questions, haha -- but that's kind of what this is all about!
The song doesn't have to be a direct answer to the question, it can just be loosely inspired by the topic or the result of a free write that went in a completely different direction. Share it here and tag it "personal question challenge."
P.S. Feel free to use any of the examples mentioned or assigned to others, or make up your own question if you like!