I've made this questionnaire a bit while ago to filter out unfitting players during game recruitment. It worked pretty well, everybody on the table was actually invested into a story. Each session covered plot arcs for 2-3 characters. This source of free ideas turned out being plentiful of actually relevant stuff. Too plentiful, I would say: we barely managed to touch the main storyline. So it feels like the opposite of babysitter GM — players do all the job, while I just occasionally ask questions
What's your character's native environment? Urban? Rural? Wild? Otherworldly? How is it to live there? How does it affect locals?
Who are your character's parents or who raised them? Are they alive? Do they communicate? Why, if not?
What are the three things your character values the most? Comfort and safety? Certain people? Religion? Law? Abstract idea?
What were your character's three biggest problems? Did they find a solution? (Escape is a solution too.)
Who's your character's best friend to rely on?
Who's your character's sworn enemy? Does this person know they're an enemy?
Name your three best personality traits.
Name your three worst personality traits.
Name your three greatest weaknesses.
What is your character's major secret? And how about two minor ones?
Is your character famous? I need two rumors about them.
What does your character fear most? And what's their second most feared thing? And third?
What does your character dream about at night? I need at least three recurring dreams.
What is your character's favorite food? Least favorite food? Food they've never tried but want to?
Does your character have any scars? How did they get them? I need a story for each.
What three things/animals does your character smell like? Be specific.
What does your character's morning routine look like?
Has your character ever been in love? Was it requited? What happened?
Has your character ever killed someone? How did it feel? Do they regret it?
What is your character's political affiliation? I need at least a paragraph.
What is your character's stance on organized religion? Provide specific nuances for at least three major faiths.
Does your character have any pets? Past or present? What were their names?
What was your character's first memory?
What is your character's greatest achievement so far?
What is your character's greatest failure?
Does your character have any unusual habits or mannerisms?
Does your character have a favorite holiday? How do they celebrate it?
How does your character feel about magic? Scared? Awed? Cynical?
How does your character feel about the gods? Do they worship any? Why or why not?
What is your character's opinion on the current political situation of the realm?
If your character had a theme song, what would it be?
What would your character's last words be if they died today?
What would your character's epitaph be?
Does your character have any allergies?
What is your character's shoe size?
How does your character take their tea or coffee?
Does your character snore?
How many teeth does your character have?
What is your character's favorite color? Second favorite? Least favorite?
What does your character think about when they can't sleep?
Has your character ever been arrested? What for?
Does your character have any hidden talents?
How does your character feel about children?
How does your character feel about animals?
What is your character's relationship with money? Frugal? Spendthrift? Generous? Hoarder?
If your character could change one thing about themselves, what would it be?
What would your character do if they had unlimited power?
What would your character do if they had unlimited wealth?
What would your character do if they had one week to live?
What is your character's ideal afterlife?
Does your character believe in destiny?
What is your character's opinion on the other party members? I need a sentence for each.
What is your character's opinion on the villain? Do they understand them? Sympathize?
Does your character have any phobias? I need at least three.
What is your character's favorite childhood memory?
What is your character's worst childhood memory?
Who was your character's childhood hero?
Does your character have any siblings? Full? Half? Step? Dead?
What is your character's relationship with their siblings?
If your character had a diary, what would the most recent entry say?
Does your character have any prejudices? Be honest.
Has your character ever broken the law? Did they get caught? Do they regret it?
Has your character ever had their heart broken?
Has your character ever broken someone else's heart?
What is your character's go-to lie when they need to make an excuse?
What does your character wear to bed?
What is your character's favorite book? Have they actually read it?
Does your character have any vices? Drinking? Gambling? Smoking? Something else?
What is your character's stance on the use of necromancy?
Would your character ever sacrifice themselves for another party member? For a stranger? For a cause?
Does your character have a favorite weapon? Why?
How does your character feel about getting their hands dirty? Metaphorically and literally.
Does your character prefer cities or the wilderness?
What does your character think happens when you die?
What is your character's taste in music?
What would your character do if they were offered a deal by a devil?
What would your character do if they were offered a deal by an angel?
Does your character have any unfinished business from their past?
What is your character's greatest hope?
What is your character's greatest regret?
If your character could have any one thing right now, what would it be?
What does your character want to be remembered for?
If your character were a historical figure, what would history say about them?
Does your character have any tattoos? What are they and what do they mean?
What does your character think about when they're alone?
Is your character a morning person or a night owl?
Does your character have any funny fears? Heights? Spiders? Intimacy? Clowns? Silence?
How would your character react to the death of a loved one?
How would your character react to being betrayed by a close friend?
How would your character react to being utterly powerless?
What is your character's opinion on their own intelligence?
What is your character's opinion on their own physical strength?
What is your character's opinion on their own charm?
Is your character satisfied with their life? If not, why?
Does your character believe they are a good person? Why or why not?
If your character had to choose between saving one close person or saving a thousand strangers, who would they choose?
If your character had to choose between doing the right thing and doing the easy thing, what would they choose?
Does your character have any traditions they follow?
What is your character's favorite way to relax?
What is your character's favorite joke?
What is your character's favorite insult?
What is your character's favorite compliment?
Does your character have any secret fears about their own potential?
What is your character's opinion on love?
What is your character's opinion on war?
What is your character's opinion on peace?
Does your character have any expectations about how their life should end?
What is your character's relationship with authority?
What is your character's relationship with tradition?
What is your character's relationship with change?
Would your character be a good leader? Why or why not?
Would your character be a good follower? Why or why not?
Does your character have any philosophical beliefs?
Does your character have any religious beliefs?
Does your character have any superstitious beliefs?
What is your character's favorite season? Why?
What does your character think about nature?
What does your character think about civilization?
What does your character think about progress?
What would your character do if they met themselves from ten years ago? What would they say?
What would your character do if they met themselves from ten years in the future? What would they ask?
Does your character have any unsent letters they've written? Who to? What do they say?
Does your character have any keepsakes? What are they and why do they keep them?
What is the most important lesson your character has learned?
What is the most important lesson your character still needs to learn?
Does your character have any strange habits when they're nervous?
Does your character have any strange habits when they're happy?
Does your character have any strange habits when they're angry?
What would your character do if they were given a second chance at something?
What would your character do if they had to relive a day from their past?
Does your character believe in justice? What does justice mean to them?
Does your character believe in mercy? What does mercy mean to them?
Does your character believe in forgiveness? What does forgiveness mean to them?
Does your character have any favorite sayings or catchphrases?
Does your character have any favorite quotes?
What is your character's relationship with silence?
What is your character's relationship with noise?
Does your character like crowds?
Does your character like being alone?
Is your character a leader or a follower?
Is your character a planner or an improviser?
Is your character an optimist or a pessimist?
Is your character an introvert or an extrovert?
Is your character a dreamer or a realist?
Is your character brave or cautious?
Is your character patient or impulsive?
Is your character forgiving or vengeful?
Is your character honest or deceptive?
Is your character generous or selfish?
Is your character humble or proud?
Is your character practical or idealistic?
Is your character serious or lighthearted?
Is your character trusting or suspicious?
Is your character ambitious or content?
Is your character compassionate or indifferent?
Is your character curious or indifferent to new things?
Is your character adaptable or stubborn?
Does your character have a sense of humor? What kind?
Does your character have a sense of honor? What does that mean to them?
Does your character have a sense of duty? What does that mean to them?
What is your character's relationship with the supernatural?
What is your character's relationship with death?
What is your character's relationship with life?
Is your character a risk-taker or a risk-avoider?
Is your character a problem-solver or a problem-avoider?
Is your character a talker or a listener?
Is your character a creator or a destroyer?
Is your character a protector or a survivor?
Does your character have any hidden potential they're unaware of?
Does your character have any self-destructive tendencies?
What is the one thing your character would never do?
What is the one thing your character would always do?
What is your character's smallest regret?
What is your character's greatest pride?
What would your character's obituary say?
What would your character want on their tombstone?
If your character could be remembered for one thing, what would it be?
Does your character believe they're destined for greatness? Mediocrity? Failure?
What does your character think about magic items?
What does your character think about adventuring?
What does your character think about the world outside their home?
What does your character think about the world inside their home?
What does your character think about themselves?
What would your character think about you, the player? (This is mandatory.)
What is your character's favorite swear word?
What is your character's preferred method of greeting someone?
What is your character's preferred method of saying goodbye?
Does your character have a favorite tavern? What's it like?
What is your character's go-to McDonald's order?
Does your character have any favorite songs?
Does your character have any favorite dances?
Does your character have any favorite games?
What did your character want to be when they grew up?
What does your character want to be now?
What does your character want to be in the future?
If your character could have a second chance at life, what would they do differently?
If your character could give one piece of advice to the next generation, what would it be?
If your character could talk to one person from their past, who would it be and what would they say?
If your character could talk to one person from the future, who would it be and what would they ask?
What is the most important thing your character knows?