Ask AI: Write twenty creative questions for roleplay participants. The questions should be about their characters.

Absolutely! Here are twenty creative questions you can use to help roleplay participants deepen their understanding of their characters: 1. What is your character’s most treasured possession and why? 2. What fear keeps your character up at night? 3. Describe a memory that your character would do anything to forget. 4. What secret does your character keep even from their closest friends? 5. Who was your character’s first personal hero or role model? 6. How does your character react under extreme stress or danger? 7. What is your character’s guilty pleasure? 8. What is a dream or goal your character secretly believes is unattainable? 9. Whose opinion matters most to your character? 10. What does your character consider their greatest failure? 11. How would your character spend their ideal free day? 12. What skill does your character wish they had—but don’t? 13. How would your character’s enemies describe them? 14. When did your character last break the rules, and what happened? 15. If your character could change one thing about their past, what would it be? 16. What lie does your character tell most often, and to whom? 17. How does your character show love or affection? 18. What cause or belief would your character risk everything for? 19. What is your character’s relationship with authority or law? 20. What is something your character wishes someone would notice about them? Feel free to adapt these prompts to fit your campaign or story setting!