60+ Hypothetical Questions to Ask Your Friends, Family, or Partner

60+ Hypothetical Questions to Ask for Fun and Insight

Asking hypothetical questions can be an effective way to both inject some fun into a conversation and gain valuable insight into how you and your conversation partner think. Consider exploring questions related to morality, behavior, dreams, and beyond with these thought-provoking ideas.

Questions Related to Life Outcomes

• If you were given the chance for a do-over in life, what would you do differently?
• If you could have a superpower, what would it be?
• What would you do with a million dollars, or an unlimited supply of money?
• What would your ideal career or job be?
• If you could pick one person to spend the rest of your days with, who would it be?
• If you could travel anywhere, where would you go?
• If you were given the opportunity for a fresh start in a new place, would you take it?
• If you had to pick one place to live for the rest of your life, where would it be?
• What would your perfect day look like?

Issues of Morality and Ethics

• If you had the power to stop a crime before it occurred, would you take that opportunity?
• How do you define justice?
• If you had the choice to save five people or one, which would you choose?
• What would you do if you were tasked with caring for a species that had few remaining clan members?
• If you had the opportunity to relive one day, what would it be?
• What would you do if your moral values conflicted with those held by a loved one?
• If you encountered a magical being, what would you ask them?
• What is the difference between right and wrong in your mind?
• What would you do if you knew something bad was going to happen in the future?

Dreams and Fantasies

• If you could be any animal, which would you choose?
• If you could go on any adventure, where would you go?
• If you could bring any fictional character to life, who would it be?
• If you had to pick one superpower, what would it be?
• If you could design your own world, what would it look like?
• If you had the ability to go back in time, when would you visit?
• If you could have your own personal genie, what would you wish for?
• If you could create your own mystical creature, what would it look like?
• If you could have dinner with any fictional character, who would it be?
• If you could choose one superpower to use forever, what would it be?