120+ Deep Questions for Really Getting to Know Someone.

Deep Questions About Identity

• Which political causes are most important to you?
• If you’ve ever attended a protest, what was it for?
• What role (if any) does religion play in your life?
• What role (if any) does spirituality play in your life?
• What role (if any) does astrology play in your life?
• What’s something about your identity that people might know at first glance?
• How has your sense of identity changed throughout your life?
• Where (or with whom) do you feel the strongest sense of community?
• What family or community traditions are important for you to carry on?
• How would you describe your relationship with social media?
• Where do you typically get your news from?

Deep Questions About Family

• What’s your relationship like with your parents?
• How has your relationship with your parents changed throughout your life, if at all?
• What’s your relationship like with your siblings?
• How do you feel about having children? (Or having more children?)
• What’s your relationship like with your children?
• What kind of parent do you want to be someday?
• How does your family celebrate holidays?
• Who are your chosen family?
• What did your family fight about growing up?
• What are your happiest family memories from growing up?
• What makes you different from the rest of your family?
• What’s something you wish your family understood about you?

Deep Questions About Career

• What has been your proudest career achievement?
• What’s the most rewarding aspect of your job?
• What’s the most challenging aspect of your job?
• What’s the most fun aspect of your job?
• How do you think your coworkers view you?
• What did you want to be growing up?
• How did you figure out what you wanted to do professionally?
• What does your dream job look like?
• Do you live to work or work to live?
• Do you prefer working in the office or working from home, and why?

Deep Questions About the Future

• Where do you see yourself in ten years?
• Where would you like to live when you’re retired?
• What do you think is the best part about getting older?
• What do you hope an average day in retirement will be like?
• Do you have any bad habits you want to change about yourself, and why?
• What’s the biggest challenge you hope to overcome in five years?
• If you won the lottery jackpot tomorrow, what would you do with the money?

Deep Questions About Death and Aging

• What exactly do you think happens after you die?
• Do you believe in reincarnation, and why/why not?
• If heaven existed, what would it look like for you?
• Do you think people actually have a soul, and why/why not?
• If you died today, what would be your biggest regret?
• If you could take a pill that would stop aging, would you do it?
• What do you think is the best way to die?
• If we knew cryogenics worked, would you freeze yourself?
• What’s the next biggest disease that you think we’ll cure?
• What would you want your epitaph on your tombstone to read?
• Do you know if you want to be cremated or buried in a coffin?
• Do you know where you want to be buried or have your ashes spread?

Deep Questions About Likes, Dislikes, and Favorite Things

• What are some books that shaped who you are today?
• What are some movies that shaped who you are today?
• What’s an album that spoke to you as a teenager, and how do you feel about it now?
• If you could only eat three foods for the rest of your life, what would they be?
• What does your dream weekend look like?
• If you had unlimited funds, what would your dream vacation look like?
• What’s your favorite season, and why?
• What’s your favorite article of clothing that you own?
• If you could have coffee or a drink with any person alive or dead, who would it be?
• If you could only listen to one type of music for the rest of your life, what would it be?

Deep Questions About Space and Time

• If you could be the first person on Mars, but couldn’t return home, would you go?
• Do you think intelligent life exists on other planets?
• Do you believe we’ve been contacted by “aliens”?
• Do you think we’re being “watched” by a more intelligent species or being?
• Do you believe there are more than three dimensions?
• Do you think God (or a supremely intelligent being) created the universe?
• Do you think we’ll make contact with another intelligent species in our lifetime?
• Do you think we’ll be able to visit the moon in our lifetime? Would you go?
• Do you think it’s possible to time travel?
• If you could time travel, what year would you visit and why?
• If you could visit the future for 10 seconds, what would you want to learn?
• Is it possible that we’re living inside of a computer simulation like The Matrix?

Deep Questions About Fears and Phobias

• What would you do if you had no fear at all?
• What’s the most terrifying experience you’ve ever had?
• Do you have any fears you’ve successfully overcome?
• What’s your weirdest or most unusual fear?
• What’s the scariest place you’ve ever been?
• What would be the scariest time to have lived through?
• Who’s the scariest person you’ve ever met?
• Who is the most terrifying person in the world?
• Do you believe in ghosts?