More Devilishly Deep Questions To Set Off Conversations

  • Why not dig in and really get into it?

Have you read Devilishly Deep Questions To Set Off Conversations? Because this is basically part two!

  • How often is your brain on autopilot?
  • What was the best phase in your life?
  • What great idea would you like to try if you had enough money?
  • What are you most thankful for?
  • What jobs exist because people are selfish?
  • Do you judge a book by its cover?
  • What do you think people really need to chill out about?
  • Have you ever had a nickname? What is it?
  • If you were forced into a dance competition, what song would you choose to dance to, and why?
  • What names were ruined for you because you knew someone terrible with that name?
  • Is it hard for you to accept feedback? Do you think this would set off conversations?
  • What’s one thing that bothers you most about the world today?
  • Do you think there’s a right age to get married?
  • What is a relationship deal breaker for you?
  • What is your favorite book to read?
  • Have you ever lost someone close to you?
  • What really makes you angry?
  • If a genie granted you three wishes right now, what would you wish for?
  • What’s your story?
  • Is there a movie that you think every person should watch in their lifetime?
  • Where is the craziest place you have danced, and how did it make you feel?
  • What would an amusement park filled with your biggest fears be like? What rides would it have?
  • Would you ever take back someone who cheated?
  • What accomplishment are you most proud of?
  • What do you most look forward to about getting old?
  • Are you happy with how you were raised?
  • What do you think is the meaning of life? What do you think about this as a question to set off conversations?
  • Where is your favorite place in the entire world to go?
  • What is your favorite quote and why?
  • What would be the absolute perfect day?
  • If you are in a bad mood, do you prefer to be left alone or have someone to cheer you up?
  • What’s your biggest regret in life?
  • What’s your favorite book/movie of all time and why did it speak to you so much?
  • Is there a type of music genre that you feel especially connected to?
  • What are your top five favorite movies, and why?
  • What celebrity do people compare you to?
  • Do you practice self-affirmations?
  • What’s something horrible that we as humans have accepted, because that’s just how things are; but actually things don’t have to be that way at all?
  • If you had to talk about one topic for 10 minutes straight, what would it be?
  • What’s the tallest building you’ve been to the top in, and how did it make you feel?
  • Do you believe in soulmates?
  • What’s an ideal weekend for you?
  • What is your favorite thing about your career?
  • Which fictional villain made you feel real hatred towards them?
  • What fictional character do you most identify with?
  • What’s your “and then it got worse” story?
  • Are you more into looks or brains?
  • What would you do if you weren’t afraid to try?
  • What is the best gift you have been given?
  • Is what you’re doing now what you always wanted to do growing up? Is this one of your favorite things to talk about to set off conversations?
  • Do you feel a lot of pressure to be successful?
  • Has anyone ever “mansplained” to you?
  • Who is your hero?
  • If you were famous, what would you be famous for?
  • Are you close with your family?
  • Do you think you judge people too harshly sometimes?
  • When have you felt your biggest adrenaline rush?
  • Have you ever lost someone close to you?
  • What would you do if you found out you were adopted?
  • Have you ever had your heart broken?
  • What do you think of best friends of the opposite sex?
  • Have you ever seen a ghost?
  • What’s the best bad decision you ever made?
  • What would you do if you won the lottery?
  • Do you feel like you’re living out your personal dreams?
  • Who are the five people you are closest with?
  • What is your most irrational fear?
  • If you could change one thing about yourself what would it be?
  • When do you think a person is ready for marriage?
  • When do you think a person is ready for marriage?
  • Do you think of yourself as empathetic?
  • Would you say you struggle with materialism at all?
  • Do you have the desire to be famous?
  • What was the best thing about how your parents raised you?
  • When was the last time you laughed so hard you cried?
  • What’s your favorite zoo animal, and why?
  • What’s something weird that you recommend everyone try at least once?
  • What’s the craziest thing you’ve ever done for love?

So what do you think of these questions that help set off conversations? Let me know which ones you’d like to talk about in the comments!