Unique Questions To Begin Building Authentic Relationships

Check out the list below to explore questions that can be great conversation starters and also drive a deep conversation.

  • What are you most excited about in life lately?
  • Name a character from a TV show or movie that you feel best represents you?
  • What is the grossest thing you’ve ever had to do?
  • Pick one place in the world you would love to live. Where, why, and what would be different than now?
  • What’s the craziest thing you’ve ever done?
  • The best night of your life, what does it look like?
  • What are you most looking forward to this (year, month, week, etc)?
  • If you could have coffee with anyone dead or alive, who would it be and why?
  • What’s the most supernatural experience you’ve ever had?
  • How would you want to die?
    *Fun Fact! If sleeping, you have a little heart attack before you die.
  • Top three pet peeves? Go!
  • Who is someone you look up to and why?
  • What’s a personality trait you wish you had?
  • What’s your favorite quality about yourself?
  • What do you feel has been your latest hang-up?
  • What are you most afraid of that’s keeping you from moving forward?
  • Name a family belief or habit that you would like to kick to the curb!
  • What is something you need help with but haven’t asked?
  • What’s a cause or passion project close to your heart?
  • What’s the one thing you’ve been meaning to do but still haven’t?
  • What’s something “taboo” that you’ve done, but has changed your life?
  • What’s something you’re really proud of but afraid to share?
  • What do you want your future to look like?
  • What’s something you’ve been wishing for lately?
  • What’s something that makes you uncomfortable?
  • In this moment how are you feeling?
  • What are you most self-conscious about and why?
  • How do you inconvenience yourself for others?
  • How do you have trouble sharing yourself with others and who with?
  • Who are you most grateful for lately?
  • What sucks right now for you in life?
  • What do you feel your mission in life is?
  • What’s your story?
  • What’s your favorite and least favorite personality trait that you have?
  • Who do you wish you had a better relationship with?
  • What’s something you feel you’re not worthy of?