Prompts

Marriage Conversations

  • What’s your favorite aspect of our relationship?
  •  When you think about our relationship, how do you describe it?
  •  What movie reminds you of me?
  •  What advice do you have for your future self?
  • What do you remember most about your teenage years?
  •  What qualities do you love about yourself?
  •  What song reminds you of our love?
  •  What characteristics of fairytales resonate with you the most?
  •  When you imagine our life in 30 years, what’s it like?
  • What aspect of our relationship needs a makeover?
  •  When you think about your parents, how do you describe them?
  •  What’s your favorite date night activity?
  •  What about our relationship excites you the most?
  •  What characteristics do you share with our children?
  •  What’s made our relationship successful thus far?
  •  What memories in life gave you a run for your money?
  •  What are your favorite qualities about our relationship?
  •  Which famous couple reminds you of us?
  •  What’s your biggest fear in life lately?
  •  What legacy do you want to leave?
  •  What do you remember about the first time we met?
  •  What is your favorite memory together?
  •  What song reminds you of us?
  •  What aspects of our relationship should be more intentional?
  •  What has been the best date so far?
  •  What have you learned about yourself since being together?
  •  What hobbies and talents have you discovered since being together?
  •  If you could relive any day of your life. which would it be?
  •  What can we do to show more love?
  •  What aspect of our relationship makes you the proudest?
  •  What secret ingredient makes love last?
  •  What moments taught you the biggest life lessons?
  •  What advice would you give to your younger self?
  •  Which anniversary was your favorite?
  •  What were your top three spontaneous date nights?
  •  Would you rather travel to 20 years ago or 20 years from now?
  •  What events and activities can we add to our bucket list?
  •  What family tradition do you hope continues to future generations?

Family Conversations

  •  What’s your least favorite snack?
  •  If you could create season what would it be like?
  •  If you could be in any movie or show, what would it be?
  •  What brings you the most pride?
  •  What’s brightens your day when you’re feeling sad?
  •  What similarities do you share with your sibling(s)?
  •  If you could plan a family vacation, where would we go?
  •  What is your favorite family tradition?
  •  What aspect of school do you love the most?
  •  If you could create your dream job, what would it be?
  •  Which family member do you share the most similarities with?
  •  What toy or item from now do you wish to keep forever?
  •  What’s the nicest thing someone’s ever said to you?
  •  If you could change one aspect of school, what would it be?
  •  What’s your favorite family recipe?
  •  What outing or gathering is the most special to you?
  •  Would you rather travel to 100 years ago or 100 years from now?
  •  What’s been your favorite school subject or topic so far?
  •  What book has taught you an important lesson?
  •  What’s your favorite part of summer?
  •  What aspect of life do you appreciate the most?
  •  Where’s your favorite reading/chilling place in the house?
  •  What similarities and differences do we have?
  •  What do you imagine your life to be like in 20 years?
  •  What childhood memory do you remember the most?
  •  What’s your dream job?
  •  What advice would you give to your future self?
  •  What has been your proudest moment so far?
  •  If you could change one thing about your life, what would it be?
  •  Where were you born?
  •  What was your childhood like?
  •  What was your favorite subject in school?
  •  What games did you like to play as a child?
  •  What did you want to be when you grew up?
  •  What family traditions did you have growing up?
  •  What are some new family traditions in our family?
  •  What’s the most important thing you learned from your parents?
  •  If you could travel back in time, when would you travel to?
  •   What’s one thing you want me to remember forever?
  • Would you rather have a mountain house or a beach house?
  • If our family had a theme song, what song would it be?”

Friendship Conversations

  • What’s your favorite aspect of our relationship?
  •  When you think about our relationship, how do you describe it?
  •  What movie reminds you of me?
  •  What advice do you have for your future self?
  • What do you remember most about your teenage years?
  •  What qualities do you love about yourself?
  •  What song reminds you of our love?
  •  What characteristics of fairytales resonate with you the most?
  •  When you imagine our life in 30 years, what’s it like?
  • What aspect of our relationship needs a makeover?
  •  When you think about your parents, how do you describe them?
  •  What about our relationship excites you the most?
  •  What characteristics do you share with our children?
  •  What’s made your relationship successful thus far?
  •  What memories in life gave you a run for your money?
  •  What are your favorite qualities about our relationship?
  •  Which celebrity friendship reminds you of us?
  •  What’s your biggest fear in life lately?
  •  What legacy do you want to leave?
  •  What do you remember about the first time we met?
  •  What is your favorite memory together?
  •  What song reminds you of us?
  •  What aspects of our relationship should be more intentional?
  •  What has been the best adventure we’ve had so far?
  •  What have you learned about yourself since we met?
  •  If you could relive any day of your life. which would it be?
  •  What can we do to show more love?
  •  What aspect of our friendship makes you the proudest?
  •  What secret ingredient makes love last?
  •  What moments taught you the biggest life lessons?
  •  What advice would you give to your younger self?
  •  What’s your favorite date night activity?
  •  Which anniversary was your favorite?
  •  What were your top three spontaneous date nights?
  •  Would you rather travel to 20 years ago or 20 years from now?
  •  What events and activities can we add to our bucket list?
  •  What family traditions of yours do you hope continues to future generations?
  • What would be the top 3 items on our friendship bucket lists?
  • What is your favorite vacation we’ve taken together?
  • Would you rather have a mountain house or a beach house?
  • What is the funniest joke you know?
  • If you had to lose one of your five senses, which one would you want it to be?

Sibling Conversations

  •  What’s your favorite part of summer?
  •  What aspect of life do you appreciate the most?
  •  Where’s your favorite reading/chilling place in the house?
  •  What similarities and differences do we have?
  •  What do you imagine your life to be like in 20 years?
  •  What childhood memory do you remember the most?
  •  What’s your dream job?
  •  What advice would you give to your future self?
  •  What has been your proudest moment so far?
  •  If you could change one thing about your life, what would it be?
  •  If you could create your dream job, what would it be?
  •  Which family member do you share the most similarities with?
  •  What toy or item from now do you wish to keep forever?
  •  What’s the nicest thing someone’s ever said to you?
  •  If you could change one aspect of school, what would it be?
  •  What’s your favorite family recipe?
  •  What outing or gathering is the most special to you?
  •  Would you rather travel to 100 years ago or 100 years from now?
  •  What’s been your favorite school subject or topic so far?
  •  What book has taught you an important lesson?
  •  What’s your least favorite snack?
  •  If you could create season what would it be like?
  •  If you could be in any movie or show, what would it be?
  •  What brings you the most pride?
  •  What’s brightens your day when you’re feeling sad?
  •  What similarities do you share with your sibling(s)?
  •  If you could plan a family vacation, where would we go?
  •  What is your favorite family tradition?
  •  What aspect of school do you love the most?
  • What is your biggest childhood secret you never told mom or dad?
  • Would you rather have a mountain house or a beach house?
  • If you could have any superpower, what would it be and why?
  • What is your least favorite chore?
  • If you could only eat one thing for the rest of your life, what would it be?
  • What was your favorite dinner to eat growing up?
  • What would you have named yourself if you could have chosen your own name?
  • What do you do to get yourself out of a bad mood?
  • What is the funniest joke you know?
  • If you could trade places with your parent for a day, what would you do differently?

Co-Corker Conversations

  • What’s your favorite hour of the workday?
  • If you could remove one work-related responsibility, what would it be?
  • What excites you the most about your job?
  • What significant changes have you seen in company culture lately?
  • Who is your favorite informal mentor?
  • If you weren’t working in this position, where would you be?
  • How would you react to a 400% pay increase?
  • What’s your favorite mid-day snack?
  • What songs or artists do you play when you need a pick-me-up?
  • What advice would you give to someone starting their career?
  • If you had to lose one of your five senses, which one would you want it to be?
  • If you could trade lives with someone famous for a week, who would it be?
  • What has been the happiest day of your life so far?
  • What is your hidden talent?
  • What book would you recommend to your friends?
  • What do you do to get rid of stress?
  • What would be your perfect weekend?
  • When was the last time you worked incredibly hard?
  • If you opened a business, what kind of business would it be?
  • Are you a very organized person?
  • Have you ever given a presentation in front of a large group of people? How did it go?
  • If you had to change your name, what would your new name be?
  • What is the silliest fear you have?
  • What are some things you want to accomplish before you die?
  • What is the best room in your house? Why?

Elder Generations Conversations

  • What is one invention you wish existed?
  •  Where were you born?
  •  What was your childhood like?
  •  What was your favorite subject in school?
  •  What games did you like to play as a child?
  •  What did you want to be when you grew up?
  •  What family traditions did you have growing up?
  •  What are some new family traditions in our family?
  •  If you could travel back in time, when would you travel to?
  •   What’s one thing you want me to remember forever?
  •  What do you know about our family history?
  •  What’s the most important thing you’ve learned from your parents?
  •  What’s your favorite thing about being a grandparent?
  •  What is the secret to handling stress?
  •  What would I be surprised to learn about you?
  •  How has your life changed since becoming a grandparent?
  •  Where was the most interesting place you’ve traveled?
  •  What’s are some of your favorite childhood memories?
  •  What considerations should I have regarding becoming a parent?
  • What message would you like to give my grandchildren?
  • Describe your idea of the perfect day.
  • What book would you recommend to your friends?
  • What are your top 5 favorite movies of all time?
  • How did you choose your children’s (or pets’) names?
  • What’s something you did that was embarrassing at the time, but you now see the humor in?
  • What’s your number one piece of life advice?
  • What world events had the most impact on you?
  • Do you remember any trends from your youth? Popular hairstyles? Clothing?
  • Did you receive an allowance as a child? How much? Did you save your money or spend it?