April 2024

37 Questions to Ask Your Best Friend (BFF)

Spark new conversations and learn something surprising about your best friend with fun and thoughtful questions that deepen your bond.

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One thing that differentiates a best friend from your regular friend is that he/she understands and vibes with you. We like to think we know our besties, but do we actually? Here are some questions to spark new conversations with your bestie. 

If you want to get a special gift for your best friend to show how much she means to you, get them a Remento book to capture their stories and turn them into a memory book. 

Here are our favourite questions

  • Best Questions About Them: Share something that nobody knows about you!
  • Best Questions on Love & Relationships: Tell the story of your first crush
  • Best Question on Career: What were your ambitions when you began your career?
  • Best Question to Ask for Fun: What is your favorite joke?

Questions About Them

  1. What's on your bucket list?
  2. Who do you admire the most?
  3. If you could request a superpower what would it be?
  4. What would be your perfect day?
  5. What's your favorite musical artist?
  6. What's your favorite book?
  7. What's your favorite country or place that you've traveled to?
  8. What's your favorite dessert?

Deep Questions About Them

  1. What do you hope for the future?
  2. What do you most look forward to in the future?
  3. Talk about something that scares you about the future.
  4. Who was the biggest influence on your life?
  5. What relationship was the most important to you?
  6. Who have been the loves in your life?
  7. Who was your role model and why?
  8. Share something that nobody knows about you!
  9. What is the most important lesson you've learned about yourself?

Questions on Dating & Relationships

  1. Describe your very first date
  2. Talk about a high school sweetheart?
  3. Talk about disappointing dates?
  4. Did you ever get dumped?
  5. Did you ever dump anyone?
  6. Do you kiss on a first date?
  7. How do you define love?
  8. Tell the story of your first kiss.
  9. Tell the story of your first crush.
  10. Tell the story of losing your virginity.
  11. Tell the story of the first time you fell in love.
  12. Tell the story of your worst broken heart.

Questions about Career

  1. Tell the story of your first "real job."
  2. How do you define success?
  3. What were your ambitions when you began your career?
  4. How important was career success to you?

Questions for Fun

  1. What was your most embarrassing moment?
  2. Did you ever have a wardrobe malfunction?
  3. What is your favorite joke?
  4. Who is your secret movie crush?
Like what you see? Share with a friend.

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Guaranteed to teach you things you never knew.

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