30 Tricky Questions You Can Ask Your Bestie to Find Out Who She Really Is

Hi everyone!

How have you been, guys? You know what? Something happened yesterday that made me think, “Do we really know who our best friends are?”

Here’s the thing. My best friend Susan and I went for a walk yesterday. I suggested getting a snack at our favorite cafe and we decided to have hot drinks and some ice cream. As usual, I ordered a cappuccino and my favorite pistachio ice cream. I was pretty sure Susan was going to order vanilla ice cream and green tea, but to my surprise, she ordered a DOUBLE ESPRESSO and ice cream with PEANUT BUTTER AND CANDIED BACON CHIPS! WHAT? I mean, girl, DO I EVEN KNOW YOU? What have you done to my Susan? I would’ve never guessed that she liked ice cream with bacon and strong coffee because she never ate them in front of me. Who knew?

After this, I thought that Susan and I needed to learn more about each other, so we browsed the Internet in search of cool and non-standard questions you can ask your bestie. Here’s what we found, and I hope these questions can help you learn more about your bestie too!

  • What’s one thing from your past you’d like to change and why?
  • Have you ever been proud of me?
  • What’s your most embarrassing moment ever?
  • What are you afraid of the most?
  • When was the last time you cried and why?
  • If you could choose one day from the past that you could live through again, what day would that be?
  • What’s the most precious thing you own?
  • What’s the best way to cheer you up when you’re feeling low?
  • If you had all the money in the world, what would you buy?
  • What’s your biggest regret so far?
  • What’s one thing even I don’t know about you?
  • What’s the most special present you’ve ever received? What makes it so special?
  • What’s your earliest memory from your childhood?
  • What’s your earliest memory of me?
  • What’s your favorite smell?
  • What song would be the best soundtrack of your life?
  • What foreign languages do you want to know and why?
  • What’s your dream job and why?
  • What’s your favorite pastime when you’re alone?
  • What TV show do you turn on when you feel sad?
  • When was the last time you lied to someone?
  • Have you ever lied to me?
  • What thing is the most important for you in our friendship?
  • What’s your biggest accomplishment so far?
  • How would you describe yourself in 3 words?
  • How would you describe me in 3 words?
  • What’s your favorite comfort food?
  • Have you ever been jealous of me?
  • What’s one book that changed you and how?
  • What’s your best memory of us?

Have fun and ask your best friend these questions, guys! And don’t forget to tell me in the comments which of their answers surprised you the most and why!


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