32 Questions To Ask Your Best Friend – Get ready to connect.

These questions start out playful and fun but get deeper and more meaningful as you go on. If you’ve got a best friend, or several best friends, these questions will remind you why you love each other and will help keep you bonded for life. Get to know your besties better while having a blast, and maybe a good cry. These questions will make you laugh, smile, think, and eventually hug! You’ll find questions strictly about them, and questions about the two (or more) of you – find out all you’ve ever wanted to know about your best friends, how they see you, and what your relationship means to them.

If you could swap lives with any celebrity for a day, who would it be?
What song are you listening to on repeat lately?
What’s the most adventurous food you’ve ever tried and would I eat it?
If we started a band, what would it be called?
If you could turn anything into an Olympic sport, what would you win gold in?
If we were superheroes, what would our powers be?
If you could have dinner with any historical figure, who would it be and why?
If their was a movie about our friendship, who would you cast?
What’s a book, move, or tv show that you would recommend?
If you won the lottery tomorrow, what’s the first thing you’d do?
What’s your favorite memory of us together?
What’s one thing you’ve always wanted to accomplish?
What’s something you appreciate about our friendship?
What book, movie, or show had the biggest impact on you?
If we were lost in the wilderness, what role would each of us play in surviving?
Is there something you’ve always wanted to do together?
What’s something you admire or appreciate about me?
Would you rather have a rewind, pause, or fast forward button for your life?
If you could visit any fictional world, which one would you choose?
What do you think are your greatest strengths?
If you could describe me in three words, what would they be?
Who has had the biggest influence on your life?
How do you handle tough times, and what can I do to support you?
What’s one thing you’re really proud of but don’t talk about often?
What’s something you’ve always wanted to do but haven’t had the chance to yet?
What’s the most important lesson you’ve learned in life so far?
How do you define happiness, and what makes you happiest?
If we started a business together, what would it be?
If we could take a trip anywhere in the world together, where would it be?
What’s something you would try if you knew you couldn’t fail?
What’s something you’ve learned from our friendship?
How has our friendship changed you/your life?

These questions offer a fun and meaningful way to strengthen the bond you share with your best friends. Whether you’re laughing over silly hypotheticals or reflecting on life’s bigger moments, these conversations will deepen your connection and create memories that last a lifetime. So, take the time to ask, listen, and share—because the best friendships aren’t just built on good times but on understanding, support, and love. Your next unforgettable moment with your besties might just start with a single question!