Post Category: Inspiration

75 Questions to Ask Friends, New and Old


One of the best things about friendships is that there’s always a chance to dig deeper — you’ve just got to be willing to ask. Whether you just met 10 minutes ago or you’ve known each other long enough to have matching BFF t-shirts, there are so many fun questions to ask friends that will not only provoke thought and bring you closer but may also be the inspiration for your next #insidejoke on Twitter, the best friend quote you’ll use to caption your next Instagram post with your bestie or the next story you laugh about for years to come.

Whether you’re looking to kill time or desire to get to know your most treasured pals on another level, these questions are bound to be a hit and are guaranteed to have you chatting for hours.

Questions to Ask Your Best Friend

  1. What is the very first thing you do when you wake up in the morning?
  2. What are you most afraid of?
  3. When in your life have you felt the proudest?
  4. Do you have any regrets?
  5. What has been your most embarrassing moment?


  1. Who inspires you most and why?
  2. What was the last thing that made you cry?
  3. If you could change one thing about yourself, what would it be and why?
  4. What song has impacted you the most, and what makes it so special to you?
  5. If you could only eat one food every day for the rest of your life, what would it be?
  1. Describe your perfect day, from the time you wake up to the time you go to sleep.
  2. What is the last thing you do before you go to bed?
  3. If you could join the cast of any TV show, what would it be?
  4. Do you believe in aliens?
  5. If your life had a theme song, what would it be?

Questions to Ask a New Friend

Maybe you and the girl in your weekly yoga class aren’t quite the closest of pals yet, but with these fun get-to-know-you questions, your bond will be tighter in no time!

  1. What is your guilty pleasure TV show?
  2. Who is your celebrity crush?
  3. What is your biggest pet peeve?
  4. What is your favorite hobby?
  5. What’s the best gift you’ve ever received?
  1. If you could have dinner with anyone, dead or alive, who would it be and why?
  2. Do you have any phobias?
  3. What are your relationship dealbreakers?
  4. What’s your family like?
  5. What is your favorite season?
  1. If you could travel anywhere in the world, where would you go?
  2. What is your least favorite app?
  3. What social network do you spend the most time on?
  4. What’s your dream job?
  5. Have you ever met someone famous?

Questions to Ask When Getting to Know Someone

Making friends can be hard sometimes, but these icebreaker questions can help you get to know an acquaintance with minimal awkwardness.

  1. What movie title best describes your life?
  2. What was your favorite subject in school?
  3. Do you have any hidden talents?
  4. If you could switch lives with anyone in the world, who would it be and why?
  5. What’s your spirit animal?
  1. What’s your favorite movie?
  2. What is your guilty pleasure TV show?
  3. Coke or Pepsi?
  4. What podcast is your current obsession?
  5. What’s your go-to Starbucks order?
  1. You’re stranded on a deserted island and can take one thing with you: what is it?
  2. What is your most-used emoji?
  3. What are three words your friends would use to describe you?
  4. What’s the funniest joke you’ve ever heard?
  5. Do you consider yourself religious or spiritual?

Funny Questions to Ask Friends

These funny questions to ask friends when bored will no doubt break up the monotony of day-to-day conversations, and they function well as conversation starters for all occasions, whether you’re sitting around a fun and festive Friendsgiving dinner table or in your living room for your weekly hang!

  1. If you could make up one new word to the dictionary, what would it be and what would it mean?
  2. Would you rather swim in a pool full of peanut butter or honey?
  3. You can spend a day with one famous Chris: which one would it be and why?
  4. Is water wet?
  5. What would be your weapon of choice during the zombie apocalypse?
  1. If you were a drink, what would you be?
  2. What words would you put on your own tombstone?
  3. What would your superhero name be?
  4. Is a hot dog a sandwich?
  5. Would you rather have 100 kittens or 100 puppies?
  1. Would you rather not shower for a month or not brush your teeth for a week?
  2. Pick one: be the smartest or best-looking person in the world.
  3. Are there any conspiracy theories you believe? If so, what are they?
  4. A genie gives you three wishes: what are they?
  5. Have you ever had a crush on an animated character? If so, which one?

Personal Questions to Ask Friends

Ask these deep questions to get to the nitty-gritty…but be warned; they’re a bit deep, so we recommend saving these for a friend you’ve already gotten comfortable with.

  1. Do you believe in God?
  2. Has your heart ever been broken?
  3. When do you feel the most vulnerable?
  4. Have you ever been in love?
  5. What are your political views?
  1. What is one secret you’ve never told anyone?
  2. Where do you see yourself in 10 years?
  3. Do you consider yourself religious or spiritual?
  4. Have you ever broken someone’s heart?
  5. What is your worst personality trait?
  6. What advice would you give your past self?
  1. What is your favorite thing about yourself?
  2. How do you want to be remembered?
  3. What is your life’s calling or purpose?
  4. If you could go back in time and change one part of your life, would you do it? What would you change?
  5. When in your life have you felt most alive?

There you have it! Thanks to this list of fun questions to ask friends, you and your crew will be tighter than ever…or at least, you’ll have some new information to guide you as you write your BFF’s annual birthday card message or find an amazing gift to solidify the friendship with your newest bud. Break out these 75 questions the next time you’re with a pal or two, and you may be pleasantly surprised at how much you learn about each other!

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