Most people can safely say they know their closest friends extremely well, but what about the deep lore that might not have been brought up in casual conversation? You probably know a lot about them, sometimes a handy list of good questions to ask your friends is just what you need to go a little deeper.
Having a Q&A night for friends not only strengthens the bonds of friendship — it can also be hilarious! There are plenty of interesting questions to ask friends, even if you’ve known them most of your life.
Being a best friend means continually finding new ways to show you care and invest in knowing them truly. Asking questions that gets at the heart of who the are — from the experiences that have shaped them to their hopes for the future — is a great way to do that. We’ve rounded up the best questions to ask your besties, the silly and the serious, that are sure to bring you closer together than ever.
Some of your BFFs might be on the new-ish side, so knowing what kinds of questions to ask your friend group, including new friends, will help you cultivate closeness with everyone in your circle. That’s why we’ve also included questions for friends and questions to ask to get to know someone, so you can deepen your bond with pals who aren’t years-long BFFs — yet.
So, grab your circle for a questions date, or pull up this list of 215 fun questions to ask friends the next time you’re hanging with your gang. You’ll be surprised by how much there is to learn about people, no matter how far into the friendship you are!
In this article:
Juicy questions to ask friends
Random questions to ask friends
Questions to ask your best friend
Deep questions to ask your friends
Juicy questions to ask friends
These are the ones that dig the deepest and get down to the heart of things. Questions like this are best brought up late at night during a sleepover, when you're getting to the heart-to-heart part of the night.
1. What’s the weirdest thing you’ve done in public?
2. What’s an embarrassing thing you’ve done and never told anyone about?
3. What’s the strangest text you’ve ever received?
4. What’s the cringiest thing you’ve ever posted on social media?
5. How much does your personality change when you’re around different people?
6. What’s the sweetest thing someone has done for you?
7. Wha would be the title of your autobiography if you wrote it today?
8. Do you believe in having one best friend?
9. How do you define the perfect weekend?
10. What do you think is the most annoying quality a person can have?
11. Who do you think shouldn’t be a celebrity?
12. Who is/ was your most unexpected crush?
13. Can you describe your first kiss?
14. What type of person do you picture ending up with?
15. What’s your guilty pleasure movie/ TV show?
16. What’s your Roman Empire? (Something you can’t stop thinking about).
17. What’s the best piece of gossip you’ve ever received?
18. What part of your Zodiac sign do you most relate to?
19. What’s your favorite travel story?
20. Where do you picture yourself a year from now?
Random questions to ask friends
Sometimes the vibe is more random. Head right this way when you’re looking to share a laugh with the homies.
1. Have you ever had a crush on a cartoon character?
2. What kind of food stand would you open?
3. What’s the worst holiday in your opinion?
4. What are you putting off right now?
5. Did you build forts when you were a kid? What did they look like?
6. Have you ever pulled a prank on someone?
7. If you got to design a new instrument, what would you create and what would it sound like?
8. Do you believe in magic?
9. If flowers could talk, what do you think they would sound like?
10. If you could choose only one condiment to eat for the rest of your life, which would you choose?
11. If you could be any household item, which would you choose?
12. If you were a ghost, how would you haunt people?
13. What bodily function do you wish would just go away?
14. If you had to eat an entire barrel of one single thing, what would you choose?
15. If you could shoot anything from a cannon, what would you pick?
16. Do you have a favorite family tradition?
17. What's inside your dream house?
18. What’s your favorite cheesy joke?
19. If you could name your brain, what would you name it?
20. Do you have any recurring dreams?
21. What’s your favorite form of transportation?
22. If you could only dress in one pattern for the rest of your life, which would you choose?
23. How gullible do you consider yourself?
24. What do you think you’ll be doing exactly 10 years from this moment?
25. What’s the spiciest food you’ve ever eaten?
Questions to ask your best friend
Set these aside for the people you know best. Some things are meant for the friends that have seen you through it all…
1. What embarrasses you the most?
2. What’s your love language?
3. How do you like to be comforted when you’re sad or upset?
4. What’s your all-time favorite memory?
5. Where do you hope to be five years from now? Ten? Fifteen?
6. When have you felt the most challenged?
7. Have you ever been bullied?
8. Which celeb would you want as your other BFF and why?
9. Out of all your family members, who are you closest to?
10. What do you do when no one else is around?
11. What’s one thing most people don’t know about you?
12. What do you think happens when we die?
13. Do you want to have kids one day? How many?
14. What's the worst you've ever been physically hurt?
15. What's your earliest childhood memory?
16. When you can't sleep, what keeps you up at night?
17. What's the last lie you told?
18. What's the best compliment you've ever received?
19. What do you consider the ultimate comfort food?
20. What do you consider your best physical feature?
21. What are the top three things that stress you out?
22. What are the top three ways you deal with stress?
23. If you could only have three things on your life bucket list, what would they be?
24. If you choose to get married one day, what would your dream proposal scenario be?
25. What’s the most loved you’ve ever felt?
26. If you could create a theme park based on your personality, what would it look like?
27. When’s the last time you felt inspired to create something?
28. Have you ever experienced a “friendship breakup”? What did it teach you?
29. Who was your first friend?
30. Would you ever consider being in a long-distance relationship?
31. What do you think the best way to resolve conflict is?
32. How did your parents meet?
33. Do you feel that you have a healthy relationship with social media?
34. Do you have a favorite teacher?
35. What are your favorite childrens’ names?
36. Is there a time when I made you feel particularly well supported?
37. How can I be a better friend to you?
38. What does friendship mean to you?
Deep question to ask friends
1. What do you feel the most proud of?
2. Is there anyone you wish you could reconnect with?
3. What stresses you out the most?
4. When do you feel the most alone?
5. Have you ever been in love?
6. Do you believe in love at first sight?
7. What’s the biggest lesson your last relationship taught you?
8. What’s one thing you would change about yourself?
9. If you could apologize to someone who would it be?
10. What was the last time you did something spontaneous?
11. What thing keeps you going on hard days?
12. Who do you feel the safest around?
13. What’s your favorite childhood memory?
14. What’s the biggest leap of faith you’ve taken?
15. Who do you look up to the most, and what qualities do you love about that person?
16. What’s your biggest fear?
17. Who was the last person to make you cry and why?
18. When have you felt the most proud?
19. Do you have any regrets? If so, what are they?
20. What's the best present you ever received? Who gave it to you and why was it so special?
21. If you could change one thing about yourself, what would it be?
22. Do you believe in soulmates?
23. What has your hardest goodbye in life been so far?
24. When was the last time you were inspired and why?
25. What’s the worst decision you’ve ever made?
26. What do you think you’ll be like in old age?
27. What’s something you’d consider unforgivable?
28. Do you believe in monogamy?
Fun questions to ask friends
Fill the silence with these goofy queries.
1. Would you rather be the top expert at one thing, or kinda good at many things?
2. What’s the weirdest thing you own?
3. Have you ever had your fortune told?
4. Would you rather order in or eat out?
5. What was the first movie you remember seeing in theaters?
6. What’s a podcast you don't tell anyone you listen to?
7. What’s been your most questionable haircut and/or fashion moment?
8. If money was no object, what kind of house would you live in?
9. What did you dream about last night?
10. Have you ever laughed so hard you almost passed out?
11. What do you do when no one else is around?
12. Where do you want to travel the most?
13. If you could only eat one thing for the rest of your life, what would it be?
14. What book has changed you the most?
15. What’s your favorite commercial?
16. What are the qualities that attract you most in a love interest?
17. You just won $10,000 — what are you going to do with the money?
18. What's the luckiest thing that's ever happened to you?
19. What's your favorite ice cream topping?
20. Do you like theme parks?
21. What is your most hated chore and why?
22. What's a conspiracy theory you actually believe?
23. What’s the worst date you’ve ever been on?
24. If you were going to get some ink, what would you choose and why?
25. If you had three wishes, what would you wish for?
26. If you had to choose only one, would you pick a dog or a cat?
27. Do you believe in aliens?
28. If you were President, what's the first thing you would work to change in this country?
29. If you had to live in another time period, what would you choose?
30. Who was your very first crush?
31. What foreign language(s) would you want to master and why?
32. What's your all-time favorite dessert?
33. Do you believe in ghosts?
34. What’s your survival plan during a zombie apocalypse?
35. If you were an animal, what would you be?
36. If you had to create an alter ego for yourself, who would it be and what would you name them?
37. What’s your No. 1 karaoke song?
38. Have you ever been on a blind date?
39. What was your first social media screen name, or your first email address?
40. What’s your favorite piece of random trivia?
41. What was your first concert?
42. Which decade, in your opinion, had the best fashion trends?
43. If a song played every time you entered a room, what would it be?
44. What’s your skincare routine?
45. Did you ever go to summer camp? If not, would you now?
46. When was the last time you got to really experience nature?
47. Do you feel that you’re young at heart, or an old soul?
48. What does your name mean, and why was it given to you?
49. What’s an unexpected movie that makes you cry?
Questions to ask a new friend
When you’re first getting to know someone, stick to the important (and high-level) questions. After all, they may spark some deeper conversation.
1. What are your pronouns?
2. What would be your perfect day? Plan it out from waking up to bedtime.
3. What’s your zodiac sign?
4. What’s your Enneagram type?
5. On vacation, are you the relax-by-the-pool type or a get-up-and-go adventurer?
6. Do you consider yourself religious or spiritual?
7. What college major are you thinking of choosing and why?
8. If you could only listen to one singer or band for the rest of your life, who would you choose?
9. Do you love any particularly weird snack combinations?
10. Do you believe in any superstitions?
11. What’s your favorite board game to play?
12. Who’s the best movie villain?
13. Who’s your favorite follow on TikTok? On Instagram?
14. Did you have an imaginary friend growing up?
15. If you had to describe yourself in only three words, what would you choose? What words do you think your friends would choose to describe you?
16. Do you have any phobias?
17. What are your top three biggest pet peeves?
18. What's your favorite color and what's your least favorite color?
19. What would your dream vacay consist of?
20. Are you competitive?
21. What’s a tough experience that you learned and grew from?
22. What’s your relationship with your family like?
23. Do you most often follow your heart or your head?
24. What’s the most unexpected or unusual thing on your bucket list?
25. What was your last romantic relationship like?
26. What’s a value you’re unwilling to compromise on?
27. What's your absolute dream job?
28. If you could have a superpower, what would you choose?
29. What TV show do you turn on when you just want to zone out and feel better?
30. What was the last movie you watched in a theater?
31. If you could time travel, where would you go?
32. Have you ever gotten totally lost?
33. What's your favorite plant or flower?
34. What’s your favorite season and why?
35. What is a foreign country you'd like to visit?
36. What do you think your best quality is?
37. What is your definition of success?
38. What’s your most-watched movie?
39. Do you have any hidden talents?
40. What’s your favorite Halloween costume?
41. Would you rather live by the ocean or in the mountains?
42. What’s the best trip you’ve taken?
43. Are you a morning or night person?
44. What is your most-used emoji?
45. What’s a bad habit you’re trying to break?
46. What’s the scariest movie you’ve ever seen?
47. Are you an introvert or extrovert?
48. Do you like to recharge alone or around other people?
49. What’s the best museum you’ve ever been to?
50. When can we hang out again?
Let us slide into your DMs. Sign up for the Teen Vogue daily email.
Related:
Demi Lovato and Selena Gomez’s Selfie Proves They’re Still BFFs 16 Years Later
Check this out: