120 Questions to Ask Your Best Friend, From Funny to Deep

You talk every day, so how is there anything left to ask? Trust us, there is. Half of these will make you laugh, a few will start a debate, and one or two might teach you something about your best friend you never knew.

Take turns. Both of you answer every question you pick, and nobody has to answer one they don’t want to. That’s the only rule.

Funny questions to ask your best friend

For when it’s late, you’re both tired and everything is hilarious.

1. What’s the weirdest food combo you secretly love?
2. If you were a kitchen appliance, which one would you be?
3. What’s your most useless talent?
4. Which emoji do you use way too much?
5. What would your reality show be called?
6. What song plays when you walk into a room?
7. If your pet could talk, what would it complain about first?
8. What’s the dumbest way you’ve ever gotten hurt?
9. What’s the worst haircut you’ve ever had?
10. Which cartoon villain do you kind of agree with?
11. What’s the most embarrassing thing in your camera roll?
12. If you had to rename yourself, what name would you pick?
13. What’s a weird rule your family has?
14. What’s the strangest dream you remember?
15. What would you do with a day where nobody could see you?
16. What’s a word you always spell wrong?
17. Which teacher would survive a zombie apocalypse?
18. What’s the most random thing you’ve ever bought?
19. If you could only wear one outfit for a year, what is it?
20. What’s the funniest thing you’ve ever heard a little kid say?

Would you rather questions

Fast, easy and somehow always turns into a 20-minute debate.

21. Would you rather always be 10 minutes late or 20 minutes early?
22. Would you rather only text or only call, forever?
23. Would you rather have a rewind button or a pause button for your life?
24. Would you rather live in a treehouse or on a boat?
25. Would you rather speak every language or play every instrument?
26. Would you rather never use social media again or never watch a show again?
27. Would you rather be famous for something embarrassing or unknown for something great?
28. Would you rather have summer all year or winter all year?
29. Would you rather read minds or be invisible?
30. Would you rather lose your phone or your wallet for a week?
31. Would you rather have a pet dragon or a pet unicorn?
32. Would you rather relive one day over and over or skip ahead five years?
33. Would you rather be the funniest or the smartest person in the room?
34. Would you rather explore space or the deep ocean?
35. Would you rather always have to sing instead of talk or dance everywhere you walk?
36. Would you rather know the future or change the past?
37. Would you rather have no homework ever or no tests ever?
38. Would you rather live in a big city or on a farm?
39. Would you rather give up music or give up desserts?
40. Would you rather have a personal chef or a personal driver?

Get-to-know-you questions (even if you’ve known each other forever)

You’d be surprised how many of these you can’t answer for your best friend.

41. What’s your comfort movie, and why that one?
42. What’s a food you hated as a kid and love now?
43. What’s the best gift you’ve ever gotten?
44. What’s your favorite smell?
45. Which holiday is your favorite, and how do you spend it?
46. What’s a song you could listen to on repeat for a week?
47. Morning person or night owl?
48. What’s the last thing that made you laugh really hard?
49. What’s your favorite way to spend a rainy day?
50. What’s one thing on your bucket list?
51. What’s the best book or show you’ve found this year?
52. Which subject do you secretly like, even if you’d never admit it at school?
53. What’s your go-to order at your favorite place to eat?
54. If you could learn any skill overnight, what would it be?
55. What’s a small thing that instantly puts you in a good mood?
56. Which fictional character are you most like?
57. What’s your favorite memory from when you were little?
58. What’s the most you’ve ever spent on something, and was it worth it?
59. What do you do when you can’t fall asleep?
60. What’s one app you’d never delete?

Deep questions to ask your best friend

Save these for a sleepover or a long drive. Answer them too.

61. What’s something you’re proud of that nobody knows about?
62. When do you feel most like yourself?
63. What’s a fear you’ve never said out loud?
64. What do you hope people say about you when you’re not around?
65. What’s the best advice anyone has given you?
66. What did you change your mind about this year?
67. What makes you feel loved?
68. What would you tell your 10-year-old self?
69. What does a perfect day look like for you?
70. What do you wish I asked you about more?
71. What’s a dream you haven’t told anyone?
72. What’s something you’re still learning to forgive yourself for?
73. Who do you look up to, and why?
74. What’s a moment that changed how you see things?
75. What do you need when you’re having a really bad day?
76. What’s something you want to be braver about?
77. What part of growing up are you most excited about? Most scared of?
78. When do you feel the most pressure, and from who?
79. What’s something you believe that most people don’t?
80. What’s one thing you want to get better at this year?

Questions about your friendship

The ones that make you both go “wait, really?”

81. What’s your first memory of me?
82. What did you think of me when we first met?
83. What’s our funniest inside joke?
84. What’s the best day we’ve ever had together?
85. What do I do that always makes you laugh?
86. Which song reminds you of us?
87. When did I help you, maybe without knowing it?
88. What’s one thing you’d never change about us?
89. Who would play us in a movie?
90. What’s something we should never, ever do again?
91. Which one of us is more likely to become famous?
92. What’s my most annoying habit? Be honest.
93. What’s a memory of us you think about a lot?
94. What do you think I’m really good at?
95. If we had a friendship anthem, what would it be?
96. What’s one tradition we should start?
97. What’s something you’ve always wanted to tell me?
98. How do you know when I’m upset, even if I say I’m fine?
99. Which of our fights was the dumbest?
100. Where do you think we’ll be in 10 years?

Questions about the future

Dream big. Nobody’s holding you to these.

101. Where do you want to live when you’re 25?
102. What job would you do if money didn’t matter?
103. What trip should we take one day?
104. What’s something you want to try before you finish high school?
105. What’s one thing you’d love to learn this year?
106. If you started a business, what would it be?
107. Do you want a big group of friends or a few close ones when you’re older?
108. What kind of home do you picture yourself in?
109. What’s a goal you’re working on right now?
110. What would you do with $1,000 tomorrow?
111. What’s something you hope never changes about you?
112. What do you want to be known for?
113. Which country would you most like to visit, and why?
114. What should we try together this year?
115. What’s the first thing you’ll buy with your own money?
116. Would you rather have a quiet life or an adventurous one?
117. What’s a skill you think everyone should learn before they move out?
118. If you could have any pet in the future, what would it be?
119. How should we celebrate our friendship anniversary?
120. What do you want your life to feel like in five years?

How to make it fun, not awkward

• Mix the types. Two funny ones, then a deep one. Starting with “what’s your biggest fear” at 7 p.m. is a lot.
• Follow up. The best part is the second question: “wait, why?”
• Skip freely. If a question feels too personal, pass. A good friend won’t push.
• Keep what’s said between you. If they tell you something real, it stays in the room. That’s what makes it safe to ask the deep ones next time.

Print the question cards

48 of our favorites on cards, split into funny, would you rather, deep and “us.” Print in black and white, cut along the dashed lines, done.

Free printable

48 Question Cards for You and Your Best Friend

Print, cut along the dashed lines, put them in a jar. Pull one at sleepovers, on road trips or whenever it gets quiet.

Download the PDFTwo pages, 48 cards, letter size. Prints fine in black and white.

Questions people ask