100 Questions to Ask Your Friends: Funny, Deep and Everything in Between

Good questions turn small talk into a real conversation. Here are 100 of our favorites, from easy icebreakers to deep ones. They work for a road trip, a dinner with friends, a first date or a long evening call.

🎙️ Questions marked “Answer by voice” are live on Wewtalk: tap one, record your answer in about 30 seconds and hear how other people answered. No app needed.

Easy questions to start a conversation

1.How is your day going?🎙️ Answer by voice
2.What's the best thing that happened to you this week?
3.How is your morning going?🎙️ Answer by voice
4.What are you looking forward to right now?
5.What's something small that made you smile recently?
6.What's your go-to way to relax after a long day?
7.What's a skill you'd love to learn?
8.What's your favorite season, and why?
9.What was the last thing you did for the first time?
10.What's on your mind today?

Funny questions

11.What makes you laugh the most?🎙️ Answer by voice
12.What's the funniest thing that has ever happened to you?
13.What's your most useless talent?
14.If you could have any superpower, what would it be?
15.What's the weirdest food you've ever tried?
16.If animals could talk, which one would be the rudest?
17.What's a song you secretly know all the words to?
18.What would your autobiography be called?
19.Which meme best describes your life?
20.What can make you laugh until you cry?

Food and everyday life

21.What's your favorite breakfast?
22.What's a meal you could eat every day?
23.What's the best restaurant you've ever been to?
24.Coffee or tea, and how do you take it?
25.What do you love to cook?
26.What food did you hate as a kid but love now?
27.What's your favorite piece of clothing?
28.What does your perfect weekend look like?
29.What's one habit that changed your life?
30.What's your favorite place in your city?

Books, music and films

31.What is your favorite book?🎙️ Answer by voice
32.What's a book that you'd recommend?🎙️ Answer by voice
33.What's your favorite podcast?🎙️ Answer by voice
34.What song always puts you in a good mood?
35.What's a film you recently loved?
36.Which film can you watch again and again?
37.Who's an artist everyone should listen to?
38.What TV series would you recommend to a friend?
39.What book changed the way you think?
40.What was the first concert you ever went to?

Travel and places

41.What's the best trip you've ever taken?
42.If you could fly anywhere tomorrow, where would you go?
43.What's the most beautiful place in nature you've seen?
44.What's a city you'd love to live in?
45.What's your best travel story?
46.Sunrise or sunset: which do you love more?
47.What place from your childhood would you love to visit again?
48.What's the best thing you've eaten while traveling?
49.Which country surprised you the most?
50.What's always in your bag when you travel?

Memories and childhood

51.What's your favorite childhood memory?
52.What did you want to be when you grew up?
53.What was your favorite toy or game as a kid?
54.Who was your best friend at school?
55.What smell takes you back in time?
56.What's the best gift you've ever received?
57.What's a moment you'll never forget?
58.What family tradition do you love?
59.What's the best advice your parents gave you?
60.What's the coolest story that has happened to you?

Dreams and the future

61.What's your dream?
62.What drives you to get up every morning?🎙️ Answer by voice
63.What do you want to achieve this year?
64.Where do you see yourself in five years?
65.What's something you've always wanted to try?
66.If money didn't matter, what would you do all day?
67.What's a goal you've reached that you're proud of?
68.What would you tell yourself ten years from now?
69.What kind of home do you dream of?
70.What's one thing on your bucket list?

Deep questions

71.What makes you happy?
72.What inspires you?
73.What's the best advice you can give to others?
74.What's the best experience of your life?
75.What's something you learned the hard way?
76.What are you grateful for today?
77.What does success mean to you?
78.What fear have you overcome?
79.If you could change one thing about the world, what would it be?
80.When do you feel most like yourself?

Questions about friendship and people

81.How do you make new friends?
82.What makes someone a good friend?
83.Who has influenced you the most?
84.What's the kindest thing a stranger has done for you?
85.What do you value most in people?
86.How did you meet your closest friend?
87.What's the best way to cheer you up?
88.What compliment do you still remember?
89.Who from history would you love to have dinner with?
90.What do people usually get wrong about you?

Would you rather…

91.Would you rather be able to fly or be invisible?
92.Would you rather travel to the past or to the future?
93.Would you rather have more time or more money?
94.Would you rather live without music or without films?
95.Would you rather always be ten minutes late or twenty minutes early?
96.Would you rather speak every language or play every instrument?
97.Would you rather live in a big city or a small village?
98.Would you rather read the book or watch the film?
99.Would you rather have a cat or a dog?
100.Would you rather explore space or the deep ocean?