270+ Best & Fun Questions to Ask Your Friends

We all love to create memorable moments with our closest ones so there can be no better way by asking questions to your friends that will unlock the richness of your friendships.

Whether it is sharing laughter or mutual support, it will transform your ordinary hangouts into an extraordinary way.

So now it’s time for heartfelt discussions, laughter, and a deeper understanding of each other, therefore we’ve compiled the list of best questions to ask your friends to share memories and aspirations.

Scroll down and let’s start the game!

Questions To Ask Friends

1. Do you typically follow with your heart or your head?

2. What’s the hardest lesson you’ve ever had to learn?

3. Have you ever had to break up with a friend? What was it like?

4. What’s the worst hair cut you’ve had?

5. What songs would make up the soundtrack of your life?

6. What are you self conscious about?

7. What was your biggest mistake?

8. What’s your hidden talent?

9. What did you think adulthood was like in your teens?

10. What is my favorite food?

11. Who’s most to blame for your baggage?

12. What’s your favorite family-friendly board game?

13. Where do you like to go shopping?

14. Do you have a favorite parent?

15. Do you believe in freedom of speech?

16. What do you feel most guilty about?

17. Who sticks out as being an early positive influence in your life?

18. Have your values changed over time?

19. How do you prefer to be comforted when you’re upset?

20. What emotion do you feel the most?

21. Who’s your ultimate celeb crush?

22. What really frustrates you?

23. Have you ever had a crush on a cartoon character?

24. What career path do you see yourself taking in the future?

25. How do you cope when things get hard?

26. Do you believe in love at first sight?

27. Do you want to have kids someday? If so, how many?

28. Have you ever hooked up with someone who smelled bad?

29. What was your best birthday and how did you celebrate?

30. What’s your favorite TV show now?

31. Who was your favorite childhood teacher?

32. What’s your favorite and least favorite genre of music?

33. What is the worst thing you’ve ever smelled?

34. Would you ever move out of state?

35. What’s the stupidest movie or TV show you’ve ever seen?

36. What job do you think I would be perfect for?

37. What’s your biggest pet peeve?

38. If you had to change your name, what would your new one be?

39. If you could have a celeb as your BFF, who would it be?

40. Who was the last person you talked to on the phone?

41. What embarrassing thing did you do regularly when you were a kid?

42. What’s your favorite movie of all time?

43. Do you prefer savory or sweet? Explain.

44. What’s your biggest stress right now?

45. Which phone app do you think you use the most?

46. What do you want people to know about you?

47. What’s something you would do differently if you had the chance?

48. What’s most important to you: work life or personal life?

49. What was your favorite TV show growing up?

50. Have you ever had a “life-changing” moment? If so, what was it?

51. What are you still hoping to accomplish?

52. Do you enjoy going to museums?

53. What was your first dream job, and is it still your dream job?

54. What are three of your favorite dog names of all time?

55. What are you passionate about?

56. Who do you pretend to like but actually don’t like?

57. Do you journal and, if so, what do you usually write about?

58. What three words describe what you’re most grateful for?

59. How would your closest friends describe you?

60. What is your biggest pet peeve?

61. What has been your favorite travel memory so far?

62. Do you think you’re hard on yourself?

63. What movie absolutely scarred you?

64. Would you rather time travel to the past or the future?

65. What’s something that always makes you smile?

66. What’s your proudest moment?

67. What is the worst fight you’ve been in?

68. What’s been on your heart and mind recently?

69. What lie do you tell yourself most often?

70. What parts of your life would say are “perfect” just the way they are now?

71. When did your hubris get you into serious trouble?

72. If you had to move across the world for your dream job, would you?

73. Who has been a big influence on you?

74. What are you most proud of about yourself?

75. Who was your role model growing up?

76. What’s something you’ve done that you didn’t expect to do at this age?

77. Do you plan in advance, or save things for the last minute?

78. What’s your dream car?

79. What’s your favorite childhood memory?

80. Do you read your horoscope?

81. What’s your biggest career goal?

82. If you could change one thing about yourself, would you?

83. What do you think is your best quality?

84. How did you feel about where you grew up?

85. What have you done for fun or leisure this week?

86. What are your biggest pet peeves?

87. What was your worst rebound?

88. Was it a supportive environment?

89. How would you describe your personal style?

90. What luxury item would you splurge on?

91. How many things have you crossed off your bucket list?

92. Who has influenced you the most?

93. What is the cringiest thing you’ve put up on social media?

94. Where can you always find me?

95. What do you really care about?

96. Which website do you visit the most?

97. What’s your go-to ice cream flavor?

98. What social justice issues are you most passionate about?

99. What’s your grossest habit?

100. What are you looking for in a friendship?

101. When was the last time you crapped your pants?

102. What’s your idea of a perfect date?

103. If you could travel anywhere, where would you go?

104. Would you instead cook, order delivery, or go out to eat?

105. What’s the biggest lesson you’ve learned on your own?

106. What was your first heartbreak, and what happened?

107. When you make a resolution, do you stick to it?

108. What do you need more of in your life?

109. Which celebrity do you wish you could be friends with?

110. Would you ever change careers?

111. What would you like to accomplish in life?

112. Do you prefer cities or the countryside?

113. What book have you read that’s made a serious impact on your life?

114. What is the best book you’ve ever read?

115. How do you like to spend your free time?

116. Have you ever given up on a dream? What was it?

117. What’s your favorite TV show of all time?

118. What’s the longest amount of time you’ve gone without sleeping?

119. What’s the best advice a family member gave you growing up?

120. Do you think there’s something that people misunderstand about you?

121. What’s your favorite podcast?

122. What’s the best gift you’ve ever received?

123. What’s something that takes up way too much of your time?

124. Have you ever had to look after an elderly or sick relative?

125. Who was your first celebrity crush?

126. How were your summers spent when you were younger?

127. What’s the most bizarre text you’ve received?

128. What’s the most serious crime you’ve committed?

129. What is your greatest accomplishment?

130. What would you say if someone asked you for a random piece of advice?

131. What’s your favorite subject in school?

132. What’s been your greatest accomplishment in life?

133. What’s the weirdest thing you’ve done in public?

134. What is the cutest animal you’ve ever seen in person?

135. Have you ever had a crush on a romantic partner’s friend?

136. Who’s your celebrity crush?

137. Would you rather see five years into the future or 20 years into the future?

138. Who was your first kiss with, and did you enjoy it?

139. How would you improve your current living space right now, if you could?

140. Which decade to come do you think will be your favorite, and why?

141. What old trend did you participate in? Do you regret it now?

142. What unconventional thing do you find attractive?

143. What was the first concert you ever went to?

144. What’s your go-to coffee order?

145. What’s your favorite movie?

146. Who is the first person you text when you get good news? Bad news?

147. What makes your life feel purposeful?

148. What’s your favorite game?

149. Do you prefer sweats or dressing up?

150. Where is your favorite place you’ve ever visited?

Good Questions To Ask Friends

151. Who are you most like in your family?

152. Do you prefer sneakers or heels?

153. Tell me about the last date you went on. How did it go?

154. If you could change one thing from your past, what would it be?

155. What is the most detestable thing you would do for 1 million dollars?

156. Do you have a sweet tooth, why or why not?

157. How old were you when you found out Santa isn’t real?

158. Do you prefer camping or going to the beach?

159. What is your comfort T.V. show?

160. If your life had a theme song, what would it be?

161. What’s the worst advice?

162. What embarrassing thing have you done that you never told anyone about?

163. Who is your celebrity crush right now?

164. What’s the best beauty advice you’ve ever heard?

165. What’s the strangest thing you’ve tried in bed?

166. What was your best year so far, and why?

167. If you won the lottery, what would you do with the money?

168. What is your comfort movie?

169. What’s the funniest joke you’ve ever heard?

170. Do you consider yourself an early bird or a night owl?

171. Who in your family do you struggle with?

172. What would you do if you could do anything for the rest of your life?

173. What’s your favorite song right now?

174. If your wardrobe could only be one color, what would it be?

175. What was the best date you’ve ever been on? The worst?

176. What’s the most awkward date you’ve been on?

177. Do you consider yourself a religious or spiritual person?

178. What’s your zodiac sign, and does it resonate with you?

179. Have you been working out at all and, if so, what’s been your favorite activity?

180. If one wish of yours could come true, what would it be?

181. What does your dream future look like?

182. Are you more into brains or looks?

183. What keeps you up at night?

184. What’s the biggest lie you told a romantic partner?

185. Are you more of an extrovert or introvert?

186. How would you describe your childhood home?

187. What’s one of your favorite bands?

188. If you had to pack up and move to another country tomorrow, where would you go?

189. What was your favorite toy as a kid?

190. How would you describe your style?

191. What don’t your parents know about you?

192. If you can give your parents one thing in the world, what would it be?

193. What’s your favorite season, and why?

194. If you could only have one food for the rest of your life, what would you choose?

195. What’s the weirdest fact you’ve ever heard?

196. Who is the most toxic person in your life?

197. What’s your favorite ice breaker question?

198. What do you feel has been your greatest “win” so far in your life?

199. What’s your favorite meal of the day: breakfast, lunch, or dinner?

200. Who was your first love, and why did you love them?

201. Do you believe in ghosts or any paranormal activity?

202. Where do you see me in five years?

203. What was your first impression of me?

204. What rating would you give your current job, on a scale of one to 10?

205. What are your current priorities in this season of your life, and why?

206. How would you describe your current style?

207. What do you think the happiest color is?

208. Who is most important to you now?

209. Who do you aspire to be like?

210. If you could live in someone else’s shoes for a day, who would you pick and why?

211. What’s the best movie you’ve seen so far this year?

212. Would your younger self be proud of where you are in life now?

213. What qualities would you like in a future partner?

214. What’s the biggest mistake you’ve ever made?

215. What words make you cringe whenever you hear them?

216. How has your relationship with your parents changed?

217. What’s a food combination that you enjoy that others might find weird?

218. What does happiness mean to you?

219. What is your definition of success?

Fun Questions To Ask Friends

220. What advice would you give to your younger self?

221. What’s the best birthday party you’ve ever had?

222. How do you like to receive care?

223. When have you felt the most challenged?

224. What household chore do you hate the most?

225. If you won the lottery, what’s the first thing you’d do?

226. What’s your best childhood memory?

227. What’s your favorite dessert?

228. What’s one thing you would change about yourself right now?

229. What’s something you hope will never change?

230. What type of animal are you most excited to see when you go to the zoo?

231. How did your parents meet?

232. What was your experience in high school like?

233. How would you rank your love languages?

234. What values are most important to you?

235. Do you journal?

236. What did you dream about last night?

237. What are you most pessimistic about, and why?

238. What would you do if you won a million dollars?

239. If you got to live in another country for a year, where would you live?

240. If you had an alter ego, what would its name be?

241. What’s one side hustle idea you’d love to start?

242. What movie would you like to see turned into a musical?

243. What’s the first thing you notice when you meet a person?

244. What’s your favorite family recipe?

245. What’s your earliest memory?

246. Have you ever been bullied?

247. Do you believe in reincarnation?

248. Do you celebrate any holidays? What’s your favorite?

249. If you could have any animal as a pet, what would you choose?

250. How do you drink your coffee?

251. Do you enjoy being alone? How do you spend your alone time?

252. What was the most embarrassing or sloppy night out you had?

253. Have you ever participated in a protest?

254. What’s your guilty pleasure?

255. What’s the first thing you do after waking up in the morning?

256. What embarrassing thing have your parents caught you doing?

257. What’s one book that changed your life?

258. When was the last time you got stood up?

259. Would you rather people perceive you as being kind, smart or attractive?

260. What attracts you to people?

261. What’s one skill you’d love to master?

262. Are you scared of dying?

263. What’s your biggest regret?

264. Who was the last person that made you cry, and why?

265. Do you consider yourself an extrovert or an introvert?

266. How will you know you’ve “made it”?

267. Would you ever return to school to get a degree?

268. What’s your favorite season? What do you love most about it?

269. Has anyone ever cheated on you?

270. When you’re in a bad mood, how do you deal with it?

271. How would you spend your birthday if money was no object?

272. What’s your most embarrassing moment?

273. Which planet would you visit if you could go to any of them?

274. If you had to curate the soundtrack to your life, what songs would be on there?

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