300+ Best Questions to Get to Know Someone Better

Questions to get to know someone are a great way to understand someone’s character better.

So if you want to deepen your connections through purposeful conversations, here we’ve compiled the list of best questions to get to know someone better that will help you to understand their journey about their life, dreams, and future goals.

So scroll down and let’s start the game.

Questions to Get to Know Someone

1. What’s your favourite childhood memory?

2. Do you have a favorite holiday? Why or why not?

3. What do you think happens to us after death?

4. What’s the best career decision you’ve ever made?

5. What would you do if you won the lottery?

6. What was the most memorable gift you’ve received?

7. Which of your scars has the best story behind it?

8. What’s the longest you’ve gone without sleep (and why)?

9. What’s the tallest building you’ve been to the top in?

10. What’s your favorite place on earth?

11. Ideally, how would you spend your birthday?

12. What makes a good life?

13. If money were no object, what’s the first thing you would buy?

14. What are three interesting facts about you?

15. Which meal is your favorite: breakfast, lunch, or dinner?

16. If your childhood had a smell, what would it be?

17. Who inspires you to be better?

18. What is one or two of your favorite smells?

19. Who’s the most overrated celebrity?

20. What’s the best and worst piece of advice you’ve ever received?

21. Do you have a favorite sport?

22. Do you have a favourite TV show?

23. What is your child’s proudest accomplishment?

24. What’s the best way a person can spend their time?

25. What’s the best costume you’ve ever worn to a party?

26. What’s something you are self-conscious about?

27. What was your favorite subject in school?

28. In what situation or place would you feel the most out of place?

29. What’s your favorite midnight snack?

30. Where would you spend all your time if you could?

31. What’s your favorite sandwich and where did you eat it?

32. What’s your favorite content genre (horror, sci-fi, rom-com, etc.)?

33. What gets you fired up?

34. What are you most thankful for?

35. What makes you laugh the most?

36. Where do you go for fresh inspiration?

37. What is the best gift you have been given?

38. What’s the most annoying thing people do in public?

39. Do you have a favorite childhood memory?

40. If you had to change your name, what would you change it to?

41. If you started a business, what would it be?

42. What do you hope your last words will be?

43. What annoys you most about the in-groups you are a part of?

44. What’s your biggest pet peeve?

45. What do people think is weird about you?

46. What was the best compliment you’ve received?

47. What’s the one item of clothing you couldn’t live without?

48. What’s your most prized possession and why?

49. What is something that makes you feel unstoppable?

50. How old were you when you started working?

51. What’s the best show on TV right now?

52. What’s your favorite thing to do on the weekend?

53. What is the luckiest thing that has happened to you?

54. Have you ever had a nickname? What is it?

55. Do you like or dislike surprises? Why or why not?

56. What is your favorite game or sport to watch and play?

57. What have you created that you are most proud of?

58. How do you define beauty in another person?

59. What lifestyle change have you been meaning to make for a while now?

60. Who is/was your most interesting friend?

61. Have you heard of [movie or TV show you enjoy]?

62. Do you get along with all your coworkers?

63. What would be the first thing you’d do if you won the lottery?

64. What dumb accomplishment are you most proud of?

65. What was the last TV show you binge-watched?

66. What song always gets you out on the dance floor?

67. What’s the worst date you’ve ever been on?

68. Would you rather ride a bike, ride a horse, or drive a car?

69. What skill would you like to master?

70. If you could live anywhere, where would it be?

71. Who or what never fails to make you laugh?

72. In the evening, would you rather play a game, visit a relative, watch a movie, or read?

73. Where do you usually go when you have time off?

74. What are some of your personal “rules” that you never break?

75. What’s one food you’ve tried but would never eat again?

76. What type of music are you into?

77. What was your favorite age growing up?

78. What would you do tomorrow if you won a million dollars today?

79. What causes are you passionate about?

80. How do you hope people describe you?

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

82. As the only human left on Earth, what would you do?

83. As you get older, what are you becoming more and more afraid of?

84. What’s the career highlight you’re most proud of?

85. Do you enjoy being somewhere no one else knows you?

86. Does your family have any big traditions?

87. What’s your favorite board game?

88. Is there anything you dislike in your work life?

89. What’s the ideal way you like to spend a wide-open weekend?

90. How do you spend your free time?

91. Have you ever been in love?

92. What’s your ideal first date?

93. What would be your spirit animal?

94. What are your hobbies?

95. What book impacted you the most?

96. What are some small things that make your day better?

97. How would your friends describe you?

98. What do you regret not doing or starting when you were younger?

99. List two pet peeves.

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

101. Do you have a favorite type of exercise?

102. Is it easy for you to accept help from people?

103. What is your favorite family vacation?

104. What’s your latest guilty pleasure?

105. Does your job make you feel happy and fulfilled? Why or why not?

106. What is your biggest complaint about your job?

107. Are you into podcasts or do you only listen to music?

108. What small gesture from a stranger made a big impact on you?

109. What’s the best concert you’ve ever been to?

110. What one thing do you really want but can’t afford yet?

111. If money was no object, what would you do all day?

112. What do you remember most about your first job?

113. What’s your favourite nickname someone has given you and how did you get it?

114. What is your biggest fear?

115. What’s your favorite podcast?

116. Do you like coffee or tea better?

117. What is on your bucket list?

118. What is the most annoying question that people ask you regularly?

119. Do you have any “characters” in your family?

120. What’s the title of the current chapter of your life?

121. What would your perfect room look like?

122. Do you like group activities, or prefer doing things solo?

123. What would your perfect meal look like?

124. What was the best meal you ever ate?

125. What are your hobbies, and how did you get into them?

126. What do you look for when finding new friends?

127. What is your all-time favourite food?

128. What do you think makes someone a good person?

129. Do you consider yourself good at networking?

130. What types of books do you like to read?

131. What was your dream job as a child?

132. What’s the last thing that made you cry?

133. Do you have a favourite memory?

134. Who is the most important person in your life and why?

135. Would you say you’re more of an extrovert or an introvert?

136. What is something that gives you hope?

137. What are you most afraid of?

138. Would you rather cook or order in?

139. What chapters would you separate your autobiography into?

140. What was the best vacation you ever took and why?

141. Where would you rather be from?

142. What’s your favorite way to spend a day off?

143. If you were a super-hero, what powers would you have?

144. What is something you can never seem to finish?

145. What would you change about yourself if you could?

146. What’s one responsibility you really wish you didn’t have?

147. What’s the worst seat on a plane?

148. Do you have any pets?

149. What are you most likely very wrong about?

150. What really makes you angry?

151. What’s your biggest fear?

152. Do you have a favorite book?

153. If you could have any superpower, what would it be?

154. Have you ever had a spiritual experience?

155. What bends your mind every time you think about it?

156. What do you do on your commute to/from work?

157. What’s your dream career?

158. What is your claim to fame?

159. What would you sing at Karaoke night?

160. Who or what inspires you in your career?

161. What activity instantly calms you?

162. What is something you will NEVER do again?

163. What’s the best thing about you?

164. What do you want your epitaph to be?

165. What do you strongly suspect but have no proof of?

166. What’s your favourite quality about yourself? Least favourite?

167. What’s the worst career decision you’ve ever made?

168. When people look at you, what do you think they see/think?

169. What job do you think you’d be really good at?

170. What’s the last adventure you went on?

171. Who do you admire most and why?

172. What would be the scariest monster you could imagine?

173. If you could choose to do anything for a day, what would it be?

174. What’s your favorite season, and what does it remind you of?

175. What’s the worst movie you ever saw?

176. Are you a good gift giver?

177. What do you spend the most time thinking about?

178. What’s your favorite season and why?

179. When do you feel truly “alive”?

180. What’s your favorite quote?

181. What irrational fear do you have?

182. What is your number one goal in life?

183. What is your favorite movie of all time?

184. What are you most grateful for in life?

185. What is a skill you’ve always wanted to learn?

186. What’s the first thing you do after getting home from work?

187. Among your friends or family, what are you famous for?

188. Would you rather be hot or cold?

189. Do you have a mentor?

190. If you could choose a superpower, what would you pick?

191. What can you not get right, no matter how many times you try?

192. What’s the best thing that happened to you last week?

193. Would you rather win the lottery or work at the perfect job? And why?

194. What are you absolutely determined to do?

195. What’s one thing that can instantly make your day better?

196. What was your first job?

197. Who is your hero?

198. How do you enjoy spending your alone time?

199. What is your biggest regret in life?

200. Where’s the next place on your travel bucket list and why?

201. What was the last movie you went to? What did you think?

202. Where is one place you’ve always dreamed of going?

203. What’s your favorite food?

204. Are avocados overrated?

205. Have you ever broken up with a friend, and why?

206. Are you more of a “work to live” or a “live to work” type of person?

207. Do you believe in astrology? Why or why not?

208. What risks are worth taking?

209. Have you ever experienced deja vu?

210. If your life was a book, what would its title be?

211. What’s something horrible that everyone should try at least once?

212. What do you daydream about?

213. Who would you want to be stranded with on a deserted island?

214. What fact are you resigned to?

215. Who’s your dream dinner party guest, living or dead?

216. Who in your life most makes you feel a sense of home?

217. What’s the hardest lesson you’ve learned?

218. How do you take your coffee?

219. In your group of friends, what role do you play?

220. What songs have you completely memorized?

221. How many pillows do you sleep with?

222. What pets did you have while you were growing up?

223. What’s one place you’ve visited that you never want to return to?

224. Who would you choose if you could be friends with a fictional character?

225. What does a perfect day look like?

226. What three words would you use to describe yourself?

227. What was the last thing you read?

228. What are three of the most significant numbers in your life?

229. How many close friends is ideal?

230. What do you feel most passionate about?

231. How do you approach taking time off from work?

232. Aside from necessities, what one thing could you not go a day without?

233. What question can you ask to find out the most about a person?

234. What’s the most embarrassing moment you’ve ever experienced?

235. Have you watched any TV shows or movies recently that you’d recommend?

236. What stereotype do you completely live up to?

237. What’s your favorite holiday?

238. What would a mirror opposite of yourself be like?

239. What motivates you to work hard?

240. What did you think you would grow out of but haven’t?

241. How many pairs of shoes do you own?

242. What challenging thing are you working through these days?

243. What’s your favorite place to eat around [neighborhood]?

244. If you had a personal flag, what would be on it?

245. What were some of the turning points in your life?

246. Would you rather have the ability to fly or the ability to teleport?

247. What is your favorite thing about your career?

248. What would be the most amazing adventure to go on?

249. What’s your biggest life regret so far?

250. What’s an essential part of your daily routine?

251. What’s the quickest way someone can lose your trust?

252. If you could go back in time, what year would you travel to?

253. What’s your idea of a perfect vacation?

254. Have you ever won an award or contest?

255. What website do you visit most often?

256. What’s your favorite thing about your current job?

257. Where do you see yourself in five years?

258. What was your least favorite food as a kid?

259. How would you spend your last day on earth?

260. What do you like most about your family?

261. When do you feel the safest?

262. What is the worst gift you have received?

263. Do you believe in soulmates?

264. What does your dream life look like?

265. What’s the best surprise you’ve ever received?

266. What’s the best gift you’ve ever received, and why?

267. Have you ever given to any charities?

268. If you suddenly became a master at woodworking, what would you make?

269. What song or artist do you like but rarely admit to liking?

270. Do you consider yourself introspective?

271. What’s the phone app you use most?

272. What did you want to be when you were small?

273. What type of role do you want to take on after this one?

274. What mistake do you keep making again and again?

275. What chance encounter changed your life forever?

276. What stats for your life would you most like to see?

277. What annoys you the most about your job?

278. Would you call yourself brave?

279. Do you collect anything?

280. Do you think dreams have deeper meanings?

281. What is the biggest lesson you NEVER learned?

282. Do you want your own family someday?

283. Do you have any pet peeves?

284. What is your favorite book to read?

285. What two radio stations do you listen to in the car the most?

286. Is it ever OK to lie?

287. Would you rather vacation in Hawaii or Alaska, and why?

288. What is your proudest accomplishment?

289. What does your child want to be when he/she grows up?

290. What’s your favourite sport to watch?

291. Do you often give people second chances?

292. How would your 10-year-old self react to what you do now?

293. What’s the most recent book or article you’ve read that captured your interest?

294. What is something that your friends wouldn’t believe was true about you?

295. Do you live by any particular mantra?

296. What are you most looking forward to in the next 10 years?

297. What’s your favorite karaoke song?

298. Do you listen to any podcasts?

299. What do you wish your brain was better at doing?

300. What would be your ideal way to spend the weekend?

301. What’s your dream car?

302. What do you have doubts about?

303. Do you have a morning routine?

304. What’s your least favorite genre of music?

305. What’s something you’re really bad at?

306. What do you take for granted?

307. What’s the best thing you’ve read in the last five years?

308. When was the last time you went to a concert?

309. What’s the dumbest thing you’ve done that actually turned out pretty well?

310. Is there one job you’d never ever do?

311. What is the best concert you have ever been to?

312. What would your perfect day look like?

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