249 Questions To Get To Know Someone (& Actually Connect) in 2025

Getting to know someone doesn’t have to feel like small talk. The right questions to get to know someone can turn any chat into something real — whether you’re hoping to get closer to a partner, connect with new friends or even bond with your co-workers.

According to BetterHelp, thoughtful questions help move past surface-level conversation and create more authentic connections. So if you’re figuring out how compatible your new relationship is or just looking for like-minded people at school or work, a few great all about me questions can go a long way.

We’ve pulled together a list of how well do you know me questions that invite them to say more, more than the basic yes or no questions, anyway. Try them out the next time you’re playing 'Put A Finger Down' or just hanging out with someone new. 

Jump to Section

• Questions To Ask To Get To Know Someone Romantically
• Questions To Get To Know Someone Deeply
• Questions To Get To Know Someone You Like
• Questions To Get To Know Someone You’re Dating
• Questions To Get To Know Someone Over Text
• Funny Questions To Get To Know Someone
• Questions To Get To Know Someone At Work
• Questions To Get To Know Someone At School
• Questions To Get To Know Someone FAQs

Questions To Ask To Get To Know Someone Romantically

Once the small talk’s out of the way (after all those cheesy pick-up lines and you’re finally in a proper relationship), these questions help you actually connect. They’re designed for real moments — the kind that make a date feel more personal.

These questions for couples mix sweet, open-ended questions with playful hypothetical questions, making them perfect for romantic date ideas or quiet nights in. Whether it’s early days or something serious, these romantic questions can spark new stories and help you learn what love means to them. 

Warm Fuzzies & First Crush Energy

1. Who was your first celebrity crush?

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

3. Ideally, how would you like to spend your birthday?

4. Who, or what, never fails to make you laugh?

5. What does your perfect low-key day together look like?

6. Do you believe in love at first sight?

7. What’s your love language?

8. What’s one thing you can’t live without and why?

9. What’s on your bucket list?

10. If you could relive one moment in your life, what would it be?

11. What dreams did you have as a little kid?

12. Have you ever been in love?

13. Do you want a family someday?

14. What impresses you the most?

15. What personal value will you absolutely not compromise in a relationship?

16. What brings you the most joy?

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

18. How important is physical intimacy to you in a relationship?

19. What’s your stance on marriage and commitment?

Questions To Get To Know Someone Deeply

Once you’ve covered the easy stuff, these deep questions help you push the conversation a little further. They’re designed to be reflective and meant to get you talking about what really matters. They're perfect for date ideas for married couples, for long talks over dinner or late-night chats when you’re both in that thoughtful mood. Whether you’ve known someone for years or just met, they’ll help you see what shaped them and how they see the world now.

You can even turn these conversations into something more interactive. Try using some of these questions as icebreakers in a team building activity or during a cooking class where laughter comes easy and stories start to flow.

What Shaped You

20. Would you say you’re more of an introvert or an extrovert? Find more This or That questions if you'd like to ask more.

21. What’s one of your biggest pet peeves — the thing that instantly annoys you?

22. What do you think makes someone a “good person”?

23. Do you believe in soulmates?

24. What life lessons have you had to learn the hard way?

25. What’s a relationship deal breaker for you?

26. How can someone earn your trust?

27. How can someone lose your trust?

28. What’s the scariest thing you’ve ever done, and why did you do it?

29. How do you personally define success for yourself?

30. What, if anything, do you think happens after death?

31. If you could do anything, besides what you’re doing now, what would you do?

How You See the World Now

32. What are your favorite and least favorite qualities about yourself?

33. What is something that makes you feel unstoppable?

34. When do you feel the safest?

35. Have you ever had a spiritual experience?

36. Do you live by a particular mantra?

37. What’s your number one goal in life?

38. How would you want to spend your last day on earth?

39. How do you define beauty in another person?

40. Do you often give people second chances?

41. What are you most grateful for in life?

42. What is something that gives you hope?

43. What are you most excited about for the future?

44. Do you hold grudges or let go of things easily?

45. Do you often listen to your intuition?

46. What’s the most important thing you’ve learned in life?

47. What do you wish you had known when you were younger?

Questions To Get To Know Someone You Like

When you’re starting to click with someone, the right questions can turn a casual chat into something a little more interesting. These ones are light, curious and easy to ask — perfect for seeing what makes them tick.

From quick true or false questions to fun ice breaker games that help you read the vibe, these questions make connecting easier and help you figure out if there’s real chemistry.

First Impressions & Vibes

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

49. What’s the worst gift you’ve ever received and what did you do about it?

50. What do you regret not doing in the last year?

51. When you get a surprise day with zero obligations, what do you actually do?

52. What’s the next place on your travel bucket list and why?

53. What was your favorite age growing up?

54. What song always gets you on the dance floor?

55. What’s your ideal first date?

56. If you could time travel, when and where would you go?

57. If a genie gave you three wishes, what would you wish for?

58. At a party, where can someone find you?

59. Do you make plans ahead of time or do you do things more spontaneously?

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

61. What does your morning routine actually look like on a normal day?

62. What’s the worst pickup line?

63. What do you think is the worst bio for a dating app?

64. What’s your idea of a perfect weekend?

65. What’s something you’re passionate about that most people don’t know?

66. What’s a personal goal you’d like to achieve in the next year?

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

Little Stories That Say a Lot

68. What’s your comfort movie or show?

69. What childhood memory makes you smile?

70. What drives you to get up in the morning?

71. What’s your favorite way to unwind after a hectic day?

72. How do you spend your free time?

73. What book or movie left a lasting impression on you?

74. Who do you look up to and why?

75. What’s your favorite restaurant?

76. Would you rather explore the world or stay in one country?

77. What’s your latest guilty pleasure?

78. What was your first job?

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

80. Do you have a favorite sport?

Questions To Get To Know Someone You’re Dating

These questions are for once you’ve made it past the first few dates. They’re about everyday connection — what makes them laugh, how they handle challenges and what they want out of life.

Ask things that reveal more than just preferences. Mix in a few would you rather questions or even some intimate questions that show how they think and what they care about. You'll pretty quickly see how your personalities and priorities line up.

Everyday Compatibility

81. What kind of music do you love most?

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

83. If you could only eat one food for the rest of your life, what would it be?

84. Would you rather cook or order in?

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

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

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

88. What would your perfect meal look like?

89. What’s your biggest irrational fear?

90. What’s something on your bucket list you’re actually planning to do soon?

91. If you could magically become famous, would you want to?

92. Which fictional character do you relate to most?

93. What’s your favorite smell?

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

How You Love & Build a Life Together

95. How do you handle conflicts in relationships?

96. What are your expectations in a romantic partnership?

97. How do you express and receive love?

98. What’s the most romantic thing someone has ever done for you?

99. What’s your perfect romantic getaway?

100. What’s your stance on sharing finances in a relationship?

101. How do you handle jealousy or trust issues?

102. What’s your approach to maintaining passion in a long-term relationship?

103. How do you show appreciation for your partner?

104. How do you envision celebrating milestones and special occasions?

105. How important is it to have similar values in a relationship?

106. Would you tell people you won the lottery or keep it a secret?

107. What’s something you’re proud you’ve already taught yourself?

108. Does your family have any big traditions?

109. What’s a skill you’ve always wanted to learn?

110. What’s one small morning habit that makes the rest of your day better?

111. Do you like cities or remote places better?

112. How do you envision balancing your career and personal life?

113. What role does family play in your life?

114. How important is having similar hobbies or interests?

Emotional Health & Long-Term Fit

115. What’s your idea of quality time together?

116. What’s your biggest fear in relationships?

117. What’s the most challenging thing you’ve overcome in life?

118. How do you handle stress or difficult emotions?

119. How do you think your friends would describe you?

120. What’s your idea of a perfect date night?

121. How do you prioritize self-care?

122. How do you define happiness?

123. How do you approach self-growth and personal improvement?

Questions To Get To Know Someone Over Text

Texting doesn’t have to stay small talk. The right ice breaker questions can make a chat feel easy and personal, even from miles away. These are the kind of questions to get to know someone that you can easily drop into a thread without overthinking. They're light, a little random and work great for late nights, slow afternoons or when you just want to keep the conversation going.

Low-Stakes Get-To-Know-You Texts

124. Do you like going to the movies or prefer watching them at home?

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

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

127. If you could live anywhere in the world, where would it be?

128. What’s your go-to midnight snack?

129. Have you ever met any celebrities?

130. What’s the one place you’ve always dreamed of going?

131. If money weren’t an object, what would be the first thing you would buy?

132. How do you like to spend your weekends?

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

134. What hidden talent do you have that almost nobody knows about?

135. What word would you best use to describe yourself?

136. What has been your most amusing life experience so far?

137. Where is your dream travel destination?

138. What kind of food do you enjoy eating?

139. What kinds of things make you laugh the hardest?

140. What weird smell do you find appealing?

141. What qualities do you look for in a future partner?

142. What’s your all-time favorite movie quote?

Late-Night “Tell Me More” Texts

143. What’s your favorite meme of all time?

144. If you could be a superhero, who would you be?

145. If you could be an animal, what would you be?

146. When was the last time you laughed so hard you cried?

147. What’s your favorite snack?

148. Do you like to read books?

149. What’s the most ridiculous joke you’ve ever heard?

150. What’s the best advice you’ve ever received?

151. What’s one item on your bucket list?

152. What’s a fact you’re shocked more people aren’t aware of?

153. Who would you pick as a celebrity mentor?

Funny Questions To Get To Know Someone

A good laugh makes getting to know someone so much easier. Funny questions loosen people up and turn awkward silence into something memorable. They’re great for entertaining a coworker or turning around your partner’s bad day, and even Hot Seat questions might get a laugh.

These are playful, offbeat and guaranteed to get a reaction — the kind of questions that turn small talk into inside jokes.

Ridiculous Hypotheticals

154. What’s your game plan in a zombie apocalypse?

155. If you could live in a movie, what would it be and why?

156. Do you sing in the shower?

157. What would be the title of your memoir?

158. Do you believe in any fun conspiracy theories?

159. What’s your “dance like nobody's watching” song?

160. If you were an animal in your next life, what animal would you be and why?

161. Who would play you in the movie of your life?

162. What’s the most ridiculous outfit you’ve ever worn?

163. Are you superstitious about anything?

164. If you could only wear one color for the rest of your life, what would it be?

165. What’s the worst haircut you’ve ever had?

166. Who is your celebrity look alike?

167. What’s your niche hidden talent?

168. What would be your theme song?

169. What unconventional animal do you wish you had as a pet?

170. If you could get rid of any genre of music, what would it be?

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

172. If you had the opportunity to know the future, would you want to know?

173. If you could jump in a pool of anything, what would it be?

Pure Chaos & Inside Jokes

174. What’s the best Wi-Fi name you’ve seen?

175. What’s the funniest moment you’ve ever shared with a stranger?

176. What’s the weirdest fact you know?

177. Who is your most embarrassing celebrity crush?

178. What’s the most creative insult you can think of right now?

179. What’s the worst name you could give a pet?

180. If your phone could talk, what’s the most embarrassing thing it would reveal about you?

181. What’s your funniest childhood memory?

182. How do you hang toilet paper: over or under?

183. Why do round pizzas come in square boxes?

184. If you failed a driving test, would you have a celebration party for your failures?

185. What do you call a male ladybug?

Questions To Get To Know Someone At Work

Getting to know someone at work doesn’t have to feel forced. The right questions to get to know someone make it easy to find common ground and build trust beyond meetings and deadlines.

These are simple, conversational and great for team lunches, coffee breaks or new projects. They’ll help you learn what makes your coworkers tick — and maybe even turn a colleague into a friend.

Easy Icebreakers for Coworkers

186. What’s the last TV show you binge-watched?

187. What do you do on your commute to and from work?

188. What’s your favorite season and why?

189. What’s your favorite board game?

190. How do you take your coffee?

191. What’s your favorite podcast?

192. Who or what inspires you in your career?

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

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

195. What originally got you interested in your field of work?

196. What career advice would you give your younger self?

197. How do you motivate yourself in your career?

198. If you could go on a shopping spree anywhere, where would it be?

199. If you could instantly become an expert at something, what would it be and why?

200. Do you have any pets?

201. Coffee or tea?

Work Style, Goals & Quirks

202. What’s your favorite kind of weather?

203. What type of music do you like?

204. Do you enjoy traveling?

205. What’s the best place you’ve traveled to?

206. What’s the best book you’ve read recently?

207. What’s your most-used productivity hack?

208. Do you follow any sports teams?

209. Are you a night owl or a morning bird?

210. Have you ever had a random run-in with someone important or well-known?

211. When you were a kid, what did you want to be when you grew up?

212. What’s your favorite holiday?

213. Can you speak more than one language?

214. Do you play any sports?

215. Do you have any creative outlets outside of work?

216. What’s your idea of a perfect day?

Questions To Get To Know Someone At School

School’s way more fun when you’ve got people to share it with. The right questions to ask your friends can turn casual chats into real conversations — the kind that start friendships without feeling forced. These check-in questions are a great way to discover your classmates’ interests and hobbies.

They’re easy to drop in between classes or at lunch, and they’ll help you find the people who get your humor, your vibe and maybe even your favorite snacks.

Classes, Friends & Daily Life

217. Which school break is your favorite — summer, winter or spring — and why?

218. What’s your favorite app?

219. What’s your favorite way to spend time with your family?

220. What’s your favorite family tradition?

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

222. Who do you admire most and why?

223. What’s a movie you could watch every day?

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

225. What’s your dream career?

226. What’s your favorite TV show?

227. What’s your idea of a perfect day with friends?

228. What’s something you could talk about for an hour without getting bored?

229. What’s your favorite subject in school and why?

230. What's your favorite class this semester?

231. Do you play any sports?

Personality, Favorites & Big Dreams

232. Do you play any musical instruments?

233. What’s your favorite movie?

234. Do you have any siblings?

235. What’s your favorite thing about your hometown?

236. What’s your favorite color?

237. What’s your favorite food?

238. What kind of music do you listen to?

239. What’s your favorite flavor of ice cream?

240. What’s your favorite thing to do on the weekends?

241. What’s your most frequently used or favorite emoji?

242. What are three awesome facts about yourself?

243. What’s a big world problem you would like to change?

244. What’s your biggest dream or goal in life?

245. Does your family have any pets?

246. What’s your favorite family recipe?

247. What would be your dream field trip?

Questions To Get To Know Someone FAQs

Why Should You Ask Getting-To-Know-You Questions?

Because they actually work. The right questions to get to know someone help you skip the small talk and get to the good stuff — stories, opinions, memories and moments that make people who they are. Whether it’s a friend, co-worker or date, asking curious questions shows you care and opens the door to real connection.

What Are The Benefits of Having Deeper Conversations?

Finding meaningful questions to get to know someone can lead to deeper conversations. These discussions open the door to vulnerability and can build a greater bond in your relationship.

When you get past surface-level chatter, you start to see what people value, how they think and what they’re passionate about. Those are the things that make relationships feel genuine. Plus, sometimes the answers surprise you and teach you something about yourself too.

Why Is It Difficult To Ask Get-To-Know-You Questions?

Because putting yourself out there always feels a little risky. Everyone wants to make a good impression, so asking personal questions to get to know someone can seem like crossing a line. Start with easy, playful questions first — once the vibe’s relaxed, deeper conversations happen naturally.

What Should You Avoid When Asking Questions?

Anything that feels too heavy or too personal for where you’re at. Skip leading or judgmental questions, and steer clear of assumptions. Keep it light, read the room and focus on questions that make the other person want to keep talking.

The best conversations don’t need perfect timing or clever lines — just curiosity. Whether you’re chatting with a new friend, a coworker or someone special, these questions to get to know someone remind us that connection starts with listening. Ask, laugh, share and see where it takes you.

For more ways to bring people together, explore other experiences happening on Classpop!.