I bet you believe you know everything there is to know about your best friend or significant other. 

I hate to burst your bubble, but you’re living in denial and I’m here to prove to you that there’s always something more to know – always deeper questions to ask. 

How well do you know me questions game is here to test your knowledge about your partner or a bunch of your closest friends. It’s also a guaranteed fun night in. 

This game can also come in handy for couples’ nights to see who the power couple is. It can also clearly show which friendship bond is the deepest. 

It’s time to check the questions listed below and see! I think you’re going to be pretty astounded at how much you still have to learn about your best friend or significant other.

 So, turn to your person and ask them: “Are you the one who knows me best?”

Love & Relationship

1. Who texted who first? 

2. Was chemistry between us there from the start? 

3. List three reasons you want to kiss me ASAP? 

4. What do I like most about you?

5. How old did you think I was when we met for the first time?

6. Do you know the date of our anniversary?

How Well Do You Know Me? 300+ Questions For Couples And Friends

7. What was the reason for our last argument?

8. What’s something I can’t live without?

9. When did we have our first kiss? What’s so special about that place/moment/feeling?

10. What is my favorite part of your body?

11. Why do you find me so damn irresistible?

12. What are my turn-ons?

13. What are my turn-offs?

14. What are the top 3 things I like about you?

15. Where did we take our first photo together?

16. What is the best gift I ever gave you?

17. What outfit of yours is my favorite?

18. Have I changed since we first met? Is that a good or a bad thing?

19. What is one thing in my behavior you wish I was doing differently?

20. Who is better at managing money – you or me?

21. What’s my shoe size? Can I have too many shoes?

22. What is my idea of a romantic weekend?

23. Am I the jealous type?

24. Am I still friends with any of my exes? Does it bother you?

25. What is the one thing that I won’t tolerate in a relationship?

26. What are my thoughts on open relationships and polygamy?

27. What is the sexiest thing I have hanging in my closet?

28. What type of hug is my favorite?

29. What is one thing that can make my body shiver?

30. Do you know the exact moment I fell in love with you?

31. What was our worst date like?

32. What is the thing I like about you the most?

33. What’s my biggest fear? 

Personal Questions About Friends & Family:

34. Do I have a middle name? If you think I do, what is my middle name?

35. What is my zodiac sign?

36. Is there any interesting anecdote related to the day I was born?

How Well Do You Know Me? 300+ Questions For Couples And Friends

37. What is my mom’s maiden name?

38. What town did I grow up in? 

39. What’s my favorite childhood memory? 

40. What was my favorite bedtime story as a child?

41. What’s the name of my favorite book?

42. Do I speak any foreign language?

43. Do I like swimming?

44. What’s my favorite place in the whole world?

45. Who do I resemble more – my mother or father?

46. Am I close to my relatives?

47. Who was my best friend when I was a child? Is that person still in my life?

48. Was I a good student or a slacker?

49. Did I have a celebrity crush when I was growing up?

50. What is my least favorite childhood memory?

51. Do I have a pet name I am ashamed of?

52. What is my biggest pet peeve?

53. What was the TV show I never missed an episode of?

54. What’s my height?

55. What’s my favorite color?

56. My favorite band?

57. My favorite movie?

Travel & Vacation How Well Do You Know Me Questions

58. What would my dream vacation look like?

59. What’s the first thing on my traveling bucket list?

60. If I had the chance to travel anywhere in the world, where would I go?

How Well Do You Know Me? 300+ Questions For Couples And Friends

61. Do I like to travel?

62. List all the places I’ve visited so far?

63. Am I scared of flying in an airplane?

64. Do I like boats?

65. Do I like spending time outdoors?

66. What’s my favorite outdoor activity?

67. Do I like camping?

68. Do I know how to start a fire?

69. What is the farthest I’ve ever traveled?

70. What’s my favorite holiday?

71. Do I like Halloween?

72. Which holiday gets me more excited, Christmas or Thanksgiving?

73. What is my favorite season?

74. What is my favorite summer activity?

75. What’s the one thing I absolutely have to do on a snowy winter day?

76. What souvenirs do I like the most? Do I collect any of them?

77. What’s my favorite means of transportation during my travels?

78. Where would I rather spend my time: a lake, a mountain, or the ocean?

79. Who or what would I bring to a deserted island?

80. What is the most surreal place I’d like to visit?

Food & Drinks How Well Do You Know Me Questions:

81. What’s my favorite food?

82. What’s my favorite ice cream flavor?

83. What’s my favorite take-out cuisine?

84. Do I like wine? If I do, red or white?

85. What’s the name of my favorite cocktail?

How Well Do You Know Me? 300+ Questions For Couples And Friends

86. What’s my favorite restaurant?

87. How do I take my coffee?

88. Do I like hot chocolate?

89. Why do I eat so many sweets? 

90. What’s my favorite fruit?

91. What’s my usual breakfast choice?

92. Pepsi or Coke? 

93. My favorite snack?

94. Vanilla, yes or no? 

95. Do I like spicy food?

96. My favorite cereal brand?

97. What’s the one food I could eat every day?

98. Who can eat more – you or me?

99. What is my favorite kind of cake?

100. What’s my favorite pancake filling?

101. Have I ever sneaked food or drinks into a movie theater?

102. Am I a good cook? 

Random & Funny How Well Do You Know Me Questions:

103. When was the last time I tried something new? 

104. What gets me excited about life? 

105. Is there anything I regret not doing in the past? 

106. Are there any things I wish I had never done? 

How Well Do You Know Me? 300+ Questions For Couples And Friends

107. Do I have a bunch of friends or a few close ones? 

108. Do I like my name? 

109. Which personality trait of yours is my favorite?

110. What’s my favorite social media account and why?

111. What are the things that make me proud of myself?

112. What are the things I am ashamed of?

113. Would you describe me as organized or messy?

114. What is my greatest concern?

115. What’s the name of the last book I read?

116. What’s the name of my favorite author?

117. Who is my role model?

118. Who are the people that are the most important in my life?

119. What is the thing I would most like to change/improve about myself if I could?

120. What are my life and relationship goals?

121. What’s the best compliment I could ever receive?

122. What is the thing that annoys me the most?

123. Do I know how to do my own laundry?

124. Do I know how to iron clothes?

125. What’s the longest period of time I was sleep-deprived?

126. Was I ever awake for 24 hours straight?

127. Do I let my hair air dry or do I use a blow dryer?

128. Is there one color that seems to dominate my life?

129. Do I prefer cold or warm weather?

130. Am I self-conscious about being short/tall?

How Well Do You Know Me? 300+ Questions For Couples And Friends

131. Would I rather do laundry, dishes, or nothing at all?

132. Do I have a favorite sports team?

133. Reality television shows, yay or nay?

134. What is my favorite TV show?

135. Do you know my phone number by heart?

136. Did I ever had to rush down to the ER?

137. Have I ever broken any of my bones?

138. What’s my favorite brand of toilet paper?

139. What’s my guilty pleasure?

140. Do I like movie theaters?

141. Would I rather watch a horror, action, romance, or comedy movie?

142. Have I ever had any kind of paranormal experience or something that most people would consider crazy?

143. What’s the best stress relief according to me?

144. How much do I weigh?

145. Is this my natural hair color?

146. Do I like tattoos?  

147. Do I already have a tattoo or would I like to have one? What would it be?

148. Am I a morning person or a night owl?

149. Is there anything I like more than sleeping?

150. Am I a good or bad drunk?

151. Do I believe in second chances?

152. Do I prefer sleeping with the lights on or off?

153. Can I ever remember what I dreamt of the night before?

How Well Do You Know Me? 300+ Questions For Couples And Friends

154. What was my worst nightmare?

155. What’s my opinion about gay rights?

156. What is my opinion about abortion?

157. Do I have a piercing? 

158. Have I ever laughed so hard that tears rolled down my face?

159. Have I ever dated somebody I met online?

160. Have I ever had a near-death experience?

161. If I could own my own business, what would it be?

162. What would the top 3 things in my “before I die” bucket list be?

167. Have you ever heard me cursing? 

168. What makes me nervous?

169. Do I have any hidden talents?

170. Who’s had the biggest impact on my life?

171. What was the last concert I attended?

172. Have I ever had some odd sexual experience?

173. How often do I have to pee?

174. If I was a superhero, what would I want my superpower to be?

175. DC or Marvel?

176. Have I ever been arrested or in jail?

177. Am I into politics?

178. What’s my dream car?

179. What does my dream house look like?

180. Is there anything in my life I’d like to change?

181. What’s the best thing that can cheer me up when I’m sad?

How Well Do You Know Me? 300+ Questions For Couples And Friends

182. Do I want to have kids? If I do, how many would I have?

183. Career or family? Which one would I pick if I was forced to choose between the two?

184. If I could get one wish to come true, what would it be?

184. What do I always have in my purse/pocket?

185. What do I keep in my nightstand?

186. Do I exaggerate with makeup?

187. Have I ever stolen anything?

188. How many times have I changed my hair color?

189. How would my singing performance sound?

190. Can I play any musical instrument?

191. Android or iPhone? Which one is my style?

192. PC or Mac?

193. Do I know how to ride a bike?

194. Can I roller skate?

195. Can I ice skate?

196. Do I smoke?

197. Do I like snowboarding or skiing activities?

198. Do I prefer casual wear or to dress up?

199. Do I drive?

200. Do I know how to ride a horse?

201. Have I ever cheated?

202. Jeans or sweatpants?

203. What’s the shortest hairstyle I’ve ever worn?

204. Do I prefer hot or cold water when I shower?

205. Do I have any allergies? If yes, what are they?

206. Do I have a bad habit?

207. Do I wax or shave?

208. Pool or beach? 

209. Swimsuit or skinny dipping? 

210. Is there something I am incredibly good at?

How Well Do You Know Me? 300+ Questions For Couples And Friends

211. Is there a person I can talk to 24/7 on the phone?

212. Showers or bubble baths?

213. Am I right or left-handed?

214. Am I an introvert or extrovert?

215. Do I have any phobias?

216. Do you suspect I have some secret?

217. What do I do out of pure boredom?

218. Do I have any hidden birthmarks? 

219. What’s my favorite pastime activity?

220. Do I believe in life after death?

221. Do I believe in aliens?

222. Do I believe in all those conspiracy theories?

223. Do I lead a healthy lifestyle?

224. Do I prefer city or village life?

225. Do I prefer noise or peace and quiet?

226. Am I a people person? 

227. What’s the song I sing while in the shower?

228. Have you ever heard me snore?

229. Have you ever heard me talking in my sleep?

230. Am I a blanket hogger?

231. Do I toss and turn while I sleep?

232. Do I prefer a high or low pillow?

233. When did I started living on my own?

234. Am I addicted to my phone? 

235. Online games or comics? 

236. Am I ambitious? 

237. What is the nicest thing anyone has ever done for me?

238. What is the nicest thing I have ever done for somebody else?

How Well Do You Know Me? 300+ Questions For Couples And Friends

239. How often do I go see a dentist? 

240. How many times a day do I brush my teeth?

241. Do I floss?

242. What are your favourite things about me? 

243. How do you know if I am upset? 

244. Do you know how to behave when I am upset? 

245. How do you know I’m happy even when I’m not smiling? 

246. Am I stubborn? 

247. Am I financially well off or am I struggling? 

248. Do I have any trouble in returning my student loans? 

249. If I hit the jackpot, what’s the first thing I would do? 

250. What would I do if I knew the end of the world was really coming? 

251. Am I calm and collected or do I panic in serious situations? 

252. Am I a balanced person? 

253. Am I confident? 

254. Do I like your friends? 

255. Am I afraid of snakes?

256. Am I afraid of spiders?

257. Would you describe me as a sore loser or am I graceful even in defeat?

258. Am I a good friend/girlfriend/wife?

259. Am I a party animal?

260. Have I ever been a maid of honor?

261. Have I ever attended a bachelor or bachelorette party?

262. Would I make a good boss?

263. If I could choose a vacation spot for the two of us, where would we go first? 

264. What is the craziest life story I have ever shared with other people?

267. Do I like to run?

268. Am I into muscles?

269. Do you know what names I’d give to my children?

How Well Do You Know Me? 300+ Questions For Couples And Friends

270. Do I wear contact lenses or glasses, or do I have perfect vision?

271. Do I prefer to read hardcopy books or e-books?

272. Facebook or Twitter?

273. Do I have an Instagram account?

274. Have I ever won an award for anything?

275. What is one of my biggest regrets?

276. Am I always on time or do I always run late?

277. Do I read the fine print?

278. Do I have a favorite newspaper or magazine? 

279. What’s my favorite flower?

280. Do I have any plants around my home?

281. Am I part of any volunteering organization?

282. Do I watch the news?

283. Have I ever changed my name? 

284. Could I survive without electricity for a month? 

285. Who is my favorite villain? 

286. Do I like cheese? 

287. Which song gets on my nerves the most? 

289. Would I rather lose all of my money and possessions or all of the photos in my phone?

290. What’s my favorite photo of us? Why that one? 

291. Do I prefer the real world or would I much rather live in some kind of virtual reality? 

292. Have I ever wanted to be invisible? 

293. If I believed in reincarnation, what would I like to come back as? 

294. Is my current job my dream job, too? If not, what would my dream job be? 

295. Do I want to know the future or do I prefer to be surprised? 

296. Do I prefer milk and sugar or honey in my tea? 

297. Do I know anything about Japanese history? 

298. Have I ever lost my keys? 

299. Selfies or group photos?  

300. Am I a good photographer? 

301. What’s the last thing I got in the mail? 

302. Have you ever received any postcard from me? 

303. What’s my favorite perfume? 

304. Do I like hoodies? 

305. Do I like high heels? 

306. Does it take long for me to get ready when going out? 

How Well Do You Know Me? 300+ Questions For Couples And Friends

307. Am I a girly girl, a tomboy, or something in between?

308. Do I like romance or do I consider it corny? 

309. Do I like scented candles? 

310. Do I get along with my colleagues at work? 

311. Am I an approachable and down-to-earth type of person? 

312. What is the first thing I would toss from my apartment if I could? 

313. What are my strengths?

314. What are my weaknesses? 

315. What’s the last thing I ate?

316. Which food do I crave during PMS?

317. What are three things I hate and three things I love? 

318. Do I wear jewelry? 

319. What’s my favorite blog? 

320. Do I prefer sweet or salted popcorn? 

321. Is there anybody I miss all the time? 

322. What is the hardest thing I’ve ever been through? 

323. Would I make a good babysitter? 

324. Do you know the story about how I got my name? 

325. What makes me nostalgic? 

326. What’s the best piece of advice anyone has ever given me? 

327. Who I consider to be the most intelligent person? 

How Well Do You Know Me? 300+ Questions For Couples And Friends

328. What is my favorite quote? 

329. What phrase do I use the most? 

330. Do I get grossed out easily? 

331. Have I ever gone skinny dipping? 

332. Do I own a gun licence?  

333. What’s my favorite accent? 

334. What’s my go-to party trick?

335. What is the weirdest thing I can do with my face? 

336. Do I use Snapchat often or maybe even too often?

337. What’s the longest time I’ve gone without the internet? 

338. If I could spend a day in somebody else’s shoes, who would that someone be? 

339. What’s my favorite sex position? 

340. If you had to describe me using only three words, what would they be?

Once you’ve finished with asking and replying to all these perfectly good questions, there is still one crucial question left: “Are you the one who knows me best?”

How Well Do You Know Me? 300+ Questions For Couples And Friends