167 How Well Do You Know Me Questions for 2025

How Well Do You Know Me questions are a fun way to test your knowledge of friends and family, but also to test them about you. It can be challenging to know the intricate details of family members or close friends, even if you're on the same level or consider each other “besties.” Sure, you might know their go-to coffee order or which Netflix series they've watched five times — but do you know the name of their childhood imaginary friend? Or which food secretly gives them the ick?

Welcome to the wonderful world of How Well Do You Know Me questions — where friendships are tested, family bragging rights are earned and relationships either deepen… or spiral into playful accusations of "Have you even been listening to me!?" Ready to stir the pot (in the best way) and find out who's been paying attention all these years? Grab your crew and dive in — these questions are anything but boring.

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• How Well Do You Know Me Questions For Friends
• How Well Do You Know Me Questions For Families
• How Well Do You Know Me Questions For Couples
• How Well Do You Know Me Questions For A Boyfriend
• How Well Do You Know Me Questions For A Girlfriend

How Well Do You Know Me Questions For Friends

Getting to Know You

Friendships can't develop without the expansion of knowledge and insight into each other's lives. Playing games like "Truth or Dare" and asking How Well Do You Know Me questions some ways to playfully test your knowledge and improve where you're lacking. Get to know you games like charades and "Two Truths and a Lie" can also give some insight into how your friends' minds work. Look a little deeper into your friends' minds and learn about their dreams, fears and aspirations. Solidify your relationship with a mix of deep questions and funny questions.

1. If I could haunt someone as a ghost, who would it be? 

2. What do I think my weirdest quirk is? What do others think my weirdest quirk is?

3. What's the craziest thing I've ever done? 

4. What was the senior prank at my high school? 

5. What's my funniest story? 

6. What's my favorite meme? 

7. What's my shoe size?

8. What was the last book I read?

9. Do I play a musical instrument? 

10. What charity would I donate to if I chose to donate? 

11. If I could have any animal as a pet, what would it be? 

12. How do you think I talk about you to my friends and family? 

13. How many friends do I consider close friends? 

14. What are my big three signs in tropical astrology (zodiac signs)?

15. What's my favorite kind of flower?

16. Who is my biggest role model?

17. Where is my favorite place to go when I'm sad?

18. What is a challenge I overcame in the past five years? 

19. How have I grown as a person since you met me?

20. How do I usually act around someone I have a crush on?

21. What's the sweetest thing someone's ever done for me?

22. Do I want to get married someday?

23. Do I believe people should be friends first before dating?

24. Where was I born? 

25. Who was my favorite teacher?

26. What was my favorite band in high school?

27. What's my favorite ice cream flavor?

28. What three items would I take if we were stranded on an island? 

29. What's my favorite color?

30. What's my favorite movie of all time? vs. What do I say is my favorite movie?

31. What's my favorite TV show or series?

32. Who's my favorite actor or actress?

33. What's my favorite band, singer, or music artist?

34. What's my jam song right now? 

Who Am I?

It may be a fun game to switch up the classic Would You Rather questions with a version that fits well with How Well Do You Know Me questions: "Would I Rather?" Test how well your friends know you and see if you're as mysterious as you think you are or if you're more predictable than you thought. While you're at it, test how well you know yourself. Can you answer these questions about yourself with confidence? If not, it may be time to learn about Jihari's window — where is the Known Self (known to self and others), the Hidden Self (known only to self), the Blind Self (known to others and unknown to self) and the Unknown Self (unknown to others and self). 

35. Would I rather lose all my clothes, except for my shoes or all my shoes? 

36. Would I rather everyone be jealous of me or everyone be my friend? 

37. Would I rather be a reality TV star or an extra in a famous movie? 

38. Would I prefer a cruise or an all-expenses-paid resort? 

39. Am I more of an early bird or a night owl?

40. Do I prefer coffee or tea?

41. Do I like Summer or Winter better?

42. Would I rather stay in or go out on a Friday night?

43. Do I like dogs or cats more?

44. Would I rather read a book or watch a movie?

45. Do I prefer texting or calling?

46. Do I like the beach or the mountains more?

47. Would I rather plan things out or go with the flow?

48. Do I prefer sweet or salty snacks?

49. Would I rather shop online or in-store?

50. Do I like spicy food or mild food better?

51. Would I rather live in a big city or a small town?

52. Do I like rain or sunshine more?

53. Do I enjoy big family gatherings or smaller ones?

54. Would I rather time travel to the past or the future?

55. Do I like romantic gestures or simple moments?

56. Do I prefer cooking or eating out?

How Well Do You Know Me Questions For Families

Do You Really Want to Know?

Before you start playing this game, maybe check internally: do you really want to know? Families can be the loyalty and support network we need or they can drive us crazy — or maybe a bit of both. How much do you want your family to know about your inner world? If you start asking these questions, you can bet they'll find out.

57. What's my go-to karaoke song?

58. What's the weirdest thing I've ever done?

59. What's my hidden talent?

60. Have I ever broken a bone?

61. What's the most spontaneous thing I've ever done?

62. What's the most embarrassing thing that's ever happened to me?

63. Do I believe in ghosts or aliens?

64. What would I do if I won the lottery?

65. Have I ever met a celebrity?

66. What's my favorite joke or pun?

67. What's the funniest movie I've ever seen (according to me)?

68. Do I prefer roller coasters or haunted houses?

69. Have I ever pulled a prank on someone?

70. What's the silliest fear I have?

71. What's something I could talk about for hours?

72. What's the most adventurous thing I've ever done?

73. Have I ever gone viral or been in the news?

74. What's a trend I secretly love?

75. What is my biggest pet peeve?

76. What do I love most about myself? 

How Well Do You Know Me Questions For Couples

Check In and Spice Up

When you're in a relationship, you usually already know your partner pretty well. Sometimes, things get a bit "routine," and it can be fun to spice up your life with a bit of romance. You can also use these to check if you're on the same page with your partner. Are you still looking for the same things in life? Are there ways in which you can better serve your relationship? Here are some How Well Do You Know Me questions to make you think — and make sure your partner feels appreciated!

77. What was my favorite cartoon character growing up?

78. When it comes to travel: do I have a checklist for packing or do I have to step into the map to figure out where I'm going?

79. What's my favorite and least favorite chore to do around the house?

80. What are my turn-ons? 

81. Do I have any fetishes? 

82. Where do I like to be touched?

83. What's my favorite part of your body? 

84. Where is my favorite spot to be intimate? 

85. Am I more dominant or submissive? 

86. If I had the body of the opposite sex for one day, what would I do? 

87. What makes me feel loved during sex? 

88. Are there any toys I'd like to use in the future? 

89. What's my favorite position? 

90. What's my favorite foreplay technique? 

91. Who's my favorite comedian? 

92. What's my favorite holiday food or treat?

93. What's my idea of a perfect date?

94. Do I believe in love at first sight?

95. What's something I find really attractive in a person? 

96. What's something that instantly turns me off?

97. What's my love language (e.g., words of affirmation, acts of service)?

98. Do I believe in soulmates?

99. Am I the oldest, middle, youngest, or only child?

100. Who do I usually go to when I need advice?

101. Who is someone in my family I really look up to?

102. What's a family tradition I love?

103. Am I still in touch with any childhood friends?

104. Who in my life makes me laugh the most?

105. Have I ever been part of a friend group or squad?

106. Have I ever taken a trip with friends?

107. What's the farthest I've driven in my car?

108. Do I have a family nickname?

109. What did I want to be when I was a kid?

110. If I could live anywhere in the world, where would it be?

111. What's one thing on my bucket list?

112. What's one big goal I'm working on right now?

113. What's a talent or skill I wish I had?

114. If I could go to any college, which would it be?

115. What's a cause or issue I really care about?

116. If I could meet any famous person, who would it be?

117. What's my biggest dream for the future?

118. What's a country I dream of visiting?

How Well Do You Know Me Questions For A Girlfriend

Female Focused

Here are some questions to ask a girl when you want your lady to pop off Insta and look at you. While some of the answers may seem trivial and unimportant to her, it's often the small things that are most important. See if she remembers your favorite places to visit on your "me-time" days or activities you've always wanted to try.

119. What's my favorite season of the year?

120. What's my favorite holiday?

121. What's my favorite sport to watch?

122. What's my favorite sport to play?

123. What's my job (either title or what I do)?

124. If I have any magazines, catalogs, or junk mail that comes to my house under a pseudonym, what is that pseudonym?

125. When did I move in to my current apartment?

126. What year did I learn to ride a bike?

127. What's my favorite book and author?

128. What's my favorite animal?

129. What's my favorite place to go on vacation?

130. What's my favorite store to shop at?

131. What's my favorite scent or candle smell?

132. What's my favorite thing to wear?

133. What's my favorite way to relax?

134. What's my favorite way to spend a weekend?

135. Do I dream of fame, success, or peace and quiet?

136. What's a dream I've had that I've already achieved?

137. What kind of house do I dream of living in?

138. What would I do if I had unlimited time and money?

139. What kind of lifestyle do I dream of having?

140. What's a dream I've never told anyone?

141. What's my go-to fast food order?

142. What's my favorite dessert?

143. What's my favorite kind of candy?

144. Do I prefer sweet or salty snacks?

145. What's my favorite thing to eat for breakfast?

How Well Do You Know Me Questions For A Boyfriend 

Male Mindset

Getting your male partner to dig deeper and ask you questions can be a challenge. If he's asking some superficial questions and the conversation is getting a bit stale, whip out these questions to ask a guy to get him thinking on a deeper plane. Learning more about your mind can help him figure out all sorts of things about you, from gift giving to communication styles or your love language. 

146. What items are on my bucket list? 

147. Have I ever committed a crime? 

148. Who was my first kiss? 

149. What is my most profound regret? 

150. How many languages do I speak? 

151. If I could be an animal, which would I choose? 

152. What historical figure would I like to have dinner with?

153. What's my favorite sport?

154. Where do I like to go when I'm stressed? 

155. What is my favorite grocery store? 

156. If I had a YouTube channel, what would it be about? 

157. What spices do I love to use in the kitchen? 

158. If I could have a superpower, what would it be? 

159. If I could only wear one color for the rest of my life, which would I choose? 

160. What's my favorite kind of pizza?

161. What's my favorite drink?

162. What's my favorite restaurant?

163. What's a food I've always wanted to try?

164. What's a food I absolutely refuse to eat?

165. What's something I'm really good at cooking or baking?

166. What's a weird food combo I secretly love?

167. Do I prefer ice cream in a cup or a cone?

When you're looking to find out if the people around you are really paying attention, these How Well Do You Know Me questions will answer all your doubts. These questions to get to know someone can also help to spark conversations, opening up a dialogue to better understanding.

For even more fun shared activities to do with someone you love, check out other experiences happening on Classpop!