215 Questions To Ask A Girl You Like Over Text And In Person
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  • Post published:26/07/2021
  • Post last modified:26/07/2021

Understanding the right questions to start the conversation with a woman is easier than you might think.

Knowing the best questions to ask a girl is a great way to get a girl to like you on a deeper level.

These conversation starters serve as a guide into the type of lively chats that make women feel deeply attached and ready for more.

Talking to a girl is different than talking at a girl — you won’t get to know anything about her in the second scenario.

So, if you really want to get her to like you (and even fall in love), here are over 200 questions to ask her that will make her feel deeply attached to you.

Deep Questions To Ask A Girl

1. If you could change anything about the way you were raised, what would it be?

2. What, if anything, is too serious to be joked about?

3. Your house, containing everything you own, catches fire. After saving your loved ones and pets, you have time to safely make a final dash to save any one item. What would it be? Why?

4. If a crystal ball could tell you the truth about yourself, your life, the future, or anything else, what would you want to know?

5. For what in your life do you feel most grateful?

6. Of all the people in your family, whose death would you find most disturbing? Why?

7. If you were to die this evening with no opportunity to communicate with anyone, what would you most regret not having told someone? Why haven’t you told them yet?

8. If you knew that in one year you would die suddenly, would you change anything about the way you are now living? Why?

9. If you were able to live to the age of 90 and retain either the mind or body of a 30-year-old for the last 60 years of your life, which would you want?

10. What’s your biggest fear?

11. If you could quit your job right now to follow your passion, what would you do?

Photo: Prostock Studio / Shutterstock

12. Do you believe in a higher power?

13. What do you want to be remembered for?

14. Would you rather be unique or understood?

15. What do you value more: things or experiences?

16. If you could change your sexual orientation, would you? Why or why not?

17. What’s your biggest regret in life?

18. Would you rather be financially stable in a loveless marriage, or living paycheck to paycheck in a wonderful marriage?

19. What’s one thing you would change about modern dating?

20. Would you ever date a convicted felon?

21. Would you rather stay in one city your entire life or move to a new one every month?

22. Would you rather live in the past or the future?

23. Do you think people can be born bad?

24. What quote has impacted your life the most?

25. If you could save someone’s life by giving up your own, who would you die for?

Best Personal Questions To Ask A Girl

26. When did you last cry in front of another person?

27. What’s the greatest accomplishment of your life?

28. What’s your most treasured memory?

29. What’s your most terrible memory?

30. How close and warm is your family?

31. Do you feel your childhood was happier than most?

32. How do you feel about your relationship with your mother?

33. Is there something that you’ve dreamed of doing for a long time? Why haven’t you done it?

34. Who is the biggest influence in your life?

35. What’s the thing you love most about yourself?

36. What, if anything, would you change or improve about yourself?

37. Have you ever been to therapy?

38. What events or challenges have shaped you into who you are today?

39. What are you thinking about right now?

40. What’s your guilty pleasure?

41. Is there anything embarrassing in your search history?

42. What’s the hardest thing you have ever been through?

Best Conversation Starters To Ask A Girl

43. What makes you the happiest?

44. If you could be friends with anyone in the world, who would you want to befriend?

45. Who do you envy the most?

46. If you had to rate yourself as a person on a scale of 1 to 10, what rating would you give yourself?

47. What has been your biggest failure in life?

48. If you could choose your parents, who would you pick?

49. What’s on your bucket list?

50. What are you most proud of?

Flirty Questions To Ask A Girl

51. Do you like kissing?

52. Who was the last person you dreamed about?

53. What’s the craziest thing you have ever done?

54. Big spoon or little spoon?

55. Do you prefer to sleep in pajamas or naked?

56. What’s your best pick-up line?

57. Do you have any tattoos?

58. What’s the sexiest accent a man can have?

59. How much is too much when it comes to PDA?

60. What one thing gives you butterflies?

Photo: Lucky Business / Shutterstock

61. If you saw me in public and didn’t know me, what kind of person would you think I am?

62. Who is your celebrity ‘sexception’?

63. What’s your biggest turn-off?

64. What’s your biggest turn-on?

Best Questions To Ask A Girl Over Text

65. Before making a telephone call, do you ever rehearse what you are going to say? Why?

66. Do you judge a man by the books on his shelf?

67. What’s the difference between cuddling and snuggling?

68. What’s your favorite pair of underwear you own?

69. Do you like making the first move?

70. Which celebrity would you call ‘daddy’?

71. Do you prefer to give or receive?

72. What’s one clothing item a guy can wear that will drive you crazy?

73. Where is the strangest place you’ve had sex?

74. Do you have any kinks?

75. How do you show that you like someone?

Romantic Questions To Ask A Girl

76. Do you have a meet-cute fantasy?

77. What does love mean to you?

78. How many times have you been in love?

79. How do you know when you’re in love?

80. Do you like slow-burn romance or whirlwind?

81. What’s your favorite romantic comedy and why?

82. Do you like holding hands?

83. What would be your dream proposal?

84. What’s the best love story you have ever heard?

85. Do you believe in soulmates?

86. What’s your favorite love song?

87. Do you like when guys cook for you?

88. What’s your dream wedding?

89. Where would you have your honeymoon?

90. Do you like handwritten notes?

91. Chocolate, flowers, or jewelry?

92. Do you believe in celebrating Valentine’s Day?

93. Do you prefer ‘the little things’ or grand romantic gestures?

94. Do you believe love is selfish?

95. Do you believe in ‘if you love them, let them go’?

96. If we could slow dance to any song right now, which one would you play?

97. Which instrument is the most romantic?

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

99. Do you want a surprise proposal or do you want to be in the loop?

100. Would you raise a pet with me?

Best Funny Questions To Ask A Girl

101. What’s the cheesiest compliment you ever got?

102. What’s your favorite way to eat potatoes?

103. What’s your signature dance move?

104. What’s your Wi-Fi password?

105. You’re about to get into a fight. What song comes on as your soundtrack?

106. What set of items could you buy that would make the cashier the most uncomfortable?

107. What kind of cult would you be most likely to join?

108. If you suddenly found out that your internal monologue for the last week was actually audible, how screwed would you be?

109. How do you like your eggs?

110. What’s the weirdest crush you’ve ever had?

111. Do you put your shoes on like sock, shoe, sock, shoe, or sock, sock, shoe, shoe?

112. What’s your stance on La Croix?

Photo: G-Stock Studio / Shutterstock

Best Interesting Questions To Ask A Girl

113. Would it be better if I showed up in a top hat or a fedora?

114. What’s your favorite curse word?

115. Would you rather die alone or marry someone from your high school?

116. Would you rather ride on the back of my tandem bike or in the sidecar of my motorcycle?

117. If you could punch three people from history, who would you pick?

118. How much wood would a woodchuck chuck if a woodchuck could chuck wood?

119. What’s your favorite ‘bad’ movie?

120. What word makes you laugh every time you say it?

121. What’s the dumbest thing you have ever laughed at?

122. Do crabs think fish are flying?

123. Who does your dog/cat think you are?

124. What would make you sneak away from a date?

125. How many dates until it’s acceptable to fart?

Best Weird Questions To Ask A Girl

126. When did you last sing to yourself? To someone else?

127. If you could replace all of the grass in the world with something else, what would it be?

128. Would you rather have a third eye or a third arm?

129. Do you have a secret hunch about how you will die?

130. What’s the strangest thing you have ever eaten?

131. If you were in a horror movie, how would you want your character to die?

132. What’s the ugliest article of clothing you own?

133. Do you believe in ghosts?

134. If you were a ghost, who would you haunt?

135. If you died in Pompeii, what position would you want to be found in?

136. What’s your least favorite word?

137. What’s the sexiest bodily function?

Best Random Questions To Ask A Girl

138. If you had to get a tattoo of someone’s face, whose face would you choose?

139. Milk or cereal first?

140. Which inanimate object would you marry?

141. What outfit do you want to be buried in?

142. Would a horse wear pants on all four legs or just two?

143. Would you rather have 3 hearts like an octopus or 4 stomachs like a cow?

144. What’s the weirdest conversation you have ever overheard?

145. Is a urinal art?

146. What’s the strangest thing in your car?

147. Who is your favorite Teletubby?

148. What sound do you think spiders would make?

149. If you could give birth to something other than a human, what baby would you want to have?

150. Which Disney character is your biggest crush?

First Date Questions To Ask A Girl

151. What’s a fun fact about you I don’t know yet?

152. What’s your favorite book?

153. If you could wake up tomorrow having gained any one quality or ability, what would it be?

154. What do you think is the most important quality in a guy and why?

155. Given the choice of anyone in the world, whom would you want as a dinner guest?

156. Would you like to be famous? In what way?

157. What would constitute a ‘perfect’ day for you?

158. What was the worst date that you’ve ever been on?

159. If your love life could be described in eggs, what kind of eggs would it be?

160. How do you feel about putting pineapple on pizza?

161. What’s your type?

162. What made you want to go on this date?

Photo: Syda Productions / Shutterstock

163. Do you usually kiss on the first date?

164. If you could live anywhere, where would you live?

165. What movie has made you cry?

166. Are you monogamous?

167. What was your first concert?

168. What do you do on a typical weekend?

169. Do you order the same thing at a restaurant or something different every time?

170. How did you meet your best friend?

171. What’s your favorite vacation spot?

172. Would you rather have a huge house in a boring city or a tiny apartment somewhere exciting?

173. Beach or mountains?

174. How nervous are you right now?

175. Do you believe the right person can make chores fun?

176. Do you believe in zodiac sign compatibility? 

Best Questions To Ask A Girl To Get To Know Her

177. What makes you feel special?

178. What do you value most in a friendship?

179. What roles do love and affection play in your life?

180. What does friendship mean to you?

181. How do you like to be emotionally supported?

182. What do you believe is the key to making a relationship great?

183. Who is #couplegoals to you?

184. What’s your love language?

185. What do you consider cheating?

186. Do you believe in giving second chances?

187. What’s your apology language?

188. Do you believe relationships are meant to last forever?

189. What’s a dealbreaker for you?

190. Do you believe you should marry your ‘best friend’?

191. What’s your attachment style?

192. How do you maintain your independence in relationships?

193. Do you believe couple’s counseling is only for rough patches?

194. Do you want children?

195. Do you believe in scheduling date nights while married?

196. Do you like a lot of alone time?

197. Is honesty always the best policy in relationships?

Best Questions To Ask A Girl You Like

198. Do you think your partner has a right to keep their past to themselves?

199. Would you want to be a stay-at-home parent?

200. Do you believe opposites attract?

201. Would you ever live with a partner?

202. Would you be upset if your partner played spin the bottle?

203. What’s the best dating app you’ve been on.

204. What’s the worst?

205. Have you ever dated a friend?

206. How do you feel about random hookups?

207. Have you ever dated a co-worker?

208. How do you feel about being asked out over email?

Best Questions to Ask Your Girlfriend

209. What’s the longest relationship you’ve been in?

210. How do you feel about meeting each other’s friends?

211. Are you tired of dating a certain person?

212. Am I your type?

213. What’s your type?

214. What do you like about me?

215. Do you see a future with me?

Asking a girl these questions is a great way to form a deeper connection with the woman you have your eye on or are currently dating.

This essential list of questions is created intentionally for you to establish an emotional bond rather than for the sake of filling up space between the two of you with meaningless conversation.

Small talk questions only go so far.

Stay curious and you can look forward to hours of meaningful conversations that form a solid foundation of honest intimacy and sharing.

Apollonia Ponti is a dating and relationship expert and certified coach who works with men and women to get exactly what they want from their love life. Get started on your journey with her today by downloading her 7 Free Videos To Master Your Love Life, and subscribe to her YouTube channel for more.

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