177 Fun Random Questions to Ask a Girl & Make Her Enjoy Your Company

Whether you’re looking to charm your crush or start something naughty, these interesting yet random questions to ask a girl will do just the trick.

People like to talk about themselves. This is Social Interactions 101! If you like a girl and you want to get a conversation going, the best thing to do is ask her random questions. Whether you’re trying to get to know her better, make her laugh, or find out about her naughty side, we know the perfect questions to ask. [Read: 22 naughty, flirty ways to tease a girl & make her think of you fondly]

If you’ve been in a relationship for five months or five years, we guarantee that by asking these questions, you’re going to find out something you didn’t know about her before. This is a great way to open up to one another and have some serious fun as well!

Don’t let your conversation turn into dead air. Not only will these fun and random questions to ask a girl help you get to know each other better, they also have the potential to build some serious sexual tension between the two of you.

[Read: 80 dating questions to ask them before you get past the talking stage]

The best random questions to ask a girl and the perfect conversation makers

Get ready, because you’re in for a whole load of the most random yet fun questions to ask a girl. From her family to her sex habits, let’s get this question party started. [Read: 20 dirty questions to ask a girl and get her wet]

1. Do you follow any trends?

2. Can you tell when someone is lying to you?

3. Do you have any health problems?

4. Does size really matter?

5. Are looks important in a relationship?

6. Do you ever sleep naked?

7. What’s the first thing you look for in a significant other? *physical or in personality*

[Read: Instant chemistry – 25 flirty questions to ask a girl you like]

8. Do you play any sports?

9. Thongs, commando, or bikini briefs?

10. Do you like sports?

11. What’s your favorite movie?

12. What’s your favorite show?

13. What’s your favorite food?

14. What’s your favorite video game?

15. What’s your favorite book?

16. What’s your favorite website?

17. Do you have any tattoos or piercings?

18. What’s your style?

19. Do you like social media?

20. What’s the craziest place you’ve ever done something naughty?

[Read: 20 funny questions to ask a girl and leave her ROFL]

21. What’s your favorite part of a guy’s body?

22. What’s your favorite part of a girl’s body?

23. Have you ever had a crush on the same sex?

[Read: 35 signs to tell if a guy is gay & what to do if your boyfriend is bisexual]

24. What’s the first thing you do in the morning?

25. Have you ever walked out on a movie?

26. What are 3 things you could never live without?

27. Have you ever stolen anything?

28. What’s your favorite thing to do when you’re alone?

[Read: 19 unrealistic expectations in love we want to believe but shouldn’t]

29. Do you want to have kids?

30. Have you ever given money to a stranger?

31. Do you believe in fate?

32. Who’s been your friend the longest?

33. Do you prefer kisses or hugs?

34. Have you ever done a striptease?

[Read: Make her horny – 24 sexual questions to ask a girl over text]

35. Do you dance?

36. Is age difference important in a friendship or relationship?

37. Do you believe in God?

38. Are you close to your family?

39. Who is your best friend?

40. Do you believe in Heaven?

[Read: 20 deep questions to ask a girl to reveal her true self]

41. Do you read much?

42. What makes someone sexy?

43. Tablet or laptop?

44. Phone or tablet?

45. How old were you when you learned to ride a bike?

46. Do you work out?

47. Have you ever stood up for someone?

48. Does something sound naughtier if it’s being whispered?

49. Have you ever had surgery?

50. Are you more emotional or logical?

51. Do you have any fetishes?

[Read: 25 sex questions to ask a girl and make her instantly wet]

52. Speaking of which, how many shoes do you own?

53. Do you like wearing makeup?

54. What do you think of your ex?

55. Do you ever daydream?

56. Have you ever been to jail?

57. How old were you for your first kiss?

[Read: 19 secrets to initiate a first kiss & make them want to keep kissing you]

58. Do you have a nickname?

59. What is your ethnic background?

60. Are you named after anyone?

[Read: 40 questions to ask your crush to subtly flirt with them]

61. Do you ever want to get married?

62. Are you into guys or girls?

63. Did you ever go to college/university?

64. Have you ever had a crush on someone’s parent or a teacher?

65. Do you have any pets?

66. Have you ever worn pajamas out in public?

67. What’s the best vacation you’ve ever been on?

68. Have you ever used a sex toy?

[Read: How to arouse a girl just by casually sitting next to her]

69. Have you ever been stood up/stood someone up?

70. Who’s a fictional character you’d love to date?

71. Have you ever had a crush on your friend’s mates?

72. Shower or bath?

73. Outdoors or indoors?

74. Do you have any allergies?

75. Have you ever met anyone famous?

76. Who was your first crush?

77. Do you believe in second chances?

78. Do you like to be spanked?

79. Are you closer to your mother or your father?

80. Happier in a relationship or flying solo?

[Read: 50 flirty text messages that are sure to make her smile]

81. Do you read the news?

82. What’s your favorite thing to do to relax?

83. Do you ever roleplay in bed?

84. Would you rather go hiking or go shopping?

85. Are you a jealous person?

[Read: Jealousy vs envy – 22 signs to tell them apart when they feel the same]

86. What does your name mean?

87. Do you have causes you strongly believe in?

88. Restaurant or home-cooked meal?

89. Have you ever bullied someone?

90. Do you want kids?

91. Dirty talk or keep quiet?

[Read: How to ask a girl if she likes you *without really asking her*]

92. Have you ever cheated on a test?

93. Do you have any hidden talents?

94. Ever cheated on a partner?

[Read: Micro-cheating: what it is & signs you’re unintentionally doing it]

95. Are your parents still together?

96. What’s your proudest moment?

97. Have you ever gotten revenge on someone?

98. What’s your perfect date consist of?

[Read: 21 perfect texts to send after a first date no matter how it went]

99. Craziest hair color you’ve ever had?

100. Introvert or extrovert?

[Read: 60 get to know you questions for a new romance]

101. Have you ever sent a dirty text?

102. What age were you when you said your first word?

103. Do you believe therapy is helpful?

104. How big is your bed?

105. Do you believe in love at first sight?

106. Where would you live if you could live anywhere?

107. Are you good with money?

108. How do you honestly spend your weekends?

109. Foreplay or quickies?

[Read: Lingerie selfie – How to perfect the art of foreplay from afar]

110. Would you be too shy to ask someone out?

[Read: How to ask someone out over text and get that satisfying “yes”]

111. Do you like roller coasters?

112. Have you ever been in a band?

113. Are you good at dating?

114. Ever been in a long-distance relationship?

[Read: 25 signs he’s bored & losing interest in the long-distance relationship]

115. What are your thoughts on porn?

116. Do you blog?

117. How many boyfriends have you had?

118. Have you ever broken up with someone?

119. Have you ever been broken up with?

120. What is your favorite band?

[Read: 100 juicy, sexual questions to ask friends and have a fun, naughty time]

121. Are you interested in art?

122. Can dreams have meanings?

123. Are you good at making friends?

124. What’s your favorite sex position?

[Read: The most intimate sex positions to feel romantic while making love]

125. Have you ever walked in on your parents getting down?

126. Have your parents ever walked in on YOU getting down?

127. Are you clean or messy?

128. What’s the best present you’ve ever received?

129. What’s the best present you’ve ever given?

130. Have you ever been in the ocean?

131. Where have you traveled?

132. House or apartment?

[Read: How girls flirt – 15 signs she’s being more than just nice to you]

133. Do you have any scars?

134. Have you ever been in love?

135. Have you ever hated anyone?

136. Have you ever lied to get what you want?

137. Do you play an instrument?

138. Do you have a life goal?

139. What are the top 3 places you need to see before you die?

140. Who are your favorite YouTubers?

[Read: The art of making any girl want you and think of you sexually]

141. Who’s your celebrity crush?

142. Who are your favorite actors?

143. What is your favorite song at the moment?

144. What gives you the ick in a person?

145. What’s the number one relationship dealbreaker?

146. What’s your favorite childhood memory?

147. What was your favorite place to visit when you were a kid?

148. Who is your role model?

149. Who is your most favorite person in the world?

150. Name three things that mean the most to you in this world.

[Read: 50 warm, feel-good questions to ask a girl to get to know her better]

151. What makes you unique?

152. What’s your weirdest habit?

153. How did your last relationship end?

[Read: What to do when your relationship ends without warning]

154. Know any good jokes?

155. What is your favorite meme?

156. What’s the most embarrassing thing you can remember that’s happened to you?

157. What’s the craziest wet dream that you’ve had?

158. When was the last time you masturbated?

[Read: Homemade dildos and 23 really sexy household things to masturbate with]

159. Have you ever masturbated while fantasizing about someone?

[Read: How to masturbate – 23 self-pleasure & solo orgasm secrets for girls]

160. What’s your favorite place on earth?

161. How do you know when a relationship is over?

162. What’s something you’re super proud of?

163. Who are your closest friends and what are they like?

164. What are your thoughts on dating apps?

165. What makes you instantly swipe right on someone?

[Read: The meaning of DTF and signs a girl is down in person or a dating app]

166. What makes you instantly swipe left on someone?

[Read: Lesbian dating apps: the 5 best apps for some girl-on-girl lovin’]

167. Do you prefer dating apps or meeting people organically?

[Read: Why dating apps don’t work for you – A perspective changing guide]

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

169. What is your biggest fear?

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

171. What is the weirdest scar you have and how did you get it? 

172. What are you obsessing about these days?

173. Do you have any particular passion projects that you’re working on?

174. What is the aspect of dating that you hate the most?

[Read: 19 secrets to open up to someone you’re dating even if you’re scared]

175. When and what time were you born?

176. What is your star sign?

177. In a new relationship, what is one thing you are dying to try?

[Read: New relationship doubts – 17 toxic & normal signs to read what you feel]

Pro tip? Don’t blank out when you are asking a girl random questions. You’re asking because you want to get to know her better and build some sexual chemistry, so make sure you’re paying attention. Good luck!