Skip to Content

150 Amazing Questions To Ask A Guy Over Text To Get To Know Him

A photo of Tom who is the Co-Founder of Questions About Everything

To learn how this content was created please read our Editorial Guidelines.

Sometimes, it can be difficult to know what to ask a guy you like over text. It’s important to try to ask about things that can be easily expanded upon and lead to a fun conversation.

These questions to ask a guy over text are perfect if you’re looking to get to know someone better. They can be used whether you’ve been on a first date or not.

If you’re in an established relationship, you can also use these questions to ask your boyfriend over text to spark an exciting discussion.

It can be difficult to know what to talk about with your boyfriend over text. When you’re dating a guy or starting a new relationship, one of the best ways to get to know them is via text. These things to talk about over text with a guy will ensure you do just that.

It’s easy to send messages such as ‘what’s up?’ but these are bland and boring. So if you want to know what to talk about with a guy over text, this list is for you!

Best Questions To Ask A Guy Over Text

questions to ask a guy over text about movies

1. What movie could you watch repeatedly and never get bored? 

2. Tell me what your perfect weekend looks like? 

3. Would you ever go onto a reality show to find a date?

4. What’s the most embarrassing thing you have ever done in front of your crush?  

5. What crime would you commit if you knew you would get away with it?

6. If you could invite anyone dead or alive for a beer, who would it be and why?

7. What five words would your friends use to describe you? 

8. Tell me the worst pickup line you’ve used on someone?

9. What’s been the funniest thing that’s happened to you this week? 

10. What’s the most embarrassing thing you’ve bought off the internet? 

11. What are the top 5 things on your bucket list? 

12. When you’re looking for a relationship, what qualities do you look for in a girl? 

13. How long ago were you last in a relationship? 

14. Do you have a specific type of girl you usually go for?

15. If you could have any superpower, which one would it be and why?

16. If I could take you to any restaurant on a date, where would you like to be taken to? 

17. What’s the most embarrassing text you’ve sent to the wrong person by mistake?

18. What memory from childhood do you think had the most significant impact on your life? 

You might also like:

questions to ask a guy over text what childhood memory had the biggest impact

19. Do you think you’re more of an introvert or extrovert?

20. If money was no object, where would you want to live in the world? 

21. Do you know any facts that if more people knew they would be completely shocked?

22. Do you think people can fall in love at first sight? 

23. What was your favorite childhood movie? 

24. What pet peeves do you have?

25. Do you have any hidden talents?

26. What’s your favorite movie quote? 

27. Tell me the most random piece of trivia you’ve learned?

28. What was the last music concert you went to?

29. What’s the most memorable gift you’ve ever received?

30. Is there an extreme sport you’d like to try?

31. Which celebrity have you got the biggest crush on? 

32. When did you last do something that was entirely out of your comfort zone? 

33. When did you last laugh so much you cried? 

34. What’s your favorite late-night snack? 

35. What’s your favorite fast-food joint? 

36. Do you like reading? 

You might also like: Dirty truth or dare questions to ask over text

questions to ask a guy over text do you like reading

Next: Juicy questions

37. What book has had the most significant impact on your life, for better or worse? 

38. When did you last say something you later regretted? 

39. When was the last time you hurt someone’s feelings? 

40. What’s the worst joke you’ve ever heard? 

41. How would your friends describe you? 

42. What daydream do you think of when you’re bored?  

43. What sort of comedy do you like?

44. What lousy habit can you not stand?

45. What time of the year is your favorite? 

46. What’s the worst date someone could take you on? 

47. What are the main traits you look for in a girl? 

48. What’s the biggest life lesson you have learnt?

49. Have you ever used any dating apps? What was your experience of them? 

50. Do you think there’s any such thing as soulmates? 

51. What’s your most-used emoji on your phone?

52. Where have you always wanted to travel to?

53. What gif or video on the internet is always guaranteed to make you laugh? 

54. What restaurant would you most likely order a takeaway from? 

questions to ask a guy over text what restaurant are you likely to order a takeaway from

You might also like: Kinky questions to ask

55. What music album could you play on repeat? 

56. Which song do you think has the best introduction? 

57. What’s the weirdest text you’ve ever received? 

58. What’s something you have near you now which has an interesting story attached to it? 

59. What app would you recommend anyone to get? 

60. Show me the best photo ever taken of you? 

61. Is there anything you wish you could buy yourself right now? 

62. What’s the funniest picture on your phone right now? 

63. What’s been your most memorable life experience?

64. What are some unwritten rules when it comes to being in a relationship? 

65. What happens in relationships that the movies never portray? 

66. Tell me something that isn’t real, but you wish it were? 

67. What’s something silly that you’re massively passionate about? 

68. How long do you think you could make it without your phone? 

69. What’s the most shocking thing you’ve seen on the internet recently? 

70. What food is always worth the calories? 

71. What’s your favorite dating location to take a girl to? 

72. Have you ever stalked your ex on social media? 

questions to ask a guy over text have you ever stalked an ex on social media

Next: Questions to ask a guy

73. What’s something most people can’t do but you can? 

74. Say something right now in emojis, and I must guess what you’re saying? 

75. If you had to give up sight or hearing, what would it be and why? 

76. Do you have any weird likes or dislikes?

77. Starting when you wake up, tell me your idea of the perfect day? 

78. Do you think you could answer the following ten questions I ask you in only pictures? 

79. What do you miss most about childhood? 

80. What life moments have made you into the person you are today? 

81. What in your life so far do you think was worth the wait? 

82. What’s something in life that’s your kryptonite? 

83. What’s been the best car you’ve ever owned? 

84. Is there a question people ask you a lot that you wish they wouldn’t?

85. What always cheers you up when you’re in a bad mood? 

86. What’s your worst habit? 

87. What TV series can you always have on in the background even when you’re trying to concentrate? 

88. What current trend can you not get your head around? 

89. What’s something you’ve done that not many people have done? 

90. Have you ever been on TV? 

questions to ask a guy over text have you ever been on tv

You might also like: Flirty questions to ask a guy

91. What’s your perfect summer day? 

Deep Questions To Ask A Guy Over Text

92. How do you feel about commitment? 

93. Who out of your friends are you most jealous of? 

94. Do you want to have any children one day? 

95. What’s one thing which can help you decide whether you trust someone? 

96. What fears do you have about getting into a relationship? 

97. Have you ever been tempted to cheat on someone? 

98. Have you ever cried over a girl before? 

99. What’s one thing you would never say to someone you had a crush on? 

100. What in life brings the most joy and happiness? 

101. What secret, if any, are you still hiding from your ex-partners? 

102. Do you believe people can make a success out of long-distance relationships? 

103. Describe what a healthy relationship looks like to you? 

104. Do you see us having a future together? 

105. What’s the best relationship advice you would pass on to anyone looking for love? 

106. What’s your approach when dealing with conflict? 

107. Could you ever forgive someone who cheated on you? 

108. How would you react if your partner gained lots of weight suddenly? 

questions to ask a guy over text how would you feel if your partner gained weight suddenly

You might also like: Deep questions to ask a guy

109. What’s the worst lie you’ve told an ex-girlfriend? 

110. How do you find single life? 

111. What’s your opinion on splitting the bill? 

112. Do you think it’s essential to be married before you have children? 

113. Do you think a significant age gap matters in a relationship? 

114. Have you got any doubts about whether we would make a great couple? 

115. What person in your life has had the most significant impact on you? 

Intimate Questions To Ask A Guy Over Text

116. What part of my body did you first notice? 

117. What’s your biggest turn-on? 

118. Have you ever bought underwear for a girl before? 

119. What type of underwear would you buy me? 

120. What’s one of your most common erotic dreams? 

121. Have you ever had a dream about me? 

122. Would you say you’re more dominant or submissive in the bedroom? 

123. What’s one thing that can instantly turn you off? 

124. Have you ever walked away from a girl you still had strong feelings for? 

125. Have you ever done roleplay in the bedroom? 

126. Have you ever been someone’s one-night stand? 

questions to ask a guy over text have you been someones one-night stand

Next: Personal questions to ask a guy

127. How do you feel when a girl makes the first move in the bedroom? 

128. How do you feel about PDA? 

129. What’s something intimate you would like to try but you’re too shy to ask a girl to do it? 

130. Have you ever been in a casual/friends-with-benefits type relationship? 

131. How do you feel about bringing food into the bedroom? 

132. Do you like it when a girl teases you? 

Fun Questions To Ask A Guy Over Text

133. If you were a girl for a whole day, what would you do first? 

134. Tell me one of the strangest things on your bucket list. 

135. What’s your number 1 guilty pleasure? 

136. Who was the last person you tried to impress? 

137. What clothing, if any, do you like to wear when you’re on your own in the house? 

138. Do you enjoy making small talk with people you don’t know? 

139. What piece of clothing looks best on women? 

140. If you could teach women a lesson about how to deal with men, what would it be? 

141. What’s your favorite activity to do on a date?

142. Would you like to be in a love-hate relationship with a girl? 

143. Have you ever ghosted a girl that was really into you? 

144. Has a girl ever stalked you? 

145. Would you rather have a weekend away with your friends or a weekend with your girlfriend?  

146. How long does it take you to get ready in the morning? 

147. What’s the worst sleeping habit a girl could have? 

148. Have you ever sent a girl a love letter? 

149. How far would you go to land the perfect girl? 

150. Have you ever been caught naked by someone you didn’t know? 

Looking For More Questions?

Questions girls are afraid to ask guys – The questions you’ve always wanted to ask the guy in your life!

Flirty questions to ask your crush – If the guy you’re texting is your crush, some of these questions might be useful.

Online dating questions – Great questions to ask if you’re speaking to someone online and want to freshen up the conversation.

A photo of Tom who is the Co-Founder of Questions About Everything

Tom Stevenson

Co-Founder of Questions About Everything

Tom is a travel writer and Co-Founder of Questions About Everything. He grew up in the UK and enjoys spending his time traveling to new places, supporting Liverpool FC, and blogging about his adventures. He spent two years teaching English in Barcelona and frequently utilized question games and conversation starters as part of his lesson plans. As an EFL teacher, he took full responsibility for planning and delivering lessons, frequently employing creative and diverse questions to engage the children in conversation. Learn more about Tom on our About page.