These flirty questions to ask a guy are perfect for someone you’re seeing or want to take things further with. The aim of these questions is to start a conversation around topics that increase the sexual tension between the two of you.
How they respond will help you gauge whether the attraction is mutual and whether you’re suited to one another. We have freaky questions to ask a guy, fun questions, and some romantic ones, too.
Table of Contents
Best Flirty Questions To Ask A Guy
1. What’s something that I could tell you that would surprise you?
2. What’s the first thing you notice about a person when you first meet them?
3. Am I going to see you in the bars this weekend?
4. What do you think one of my best qualities is?
5. After a long day at work, how could I help you relax?
6. Do you like it when the girl takes the lead in the relationship?
7. Would you rather be good-looking or extremely smart?
8. Do you know any cool spots in town to hang out and grab a coffee?
9. How do you usually let someone know you like them?
10. Have you ever dreamt about someone you know?
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11. Would you rather our date be playful or relaxed?
12. Does your weekend plan involve seeing me?
13. What colors do you think suit me best?
14. Would you ever consider being in a causal relationship?
15. How many relationships have you been in before meeting me?
16. What physical or personality trait do you find most attractive in someone?
17. Do you find older women attractive?
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18. What’s something special you imagine us doing together?
19. Do you always want to be a big spoon, or can we swap?
20. What’s a temptation you can never resist?
21. Have you ever done something adventurous that pushed you out of your comfort zone?
22. How would a perfect evening together look?
23. What qualities do you find most attractive in a person?
24. Would you enjoy spending close, affectionate time together?
25. What is it you like about me?
26. What do you think one of your best qualities is?
27. Do you like it when a girl comes up to you on a night out and asks for your number?
28. What helps you feel most comfortable when you relax at night?
29. What style do you think suits me?
30. Are you someone who likes to stay in on the weekend, or do you want to go out and party?
31. What was your first impression of me?
32. Has your impression of me changed since we first met?
33. How many other girls do you have a crush on right now?
34. Do you see yourself as someone confident and forward or shy and not wanting to take the lead?
35. If you were to plan a romantic date night for us, what would it look like?
36. I’m looking for some cool bars to visit this weekend. Do you know any?
37. Do you agree that guys should always make the first moves when it comes to initiating a relationship or expressing interest?
38. What do you usually wear when you sleep?
39. Do you think you thoroughly let your guard down when you’re with me?
40. What’s the funniest way that you’ve been asked out?
41. Do you think affection is important early on when dating?
42. Did you imagine me to be like how I am, now you know me better?
43. What are your plans this week?
44. What’s something you would never do for $1 million?
45. Are you going to be at the party tonight?
46. What’s the most surprising or unusual movie you’ve seen?
47. Do your friends know you’re on a date with me right now?
48. What qualities do you look for when you’re dating a girl?
49. If you could board a plane with me right now, where would you go?
50. Do you have any big dreams or goals you don’t talk about much?
51. What’s the most adventurous thing you’ve done?
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52. Do you believe you could fall in love with someone at first sight?
53. Have you ever dated two girls at the same time?
54. Do you think you must be friends first to make a relationship work?
55. Would you like to spend more time together soon?
56. What famous person do you have a crush on?
57. What type of girl do you usually go for?
58. What do you think are your best qualities?
59. What’s your idea of the perfect date?
60. Do you see yourself as more of an extrovert or introvert?
61. What’s something about me that stays on your mind?
62. Do you enjoy cuddling?
63. What’s the bravest thing you’ve ever done?
64. What’s your main love language when you’re dating someone?
65. Apart from me, what else are you obsessed with now?
66. What’s the best place you’ve been on a date?
67. Do you enjoy staying active or working out?
68. If we eventually took the next step and went on a date, how do you think it would go?
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69. What’s your go-to flirty emoji?
70. What types of workouts do you like doing?
71. Do you enjoy staying in touch through messages?
72. Do you like having a spacious place to relax at home?
73. When are you taking me out on that date?
74. What are your guilty pleasures in life?
75. What do you find repulsive?
76. What’s the best compliment you’ve ever received from someone?
77. What do you think are some cute things a girl could say to her partner?
78. What kind of dates do you like?
Flirty Romantic Questions To Ask A Guy
79. What do you think the most romantic thing you’ve done for someone is?
80. What’s your love language?
81. Do you let your family and friends’ opinions get in the way of your feelings in a relationship?
82. Do you think about me before you go to sleep?
83. How has someone as great as you been single for all this time?
84. Have you been in love before?
85. At what point in our relationship do you think you will let your walls down?
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86. How would your friends describe you in two words?
87. Are you attracted more to people’s personalities or looks?
88. Do you like to receive romantic gifts?
89. What do you think about me when we’re not together?
90. What gift could I buy you that would instantly make you fall in love with me?
91. What can you remember about our first kiss?
92. What are you looking for in a girl?
93. Do you have any crazy passions?
94. What can make you easily flustered?
95. What questions do you think all people should ask each other before they get into a relationship?
96. Are you someone who enjoys helping others or being supported more?
97. When was the last time you had butterflies in a relationship?
98. What qualities do you dislike in a girl?
99. What do you enjoy doing in the morning?
100. How would you try to impress me?
101. What do you think are the best things about being in a long-term relationship?
102. Does it take you long to trust someone?
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103. Have you talked about me to your friends yet? How did you describe me?
104. What’s the best relationship advice you’ve received from someone?
Fun Flirty Questions To Ask A Guy
105. Do you like being surprised?
106. How would you like me to surprise you?
107. What’s the most reckless thing you’ve done for love?
108. Do you like confidence in a relationship?
109. Do you like it when a woman flirts with you? How does it make you feel?
110. What gets you excited about our relationship?
111. Do you ever think about me when you’re daydreaming?
112. What could you never live without?
113. Do you have anything that you are guilty about?
114. What motivates or energizes you?
115. What’s something not many people know about you that would surprise me?
116. What always gets you out of a bad mood and into a good one?
117. What’s something that took your breath away?
118. What makes you nervous?
119. Where in the world would you like to go with me?
120. What were you like when you first started dating?
121. Tell me what the most embarrassing thing that happened to you was?
122. What did you think when we first got close?
123. What’s one thing you own that has a bizarre history to it?
124. What’s the most adventurous place you’ve ever been?
125. Have you ever been caught in a really awkward situation?
126. What’s your biggest turn-off when it comes to girls?
127. What does emotional connection mean to you in a relationship?
128. Would you watch a romantic movie with me?
129. Would you ever get a tattoo with my name on it?
130. What have you always wanted to be given for your birthday?
131. What do you think defines you as a person?
132. What are your top three things to do on the weekend?
133. If we planned a day together with no restrictions, what would you suggest?
134. Do you like flirting?
135. How would you feel about dating a friend’s ex-partner?
136. Do you and your friends talk openly about relationships?
137. Do you like showing affection in public?
138. Are you ticklish?
139. Where’s your happy place?
140. Do you prefer a steam room or a hot tub?
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