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175 Flirty Questions To Ask Your Crush

Do you want to conquer the heart of the guy or girl of your dreams, or just help with get the conversation going? I got you. Here are the best flirty questions to ask your crush. Read more ⇣
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Written By Erica
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I'm Erica. I love to help people in their relationships and spiritual lives. I've been through a lot of ups and downs, and I want to share my insights with you.
flirty questions to ask your crush

Flirting is all about showing someone that you find them attractive and interesting.

However, it’s also important to remember that flirting is just a game and shouldn’t be taken too seriously. 

If someone doesn’t like what you’re doing or isn’t interested in getting closer to you romantically, then they’ll likely reject your advances. The best way to avoid this is to be yourself and have fun with it!

So if you’re genuinely interested in someone and want to know more about them, asking fun and flirty questions is a great way to get started.

These can help break the ice and help you find out more about your potential partner. 

I’ve come up with 175 flirty questions to ask your crush. Feel free to use these in developing a connection with your crush and break any barriers in the hopes of potentially going out one day!

See my list of dirty questions and questions to ask your crush while texting.

Fun & flirty questions to Your Crush

  1. How is someone like you single?
  2. What turns you on?
  3. How often do you think about me?
  4. What’s something you’ve never told anyone else?
  5. Would you rather never be able to kiss or never be able to cuddle? 
  6. What traits would your ideal partner have?
  7. What makes for a perfect first date?
  8. Have you ever dreamt of me?
  9. How would you respond if I asked you out tonight?
  10. How do you feel when we are together?
  11. What would you do if I called you in the middle of the night?
  12. Is everyone else in your family also really good-looking?
  13. How would you want to know if someone likes you?
  14. What’s one thing you really want to know about me?
  15. How long does it take for you to feel comfortable with someone?
  16. Can you see us spending more time together?
  17. Would you ever do a long-distance relationship?
  18. How do you feel about meeting my friends?
  19. What’s something other people find fun that you don’t enjoy?
  20. Are you good at telling people how you feel?
  21. What’s the craziest thing you’ve ever done?
  22. If you could have dinner with anyone in the world, dead or alive, who would you choose?
  23. Tell me about your parents. Are they still together?
  24. What things do you hate about the dating process?
  25. Who would you call if you only had moments left to live?
  26. Have you ever kissed anyone?
  27. What is something that is absolutely off-limits in bed?
  28. What are you most likely to stay up all night talking about?
  29. What’s something other people find fun that you don’t enjoy?
  30. What does trust mean to you, and how do you know when you trust someone?
  31. If you wanted to kiss me, where would you take me to make it perfect?
  32. How would you describe me to someone who doesn’t know me?
  33. How funny would it be if we ended up together?
  34. What is your definition of intimacy?
  35. How do you want to be remembered by people?
  36. Can someone become a better person if they are in a relationship?
  37. If you could travel anywhere in the world, where would you go?
  38. When was your last serious relationship?
  39. Do you like kissing in public?
  40. What’s your favorite thing about me?
  41. You’re stuck on a boat in the middle of the sea with no land in sight. Who would you pick to stay with you and why?
  42. Are you scared of commitment? Why or why not?
  43. If I were a pedicurist, would you ever let me massage and suck on your toes?
  44. What is your biggest turn-off?
  45. Is there anything from your childhood that you miss the most?
  46. How do you relax after a hard day of work?
  47. What frustrates you the most about modern dating and dating sites?
  48. What scares you the most about being in a relationship?
  49. When is it appropriate to give up someone?
  50. How do you typically react when someone disrespects you?
  51. Do you think we text too much or not enough?
  52. When am I seeing you next?
  53. What makes me different from other people in your life?
  54. How close do you want us to be?
  55. What makes you fall in love with someone?
  56. What’s your favorite outfit I wear?
  57. What is an important boundary that you have in your relationships? 
  58. What do you do when you get lonely?
  59. Do you prefer cuddling or sleeping alone?
  60. When do you know if you feel safe with someone?
  61. What’s something you have always wanted to try in the bedroom?
  62. How long should people date before committing to a relationship?
  63. What’s a secret you’ve never told anyone?
  64. Do you have enough friends, or do you wish you had more?
  65. If we could go anywhere in the world right now, where would you take me? 
  66. What is the most important quality in a relationship for you?
  67. What is something embarrassing about you that people have found cute?
  68. What do you feel most passionate about in life?
  69. Would you rather plan a special date yourself or have someone plan one for you?
  70. Do you think people of the opposite sex really just be friends?
  71. How do you feel about physical affection?
  72. Would you rather go to a huge party with tons of people or a small get-together with a few people? 
  73. Do you like dirty talk?
  74. Where do you see our future?
  75. What would instantly make you feel unattracted to someone?
  76. What’s an important lesson you learned from a past relationship?
  77. What are the most important priorities in your life right now? 
  78. What do you think you would do if I kissed you the next time I saw you?
  79. If you could do anything different, what would you have done?
  80. Who comforts you the best when you’re feeling sad?
  81. Would you rather spend a whole day with me or a whole night with me?
  82. What is your love language?
  83. What instantly makes someone attractive to you?
  84. What mistake have you made that helped you grow as a person?
  85. Would you rather chase someone romantically or be chased?
  86. What was the worst first date you ever went on?
  87. What is something romantic you’ve always wanted to try?
  88. What couple in your family has the best relationship?
  89. If you could take me to any restaurant in the world, where would it be and what would you order?
  90. Do you think true love exists? 
  91. When it comes to liking someone, what would you say is your greatest weakness?
  92. Would you rather people think you’re really funny or really kind?
  93. How do you like to help someone when they are going through a rough time?
  94. On a 1-10, how happy do you feel in your life right now?
  95. How can you tell when you really like someone?
  96. If you could ask me anything, and I had to be truthful, what would you ask me right now?
  97. Do you prefer showering with someone or showering alone?
  98. If I were a total stranger, how would you try to impress me?
  99. Do you think we see each other too much, just enough, or not enough?
  100. What is your favorite thing to do with me?
  101. What’s something you really want to try with me?
  102. If you were in charge of planning the best day of my life, what would we do?
  103. What do you think about my body?
  104. Do you have any fantasies you want to share?
  105. Would you change anything about us right now?
  106. What trends did you follow when you were younger but now think are silly?
  107. How do you handle people in your life that you don’t like?
  108. How does imagining the future with me in it sound to you?
  109. Do you feel like we understand each other?
  110. What’s your favorite inside joke that we have?
  111. Where’s the strangest place you’ve ever had sex?
  112. How do you make sure that you please your partner in the bedroom?
  113. How did you lose your virginity?
  114. What does making love mean to you?
  115. If we had an entire weekend together, what would you really want to do?
  116. What’s something you never want to do during sex?
  117. Have you ever been caught having sex? What happened?
  118. Can a friends-with-benefits ever become something more?
  119. How often do you prefer to have sex?
  120. Have you ever watched your partner masturbate? What was that like for you?
  121. How direct are you with what you want in the bedroom?
  122. Do you consider yourself more submissive or dominating?
  123. In your opinion, what’s the best thing to do just after sex?
  124. Have you ever had a sex dream that freaked you out?
  125. What’s your favorite sex position?
  126. Would you rather have sex with the lights on or lights off?
  127. Do you have any fetishes you want to share with me?
  128. Would you rather sex be slow and sensual or fast and rough?
  129. Do you want to know what I’m thinking about right now?
  130. If you could only kiss me in one place, where would it be?
  131. How do you prefer I touch you?
  132. What’s a fantasy you haven’t told me about yet?
  133. Do you like making eye contact during sex?
  134. How do you like your partner to groom themselves down there?
  135. What was the last dirty dream that you had?
  136. What’s the longest you’ve ever gone without having sex?
  137. What would be the first thing that you notice in me?
  138. What gets your heart racing, butterflies in your stomach, and your blood pumping all at once?
  139. What can I do to turn you on right now?
  140. Do I make you nervous when I’m around?
  141. What do you feel is the cutest part about yourself? Physical and mentally?
  142. If I dared you to kiss me, would you?
  143. Do you like cuddling? Big spoon or little spoon?
  144. What is your favorite place to be massaged?
  145. Do you think about me a lot at night?
  146. How do I put you in a good mood?
  147. How do I make you feel when I’m around you?
  148. What corny pick-up line have you used that’s actually worked? Try it on me.
  149. What would you do if someone walked up to you and kissed you?
  150. What is your unrealized sexual fantasy?

Best Flirty Questions To Ask A Guy

  1. What was the first thing you noticed about me?
  2. Do you like when the girl makes the first move?
  3. What turns you on?
  4. What do you find most attractive in a girl?
  5. What is the craziest thing you have ever done?
  6. Have I ever been in your dreams?
  7. Do you like public displays of affection or do you prefer something more private?
  8. What’s the best way to flirt with you?
  9. What type of girl are you attracted to?
  10. What’s your idea of a perfect romantic weekend getaway?
  11. Do you like cuddling?
  12. What’s the sexiest thing about me?
  13. What are you thinking about right now?
  14. Do you have any fantasies that you would like to explore together?
  15. Do you like the way I kiss you?

Best flirty questions to ask a girl

  1. What’s your favorite flirty text?
  2. What’s the best pickup line you’ve ever heard?
  3. What would you do if I kissed you right now?
  4. What do you wear to bed?
  5. Which body part are you most proud of?


Asking your crush flirty questions is a great way to get the conversation going and gauge their interest in you.

It’s much easier to start a romantic relationship by asking the right flirty questions than it is by blabbering on about random things.

When you ask these flirty questions, you aren’t just talking about random stuff. 

Instead, you’re asking him or her something that actually matters to both of you.

Most importantly, it’s a pretty subtle way of flirting with someone without getting too intense and serious right away!

Do you have any other flirty questions to ask your crush? Let me know in the comments below!

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