100+ Good, Deep & Flirty Questions to Ask Your Crush

It is a well-known fact that it is not easy to talk to your crush because crushes are viewed as alien entities and most people consider them to be out of their leagues. Every one of us has gone through that phase in our lives where we had a crush on someone but never got the courage to talk to him/her because we did not have enough guts. Since we have gone through the exact through thing in our life, we thought that it would be a good opportunity to help out our readers who might be in a tricky situation with their crushes and are not sure which questions to ask your crush while texting.

We think that the best way to break the ice with a crush is to use the humor because naturally human beings are attracted to humor and love people who have a good sense of humor. In order to approach your crush, you do not always need an extravagant gesture to impress him/her; you can literally start off the conversation by being chill and flow into the conversation with some deep, good, flirty questions to ask your crush, which are interesting yet not overboard.

Deep, Good & Flirty Questions to Ask Your Crush

We have prepared a list of deep, flirty & good questions to ask your crush during conversation. Let’s take a look into it.

1. Are you attracted to me as a friend or something more?
2. Are you looking to get a boyfriend/girlfriend anytime soon?
3. Are you shy or more outgoing?
4. Between money and love, you would go for?
5. Did you do something different with your hair or clothes? Well, whatever it is, it worked. You look great!
6. Does it make you feel good when I tell you how cute you are?
7. Do you believe love can last “forever”?
8. Do you enjoy deep conversations?
9. Do you have any regrets?
10. Do you like being single? Why or why not?
11. Do you like it if guys make the first move, or if you are the one to initiate a conversation?
12. Do you like to be the dominant or submissive partner in a romantic relationship?
13. Do you prefer cuddling or making out?
14. Do you think a sixth sense exists? Explain.
15. Do you think it’s okay to keep secrets?
16. Has anything happened that changed you?
17. How about we go out sometime?
18. How do you see life?
19. How do you treat people who annoy you for no reason?
20. How is it that someone like you is still single?
21. How would you define true love?
22. How would you describe me in one paragraph?
23. How would you like to be remembered? At your funeral, what do you want people to say about you?
24. How would you react if I kissed you, right here and right now?
25. How would you react if I told you that I like you?
26. If someone told you that you were going to die in a few days, what would be your response?
27. If there’s one thing you could change about yourself, what would it be and why?
28. If we could spend one day together, where would you want to go? You can choose any place in the entire world.
29. If we had only 24 hours to live, would you let me kiss you passionately like there’s no tomorrow?
30. If you could change one thing about yourself, what would it be?
31. If you could live in the city of your choice, where would it be?
32. If you could marry anyone right now who would it be?
33. If you could meet anyone, living or dead, and have lunch with them, who would you choose?
34. If you knew you would die in one week, what would you do?
35. If you won the lottery, what’s the first thing you would do with the money?
36. Most embarrassing moment of your life?
37. Pick three words to describe yourself, what are they?
38. Tell me about your past relationships
39. What, according to you, should a perfect date be like? If you want to find out more about that girl, you should never miss this type of flirty questions to ask a girl.
40. What’s something you’ve never told someone?
41. What’s the pickup link you’ve ever heard?
42. What’s the worst pickup link you’ve ever heard?
43. What are the Top priorities on your to do list?
44. What are you doing this weekend with your friends?
45. What are your dreams and goals?
46. What are your hobbies, likes, interest etc.
47. What are your imaginations of a perfect relationship?
48. What are your plans for tomorrow night?
49. What attract you most to the opposite sex?
50. What can a guy do to always make you feel loved and wanted by him?
51. What can ever make you fall for a guy/girl at first sight?
52. What did you think when you first saw me?
53. What does your name mean?
54. What do you do in your free time?
55. What do you do when your partner is sick?
56. What do you like doing the most over weekends?
57. What do you love most in a guy/girl?
58. What do you think of my friends?
59. What happened the last time you cried?
60. What happened to your last relationship?
61. What have you always wanted to get for your birthday?
62. What have you learned from your past relationship?
63. What is the best advice anyone has ever given you?
64. What is the nicest thing someone could say about you?
65. What is the perfect night with the guy of your dreams like and why?
66. What makes someone a true friend, not just an acquaintance?
67. What things do people say about you?
68. What turns you on the most in a guy?
69. What type of flirting do you prefer – via texts or face to face?
70. What was the first thing that came to your mind when you saw me? Why?
71. What was the most mind blowing date you’ve ever had? What was so special about that date?
72. What would be your craziest date idea?
73. What would you do if I kissed you right now?
74. What would you do to me if I said you could do anything?
75. What would your parents be surprised to learn about you?
76. What would you say if I ask you out?
77. What’s something most people don’t know about you?
78. What’s something that makes you anxious?
79. What’s the best approach to resolving conflict?
80. What’s the craziest thing you have ever done?
81. What’s the most romantic date you’ve ever been on?
82. What’s the strangest present you’ve ever received?
83. What’s the worst relationship you have ever been in?
84. What’s your favorite thing to do after work?
85. What’s your opinion of love at first sight?
86. When did you first fall in love? How did it feel?
87. When was the last time you cried and what was the reason?
88. When you were little, what did you want to be when you grow up? And do you still want it?
89. Where do you like to be kissed the most?
90. Where is your favorite place to be kissed?
91. Where the most beautiful place you’ve been?
92. Which do you prefer more – making out or cuddling?
93. Which subject do you love the most? And why?
94. Who are you closer to, your mother or your father?
95. Who do you think should make the first move, girl or boy?
96. Who knows you inside out?
97. Why is it sometimes hard to forgive others?
98. Would you rather be called sexy or smart?
99. Would you rather be rich or famous?
100. Would you rather hug for 5 seconds or kiss for 1 second?
101. You’re so perfect, so exactly how are you still single?

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The key to talking to your crush is to be not be too intense and smooth things over with light conversations which are sprinkled with humor, gentle sarcasm and interesting topics. The worst thing that you can do is being needy and pushy so do not do that or else you would jeopardize your chances with your crush for sure. We guarantee you that if you use our list of freaky questions to ask your crush that there is a great chance that your crush will notice you and might even get interested in you. If you think that the questions that we provided do not exactly reflect who you are then you can always tweak them a bit and edit them according to your own preferences.

Let us know what you think about our list of good, deep and flirty questions to ask your crush over text or over chat/phone.

What’s next? Check our more interesting collection of questions to ask:

• Good, Personal & Deep Questions to Ask Your Best Friend
• Funny Trick Questions and Answers That’ll Make You Think Hard
• Common Sense Questions That Will Leave You Thinking
• Good & Interesting Questions To Ask a New Friend