74 first date questions ☕

What are good first date ice breakers?

1. 1. How was your day before you got here?
2. 2. What almost made you cancel on me today?
3. 3. Did you have a whole outfit debate before tonight?
4. 4. What is the story behind picking this spot?
5. 5. Are you a planner, or did you just wing tonight?
6. 6. What is the last thing that made you laugh today?
7. 7. How do you usually spend a night like this?
8. 8. What is your go-to order at a place like this?
9. 9. Do you come to spots like this often?
10. 10. What is the best thing that happened to you this week?
11. 11. Are you more nervous or more curious right now?
12. 12. What do you do right before a first date to calm down?
13. 13. What is the last new restaurant you tried and loved?
14. 14. How far did you have to travel to get here?
15. 15. What made you say yes to this date?
16. 16. What is a question you wish I would ask tonight?

What should you ask to get to know someone on a first date?

1. 17. Where did you grow up, and what was that like?
2. 18. What do you do for work, and how did you end up there?
3. 19. What does a perfect Saturday look like for you?
4. 20. What is a hobby you have picked up recently?
5. 21. What is the last trip you took that you would repeat in a heartbeat?
6. 22. Who is the first person you call with good news?
7. 23. What is something you are really good at that has nothing to do with work?
8. 24. What is a skill you are currently trying to learn?
9. 25. What show or book has actually stuck with you lately?
10. 26. What is a place you could go back to again and again?
11. 27. What do your weekends usually look like?
12. 28. What is something people are always surprised to learn about you?
13. 29. What is a version of your life you almost lived instead of this one?
14. 30. What do you do when you need to clear your head?
15. 31. What is on your bucket list that you are actually planning?
16. 32. What is your relationship like with your siblings?

What are deeper first date questions?

1. 33. What does a meaningful life look like to you?
2. 34. What is a belief you hold that not many people share?
3. 35. What is the best advice anyone has ever given you?
4. 36. What are you looking for right now, if you know?
5. 37. What is something you are working on about yourself?
6. 38. What is a risk you took that changed your life?
7. 39. What do you value most in the people close to you?
8. 40. What is something you learned the hard way?
9. 41. What does home mean to you?
10. 42. What is a moment that changed how you see the world?
11. 43. What are you most afraid of losing?
12. 44. What do you want more of in your life right now?
13. 45. What do you wish more people understood about you?
14. 46. What is a goal you are chasing that scares you a little?
15. 47. What is something you wish someone had told you this year?
16. 48. What is something you are proud of that most people would not guess?

What are flirty first date questions?

1. 49. What is your idea of a perfect second date?
2. 50. What is the most impulsive thing you would do tonight on a whim?
3. 51. What is a talent you have that would actually surprise me?
4. 52. What is the boldest thing you have ever done to get someone's attention?
5. 53. What is your type, and am I anything like it?
6. 54. What would you order for me if you had to guess?
7. 55. What is a compliment you are fishing for right now?
8. 56. What is the most charming thing anyone has ever done for you?
9. 57. What is the cheesiest line you would actually try on me?
10. 58. What would make you actually want a second date?
11. 59. What song instantly puts you in a good mood?
12. 60. What is the last thing that gave you butterflies?
13. 61. What is your love language, and did you have to look it up?
14. 62. What is a green flag you are noticing about me so far?

What first date questions reveal red flags?

1. 63. How do you usually treat people who cannot do anything for you?
2. 64. What is something you argue about with your family?
3. 65. How do you usually act when a plan falls through?
4. 66. What is your relationship like with your ex these days?
5. 67. How do you handle it when you find out you are wrong?
6. 68. What is the last thing that made you lose your temper?
7. 69. How do you feel about staying friends with an ex?
8. 70. What is your honest take on splitting the bill?
9. 71. How do you handle conflict with someone you are dating?
10. 72. What does a bad day usually look like for you?
11. 73. How would your friends describe the way you handle stress?
12. 74. What ended your longest relationship?

What should you not ask on a first date?

Fair questions, wrong night. Save these for when you know each other.

• How much do you make a year?
• Could you see yourself marrying someone like me?
• How many kids do you want, realistically?
• Why did your last relationship actually end?
• Are you completely over your ex?
• Why is someone like you still single?
• What is the most traumatic thing that has ever happened to you?
• Where do you see this relationship going long term?