50 Good Questions To Ask On A First Date


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If you’re thinking about meeting someone special, then brace yourself because trying to navigate the world of dating is daunting AF!

People will always show their ‘best self’ on the first date, that’s why it’s crucial to dig just a little deeper below surface level to get a better sense of someone’s character and lifestyle early on, then you’ll be able to find out quite quickly if he seems like a good match or whether you’re just wasting your time!

Image | Ana Maria Serrano via Getty Images

First dates can be a mixture of excitement, nervousness and shyness but there doesn’t need to be any awkward silences if you arm yourself with some questions to get and keep the conversation flowing!

Just don’t pelt the questions at him like it’s an interrogative interview, instead, you want to ask them in a natural way to influence longer conversational digressions.

To help you think of what to ask on your first date, I’ve gathered 50 questions to give you some ideas!

Note: Steer clear of religious or political topics on your first date at all costs!

1. What do you like to do in your free time?

2. How would your friends describe you?

3. Do you like to travel? Favourite place?

4. What’s your favourite restaurant?

5. What does a typical day look like for you?

6. How many siblings do you have?

7. Who are the special people in your life?

8. What is the best present you ever gave someone? Received?

9. What is the best advice anyone ever gave you?

10. Do you have any pet peeves?

11. What were you like as a child?

12. Are you more of an indoors or outdoors kind of person?

13. What is your favourite music genre? Artist?

14. Are you a morning person or a night owl?

15. What is your favourite cuisine? Restaurant?

16. What’s the best advice you could give someone?

17. Have you ever had to remove someone from your life?

18. What is your favourite flavour of ice cream?

19. What qualities do you want in a partner?

20. Are there any movies or TV shows that you’re currently obsessed with?

21. What’s the most ridiculous thing you’ve ever done in the name of love?

22. How much personal space do you need to be comfortable?

23. What’s the most embarrassing thing you’ve searched for on Google?

24. What’s the most adrenaline-pumping thing you’ve ever done?

25. What would you do and where would you go if time and money weren’t an issue?

26. How do you like to unwind?

27. What would be the perfect birthday present you could receive from someone who knows you well?

28. Do you like to play interactive games?

29. Are you able to laugh at yourself?

30. What do believe that people take the granted the most?

31. What is the most expensive item you’ve bought for yourself?

32. What is the best music festival or concert you’ve ever been to?

33. Cutest animal? Ugliest animal?

34. What is your most important goal right now?

35. What wrong assumptions do people make about you?

36. Did you ever get into a fight at school?

37. Do you have any odd talents?

38. Do you have any dating horror stories?

39. What are your top 3 favourite things to talk about?

40. What would be the perfect nickname for you, and why?

41. What would you eliminate from your daily routine if you could?

42. What’s your favourite meal to cook at home?

43. Where would be your ideal summer getaway?

44. What are the greatest and worst books you've ever read?

45. Would you rather spend a night in with your partner or go out in a large group?

46. How often do you like to exercise?

47. How do you communicate your feelings to others?

48. How do you know if you like someone?

49. What are the top 3 things on your bucket list?

50. If you could have a superpower what would it be?

Chanel Campbell

Founder of The Style Diary | 30-Something Fashionista | Pop-Culture Junkie

Alongside hunting for purse-friendly jeans or buying yet another cushion for my sofa, I’m a fun-loving mum from London who loves eating out, summer festivals, and binge-watching horror movies!

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