50 Questions To Ask A Guy If You Want To Know Who He Really Is

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1. If you could go anywhere in the world, where would you go and why?

2. Are you a morning person or night person?

3. Do you prefer making plans or following along with what someone else planned?

4. Do you have a mentor in life that you’ve continuously looked up to?

5. When do you feel most vulnerable?

6. Where is the one place you’ve lived that has actually felt like home?

7. If you could change anything about yourself, what would it be and why?

8. What are you most proud of accomplishing?

9. What would your dream vacation consist of if money wasn’t a factor?

10. Can you honestly say you love what you do everyday?

11. What is one thing in life that makes you feel alive?

12. Are you a cat person or a dog person?

13. If you could change one thing about the world what would it be and why?

14. If you won the lottery what is the first thing you’d do with your money?

15. If you could go back and redo a part of your life, would you?

16. If you could go back and pick a different profession, what would you choose?

17. If you could live anywhere in the world where you would move?

18. Who in your life do you admire the most?

19. If you were a woman for a day what is the first thing you’d do?

20. What is your favorite hobby?

21. How often do you read your Horoscope?

22. What are the top three things on your bucket list?

23. Are you more of a summer or winter kind of person?

24. What helps you unwind after a long, stressful day?

25. When you’re upset do you like to be comforted or left alone?

26. If you could change your name, what would you make it and why?

27. What was the best day of your life thus far?

28. What was the happiest moment you’ve ever experienced?

29. Do you feel like something is missing from your life?

30. What are you most passionate about?

31. What is one thing you’d love the learn more about?

32. What is your favorite non-physical part about yourself?

33. What is more important to you: money or happiness?

34. What was the last thing to make you cry?

35. What is your biggest fear?

36. What is the craziest thing you’ve ever done?

37. What is your biggest pet peeve?

38. What would you consider your best trait? And your worst trait?

39. What is the first thing you notice when you meet a girl?

40. Have you had any near death experiences?

41. What is the one thing that can always make you smile?

42. If you could marry one fictional character or celebrity, who would it be and why?

43. What is better in your opinion – asking for forgiveness or permission?

44. What is the most embarrassing moment you’ve ever experienced?

45. Would you rather watch the movie or read the book?

46. If you could have one super power what would it be and why?

47. How do you deal with people in your life who you don’t like?

48. What is your biggest regret so far?

49. Have you ever got in trouble with the law? If so, what for?

50. If you could go back to a certain time in your life, what would it be? TC mark

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You look back and you just feel stupid.
You can’t forgive yourself for falling
or believing all the lies.
You reread every text.
You relive every memory.
And it all starts making sense —
he never wanted love.
He only wanted attention.
He only wanted validation.

“It’s just wondrous how every time I go through some emotional trauma, your posts are so relatable and it gives me so much hope. I love the writing and the photos. It’s all a pleasure to read. I can’t thank you enough for it, really.” — DM from @ThoughtCatalog Instagram follower

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