31 Questions You Need to Ask a Future Boyfriend

We often think that we are forming deep, lasting connections, but they are often superficial.

We should strive to make connections beyond emojis and “kkkks” beyond what we can say in 140 characters or less.

The next time you go out with that person, and you want to get to know them better, ask them something deep, something real.. See what kind of conversation is flowing.

And if you don’t know where to start, maybe these 31 questions will help you.

1. How many times did you change your mind about your career before discovering what you really wanted to do?

2. Who are you closest to? From your mother or your father? Why do you think that?

3. Who was the first person you loved?

4. What are five words you instinctively use to describe yourself?

5. What scares you most about the future?

6. Do you think you would be a good parent? Why yes or why not?

7. If/when you become a parent, what will you take away from the way your parents raised you?

8. What are you absolutely not going to take away from the way you were raised?

9. Do you believe in God? Why yes or why not?

10. Is there something in a relationship that you wish you didn’t have?

11. What have you refused to do in a relationship and why?

12. How would your best friends describe you?

13. What would your friends you grew up with say about you?

14. Do you think love is something you can’t control, or something you choose to do?

15. Have you ever cheated on someone? (does not necessarily have to be the boyfriend/girlfriend)

16. What is your biggest fear about the future?

17. What makes you most excited when you wake up in the morning?

18. What keeps you up at night?

19. What do you consider to be your biggest failure?

20. How do you deal with your stress?

21. What’s stopping you from chasing the things you really want?

22. What scares you today?

23. Which do you think is more important in a relationship: sexual compatibility or emotional compatibility?

24. Describe your worst and most difficult breakup.

25. Do you think we fall in love with some people forever?

26. Would you agree to be friends with your exes? Why yes or why not?

27. Have you ever had to get toxic people out of your life? How did you do it?

28. Where do you go when you’re sad?

29. What is one of your biggest regrets?

30. Do you think we only have one soul mates in life, or several?

31. Do you think that if I knew you when you were younger, I would be proud of you?

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Have a guy in your life just like this