Very Deep Personal Questions to Ask a Guy, Boyfriend you like over text

These 70 Very Deep Personal Questions you should ask a guy to get to know him better. You can also ask these personal questions to ask your boyfriend or any person you like over text. The list includes some dirty, funny, awkward, & intimate questions about your relationship and about his life. If you are going on a date and worrying about which questions to ask to keep the date alive then below 70 questions will help you. 

Personal Questions to Ask a Guy

Very Deep Personal Questions to Ask a Guy:

1. What is the most embarrassing thing that has ever happened to you?

This question has lots of fun and giggles. Be ready to listen his bad and good experiences and mostly pay attention to How he answers.

2. What is the biggest lie you’ve ever told?

This questions could make your relationship or break your ties. These questions are sensual questions.

3. What would you do if your ex-girlfriend suddenly wanted to get back together?

If he still wanted to get back to his ex then he will say that he can look for the old relationship and if he says no then he is over with his ex and you have a chance to get along with him.

4. What is the most dangerous thing you’ve ever done?

If he is an Adventure lover, then he will answer like River Rafting, Ice Skating or Mountaineering.

5. What do you think of open relationships?

This is a tricky question for any guy. Because no one will answer even if he wanted to have relation with a lot of girls.

6. Who is the most important person in your life?

For most of us, Mom & Dad is the most important person. Don’t think that he may choose you as the most important person.

7. What are you attracted to in a woman?

Every man has a different perspective for this. If he is in business, he likes a girl with confidence and educated. If he is a gamer, he likes the game of thrones like blonde hair lady.

8. On a scale of 1 to 10, how would you rate me?

Don’t get much emotional if he rates you on 10 or doesn’t get much down if he rates you on 5.

9. Have you ever cheated on a girlfriend?

Mostly no one gives the answer in yes and tries to save themselves by making opposite person the Villan.

10. Have you ever had a one night stand?

If he says yes, then it will be ok as sometimes this happen after parties when people are drunk. But if he is a regular one night stand then you have to think about it if you want to be with him.

11. What’s your biggest fantasy?

This is very interesting questions.

12. What is your biggest turn on?

If you want to be his girlfriend, must take note on this question.

Personal Questions to Ask a Guy you like over text

13. What is your biggest turn-off?

Also take note of this questions, never do this thing if you don’t want him to turn-off.

14. How many girls have you been with?

If he answers the questions about much thinking then he may try to game you. A low number means if may be in the serious relationship and high number means he is a player and love to sleep around.

15. What is the craziest thing you have ever done?

If he is a sports lover and love to go on Adventure trips, then that may be his crazy thing.

16. Do you like to talk dirtily on the phone or online?

17. What did you think of me when you first saw me?

18. If you find that your best friend is cheating on his girlfriend, what would you do?

19. What is your worst dating experience?

better not to ask.

20. Do you like kissing in public?

21. Can you define love in your own way?

22. Have you fallen for a woman who was much older to you?

22. Are you a virgin? (Handle with care!)

23. What would you like me to do to you?

24. What you don’t like about me?

Be ready to listen and improve for him.

25. Would you prefer the lights on or off during sex?

light off most guys prefer

26. What body part that you like in me most?

If he loves you then he likes all of you.

27. Do enjoy one on one outings or do you prefer big groups?

28. Have you ever had a wet dream?

Who don’t?

29. Are you financially stable?

Yes means, good for you.

30. Where Were You Born?

31. Do You Have any Brothers or Sisters?

32. What’s Your Favorite Movie?

33. What’s Your Favorite Food?

34. What’s Your Favorite Book?

Great way to keep going conversation.

35. Who’s Your Favorite Movie Star?

If he is a businessman then probably he doesn’t like movie stars.

36. What is Your Favorite Kind of Car?

Must be from Audi, BMW.

37. Do You Play Video Games?

If he is 90 born guy then he will.

38. Do You Like Tea or Coffee?

Tea for most guys.

39. Can You Cook?

Yes means you need this guy.

40. Do You Like Concerts?

Most guys don’t.

41. Who is Your Favorite Musician?

You also have to know the names of the band he listens.

42. Do You Have any Tattoos?

if he donates blood, then he must not have.

43. What is Your Favorite Color?

Note this answer.

44. Do You Believe in Horoscopes?

If he is the self-made man, he will never believe in this.

45. Do you Like the Summer or Winter Better?

No one answer this question.

46. Do You Play Any Sports?

Confidence and Athletic guys must play sports.

47. Who is Your Favorite Team?

Mostly guys lover Soccer or Cricket. if he loves Soccer then probably Real Madrid, Barcelona or Man United and If he loves Cricket then India, South Africa or Australia are his favorite teams.

48. Do You Drink Alcohol?

Yes, means you need to make him quit smoking.

49. Do You Smoke?

Yes, means you need to make him quit smoking.

50. How Do You Feel About Women’s Rights?

If he wants women to have rights, he is the best person  for you.

Personal Questions to Ask your boyfriend

51. Do You Believe in Marriage?

No means walk away.

52. What Was Your Best Relationship?

If there is any best, he may not come to you.

53. What Was Your Worst Relationship?

Listen carefully.

54. Do You Believe in Love?

No, means you need to walk away.

55. When did You Get Your First Kiss?

If he can’t answer this question then don’t move on to other kiss questions.

56. Boxers or Briefs?

The Underwear question

57. How Old Were You When You Lost Your Virginity?

Don’t judge.

58. Do You Enjoy Food with Sex?

Never ask.

59. Have You Ever Had a Threesome?

Don’t ask.

60. What’s Your Favorite Position?

Missionary is the favorite position for most of the guys.

61. Where is Your Favorite Place to Have Sex?

62. Where Was the Worst Place You Ever Had Sex?

63. What’s Your Darkest Fantasy?

It may be someone he has the crush on. But he may not want to reveal you.

64. Do You Prefer Women in Lingerie?

Mostly he wants you as naked.

65. Do You Like Morning Sex?

Obviously, every guy loves morning sex.

66. Do You Like Sex in the Shower?

Every guy loves this.

67. Where Have You Always Wanted to Have Sex?

68. Where Do You Like to Kiss a Woman?

Lips and Breats are the areas where Men wants to Kiss a Woman.

69. Do You Like to be Spanked?

Mostly wants to Spank a Woman.

70. Where Do You Like to be Kissed?

Obviously Lips.

So these Personal questions you should ask a guy on a date, or he is your boyfriend. You can ask these questions over text on phone or face to face on a date.

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