2016 Top 100 Questions to Ask Your Potential Boyfriend/Girlfriend

Dating is all about having fun, but at some point if you do find yourself with someone that you are thinking of maybe having something a little more long term; there are certain topics you should cover. You will save yourself and them a lot of everything if you talk about these things at some point. Again, when that point is will depend on you and what you think the other person is ready to respond to. You may consider making a list and have them answer the ones they are able to answer. It is interesting also, maybe, the questions they can’t or donβ€˜t want to answer. I think this would be a fun exercise either way! πŸ˜€ I pulled a list off the net and modified all of the questions; dropped a few and added some. In no particular order:

Okay, I’ve read the list EVERYONE should read it and answer these questions, at least for yourself. Give your life a little more clarity. Fathers, definitely have any guy wanting to date your daughter answer these questions, in writing, signed and dated! πŸ˜€

Wow. I just revised this 3/15/14 πŸ˜€ If someone refered you to this, tell them to check back. The questions are much better. I will take suggestions too, remove, add, revise πŸ˜€

Also blog topics. I am always looking for suggestions. Please πŸ˜€

1. What do you see yourself doing with your life in 5 years, 10 years?
2. Have you had an experience you would say has impacted the direction of your life?
3. Have you had to make an important decision that affected the direction of your life?
4. Are there people you don’t like? Are there people that don’t like you?
5. Where do you consider good places for a couple to be romantic?
6. What has been an embarrassing moment for you?
7. Are you ever bored?
8. What are good leisure activities a family should try to do together?
9. Are you okay that I still might have some feelings for my Ex?
10. What is your definition of emotional intimacy?
11. What do you think of this expression: Where there was fire, ashes remain.
12. What sort of future financial plans/goals do you have?
13. What is your biggest goal in life?
14. What is your favorite book/author?
15. Describe yourself in 3 words.
16. Tell me your 3 weaknesses.
17. Who is your hero, do you have more than one?
18. What are the most important things in life?
19. What questions would you like me to answer?
20. What are your bad/good habits?
21. What are your point of view of the world? Liberal/conservative, spiritual/atheist
22. What would you do to leave an impression on a person on your first date?
23. What to you would the perfect life consist of?
24. Is there an age where being a virgin, you think, would be awkward?
25. What’s been your most intimate experience? What it emotional as well as physically intimate?
26. Can you have emotional intimacy without physical intimacy?
27. Do you still have feelings for an ex?
28. How long did your most intimate relationship last?
29. Do you regret any of those intimate experiences with that person?
30. Have you ever had the feeling you were being watched, in general, not during, you know.
31. What was your most conflicted emotional moment?
32. Do you usually follow your heart or your head?
33. What is your opinion about same gender relationships?
34. Do you think the past matters in a relationship?
35. How would you react if I told I have had a relationship with a partner of the same gender?
36. Do you believe in any god or gods? Why? Are you spiritual?
37. Do you have any opinions about politics?
38. Do you have any hobbies?
39. Have you ever experimented with legal/illegal drugs?
40. What do you think is the key to good parenting?
41. Do you like pets in the house? Do you like pets?
42. What is the weirdest thing about you to most people?
43. Tell me something about your first kiss.
44. If your parents don’t like me for some reason, is that a deal breaker?
45. Have you ever had a one night stand? If you did, do you regret it?
46. Do you believe in soul mates?
47. Do you have a criminal record, any contraction of diseases?
48. What is your dream job?
49. Are you willing to stay away from your family if you ever have to for a job?
50. Which living celebrity/author/singer would you like to know?
51. If you could meet a famous dead person, whom would you like to meet?
52. What do you think about unfaithfulness in a relationship?
53. Do you think love at first sight is possible?
54. If your job started negatively impacting our relationship, what would you do?
55. Who is your favorite fictional character and why?
56. Do you prefer reading books or watching movies?
57. Do you have any regrets in life?
58. What is your ideal vacation?
59. Do you have a favorite movie?
60. If you are allowed to do just one thing for the rest of your life, what would it be?
61. What are some things about you that you take pride in?
62. What is the most courageous thing you have ever done in your life?
63. What is your earliest memory?
64. What do you like most about you?
65. Will you be OK with me hanging out with you and your friends?
66. If you could change something about your life, what would it be?
67. Have you ever taken dancing classes? Do you like to dance?
68. Do you think it is important to learn any form of a performing art?
69. What are you looking for in a relationship? In the long term or short term?
70. If you have three wishes, what do would you wish for?
71. Which is the song that makes you happy?
72. If you could have a superpower, what would be your superpower?
73. Who has been the most influential person for you so far in life?
74. Is there a movie that makes you cry no matter how many times you watch it?
75. If you could change one thing about yourself physically, what would it be?
76. What is the best advice you ever received?
77. What kind of music do you like?
78. If you had a previous relationship, why did your last relationship break up?
79. Are you still friends with that person?
80. What was a good moment in that relationship?
81. What are the craziest things that you’ve done with someone?
82. What will you have accomplished at work/school one year from now?
83. If you could go on a road trip where would you go?
84. What is the best part about family life?
85. What is a favorite memory you have of being with your family?
86. Tell me 3 good points about me.
87. What are your expectations of me in our relationship?
88. Did you ever want to kill someone?
89. Have you ever wanted something really bad and then later, not so much?
90. Is there anything I could do to make you think I am a bad person?
91. What would you do without electricity for 3 days?
92. Do you like to go shopping, not buying, shopping?
93. After I had asked you out for the first time, was there any part of you that wanted to say no?
94. Where are some places you like to go on dates that might be different from where we usually go?
95. What are your views on open relationships? Do you know what an open relationship is?
96. Have you ever thought of adopting a child?
97. Is money more important to you or are relationships you share with people more important?
98. What is it that you are passionate about?
99. Do you believe long distance relationships can work?
100. What are your thoughts right now about spending the rest of your life with just one partner?

Now that I have your attention πŸ˜€ I’d like to encourage you to read other posts in my blog. Type a word into the search box and see if I’ve posted anything related πŸ™‚ or make a topic suggestion in the comments! In my blog you’ll find all kinds of different stories. This one is not typical, but the writing style is, to the point:

I will update later πŸ™‚ in the meantime, click Home πŸ™‚

Happy Reading πŸ˜€

This entry was posted in Uncategorized and tagged , , , , , . Bookmark the permalink.

402 Responses to 2016 Top 100 Questions to Ask Your Potential Boyfriend/Girlfriend

  1. CHAT says:

    I was studying some of your articles on this website and I conceive this site is rattling informative ! Keep posting .

  2. Page Popplewell says:

    Hey i read your list of questions and i like them a lot. i have made my own list and would like to share it with you i think you would fine my questions vary good. maby even add them to your list. were should i send them in a email or in a coment πŸ™‚ ty for u liar and time to make ur list.

  3. Page says:

    ty for your time and you list i love them have over 700 so far in my own list. :p

  4. sabrin2014b says:

    I read all them !! and I like !! THEY really helped me to clarify much more my life

  5. Mr Phiri says:

    Can I use the questions? I need your permission please.

  6. badr says:


  7. LOVE says:

    These are great for fun in letters too! Thanks (:

  8. budu says:

    Tanks a bunch

  9. judy says:

    Better late than never being informed

  10. judy says:

    Did your parents say you were to young to date and did you defy them and live to regret it?

  11. Aislinn says:


  12. Natalie says:

    I love this.

  13. HazeLCasas says:

    Thank you for these awesome questions!

  14. Chuntae says:

    Hi Raymond, I really enjoyed your list and your first date story! I will be dividing the list into five to seven questions at a time while I get to know the new man I am interested in.

  15. You’re welcome ! Very interested to know how things go with you?

  16. jessica says:

    very nice article! I like it:)

  17. K says:

    Your first date blog was funny and a great story. Nice to hear a first date story from a guys point of view. Questions to ask were good too..

  18. K says:

    Nice to read lol^

  19. ray stevens says:

    This has helped so much thanks

  20. vetti boy says:

    Nice one

  21. Luu says:

    amazing I was approached by a gentleman a couple of days ago while I was doing my shopping. I mean he was not the hottest thing in the shop but to be honest I was really attracted by his courage and confidence to actually walk to me just to tell me how he felt I noticed how shy and nervous he was but I guess that is why I liked him even more i found that really cute. I wish I could express it to every guy out there. Ladies like being verbally approached in a respectful manner, It is how you present yourself that is most attractive. BBM, facebook, instagram, whatsapp, twitter…. that’s not the way to go.

  22. Hi there, I wish for to subscribe for this website to
    take most recent updates, so where can i do it please help out.

  23. mohit dhiman says:

    superb,fantastic,awesome and mindblowing keep posting plz…

  24. Rose says:

    I love it and i will like more than this to give it to my soul mate..xx

  25. Pertunia says:

    Tnk u 4 da list it really dd hlp me

  26. themissmadelineblog says:

    I would just like to say that those questions are absolutely on point. And if someone isn’t WILLING to answer them, they’ve got to get away from me! Being able to be open with your partner/spouse is so important. Without communication, people have nothing. So my boyfriend and I will be filling this out pronto. haha. Thanks for enlightening us all!

    • Thank you, Miss Madeline. Couldn’t agree with you more about the importance and need for good communication in a healthy relationship. I hope besides learning more about each other, you and your boyfriend have fun answering these questions πŸ™‚

  27. manager says:

    They are fantastic .please suggest me the body language for the moment

  28. Omanye Sowah says:

    Could never be better

  29. Toni WrightGirl says:

    I read all of them and they are good. I love these question and they helped me to know what kind of person i’m getting involved with πŸ™‚ anymore questions?

  30. Toni WrightGirl says:

    I read all of them and they are good. I love these question and they helped me to know what kind of person i’m getting involved with πŸ™‚ anymore questions?

  31. Jolene Yaremy says:

    These really helped!

  32. Anastasia says:

    I asked my boyfriend these questions and it was fun to see the ansers he gave back, thanks for the questions. ^^

  33. Jake says:

    I love this list and the idea of listing questions because a lot of time it’s hard to think of what you’d like to ask when you’re overwhelmed with all the information you’re getting from this potential person. Thanks so much for the awesome post!

  34. Bianca Hinton says:

    I love it

  35. Robert says:

    I have enjoyed reading the questions. I have been asking my New girlfriend some of the question and have found it to be fun even answering the same questions myself. i don’t think i have ever had so much fun getting to know someone. Thank you..
    keep posting. i need more ideas.

  36. I intended to write you that very small word just to say thanks a
    lot once again for your personal beautiful guidelines you’ve discussed here.
    It is quite shockingly open-handed of people like you to deliver without
    restraint what many of us could have distributed for an electronic book
    to help with making some dough for themselves, chiefly since you could have tried it if
    you ever considered necessary. Those solutions also acted to become a good way
    to comprehend someone else have the same eagerness similar to mine to learn a little more when considering this matter.
    I think there are a lot more fun situations ahead for individuals
    that start reading your blog.

  37. Hi, I do believe this is a great site. I stumbledupon it πŸ˜‰ I may revisit once again since i have
    book marked it. Money and freedom is the best way to change,
    may you be rich and continue to guide others.

  38. JackRSR says:

    Raymond, consider yourself a ‘Love Guru’ because one of you’re questions scored me a girlfriend!
    I am truly thankful for you putting up this site because otherwise I would have sat there overwhelmed and unsure of what to ask her. πŸ™‚

  39. Youngpizzy says:

    its a nice article i really enjoyed it bt arnt dy other questions realated to dis?

  40. Youngpizzy says:

    its gr8 nd interesting

  41. Jessica says:

    I liked everything I read in here , really helpful . However, may I ask you a question ?

  42. leroy says:

    great questions.love everyone thx……..

  43. Megan says:

    Add this: what is one thing you want to accomplish in our relationship?

  44. aian says:

    Like omg i love all daaa question cx

  45. Hi I’m so glad I found this list of questions. It’s much more mature and sophisticated than the other lame/16-year-olds puppy love question types I found on the other websites lol
    Like “when did we first meet and when did we have our first kiss” They are just a memory test and relationships are not just about testing your partner’s memory.
    Thanks again, what a brilliant post! πŸ˜€

  46. Hello, every time i used to check web site posts
    here early in the dawn, because i love to find out more and

Leave a Reply

Fill in your details below or click an icon to log in:

WordPress.com Logo

You are commenting using your WordPress.com account. Log Out /  Change )

Google+ photo

You are commenting using your Google+ account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )


Connecting to %s