Questions to ask your boyfriend

100 Questions to Ask Your Boyfriend – Deep and Serious Questions

Questions are necessary if you really want to get to know someone. In a relationship, questions helps us understand each other better and avoid most misunderstanding. Questions helps us move from the initial stage of strangers to being friends and then being lovers. With question, you can know the background of your boyfriend, his past, his present and where he intend going in the future.  Much as questions helps build relationship, not all questions are same. In fact there are questions that have potentials to destroy a relationship. Knowing the right question to ask is therefore key in getting to know your boyfriend better.

While questions gives you an excellent opportunity to get to know your boyfriend, it also helps you to deepen your relationship with your boyfriend. There are also questions to ask if you aren’t sure of the direction of your relationship and want to know what he thinks about you and your relationship with him. We have put together 100 questions to ask your boyfriend. These questions range from deep questions, serious questions, questions to ask to turn him on, questions to ask before getting engaged or moving in with him and fun questions. Enjoy.

Serious Questions To Ask Your Boyfriend.

1. Do you still keep in touch with Your Ex and is an issue with you if I’m still in touch with my Ex?

The purpose of this question is to find out his relationship with his Ex. You don’t want to be in a relationship where your boyfriend is just using you to get over his ex. Also finding out his thoughts regarding being in touch with your ex gives you some insights on how your relationship with your ex should be should in case he doesn’t approve of it.

2. How long did your last relationship last and when did it end?

It’s important you know when he ended his last relationship and how long it lasted. This information is important as it gives you a clear picture of how committed or not he was in this last relationship. Also it tells you how soon he waited before moving into a new relationship.

3. How many sexual partner have you had?

While your intention is not to judge, you would not want to get into a relationship with a guy who has had several multiple partners. Knowing the number of partners he has had for his age gives you a clear information on his intentions in any given relationship.

4. When was the last time you tested for STDs/HIV and will you be willing to go for another test before things get more serious between us?
5. What’s your view on domestic violence and will there ever be a reason to hit a woman?
6. How do you start your typical day and how what do you do before you end each day?

7. Have you ever been arrested and for what offense?
8. What do you like to do to unwind and what’s your hobbies?
9. What habits have you developed over the years that have served you well and what habits have hindered you that you would like to change?
10. How do you handle conflicts or disagreement?

Serious questions to ask your boyfriend

Flirty Questions To Ask Your Boyfriend?

21. What’s your favorite panties color that you would love me to wear whenever I’m visiting you?
22. If you walk into my room and find me naked what would be your reaction?
23. How often do you get hard in a day and what do you do whenever you’re hard?
24. Have you ever masturbate and how often?
25. What are you most attracted to in my body?
26. A big ass or a big boo what’s your preference.. and don’t worry I won’t feel bad.
27. When did you have your first kiss and what was the experience like?
28. Do you like foul play before sex and is it something you would try with me?
29. Would you ever take a bath with me and would it lead to sex?
30. Do you like to cuddle? I love it.

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31. You decide to give me a full body massage, where do you start?
32. If you can describe my body with three words, how would you describe it?
33. Would you rather see me in lingerie or nothing at all?
34. Do you like when I make the first move?
35. Do you like it when I’m on top?
36. If we were together for the whole day, how many times would you make love to me.
37. Do you like dirty talk?
38. Can you give me a good example of your dirty talk?
39. Can you talk me on via phone?
40. Have you ever tried phone sex.. would you like to try it with me?

flirty questions

Deep Questions To Ask Your Boyfriend

51. Do you have fears about our relationship?

We all have relationship fears. Sometimes it’s due to past hurts other times it’s due to the fear of the unknown. Asking and knowing what your boyfriend fears about your relationship with him gives you both the opportunity to address it together and make provision for it.
52. Do you believe in happily ever after?
53. What’s your ideal of a perfect relationship that leads to a wedding?
54. If you had one word to describe our love what would it be?
55. What did you think when you first met me?
56. What about our relationship makes you really happy?
57. What about love scares you?
58. If something happened where I had to move very far away, would you attempt long-distance? Or go our separate ways?

Some people believe in long distance relationship and put in their best to make it works, others don’t. Knowing what your boyfriend thinks about long distance relationship helps you know what the future holds especially if you’ll that in the near future it may become necessary to move to another city or live far apart.
59. What’s one thing you feel our relationship is lacking?

This an important question especially if you feel your boyfriend is not totally satisfied with your relationship with him. Asking and finding out what your relationship lacks gives both of you the opportunity to work at it and preserve your relationship.
60. If our relationship ended, what’s the one thing about it you’d miss the most?
61. When you break up with someone, how do you do it?
62. What are your thoughts on marriage?
63. Are you comfortable talking about where our relationship is going?
64. Do you see us getting married anytime soon?
65. If a girl asked for your number, would you give it to her?
66. Are you comfortable me still being friends with my ex?
67. If one of your friends or family members told you to break up with me because he/she didn’t like me, would you?
68. Have you ever had the thought that I’m not good enough for you?
69. Would you choose me over your friends if they need you same time I need you?
70. What makes me special in your eyes?

Deep Questions to ask

More Serious Questions To Ask Your Boyfriend

81. Do you have kids and how many?
82. Do you want kids and how many?
83. Is your present job your ideal job and how long do you intend working there?
84. When we get married, how would you like our bills to be paid?
85. Do you currently have any insurance and what’s your retirement plans like?
86. How will we make sure we each get to spend time alone when we share the same place?
87. How do you feel about taking in family members during a hard time? Elderly parents?
88. What are your thoughts on how to discipline children?
89. How will we spend our holidays?
90. How long did you think our relationship would last when we first started dating?

Fun Questions To Ask Your Boyfriend

91. Who was your celebrity crush as a teen?
92. How often do you pee in the shower?
93. What’s the grossest thing you’ve ever eaten?
94. Have you ever pretended to be a woman?
95. What’s the food you like to have the most on your birthday?
96. Have you ever dated someone from another race.. Would you?
97. Would you rather be smart and ugly or dumb and beautiful?
98. What turns you on and what turns you off?
99. What is your favorite food?
100. What is your favorite sport?

20 Questions to ask your crush

20 Questions to Ask Your Crush – Language of Desire

Everyone has had a crush one time or the other, however while some crush graduate to become boyfriends and girlfriend others end up being just friends. When it comes to developing a relationship with your crush, it all comes down to how you handle those crucial together time. In this series of Questions To Ask we will be providing you with 20 question you can ask your crush to get to know him and possibly develop a romantic relationship with him or her.

So you are looking to break the ice between you and your crush and you don’t really know where to start or what exactly to say to him? Well, you are not alone. Most people feel shy when it comes to the issue of love and romance. These 20 questions we have put together is in no particular order, you can start from anyone depending on your situation. You can ask the questions in person or via text. Lets get started.

Questions to Ask Your Crush to Get to Know Him or Her

1. If you have a choice to pick any city, state or country in the world to live for the next 10 years where would that be and why? – Now this sound like a standard question but it gets the conversation going. Most people have dreams and aspiration of living in a different city or country and are restricted by either family ties or finance. Getting to know your crush aspiration and letting him know yours is a good foundation for developing a mutual romantic relationship.

2. What are your secret fears OR What do you fear the most in life? – The purpose of this question is to get to know your secret crush on a deeper level. Lasting relationship is built on trust and anyone that opens up the life and insecurities to you is developing a level of trust that should not be taken for granted or abused.

3. What advice will you give to your younger self given the opportunity? – We all have mistakes, regrets, missed opportunities in our life. Your crush have, asking about them not only give you the opportunity to know where they are currently in their lives but how far they have come.

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4. How would you define true love? – This is a serious question and if you are interested in kicking it off with your crush in the near future, you should pay attention to his or her answer on this question. People have different view about love and this gives you the opportunity to know their view.

5. Between unlimited money and unlimited love what’s your pick? – Most people believe money answers all things others think it’s love. Get to know your crush view and take it further by asking him or her why?

6. Who do you have most respect for in your life? – The purpose of this question is to know who your crush listen to. Should you both decide to take your relationship further, you need someone you can also call on should a misunderstanding arise between you and your crush. You need someone they listen to and respect.

7. What one thing always make you smile? – You need to pay attention to his or her answer to this. Knowing what makes your crush smile always can be a ticket to his or her heart. People are always comfortable in the presence of anyone who makes them smile, so mastering this skill can make you the one for him or her.

8. What’s the most romantic date you’ve ever been?  – If you are going to win the heart of your crush you need to get creative. Finding out your crush most romantic date ever gives you a view of what kind of date to either look ahead or plan ahead for. If you intend wowing your crush then this is an all important question to ask.

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9. What are you passionate about? – There is a saying that goes like this “He/she who has not discovered what to die for is not fit to live” Asking your crush about their passion is one way of showing them that you really care about their future. It shows love, it shows serious and it shows someone who is looking for a long term relationship or friendship.

10. What’s the most embarrassing moment of your life? – Once in our daily life we have all been involved in certain situation that is quite embarrassing. Asking this question and telling your own version helps in bring humor and trust to the conversation

11. What’s the worst lie you’ve ever told and did you get caught? – Some lies are just too obvious. I bet you have told a lie that’s so obvious that you wonder why you were not caught. Asking your crush their worst lie is a sure way of lightening the conversation and making everyone calm.

Flirty Questions to Ask Your Crush

12. Are you are virgin? – There is possibility that your crush is not a virgin, asking him or her this question is not design to get a yes or no question but to bring up the sex conversation. They are most likely to say “No”. You can take this question further by asking at what age did they have their first sex and what was the experience like.

13. What happened to your last relationship? – Knowing what happened to your crush immediate past relationship can give you a clue on what to avoid in order to have a better relationship. While he might still be in a relationship, asking clarifies things.

14. What turns you on? – You can’t really flirt with your crush without asking this question. He or she talking about what turns them on brings the activity to their imagination and stimulate their body. Be sure to also say what turns you on.
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15. What’s your secret sexual fantasy? – Yes your crush have a secret sexual fantasy and it your job now to find it out. Discuss this in details and ask him or her if given the opportunity how soon will they like to fulfill this secret fantasy.

16. Who do you think should make the first move, girl or boy? – Now this is an interesting question as it turns the table around on who should be doing the wooing. After this question you might notice your crush stepping up to do more of the asking.

17. What attract you most to the opposite sex? – Pay attention to his or answer on this question as it reveals if there is an interest in you or not.

18. If you could have one girl (boy) in the world who will that be? – Now, this is a clue to the kind of ladies or guys your crush is attracted to. While this is a standard question, it helps you plot your next move.

19. Are you attracted to me as a friend or something more? – This is a more direct question, make sure your eyes are fixed on his/her when asking this question.

20. If I kiss you now what would you do? – You can go for a kiss if you notice any excitement in his/her face.

21 Questions to Ask a Guy

21 Questions to Ask a Guy – Questions to Ask a Friend

Girl, it’s easy to love me now, would you love me if I was down and out? If I fell off tomorrow, would you still love me? If I didn’t smell so good, would you still hug me? Those are some of the lyrics of 50 Cent’s 21 Questions but that’s not just what this post is all about. In fact this post is about that and more. So lets assume you just met this guy and really like him but you are not sure how to get started, how to know him more, we have put together series of 21 Questions you can ask him to either know him better or to just engage him in a conversation

These questions are random and in no particular order. You can start from anyone depending on the circumstances. In addition to these 21 questions, we have added a collection of further questions that includes Intimate Questions to Ask a Guy, Fun Questions to Ask a Guy and Interesting Questions to Ask a guy. You can check our Questions to Ask category for more questions. So lets get started with 21 Questions to Ask a Guy.

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1. What are the things that attract you most to any lady? – Now be open to these question and don’t take it personal. While most question will easily say things that you possess just to make you feel happy and admired, some will be blunt. They might be telling the trust or simply trying to see your reaction. In any case, their answer can be a pointer to their character. If all the qualities that attract them to a lady is all physical then use that information in your judgement.

2. If you have the opportunity to date any celeb who will that be and why? – This is a straight forward question but an engaging one. It tells of his preference and further reveal their secret fantasy. If you want to be dirty with this (if the condition is right) you can ask “If you have the opportunity to have sex with any celeb who will that be?

3. What do you want in a relationship? – Now this is a date question, if you are just getting to know the person and nothing romantic in view you might skip this question. However if there is chance of a romantic relationship in view then this question is a perfect one as it gives you a peep into his future expectation.

4. What kind of music do you listen to and what’s your favorite song? – Music is part of everyone and a person’s choice of music tells a lot about their personality. You can also take this further by asking if he has to choose one song to listen to for the rest of his life what song that will be.

5. What is your favorite movie and what movie are you not tired of seeing? – This is a standard question. You can asking it in a casual conversation or in a dating scenario. You can also find out his favorite actor and actress.

6. Are you into sports and what’s your favorite sport? – Most guys are either fans of football, basketball, baseball etc. Asking about his favorite sport opens up a whole new conversation that can lead to discussing his passion or goals for the future. You can take this further by asking of his favorite team.

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7. What’s your favorite book and if you have to recommend a book for me to read what will it be? – Now some people don’t enjoy reading but they like to be considered smart. So you are sure to get a book recommendation and even beyond that.

8. Do you believe in love at first sight and have you ever experience it? – Love at first sight is right and most people have probably experienced it. This question is a good way to get started if you are looking for a romantic connection.  It’s fun to talk about and you both can end up talking more about your view on love and relationship.

9. What’s the funniest way a girl has asked you out? – This is a funny question and strictly to lighten the mood. You can take this further by asking if a lady has ever made any sexual advances on him and what did he do.

10. If you could change anything about your life what would it be? – Everyone has some certain things they don’t quite like about their lives. This question is designed to dig deep into his insecurities, fears and hope. You can take it further by asking why?
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Intimate Questions to Ask a Guy

11. Has a lady ever broken your heart before OR Have you broken a lady’s heart before? – This is an intimate question and it’s answer is something you have to pay close attention to if you are interested in going to a romantic relationship with him. While most guys won’t confess to cheating on their girlfriend, they’ll readily admit being a victim of a heartbreak.

12. Have you ever had a one night stand? – One night stand is a secret fantasy for most guys so don’t be surprise with a “yes” answer. You can take this further by asking why and what happened with the lady afterwards.

13. What do you do for a living? – This is an intimate question and one most guys might hesitate to answer. The reason is because what a man does for a living is personal to him. If you can get him to talk freely about his job, then he’ll open up to further question.

14. What do you enjoy doing? – For most people, what they enjoy doing is quite different from their job. They’ve not quite figure out how to make money doing what they love. Another way to phrase this question will be “If money is not a factor, would kind of job would you rather be doing?

15. Who is the closest person to you? – This also can be phrases as “Who do you trust most in your life” This question is design to give you an insight to whom he respect the most. Someone you can talk to should you need to get through to him or get him to see things from a different perspective.

Funny Question to Ask A Guy

16. What’s the weirdest dream you have ever had? – Everyone dreams. Asking about his weirdest dream is a fun way to get him relax around you and turn a past situation into fun. You can take this further by asking him if he has ever been chased in his dreams.

17. What is the worst lie you’ve ever told and did you get caught? – Guys lie, some all the time. Some lies are just plain stupid so expect something funny. You can take this further by telling him your own worst lie and what happened afterwards

18. If you’ve have an opportunity to be invisible for one day, what would you do? – This bring a lot of imagination to bare. It helps stretch a conversation and also gives you an insight to his humor side. You can again take this further by asking him what good will he do.

19. If you were a lady what kind of guys will you be attracted to? – Well, most guys will give you the quality the possess as the kind of guys they’ll be attracted to. Pay attention and again you can take it further asking why they find those qualities attractive.

20. Which would you rather be, ugly and smart OR dumb and handsome? – Again pay attention to his answer as it gives you and insight to his preference. You can also take this further by reversing the question. Which would you go for, a ugly and smart girl OR a beautiful but dumb girl.

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Questions to Ask Your Boyfriend

Asking questions to your boyfriend is a lot different from a friend or someone you are just getting to know. Questions in relationship not only serve as an avenue for effective communication but give both party the opportunity to get to know each other better. While each conversation does not have to be intense and serious, we have put together these further question specifically for asking your boyfriend. Some of these are serious questions while others are as a way of conversation. Here are some questions to ask your boyfriend.

1. What motivates you? – Your boyfriend is not like every other person. It’s your duty to not only be his girlfriend but also support him. Asking what motivates him in life gives you an idea of how to support his goals and dreams.

2. Why did you break up with your ex girlfriend? – Your intention is this regards is not to judge but to be in the aware. Most times mistakes are repeated when people don’t take time to analyze where they got it all wrong. Knowing his best past relationship will help you avoid any unexpected intrusion.

3. Do you have any secret you think I should know about? – People have secrets and sometimes are not up front in a relationship situation for fear of being judged.  Asking him if there is any secret you need to know gives him the opportunity to come clean.

4. Is there anything you’ve done in the past that you are not proud of? – No one is perfect and some of us have done something in the past that we are not particularly proud of and wish we can undo. This question give more room for intimacy between both of you.

6. What makes you insecure? – We all have our insecurities. Finding out what makes your man insecure can put you in a position to assist him. You can also take this further by asking him what makes him jealous in a relationship.

For more questions visit our Questions to Ask Category.

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