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50 Deep Questions to Ask The Guy You Like

January 4, 2021

There are countless ways of winning a man’s heart for yourself. Among which is asking him some deep questions in order to get more intimate with him. If you discover that you are getting fond of a particular guy, you can proceed to ask him some of these deep questions.

man talking on phone

There are different categories of questions to ask a guy. You can ask deep questions to your boyfriend or intimate questions to ask your boyfriend. You can also ask deep questions to your crush, flirty questions to ask a guy you like, or deep yes or no questions. Other categories are serious questions to ask your boyfriend, questions to ask a guy over SMS text, questions to ask your husband, and get to know you questions for couples.

These questions are often intimate. Forward these deep questions to your boyfriend, crush, or any guy you like for their critical response. You can ask them these questions while chatting with him on popular social networks like Facebook, WhatsApp, Instagram, Telegram, Hangout, and others.   text messages are also an awesome way to ask him these questions. More so, you may ask him deep questions whenever you are on a date with him.

Are these questions ideal?

answering deep questions on coffee break

Deep questions are ideal if you want to know more about a person. They can be asked to gain cognizance of a person’s aspirations, wishes, hobbies, fantasies, challenges, and many more. You can also ask intimate questions to know how a person reacts and deals with matters. You can use it to know their level of intelligence. More so, deep questions serve as an opportunity for you to learn more about the guy you are admiring. It allows information such as values, character, inner thoughts, their pasts, and visions to be revealed to you.

However, after meeting someone new and before you begin to develop that immediate connection with the person, you should proceed to ask them some deep questions to get to know them better. It will enable you to get more intimate with them at the earliest possible time. You can ask these questions to initiate an in-depth conversation with the guy. Thus, from there, you can confirm if he has the qualities you seek in a guy. Deep questions focus on areas such as experiences, fears, visions, past, inspiration, family, childhood, romance, and perception about a specific behavior, about the society, and many more.

It also helps in building a bond with the guy that you like or even your present relationship. It helps you learn new things about him, hence, improving the relationship that exists between both of you.

Useful tips in asking deep questions from a guy that you like

Here are some useful tips you need to consider if you intend to ask deep questions from a guy that you like;

  • Some people do not like to be asked certain types of questions. They consider them private and will rather keep them intimate. This includes questions that are personal to them and those that relate to romance and sex. So you should be very careful when you want to ask deep questions from a guy you like.
  • Deep questions need to be asked at the best time.
  • Also, it would be best if you took your time with him. Don’t rush him with these questions as it may make him think that you are eager to know his answers. He might fear that you are asking such questions due to some unknown reasons.

Reasons why you should ask deep questions from a guy that you like:

The following are some reasons why you need to ask deep questions from the guy that you like.

  • Deep questions enable the guy to see you as an intellectual person. It gives the guy a very distinct perception of your personality. It makes him regard you as a smart person, which might increase his interest in you.
  • Deep questions show you envisage a future with him
  • It creates a sense of trust and commitment between you both.
  • In addition, Deep questions can lead to a serious relationship between you and the guy. Since you already like the guy, deep questions can make him want you as his lady. It’ll make him see you as a serious and loving woman.

Hence, this article includes fifty (50) deep questions that you can ask from the guy that you like;

Deep questions to ask your boyfriend

couple in white talking intimately

What was your first thought at our initial date?

(To know if his thoughts on your first date with him are similar to yours, you can forward this question to him to gain awareness).

Do you see me as a good wife material?

(This allows you to know if he sees you as the type of lady he wants to get married to).

Would you regard any man that marries me to be lucky?

(This is a question that can help you know if he wants to marry you).

Do you wish to work in an organization or to own a business?

(You ask this question to know if he aspires to become an entrepreneur or work for someone).

What do you wish to own before you can start thinking of getting married?

(Some men wish to own their own houses, cars, businesses, etc., before getting married, Asking this question may let you know his plans and if he has been thinking of getting married).

Did you feel like kissing me on our first date?

(If you wish to know his initial feelings or why he was staring at your face on your first date, asking this deep question can be helpful).

 Do you prefer hugs to kisses or the other way round?

(This can help build a bond between you and the guy).

 Who am I to you?

(Asking a guy you like this deep question will let him believe that you hope for a future between you and him).

Do you remain friends with your ex-girlfriends or you lose all connections with them?

(Asking him this question will let you know if he’s the type of guy that keeps friendships with his ex-girlfriends).

What have you always wanted as a gift?

(Knowing this can serve as your guide in surprising him).

 What’s the most unique thing about you?

(This deep question will allow you to know what he counts special about himself).

What’s your biggest secret, and how bad do you see it?

(Asking him this question will make him feel like he can confide in you).

What did you learn from your previous relationship?

(People learn from mistakes. Asking this question will make you know his mistakes and lessons from his previous relationship).

What do you know as your strength and weakness?

(we all have flaws and strengths, what are his?).

Are you close to your siblings?

(This helps you to know how much he values his family and the extent to which he keeps in touch with them).

What new skills do you wish to learn?

(If you wish to know if he’s ready to acquire new abilities, you can ask him this question to know his thought).

How do you call your worst habit? Good or bad?

(Asking this question will enable you to know his bad habit and how he feels about it).

Deep questions for your crush

couple by the pool

What do you miss and haven’t got to do for many years?

(You should ask this question to know what he had been lacking and still wants it).

For which of my qualities do you think can make you fall in love with me?

(When he replies this, you can keep doing those things to win his heart).

Do you prefer romance movies or action movies?

(Some guys are romantic while others lack it. Asking this question can make you know if he’s romantic or not).

What do you derive so much joy in?

(If you lack knowledge on his hobbies, you can ask him this question to know the activity that offers fun to him).

 Do you see yourself as an introvert or extrovert?

(When you ask this question, you’ll gain insights on his way of reasoning).

Do you see us staying as friends or as couples in more years?

(If you wish to know if he’s developing feelings for you, you can ask him this question).

 Among your parents, which of them are you closer to, and why?

(It’s usual for people to love one of their parent than the other. This question allows you to understand the level of relationship between him and his parents).

 Do you trust me now, and what would make me lose it?

(Asking this question will let you understand his level of trust for you).

 What’s your major aim to achieve in life?

(Ask him this question to know his biggest dream).

 Is there any behavior that you can’t tolerate from anyone?

(This question helps you to know what he can’t manage or endure from anyone).

 Are you struggling to change something about yourself, and why do you need to change it?

(This question involves characters that aren’t easy for him to do away with).

 In a day, is there anything that you can’t stay without doing?

(You can put forth this question to him if you want to clear your doubts if he’s addicted to something).

 Is there any favorite thing that you love doing alone?

(This question can be asked to know what he loves doing when alone).

What’s that thing you’ve always wanted to try but have never been opportune to try it?

(At times, people want to experience something but have never had the chance to catch that experience. Asking him this question will let you know the experience he’s chasing).

What’s the most embarrassing moment you’ve ever experienced?

(You can ask him this question to gain cognizance of how he got an embarrassment that keeps lingering on his mind).

What’s the best experience you’ve ever had?

(You can ask him this question to know the experience that is still being retained in his heart).

 Do you like going on adventures?

(Adventures are often fun, You can ask him this question to know if he likes gaining new experience).

Is there anything that is unchangeable about you?

(This allows you to know some of his downsides that you may have to cope with).

Serious questions to ask your husband

couple talking deeply

What worries you the most?

(You might want to prove to him that you care for him by asking this question. It helps you to know his worries).

What’s the biggest regret you’ve ever had?

(As a lady that likes a particular guy, you can ask him this question about his worst mistake).

What do you have and would never want to lose?

(This question allows you to know what he cherishes most and would do anything to retain).

 What do you feel has been your dream come true?

(Asking the guy this question will enable him to see you as an intellectual person. It gives him a very distinct perception of your personality).

 Do you feel happy doing your job, and is that your dream job?

(You can ask this question to gain cognizance of how he feels with his current job).

 Do you think a cheating spouse deserves forgiveness and a second chance?

(This allows you to know his level of tolerance to a cheating partner).

 How do you feel is the best way for men to spend their weekends?

(Some men spend their weekends with their family. Some others prefer to go out with their friends. This question allows you to know his point of view).

Is there anything you’ve always wanted to ask me?

(This lets him feel comfortable with you).

 What’s your dream kind of house?

(Asking this question will help you know his taste).

In the next few years, what position do you see yourself in?

(This deep question enables him to present you as an optimistic personality. It also makes you know his plans for the future).

What’s the biggest lesson that life has taught you?

(Asking him this question helps you know what he has learned from in life).

 Am I doing anything wrong that you don’t like?

(When you ask him this question, it will make him pour out his mind on the things he dislikes about you).

 What comes to your mind whenever you are experiencing a huge challenge?

(You can ask him this question to know how he copes under challenging times).

 What difference can you point out about yourself in the last 5 years?

(You can ask him this question to acquire knowledge on his achievements in the past years).

 What is the greatest memory you’ve had and would never want to lose?

(Either good or bad, everyone has experienced something that they still hold memories. Asking him this question will let you know his best experiences).

couple holding each other tightly

 You may also read

  • How to get your ex back
  • 15 Dating Rules That Will Make Him Marry You [2021]

15 Dating Rules That Will Make Him Marry You [2021]

December 29, 2020

Dating rules are a set of guidelines or principles of some sort which, when complied with, give you a superior edge over other ladies because they accurately guide you in what you need to do to attract that man of your dreams. With these rules put in place, men treat you with nothing short of respect. The guidelines provide you with standards that make you an attainable goal and a substantial treasure suitable for any responsible man.

15 Dating Rules That Will Make Him Marry You

The thing about these dating rules is that they are relative, hence a good reason for discretion where these rules are concerned. Although they are laid down rules you may have to follow, never forget to be yourself. You shouldn’t become another person entirely just because you are following these rules. If for anything, these rules are here to guide you in areas of self-discipline, improvement, and development. They help you with the steps to take, the corrections you should make, and the red flags or mistakes you should avoid.

15 Dating Rules That Will Make Him Marry You

 

The Dating Rules are as follows;

  1. Be sure you’re ready for a relationship.

This is something we often overlook, and we make no big deal out of. You honestly should ask yourself if you’re ready for a relationship and get a response! Again you would ask, readiness in what sense? Readiness in every sense of it! Physical, mental, emotional, financial, and even health-wise, be sure you want to do this. The plain truth is that relationships require commitment, so ensure you’re ready for a relationship first.

  1. Be approachable.

You know what they say about like charges attracting, right? Yes, that’s ultimately true, and the same applies to your romantic relationships too. Meeting places could be at conferences, sports centers, bars, offices or some other areas but wherever it could be, you should be approachable Dress properly, look good and smell nice. Put that beautiful smile always, and do what you love to do best.

  1. Don’t make the first move.

Some people do not make a big deal out of this dating rule, and that’s fine. However, as I stated earlier, these rules are relative. I advise that you do not make the first move though, because that may make the guy in question feel like you’re desperate. The truth is if he’s interested, he’d take the initiative and make a move. Nobody wants a mummy’s boy for husband material; we want a grown-up man don’t we?

15 Dating Rules That Will Make Him Marry You

  1. Don’t be caught staring.

When he catches you staring, that could be embarrassing, you know? I’m not saying you shouldn’t take glances, but be smart about it. Some people would look at you and make it so obvious that they are staring, and most people find that very offensive. You don’t want to put him off at that first instance right? Then don’t let him or even his friends catch you staring. They would eventually gist about it later. Just ensure that you appear approachable and leave the rest to him.

  1. Handle date invitations reasonably.

I advise that you do not accept his first invitation for a date. It may make you look too eager. You should turn down the invitation politely and maybe come up with another excellent plan. Emphasis on politeness because you sure do not want to ruin everything. For subsequent invitations, allow him to suggest the places to go. He’s the one taking you out. The only exceptions are when he asks for your opinions, and even at that, let your choices be very reasonable. Don’t suggest expensive places or cheap places, either. Go for places with reasonable charges and excellent quality services.

15 Dating Rules That Will Make Him Marry You

  1. Be appreciative.

Appreciate the little things he does. If he opens the door for you, smile. If he does anything, even when it feels like it is his responsibility, appreciate him. Call him, text him, chat him up, get him gifts, be creative in how you appreciate him. Outdo him in expressing gratitude always, and you would see him follow suit. An example is not just one way to lead; it is the ONLY way to lead.

  1. Don’t meet regularly.

The idea is that you don’t want him to get too much of you, especially at the start of your relationship. So maybe at least twice a week would do. However, this should not stop you from communicating with him all week long. Ensure you speak with him as often as possible because this is a major build-up for your relationship. While communicating with him, ensure you do not talk too much too. Talk as little as possible because the more you talk, the more the chances are that you’d end up saying the things you shouldn’t say, which might make you look silly at times. You don’t want to look that way, right?

  1. Never act like you’re in a rush to get married.

One thing you should never do is to bring up discussions about marriage first. Ensure that your actions are not even sending signals in that regard. Never give a man the slightest hint of how much you need him to propose to you. It never goes down well. Wait till he brings up the topic for discussion. However, after several months of dating and he doesn’t give a go-to signal on whether he wants to get married to you, leave him. You surely can’t till forever. Do not waste your time waiting and hoping he would propose someday.

  1. Take care of yourself.

You need to also take good care of yourself. Ensure that you stay healthy, eat well, have fun times with your girlfriends. Don’t let your other relationships be affected because of your relationship with your man. Take up those courses, foster your career goals, businesses, jobs. Every man wants that beautiful, smart, and talented woman.

15 Dating Rules That Will Make Him Marry You

  1. Show your affection.

There are several love languages and whichever way you can express them, always feel free to do so. Give remarks on his looks, his dressing, his achievements. Let him know you are proud of him. Be very supportive. Every man loves that type of woman. Be very thoughtful too.

  1. Be involved only in a Mutual Relationship.

Your relationship has to be mutual; it mustn’t be from one end. If you see that your love is not reciprocated, that may be a red flag, and you should be very cautious. You may need to take bold steps to ask questions, but if that is not working out too, then he may not be Mr. Right. Don’t waste your precious time on someone who doesn’t love you or someone who mistreats you. Leave him alone and move on.

  1. Be fun to be with.

Be that kind of person that takes a joke even if it’s personal. You could be a very serious type but be fun to be with also. Let your man always feel comfortable around you all the time. Welcome pillow fights, laugh hard together, watch Netflix together, create fun moments together. Just do your thing and be happy. You deserve happiness!

15 Dating Rules That Will Make Him Marry You

  1. Don’t act out.

There would be little arguments here and there, but ensure that you do not always act out. Address situations that may seem out of hand calmly. Don’t let your emotions get out of control. Take the blame if you’re at fault and apologize. When you do this, he may do likewise, and this would strengthen your relationship.

  1. Don’t move into your partner’s residence until you both are married.

One mistake many ladies make is moving into their partner’s apartment when they are yet to be married, it is termed as a trial marriage. There’s no such thing as that! You are either a Miss or Mrs and if you’re not married to him yet, you are still a miss. Don’t be deceived! This doesn’t hasten up the marriage process but instead slows it down. He’s got you, after all.

  1. Be Independent.

Have a life of your own. Be independent, at least to an extent. You may not have it all together but then try to be involved with something, a craft, a business, or a job. You are gifted, yes you! Don’t make your man feel like you’re a liability to him. Don’t forget that this is to the end that you both get married. Every man loves a hardworking lady, a very supportive one at that. One thing about a healthy marriage is that it is two givers coming together. Don’t be focused on the receiving end alone, but be a giver also.

15 Dating Rules That Will Make Him Marry You

 

You May also read

  • How Ego Can Ruin Relationships
  • How to Rediscover Yourself When You Feel Lost
  • Best way to get your ex back

These dating rules summarize that You should never leave your date with the opinion that you are desperate to get married. Instead, let him know by your actions that you have a life of your own and you were doing pretty well before you met him. Never make him feel his burdens multiplied because he met you. Be classy, smart, and spontaneous. Don’t be too clingy and overly dependent; let him know that you’re everything he needs in a woman. You achieve all of these when you comply with these rules.

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Hello! My name is jazmine and i welcome you to my blog. I am a work-at-home copywriter, author and mom  who decided to start blogging because I truly enjoy writing. I created jazsyme.com as a way to connect with people, exchange tips, relationship advice and share stories.
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