Questions to Ask a Guy: Get To Know Him Better

A guy can be a tough nut to crack but insightful and intelligent questions can open him up. Asking the right questions can help you get to know a guy better and uncover his true feelings and intentions.

For thousands of years, society has tried to segregate men and women, leading to a lack of knowledge about the other gender. When it comes to getting to know a guy, the steps are pretty straightforward, even if the guy looks enigmatic as hell. Men are not hard to understand or read. Today, I will teach you how easy it is to get to know a guy.

How to Get to Know Him Better?

If you want to get to know a guy, the first thing to do is observe him. See how he talks to his friends and how his friends treat him. Look at how he treats strangers and people less fortunate than him. These small observations will let you know if the person is worth learning more about or if he is your type.

Tips to Know Him Better

Once you are sure that you like him and want to know more about him, you move on to the next phase.

There are two steps to take to learn.

The first step in the next stage is to ask other people around him about him. This may include his close friends; this one might be tricky because you might be afraid they will tell him about you asking them. If you can’t do that, you should ask for an opinion about him from your close friends, especially the guys. Men know other men a lot better because men have a limited number of personalities. You can also ask questions from some of his acquaintances too.

The other step is to approach him and ask questions yourself; this is much easier than you think. Men are more reluctant in approaching a girl, so if he gets confused or gets shy, don't worry about it, that will pass. Here are some questions you can ask him to get to know him better.

Questions You Can Ask From A Guy

There are tons of ways to go about it. It depends on how you want to be seen in front of the guy. The best tip is to be yourself, but if you have self-doubts, here are some things you can begin with.

Random Questions to Keep Yourself on the Safe Side

When you begin asking questions from someone you have just started talking to, it is best to be on the safe side and not cross too many boundaries. Go for something like these random questions:

1. What is your favorite joke of all time?

This is a good ice-breaker. The question will not only keep you on the safe side but it is bound to make him laugh about his joke. Getting someone to laugh with you is the best way to make them comfortable around you. On the plus side, this question will tell you about the kind of humor he enjoys.

2. Are you a dog person or a cat person?

This question is relatively innocent, yet it will give you answers for the future. It will also let you know if there is some familiarity between you two or not. If he chooses the same animal as you, it would be great because it will subtly give you a chance to flirt with him.

Funny Questions to Open Him Up

As I’ve said before, making someone laugh makes them comfortable, so it’s better to start by making him laugh. You can start with some funny questions like:

1. What is the one thing you are terrible at?

He might be terrible at many things, but he will tell you about something he is most terrible at. If he gives you a detailed answer about the time he attempted to do that thing, it will make him laugh and give you many things to help you continue the conversation.

2. Have you ever peed in your pants as a child?

Everyone has a good “peed in their pants” story from their childhood. Asking this question will open him up about his childhood and give him a good laugh. After food, laughter is the best way to get to someone’s heart.

3. What is your most embarrassing wardrobe fail?

Another question that will make him go down memory lane. Wardrobe fails are one of the hilarious memories of a person, embarrassing yet funny.

Know Him Deeper With These Questions

Once the guy gets comfortable enough with you, you can go ahead and ask him questions to know his deeper self. Your question can be around these:

1. What is the thing that you are most passionate about?

This question can be asked by anyone to get to know them better. Your passions define what kind of person you are. This question will tell you what he loves the most and how hard-working he is if he answers what he is doing about it. This is kind of the go-to question for anyone you want to get to know better.

2. What is your biggest fear?

Comforting someone from something they are afraid of is the best way to get close to them. Apart from that, it is also an excellent way to know them better.

3. What is your idea of a perfect date?

Take notes of his answer and keep it memorized. If you get lucky enough, you might need it later for a particular day such as Valentine’s Day, his birthday, or even your anniversary.

Question to See If You Have Chemistry

The next thing to do will be to know if you two have enough chemistry to work this out. That can also be solved with a few questions. You can go ahead and ask:

1. How does a perfect day look like to you?

When you ask someone about their perfect day, they will go into detail; those details can have a lot of information that you might find common between the two of you. This question is a great way to get to know the chemistry between you two.

2. What is your favorite travel destination?

Wouldn’t you want to know that in case you two got together and wanted to go on a trip together? Isn’t it better to know if both of you like the same places if the former happens? This question answers these two questions.

3. What are your priorities in life?

This question will answer everything in quite a detail. This will let you know if he is the kind of person who wants to settle down with his life or live like a free spirit. If he prefers the latter, then you can have your closure and move on to things that will be more permanent in your life.

Flirty Questions to Ask Him

If you feel like both of you have chemistry, you should go ahead and flirt a little. Flirting will give him a hint about your intentions, so don’t shy away from it. Flirty questions to ask could be like:

1. What do you think is my best feature?

This question might start a barrage of compliments so beware. On the other hand, this might be precisely what you want; of course, you want compliments from a guy you like.

2. What is your perfect “First date” place?

This question will let him know that you are interested in his opinion and invite him to take you out there.

3. What is your idea of the perfect gift that would make you fall in love with someone?

This question is another hint thrown at him. Once you get your answer, you know what to buy for his special day. Grab your credit card, girl; you are going online shopping to make him fall in love with you.

Questions to Know His Intentions

At some point, you need to find out his intentions about you. You can ask him that quite subtly to know if he is interested in you or not. You can go ahead and ask:

1. How do you think it would be if we dated?

This question is quite a bold move, but it will clear out all your doubts. If he replies positively, this is a green light for you.

2. What are you looking for in life, relationship-wise, short-term, or long-term?

This question will surely give him a hint about your intentions and tell you what he wants. You need to think if his answer matches yours or not.

Questions to Get his Attention

Conversation starters or getting someone’s attention is hard, but don’t worry, there is a question for every situation. If you want to grab that special guy’s attention, you can ask something like:

1. What is the one wrong assumption people have about you?

Guys are pretty touchy about what people think about them, so he will explain in detail what people wrongly assume about him. If you ask this question, this is bound to get his attention.

2. Would you rather have a new Play Station for free every time a new version comes out or have your favorite sports car?

Gaming consoles and cars are the two things that are a sure way to get a guy’s attention. This question will keep him confused for a long time, and he’s going to be answering this for a long time. In fact, this should have been the first question to ask him to get his attention.

3. What is your favorite sport, and do you just like watching it or playing it too?

The peer pressure on men has forced them to like at least one sport, so there is a high chance that he also might have one. Guys can talk about their favorite sport all day long. If you are interested in the sport, well and good, if not; well, you can go ahead and ask your brother or father about it a little to make the conversation.

Question to Make Him Blush

Making a guy blush is the best way to know your flirting game is strong. To make a guy blush, you can ask something like:

1. How many hearts have you broken lately? Should I be afraid?

This is a two-part question but also relatively straightforward. He will get to know you like him and also make him blush because this is a compliment of the highest degree.

2. Do you know what kind of guys I like?

This question will get his heart racing, and his mind confused. Let him answer the question in detail. Once he is done, describe a guy exactly like him, but keep him wondering if it is him or not. It’s quite a fun game to play.

3. Have you always been so cute, or do you eat bunnies for breakfast?

If this question does not make him blush, nothing else will. Sorry lady, he is not just that into you. I am just kidding! But seriously, this is definitely going to make him blush or even become shy.

Questions to Get Closer With Him

Flirting will get you close to him, but knowing his innermost self will get you even closer. Ask him about some profound things to get him closer to you; something like:

1. What is the most memorable thing from your childhood?

This question will open up the doors to nostalgia and a lot of stories. This question will lead to a deeper conversation and an even deeper bond between the two of you.

2. Can you tell me one thing you have not told anyone?

If he answers this question, it means that you mean a lot to him. Knowing one of his secrets will get you quite close to him. He will trust you much more than before if you keep his secret.

Questions to Make Him Uncomfortable

Sometimes you need to make him a little uncomfortable to get to know his true intentions. It certainly does not mean you have to creep him out, but it’s only a step ahead of flirting to make him blush.

1. Do you think you can fall in love with me?

This question will lay all the cards on the table; he might be uncomfortable answering this question but will eventually tell you his true feelings about you.

2. Can you feel the chemistry between us, or is it just me?

This is a simple yes or no question, but it will still get his heart racing. Not only that, but it will also confirm or deny his interest in you.

3. Do you work out?

This is a sure way to tell a guy you have been checking him out. Also, this will make him blush and shy because he knows you are complimenting him.

Questions to Ask If You Want to Know Him as a Friend

Sometimes the guy is just not the right match for you, but you still might like him to be your friend. Here are some questions that might make you get to know him better as a friend.

1. If you had unlimited money, what would you buy?

This question is far from a flirty one, and it is completely fine to ask in a platonic relationship. This throws out no hints or intentions of any kind.

2. What kind of movies do you like?

This is a question you can ask anyone, whether it is a friend, crush, boyfriend, or even your mum and dad. So keep this question in your arsenal for all types of situations.

3. What was the worst job you ever had?

Quite a simple and innocent question that you can easily ask your friends. It’s not a bad idea to take an interest in your friend’s life.

Questions to Know Him Better Over Text

Keeping a text conversation alive is quite hard. The first thing to remember is if you want to keep texting without boring each other, reply within thirty minutes unless you are busy. Some questions to keep the text conversation going could go like this:

1. How was your day?

Asking someone this question after a long day is the best thing you can do for them. Humans are social animals, and they love to share their burdens with someone else. Making him talk about his day is a sure way to keep him talking to you.

2. What do you look for in someone you want to consider to be your partner?

This question will keep him quite busy with the answers, and if you are interested in him, this will let you know if you fall into his category or not. You can answer your preferences after he is done with his.

Guys are much easier to approach than girls because they have more self-doubts! Never be afraid to go and talk to a guy you like. Even if you get rejected, don’t worry about it; at least you tried. It’s better to try than to regret it later on. You will forget the rejection, but the baggage of not trying at all will stay on your shoulders for quite a long time.