Questions to Ask a Guy

Questions to Ask a Guy
By Soma Banik Updated

The moment a guy finds a beautiful lady before him, he starts sweating and becomes extremely nervous. So ladies! Not only you spill your drink on your dress nervously, guys do the same. In this scenario, it is extremely important to make him relaxed with interesting and cool questions. Well, obviously the questions would not sound like an interview. They would actually showcase your interest in him.  I am sure that right now you are thinking what can be the questions to ask a guy to make him comfortable.

Well, we are here to save you. Now, before we jump to the main part, you need to know that there are two types of questions. One is closed-end and another one is open-end. Closed-end questions generally end with a yes or a no. Whereas, open-end questions always open a gateway to broader discussions. And we want this prolonged discussion to happen.

100+ Questions to Ask a Guy: Blossom Your Curiosity 

So, we are going to give you a set of top 100+ questions to ask a guy so that an equation builds up between you two. We will elaborate each question individually to give you a proper framework. Are you ready to take part in this adventurous round? Then, here you go.


So, how are you?

It would always be our first preference in the list of questions to ask a guy. This simple yet powerful question is often neglected. But you can trust us, this works always. It shows that you are concerned about his well-being. That trivial feel of well-being always hits the perfect note. With this question, your guy starts feeling comfortable gradually. It also creates a positive vibe.


Which is the one food you would like to try out today?

Dating is inseparable from food. It is for obvious that ultimately you two would head to a restaurant. This question would show that you are interested to know his taste and culture. So, this is another good question to make him comfortable and provide him with more space.


What is your best childhood memory?

Now, when he has started becoming comfortable, this question would give him a great boosting. It would compel him to go down to his memory lane. And suddenly, he would feel joyous. Every guy wants to cherish his childhood memories. The question would leave a good impression on his mind about you. So, do not ever forget to include this in the list of brilliant questions to ask a guy.


Which is your favorite sport?

Aha! Gotcha. Every guy loves to play sports. If they do not play, at least they love to watch sports channel. So, this question would imply that you are not only interested to know him, but also his habits. Your guy would love when he finds that you are eager to know his interests as well. This is such a question that many ladies miss out. But, trust us, it is important to know as well.


What do you love the most about yourself?

It is a very special question. Special because this question has an extremely positive vibe. Your guy would feel special and proud at the same time while answering your question. It is important to know whether he has a clear idea about himself or not. So, do not forget to ask him this one in any context.


What is your favorite breakfast item?

It may not add a value to the discussion, but indeed this is one of the interesting questions to ask a guy. Not everyone has the same breakfast eating habits. Different people like different breakfasts. So, this can be a fun question to ask. Try to know his favorite breakfast item and also share yours. This would help you two to become more comfortable with each other.


What is your current favorite TV show?

Mostly, girls love to watch TV shows. So, it can be a fun question for any guy. Actually, it would be very wrong to say that only girls watch various TV shows. Guys love to watch too. Though the genres can be different or similar. And, somehow if his choice matches with you, then it would be like hitting a jackpot. You two would be able to chat for a long time about your favorite shows.


Which genre of movie do you love to watch all the time?

This is another marvelous question to know his choice and preference. Every guy and girl love to watch movies. And this is something that would bring you two closer. Just imagine in case it matches with yours, how amazing it would be! Another important aspect of this question is, if you find anything bizarre in his answer, then also you would get time to judge him. So, do not overlook this one, it is one of the intelligent questions to ask a guy in order to know his characteristics.


Which is your favorite color and why?

This is one of the most basic questions but can be very amusing though. This might look like a closed-end question, but you can always improvise the question or can have an open-end discussion by sharing your choice. If both of your choices match, that would be amazing.


Where is your hometown?

This basic question would help you to know his culture and upbringing in a lot more detailed way. Ask him more about his hometown, its cultures, festivals, and many things. We believe that this question is not just another dead-end question, On a broader perspective, this particular query is a way to know about a person’s background.


What is your signature perfume?


Questions to Ask a Guy about Perfumes

Some guys are extremely particular about fragrances. It is one such aspect of our life that is extremely important. It is important to smell good. By asking this question, you would come to know not only about his preferences but also about his hygiene habit. Generally, guys prefer woody or citrusy fragrance, but it may vary. So, sometimes you need these type of questions to ask a guy as well to understand his taste and knowledge.


Which outfit do you love to wear on a daily basis?

This question is actually a very basic one and something that can only be asked on a first date. Many ignore this question, but it is definitely a brilliant question that can impress any guy. This question would showcase that you are actually keen to know his outfit choices which in turn would imply that in future you are going to modify that on his behalf.


Are you an extrovert or introvert?

It is a straightforward question but can unravel much mysteries. Once you know his type, it becomes easy to understand him. Introvert people have a different dialect and way of thinking. They are more timid and composed. Whereas, extroverts are loud about everything. They never feel shy to express their thoughts. So, it is an excellent idea to have this question in your bouquet.


What is your favorite cuisine?

It is always important to know about your partner’s food preferences. Because if your choice matches with him, it is a bang. But, in case of dissimilarity also, you two would get to experiment with a number of cuisines. Probably this is the beauty of a culture and cuisines, they can bring two people closer and closer. So, these sort of questions to ask a guy is always very fun.


How do you spend your holiday?

Holiday is a time when we all go into a relaxation mode. This is important because continuous stress can make you insane. Yet some people are so workaholic that they do not spare the holidays also, they keep doing their office works or some other works during holidays. In this context, it is important to know about your partner that what he does on holidays. If he loves to do fun things then excellent. If he is just the opposite, then you are going to have a tough time.


What is your dream holiday destination?

Who does not love to go for a trip on holidays? So if you get a positive and fun-filled answer to the previous question. Then this becomes a valid one in that context. If his answer matches with your choice, then feel lucky because your holiday is going to be mind-blowing. If it is not, then also you are going to have an amazing adventure in your holidays. So, in both the cases, you are going to enjoy for sure.


Which is your current favorite track?

Music always refreshes our mind and soul. Music has such a healing power that everybody can feel. You need these type of basic questions to ask a guy not only to know your guy’s music taste but also to create a gateway to discussions. You two can talk about music, bands, performers, artists and many more things. So, this may sound like a closed-end question but in reality, can bring a trail of questions along with it.


How would you define yourself in one line?

Sometimes, a one-liner can define many things. This is a fun question which has a great value and has a subtle philosophical touch. It is a truth that very few people has a clear knowledge of themselves. So in this context, it is important to know that what your partner thinks of himself. This one-liner can be an eye-opener for you.


Which one thing people find child-like in you, but you think that is cool?

Who says that it is necessary to do adult-like things always? In fact, there is no such definition. So, a person can do child-like things that few people may find childish. Your guy can do things that he enjoys to do, but perspectives may vary. So, the same thing can be disliked by other people. This open-end question would boost his confidence and would give him a great moral support. So, in every aspect, this question is important.


Which fictional villain character do you love?

Negative characters have a variety of shades. Especially the characteristics of fictional villains are actually combinations of grey and white colors. It won’t be surprising if he loves a certain villainous character. In fact, this is a mature question because it would prove how wise you are. You are one of them who does not have only ‘good’ and ‘bad’ words in the dictionary, you believe in more shades. So obviously, your guy would love to answer your question. Undoubtedly, you can include this question in the list of questions to ask a guy.


How would you describe your parents?

This is a question that has a personal touch. Your crush would love to hear this question from you. This type of questions are always neglected, but these have great values. A son has his own perspectives for his parents. So, you would love to know about his equations with his parents.

But if he does not want to answer or starts feeling depressed, then never ever force him to remember such things. Just simply avoid the question.


Which is the best thing your mother taught you that you would never forget?


Questions to Ask a Guy about Parenting

Moral values, principles can define a person very well. We learn our first lesson from our parents or to be specific from our mothers. These things always remain like gold in our hearts. It is expected that your guy would love to answer this question. This is something we all want to share.

In exceptional cases, if he feels uncomfortable to answer, it is better to avoid these sorts of questions.


Which is your favorite movie?

That’s true! We all have our favorite movies. Sometimes, movies can match the chords of two hearts. Our favorite movie also portrays our frames of mind. This is kind of reflection of our thoughts. So, movie related questions to ask a guy is a brilliant idea in order to know him more.


Which is your favorite beverage?

We all have our own choice of beverages. This is a very basic question to know his choices. There will always be some questions which would help you to know about his habits and choices. And, this is one such question. We are not talking about tea or coffee in specific. Favorite beverage can be anything.


Do you believe in magical numbers?

Magical numbers are more like lucky charms. Everyone has particular numbers that make them fortunate. But many people do not believe in that because it has got very minimal scientific facts. So, this question would give you a clear thought whether your partner believes in these things or not. This is not just any basic question but can work as an eye-opener too.


Do you love playing chess?

Chess is a game that can nurture our thoughts. It is also known to be a very difficult one to learn. So, if your guy can play Chess, you should know that it is a brilliant sign. This is another fun question that indicates his intelligence-quotient. So, do not hesitate to curate these type of questions to ask a guy in your mind.


Do you believe in supernatural powers?

Supernatural powers, ghosts, apparitions are real and that has also been proven by Science. But, many times people become too scared to believe them. This question would definitely not imply anything. But you can know whether he is logical or not.

Many times, people believe these are silly things and are driven by our superstitious beliefs. In reality, only a scientific person can understand these things.


Are you a cat person or a dog person?

Questions to Ask a Guy about Pets


Do you want to fill your life with cute puppies or cute kittens? Then obviously you would expect your partner to be like that. Cat persons or dog persons are actually great companions to one another. Their vibes match pretty well. So, if you find a similar person that would be amazing.

In case, he does not like either of them then also don’t feel upset. It might be possible that he loves some other animals. And with time, you might fall in love with them.


If you are given power to fly, which country you would visit first?

This is absolutely a fictional question and something that extremely logical persons would never understand. If your guy loves Spiderman, Superman or those Superhuman characters then he would love to imagine this one. He would definitely enjoy answering this question. As this is a fun question, so it is expected that he should have fun too while answering it. Do not think that he might consider you as a silly girl after asking this question.

Sometimes, imagination can give you wings of freedom that is necessary too. So, without giving a second thought, parade these type of questions to ask a guy in your mind.


Whom do you admire the most in your life?

Every one of us has a special person in our life whom we admire the most. They motivate us and inspire us. So, this is a special question in every aspect. Your guy would love to talk about the person whom he admires the most. His answer would also give you an idea about his ideologies and his frame of mind.


Do you love shopping?

Aha! Now, that is a fun question. Usually, girls love shopping. They worship shopping like God. Whereas this might be a great question from a boy’s perspective. Feel fortunate if your guy loves to shop too. Otherwise, you might have to drag him with you in the malls. In either scenario, this question is fun. So, do not hesitate to ask him this question.


Which is the one thing you buy maximum?

We all want to hoard a particular item. That can be anything and varies from person to person. Some guys like to hoard games, while some love to hoard watches. So, to know him and his choices more, this is a vital question. You can also talk about your choice and love. That would create a perfect discussion. So, not only basic questions, you need some fun questions to ask a guy too.


In which category, you believe you are an expert?

Again a fun question that would help you to know him better. This question would clearly imply his decision making capability and would also imply whether he knows himself better or not.

Not many can answer this question straight because we always take our expertise with a pinch of salt. This question would prove how much your guy is confident about himself.


Do you have any tattoos?

Tattoos or body art is not only a mere art but portrays a specific belief or love for something special. Many people love to ink their names or names of their near and dear ones on their body. So, this question is important in order to know his thoughts and beliefs.

If he does not have any tattoos, then you can ask him why he does not like to ink one or what is his belief.


Which type of music do you love to listen all the time?

While it is important to know his food and beverage choices, it is equally important to know the genre of music he loves to listen. Well! If his choice matches with yours, then that is wonderful. Otherwise, you two can experiment with each other’s choice. So, this is absolutely one of the funniest questions to ask a guy on the first date.


Which funniest meme have you read recently?

This generation loves memes. In fact, they speak and understand the language of memes. Memes can turn your dull life to absolutely lol life. So, this question would give both of you some giggling and ROFL moments.

In the same context, you also can share something that you read recently and had a good laugh. Laughter always binds two hearts. So why not, just go ahead and spread some laughter with this question.


Do you love rock bands?

This is a conflicting question. Whether you like it or not, many people love listening to rock bands. They find this genre of music quite soul-provoking. So, if your guy loves to listen to this genre, ask him why does he love this. And turn this dead-end question into a broader discussion. Well! If you absolutely loathe this genre then pray for a negative answer.


Who was your first celebrity crush?

Ahem Ahem! We all have this special moment when suddenly a celebrity becomes the crush of our life. Suddenly, we start watching all of their movies, works and in fact, suddenly we start reading all of their interviews too. Also, we start collecting their pictures. Overall, to have a crush on a celeb is absolutely real and filled with fantasies.

Ask your guy about it You two can enjoy a great moment together by talking about each other’s crush. This is definitely one of the interesting questions to ask a guy.


What is your favorite junk food?

Questions to Ask a Guy about Foods


Aha! I know right now your brain has become crazy after reading this question. Burgers, pizzas and french fries are blocking your path of thought process. Well! The question is who does not love junk foods. Stop counting calories and hold your preaches. Junk foods give us an excessive amount of happiness. So, we are pretty sure that your guy would love answering this question. If you two are having a conversation within a restaurant. Then you can order that particular food too for him. In this way, he would feel special.


What is the first interesting thing you do every morning?

Everyone does some usual chores in morning. But many times, we do things which are unusual or off-bit. It is actually a fun question. Your guy might blush as well while sharing this. Morning moments are always personal, so remember to hear his words very carefully and vouch that you share his secret with anyone.


Do you blush when a beautiful girl looks at you?

Come on! You know the answer well. But, when you ask the question to a guy, you can definitely expect a different answer. An answer which is accompanied with blush and smile. So, the question itself becomes very special. Do ask this one to your guy and enjoy his expressions. So, do not forget to have these type of mischievous questions to ask a guy in your kitty.


Are you afraid of anything?

This is kind of a basic question where you want to know his fears as well. He would also love to share his thoughts with you. Many times, people think that masculinity is the prime characteristic of a male, and they should not be afraid of anything. Well! That sounds insane and primitive. So, this question can break the taboo and stigma. And your guy also would feel comfortable to share his thoughts.


Do you have any phobia?

Another brilliant basic question that can open a gateway to a thorough discussion. Phobia is something that can be instilled in anyone. But phobia can be eradicated too. It is extremely important to talk about it. So, you can encourage your partner to share his phobia and you can share yours too. In this way, both of you can help each other to overcome the phobia.


Have you ever met any infamous person or anyone having criminal records?

Have you ever heard of Ted Bundy? If yes, then you might know that he was an American Serial killer who was believed to be the badass serial killer ever born in the history of mankind. Before he was arrested by the police, many people met him in real and later on came to know about his horrific acts. It is a question that can send a chilled spike through your spine.

So, if your date has met someone similar, then be prepared to hear some horrific things. This is one of the most interesting questions to ask a guy.


Have you ever been influenced by any movie?

A movie is not only a source of entertainment but also a way of getting inspiration. A good movie can inspire and enlighten us. Your guy would enjoy answering this question for sure. And it would also give you a space to talk about your motivation and inspirations as well.


How do you keep yourself happy?

Questions to Ask a Guy about Happiness


Happiness is a state of mind when we feel absolute bliss. We all want to be happy. There are different ways how we make ourselves happy. Your date would be very happy to answer this question. This open-end question always brings a lot of positivity and happiness.

Especially, this would instill a great amount of positive vibe within your partner and he would start liking you more.


Who is the role model in your life?

Role model defines and shapes the path of our lives. Without a role model, a person is literally blind. Ask him to know about his role model. You would come to know a lot of things about him through this single question.

Sometimes, questions are not only mere questions, they are a gateway to know a bunch of secrets and myths. And honestly, this is one such questions to ask a guy.


Which quote does inspire you the most?

Sometimes, a single quotation becomes our life. Quotations or excerpts of famous people can inspire us to a great extent. Ask your love about this one. Who knows, his favorite quote can become the source of your inspiration too.


Do you believe in Sun sign?

Aha! This is another fun question. Whether you believe it or not, everyone wants to know his or her Sun sign. It creates kind of curiosity. So, we are pretty much sure that he would love to answer this question.

Though if you believe in Sun sign, you might want to match your compatibility with him. Overall, this is quite an amusing and basic question.


Do you consider yourself fortunate enough?

Well! Another question with a philosophical touch. We all think differently about our lives. In fact, our expectation levels are also different. In this scenario, it is important to know whether your love is happy with whatever he has or not. Does he think he is lucky enough for whatever he has with him?

This can be an eye-opener question and you would explore more things about him. So, why not! You can always consider these sort of questions to ask a guy.


What is one negative aspect of your characteristic?

One needs a lot of courage to answer this question. It is not an easy task to showcase or talk about one’s negative sides. If your guy can answer this question, he deserves a special clap.

Not everyone can do so. So, whatever his answer is, accept that respectfully. And do not try to correct him on the spot. Instead of that, tell him that you are proud to be his friend. Because a person who can talk about his own mistakes and faults is definitely different from many people.


Which is your favorite season of the year?

Does he love the same season just like you? Wow! That is amazing. Well! This is a basic fun question so do not judge him on this one. In fact, extend this question with some funny conversations.

We are sure that he would love to talk about it. And you two would have some amazing time together.


Are you a morning person or a night owl?

IIf you really want to spend your whole life with him, it is important to know his lifestyle. Those who are night owls, often find it difficult to cope with morning persons because their biological cycles take a complete 180-degree turn. So, this question may sound amusing but has deep aspects hidden beneath.


If given a chance, which particular character would you like to play in a movie?

This is one of our favorite questions to ask a guy. Isn’t it amusing to hear? Your date would also enjoy answering this question. We all love a particular character. So, this question would help you to know his favorite character. It is a fictional question and would sound better if it is taken lightly.


Are you a romantic person?

Romantic Questions to Ask a Guy

Ahem Ahem! I can bet that he is blushing after hearing this question. Well, every guy wants to be romantic. There are no quotients of romance. Your guy would try to give himself a 10 on 10 rating as a romantic person. Though things can be different too. If he is an introvert person, he would only blush and blush. But, this question would definitely make you special.


Have you ever experienced nightmare?

Nightmares that can make you sweat like hell in the middle of the night. Sometimes, you would like to know about his fears as well. This is one such question which would comfort him. These are something which we generally do not talk about.

So, try to share your worst nightmares too and make him feel safe.


Last time when did you laugh really loud?

In this modern era, everybody is running behind time and money. We hardly get time to laugh out loud. Ask your date to share his LOL moment. And encourage him to laugh with an open mind. Afterall, a good laughter makes us happy and sound. So, why not! Never feel shy to think of these type questions to ask a guy.


What are the things you expect from your partner?

Sometimes, relationship blooms but partners fail to meet each other’s expectations. It is always a good idea to ask him straight about his expectations. The question may sound very upright and bold but has a lot of integrity.

Your date would also feel the same. It is always better to know everything before making any commitment. A clean start with some honest confessions is much better than some tangled promises.


Do you believe in marriage?

Marriage is not only a belief, for many, it is a pious thing. So if you believe in the institution of marriage, it is important to know the thoughts of your partner too. If he believes, then feel fortunate. Probably you have found your soul-mate. Otherwise, there is always a scope for a friendly discussion to sort out anything.


How do you cope with something unexpected?

Problems may come, but one who never gives up and confronts them with courage is called the real man. Life is full of unexpected circumstances. So, it is extremely important to know how he overcomes those things. It is not necessary to tackle everything with ease. But, it is definitely important to stand in front of those issues, not to run behind. Is he capable of handling predicaments? Well! To know the answers, you need these type of questions to ask a guy.


Do you love to play online gambling or something like that?

Ahh! This is a tricky question. And honestly, not everyone is comfortable to confess this. Gambling is a game that people become extremely addictive to sometimes. So, it is important for you to know whether he plays just for fun or he is a seasoned player who takes gambling very seriously. When he answers this question, try to observe his expressions and gestures.

Well! You do not need to become extremely rigid and reserved during this question. But, instead of that try to conversate with him as much as possible. If he wants to hide something, he might not be able to do so for long.


Have you ever done anything illegal?

This is another question to judge him. It is not easy to confess these things, no matter in which stage of the relationship you are. If he comes up with the answer upright, that is definitely amazing. Otherwise, it is better to not force him because sometimes circumstances make people crazy and insane. And, these things happen.

Now, if you are desperate to know the truth, there are other ways. But, it would not be right to bother him.


If you ever become President of a country, what are the things would you do first?

This is truly one of the funniest questions to ask a guy amongst what you have asked him till now. I think you can already imagine his reaction. This is truly funny, so let him enjoy the moment. Honestly, you do not need to pretend anything or observe his reactions. It is all about imagination.

As we said, not every question would be in order to know him, some will be just to have fun only.


Have you ever lost your phone?

Seriously! Those people are the sages of this era who have never lost their phones. You two can really have fun with this question. If he says that he truly never have lost it, then you should give him a salute. And in mind, you should know that finally, you have found a responsible partner.


Do you love sports car? Which one is your favorite?

 Questions to Ask a Guy about Cars

Probably, every guy loves sports car. They are fast, furious, gorgeous, luxurious and most importantly have insane speeds. Give him a lot of joy by asking this question. He would love to explain the features, price and many more things to you.

Try to talk about your views as well. He would love that. Basically, every guy wants his girl to love whatever he loves to do. These things give them a lot of happiness. So, if you share your ideas, and everything, he would love to listen.


Have you ever kissed anyone?

Blush blush blush! Yeah, he is already blushing. This question can make anyone turn red. And, if he is extremely introvert, you are going to give him a heart attack by asking this question.

And oh yeah! Be prepared because he may boomerang the question to you as well.


Have you endangered yourself to save someone?

This is a beautiful question. Nowadays, when everyone is busy and leads only a self-centered life. It has become rare that people put their lives in danger and save others. He may have or may not have done this act. It may also happen that he had never faced this kind of situation.

This is a question where you cannot judge him because he might have a different outlook on life. Overall, this is amongst those difficult questions to ask a guy.


Which is the one thing your friends love about you?

There are many qualities we all have. But, we all have one special quality through which our friends can easily connect with us. I am pretty sure that he would answer you happily. Afterall, we all love to talk about our friends. So, turn this closed-end question to an open-end by asking him more about his friends.

If someone asks us about our personal happy space, it gives us immense joy and here would be no exception too.


Do you love pets?

Pets are not only like our children but also our friends. They fulfill the void places of our lives. The importance of pets can never be ignored. But, at the same time, not everyone feels comfortable around pets. So, ask your date this question and try to know his opinions.

This might be a basic question, but can be a pivotal factor. If this thing matches, two people can easily bond together.


What are the principles you follow in your life?

Principles make everyone perfect. It is extremely important to follow certain principles and regulations in life. Sometimes, these principles also define the characteristics of a person.

It is undoubtedly an important question to know your partner. Surprisingly, even a bohemian person also sticks to certain rules. This is a question through which you can discover a different side of the person. So, never ever skip these type of philosophical questions to ask a guy.


Do you regret anything in life?

We all take certain decisions in life. Sometimes they work, sometimes do not. It feels painful when they do not work. This question would help you to know his pains. Ask your partner to share his repentance with you. Many times, it feels good when we vent out negativities and pains from our body and mind.


What is the one thing you always wanted to do, but never have got a chance?

Aha! Secret wish. We all aspire to become something in life, many times life does not give us scope. And our desires become secret forever. Ask your partner about this. And if possible take a note of that.

In future, you can help him to achieve what he once aspired to be. That would be a true manifestation of a relationship.


What is your dream honeymoon spot?

Time to turn pink-red-maroon once again. ‘Honeymoon’ is a term, that always takes us to a dreamland. Aha! Isn’t it true that we always fantasize our honeymoon? We are sure that this question would give his imagination wings, and he would lovingly share his dreams with you. Curate this one of the beautiful questions to ask a guy on your list. And, be ready to take a fun ride with him in his dreamland.


Do you love sea beaches?

 Questions to Ask a Guy about Vacation

This is a question that has no stereotype answer. Sea beaches remind us of amazing scenery, coconut or palm trees, seashells, starfish and many more beautiful things. But not necessarily everyone would love that.

But as always, if he loves then you two are going to have super fun on beaches, otherwise, there are plenty of other beautiful places too on our Earth.


What is the one thing you can not imagine your life without?

This question is another attempt to know his lifestyle better. We all get attached to a particular thing in our life and without that, we cannot imagine. This is a question to know his personal space. So, he may feel goosebumps to find that how much interested you are to know him.


What nickname has your best friend given to you?

Our best buddy or best friends are actually those gems who have gone through every thick and thin with us. Sometimes, we found them at school, or at a college or even at the workplace. So, this is another wonderful question to know his equation with his best friend. In fact, we are sure that he would love to share every detail with you. Never give a second thought before preparing these type of questions to ask a guy.


What is the unusual thing you do, that generally, people don’t?

Isn’t it an interesting question to ask your date? It would mold his thoughts in a new way. Sometimes, we think an action usual but people call that unusual. So, he might become puzzled while answering this question. And you would have a fun time during this.


Do you save money for future or you believe more in spending?

We all want to lead an extravagant life, but saving money is important too. Some people think that it is a boring idea to keep aside for future. But, the reality is different.

So, this question would come up with a lot of dimensions. It would reveal his lifestyle, thoughts, habits and many more things. And you would understand your guy better.


How much would you rate yourself out of 10 as a partner?

Obviously, he would try to flaunt himself as a great partner. And you can expect a 9 to 10 rating from him. This is actually one of the funniest questions to ask a guy that would instill a hope in him that you might fall for him more after hearing his answer.

Well! Time will tell that. But till then, enjoy his amusing expressions.


Do you smoke?

It is quite a basic question but would showcase whether he is health conscious or not. Smoking is injurious to health, everybody knows that. Still, people smoke. It is a dangerous habit that ruins the health of the smoker and everyone surrounding the person.

So, you must feel great if he does not. Otherwise, you would need to walk an extra mile to help him quit smoking.


According to you, how important women empowerment is?

In this era, almost every woman is aware of her rights and gradually she is enlighting the world with her wisdom. It is extremely important to know what a guy thinks about this empowerment. You can ask your guy this question and see how he answers to that.

This question would give you a clear idea about how comfortable he would be in future to see your growth. Even if he tries to hide his real emotions, you would be able to detect that through his gestures and reactions.


How do you calm yourself when you feel demotivated?

This is a scenario that happens many times with us. Sometimes, this busy world, scenario, and many more things make us extremely demotivated. Once motivation is lost, it becomes difficult to continue.

Different people react differently. Ask your partner to know how he motivates himself during these distressful scenarios. You would come to know his deep insightful thoughts on this question.


Which is your current favorite mobile game?

 Questions to Ask a Guy about Games

In recent times, the popularity of mobile games has increased. Do try to know his favorite mobile game and share yours too. In this way, both of you would have fun.

This is one of those dead-end questions to ask a guy, but an interesting one indeed. So, you two can definitely chat for a long time over this if you want to.


Do you love shooting games or racing games?

Both the types of games have a mass appeal. Especially, guys generally love these genres. Give him a sky-high joy by asking this one. These questions always give them an enormous amount of joy especially when girls want to know their choices.

Though there is no such notion that only guys love these genres, girls love too. So, if both of you love these categories, that is going to be mind-blowing.


Which PC console do you want to buy as soon as possible?

Another brilliant question that all guys love to hear. To buy a PC console is a dream for many. So, by asking this question, you actually have occupied a special place in his heart. He would answer you with sheer enthusiasm.

Are you ready to have some gala moments? Then get ready to ask this question.


Do you love reading books?

There is a notion that books are our best friends. Reading any kind of books not only provides wisdom & knowledge but also purifies thoughts. This generation is so engrossed in technology that they hardly find interest in reading books. It would be great if he loves reading. Though, do not be surprised if he answers differently. This is one of the finest questions to ask a guy.


Who is your all-time favorite author?

Whether we love reading or not, we all have our favorite authors. After reading a particular book, we feel so attached and moved, that we fall in love with the author. It may happen to anyone. So, ask him this question and know who is the author he admires the most. His choice may become same as yours too.


Do you love your job?

It is a thoughtful question. Sometimes, we become so busy that we do not get time to analyze our life. But, it is important to know. Give your partner space and help him to answer this question. If he loves his job, that is marvelous. In case, he doesn’t, help him to define the reasons.

If we do not love our jobs, our lives become completely mechanical. So, help him realize and follow his dreams.


If not this profession, which thing you could also do for a living?

Generally, we are all talented and can do a lot of things. And we always find out our source of earning. So, basically if not this way then we will think the other way round for a living.

This is basically those type of fun questions to ask a guy that has a practical aspect. We can assure you by saying that this question would unravel a few of his talents.


What is the one white lie you often tell people?

Come on! We all tell white lies. White lies are harmless in nature and they are so subtle and trivial, that it becomes almost impossible to detect those.

I am sure that he would giggle a lot while answering this question because white lies are like top secrets. No one wants to reveal them. So, have fun with this question.


Do you believe that life is uncertain?

We all have different perspectives about life. Some enjoy their lives to the fullest extent no matter what. Whereas some believe that life is full of uncertainties, thus they should restrain their activities and emotions.

Ask your partner to know his thoughts. Life becomes exciting when in spite of knowing its rough patches, we never run away to repair them.


Have you ever faced any anger-management issue?

This might seem kind of trivial questions to ask a guy, but can be of great importance. Especially, when we are talking about that person with whom you are going to build a special connection. Anger is something that can occur suddenly, and when it arrives can cause a lot of damage. Very few people know how to control anger. Ventilation of anger in an aggressive manner is never acceptable.

Observe the gestures and expressions of your partner while he answers the question. It is truly an important issue.


What is the most adventurous thing have you ever done in your life?

 Adventurous Questions to Ask a Guy

Almost everyone does an adventurous thing at least once in their life. It does feel crazy, right? I am sure that your partner would feel excited to answer this question. And yeah! Don’t forget to share your experience too. It would be an amazing conversation between you two.


When did you lose your virginity?

Yes! This is a personal question. But in this era, when the generation thinks ahead of time, don’t you think it is quite a valuable one? Virginity is no more a taboo topic and it is not a sin to lose virginity before marriage. Break the boundary, by asking him this question.

He might blush, and that is absolutely normal. It is an important thing to know before you commit to something.


How do you want your sexual life to be?

Everyone dreams of their sexual life. It is a question that many neglects. But trust me! This is of great importance. It is always the best to know what your partner wants.

This is a question when both of you need to participate and have to come forward with your own thoughts.


Have you ever fantasized any women?

This is undoubtedly a bold question. So, be prepared to hear some bold answers. If he is an extrovert guy, he would tell you everything in detail. Otherwise, you are going to have silent times. So, get ready for a coffee-storming session.


Have you ever get caught while watching adult films?

Oh my god! Another bold yet funny question. Talking about adult films, admit or not, almost everyone has watched this kind of films at least once in his/her life. Many times, they get caught by curious eyes.

If similar experience has happened with your guy, he would burst with joy and laughter. After all, he would try to remember that embarrassing moment.


Have you ever tried any food that is illegal in your country?

Aha! Time to confess another fun thing. Illegal sounds bad though, yet this question has a fun touch. Food is something that does not obey any barrier or law.

So, if your partner is a food lover, he might have done this at least once. Thus he would answer you happily. In fact, he would encourage you to taste it. Sshhh! Do not share this with anyone.


Which is your best song to dance?

Questions to Ask a Guy about Music

Though this is an absurd question for dancers. But otherwise, we all have a holy grail song that compels us to move and groove. So, know his best song. And why not! Dance together with the beat of the music, show him some moves and enjoy.


What did you learn from your past relationship?

A true question in every aspect. Let him answer it with through judgments and details. This question is not only great for a new relationship but at any stage of a relationship, this questions can be asked. Be ready to unravel the darkest mystery of his life.


Last time, when were you really happy?

Save the best for the last. This is one of the most beautiful questions to ask a guy at the ending. The positive vibe of this question cannot be denied. He might name that moment to be the best when he and you are sitting together. In fact, anything might happen. So, be happy and let him enjoy his answer.

These are the top 100+ questions to ask a guy. Some of the questions are perfect for the first date, some are perfect for a new relationship. Always remember few things that not only focus on the questions but equally focus on his answers. Otherwise, he might feel that you are not interested. It is always desirable to ask open-ended questions to keep the discussion alive. So, these questions are amazing to ask a guy and keep the relationship smooth and interesting forever. So, are you ready now? We wish you all the good charms and spells.


  • Ask every question with the same amount of joy and curiosity.
  • Make the ambiance positive and lively.
  • Do not take a pause in between two questions.
  • Never ever force him to answer something he dislikes.
  • Also, never ask anything that you could not answer as well.