Best 60 Questions To Ask A Guy To Get To Know Him Personally

Get to know a guy on a personal level by asking him these 60 powerful questions. You may be surprised, shocked, or even ecstatic at the results.

By Bella Reaves
Best 60 Questions To Ask A Guy To Get To Know Him Personally

Question Everything

When you first get to know a guy, it's important to ask him a lot of questions so that you know exactly the type of guy you're dealing with. When you get to know all about your date, the extra knowledge you gain will help you in the decision-making process when you decide if you want to continue the relationship or not. Listed below are 60 great questions to ask a guy along with the rationale behind them.

Get To Know His Future: Ask Him These Questions

Ask A Guy Questions About His Career

Explanation: This logic of the answer to this question is more important than the content itself. When you invest in a relationship, you are investing into a potential life partner. He should answer quickly and also, thoughtfully. You don't want to be with a man who has no ambition in 10 years (unless you are looking for that), so answers such as 'I'm happy with the way things are now' are a huge red flag.

Question 2: What do you do for work? Explanation: Where a guy works can be a deal-breaker to many potential relationships. For example, if you are a vegan and your guy works at a butcher shop, this could trigger some ethical and moral concerns for some people about dating. However, sometimes a guy will respond ambiguously (I am in IT, I am in sales, etc.); this is why question 3 serves to explore this subject even further.

Question 3: What is your role at your current job? Explanation: I had to include this because so many of us women nowadays want a man who makes a certain dollar figure! This is the best question to ask because you are not directly coming off as a gold-digger. However, if you know what your guy's job is you can get a good estimate of his salary range by doing preliminary research online. For example, the salary range of a garbage-man will typically be on the lower end of the spectrum than a software developer or an investment banker. You may not be able to get his exact numbers, but pinpointing his salary range using averages has served many women throughout history quite well.

Question 4: Are you happy with your current job? Explanation: Many men report low rates of workplace satisfaction at their firms, and an unhappy man at work can translate into many things. He can take this unhappiness home with him, or he could be at the verge of making a big life transition to doing something he wants. A man who is sad at work will either wallow in his own misery or take changes to rectify the unhappiness.

Question 5: What did you study in school? Explanation: This question is suited for younger men who have not entered the workforce yet. You can get to know what he is passionate to learn and will he use that to make an educated decision about your relationship. If your man is studying very academically strenuous topics, you should expect that he may not have much time to tend to your needs when he has examinations coming up.

Ask Your Guy Questions About His Life Plans

Question 6: Have you ever thought about seeing the world? Explanation: You want to see where your guy's heart is on the subject of travel. Get to know where he wants to vacation, where he has always wanted to live, and where he might go in the future. If you do not ask this question, you may be in for a nasty surprise when your guy wants to pack his bags and move to Russia one day.

Question 7: What is a big purchase you are working towards? Explanation: Depending on what a guy wants to purchase, there may be higher levels of financial risk in the relationship. A man who is saving for a large payment on a house is in a more reliable situation than a man who is saving to invest in a business that may fail. It is always important to gauge your level of risk-tolerance, and finding out the level of risk-tolerance your guy has as well.

Question 8: What are some things you want to do before you die? Explanation: This question will help you know your guy on a deeper level. There can be very sensitive topics in the answer to this question, often ones that a guy feels strongly about. Some of his long-term plans for his life may spill out as well. This list of items he gives could also be used to plan potential vacations in the future.

Question 9: If you had 24 hours to live, what would you do? Explanation: When you ask questions that involve time constraint, you will get to know what his priorities are. Would he say bye to his parents? Give money to charity? Take a trip to the beautiful countryside? Find out where his priorities lie, and that may or may not resonate with you.

Question 10: What would you do if you lost your home? Explanation: You can ask him about any sort of disaster to see how he reacts. A man who is well-prepared for a disaster scenario is someone who you can trust with your life. Ask him challenging questions to get to know his resilience and ability to respond to adversity.

Know Your Guy Personally With These Questions

Question 11: What makes you happy? Explanation: Poking into this subject with your questions will help you get to know what brings joy into your guy's life.

Question 12: What are some foods you dislike? Why? Explanation: You can find if he's a vegetarian, allergic to certain cuisines, or just hates the taste of foods. These questions will help you be more thoughtful when you are dining with your guy in the future.

Question 13: What are some foods you love? Explanation: Knowing some of his favorite foods can set the stage for a nice surprise on a thoughtful restaurant date or home-cooking night.

Question 14: What is your greatest fear? Explanation: Questions about his greatest fear will help you know what is bringing stress in your guy's life. You should aim to support him to get through his fears and offer encouragement and praise.

Question 15: What do you like to do for fun? Explanation: Questions about hobbies and recreational activities will help you get to know what your guy likes to do in his free time. Who knows, you might share a hobby with him that you two didn't know about!

Question 16: If you could ask your hero or idol a question, what would you ask? Explanation: Asking him these questions will help you uncover what he is most curious about. You may even know the answer to some of these questions.

Question 17: What motivates you to get up in the morning? Explanation: Asking him about what motivates him is a great way to understand how his mind works, and how he pushes himself to succeed to greater heights. You can use his motivators to help him in life as well.

Question 18: Do you like to exercise? Explanation: Ask him this question to get a good understanding of his fitness levels. If you are a very active person, you may not pair so well with a man who wants to stay home in a chair all day.

Question 19: What do you like to do in your time off? Explanation: It's important to know the answer to this question because it could dictate how you spend your holidays, weekends, and anniversaries together.

Question 20: If you could be 10 years old again, what things would you do differently in life? Explanation: A guy's answers to this question can uncover some of his deepest insecurities and regrets. A very confident guy will live in the present and future, but someone who always regrets decisions made in adolescence may have some deep-seated issues that warrant help.

Get To Know His Social Life

Question 21: Do you consider yourself a introvert or an extrovert? Explanation: Introverts will be more comfortable by themselves, and extroverts love to be around others. Knowing how your guy feels about this will let you understand his social tendencies.

Question 22: Do you like to go out with others? Explanation: It's important to ask this question to understand if he enjoys the company of others in social settings, or if he prefers to be on his own.

Question 23: If so, how often? Explanation: Even the warmest extroverts will have a tolerance limit on social activity. It's good to ask your guy what his social limits are and compare them with your own to see if there is a match.

Question 24: Who are your close friends? Explanation: Ask about his friends and get to know them if you can. His closest friends will be the ones he relies on in times of great happiness and sadness.

Question 25: How many people do you trust with your life? Explanation: You should know if your guy has a dependable support network that will be there for him in times of need. If any questions about him arise, you can always ask those close to him.

Question 26: Are you close with your family? Explanation: It may be hard to commit to a man who is estranged or cast out from his family if you are a woman with very conservative family values.

Question 27: Where would you go to hang out with others? Explanation: Find out what venues he enjoys and ask about them. Some guys like to go to a bar, others to karaoke. Knowing what he enjoys can set the stage for better dates in the future.

Question 28: Do you prefer to be at the center or the sides of a crowded room? Explanation: Asking this will show you how much attention he enjoys receiving, and how he would act at a party or other type of crowded venue.

Question 29: Do you enjoy meeting new people? Explanation: Ask this question to gauge his desire to branch out. It may be hard to meet others as a couple if he is opposed to this concept.

Question 30: How often do you see your friends? Explanation: Ask him this to understand what frequency of contact with others he considers normal. Get to know this to be able to have an estimate of how much you'll see him if you continue the relationship.

Questions To Ask About His Personality

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Question 31: Choose 2 words to describe yourself. Explanation: He will describe himself with his perceived dominant personality traits. It's up to you to ask yourself if what you see and what he says make sense. Question 32: Tell me the funniest thing you've ever heard. Explanation: Ask this question to him to give him a turn to talk, and to understand his sense of humor and what he finds funny. Question 33: Do you think you are naughty or nice? Explanation: This question will let you look into his mind and possibly how he would act in the bedroom. Question 34: How do you want others to see you? Explanation: Perhaps he wants to be seen as important to others? Or he would rather be in the background. Question 35: What do you like to watch for entertainment? Explanation: Does he like competitive sports? Or maybe relaxing golf? This will help you understand how his brain entertains itself. Question 36: Would you rather have a good heart or 1 billion dollars? Explanation: See where his priorities lie morally and ethically, and also his perception of money. Question 37: What annoys you the most? Explanation: Ask this to get to know what he becomes easily irritated by. Question 38: What are three flaws about yourself you want to improve upon? Explanation: Hopefully he gives you three flaws when you ask him this question. Get to know what he is insecure about. Question 39: What do you dream about at night? Explanation: When you get to know what your guy dreams about, it can let you tap into his subconscious mind and what he is really thinking about behind the scenes. Question 40: Would you rather get something by asking for it, or receiving it? Explanation: Get to know the level of assertiveness in your guy by asking him this question.

Get to Know Him Better - Fun Questions To Ask

Questions listed below will be more lighthearted in nature, and are to be used for random conversation, breaking the ice, or just to be cute!

Question 41: How would you get to know somebody else? Question 42: What's your favorite color? Question 43: Do you like to go out to eat or cook at home? Question 44: Do you enjoy art or music? Question 45: Have you ever cried? Question 46: What was your first date like? Question 47: What was your first kiss like? Question 48: What kind of household did you live in growing up? Question 49: Do you have any siblings? Question 50: Do you think people are born good? Question 51: What is the most edgy thing you've ever done? Question 52: Who are you most attracted to in the world? Question 53: Who do you look up most to in the world? Question 54: What is your spirit animal? Question 55: If you had one wish, what would you wish for? Question 56: What kind of clothes do you like to wear? Question 57: Have you ever been really sick? Question 58: What time do you sleep at night? Question 59: When do you usually like to wake up?

Conclusion - The Final Question

If you've decided that you want to commit to furthering you and your guy's relationship, there is only one more question to ask. Many times, the guy is expected to push the relationship forward, but you can take initiative as well. Question 60: I had a great time with you, would you like to see me again?

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