They are designed to get an interesting conversation started, but still keep it relatively casual. Remember every guy is different, so pick and choose which questions you think will work best for your guy or pick questions that you really want to know the answers to.
List of questions to ask a guy These first 50 questions have a bit of commentary and are what I consider to be the best of the best questions.
But there are so many more questions! There is a list of more questions to ask a guy at the bottom of the page without commentary that are still really good. What was your best drop the mic moment?
It will also let you know what kinds of things he is into and what he considers important. If you could learn only one magic spell, but it could only do something mundane and boring, what would the spell do? A fun question that can lead to some really creative answers. Some examples might be: You could further the conversation by trying to think of the incantation that would go with the spell. You wake up suddenly in the middle of the night.
What would be the scariest sound to hear after waking up? You can talk about amping up scariness of the situation, talk about his other fears, or perhaps try to find fears you have in common.
What high level job do you think you could lie your way into with no experience and no one would notice? This question has a lot of possible answers, but to really make it fun, talk about how he would be able to stop people finding out he was fraud. Who or what is your nemesis? We all have things or people that we absolutely hate.
And since everyone loves talking about what annoys them, well, this is a great question to get a conversation going. You can easily move the conversation to a lighter rant about generally annoying things.
What would be the consequences of a scientific discovery that extended the life span of humans to years? You can discuss how societal norms might change, or how it would affect the progress of technology. There really are a lot of directions you can take this question. Well now is your chance to find out more. You might also try moving the conversation to talking about some small annoying things about being a guy.
What childish thing do you still enjoy? He might not admit it but he probably still likes peeing in the snow and building sand castles.
This question is likely to get you some cute answers. What movie can you watch over and over and never get tired of? This question is easy to expand upon because you can start talking about favorite movies and TV shows, as well as movies or shows you hate. What long shot have you taken that really paid off?
If you designed and built a tree house, what would it look like and what would be in it? This one is probably my favorite in this list of questions to ask a guy.
All guys dream of tree houses that have bridges and rooms and drop down ladders. There is a reason so many men want to build tree houses for their kids. What movie do you wish life was more like?
Just remember to talk about the small things that would change as well. Really dive into how everyday life would change if it was more like the movie he choose. What is the most interesting piece of trivia you know? He gets to show off some of the things he knows, and you get to learn some new stuff. Which celebrity would make the worst leader of a country? What really makes this question fun is imagining what the celebrity would do once they were leader and what kinds of laws they would make.
This one is always great for a laugh. To keep the conversation going, keep switching out the celebrity. What were you really into when you were younger but now think is silly? Find out what embarrassing things he was into when he was a kid.
Great ammo for some good natured teasing later on. What is the most useless thing you know how to do? What kind of hidden talents does he have? This is always great because usually he can show you. We all have silly and useless talents, now you can learn about his! How many phones have you broken or lost? A seemingly simple question that sometimes can lead to a really long discussion. Either that or he is just super clumsy or forgetful, which is also good to know.
I know not everyone is into history. You are in charge of making insects a popular food item. You have 1 billion US dollars to achieve your goal. How do you do it? Here is another creative one. You can see how quickly he can think on his feet and how creative he is at solving problems. What is the highest pressure situation you have experienced and how did you handle it?
Similar to the drop the mic moment question, this one will give him a chance to tell you about a story that is important to him. Memory is a severely flawed thing after all! A fun question to answer, but also very informative.
You can find out what types of things stress him out and you can also see how high strung or laid back he is. What are you tired of hearing about?
What three events made the biggest impact on who you are today? One of the best questions you can ask a guy. It will let you know a little bit more about his past, how he views himself, and what he considers important. What is something that most people get wrong? We all have doubts. Whether those doubts are about the world at large or ourselves. This one can really lead to a serious conversation but sharing doubts can be an excellent way of creating a strong bond between two people.
What would you NOT do for 5 million dollars? This is a fun one to answer. And it can tell you a lot about the guy as well. You can find out what morals he considers to be most important and what activities he finds detestable. Everyone likes to think they are experts at lots of things. Just think about how many people will say they are an above average driver. A little self introspection is always a good thing. What is society doing now that in 20 years will be laughed at and ridiculed?
People will be laughing and ridiculing lots of things that are popular now. What double standard is ridiculous and needs to be ended? Lots of double standards to choose from. He probably has a couple. Who has completely lost your respect? A great question for seeing what values he thinks are important. Also a great conversation starter as there are more than few celebrities that have fallen from grace.
Okay, so I debated whether or not to put this one into the list. But it definitely can lead to some very interesting conversations if either of you are at all interested in politics or history. But if you really like this question you might try our deep conversation topics or deep questions to ask a guy. If you had to choose one cause to dedicate your life to, what would that cause be?
We all have causes that we hold dear. If you died today, what would your greatest achievement be? A great introspective question that everyone, including you, should ask themselves. What have you done to make the world a better place to live in?
This one may or may not have the same answer as question 34 and is probably related to question Who are some people you only met once but they left a big impression on you? So who has he met that changed his outlook on life?