Here are Some of the Best Questions to Ask Guys

Everyone dislikes being forced into dull conversations to some degree. That is why it is always entertaining when conversations continue with numerous intriguing turns and nuances.

It goes without saying that asking an endless stream of questions is one of the best ways to keep a conversation lively and interactive. Make the questions humorous, or at least suggestive of humorous responses, and you’ll be all set for a fun conversation!

Despite being geared toward men, this list is actually quite universal and appropriate for most people. Simply put, fellas are the best candidates to receive these inquiries. They respond better to these queries.

Therefore, feel free to use this list whenever you find yourself in a situation where you need to start a conversation or just break the ice with a guy. Please note that while the questions on this list may or may not be humorous in and of themselves, the answers they elicit have a great deal of potential to be amusing and keep the conversation going.

In today’s post, we are going to take a look at some funny questions to ask guys around you. Sounds interesting? Well then, keep on reading!

Why Ask Some Funny Questions to Guys?

There are a number of potential reasons why you might be looking for some funny questions to ask a guy.

It’s possible that you’ve met someone interesting and want to start a conversation with them, but you’re not sure what questions to ask to lead into a lengthy, pleasant chat.

You are unsure of how to strike up a conversation with a mysterious, attractive guy. Fear and uncertainty surrounding whether or not the other person will be interested in speaking.

If someone has recently reconnected with an old friend, they were once very close to and wants to avoid the awkwardness by striking up an interesting conversation with him.

Despite your fear of being rejected, you want to express your true feelings to someone. You’re unsure of how they’ll respond to your inquiries. 

Certain questions can lead to a long, interesting conversation, but you could ruin the entire exchange if you ask the wrong one in the wrong setting.

You might hold your genuine emotions back, or your confidence may be hampered by your insecurities or fear of the results. As a result, you might find yourself asking certain questions that portray you negatively to the other person.

Here, under various categories, are some questions that can assist you in starting and carrying on a pleasant conversation with another person while also enhancing your relationship with them.

Example Funny Questions to Ask Guys?

Here are Some of the Best Questions to Ask Guys
Photo by Andrik Langfield on Unsplash
  • Which joke comes to mind first when you think of something funny?
  • What particular food do you consider to be the devil?
  • What song would be the one that best describes your life?
  • Which aspect of you would I find hard to believe?
  • What funniest memory from your youth comes to you right now?
  • What do you think you would be doing if you didn’t have to work a day in your life?
  • Have you ever wondered why packages that should be simple to open never seem to be?
  • What do you envision your post-apocalyptic job being if you are fortunate enough to survive the end of the world?
  • Which of these insults is the most creative at the moment?
  • How do you behave around those who annoy you?
  • Where do you want to be in an hour?
  • Which shade of underwear do you currently wear?
  • When you hear a song, what makes you want to start singing along right away?
  • Which one of your weaknesses annoys you the most?
  • Which side of the spectrum do you think you fall on—the nice or the naughty?
  • What advertisement persuaded you not to purchase the advertised product?
  • Which conspiracies do you think are true?
  • Which manner of passing away do you think is the worst?
  • To use toilet paper, which way should the flap be positioned?
  • Which three things are the most expensive items you would never buy?
  • If animals could speak, which one would you imagine to be the rudest?
  • What is something that is significant to you but that you never have the opportunity to discuss?
  • What minor concerns give you constant anxiety?
  • How should the ideal burger appear to you?
  • What topics are you able to ramble on about for hours?
  • What absurd scenario has happened to you?

Some More Funny Questions to Ask Guys!

  • What do you think is the world’s sexiest animal?
  • What, if anything, would you tell the five-year-old version of yourself?
  • Do you currently feel happy?
  • The longest you’ve ever stayed awake was how long?
  • What conventional wisdom or words of counsel don’t really make much sense?
  • Which scent is your favorite?
  • What particular dance move has come to represent you?
  • Do you care what other people think of you?
  • What is a superpower you would never want to possess?
  • How would you describe the characteristics of a good person?
  • Which behavior makes everyone look foolish?
  • What is the strangest thing you have ever done?
  • What would you be on a pizza if you could be any topping, and why?
  • Which of your favorite bad movies is the worst?
  • What would your name be as a rapper if you were one?
  • Which would you prefer: speaking everything that comes to you all the time or speaking nothing at all?
  • Would it be possible for you to live without any electronic devices for a month?
  • Are fitted sheets foldable?
  • What has been the oddest scent you have ever encountered?
  • Which bionic limb would you choose: arms or legs?
  • What has been your worst culinary experience?
  • What are some things that are acceptable sporadically but definitely not acceptable daily?
  • Are you interested in achieving fame?
  • What about you that most people would consider normal?
  • What location would you pick if you had to leave the nation?
  • Which thought came to mind last?
  • Which two of the three things you could tell me right now about yourself are complete fabrications?
  • What ability—flying or teleportation—would you choose?
  • What would be the spookiest thing you could utter to a stranger you passed on the street?

Even More Funny Questions to Ask Guys!

  • What was the silliest way you’ve ever been hurt?
  • Which musical selections would be featured on the soundtrack of your life?
  • What television episode scene will you never forget?
  • Which cliché from movies annoys you the most?
  • What would coffee be called on the street if it were illegal?
  • Which TV jingle do you love to use the most?
  • Which awful film are you a fan of?
  • When you hear it, what tune must you sing along to?
  • Which golden era are we currently experiencing?
  • Which inanimate object, if you had to spend a year as it, would you choose?
  • What would be in a portrait of you that someone painted? How would it look in terms of clothing, background, pose, etc.?
  • What game do you play particularly well?
  • What name, if any, would you give yourself as a DJ?

More Funny Questions That You Can Ask Guys That You Love On a Date!

  • Which fashion trend do you consider the worst you have ever worn?
  • What do you wash first when you get out of the shower?
  • Why do men have nipples?
  • What is the most bizarre thing you have ever done at someone else’s home?
  • What is the most idiotic rule you have ever been made to follow?
  • Do you think you could endure the Hunger Games for a certain amount of time?
  • Which regular occurrence makes you feel the most uncomfortable?
  • What is the worst movie ever made that you adore?
  • Which of your phone’s oddest applications do you use?
  • Which of your past crushes was the strangest?
  • What Hogwarts house does the Sorting Hat think you’ll be assigned to?
  • What is the strangest moniker anyone has ever called you?
  • Which would you prefer: being limited to shouting or to whispering only?
  • Which famous person would you choose if you could have them officiate your future weddings?
  • What song plays as the background music when you are about to kick some serious butt?
  • What behavior makes everyone look foolish?
  • Which would you prefer: never holding back anything you have to say?
  • Which would you choose: bionic legs or bionic arms?
  • Do you subscribe to any conspiratorial theories?
  • Which of your daredevil actions has been the craziest?
  • What position should be available but isn’t?
  • Which fictitious friend group do you want to join?
  • What springs to mind when I use the word “sexy”?
  • What kind of cover identity, if any, would a superhero have?
  • Which would be the spookiest thing you could utter to a stranger you passed on the street?
  • What did you consider absurd before giving it a try?
  • Which of your lies to your parents was the worst?
  • Which aspect of you would I find hard to believe?


We hope you liked our list of good funny questions to ask guys on a date. The guy you are on a date with will love these questions and think of you as a fun girl. 

A guy loves to talk with a girl that knows a lot of important things, and they love a gal that gets them to laugh. A handsome guy will love these good questions to ask on a date. If you liked our collection of questions to ask a guy, make sure you share these questions with people who are going on a date with a guy!

If you have any more questions like these, please do not hesitate to comment below. Relationships with the right people in the world can be a lot of fun, as long as you know the right questions to ask!

Abir is a data analyst and researcher. Among her interests are artificial intelligence, machine learning, and natural language processing. As a humanitarian and educator, she actively supports women in tech and promotes diversity.

Consider These Fun Questions About Spring

Spring is a season in the Earth’s yearly cycle after Winter and before Summer. It is the time life and…

November 30, 2022

Fun Spouse Game Questions For Couples

Answering spouse game questions together can be fun. It’ll help begin conversations and further explore preferences, history, and interests. The…

November 30, 2022

Best Snap Game Questions to Play on Snapchat

Are you out to get a fun way to connect with your friends on Snapchat? Look no further than snap…

November 30, 2022

How to Prepare for Short Response Questions in Tests

When it comes to acing tests, there are a few things that will help you more than anything else. Good…

November 30, 2022

Top 20 Reflective Questions for Students

As students, we are constantly learning new things. Every day, we are presented with further information and ideas we need…

November 30, 2022

Random History Questions For History Games

A great icebreaker game is playing trivia even though you don’t know the answer. It is always fun to guess…

November 30, 2022