One of the various ways a woman may keep the conversation going is to ask a guy funny questions.
When everyone is laughing, it is typically a positive indicator that everything is going well.
It would be tedious if either the guy or the woman continued to ask serious or sensitive questions during a night out or through text.
However, coming up with funny questions to ask a guy to make him laugh is not as simple as it may seem.
Keep reading to find out.
Table of Contents
Best Funny Questions to Ask a Guy to Make Him Laugh
Do you want to ask that guy you’ve been admiring some questions? If so, you’ll like the following best funny questions.
1. Ever been caught in the middle of doing something embarrassing by someone?
2. Whose conversations would you like to hear if you could be invisible?
3. What dance style would you use if you were entering a dance contest?
4. What is your personal theme song?
5. Is there something you find funny that no one else does?
6. As an “expectations vs. reality” meme, what two pictures depict your life?
7. Which would you choose if you had to choose between losing all your teeth or all your hair?
8. Have you ever purchased something that has caused the cashier to give you a strange look?
9. Who do you know that peaked in high school?
10. What is the one bodily function you would want to eliminate if you had the choice?
11. What is the best thing about being a guy?
12. If you were forced to replace your hand with something else, what would you choose, and why?
13. Do you have a favorite weird smell?
14. What did you do today besides chatting with me?
15. How would you name your parents if they were renamed according to their personalities?
16. What is one thing your pet could say that would completely ruin your reputation if they could talk?
17. Can you think of a food that would make you choose death before eating it?
18. When was the last time you pushed a pull door?
19. What is the oldest thing in your refrigerator?
20. In the unlikely event you were arrested, what would you be accused of?
21. What’s the best response to Wassup?
22. What is the most hilarious childhood experience you can recall?
Random Funny Questions to Ask a Guy to Make Him Laugh
When getting to know someone, sometimes you simply have to think outside the box. Ask these dumb questions that no one has ever asked before.
1. Have you ever set something on fire while you were cooking?
2. If you could slap one celebrity, who would it be and why?
3. Do you have a favorite potato crisp flavor?
4. Is there a musical instrument that you find the sound most annoying?
5. Imagine yourself as your own psychiatrist; what would you say to yourself?
6. Would you like to change anything if you become God for a day?
7. Do you remember any embarrassing moments from your childhood?
8. Have you ever greeted the wrong person?
9. If money and ethics were not an issue, what kind of experiment would you run as a mad scientist?
10. If you were to die, would you prefer to be buried or cremated?
11. Suppose you were a secret spy; what would your alias be?
12. What is the longest time you’ve stared at someone without laughing?
13. What is the most creative insult you can think of?
14. Have you ever read your horoscope?
15. Ever counted the steps you take while walking?
16. When you were a child, did you ever make one of your parents cry?
17. Could you wear heels all day?
18. What bucket list activity would you like to do with me?
19. Can you tell me which celebrity you most resemble?
20. Do you find horror movies scary?
21. Have you ever been caught singing out loud when you didn’t expect anyone to hear you?
22. Is there a guilty pleasure you can’t resist?
23. What secret club would you start if you could?
24. Which joke would you tell if you had to use only emojis?
25. In the event of a zombie apocalypse, what would you do first?
26. What animal would you choose if you could only speak through animal noises?
Funny Questions to Ask a Guy You Like to Make Him Laugh
These sorts of flirty questions to ask a guy may be employed at any time. They have no place and no time. They are merely intended to test his sense of humor.
1. If I say “sexy”, what is the first thing that you think of?
2. If you were a superhero, what kind of secret identity would you have?
3. If you could pick any celebrity to officiate your future wedding, who would it be?
4. You are about to kick some serious butt, what song comes on as your soundtrack?
5. What is something that everyone looks stupid doing?
6. Would you rather always have to say everything on your mind, or never speak again?
7. Would you rather have bionic arms or bionic legs?
8. What would be the creepiest thing you could say while passing by a stranger on the street?
9. What did you think was silly until you tried it?
10. What is the worst lie you’ve ever told your parents?
11. What is something that I wouldn’t believe about you?
12. Which Hogwarts house would the Sorting Hat most likely put you in?
13. What’s a totally terrible movie that you absolutely love?
14. What’s the weirdest app you have on your phone?
15. What’s the weirdest crush you’ve ever had?
16. What’s the craziest thing you’ve done on a dare?
17. What job doesn’t exist but should?
18. What fictional friend group would you like to join?
19. What is the weirdest nickname person have ever called you?
20. Would you rather be able to only whisper or only shout everything?
21. Do you believe in any conspiracy theories?
Funny Questions to Ask Your Boyfriend to Make Him Laugh
Do you truly want to know what motivates him? You may take your discussion from drab to spectacular by learning engaging questions to ask your boyfriend.
1. If a ghost told you to go to hell, what will be your response?
2. Name the first 3 random things that come to your mind.
3. What’s the craziest thing you’ve ever done?
4. What do you always have in your pocket?
5. When you were a kid, what did you think being this age would be like? How is it the same / different?
6. What’s the funniest thing that someone has drunkenly confessed to you?
7. Which are your favorite shows on television?
8. Do you believe in karma?
9. What’s the most ridiculous fact you know?
10. Has anyone ever walked in on you in the bathroom?
11. What is the most embarrassing thing someone has caught you doing?
12. If you could be invisible, whose conversations would you like to overhear?
13. Who’s your favorite superhero?
14. What are your secret skills?
15. Who is (or has been) your most embarrassing celebrity crush?
16. What’s the weirdest thing you’ve ever seen happen at school/work?
17. Do you like girls wearing make-up?
18. Do you remember a time when you laughed in an inappropriate situation?
19. Have you ever been told you’re someone’s dream guy by someone you know?
20. Have you ever been moved to tears by a sad movie?
Funny Date Questions to Ask a Guy to Make Him Laugh
These are questions you can ask a guy on a date. They’ll encourage the man to tell a funny anecdote or display his sense of humor.
1. What’s the worst situation you’ve ever been in?
2. Are you a gamer? Any particular video games you’re addicted to?
3. Have you ever forgotten to bring your wallet when you were supposed to pay for a meal?
4. Ever had a bad experience while on a first date?
5. Do you have any strange talents?
6. What is your opinion of online dating? Is it easier or harder?
7. How do you define a great date?
8. What is your favorite romantic movie?
9. In a relationship, what is more important, compatibility or attraction?
10. Who is your ultimate celebrity crush?
11. Which would you prefer: being funny, smart, or sexy?
12. Have you ever been saved from an awkward situation by your sense of humor?
13. Have you ever experienced anything funny or bizarre on your first date?
14. Who would you call if you were trapped in a building and only had enough battery power for one phone call?
15. What is the worst thing a person should put in their dating app bio?
16. Have you ever been on a date and realized halfway that it was a bad idea?
17. Is there anything you would do if you could do anything without suffering consequences?
18. Did you have a funny childhood nickname?
19. Have you ever been in a life-or-death situation?
20. Have you ever done something crazy after getting really drunk?
21. Have you ever lied to girls to get what you want?
22. What is the most ticklish part of your body?
Funny Questions to Ask a Guy about Himself to Make Him Laugh
It’s easy to freeze and forget what to say in the same room with your crush. The discussion will flow when you know what questions to ask to get to know each other.
1. What products have you purchased from an infomercial?
2. What is the worst/funniest thing you have ever seen while people watching?
3. What word can you never remember how to spell?
4. How do you think your last boss would describe you?
5. What is the most useless superpower you can think of?
6. If you could be the opposite gender for a day what is the first thing you would do?
7. What is your most embarrassing moment?
8. Do you have any weird talents or skills?
9. What was your favorite childhood TV show?
10. What was your favorite Halloween costume as a kid?
11. What was your worst fashion or style faux pas?
12. What is the most cringe-inducing pick up line you have ever heard?
13. Have you ever had a weird interaction with a celebrity?
14. Would you rather be really hairy or completely bald?
15. What was the stupidest thing you’ve ever done?
16. If you could merge animals together, which two would you choose and why?
17. What is the best dad joke you know?
18. Which animal do you think would be the funniest if it could talk?
19. What is your guilty pleasure?
20. What song is currently downloaded on your phone that you would be?
21. What is your least favorite word?
22. There has got to be an epic story there.
23. What are you more scared of? Bugs or snakes?
Questions to Ask a Guy Over Text to Make Him Laugh
Because it is through text, these funny questions to ask a guy do not need a lengthy response. Below you will find interesting questions.
1. What magazine would you like to be on the cover of?
2. Would you be able to survive a month without seeing anyone?
3. How soon will you die if you can only eat the last thing you ate for the rest of your life?
4. Do you have a favorite meme?
5. Who is your favorite fictional villain?
6. Who do you share a yellow heart with on Snapchat?
7. What’s the point of saying “after dark” when it’s really after light?
8. Do you remember the most awkward thing you did to get your crush’s attention?
9. Who would you want to be mistaken for if you were mistaken for an actor or actress?
10. What would be your preferred way of dying if you had the choice?
11. Do you sing in the shower?
12. What is your favorite word and why?
13. If you had to describe yourself in three emojis, what would they be?
14. What would you do if you could be invisible for a day?
15. If you were on death row, what would be your last meal?
16. What is the funniest picture you have saved on your phone?
17. If you were to have an animal sidekick, what animal would it be?
18. Which of your character trait are you most proud of and why?
19. Is there anything you’re weirdly afraid of?
20. Have you experienced anything weird or funny this week?
21. What’s the funniest dad joke you’ve ever heard?
Final Thoughts
Sitting next to a guy, particularly one you like, might make you forget what to say.
When it comes to an understanding how to start a conversation with a man, there is no better method than to know some funny questions to ask a guy to make him laugh.
Remember to consider the tone of the discussion when selecting questions to ask a guy.
Once you’ve determined the tone, make sure you choose the appropriate question for the situation.
We hope you liked our question selection. Please share your opinions in the comment section.