Funny Questions to Ask a Guy

It can be hard to think of funny questions to ask a guy. But never fear! Whether you are a humorous or serious person, this list of funny questions to ask a guy will have you both laughing in no time.

It’s worth noting that our questions fall under the category of serious humor. This means that while the questions themselves aren’t technically funny, the answers (and discussion of the questions) are sure to make you laugh. For more great questions, check out our post on Funny Questions to Ask a Girl. You can use these for guys as well since most funny questions are not gendered.

Are you looking to make the night even more special? Consider getting a gift for your guy. Gifts can make anyone happy and are sure to help you get a conversation started on the right foot.

20 Questions to Ask a Guy to Make Him Laugh

1. What was your biggest kitchen fail?
2. What is something that you think you know a lot about but actually don’t?
3. If you were given a superpower of your choice, what would you do with it?
4. What is the worst movie you have ever sat through?
5. If you could slap one celebrity, who would it be and why?
6. If you could marry any fictional character, who would it be and why?
7. If you had to survive on only one kind of food, what would you choose?
8. What myth do you still believe is true?
9. What is the funniest insult you’ve ever heard?
10. What is your funniest childhood memory?
11. If you had to replace your hand with something else, what would you choose, and why?
12. What movie most accurately reflects your life?
13. What’s the worst “buy one get one free” sale you have ever seen?
14. What is the most ironic thing that you’ve ever participated in or witnessed in person?
15. What was your most embarrassing experience?
16. Have you ever pulled a prank on someone? What was the prank?
17. If you were to be arrested for something terrible, what would it be?
18. What weird smell do you find appealing?
19. If you could start a secret club, what would it be?
20. What is the funniest name you’ve ever heard?

20 Funny Questions to Ask a Guy Over Text

1. What is the funniest phobia to have?
2. What is something that everyone is doing that looks stupid?
3. If animals could talk, which species would be the rudest?
4. What is a weird animal you think more people should have as a pet?
5. What is something that is popular now but will be embarrassing to look back at in ten years?
6. Do you believe in superstitions? What is your favorite superstition?
7. If you had to tell a joke using only emojis, what would it be?
8. What is the weirdest thing that’s happened to you this week?
9. What is one thing you find funny that no one else does?
10. What’s the best Wi-Fi name you’ve seen?
11. If you had to lose a body part, which would you choose, and why?
12. If you could bring one extinct animal back to life, which would you choose, and why?
13. What are the three funniest things you could buy together at a grocery store?
14. If you could remove one state from the United States, which would you choose and why?
15. If each animal species was only a single-gender, what gender would they be?
16. Do you know how to fold a fitted sheet?
17. If you could invent one holiday, what would it be and why?
18. If you could throw a pie in someone’s face, who would you choose and why?
19. What is the best one-line joke you know?
20. What is the funniest name for a pet dog or cat?

20 Funny Questions to Ask a Guy You Like

1. What do you think is the sexiest name? The least sexy?
2. What is the most embarrassing thing you’ve done in front of someone you liked?
3. What is the weirdest nickname you’ve ever had?
4. What is the funniest thing you ever said to someone?
5. What is the most embarrassing pair of pajamas you’ve ever owned?
6. If you started a rumor, what would it be?
7. What is one game that you are bad at?
8. Who is the weirdest person you’ve ever had a crush on?
9. What’s the funniest joke you know?
10. What part of a movie scarred you as a kid?
11. How do you feel about pineapple on pizza?
12. If you could change the name of one animal, what would it be, and why?
13. What is the worst name you could give a child?
14. If you could be any animal, which would you choose and why?
15. What is the funniest thing you’ve ever seen someone write in their dating app?
16. What is your favorite gif?
17. Have you ever been in a secret relationship?
18. What would be your worst first date?
19. What are some of your guilty pleasures that you don’t tell anyone about?
20. If you were a food, which would you be and why?

20 Funny Questions to Ask a Guy About Himself

1. If you were to become famous, what would you be famous for (e.g., actor, model, scientist, etc.)?
2. What’s one thing that you are not good at?
3. What is your favorite food?
4. What is the sexiest animal on Earth?
5. Have you ever said something creepy to a stranger?
6. What was the funniest goal that you once had?
7. Mentally, how old are you?
8. If someone wrote a book about you, what would its title be?
9. What conspiracy theories do you believe in?
10. What is the worst purchase that you’ve ever made?
11. What’s the weirdest thing someone has done at your house?
12. If you could change your name, what name would you choose?
13. If you were to enter a dance contest, what dance move would you use?
14. What is the most embarrassing place you’ve ever farted?
15. What’s the funniest prank call you’ve ever heard?
16. What is the most embarrassing story your parents could tell about you?
17. If you could put one thing in your belly button, what would it be and why?
18. What is the weirdest thing you’ve ever given someone as a gift?
19. If your speech was replaced with animal noises, which animal would you choose, and why?
20. What is the weirdest thing you’ve ever purchased on the internet?

Conclusion on Funny Questions to Ask a Guy:

Unless you have a photographic memory, we wouldn’t recommend memorizing all these questions word for word. Instead, choose a few questions from the lists and ask them in your own words. You’ll find that the answers to these questions can spark humorous and fun conversations.

Looking for even more questions to prolong the fun? Check out our Would You Rather Questions and Ice Breaker Questions.