153 Funny Questions to Ask a Guy to Make Him Laugh

Knowing a guy’s sense of humor is a vital component of wooing him.

It’s also vital to keep things lighthearted and flirtatious in order to determine whether sparks fly between you.

One effective method is to use funny questions to ask a guy to make him laugh.

This might lead to a lighthearted chat in which you both laugh and enjoy yourself.

This is why we have compiled these questions for you.

Let’s dive right into them!

Best Funny Questions to Ask a Guy to Make Him Laugh

The best funny questions to ask a guy might help you discover more about him while keeping things light and playful. You’ll find a list of entertaining questions to ask him to start your chat below.

1. Would you rather make your internet search history public or your bank balance?

2. If you came with a warning label, what would it say?

3. What’s the weirdest thing you’ve given someone as a gift?

4. What’s the most awkward thing that’s ever happened to you on a date?

5. If your life was the “expectation vs. reality” meme what would the two pictures be?

6. What’s your most embarrassing childhood memory?

7. Do you consider yourself more of a nice person or a naughty person?

8. What’s the first thing you wash in the shower?

9. What’s the dumbest rule you’ve ever been forced to follow?

10. What do you think will finally break the internet?

11. Why do men have nipples?

12. What’s the worst thing your parents have ever caught you doing?

13. What’s the most embarrassing thing you’ve ever done to get a crush’s attention?

14. What’s the most awkward thing that happens to you on a regular basis?

15. What are you too old to do but still enjoy doing?

16. What’s the weirdest thing you’ve ever done at someone else’s house?

17. If you could have any foreign accent, which one would you pick?

18. What is the worst fashion trend you’ve ever taken part in?

19. What do you think would be the worst “buy one, get one free” sale of all time?

20. How long do you think you would last in the Hunger Games?

21. What do you think is the best way to prepare for a zombie takeover?

22. What secret conspiracy would you like to start?

Random Funny Questions to Ask a Guy to Make Him Laugh

Funny and dumb questions may liven up an otherwise dull conversation with a guy. Take him by surprise by asking one of these random funny questions.

1. If you could marry any fictional character, who would it be?

2. What is the worst lie you’ve ever told your parents?

3. Who is your celebrity doppelgänger?

4. What’s the best WiFi name you’ve seen?

5. What’s the one superpower that you wish you had?

6. Would you rather dance a jig in front of people or dance naked alone?

7. Which mythical creature do you wish was actually real?

8. What would you do if you could become invisible for a day?

9. If your life was a podcast, which one would it be?

10. What is the weirdest thing you have seen in someone’s house?

11. If you were famous, what stage name would you use?

12. What is the weirdest thing you’ve had in the fridge?

13. What’s the weirdest piece of trivia that you know?

14. If you were a wrestler, what would your signature move be?

15. What was your first-ever email address or screen name?

16. What’s your go-to lie when playing “two truths or a lie”?

17. What is the sexiest vegetable?

18. Has anyone ever walked in on you naked?

19. What’s your most embarrassing hidden talent?

20. What’s the funniest movie line you’ve ever heard?

21. What is the funniest dream that you had that you can recall?

22. Would you rather eat jalapeños with every meal for the rest of your life or a raw egg every morning?

Funny Questions to Ask a Guy You Like to Make Him Laugh

If you’re looking for some flirty questions to ask a guy you like, we’ve got you covered! Here are some amusing questions to ask him to get to know him better and make him laugh.

1. What’s the weirdest crush you’ve ever had?

2. Would you rather be able to only whisper or only shout everything?

3. What’s the weirdest app you have on your phone?

4. What is the weirdest nickname people have ever called you?

5. If I say “sexy”, what is the first thing that you think of?

6. What’s a totally terrible movie that you absolutely love?

7. What’s the craziest thing you’ve done on a dare?

8. You are about to kick some serious butt, what song comes on as your soundtrack?

9. If you could pick any celebrity to officiate your future wedding, who would it be?

10. If you were a superhero, what kind of secret identity would you have?

11. Would you rather always have to say everything on your mind, or never speak again?

12. What is something that I wouldn’t believe about you?

13. Do you believe in any conspiracy theories?

14. What did you think was silly until you tried it?

15. Would you rather have bionic arms or bionic legs?

16. What is your signature dance move?

17. Are you my appendix? Because you give me this weird tingly feeling and I kinda want to take you out.

18. Did you do anything interesting today, well besides talking to me?

19. What flavor combination is kind of weird but you really like it?

20. Is it just the WiFi, or am I totally feeling a connection?

21. If you were given the chance to marry any fictional character, who would it be?

22. What’s the weirdest thing you’ve ever seen your pet do?

Funny Questions to Ask Your Boyfriend to Make Him Laugh

Do you genuinely want to know what drives your boyfriend? You may transform your conversation from dreary to extraordinary by using these funny questions to ask your boyfriend.

1. It’s 10 o’clock. Do you know where your girlfriend is?

2. I had hot dreams about you last night? Are you in the mood to make them a reality tonight?

3. Besides me, what’s your favorite snack?

4. What’s something you believed for way too long about s#x that turned out to be wrong?

5. Which part of your body is the most ticklish?

6. Did you ever have a crush on one of your teachers when you were a kid?

7. Do you want to blow everyone off tonight and make our own party?

8. Are hamburgers sandwiches? Where do you stand on this hot culinary debate?

9. What can you last longer without: me or your phone?

10. When you were a kid, did you ever walk in on your parents getting busy?

11. Do you wear ‘days of the week’ underwear?

12. What warning label does God have on your file?

13. Did you do anything interesting today – besides chatting with me?

14. Wanna come over and play p#rn star tonight?

15. What’s your favorite guilty pleasure movie?

16. Is there room in your bed for me tonight?

17. What app on your phone would raise eyebrows?

18. I have to go food shopping. I love your aisle style. Wanna come?

19. Tell me about your biggest romantic fail — and please, include all the gory details!

20. What’s the current state of your underwear drawer?

21. What’s the cheapest present you ever got a girlfriend?

22. Wanna take a dance class tonight? I was thinking we’d practice the horizontal mambo?

Funny Date Questions to Ask a Guy to Make Him Laugh

You may ask a guy these queries on a date. Start a conversation with one of these funny questions. These questions can lead to the guy telling a hilarious anecdote or displaying his sense of humor.

1. Have you ever forgotten to bring your wallet when you were supposed to pay for a meal?

2. What is the worst thing a person should put in their dating app bio?

3. Have you ever experienced anything funny or bizarre on your first date?

4. Have you ever lied to girls to get what you want?

5. Have you ever been saved from an awkward situation by your sense of humor?

6. Have you ever done something crazy after getting really drunk?

7. How do you define a great date?

8. Have you ever been on a date and realized halfway that it was a bad idea?

9. Do you remember a time when you laughed in an inappropriate situation?

10. Did you ever break up with someone over a text message?

11. Have you ever been moved to tears by a sad movie?

12. Do you have any strange talents?

13. What is your opinion of online dating? Is it easier or harder?

14. Which would you prefer: being funny, smart, or sexy?

15. Have you ever done something crazy after a breakup?

16. Do you like girls wearing make-up?

17. Do you have any embarrassing pictures of yourself?

18. How good is your bathroom singing?

19. Do you have any embarrassing stories about being caught by your parents?

20. Can you tell me about the craziest and weirdest prank you’ve ever pulled?

21. How many girls have you kissed?

22. What makes you blush?

Funny Questions to Ask a Guy about Himself to Make Him Laugh

You may easily strike up a conversation with a guy if you know what questions to ask him. Questions to get to know a guy better and make him laugh are provided below.

1. Have you ever said something creepy to a stranger?

2. If you were to become famous, what would you be famous for (e.g., actor, model, scientist, etc.)?

3. What’s one super power that you would never want to have?

4. Which fictional character do you identify with the most?

5. What was the funniest goal that you once had?

6. If someone wrote a book about you, what would its title be?

7. What’s one thing that you are not good at?

8. What chain restaurant would you refuse to eat at even if you were desperate?

9. Mentally, how old are you?

10. What is the most embarrassing story your parents could tell about you?

11. What was your biggest kitchen fail?

12. What conspiracy theories do you believe in?

13. Have you ever been in a secret relationship?

14. If you were to enter a dance contest, what dance move would you use?

15. If you had to survive on only one kind of food, what would you choose?

16. What is the weirdest thing you’ve ever given someone as a gift?

17. What is the most embarrassing place you’ve ever farted?

18. What animal would you like to be?

19. What myth do you still believe is true?

20. Have you ever been to a psychic? What happened?

21. If you were an ad, what slogan will you use?

Questions to Ask a Guy Over Text to Make Him Laugh

Let us now go over some interesting questions that you can ask a guy over text. These questions will help you generate a fun conversation with him over text messages.

1. What song would you play on repeat if you wanted to annoy someone?

2. What is a food most people love that you hate?

3. What’s the weirdest celebrity crush you’ve ever had?

4. Plan your dream birthday. Where are we going, what kind of cake are we eating, and what present am I getting you?

5. Have you ever had a racy dream about me?

6. Would you rather only Netflix or only chill for the rest of your life?

7. What social convention do you find the most annoying?

8. Do you also still think about all the embarrassing things you said in middle school, or are you a well-adjusted adult?

9. Would you rather be funny, smart or sexy?

10. What was the worst purchase you’ve ever made?

11. What do you think my superpower is?

12. What was your childhood nickname?

13. On a scale of 1-10, how old are you?

14. What would you do if you met your own double?

15. If you were a DJ, what would your DJ name be?

16. What’s one thing that never fails to make you laugh?

17. Have you ever texted a spicy photo to the wrong person?

18. What is the funniest name you have actually heard used in the real world?

19. What was fun to do once, but you’ll never try to do again?

20. What’s the most paranormal thing that has ever happened to you?

21. If life is a video game, what cheat code would you want to use most?

22. What’s the funniest prank call you’ve ever heard?

Final Thoughts

There’s something about humorous people; they’re easy to be around, pleasant to talk to… and just plain entertaining.

So, let’s put it this way: you meet a guy and are trying to engage him in a non-boring chat.

The greatest thing to do is make him laugh, but what are some of the finest humorous things to ask a guy to make him laugh?

Look no further than the funny questions to ask a guy to make him laugh we shared with you.

If you liked our collection, please leave a comment at the end. Thanks!