40+ Funny Questions to Ask Your Boyfriend That'll Crack Him Up

If you want to keep the spark alive in your relationship, and fill your conversations with humor and laughter, then you have come to the right place. Today, we are going to do a deep dive into some of the best and funny questions to ask your boyfriend.

Whether you’re looking for funny questions to ask your partner during a road trip, a lazy Sunday, or just to break the ice, a little humor goes a long way. After all, who doesn’t love a good laugh?

If you want to tease his goofy side, and get him to wrack his mind in ridiculously funny ways, then this list of questions will surely do the trick.

When it comes to funny questions to ask your partner to make him laugh, this is one of the sneaky ways to also get to know him better – his sense of humor, how quick he thinks on his feet, and just how wild his imagination can get (wink wink!).

Picture this: He’s sipping his coffee, totally unprepared, when you hit him with, “If we switched bodies for a day, what’s the first thing you’d do?” Instant entertainment.

So, whether you’re trying to beat boredom, lighten the mood, or just make some hilarious memories, these funny questions to ask will get the job done. Get ready for some unexpected answers and a whole lot of laughs!

40+ Funny Questions To Ask Your Boyfriend To Make Him Laugh

1. What has been your most embarrassing moment till date?

2. What’s the craziest dare you have done while playing Truth or Dare?

3. If you were handcuffed to one person for the entire month, who would you choose?

4. Suppose you got to adopt a pet unicorn, what would you name it?

5. If given a choice, which of these two would you eat for the rest of your life – pickles or food without salt?

6. What do you think is your most unusual talent?

7. If a movie was made on your life, which actor would play you?

8. Did you ever sleep with stuffed animals?

9. If I were a potato, how would you cook me?

10. If you could be any Disney prince, who would you choose?

11. If I had a superpower, what do you think it would be?

12. Suppose I have an evil twin. How do you plan to tell us apart?

13. Did you ever eat chalk as a kid?

14. What was your last Google search?

15. What’s your dream Halloween costume?

16. If there was a song that could describe you to the T, which song would it be?

17. If you could be any celebrity for one day, who would you like to be?

18. What would you choose – water balloon fight or a pillow fight?

19. Would you rather only be able to speak in rhymes or only be able to whisper?

20. Have a pet unicorn or a pet dragon?

21. If you could date anyone in this world, who would you date?

22. If you had to wear one ridiculous outfit for a whole year, what would it be?

23. Eat only pizza for the rest of your life or tacos?

24. Would you rather fight 50 duck-sized gorillas or one gorilla-sized duck?

25. What’s the best gift you have ever received?

26. What’s the worst gift you have ever received?

27. Do you have a favorite movie theater snack?

28. Accidentally send a funny but embarrassing text to your grandmother or your boss?

29. Would you rather drink coffee with mustard sauce or eat cereal with prune juice?

30. Would you rather be in a snowball fight or a food fight?

31. Would you rather have to answer every question with a meme or only be able to text using emojis?

32. Understand what babies are saying or have the ability to talk to dogs?

33. When was the last time you laughed the hardest?

34. What’s your favorite GIF or meme?

35. What’s the most disgusting thing you have ever eaten?

36. If your life was a sitcom, which one would it be?

37. Would you rather always have to wear clown shoes or a Viking helmet?

38. If you had to wear one ridiculous outfit for a whole year, what would it be?

39. Have hiccups every time you laugh or sneeze every time you say “love”?

40. Would you rather sneeze confetti or burp bubbles?

41. If you could be any cartoon character for a day, what would you be?

42. Live in a house made of LEGO or a house made of Jell-O?

43. Have a pet llama that follows you everywhere or a talking parrot that never stops gossiping?

44. Would you rather have to rap everything you say or speak in Shakespearean English forever?

So there you have it! These are some of the best and funny questions to ask your boyfriend to make him laugh. Do let us know which of these “funny questions to ask” cracked you up and your partner in the comments down below!

Frequently Asked Questions (FAQs)

1. What questions can make a boy blush?

a) What’s your love language?
b) What’s your most favorite pick-up line?
c) What makes you feel attracted to someone else?
d) What is your favorite place to be kissed?

2. What are some fun couple questions?

a) Have you ever been to a haunted house?
b) Are you a cat person or a dog person?
c) What’s your dream date like?

3. How can I tease my crush?

Make eye contact, like all their social media posts, flirt with them, surprise them at times.

4. What are some flirty questions I can ask my crush?

a) When was your first kiss?
b) What did you think of me when you first met me?
c) Do you believe in love at first sight?

Published On:

February 7, 2025

Last updated on:

March 1, 2025

Romantic Relationship, Marriage

feel-good questions, funny questions, funny questions to ask your partner, hilarious questions, questions to ask

Alexandra Hall

Hi there! I am someone who is trying to navigate through life, one day at a time. Writing is my passion and my job, and I am happiest when I am writing. I love reading comic books, watching drama movies, playing with my dogs and generally lazing around. An introvert by nature, you can find me in the farthest corner of the room in every party, playing with the dog and having my own party.

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40+ Funny Questions to Ask Your Boyfriend That Will Leave Him Cracking Up

40+ Funny Questions To Ask Your Boyfriend To Make Him Laugh