75 Questions to Ask Friends When Bored: Funny and Juicy Questions to Know Your Friends

1. If you could swap lives with any fictional character, who would it be and why?

2. What’s the weirdest thing you’ve ever eaten?

3. If animals could talk, which one would be the rudest?

4. If you could have any superpower, but only for one day, what would it be?

5. What’s the most embarrassing thing you’ve done in front of a crowd?

6. If you could rename yourself, what funny name would you choose?

7. What’s the funniest name you can think of for a pet?

8. If you had to marry a cartoon character, who would you choose?

9. What’s the weirdest dream you’ve ever had?

10. If you could create a new holiday, what would it be and how would people celebrate it?

11. If you could make one silly law, what would it be?

12. If you could only eat one food for the rest of your life, what would it be?

13. What’s the silliest argument you’ve ever had?

14. If you were a ghost, how would you haunt people?

15. What’s the funniest prank you’ve ever played on someone?

16. What's the funniest way you've ever gotten hurt?

17. If you could invent a new word, what would it be and what would it mean?

18. What's the most useless skill you have?

19. If you could turn any mundane activity into an Olympic sport, what would you have a good chance at winning?

20. What’s the worst haircut you’ve ever had?

21. What's the most ridiculous thing you believed as a child?

22. What’s the most ridiculous fact you know?

23. If you could swap places with one of your friends for a day, who would it be and why?

24. If you were a superhero, what would your ridiculous weakness be?

25. What’s the funniest text message you’ve ever received?

1. Who was your first crush?

2. Have you ever had a secret admirer?

3. What's the most daring thing you've done?

4. Have you ever lied to get out of a date?

5. What's your biggest turn-off in a person?

6. Have you ever had a dream about someone here?

7. What's the worst date you've been on?

8. Have you ever kissed someone you shouldn't have?

9. What's your most embarrassing moment in front of a crush?

10. Have you ever snooped through someone's phone?

11. What's the biggest secret you've kept from your parents?

12. Have you ever had a crush on a friend's partner?

13. What's the strangest place you've ever kissed someone?

14. Have you ever been caught doing something you shouldn't?

15. What's the most awkward thing that's happened to you on a date?

16. Have you ever pretended to like someone's cooking?

17. What's the biggest lie you've told to impress someone?

18. Have you ever had a crush on a teacher?

19. What's the most embarrassing thing in your search history?

20. Have you ever accidentally sent a spicy message to the wrong person?

21. What's the wildest thing on your bucket list?

22. Have you ever been in love with two people at once?

23. What's your most embarrassing nickname?

24. Have you ever played matchmaker for friends? How did it go?

25. What's the most awkward conversation you've had with your parents?

1. What’s your biggest fear and why?

2. If you could change one thing about your past, what would it be?

3. What do you think is the meaning of life?

4. What is the most significant challenge you’ve faced and how did you overcome it?

5. What does success mean to you?

6. If you could have dinner with any historical figure, who would it be and why?

7. What are you most grateful for in your life?

8. How do you define true friendship?

9. What’s the most important lesson you’ve learned so far?

10. If you could live anywhere in the world, where would it be and why?

11. What role does love play in your life?

12. How do you handle stress and pressure?

13. What are your core values and beliefs?

14. If you knew you only had one year to live, what would you do differently?

15. How do you want to be remembered after you’re gone?

16. What is your biggest regret in life?

17. What's the most valuable thing you own that isn't money?

18. How do you find meaning in your daily life?

19. What’s the hardest truth you’ve ever had to accept?

20. How do you define happiness?

21. What is your biggest dream or aspiration?

22. How do you deal with failure or disappointment?

23. What is one thing you think everyone should experience in their lifetime?

24. How do you stay motivated in difficult times?

25. What do you think happens after we die?