21 Questions Game: Dig Deep with These 165 Fun, Flirty, and Surprising Questions (2024)

1. What's the weirdest dream you've ever had?

2. If you could travel to any time period in a time machine, what time period would you choose and why?

3. If you could change one thing about yourself, what would it be?

4. When asked what your most-fun memory from childhood is, what’s the very first memory you think of??

5. If you could have any fictional character's wardrobe, whose would it be?

6. What was the first job you ever wanted to have as a kid?

7. If you could have dinner with a famous person (living or dead), who would you choose?

8. What's your favorite movie to watch over and over again?

9. You’re the lead character in a video game. What game is it? (You’re allowed to make one up.)

10. What's your favorite season of the year?

11. If you could create your own holiday, what would it be called and how would it be celebrated?

12. Who is your current celebrity crush?

13. What’s the most random thing you’ve ever bought online?

14. If you could invent any gadget, what would it do?

15. What’s the worst thing you’ve done to get out of trouble?

16. Do you have a favorite museum? Which one?

17. What's your biggest fear?

18. What's the most adventurous thing you've ever done?

19. What's the best advice you've ever received?

20. You were just handed $100,000 to open your own business. What kind of business is it?

21. What's a bad habit you had that you've been able to overcome?

22. What's your dream road trip destination?

23. What's your favorite food of all time?

24. What are three items on your bucket list?

25. What's your biggest regret?

26. The only way you can communicate is through movie quotes. What movie are you choosing?

27. What’s your favorite urban legend?

28. What's your favorite thing about yourself?

29. What's the weirdest thing in your closet?

30. If you had to guess what people appreciate you the most, what would you say?

31. What's your dream job?

32. If you could be a part of a family on any TV show, which family would you choose?

33. Of all the personal questions I could ask you, what's one you wouldn't want to answer?

34. What's your biggest pet peeve when it comes to social media?

35. Who's your favorite character from literature?

36. What's an activity that you do not find fun at all?

37. What's the weirdest thing you've ever done for a job?

38. What’s the most recent thing in your internet search history?

39. What’s the last thing in your phone that you took a screenshot of?

40. What's your favorite color to wear?

41. What's your favorite type of dessert?

42. What's the worst lie you ever told as a kid?

43. Who in your family are you closest to?

44. What's your favorite sport to play and why?

45. If we were in the middle of a zombie apocalypse, who are three people you'd want on your team?

21 Questions Game: Dig Deep with These 165 Fun, Flirty, and Surprising Questions (2024)
Top Articles
Latest Posts
Article information

Author: Melvina Ondricka

Last Updated:

Views: 6554

Rating: 4.8 / 5 (68 voted)

Reviews: 91% of readers found this page helpful

Author information

Name: Melvina Ondricka

Birthday: 2000-12-23

Address: Suite 382 139 Shaniqua Locks, Paulaborough, UT 90498

Phone: +636383657021

Job: Dynamic Government Specialist

Hobby: Kite flying, Watching movies, Knitting, Model building, Reading, Wood carving, Paintball

Introduction: My name is Melvina Ondricka, I am a helpful, fancy, friendly, innocent, outstanding, courageous, thoughtful person who loves writing and wants to share my knowledge and understanding with you.