Fostering Engagement and Imagination: 50 Creative “Would You Rather” Questions for Middle Schoolers

“Would you rather” questions are a fun way to spark conversation, creativity and critical thinking in middle school students. By presenting lighthearted scenarios and choices, students learn about each other’s preferences and personalities. The questions encourage them to justify their decisions, compare pros and cons, and engage their imaginations. Here are 50 creative “would you rather” questions perfect for middle schoolers:

1. Would you rather be able to fly or be incredibly strong? Why?

2. Would you rather explore space or the ocean? What would you hope to see?

3. Would you rather time travel to the past or future? What time period would you visit?

4. Would you rather be a character in a book or a movie? Which character and why?

5. Would you rather be a unicorn or a dragon? What magical powers would you have?

6. Would you rather be an amazing dancer or singer? What style would you perform?

7. Would you rather live without television or junk food? Why would you give up that one?

8. Would you rather compete on a spelling bee or math competition? Which would you be better at?

9. Would you rather eat at a new restaurant every night or the same favorite place? Why?

10. Would you rather be the funniest or smartest person in your class? What’s better?

11. Would you rather be the author of a popular book or write a hit song? Which would you be better at creating?

12. Would you rather go back in time and meet your ancestors or to the future and meet your descendants? Why?

13. Would you rather be able to talk with all animals or speak all foreign languages? Which ability is more useful?

14. Would you rather star in an action movie or a comedy? What kind of character would you want to play?

15. Would you rather go a week without internet or a week without cell phone? Which would be harder?

16. Would you rather have x-ray vision or magnified hearing? What would you use those for?

17. Would you rather be unable to use phones or unable to watch television? Why?

18. Would you rather explore a jungle or outer space? What would you hope to see?

19. Would you rather have super strength or super speed? What powers would you use and why?

20. Would you rather have the magic to fix anything or the magic to heal anyone? Why?

21. Would you rather spend the day with your favorite celebrity or your best friend? Why?

22. Would you rather have a lifetime pass for plane travel or train travel? Which would you use more?

23. Would you rather be an amazing artist or musician? What type of art or music would you create?

24. Would you rather only shop online or only shop in physical stores? What are the pros and cons?

25. Would you rather be unable to text or unable to video chat? Why?

26. Would you rather live one life that lasts 1,000 years or 10 lives that each last 100 years? Why?

27. Would you rather be able to change your hair color with your mood or change your eye color with your mood? Why?

28. Would you rather be fluent in every language or be able to speak to animals? Why?

29. Would you rather take a cross-country road trip with your best friend or your favorite celebrity? Who and why?

30. Would you rather time travel to see dinosaurs or travel to another planet with alien life? Why?

31. Would you rather have your dream house or your dream car? What are they?

32. Would you rather have the power of invisibility or flight? Which superpower is better and why?

33. Would you rather meet your historical hero or meet your future self? Who and why?

34. Would you rather compete on a game show testing math skills or art skills? Which are you better at?

35. Would you rather always have perfect weather or always know the future? Why?

36. Would you rather be the author of a beloved book or the inventor of new technology? Which contribution is greater?

37. Would you rather be the most popular or smartest student in your grade? Why?

38. Would you rather give up desserts forever or give up your favorite hobby forever? Which is more enjoyable?

39. Would you rather have magical constant good luck or have the power to predict the future? Why?

40. Would you rather be able to travel into books/movies or travel through time? Where would you go?

41. Would you rather explore space or the deepest parts of the ocean? Why?

42. Would you rather meet your identical clone or meet a future version of yourself? Why?

43. Would you rather know when and how you die or know exactly when and who you marry? Why?

44. Would you rather visit Disney World or Universal Studios? Which theme park is better and why?

45. Would you rather have an amazing treehouse or amazing secret underground base? What features would you put in it?

46. Would you rather know every language or be able to talk to animals? Why?

47. Would you rather have a personal robot assistant or your own dragon? Why?

48. Would you rather have unlimited international flight tickets or unlimited ability to breathe underwater? Which would you use more?

49. Would you rather have magical healing powers or the power to shape shift? Why?

50. Would you rather have a time machine or a teleporting machine? Which invention is more useful?

In conclusion, “would you rather” questions allow middle schoolers to think creatively, justify their reasoning, and get to know their peers better. The questions spark imaginative responses about preferences, ethics, and possibilities. They’re a fun way to engage middle grade students and stimulate discussions that encourage critical thinking and classroom bonding.

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