50 Revealing Questions That Will Make Your Friends Regret Picking ‘Truth’ Over ‘Dare’

1. What’s the dirtiest thought you’ve ever had?

2. Of the people in this room, who do you most want to make out with?

3. What’s the first thing you’d do if you woke up one day and you were the opposite sex?

4. What sexual activity do you consider totally off limits?

5. Of the people in this room, who do you consider the sluttiest?

6. What’s the most embarrassing thing your parents have caught you doing?

7. What’s the biggest romantic fail you’ve ever experienced?

8. What’s the weirdest thing you’ve done when you were alone?

9. Of the people in this room, who would you feel most comfortable with naked?

10. What’s the biggest secret you’ve ever kept from your parents?

11. What’s the biggest lie you’ve ever told without getting caught?

12. Of the people in this room, who do you most want to switch lives with and why?

13. What do you like most and least about your own appearance?

14. What do you like most and least about your personality?

15. If you could erase one past experience, what would it be?

16. What’s the craziest thing you’ve ever done to attract a crush?

17. When’s the last time you were flat-out rejected and how did you handle it?

18. What’s your biggest sexual fear?

19. Of the people in this room, who do you disagree with most frequently?

20. What’s your favorite go-to move for getting attention from the opposite sex?

21. What would you change about your life if you could?

22. What’s the most flirtatious thing you’ve ever done?

23. If you could make one wish right this second, what would it be?

24. At what age did you first start having sexy thoughts and what prompted them?

25. What three adjectives best describe your vagina/penis?

26. What does the perfect male/female body look like (from head to toe and everything in between) in your opinion?

27. How many people can someone sleep with before you secretly judge them for their “number”?

28. What’s the one thing you’d do in bed with someone if you had no inhibitions whatsoever?

29. What’s sexual milestone has been most memorable for you so far?

30. What’s the weirdest thing you’ve ever done in front of the mirror?

31. At what age did you first inspect your private parts and how did you feel about them?

32. What would you guess your parents’ favorite sexual position is, and why?

33. What did you think about the first (or last) time you masturbated?

34. What’s the most surprising thing that’s ever turned you on?

35. What’s the grossest thing that’s come out of your body?

36. What’s the most disgusting thing you’ve ever done?

37. What’s the most disturbing fantasy or dream you’ve ever had?

38. What’s the most awkward experience you’ve had with a crush?

39. What’s the meanest thing you’ve ever said to someone?

40. What’s the cruelest thing you’ve ever done to a friend?

41. What time of day do you feel most aroused and what do you usually do about it?

42. What’s the most childish thing you still do?

43. How do you really feel about anal sex?

44. What’s your favorite sex toy (hypothetically, or from experience)?

45. What’s the biggest mistake you’ve ever made in bed?

46. How old were you when your parents sat you down for “the talk” and what did they say (or not say) about “the birds and the bees”?

47. What’s the biggest dating disappointment you’ve experienced so far?

48. Do you ever catch yourself thinking about doing it with someone of the same sex?

49. What’s the most number of times you’ve ever masturbated within one week?

50. How far would you go to land the guy or girl of your dreams?