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Embarrassing Never Have I Ever Questions for Teens

61 hand-picked embarrassing questions perfect for teens.

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61 Embarrassing Never Have I Ever Questions for Teens

We picked the best embarrassing never have I ever questions for teens. Browse the full list or hit Play Now to go through them one by one.

  1. 1.

    Stalked my ex on social media

  2. 2.

    Had an imaginary friend

  3. 3.

    Been jealous of my friends

  4. 4.

    Had a totally online relationship

  5. 5.

    Made a silly face in the mirror and laughed at myself

  6. 6.

    Tried to do a cartwheel and fell on my back

  7. 7.

    Tried to ride a bike without training wheels

  8. 8.

    Made a silly face while taking a selfie

  9. 9.

    Tried to ride a skateboard or a scooter

  10. 10.

    Tried to climb a tree and got stuck

  11. 11.

    Tried to do a cartwheel and failed

  12. 12.

    Tried to jump rope and tripped over it

  13. 13.

    Tried to do a handstand and toppled over

  14. 14.

    Tried to do a somersault and landed on my back

  15. 15.

    Tried to ride a bike without training wheels and fell over

  16. 16.

    Had a crush on a friend’s significant other

  17. 17.

    Had a crush on a teacher or professor

  18. 18.

    Had a crush on a teacher or authority figure

  19. 19.

    Skipped school or work when I wasn’t really sick

  20. 20.

    You’re saying you use social media abbreviations kind of inauthentically. LOL

  21. 21.

    Thought a cartoon character was attractive

  22. 22.

    Had a crush on a friend’s girlfriend

  23. 23.

    It’s part of puberty, so don’t feel ashamed!

  24. 24.

    Been cool at school

  25. 25.

    Pretended I was sick to get out of school

  26. 26.

    Had a crush on a teacher

  27. 27.

    Stalked an ex’s boyfriend or girlfriend on social media

  28. 28.

    Had a highly embarrassing encounter with someone I had a crush on

  29. 29.

    Tried to learn a TikTok dance and completely failed

  30. 30.

    Said something super awkward to a crush when trying to be cool

  31. 31.

    Had a dream where I showed up to school or work naked

  32. 32.

    Tried to style my hair in a totally crazy way

  33. 33.

    Tried to steal a friend’s crush (even if it was just a fleeting thought)

  34. 34.

    Pretended to be interested in something just to impress someone I liked

  35. 35.

    Tried to act cool and ended up embarrassing myself in front of a crush

  36. 36.

    Written a note or text to my crush but then chickened out of sending it

  37. 37.

    Gone out of my way to “accidentally” bump into my crush

  38. 38.

    Dropped hints about liking someone, hoping they’d pick up on it

  39. 39.

    Pretended to need the bathroom to leave a boring class

  40. 40.

    Gotten in trouble for texting during class

  41. 41.

    Made a snow angel

  42. 42.

    Been in a school play

  43. 43.

    Told my mom I was going to a PG movie but saw an R movie instead

  44. 44.

    Made up an excuse for not doing my homework

  45. 45.

    Gone to school with my shirt inside out and didn’t notice

  46. 46.

    Gotten into a fight on the school bus

  47. 47.

    Stayed up all night doing a school project

  48. 48.

    Eaten one of the dog’s treats

  49. 49.

    Been bullied by other kids

  50. 50.

    Been in a school play or talent show

  51. 51.

    Gotten nervous before a first kiss

  52. 52.

    Been caught staring at my crush

  53. 53.

    Taken the long way just to walk past someone I liked

  54. 54.

    Unfriended/unfollowed an ex on all social media platforms

  55. 55.

    Accidentally liked someone’s old photo while stalking their profile

  56. 56.

    Pretended to understand a meme when I had no idea what it meant

  57. 57.

    Accidentally liked an old post while stalking someone on social media

  58. 58.

    Skipped school to hang out with friends

  59. 59.

    Worn pajamas to school

  60. 60.

    Faked being sick to avoid going to school

  61. 61.

    Slept over at a friend’s house without asking my parents

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Frequently Asked Questions

What makes embarrassing questions fun to play?

Embarrassing questions create bonding moments when everyone realizes they've had similar cringe-worthy experiences. The shared vulnerability brings people closer together and creates memorable laughs.

What topics do teen questions cover?

Teen questions focus on school life, friendships, social media, crushes (kept appropriate), hobbies, and relatable teenage experiences like embarrassing moments and parent interactions.

How do I handle really embarrassing confessions?

Create a safe space where what happens in the game stays in the game. React with empathy and humor, not judgment. Often the most embarrassing stories become the most beloved memories.

How do you play Never Have I Ever?

One person says "Never have I ever..." followed by something they haven't done. Anyone who HAS done it must drink, put down a finger, or take some action. Take turns going around the group.