100 Deep and Fun Questions to Ask at a Sleepover Party

Updated on May 18, 2020
Layne Holmes profile image

Layne is an active freelance writer. She enjoys staying up to date on trends, media, and emerging topics.

Fun Questions for Girls' Night In
Fun Questions for Girls' Night In | Source

Deep Questions for Girls' Night and Sleepovers

Girls' night in? These fun, deep questions are perfect for every occasion—birthday parties, sleepovers, team parties, or simply just hanging out with the girls or your best friends. Many of these questions are funny, some are embarrassing, and some dig deep. Pick and choose as you see fit!

How to Get Started on These Questions

  1. Make sure everyone agrees to play the game and feels good about it. Anyone who is uncomfortable playing should sit this one out.
  2. Make an agreement not to pick ultra-embarrassing questions (you know, the type you can't come back from) or dares that put people in danger or risk complications with the law (e.g., trespassing, stealing).
  3. Pick a starter player and pick an order. Either write everyone's name on pieces of paper and draw names OR sit in a circle and take turns going clockwise or counter-clockwise.
  4. Have the starter player begin. From this point on, the appropriate question may be asked.
  5. Get ready to indulge in some serious laughter. It helps if everyone on being honest. It takes a certain level of trust with friends to be able to get on that level! Have fun!

Fun Questions to Ask Your Girls
Fun Questions to Ask Your Girls | Source

100+ "Truths" to Ask Your Friends

Here are 100 great funny and embarrassing truth questions to ask your girls:

  1. What's the most ridiculous thing you ever said to someone you liked?
  2. Have you ever made-out with someone with braces?
  3. Have you ever had diarrhea in a public place?
  4. Have you ever licked someone's feet?
  5. Have you ever dropped food on the floor and eaten it?
  6. Have you ever peed in your bed? When was the last time?
  7. What is your worst nightmare?
  8. Which celebrity do you think you look most like?
  9. Would you rather give up your computer or phone for 6 months?
  10. What do you use when you run out of toilet paper?
  11. What was the most embarrassing time when you burped in public?
  12. Have you ever fallen asleep in class?
  13. What's the weirdest thing you and your partner have ever done together?
  14. Have you ever blown water out of your nose on a date?
  15. Have you ever had a sexy dream about someone? If so, who?
  16. Who do you think has had the most hook-ups in this room?
  17. Who's the hottest person you've ever kissed?
  18. Have you ever regifted a gift?
  19. Have you ever had feelings for your best friend?
  20. What was the worse thing you ever sent to the wrong person?
  21. Have you ever farted and blamed it on someone else?
  22. Do you pick your nose?
  23. Have you ever peed in your pants?
  24. Do you talk out loud to yourself when you're alone?
  25. Have you ever sexted?
  26. Do you still have your stuffed animal or baby blanket in your bed?
  27. If you could date anyone, who would it be?
  28. Have you ever stolen something?
  29. Do you like your mom or dad more?
  30. Have you ever cheated on your boyfriend/girlfriend?
  31. What social media platform are you most addicted to?
  32. Who do you stalk on social media the most?
  33. Do you pee in the pool when you go swimming?
  34. Have you ever worn your underwear inside out?
  35. Would you rather smell someone's feet or armpit?
  36. What was the last thing you searched on your phone?
  37. What nickname do your parents call you?
  38. Do you have a secret diary?
  39. Have you ever had feelings for someone who is taken?
  40. What kind of underwear do you wear?
  41. Have you ever been rejected by someone you like?
  42. Who do you currently like?
  43. If you could change one part of your body, what would it be?
  44. What's the farthest you have gone on a first date?
  45. Have you ever liked your friend's brother or sister?
  46. Have you ever liked someone older than you?
  47. If you could only eat one food for the rest of your life, what would it be?
  48. Have you ever gone streaking?
  49. Have your parents ever caught you with your boyfriend/girlfriend?
  50. Have you ever walked in on your parents?
  51. What's one food you hate?
  52. What's your favorite swear word?
  53. If you could spy on one person, who would it be?
  54. What is your spirit animal?
  55. What's your worst habit?
  56. Would you tell your best friend that they were being cheated on?
  57. Have you ever lied to someone to make them feel better?
  58. Do you think you're hotter than your best friend?
  59. Have you ever pretended not to read someone's text, if so, who?
  60. Have you ever cheated on a test?
  61. Have you ever cheated on someone?
  62. If you could go anywhere in the world with two people, who would you choose?
  63. Who do you not trust in this room?
  64. Have you ever liked a friend's boyfriend?
  65. Have you ever canceled plans with a friend to go see a boy?
  66. Have you ever lied to cancel plans with someone you didn't want to see?
  67. How many people have you ever kissed?
  68. What turns you on?
  69. Has anyone ever sent you a nude pic? Who?
  70. Have you ever posted a bad photo of someone on purpose?
  71. What's the worst thing you've ever said to your parents?
  72. What's the most desperate thing you've ever done to get noticed?
  73. Have you ever told a secret you promised to keep?
  74. What's the farthest you've gone?
  75. Which teacher do you think is the hottest?
  76. Do you like blondes or brunettes?
  77. Who's the last person you kissed?
  78. Which celebrity do you think is the hottest?
  79. Have you ever liked someone of the same (or opposite) sex?
  80. Have you ever lied to your significant other?
  81. When was the last time you cried and why?
  82. Do you believe in love at first sight?
  83. Have you ever flashed anyone?
  84. Who is the sexiest person here?
  85. Who is the worst dancer in this room?
  86. Who is the worst dresser in this room?
  87. What's your ultimate fantasy?
  88. What do you think is the biggest turn-off?
  89. Have you ever tried drugs?
  90. Are you a virgin?
  91. What's the naughtiest thing you've done at school?
  92. Have you ever gotten into a physical fight? With who?
  93. Who has seen you naked?
  94. What's the most mature thing you've seen on the internet?
  95. What's the worst grade you've ever received?
  96. Have you ever taken money from your parents?
  97. If you could only text one friend for the rest of your life, who would it be?
  98. Who is your least favorite person here?
  99. If you could trade places with someone in this room, who would it be?
  100. How attractive do you think you are on a scale of 1 to 10?

Fun questions and dares
Fun questions and dares | Source

50 Ridiculous Sleepover Dares for Your Best Friends

  1. Take an embarrassing selfie and post it to Facebook, Snapchat, or Instagram.
  2. Smell ___'s feet.
  3. Text your crush.
  4. Makeout with yourself in the mirror.
  5. Burp the alphabet.
  6. Lick peanut butter off the finger of person to your left.
  7. Stand on one leg until it's your turn again.
  8. Run into the middle of the road and howl at the moon.
  9. Sniff everyone's armpit and rank them from stinkiest to least stinkiest.
  10. Wear your bra or underwear on the outside of your pants.
  11. Post a picture of the toilet on your social media.
  12. Go outside and wave to at three passing cars. If they stop, wave them along.
  13. Sing a ballad to your friend's dog or cat and post it on social media.
  14. Change your relationship status on Facebook to "married."
  15. Dial up Round Table and sing Happy Birthday to the first person who answers.
  16. Sing a Backstreet Boys song and post it to social media.
  17. Let someone draw a tattoo on you.
  18. Hold hands with the person to your right until it's your round again.
  19. Eat a spoonful of hot sauce.
  20. Fake cry for one full minute.
  21. Let someone apply lipstick to your teeth.
  22. Let someone brush your teeth.
  23. Meow like a cat for a minute straight.
  24. Put liquid soap in your mouth.
  25. Say the alphabet backwards.
  26. Touch your tongue to your nose (or try to for 30 seconds).
  27. Massage the person to your left for 1 minute.
  28. Get down on one knee and propose to the person to your right.
  29. Let your friends pick someone random in your contacts and text: Happy New Year!
  30. Try to lick your elbow for 30 seconds.
  31. Imitate the person to your right for 1 minute.
  32. Make a sandwich with your eyes closed.
  33. Try to sell an egg to the whole group for 1 minute.
  34. Write your name on a piece of paper with your tongue.
  35. Rub your stomach and tap your head for 1 minute.
  36. Call McDonald's and ask if they sell taquitos.
  37. Call Taco Bell and ask if they sell French fries.
  38. Hop around like a bunny in the front yard for 1 minute.
  39. Speak to your friends like a goat for 1 minute.
  40. Post on social media that you were just abducted by aliens and liked it.
  41. Stay in happy baby pose for 1 minute.
  42. Tell everyone if you went number 1 or 2 last.
  43. Eat a dog biscuit.
  44. Eat a spoonful of butter.
  45. Eat a spoonful of wasabi.
  46. Wear an aluminum foil hat for the rest of the game.
  47. Ask the next-door neighbor for a spoonful of sugar (and bring a spoon).
  48. Run outside and yell, "It's Raining Men!"
  49. Stand outside and give every car that passes by a thumbs ups for the next minute.
  50. Text your crush and tell them that you're afraid of rabbits.

Crazy Live "Truth or Dare" Game

© 2019 Layne Holmes


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