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Embarrassing Questions: 300+ Truth Or Dare Questions To Ask Your Friends

Embarrassing Questions: 300+ Truth Or Dare Questions To Ask Your Friends

You’ve probably played the game of Truth or Dare before. But, to play Truth or Dare and make it super interesting, embarrassing questions and silly dares must be included.

It is an incredibly fun game to play with friends, especially if your crush plays along.

If you’ve already played the game many times before and are looking for the best truth question to spice up the game, or if it’s your first time playing and you’re searching for some ideas to show off as an amazing player, take a look at our ultimate list of funny and embarrassing truth or dare questions.

Related: 750+ Great Truth Or Dare Questions (The Ultimate List)

TRUTH OR DARE QUESTIONS FOR EVERYONE

1. Do you have a security blanket?

2. Have you ever eaten something off the floor?

3. Have you ever butt-dialed someone?

4. What is the most childish thing that you still do?

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

6. Tell us about a time you embarrassed yourself in front of a crush.

7. What is the most food you’ve eaten in a single sitting?

8. Do you dance when you’re by yourself?

9. What song on the radio do you sing along to every time it comes on?

10. Do you sleep with a stuffed animal?

11. Do you own a pair of footie pajamas?

12. Are you scared of the dark?

Related: 102 Exciting And Provocative Dares For Guys

13. Do you like hanging out with your parents?

14. Have you ever been caught doing something you shouldn’t?

15. Which part of your body do you love, and which part do you hate?

16. What was the last thing you searched for on your phone?

17. After you’ve dropped a piece of food, what’s the longest time you’ve left it on the ground and then eaten it?

18. What’s the first thing you would do if you woke up one day as the opposite sex?

19. Have you ever peed in the pool?

20. Do you pick your nose?

21. Do you sing in the shower?

22. Have you ever peed yourself?

23. What was your most embarrassing moment in public?

24. Have you ever farted loudly in class?

25. Do you ever talk to yourself in the mirror?

26. You’re in a public restroom and just went #2, then you realize your stall has no toilet paper. What do you do?

27. What would be in your web history that you’d be embarrassed if someone saw?

28. Have you ever tried to take a sexy picture of yourself?

29. Do you drool in your sleep?

30. Do you talk in your sleep?

31. Who is your secret crush?

32. Do you think [fill in the name] is cute?

33. Who do you like the least in this room, and why?

34. What does your dream boy or girl look like?

35. What is your go-to song for the shower?

36. Who is the sexiest person in this room?

Related: 160+ Interesting Dares Over Text To Spice Up Your Conversation

37. Who do you think is the worst dressed person in this room?

38. Have you ever farted in an elevator?

39. What is your guilty pleasure?

40. What is your worst habit?

41. Has anyone ever walked in on you when you were going #2 in the bathroom?

42. Have you ever had a wardrobe malfunction?

43. Have you ever walked into a wall?

44. How would you rate your looks on a scale of 1 to 10?

45. What don’t you like about me?

46. What color underwear are you wearing right now?

47. What was the last thing you texted?

48. If you were rescuing people from a burning building and you had to leave one person behind from this room, who would it be?

49. Do you think you’ll marry your current girlfriend/boyfriend?

50. How often do you wash your undergarments?

51. Have you ever tasted ear wax?

52. Have you ever farted and then blamed someone else?

53. Have you ever tasted your sweat?

54. What was the biggest lie you ever told?

55. What is the most illegal thing you have ever done?

56. Who is your favorite? Mom or Dad?

57. Would you trade your sibling in for a million dollars?

58. Would you trade in your dog for a million dollars?

59. What is your biggest pet peeve?

60. If you were allowed to marry more than one person, would you? Who would you choose to marry?

61. Would you choose to save 100 people without anyone knowing about it or not save them but have everyone praise you for it?

62. If you could only hear one song for the rest of your life, what would it be?

63. If you lost one day of your life every time you said a swear word, would you try not to do it?

64. Who in this room would be the worst person to date? Why?

65. Would you rather live with no internet or no A/C or heating?

66. If someone offered you $1 million to break up with your girlfriend/boyfriend, would you do it?

67. If you were reborn, what decade would you want to be born in?

68. If you could go back in time and erase one thing you said or did, what would it be?

69. Has your boyfriend or girlfriend ever embarrassed you?

70. Have you ever thought about cheating on your partner?

71. If you could suddenly become invisible, what would you do?

72. Have you ever been caught checking someone out?

73. Have you ever waved at someone thinking they saw you when really they didn’t? What did you do when you realized?

74. What’s the longest time you’ve stayed in the bathroom, and why did you stay for that long?

75. What’s the most unflattering school picture of you?

76. Have you ever cried because you missed your parents so much?

77. Would you rather be caught picking your nose or picking a wedgie?

78. Describe the strangest dream you’ve ever had. Did you like it?

79. Have you ever posted something on social media that you regret?

80. What is your biggest fear?

81. Have you ever kept a library book?

82. Who is one person you pretend to like, but actually don’t?

83. What children’s movie could you watch over and over again?

84. Do you have bad foot odor?

85. Do you have any silly nicknames?

86. When was the last time you wet the bed?

87. How many pancakes have you eaten in a single sitting?

88. Have you ever accidentally hit something with your car?

89. If you had to make out with any Disney character, who would it be?

90. Have you ever watched a movie you knew you shouldn’t?

91. What ‘As seen on TV’ product do you secretly want to buy?

92. Do you still take bubble baths?

93. If you were home by yourself all day, what would you do?

94. How many selfies do you take a day?

95. What is something you’ve done to try to be ‘cooler’?

96. When was the last time you brushed your teeth?

97. Have you ever used self-tanner?

98. What do your favorite pajamas look like?

TRUTH QUESTIONS FOR GIRLS

1. What is the worst date you’ve ever been on?

2. If you could go out on a date with a celebrity, who would it be?

3. If you were stranded on a deserted island, who would you want to be stranded with from our school?

4. Have you ever flirted with your best friend’s siblings?

5. Have you ever had a crush on a person at least 10 years older than you?

6. Who is the worst kisser you’ve kissed?

7. What size is your bra?

8. Do you wear granny panties?

9. Have you ever had a crush on a friend’s boyfriend/girlfriend?

10. If you had to make out with a boy at school, who would it be?

11. Would you rather go for a month without washing your hair or go for a day without wearing a bra?

12. Do you secretly love Twilight?

13. Have you ever wanted to be a cheerleader?

14. If you could marry any celebrity, who would it be?

15. Have you ever asked someone out?

16. Do you ever admire yourself in the mirror?

17. Has a crush ever found out you liked them and turned you down?

18. Have you ever been stood up on a date?

19. What’s the most embarrassing thing you’ve done regarding your crush?

20. What do you do to get yourself “sexy”?

21. Who is your current crush?

22. What hairstyle have you always wanted, but never been willing to try?

23. What’s the most embarrassing thing you’ve said or done in front of someone you like?

24. You have to give up one makeup item for the rest of your life. What is it?

Related: 25 Best Flirty Questions To Ask A Girl You Want To Impress

25. Would you date someone shorter than you?

26. If someone paid you $1000 to wear your bra outside your shirt, would you do it?

27. What part of your body do you love, and which part do you hate?

28. Who is your celebrity crush?

29. If you could change one thing about your body, what would it be?

30. Who was your first kiss? Did you like it?

31. Who are you jealous of?

32. If you could be another girl at our school, who would you be?

33. Would you kiss a guy on the first date? Would you do more than that?

34. Who are the top five cutest guys in our class? Rank them.

35. How many kids do you want to have in the future?

36. Who do you hate the most?

37. Have you ever been dumped? What was the reason for it?

38. Would you rather pick a jock, nerd, or a bad guy?

39. Who is your first pick for prom?

40. What’s the sexiest thing about a guy?

41. What’s the sexiest thing about a girl?

42. What’s one physical feature that you would change on yourself if you could?

43. Would you rather be a guy than a girl? Why?

44. If you could only wear one hairstyle for the rest of your life, would you choose curly hair or straight hair?

TRUTH QUESTIONS FOR GUYS

1. If your parents hated your girlfriend, would you dump her?

2. If your girlfriend hated your best friend, what would you do?

3. Who is your biggest celebrity crush?

4. If you could be invisible, who would you spy on?

5. Who are the top 5 hottest girls you know?

6. Who in this room would you make out with?

7. If you could date one of your bro’s girlfriends, who would it be?

8. What’s your favorite body part?

9. When was the last time you flexed in the mirror?

10. Describe your perfect partner.

11. Have you ever been in love?

12. Blonde or brunette?

13. What turns you on the most?

14. Have you ever lied about your age?

15. Have you ever fallen in love at first sight?

16. What would you do if you found out your girlfriend liked someone else?

17. If we formed a boy band, who here would make the best lead singer?

18. Would you take steroids?

19. Have you ever had a crush on a friend’s girlfriend?

20. Who are you jealous of?

21. Who do you think is the hottest in our group?

22. What is your biggest turn-off?

23. Have you ever been rejected by someone?

24. If you had to choose between being poor and smart or being rich and dumb, what would you choose?

25. What have you lied to your partner about?

26. Have you ever cheated on your partner?

27. Would you go out with an older woman?

28. Boxers or briefs?

29. When was the last time you cried?

30. Have you ever had a crush on a friend’s girlfriend?

31. If you could make out with someone else’s girl, who would it be?

32. If every time you checked out a girl’s body, you would gained 5 pounds, how often would you do it?

FUNNY TRUTH OR DARE QUESTIONS

1. Would you rather not shower for a month, or eat the same meal every day for a month?

2. What animal most closely resembles your eating style?

3. If you could choose to never sweat for the rest of your life or never have to use the bathroom, which would you choose?

4. How long have you gone without brushing your teeth?

5. What’s one thing you would never eat on a first date?

6. What have you seen that you wish you could unsee?

7. If you had nine lives, what would you do?

8. If you could play a prank on anyone without getting caught, who would you play it on?

9. What would the prank be?

10. Have you ever pretended to like a gift? How did you pretend?

11. If you could be reincarnated into anyone’s body, who would you want to become?

12. If you switched genders for the day, what would you do?

13. What’s one food that you will never order at a restaurant?

14. Who would you hate to see naked?

15. How long have you gone without a shower?

16. If you could only text one person for the rest of your life, but you could never talk to that person face to face, who would that be?

17. What’s the worst weather to be stuck outside in if all you can wear is a bathing suit?

18. If your car broke down in the middle of the road, who in this room would be the last person you would call? Why?

19. What’s the most useless piece of knowledge you know?

20. What would be the worst part about getting pantsed in front of your crush?

21. If you could only use one swear word for the rest of your life, which one would you choose?

22. What’s the best thing to say to your friend that would be the worst thing to say to your crush?

23. Who do you think is the Beyonce of the group?

24. Would you rather eat dog food or cat food?

EMBARRASSING QUESTIONS THAT WILL TEST YOUR FRIENDSHIP

1. What was your first impression of your best friend’s boyfriend?

2. What do you think about him now?

3. Have you ever thought about ditching your friend for a boy?

4. If someone asked you what your best friend is like, how would you describe her?

5. What if your best friend told you that she liked your crush?

6. If you knew your friend’s boyfriend was cheating on her, what would you do?

7. Have you ever told a lie about your best friend to make yourself look better?

8. What was your first impression of [fill in the name of a person in the room]?

9. If you had to date someone else’s boyfriend, who would it be?

10. Who’s hotter? You or your friend?

11. Have you ever shared your friend’s secret with someone else?

12. Rate everyone in the room from 1 to 10, with 10 being the hottest.

13. If your crush told you he liked your best friend, what would you do?

14. Rate everyone in the room from 1 to 10, with 10 being the best personality.

15. Have you ever ignored a friend’s text? Why did you do it?

16. Have you ever lied to your best friend?

17. Would you let a friend cheat on a test?

18. Name one thing you would change about each person in this room.

19. If you had to trade a friend in for the celebrity crush of your dreams, which friend would you choose?

20. You win a trip and are allowed to bring two people. Who do you pick?

21. On an overnight trip, would you rather share a bed with your best friend or her boyfriend?

22. If you could swap one physical feature with your best friend, what would that be?

23. Have you ever told a secret you were told to keep?

24. If your best friend smelled bad, would you tell her/him?

25. What is the most annoying thing about your best friend?

26. Who do you think your friend should date instead of her current boyfriend?

27. If she doesn’t have a boyfriend, who do you think she should date?

28. Would you share a toothbrush with your best friend?

29. Do you think your friend’s boyfriend is hot?

30. If your friend and your boyfriend were both dying in front of you, who would try to save first?

FLIRTY TRUTH OR DARE QUESTIONS

1. Who do you want to make out with the most?

2. If you had to flash just one person in this room, who would it be?

3. When and where was your first kiss? Who was it with?

4. If you haven’t had your first kiss yet, who in this room do you want to have your first kiss with?

5. Of the people in this room, who would you go out with?

6. Describe the most attractive thing about each person in this room.

7. Who here do you think is the best flirt?

8. Who has the best smile?

9. Who has the cutest nose?

10. How about prettiest eyes?

11. Who’s the funniest in this room?

12. What’s one thing you would never do in front of someone you had a crush on?

13. How often do you check yourself out in the mirror when you’re on a date?

14. Who here do you think would be the best kisser?

15. Who has the best dance moves?

16. If you could have one physical feature of someone in this room, what would that be?

17. What is your wildest fantasy?

18. Have you ever looked yourself up on google?

19. How far would you go with someone you just met and will never see again?

20. Rate me on a scale of 1 to 10, with 10 being the hottest.

21. What is the weirdest thing you did this week?

22. If I was a food, what would I be, and how would you eat me?

23. Would you choose a wild, hot relationship or a calm and stable one?

24. If you had one week to live and you had to marry someone in this room, who would it be?

25. If you only had 24 hours to live and you could do anything with anyone in this room, who would it be and what would you do with that person?

26. What’s your biggest turn-on?

27. And your biggest turn-off?

28. Would you go out with me if I was the last person on earth?

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

30. What’s the sexiest thing about [fill in the name of a person in the room]?

31. If you could go on a romantic date with anyone in this room, who would you pick?

TRUTH OR DARE QUESTIONS FOR TEENS

1. If you had to delete one app from your phone, which one would it be?

2.  What is your greatest fear in a relationship?

3. Do you currently have a crush on anyone?

4. Describe what your crush looks like.

5. What is your crush’s personality like?

6. Is there anything about your life you would change?

7. Who do you hate, and why?

8. What’s your biggest pet peeve?

9. How many people have you kissed?

10. What’s your biggest turn-on?

11. If you could date anyone in the world, who would you date?

12. Would you rather be skinny and hairy or fat and smooth?

13. Who would you ask to prom if you could choose anyone?

14. Describe your perfect date.

15. Would you ever date two people at once if you could get away with it?

16. You have to delete every app on your phone except for five. Name the five you would keep.

17. Have you ever sent out a nude Snapchat?

18. Have you ever received a nude selfie? Who was it from?

19. Have you ever sent a nude selfie? Who would you send it to?

20. Have you ever gotten mad at a friend for posting an unflattering picture of you?

21. Who do you think is the cutest person in our class?

22. What is the most attractive feature on a person?

23. What is the biggest deal-breaker for you?

24. How far would you go on a first date?

25. Describe what makes someone husband or wife material.

26. If you could make $1 million, would you drop out of school?

27. What is your worst habit?

28. What’s one thing you do that you don’t want anyone to know about?

29. Do you frequently stalk anyone on social media? Who?

30. Go around the room and say one positive and one negative thing about each person.

31. What is one disturbing fact I should know about you?

32. Have you ever smoked?

33. Have you ever tried drugs?

34. What about alcohol?

35. What’s the craziest thing you’ve done while under the influence?

36. If you were trapped for three days on an island, who are three people in this room you would bring with you and why?

37. Would you go to a nude beach?

38. Who’s the most annoying person in this room?

39. Are you still a virgin?

40. If you had to marry someone in this room, who would it be?

41. Do you have hidden piercings or tattoos?

42. How long was your longest relationship?

43. If you could have one celebrity follow you on Instagram, who would it be?

44. You have to delete five people on Instagram. Name them.

45. Do you want to get married one day?

46. If you don’t have a job yet, where would you like to work?

47. How many hours would you spend online if you didn’t have school or homework?

48. How tall do you want to be?

49. What’s your biggest fear about college?

50. What are you most excited about?

51. Would you like your best friend to go to the same college as you?

52. Would you like your current boyfriend or girlfriend to go to the same college as you?

53. Who do you think is the hottest celebrity?

54. What’s your dream job?

NEVER HAVE I EVER QUESTIONS

1. Never have I ever played Never Have I Ever.

2. Never have I ever smoked.

3. Never have I ever kissed someone of the opposite sex.

4. Never have I ever been drunk.

5. Never have I ever skipped school.

6. Never have I ever said ‘I love you’ to someone.

7. Never have I ever made a prank call.

8. Never have I ever gotten a ticket.

9. Never have I ever failed a course in school.

10. Never have I ever been drunk with my parents.

11. Never have I ever thrown up from being too drunk.

12. Never have I ever forged my parent’s signature.

13. Never have I ever kissed a poster of a celebrity.

14. Never have I ever lied to someone.

15. Never have I ever gotten into a physical fight with someone.

16. Never have I ever cheated on someone.

These are some really good questions if you’re hoping to make your friends sweat while playing the amazing game of Truth or Dare.

Whatever it is they have to admit to, a guilty pleasure, a dirty truth they thought they could hide, or the weirdest thing they have ever done, it will make the game even more fun.

You might be a good Truth or Dare player but with this list of embarrassing questions, you’ll be the absolute best. Just make sure your friends don’t read it before you do!