These embarrassing questions to ask are ideal for making your pals cringe.
We’ve all had cringe-worthy moments in our lives.
It may be a clothing malfunction, something at school, or something our parents witnessed us doing.
These embarrassing questions will bring up memories and make for some amusing and engaging talks!
Ask your friends these awkward questions, especially in a truth or dare game and watch their faces twist in misery as they recall some of their most humiliating secrets!
Let’s dive in.
Table of Contents
Most Embarrassing Questions to Ask
With this embarrassing questions list to utilize on your next game night, you may put on your game face and confront the unexpected and the very embarrassing moments!
1. Have you ever had a wardrobe malfunction in public?
2. What’s the most embarrassing experience you’ve had with a crush?
3. What’s the weirdest thing that’s turned you on?
4. How old were you when you stopped sleeping with stuffed animals?
5. What was your most embarrassing moment?
6. What’s the most embarrassing thing in your search history?
7. What’s the most embarrassing thing your parents have caught you doing?
8. What’s the most embarrassing thing you’ve said in front of someone?
9. What was the most embarrassing thing to happen to you at school?
10. What’s the biggest secret you’ve ever kept from your parents?
11. Have you ever practiced kissing in front of the mirror?
12. If you could erase one past experience, what would it be?
13. Would you rather be caught picking your nose or scratching your bum?
14. Has your girlfriend/boyfriend ever embarrassed you in front of all your friends?
15. Have you ever walked into a wall?
16. What is the most embarrassing thing you did in a previous relationship?
17. What was your immediate thought when you first met me?
18. What’s the weirdest item you own?
19. What’s the worst lie you ever told your parents?
20. What’s your most abnormal guilty pleasure?
21. What do you think of yourself?
22. Have you ever vomited in a mall?
23. Have you ever had a weird haircut?
24. What’s the most awkward thing you ever wore?
25. When was the last time you screamed your lungs out?
26. What’s the weirdest job you ever had?
27. Have you ever lied about an illness to get out of trouble?
28. Would you be friends with a clone of yourself?
29. What’s your fast-food horror story?
30. What animal best describes your eating style?
31. Have you ever peed at a public place?
32. Have you ever had a wardrobe malfunction in school?
33. Have you ever tasted your sweat?
34. Do you have any silly nicknames?
35. Have you ever been caught masturbating by your parents?
36. Have you ever farted so loud in class everyone heard?
37. Have you ever sent a dirty text message to the wrong person?
38. What children’s movie do you secretly love?
39. What’s the weirdest thing you have seen while driving?
40. What’s your most common first thought when you wake up?
41. What are your exes like?
42. Who is your least favourite friend?
Embarrassing Truth Questions
Let’s start the truth or dare game with some really humiliating truths to get everyone warmed up and writhing in their chairs – all while having a good time!
1. Do you talk in your sleep?
2. What is your go-to song for the toilet?
3. Would you rather live with no internet or no A/C or heating?
4. Would you rather be caught picking your nose or picking a wedgie?
5. What is your biggest fear?
6. Have you ever kept a library book?
7. Do you have any awkward nicknames?
8. If you could suddenly become invisible, what would you do?
9. Have you ever waved at someone thinking they saw you when really they didn’t?
10. Have you ever lied to answer a truth question?
11. Do you ever just stare at yourself nude in the mirror?
12. Would you date someone significantly older than you?
13. What was the dartiest thing you searched for on your phone?
14. After you’ve dropped a piece of food, what’s the longest time you’ve left it on the ground and then ate it?
15. Have you ever peed in the pool?
16. Have you ever picked your ear and ate it?
17. What is the longest time you have ever gone without a shower?
18. What is something you’ve done that could have gotten you in serious trouble?
19. What is your worst habit you do not regret?
20. Do you cheat when playing games with friends?
21. Have you ever picked your nose and ate it?
22. Have you ever shoplifted?
23. What is the most immature thing you still do?
24. Do you have any type of addiction to anything?
26. Have you ever lied to answer in a truth & dare question game?
25. Have you ever lied about your age?
27. How many pancakes have you eaten in a single sitting?
28. Have you ever accidentally hit something with your car?
29. Do you still take bubble baths?
30. What’s the one thing you do every morning you don’t want anyone to know?
31. Do you ever just stare at yourself in the mirror at public?
32. Would you date someone significantly younger than you? What age is the cut-off?
33. What was the last thing you searched for on your phone?
34. Do you ever eat food after you’ve dropped?
35. Have you ever peed in the sea?
36. What is your most embarrassing fart story?
37. What is your favorite season of the year?
38. How many times have you been in love?
39. What is the most romantic thing you have ever done?
40. If you could trade lives with one person in this room, who would it be?
41. What is the one biggest regret you have?
42. What do your favorite pajamas look like?
43. Have you ever had lice?
44. Have you ever been tried to be arrested?
45. What is the weirdest thing you have ever eaten?
Embarrassing Dare Questions
Yes, deeds may sometimes speak louder than words. One thing is certain: the cringe factor will be heightened with these embarrassing dares!
1. Clean the toilet using your toothbrush.
2. Do four cartwheels in row.
3. Be someone’s pet for the next 5 minutes.
4. Flirt with the first neighbor we see outside.
5. Remove one item of clothing and give it to a stranger.
6. Do a model runway walk outside on the sidewalk.
7. Eat a piece of dog or cat food.
8. Sniff another player’s armpit for 10 seconds.
9. Hold hands with the person to your left for the rest of the game.
10. High-five the most strangers you can in 60 seconds.
11. Say the alphabet backwards as fast as you can.
12. Close your eyes, sit on someone’s lap, and guess who the person is.
13. Break an egg on your head.
14. Dance in public as though there is music.
15. Bite your big toe.
16. Remove the socks of a person sitting next to you with your teeth.
17. Go outside and dance like a cowboy.
18. Smell everyone’s feet and rank them in terms of stinky-ness.
19. Call your crush and confess your feelings.
20. Take a selfie with the toilet and post it online.
21. Peel banana using your toes.
22. Open facebook, and like someone’s every post on their wall going back to a year.
23. Set your crush’s picture as your dp.
24. Make a prank call to any random number.
25. Leave the zip of your pants open for the rest of the day.
26. Argue with the wall and pretend it responds.
27. Send a list of your exes alphabetically.
28. Shave your underarms on video chat.
29. Make a video of you doing the monkey dance.
30. Record yourself touching your nose with your tongue.
31. Talk to a pillow like it’s your crush.
32. Stuff ice inside your bra and leave it there for 60 seconds.
33. Striptease for thirty whole seconds.
34. Howl like a wolf on the street for 30 seconds.
35. Choose the person in the group you’d most like to kiss.
36. Call your parents and ask if they believe in aliens.
37. Eat an entire raw onion, without slicing it.
38. Post a photo of your nostrils on instagram.
39. Text your crush and tell her you slipped today.
40. Send a screenshot of your search history of last 2 days.
41. Go to your neighbors and ask if they would adopt you.
42. Dress up as the opposite gender and visit any local store or supermarket.
43. Let the person to your right put duct tape on any part of your body they choose and rip it off.
Embarrassing Questions to Ask Friends
How solid are the existing friendships? Let’s strengthen our relationships even further with some shocking, squirm-inducing embarrassing questions to ask your friends.
1. Are you insecure? Have you tasted ear wax?
2. Have you ever been stood up on a date?
3. Have you ever stuck gum under a desk?
4. Who among our friends do you think would be the best kisser?
5. Do you have a bad foot odour?
6. What movie did you watch that made you cry?
7. Do you lick your plate?
8. Have you ever lied about your age? Why?
9. Are you a virgin?
10. Have you ever tasted your booger?
11. Who is your biggest celebrity crush?
12. What was the weirdest habit you had as a child?
13. Have you ever been attracted to another guy?
14. How much money do you make?
15. Have you ever cheated on someone?
16. Do you have a hidden tattoo?
17. Do you sing in the shower? What was the last song you belted out?
18. What’s the weirdest thing you do while driving?
19. Have you ever started a rumor about someone? What was it?
20 Do you like my girlfriend?
21. How many times do you masturbate in a day?
22. Have you ever given a fake number?
23. What’s more important to you: love or money?
24. How many pron videos are on your phone?
25. What are you too old for but still enjoy?
26. Have you ever lied to your best friend?
27. Why did you dump your last girlfriend?
28. Have you ever slid into a celebrity’s DMs?
29. Have you ever slept with your pet? How does it feel? Do they snore?
30. What’s your thought about morning wood?
31. What’s the most embarrassing thing you’ve ever purchased?
32. What’s the longest you’ve ever gone without brushing your teeth?
33. What’s the weirdest thing you have in your bedroom?
34. What’s the weirdest thing you have in your locker?
35. How often do you wash your sheets?
36. Have you ever farted loudly in bus?
37. What’s the weirdest thing you loved to eat as a child?
38. What’s the worst thing you have done while drunk?
39. Have you ever been caught checking a girl out?
40. Have you ever practised kissing a mirror?
41. Do you enjoy the smell of your fart?
42. Have you ever peed while sleeping?
43. Have you ever farted in an elevator?
44. How long have you gone without brushing your teeth?
45. Can you describe the smell of your armpits?
Embarrassing Questions to Ask a Guy
Girls shouldn’t have all the fun, especially with this embarrassing truth or dare questions for guys. The guys will be blushing and muttering their way to some huge revelations as well.
1. If you had to stop talking to one person in this room, who would it be and why?
2. Who would you say are more attractive, English or Europeans?
3. Could you go out with someone who had a child from a previous relationship?
4. Have you ever broken something and not told somebody?
5. What is the one thing you have done that you would try to discourage anyone from doing?
6. What are you s#xual fantasies?
7. How experienced are you?
8. Do you regret after masturbate?
9. What do you want between us?
10. What makes you feel the most awkward?
11. What is the first thing you noticed about me?
12. What is your most embarrassing moment?
13. When was the last time you cried and why?
14. When was the last time you cried?
15. How many girls have you slept with?
16. Have you ever seen your mom/sister/grandma naked?
17. Are you sure you’re not gay?
18. Do you like having a beer belly?
19. How long does it take you to get ready for a date?
20. How many girls’ numbers are in your phone?
21. Can I give you a makeover?
22. How much debt do you have?
23. Have you ever considered plastic surgery to look more beautiful?
24. Have you ever killed or seriously injured anyone?
25. Have you ever been arrested for doing nothing?
26. Would you ever watch taboo pornography?
27. Have you ever watched a movie you’re not supposed to?
28. Have you ever found a child attractive?
29. Do you think teen girls are hot?
30. What’s the last lie you told?
31. How much do you think I weigh?
32. Are you s#xually active?
33. How do you describe your s#x life?
34. When was the last time you did it?
35. What pronator you would choose for one night stand?
36. Do you ever regret after one night stand?
37. When you loose you virginity?
38. Do you ever felt attracted by a guy?
39. Have you ever send nude someone?
Embarrassing Questions to Ask a Girl
Check out this list of embarrassing truth or dare questions for girls to get them sweating, flushing, and spilling the beans.
1. What do you do if you got pregnant while drunk?
2. Do you ever felt attracted by a girl?
3. How many guys have you dated so far?
4. Have you ever tried peeing while standing?
5. If you are ever asked to choose between love and money, which would you choose?
6. What would you consider the most embarrassing experience you ever had?
7. Why are you still single?
8. Did you ever want to be a stripper?
9. Were you ever discriminated against? What did you do about it?
10. For whose death will you cry the most?
11. What’s the definition of cheating for you?
12. What is the worst thing you expect from me?
13. If you can change one of your body parts, what will it be?
14. If your female best friend spends the night at my place, how will you feel?
15. Do you think s#x is better in the morning or night?
16. Did you ever drink and drive?
17. What will make you never forgive me?
18. Did you ever indirectly take a human life?
19. Did you ever get stalked? What did you do about it?
20. What would you never do to a friend?
21. Have you ever been a drug addict?
22. Have you ever try shoplifted?
23. How much do you earn presently?
24. What was the craziest thing you ever did?
25. How long have you ever stayed without a shower?
26. Have you ever embarrassed yourself in a public place?
27. How old were you when you started using the internet?
28. Have you ever been guilty of drinking and driving?
29. Which of your habits did your exes hate?
30. How old were you when you signed in on social media?
31. Would you rather live on a deserted island or live with zero privacy?
32. How long must people take to get married from the onset of a relationship?
33. Who are you closest to in your family?
34. What unique family traditions do you wish didn’t exist?
35. What’s the worst s#xual activity according to you?
36. What’s the best punishment for a cheater?
37. What’s that one career that you feel you’re unfit for?
38. Which of your best friends do you think I might get jealous of?
39. During a dinner date, your ex calls you incessantly. What will you do?
40. On our anniversary, my close female friend gets hospitalized. What do you hope I’d do?
41. If I sent you a picture of my privates and text “Wrong Chat”, how would you react?
42. Would you ever consider creating an OnlyFans account with me?
43. Have you ever regretted being with someone?
44. Do you see our relationship leading to marriage?
45. What do you find most attractive about me?
Embarrassing Questions for Adults
Let’s up the ante with this list of humiliating, intimate, and daring questions for adults that will make for an exciting night of truth bombs.
1. Have you ever tried to pee while sitting down?
2. Do you have an STD?
3. Have you ever been arrested?
4. Do you ever admire yourself in the mirror?
5. How much money is in your bank account right now?
6. Are you looking to be in a relationship?
7. How often do you have girls visiting your place?
8. What do you wear when you sleep?
9. Do you dirty dance when you are all alone?
10. Have you ever had a crush on a teacher?
11. Would you date someone shorter than you?
12. Did you ever kiss someone you shouldn’t have even thought of kissing?
13. What’s one thing you would never eat on a first date?
14. What have you seen that you wish you could unsee?
15. If you could be reincarnated into anyone’s body, who would you want to become?
16. If you switched genders for the day, what would you do?
17. Have you ever stalked someone on Instagram?
18. What ‘As seen on TV’ product do you secretly want to buy?
19. What’s the most useless piece of knowledge you know?
20. What did you learn in school that you wish you could forget?
21. Is it better to use shampoo as soap or soap as shampoo?
22. If you ran out of toilet paper, would you consider wiping with the empty roll?
23. Do you own a pair of footie pajamas?
24. Do you drool in your sleep?
25. Who do you think is the Beyonce of the group?
26. What has been your most shameful experience?
27. Have you had any addictions?
28. Do you pee in the shower or pool?
29. What was the last text you sent?
30. Do you have wet dreams?
31. What colour of underwear are you wearing right now?
32. What’s the worst thing you have done for love?
33. Have you broken someone’s heart?
34. How often do you wash your underwear?
35. What is the shortest you have gone without showering?
36. What do you think about often while you are in the toilet?
37. How many pairs of underwear do you own?
38. Do you pick your nose often?
39. Do you ever try your partners under garments?
40. What’s your darkest fantasy?
5 Tips for Choosing Embarrassing Questions
Here are some tips for choosing embarrassing questions.
1. Ask Humorous Questions: Embarrassing questions can also be funny. It will also make your friends happy as they listen to you.
2. Get Insight from a Movie: Most people are influenced by well-known novels and movies. Indeed, these instances may prompt you to consider some really embarrassing truth or dare questions.
3. Mix them up: Everyone has varying amounts of willingness to open up and share. So, mix them up.
4. Try to keep up with them. It’s already finished if you don’t keep up with the speed of the talk. It will never be fun for the person on the other side of the table.
5. Avoid Offensive Questions: Make certain that the embarrassing questions you’ve chosen to ask your closest buddy do not offend any of the companions.
Final Thoughts
These are some of the most embarrassing truth or dare questions to ask if you want to make your buddies sweat while playing the fantastic game of Truth or Dare.
Whatever they have to confess, whether it’s a guilty pleasure, a nasty truth they believed they could hide, or the strangest thing they’ve ever done, it will make the game even more entertaining.
You could be a skilled Truth or Dare player, but you’ll be the greatest with this collection of humiliating questions.
Just make sure none of your buddies read it before you!
If you liked our collection, please leave a comment at the end. Thank you.