Embarrassing Truth or Drink questions

Discover a collection of 90+ hilarious and cringe-worthy Truth or Drink questions that guarantee unforgettable moments. Get ready to reveal or sip!

A game night is only complete with a classic game of Truth or Drink. This game will add excitement and plenty of laughs while giving you an insight into your friends’ secrets.

Want to make your friends squirm as they decide between telling the truth or taking a shot? Whether you’re in for fun or an embarrassing night, these 90+ Truth or Drink questions will get the party started!

Play Truth or Drink online

Can’t think of Truth or Drink questions fast enough? Try out our online version of Truth or Drink with friends!

Simply choose a mode, and the game will generate over 1,000 truth or drink questions to get your friends talking. Invite your friends to join, prepare your drinks, and you’ll be playing Truth or Drink in no time!

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How to play Truth or Drink

Getting started with Truth or Drink is easy! Gather your friends around a table and decide who takes the first turn.

Then, each player takes turns asking the other players questions of their choice. The other player must choose to either answer honestly or take a drink.

After they answer, the next player gets to ask their question, and the game continues until you run out of questions. Or until you’ve had enough to drink!

Remember to drink responsibly and have fun! Don’t force anyone to drink alcohol if they don’t want to; you can always opt for a non-alcoholic beverage instead.

Cringe-worthy Truth or Drink questions

Cringe-worthy Truth or Drink questions

Ready to take your Truth or Drink game to a new level? Here are cringe-worthy Truth or Drink questions guaranteed to get your friends talking!

1. What is the craziest thing you’ve ever done when drunk?

That’s the alcohol talking!

2. Describe the crush you felt embarrassed to tell your friends about.

Ah, love is in the air!

3. Have you ever stolen something from a store?

Careful, we’re treading on thin ice…

4. What was the most embarrassing item of clothing you’ve worn in public?

Yikes! We hope it wasn’t too bad!

5. Share an embarrassing nickname you’ve been called.

Laughter ensues as childhood monikers are unveiled.

6. What’s the most embarrassing song on your playlist?

Get ready for some guilty music pleasures!

7. Have you ever been caught talking to yourself?

Confess those one-person conversations we all have.

8. Describe your most awkward first-date experience.

Prepare for cringe-worthy anecdotes of romance gone awry.

9. What’s the strangest thing you’ve searched for online?

From weird curiosities to guilty pleasures, spill the digital tea.

10. Share a cringe-worthy moment when you misread a situation.

Laugh at those hilarious and awkward misunderstandings.

11. Have you ever walked into the wrong bathroom?

Reveal those hilarious restroom mix-ups that everyone relates to.

12. What’s the most embarrassing thing you’ve accidentally liked on social media?

Confess those digital slip-ups that left you red-faced.

13. Describe the worst gift you’ve ever given someone.

Prepare for laughter as disastrous present choices come to light.

14. Have you ever farted in a public place and blamed it on someone else?

Admit to those stealthy and funny blame games.

15. What’s the most embarrassing autocorrect fail you’ve experienced?

Share the hilariously awkward messages that autocorrect created.

16. Describe a time when you laughed at the wrong moment.

Prepare for stories of uncontrollable giggles in inappropriate situations.

17. Have you ever waved at someone who wasn’t waving at you?

Recount those moments of mistaken identity and friendly gestures.

18. What’s the most embarrassing moment you’ve had with a crush?

Get ready for tales of romantic mishaps and blushing faces.

19. Share a cringe-worthy pickup line you’ve used or heard.

Laugh at the cheesy, funny, and sometimes terrible lines.

20. Have you ever been caught talking about someone behind their back?

Confess those juicy conversations that took an unexpected turn.

21. Describe the most awkward encounter you’ve had with an ex.

Prepare for cringe-worthy run-ins with former flames.

22. What’s the most embarrassing thing you’ve done in a job interview?

Reveal those cringeworthy interview blunders and mishaps.

23. Share a cringe-worthy fashion trend you followed in the past.

Laugh at those style choices that make you shake your head.

24. Have you ever walked into a glass door or wall?

Admit to those hilariously awkward encounters with transparent obstacles.

25. What’s the most embarrassing text you’ve sent to the wrong person?

Recount those messages that were meant for someone else’s eyes.

Embarrassing Truth or Drink questions

Embarrassing Truth or Drink questions

Feeling a little more daring? Here are some Truth or Drink questions guaranteed to make your friends squirm!

1. What is the wildest thing you have ever done in the bedroom?

As long as it’s consensual!

2. Have you ever said something that made your friends laugh but was actually mean?


3. What would be the most embarrassing tattoo for you to get?

Hopefully, your friends won’t see it if you do get it!

4. Describe the most awkward date you’ve ever been on.

Let’s just say it wasn’t a success…

5. Share an embarrassing habit you have when you think no one’s watching.

Time to reveal those quirky behaviors behind closed doors.

6. Have you ever been caught stalking someone’s social media profile?

Confess to those digital deep dives we all do.

7. What’s the most embarrassing moment you’ve had while public speaking?

Prepare for tales of stage fright and verbal slip-ups.

8. Describe the time you accidentally sent a message to the wrong person.

Get ready for stories of mistaken recipients and awkward conversations.

9. What’s the most embarrassing thing you’ve done at a party?

Reveal those moments that brought the spotlight onto you.

10. Have you ever walked into a glass door or window?

Share those hilarious encounters with transparent obstacles.

11. What’s the most embarrassing nickname someone has called you?

Laugh at those monikers that still haunt you.

12. Share an embarrassing childhood story your family loves to tell.

Prepare for tales of youthful mishaps and family laughter.

13. What’s the most embarrassing YouTube video you’ve liked or saved?

Confess your guilty online entertainment pleasures.

14. Have you ever been caught dancing or singing in front of a mirror?

Admit to those private moments of musical self-expression.

15. What’s the most awkward text message you’ve received from your parents?

Share those cringeworthy parent-child text exchanges.

16. Describe the most embarrassing moment you’ve had in a group chat.

Prepare for tales of unintended replies and digital gaffes.

17. Have you ever mistaken someone for being pregnant when they weren’t?

Reveal those foot-in-mouth moments and awkward apologies.

18. What’s the most embarrassing fashion trend you’ve followed?

Laugh at those style choices that make you shake your head.

19. Share a cringe-worthy autocorrect fail in a text message.

Laugh at the unintended hilarity caused by autocorrect.

20. Have you ever gotten caught talking to yourself in public?

Confess to those self-conversations we all engage in.

21. What’s the most embarrassing thing you’ve Googled recently?

Unveil your curious internet searches that you’d rather keep hidden.

22. Describe the most awkward encounter you’ve had with a crush.

Prepare for tales of blushing and stammering moments.

23. Have you ever accidentally liked an old social media post while stalking?

Admit to those accidental double-taps during late-night scrolling.

24. What’s the most embarrassing thing you’ve done while trying to impress someone?

Share those cringeworthy attempts at making a lasting impression.

25. Describe a time when you laughed at a joke you didn’t get.

Prepare for stories of awkward fake laughter and puzzlement.

Outrageous Truth or Drink questions

Outrageous Truth or Drink questions

Ready for some outrageous questions? Here are some surefire Truth or Drink questions that will make your night one to remember!

1. What is the strangest place you’ve ever hooked up to?

Eek! Hope you didn’t get caught!

2. Have you ever broken a rule just for fun?

Good thing no one got hurt!

3. Describe one of the strangest dreams you’ve ever had.

Time to get creative!

4. What celebrity would you like to kiss?

Let the stars align!

5. Share a hilarious childhood nickname you had and the story behind it.

Ah, the memories of youthful innocence!

6. Have you ever regretted a text you sent immediately after sending it?

Oops, fingers moving faster than the brain!

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

Ah, the joys of being caught red-handed!

8. If you could switch lives with someone for a day, who would it be and why?

Stepping into someone else’s shoes – temporarily!

9. What’s the most bizarre food combination you secretly enjoy?

Some flavors were just meant to be together.

10. Share a story of when you faked being sick to get out of something.

The legendary tales of playing hooky!

11. What’s the craziest dare you’ve ever accepted?

Did you conquer it like a champ?

12. Have you ever had a crush on a fictional character?

Love knows no bounds, even in the world of make-believe!

13. Describe a moment when you laughed at the completely wrong time.

Trying to suppress giggles when you shouldn’t – classic!

14. What’s the most unusual talent you possess?

Hidden skills that are nothing short of impressive!

15. Have you ever had a wardrobe malfunction in public?

When clothing decides to play its own game!

16. Share a story of a failed attempt at romance.

Cupid’s aim could be a lot better.

17. What’s the weirdest thing you’ve Googled recently?

The internet holds all the answers, even to the most bizarre questions!

18. Have you ever had an encounter with a wild animal?

Nature’s unexpected rendezvous!

19. What’s the strangest item in your room that you’re willing to admit?

A room filled with secrets and quirks!

20. Share an embarrassing autocorrect fail you’ve experienced.

When your phone thinks it knows better!

21. Have you ever cried during a movie? If so, which one and why?

The power of cinema’s emotional rollercoaster!

22. What’s the most unusual thing you’ve used as an excuse to get out of a commitment?

Sometimes creativity comes to the rescue!

23. Share an awkward encounter you’ve had with a celebrity, if any.

Starstruck moments gone hilariously wrong!

24. Have you ever had a supernatural or paranormal experience?

Spooky tales that send shivers down the spine!

25. Describe a time you laughed so hard you snorted.

When laughter becomes uncontrollable and absolutely infectious!

Unfiltered Truth or Drink questions

Unfiltered Truth or Drink questions

Want to get real with your friends? Here are some unfiltered Truth or Drink questions that will help you break the ice and discover what your friends think!

1. What is the worst thing someone has said about you behind your back?

Time to vent!

2. Describe an experience that made you ashamed of your past.

Oof, those tough moments!

3. What is the worst lie you’ve ever told?

I hope it didn’t come back to haunt you!

4. Have you ever done something that made your parents disappointed in you?

Moms and Dads know best.

5. Share a secret you’ve never told your closest friends.

Time to break the vault of trust!

6. Have you ever been caught in a compromising situation?

Caught in the act… oh my!

7. Describe a time you got way too drunk and embarrassed yourself.

Cheers to the wild nights and the morning-after blush!

8. What’s the most inappropriate thing you’ve laughed at?

Sometimes our sense of humor surprises even ourselves!

9. Share a moment when you judged someone unfairly and later regretted it.

The tale of a misguided assumption.

10. What’s the most cringe-worthy thing you’ve posted on social media?

Ah, the remnants of our digital past!

11. Have you ever had a crush on a friend’s significant other?

Navigating the tricky waters of attraction!

12. Describe a time you cheated or were cheated on in a relationship.

The painful whispers of infidelity.

13. What’s the pettiest reason you’ve ended a friendship or relationship?

Sometimes, the little things add up.

14. Have you ever had a one-night stand?

Spill the saucy details if you dare!

15. What’s the most illegal thing you’ve done without getting caught?

Living life on the edge!

16. Share a regrettable hairstyle or fashion choice from your past.

We’ve all been victims of questionable trends!

17. What’s the most embarrassing nickname you’ve been called?

Monikers that make you cringe… and sometimes smile!

18. Describe a time you pretended to be someone you’re not to impress someone.

Performing a shot at connection.

19. Have you ever eavesdropped on a conversation and discovered something you wish you hadn’t?

The accidental uncovering of secrets.

20. What’s the most explicit thing you’ve searched for online?

Those late-night browsing adventures!

21. Share a story of a time you got caught telling a significant lie.

The unraveling of deceit can be dramatic!

22. What’s the worst physical fight you’ve ever been in, if any?

Brawls that got a little too real.

23. Describe a time you made a move on someone and were brutally rejected.

The sting of unrequited feelings.

24. Have you ever stolen something, even if it was small?

Confessions of a light-fingered past.

25. Share a memory of when you embarrassed yourself in front of a crowd.

When all eyes are on you, the stage is set for unforgettable moments!

Laughter and blushes all around! If you’re hungry for more cringe-worthy tales and awkward revelations, click on the link to explore our extended list of Truth or Drink questions. Your next gathering is about to get even more entertaining!"

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