425+ Crazy Truth or Dare Questions to Ask Your Friends post image

425+ Crazy Truth or Dare Questions to Ask Your Friends

So you want to play Truth or Dare to spice things up and have a little fun. Raw honesty makes people feel stimulated and intrigued in our boring world full of half-truths and politically correct answers to emotionally charged questions.

It’s fun being able to see otherwise composed people embarrassed and open.

Playing truth or dare isn’t only for high schoolers… it can be a fun game no matter what age you are and no matter what situation you’re in!

Some General Rules

The rules of the game are pretty simple. You present someone with two options: truth or dare and they get to choose.

Dares mean you give someone something to do, to take action on. They can refuse one dare but they pretty much have to say yes to the second one and definitely to the third unless it’s an exceptional case (if they are allergic to honey and you dare them to drink an entire bottle of honey, for example).

MORE: 225+ Amazing Questions to Ask a Guy 

Truth means you ask someone any kind of question and they have to answer honestly (no matter how personal, cringe-worthy or downright humiliating!)

Don’t be afraid to ask crazy questions, but don’t go buck-wild and start daring people to smoke crack and throw bricks at people while running around naked and peeing in the street. You might end up feeling bad when and if the person gets arrested.

Also, don’t get too personal and make everything depressing; the purpose here is fun, silliness, and embarrassment. There is no need to dig up deep skeletons from someone’s closet, and this game shouldn’t end in tears and therapy.

MORE: 20 Questions to Ask a Guy to Get Closer 

So other than not daring people to do illegal things, is there anything important about truth or dare?

Just take turns asking each other questions. Choose truth or dare and don’t do anything illegal or something that will send you to the ER or make someone lose their job.

Also, don’t try to fit each question to each person. Don’t ask a really shy person that you know hates doing something to completely socially humiliate themselves. There is a balance between embarrassing someone and  hurting them on a deep level.

This article contains endless ideas for maximum fun. I am even breaking it down into categories to make it more convenient!

MORE: How to Never Run Out of Things to Say on a Date 

Truth or Dare Question Categories:

At “Sleepovers”
Existential “Meaning of Life” Questions

Be sure to pair these crazy and embarrassing questions with 125+ crazy dares!


Truth or Dare Questions for Friends:

    • Do you lie?
    • What is the last thing you searched for online?
    • Have you ever made out with someone who said you’re a bad kisser?
    • Do you think you’re a good kisser?
    • How many people have you kissed?
    • Have you ever seen anyone “doing it” by accident?
    • How would you rate your looks on a scale of 1-10?
    • Who would you want to switch lives with out of everyone in this room?
    • How did you first learn about “anatomy?”
    • Do you lie about anything specific all the time?
    • Do you pick your nose?
    • Have you ever lied to someone you care about?
    • Have you ever peed your pants?
    • Have you ever gone #2 in your pants?
    • What is your most embarrassing moment?
    • Are you confident?
    • Do you feel awkward peeing in front of others?
    • Do you sing when no one is around?
    • Do you dance alone when no one is there?
    • Do you take a lot of selfies?
    • Do you like being the center of attention?
    • Have you ever thrown up in front of someone?
    • Have you ever farted in front of someone and felt embarrassed?
    • Do you have a crush?
    • Who would you want switch lives with for an entire day?
    • Who would you look like if you could look like any celebrity?
    • Have you become a different person over the years?
    • What has surprised you most in life?
    • Have you ever ran out of toilet paper after using the bathroom?
    • Do you think it’s wrong to pee in the shower?
    • Have you ever had any accidental nudity?
    • Ever sleep walk?
    • Are you afraid of the dark?
    • Do you take “naughty” pictures of yourself?
    • How often do you check your texts?
    • How often do you read the texts of someone who you like?
    • Do you like anything nerdy?
    • How often do you shower?
    • Have you ever peed in a pool?
    • What is the weirdest dream you’ve ever had?
    • How often do you look in the mirror?
    • Who are you most jealous of?
    • Would you rather touch a snake or spider?
    • Would you rather die young and happy or old and sad?
    • Have you ever dealt with the death of a loved one?
    • What is your biggest regret?
    • If you could go back and re-do one year of your life, which would it be and why?
    • Have you ever edited a picture to make yourself look skinnier?
  • Have you ever eaten your feelings?
  • Have you ever cried to get out of trouble?
  • What website do you waste the most time on?
  • Do you have any frenemies?
  • Have you ever drunk dialed an ex?
  • Have you ever tried to sabotage someone’s relationship?
  • What is something no one knows about you?
  • Have you ever hooked up with a friend’s ex?
  • Have you ever done something to intentionally make your ex jealous?
  • Have you ever done something cruel for no good reason?
  • Have you ever chosen a guy over your friends?
  • Which of your friends has the hottest boyfriend?
  • What do you dislike most about your family?
  • What is your worst habit?
  • What makes you cry?
  • What is the scariest thing you’ve ever done?
  • Who would you cast to play you in a movie?
  • What’s your weirdest habit?

MORE: 425+ Amazing Never Have I Ever Questions


Truth or Dare Questions for Sleepovers:

    • Have you ever gone to third base?
    • Have you ever played spin the bottle?
    • What is the meanest thing you’ve ever done?
    • Name one thing you love about everyone in the room
    • What is the strangest dream you’ve ever had?
    • What makes you sad?
    • Can you tell me 5 traits about yourself you like?
    • What was the worst part of your childhood?
    • Have you ever cheated on an important test?
    • What is your “dream job?”
    • Have you ever edited a picture on social media?
    • Do you stalk the social media of people you like?
    • Who do you think is the prettiest girl here?
    • Do you have any hidden talents?
    • Who do you think is the best looking guy at school?
    • Who is someone you hooked up with and totally regretted it?
    • When was you first kiss?
    • Have you ever told a secret that you swore you wouldn’t tell anyone?
    • What is the meanest thing anyone has ever said to you?
    • What is the meanest thing you have ever said to or about someone?
    • Have you ever practiced kissing on your hand?
    • Have you ever prank called someone?
    • Have you ever broken someone’s heart?
    • Ever had your heart broken?
    • Craziest person you’ve gone on a date with?
    • Do you have any celebrities you are obsessed with?
    • Ever lied about being sick to get out of school?
    • If you could make one wish, what would it be?
    • If you won $ 1 billion what would you do with it?
    • Have you ever lied about your age?
    • What’s an embarrassing song you like?
    • Have you ever dreamed of being famous?
    • Have you ever lost your keys?
    • Who is your spirit animal?
    • Have you ever kissed a girl before?
    • Have you ever kissed a boy before?
    • Have you ever gone to second base?
    • Have you ever walked in on someone having sex?
    • What’s the longest you’ve gone without showering?
    • Have you ever flashed someone?
    • Who is your least favorite person here?
    • What is your greatest fear?
    • How many people have you made out with?
    • Have you ever sent a nude selfie?
  • Do you think you’re pretty?
  • What is the biggest lie you’ve ever told?
  • What was your biggest childhood fear?

MORE: 26 Goodnight Texts That Will Melt His Heart


Truth or Dare Questions for Teenagers:

    • Have you ever stolen?
    • When did you lose your virginity?
    • What would you do if you got pregnant?
    • Have you ever done something illegal?
    • Have you ever made out in the back of a car?
    • Who are you interested in right now”
    • Would you rather date X or Y?
    • Have you ever had a crush on a teacher?
    • What has been your most embarrassing moment in school?
    • Who is your favorite male celebrity?
    • Who is your favorite Instagram star?
    • Are you afraid of heights?
    • What’s your GPA?
    • What’s something your parents don’t know?
    • Have you ever pulled a prank on a teacher?
    • When was the last time you got grounded and what was it for?
    • Do you have a fake ID?
    • Have you ever snuck out of the house?
    • How many detentions have you had?
    • Have you ever asked a guy out and been rejected?
    • Have you ever loved someone who didn’t love you back?
    • Have you ever had a crush on your friend’s boyfriend?
    • Do you secretly hate any of your friends’ boyfriends?
    • Have you ever sent a “bad” picture on Snapchat?
    • Have you ever lied about sleeping with a guy?
    • Could you survive without your phone for a week?
    • Have you ever spread a rumor about someone?
    • Have you ever lied to a teacher?
    • Have you ever been drunk?
    • Have you ever used Tinder?
  • How much makeup do you wear?
  • What’s your favorite form of social media?
  • Have you ever borrowed something from a friend and not given it back?
  • Have you ever gone on a starvation diet?
  • Have you ever had a crush on someone ten years older?
  • Who do you want to go to prom with?
  • Have you ever copied someone’s homework?
  • What is your best “the dog ate my homework” excuse for not handing something in on time?
  • Have you ever smoked?
  • Who of your friends has the worst Instagram account?
  • Who of your friends sends the most annoying snapchats?
  • Does going away to college make you nervous?
  • What is the worst rumor that has ever gone around about you?
  • Have you ever fooled around with someone at school?
  • Have you ever failed a test?
  • Have you ever been suspended?
  • Who is the hottest teacher at school?
  • How many people have you kissed?
  • What do you like most about yourself?
  • If you could be a Disney princess, who would it be and why?


Truth or Dare Questions for Millennials:

    • Do you feel jealous of people who have tons of followers on social media?
    • Do you think being Instagram famous is pathetic or cool or neither?
    • Should weed be legal?
    • Are you open-minded?
    • Do you think social media is bringing people closer together or making everyone more isolated and alone?
    • Do you know anyone with an addiction?
    • Have you ever struggled with addiction?
    • Do you think hair extensions are tacky?
    • What is something you hate about your job?
    • Do you think Tinder is ruining society?
    • Do you think you’re living a lie?
    • How often do you check your social media?
    • Who did you vote for?
    • Do you believe in marriage?
    • Do you believe in monogamy?
    • What’s your biggest pet peeve?
    • Have you ever dated multiple people at the same time?
    • Do you ever intentionally not respond to someone to keep them guessing?
    • What’s your craziest political view?
    • Have you ever taken a picture down from Instagram because it didn’t get a lot of likes?
    • Have you ever gone on a march/protest?
    • If you were given a million dollars, what would you do with it?
  • What makes you irrationally angry?
  • What would you do if you had an STD but your partner did not know?

MORE: Amazing Truth or Dare Questions

Truth or Dare Questions for Girls:

    • Describe the weirdest date you’ve ever gone on.
    • Smallest …. size you’ve been with?
    • Have you ever tried to hook up with a guy you knew had a girlfriend?
    • Have you ever cheated on someone?
    • Have you ever been cheated on?
    • What is the most romantic thing a guy has ever done for you?
    • Have you ever dated someone shorter than you?
    • Worst first date story?
    • Have you ever flirted your way out of trouble?
    • Have you read “50 Shades of Grey?”
    • Do you think it’s annoying that most women edit their social media profiles and post fake pictures?
    • Have you ever used Tinder?
    • What is one makeup item you can’t live without?
    • Would you ever hook up with a member of the same sex?
    • How often do you check your “ex’s” online social media if ever?
    • Do you secretly love any of your exes still?
    • How many guys have you been with?
    • When was the last time you “pleasured yourself?”
    • How often do you weigh yourself?
    • Are you happy with your weight?
    • Do you dye your hair?
    • Do you wear a lot of makeup?
    • Would you ever walk around all day without makeup on?
    • What is your biggest insecurity?
    • How often do you workout?
    • Have you ever lied to a guy about your weight?
    • Who is your favorite male celebrity?
    • What’s your favorite body part?
    • Do you like your boobs?
    • Would you ever get any plastic surgery?
    • Do you think getting plastic surgery is cheating?
    • Have you ever taken drugs to be skinny?
  • Have you ever been on any kind of antidepressant or psychiatric medication?
  • Have you ever had a pregnancy scare?
  • Have you ever done botox?
  • Have you ever done it on the first date?
  • Do you ever go commando?
  • Have you ever lied to impress a guy on a date?

MORE: Ask A Guy You Like These 20 Cute, Amazing Questions


Truth or Dare Questions for Guys:

    • Have you ever lied to a woman?
    • Have you ever dyed your hair?
    • What was your honest first impression of your significant other?
    • Are you afraid of going bald someday?
    • What’s your wildest fantasy?
    • Have you ever had an STD?
    • What is your go-to pickup line?
    • Do you think you are attractive?
    • Do you hide anything from the world?
    • Have you ever cheated on someone?
    • What is something you’re embarrassingly bad at?
    • Has a girl ever slapped you across the face?
    • Have you ever gotten a girl pregnant?
    • If you got someone pregnant, would you want them to get an abortion?
    • How often do you “do yourself?”
    • Do you think all girls are “crazy”?
    • What’s the craziest thing a girl has done for you or to you?
    • What’s your strangest sexual experience?
    • Do you actually enjoy “adult entertainment”?
    • Tell me your most embarrassing moment of your life.
    • Who are you most jealous of?
    • Have you ever questioned your sexuality?
    • Do you enjoy sports?
    • Have you ever pretended to enjoy sports?
    • Have you ever pretended to like a show because it is popular?
    • Which animal would you be: a lion or a puppy?
    • When was the last time you cried?
    • How big is your… you know what?
    • Have you ever “measured” your.. you know what?
    • Do you prefer blondes, brunettes, or redheads?
    • If you could hook up with one of your friend’s girlfriends, who would it be?
    • What is your biggest turn-on?
    • What is your biggest turn-off?
    • Have you ever ghosted on a girl?
    • Have you ever been in a fist fight?
    • Have you ever lied about the number of women you’ve been with?
    • Have you ever been attracted to another man?
    • Have you ever had the hots for your friend’s girlfriend?
  • What is the most superficial reason you broke up with a girl?
  • Have you ever hooked up with one of your girlfriend’s friends?
  • Have you ever lied to get a woman into bed?
  • Do you have any feminine qualities?
  • What is your biggest fear when it comes to relationships?
  • Do you enjoy fighting?

MORE: 103 Sexy Texts That Turn Him On


Truth or Dare Questions for a Party:

    • Who is the hottest person in this room?
    • Do you care more about sex or love?
    • What is the most embarrassing thing you’ve done when drunk?
    • Who would you choose to hook up with if you had to pick one person in this group?
  • Who would you most likely want to have sex with?
  • What’s the wildest thing you’ve ever done?
  • Have you ever sent an embarrassing text to someone by accident? Describe
  • What was the worst sex you’ve ever had?
  • Would you rather hook up with X person or Y person?
  • Biggest fear right now?
  • Have you ever done illegal drugs?
  • Have you ever had a one night stand?
  • Who has the best butt in the room?
  • Who has the best boobs in the room?
  • Which friend is hotter… X friend or Y friend?
  • Would you rather be friends with X person or Y person?
  • Who is the most annoying person here?
  • Would you rather be poor or ugly?
  • Who looks like they would be terrible in bed?
  • Who looks like they would be amazing in bed?
  • Who is someone you know that really need to lay off the alcohol?
  • List the most attractive quality of every person playing this game
  • Who here do you think would be the best kisser?
  • Marry, sleep with, kill- pick someone for each category.

MORE: Truth or Dare Questions to Make Your Party Wild

Truth or Dare Questions Via Texting (Online Dating, Social Media):

    • When was the last time you “did yourself?”
    • Craziest drunk story?
    • Greatest fear?
    • Are you a hopeless romantic?
    • Can you tell me something you’ve never told anyone else?
    • Do you like anyone right now?
    • Tell me a secret.
    • Do you hate anyone?
    • What is your worst memory?
    • Have you ever thrown up from drinking?
    • What is your secret you would never tell anyone?
    • Have you ever felt humiliated?
    • When was the last time you cried?
    • What is the one app on your phone you can’t live without?
    • What do you wish you could change about your life?
    • Have you ever not texted a girl back instead of just breaking up with her?
    • Have you ever sent a dirty picture on snapchat?
    • What is something a girl can do that makes her instantly unattractive?
    • What makes someone girlfriend material?
    • Have you ever stalked anyone on social media?
    • Do you stalk your exes on social media?
    • If you could marry a movie character, who would it be?
    • What is one thing you can’t live without?
  • What or who annoys you the most?
  • Have you ever blamed someone for something you did?

MORE: 40 Saucy Truth or Dare Questions 


Existential “Meaning of Life” Truth or Dare Questions:

    • Do you think we have a purpose on this planet?
    • Do you believe time might not actually be linear?
    • Is life meaningless or meaningful?
    • Does heaven exist?
    • Where do we go when we die?
    • Do you believe in God?
    • If you died tomorrow would you have regrets?
    • Do you think you’re capable of killing someone?
    • Do you believe in soul mates?
  • What is love in the first place?
  • Can you love one person forever?
  • What do you believe in?
  • Is it wrong to cry?
  • Do you believe in karma?
  • Do you think there is an after life?
  • Have you ever had an out of body experience?
  • Have you ever had a near death experience?
  • Does everything happen for a reason?
  • Do you believe love conquers all?
  • Finish the sentence: the world would be a better place if ____
  • Do you feel like you have a purpose in life?

MORE: 50 Best Truth or Dare Questions

There you go… now you have a giant list of truth questions and dares that will give you a fun and wild experience.

You’ll be able to make even the most outrageous, out there person feel embarrassed and discover some crazy things that’ll shock you about the people you think you know.

I hope these truth questions showed you fun ways to liven things up and get to know someone. It’s a great game to play with a guy you like to rouse his interest, but do you know what really makes a man see a woman as something special? Do you know what makes a girl stand out from the rest in a man’s eyes? If not, you need to read this next: The #1 Things Men Desire in a Woman

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