Edgy Questions

Over 300 Unique Edgy Questions — Great For Truths

Hi everyone! Want to get deep into your friends? Need some ideas to get a conversation going? Want to play a party game? Well, I got unanswered questions. Answer them truthfully! Truthful answers are going to be more fun, interesting, and dark. Questions are randomized. You can check the boxes for answered questions. More and more questions will be added when I have the time to do so... give me a year or two. If you have any suggestions for questions to add, please use: This Form
[Last Updated: 2/2/22]

Lets Begin

How would you describe your worst masturbation session?
What is the Most Fucked Up Thing Your Parent or Guardian Has Done to You?
What is the Most Expensive Item That You Have Stolen?
When is the Last Time You Have Either Shit or Pissed Your Pants?
What is the Weirdest Request That a Person Asked of You?
What is the Most Racist Thought That You Had For Another Person?
How would you describe your first sexual relationship?
What is the Most Morally Wrong Action That You Have Ever Done?
Who is the Person That You Hate The Most and Why?
What is your biggest regret?
When is the last time you have cried and why did you cry?
How did you receive your biggest physical injury?
What Event Mentally Scarred You The Most?
Who were the last 3 people that you have masturbated to?
Who is the last person that you have betrayed and when?
What is the most dirtiest thought that you had about someone w/ the prefered sex?
What is the greatest prank that you have pulled off on someone?
Choose a person that you love the most. He/she must do as you say cause they your slave. What do you make them do?
When was the last time that you wished that a person was dead and who was it?
What is the first thing that comes to your mind when you imagine autistic people?
What in you mind is the worst way to die?
If you had to remove one religion from this planet, what would it be?
Who in your friend group do you think has the biggest penis?
Who in your friend group do you think has the smallest penis?
You are forced to kill your best friend. Who would you kill and how would you kill them?
What is the most brutal human torture method that you can think of?
Imagine that your gender is swapped for a day. What would be the first thing that you would do being the opposite gender?
If you had to pick one racial slur to scream outside for a minute, what slur would you pick?
If you had to pick one of your friends to become a Helen Keller for the rest of their life, who would it be?
If you had to pick one race to exterminate to extinction, which race would it be?
If you had to blow up a neighborhood in your town where you live, what neighborhood would you destroy?
Who is the most likely person that you know will commit suicide?
What is the last substance if any, you took that either made you high or drunk?
If you had to pick a boy-friend to be castrated, who would it be?
Which one of your friends is most likely to own a dildo?
Which one of your friends is most likely to own a fleshlight?
Have you ever been molested as a child?
At least how much money would it take for you to suck a random guy's dick?
At least how much money would it take for you to be fucked in the asshole by a random guy?
What is the worst action that you have done that you have gotten away with?
Choose 2 of your best friends. State their names. If you had the ability to sell them in the darkweb and had to make a successful sale for both of them, how much money would each of them be worth?
If you had to break one of your friend's legs, which friend would it be?
If you had to stay in the same room with the people you hate the most and had a choice to either kill yourself or everyone else in that room, what choice would you pick?
If you had to decide on a person to live with you for the rest of your life, who would it be?
What are your reasons for staying alive?
If you had to switch bodies with a friend that you know, who would it be?
Was Joe Biden or Donald Trump a better president of the US?
When was the last time that you did not flush a toilet?
When was the last time that you have masturbated?
What was the last lie that you have said?
What TV show do you hate the most?
What are traits that your SO must have?
If you had to start a new cult, what would it be?
What is your dirtiest secret?
What stereotypes have you heard of about Japanese people?
What stereotypes have you heard of about Chinese people?
What stereotypes have you heard of about American people?
What stereotypes have you heard of about Australian people?
What stereotypes have you heard of about Indian people?
What stereotypes have you heard of about Mexican people?
What stereotypes have you heard of about Black people?
What is your body count?
When did you learn about sexual intercourse?
What is your wildest fantasy?
If you could cut down a tree just by snapping your fingers and earned 20 USD for every tree that you cut down, how many trees would you cut down?
Who is the most annoying person that you know in real life?
When was the last time you donated to charity?
What is the most wasteful action that you have done?
What is the greatest rejection that you had in love?
Who in your friend group, including you, is the sluttiest of all?
Who in your friend group, including you, do you think will stay a virgin forever?
When was the last time that you have tried sucking your own dick or lick your vagina?
Do you have an affiliated religion?
Your best friend and an alien from outerspace are held hostage. You have to pick which one dies and which one lives. Who one dies?
What is the most expensive item that you have purchased?
If you had to pick an animal other than humans to fuck you in the asshole, what animal would that be?
Which country would you want to travel to last?
What name do you think is common in a pornstar?
Which crush that you had ghosted you the most and how?
If you had only one more day to live, what would you spend that last day doing?
What is the dumbest thing that you have said?
If you had to completely eat one of your friends, who would it be?
Which one of your friends currently has the highest chance in betraying you?
Who is the last person that you have bullied - not cyberbullying?
Who was the last person to see you completely naked?
At what age did you first masturbate?
You are chosen to name the next Covid variant. What name would you give it?
What is the most sexist joke that you know?
What is the most racist joke that you know?
What was your worst drinking session?
What was the most wildest party game that you played?
What was your most evil pleasure?
What was the biggest thing that you have shoved in your mouth?
What is the worst thing that you have eaten?
If you have cheated or have been cheated on, what happened?
When was the last time you have cheated on a exam/test?
What is the most amount of hours that you have stayed up?
Who in your friend group is most likely a Karen?
How would you feel if Donald Trump got assassinated?
What is the name of the girl that you last kissed?
No Consequences. Kill as many people as you would like, but at least 1 person must die. How many people do you kill?
What is the worst kind of pain?
Force one friend into a metaphetamine addiction. Who would it be?
What is the most unhealthiest food that you ate?
If you had to fuck one of your high school teachers, who would it be?
If you had to plan your own suicide and have an infinite budget to plan for it, what would you do?
The only meat option left for consumption is human beings. Would you turn vegetarian?
Fake your own death and frame one of your friends/aquaintances. Who would you frame?
Name one person who is 50 years of age or older in your town/city that you call a true boomer.
A world war starts so that only one country survives in the end. What country do you think would be the survivor?
Who do you think is the least sexiest boy in your town?
Who do you think is the least sexiest girl in your town?
Who deserves to be fat?
Pick one of your friends to be morbidly obese. Who would it be?
How long did you want the coronavirus issue to exist before it dies off?
If there were no toilet paper or paper towels left in a bathroom, what would you wipe your ass with?
What do you want the most in your life right now?
Which one of your friends is most likely to become a porn star?
You see a random homeless person on the street. How much money would you give them?
Your best friend has a bounty of 1,000,000$ on their head. What would you do?
If you had to bring one dead person back to life in exchange for one of your friend's life, who would you bring back to life and who would you sacrifice?
How do you feel about your current position in society?
If you had one wish to use on only to yourself, what would your wish be?
An apocalypse has started. What is the first thing that you do?
How would you feel if there was a breeding farm for humans?
What is the fastest speed that you drove?
You have been sentenced to death. What would your last meal be?
You have been sentenced to death. What execution method would you choose for yourself?
All roads now has speed bumps on them for every mile. What is the fastest speed that you will drive?
What do you think is the easiest way to ruin someone's life?
Who deserves the title of most retarded?
The government and the surpreme court has mandated mask wearing permanantly. Would you rebel against the government?
What is the worst thing that has ever happened to you?
Who in your friend group has the most obese parents that you know of?
You have a mission to rob your local bank. How would you plan to rob the bank?
What is the optimal penis size in inches for you?
You have fucked one of your friend's SO and your friend does not know about it yet. How would you keep this moment a secret from your friend?
What is the greatest scam that you have pulled off on someone?
Having any hair on you is now a federal crime in US. Would you move to another country?
What was the last scam that you fallen for?
What is the most gangster thing that you have done?
What annoys you the most?
What is the greatest prank that someone has pulled off on you?
Which animal do you hate the most?
What porn website have you visited the most?
What trend do you think needs to die off?
What song do you hate the most?
You will have to fuck one of your friend's mother or father. What is that friend's name?
If you have witnessed a divorce, how did it happen?
What have you indulged yourself into?
You have Jeff Bezos's credit card in your hand. What would you do with it?
What secret do you have that barely anyone knows about?
Females: How did your first period go?
What is your experience in going through puberty?
What two words do you know that starts with 'ni' and ends with 'er'?
How would you feel if Hillary Clinton got assassinated?
How would you feel if Bernie Sanders got assassinated?
How would you feel if Cardi B got assassinated?
What is the biggest thing that you have shoved up your ass?
How did you feel about the quarantine from the coronavirus?
What do you want to do, but dont have the time to do so?
What do you want to do, but dont have the money to do so?
What is the weirdest thing that you have ever done?
What is the closest event to paranormal activity you think that happened to you?
What was the last inanimate object that you have humped?
Males: When was the last time that your erection has hurt you physically or emotionally?
What movie protagonist do you hate the most?
You have become the next hitler. It is World War 3 and your country is counting on you to win the war. If you win the world is under your control. What would you do?
What is the best roast that you have said to diss a friend?
Which person in your city/town does not deserve any respect?
What gives you the most pleasure?
What is the most edgy dare that you have done?
What is the biggest waste of time for you?
What is one problem that you have that no amount of money can solve?
How do you feel about the current society?
How early in life did you want to try sexual intecourse?
Which one of your friends is the most likely to get pissed easily?
What is the optimal breast size for women?
How are you feeling right now?
What have you abandoned that you wished that you had right now?
How would you survive if there was anarchy?
How do you care for yourself?
What is the most scary thing/event that you have witnessed?
"All it takes is one bad day to reduce the sanest man alive to lunacy".-Joker- How would this apply to you?
What would you do if you found yourself kidnapped and stuck in locked room in someone's home?
What is the worst name you can think of for a boy?
When was the last time that someone gave you a hug?
What cartoon or anime character would you want to fuck?
You have the choice to either exterminate the human race or every other living organisms excluding plants. What choice do you make?
You have to remove an exterior body part. What body part do you remove?
Who is one person that has their life has changed completely from an event and why?
You have the option to fuck anyone to your liking for the next 3 days without consenquences, but you can't have sex for the rest of your life after those 3 days have passed. Would you take the option?
Which one of your friends is the most likely to become a pedophile?
Which one of your friends is the most likely to become a murderer?
Who was your first long-time bully?
About how many times have you tasted your own orgasm?
What is your plan for the rest of your life?
How often do you take a shit?
How often do you masturbate?
Virgins: How would you feel if a non-virgin fucked you for your first time?
Non-Virgins: How did you feel after losing your virginity?
What is the worst thing that you are willing to do for 1000$
Who is one friend that copies your academic work the most?
What is the worst name that you can think of for a girl?
Any law that mentions an age limit or restriction is now removed. What is the first thing that you want to do?
Who is the most likely person to ask you out on a date?
What was the first bad word that you have said?
What was completely normal to you at first, but then realized later that it was weird?
When do you think the human race will die down close to 0?
How would you describe your first witness of animal abuse?
How would you feel if gold does not exist anymore?
How would you feel if everyone used only bitcoins as a currency?
What is your opinion on NFTs?
How do you like your steak cooked?
What is the most disgusting creation that you have made?
How do you feel about online classes?
What is your biggest rage moment?
What is the biggest damage that you gave your phone and how did you do it?
What is the worst thing that you have done to someones property?
What is the longest time that you have gone without eating?
Who is the weakest friend that you know?
What has your orgasms stained the most?
What game has mentally scarred you the most?
What makes you feel unlucky?
What could have worked out but didnt?
Who is the most sexiest person of the opposite sex in your friend group?
How long approximately in inches is your biggest shit?
How did your worst motel/hotel/airbnb experience go?
What is the worst job that you can think of?
What was your worst shopping experience?
You can search up anything on the darkweb without any consenquences. What would you search up?
Which friend that you know is the most likely candidate to be homeless?
Clothes is now a federal crime. Would you move to another country?
You get 10 dollars for every piercing that you put on yourself. How many piercings do you put on yourself?
If you had to pick a large tattoo to put on your ass cheek, what would it be?
If you were given 100,000$ to change your sexual preference, would you do it?
If you had to tattoo/dye your eyes of any color, what color would you pick?
Who have you not talked to in a long time that you want to talk to?
Who are the people that blocked you on any social media platform?
Who are the people that you have blocked on any social media platform?
Who were the people that you decided to no longer be friends with?
What is your greatest flex?
What is your estimated family income in thousands?
How would you describe your personality?
What do you think is the quickest way to spread a disease?
How much time do you spend on social media each day?
What is your net worth?
If you had to abort every one of your kids, would you still have unprotected sexual intercourse?
How many shots of vodka do you think it would take to make you pass out?
How many people have you asked out on a date throughout your life and who were they?
Who gives you the most jealousy?
Who are the people that you have rejected to be in a relationship with?
If you have ever felt that you were the slave of something, what would that something be?
What swear word do you say the most?
You have been given $10,000 to spend on sex toys. What sex toys would you get?
What is the one biggest thing that you do not like about your crush or SO?
How much money would you say that your life is worth?
What turns you on the most?
Which animal do you think will cause the next global epidemic?
What is the biggest bet that you have lost on?
What is your worst accident?
What is your home address?
What is your phone number?
What do you think is the worst thing to say after having sex?
If you could sell your nudes, would you do it?
What is the most perverted thing that you have ever said to someone?
You have been kidnapped and have become a sex slave. You don't know when you will be rescued. Would you kill yourself?
Have you ever been sexually abused when you were 15 or younger?
What is the name of the weirdest video that you have watched?
Who is your least favorite person in your family?
What do you think about your middle school experiences?
What makes you want to stay away from social media?
What is your current weight in pounds?
What are the digits of your social security number?
What are human beings bad at doing?
What kind of advertisement do you hate the most?
What makes you insecure of yourself?
What is your primary email address?
What is your most cringiest moment?
Males: What is the most stupidest way that you have hurt your balls?
Females: What is the most stupidest way that you have hurt your breasts?
What state in the US is a dumpster fire and why?
Which one of your friends is most likely to become greedy?
The whole world now runs on porn logic. What is the first thing that you do?
What insect deserves to be extinct?
What is the closest event to rape you think that you have experienced?
What picture have you seen that seems normal, but has a disturbing backstory?
When do you think the world will end?
What do you fear the most?
You now realize that you are living in virtual reality. The next time you wake up, you will be in the real world. What would you imagine the real world to be like?
What dream will forever be engraved in your mind?
How would you describe your feeling of loneliness?
Scenario-Kill,Marry,Bang. Your high school principal, your dad, Danny DeVito. How would you pick?
What is your current stance on bf/gf relationships?
Males: Would you rather bang a random 12 year old female or a 60 year old female?
Females: Would you rather bang a random 14 year old male or a 70 year old male?
What kind of people deserve to die?
What creepy story do you have that is true or made up?
How would you describe your experience at your first job?
What was your biggest 'are you serious' moment?
Do you believe that plants have a consciousness?
Have you ever had to go to court? If yes, what for?
How many kids would you like to have in your lifetime?
Aliens have come to Earth to capture all humans as their slaves. What would your role most likely be?
If you could shave off all of the hair on one of your friends head, who would it be?
Which one of the people playing this game seem to be the most horny right now?
If you had to wear a mask for the rest of your life, what mask would you choose?
When was your first thought about wanting to kill yourself?
Did you or will you fuck anyone this month? If so, who are they?
For people who refused to answer a question(s) here, what would it take for you to answer those questions?
When was the last time that you wished that someone had sex with you?
Males: What is your erect penis size in inches?
Do you shave your pubes constantly?
What is your favorite porn category?
How would you feel if your mother sees what exactly you are doing for the rest of your life?
If you had to have sexual intercourse with any animal other than humans, what animal would it be?
What crimes have you done in the past?
Who in your friend group do you want to see pregnant?