200+ Random Questions That Aren't Boring

Asking random questions to a boyfriend, girlfriend, friend, or family member can be a fun way to start a conversation. Random questions are considered conversation starters. You never know exactly where the conversation will go once you ask the random question. Whenever there feels like no things to talk about, try picking one of the random questions from the list and seeing where your conversation could go after asking.

Here are some absolutely random questions to ask anyone you might know in order to get to know someone on a greater level. The best time to ask these not boring, totally random questions is when there is silence in the conversation. Pick a time when you or someone else is looking to have fun.

Totally Random Questions to Ask

The best list of totally random questions to ask anyone. Questions for a guy, girl, boyfriend, girlfriend, best friend, family member, and more.

To Ask a Guy

Random questions to ask a guy. Spark his interest.

If you had to listen to one song for the rest of your life, what would it be?

What charity would you donate to if you had a million dollars?

If you could be on any TV Show, what would it be?

What is your favorite fast food to eat?

Would you rather be a donkey or be a monkey?

Would you rather lick someones shoe or lick the sidewalk?

What's the worst movie you've ever seen?

What's one thing you'd like to do better at in life?

If you had to choose between losing a hand or losing a leg, which would you choose?

What's the worst thing you've ever done?

Where is the worst place you've ever kissed a girl?

Where do you see your life going?

If you had one wish, what would it be?

Who is the most interesting person to have a conversation with?

What movie do you wish you could have made?

Would you like to know if God is a man or a woman?

What would you change about culture and society if you could change anything?

Who do you think invented the world before God?

Did you ever get fired from a job?

What's the funniest joke you've ever heard?

If you could be famous, what would you want to be famous for?

Say you had all the money in the world, what would you buy first?

What country would you own if you could own any country in the world?

What word best describes your aspirations in life?

What's your favorite thing to do alone?

What's something from childhood that you wish you could change?

Who was your favorite character on TV?

When is the best part of your week?

Who do you absolutely hate and why do you hate them?

Do you love or hate rollercoasters?

After work or school would you rather play a video game or read a book?

What animal would you prevent from existing on this world if you could change it?

What celebrity would you want to have dinner with?

If you had to choose from not being able to hear people speak or not being able to hear music, which would you choose?

What would you say your worst quality is?

What would you say your best quality is?

What's one random word that you really love to say?

Who do you think the most inspirational person in the world is?

What's your favorite way to relax at night?

Who is your favorite person to share your emotions with?

What is the worst memory you have as a teenager?

When's the last time you went on a date?

Where is your favorite restaurant to go when you're extremely hungry?

If you could plan any vacation, what would it look like?

Imagine you could be really good at sports or really good at business, what would you choose?

If you had a child today, what would you name him/her?

What's a personal story that really defined your life today?

Do you believe in life after death?

Who is someone amazing that you wish you could meet?

What's a really weird dream you've had?

To Ask a Girl

Random questions to ask a girl. Spark her interest.

If you had to choose between cute clothes or never wearing makeup, which would you choose?

Say you could visit any time period, which time period would you choose?

If you had to watch TV or a movie, which would you want to do?

What's the absolute worst thing you've ever eaten?

Would you rather be Instagram famous or TikTok famous?

If you could be on the show Friends or be on the show Grey's Anatomy, which would it be?

Do you remember any of the stories your parents told you from childhood?

Who do you have the most heartfelt conversations with?

How do you define your emotions?

What do you think success means to you?

How have you failed at life recently?

Would you rather wear the same clothes every day or have to wear no makeup?

If you had to go to school naked, would you feel secure or insecure?

When's the next time you're going to go out on a date?

If you had to choose any spirit animal, what would it be?

Do you believe in Zodiac signs and their compatibility?

Do you believe in Love Languages?

Would you rather a guy be handsome or funny?

Does it matter do you if a guy is tall?

Do you think it's important that a guy you're dating is intelligent?

Would you ever date someone who is famous, like a celebrity?

Would you ever kiss a frog to see if it's Prince Charming?

What was your favorite fairy tale as a child?

If you could ask a guy any question, what question would it be?

Who do you think created God if God created us?

Do you think Adam and Eve had belly buttons, since God created them?

Is it weird that Adam and Eve were technically brother and sister?

Do you believe we actually came from monkeys?

Do you think there is life outside of our planet?

What would you say to an alien if you met them today?

When you first meet people, how do you introduce yourself?

What's one thing that your mom taught you?

What's something that your dad taught you?

What would you say your favorite hobby is?

If you could learn any talent or skill, what would it be?

Do you think your best friend considers you their best friend?

What's one thing you can't leave the house without?

How often do you have deep and emotional conversations with someone?

Did you ever lose something really important to you?

If you could be president of the United States, would you take the job?

What do you define as your core values in life?

How would your parents describe you as one of their children?

Did you ever get in trouble at work? What was it for?

Have you ever been in trouble at school? What did you get in trouble for?

How many friends would you like to have in life?

What age would you like to get married?

What age would you like to have your first child?

How do you define a good relationship in life?

What do you look for when you're seeking a new partner or love interest?

Have you ever asked a crush out first?

For Friends

Random questions to ask your friends. Have a giggle with your friends.

What does friendship mean to you?

Have you ever had a falling out with a friendship? What happened?

When did you know that we should be friends?

If I could help you do one thing this weekend, what would it be?

What's something you've never told me about yourself?

Have you ever broken a secret and told someone?

When's the last time you really hurt someone's feelings?

What's something you regret that you did in life?

What's something that you used to regret but no longer?

How many times do you listen to a song before it gets old?

How many times can you watch the same movie?

If you could go to any planet, which planet would you go to?

Imagine we could live on Mars, would you go?

Would you rather go underwater and travel or go to space and travel?

What do you think the hardest job is?

What do you think the easiest job is?

Who do you think has the easiest life?

Who do you think has the most difficult life in this world?

When is the moment you know you should open up to someone?

What is more important, good communication or good connection?

What advice would you give to someone who is struggling in a love relationship?

Why do you think men and women are so different?

If you had to ask three questions to a genie, what would you ask?

Say you could only ask God three questions, what would they be?

What would be the first thing you say at the gates of Heaven?

Do you think there is a Heaven and there is a Hell?

Is religion good for us in this world?

Is categorized religion bad for our world?

What needs to be improved in our society?

Imagine you could eliminate plastic or eliminate air pollution, which would you pick?

When is the best part of your day?

If you were not pursuing your current career, what career do you think you'd be focusing on?

Would you ever want to be a news anchor?

If you had the choice to go to a concert or go to a sporting event, which would it be?

What would our world look like if money didn't exist?

How do you think people can resolve conflict that's standing between them?

When should someone start thinking about retirement for themselves?

If you had to be a Zombie or a Werewolf, which one would you be and why?

Is it possible that magic once existed in our society?

Is there any part of history that you feel is just unbelievable?

They say that aliens once visited this planet, do you think that's true?

How many stars do you think exist in our solar system?

Why do you think we haven't been able to learn how the human brain works?

Who do you think invented math?

How is it that a new word can get invented and put into the dictionary?

Why is that we need to sleep at night?

Is it weird that some animals learn how to communicate with us but we don't learn to communicate with them?

What's the worst creature in our society?

Why is that that we have personalities?

What do you think compels someone to want to commit a crime?

Funny Questions

Totally funny random questions to ask anyone you want to spark a unique conversation with.

Would you rather smell a foot or smell a dirty hand?

Would you rather lick a foot or lick a hand?

If you had to choose between kissing a dog or cat, which would you choose?

What type of animal butt would you kiss if you had to?

If you had to remove on body part, which body part would it be?

Imagine you could only fly, where would you fly to?

If your life was sitcom, which sitcom would it be?

Your character on TV is played by which celebrity?

Imagine you had to speak gibberish, what would it sound like?

Say you had to lose an ear or lose a nose, which one would you want to lose?

Who is someone you would want to marry and kill in life?

You can only poop in public, which public restroom would you pick?

You can only urinate in public, which public restroom would you pick?

If you had to use the bathroom in front of people all the time, which person would you want to use the bathroom in front of?

Who do you think invented toilet paper?

What do you think humans used before toilet paper existed?

Do you think we ever used pine cones to wipe our butts?

How did people in the Medieval era wash their hands?

Do you think people really wash their hands after using the bathroom?

If you had to eat one food for the rest of your existence, what would it be?

What's one flavor of bubble gum you wish existed?

If you could be a unicorn or be a regular horse, which would you pick?

If you were really hairy on one part of your body, which part would you want it to be?

Imagine you could only say one word for the rest of your life, what word would it be?

If you won a million dollars but had to give it away, who would you give it to?

What's one thing you've ever done that you didn't want others to know about?

Have you ever stolen something from the grocery store or gas station?

Did you ever have a fantasy about someone's parents?

Have you ever wet the bed as you were older?

What's the worst place you've farted in public?

Did you ever fart in public and try to blame it on someone else?

Have you ever picked your nose in public and had someone catch you?

What's the most embarrassing thing you've had someone catch you doing?

When a car pulls up next to you, what do you do when you lock eyes with them?

Have you ever had a crush on someone much older than yourself?

Is it okay to poop standing up if the toilet is really dirty?

Is it okay to pee in the sink in public places if the toilet is really dirty?

What's one gross quality in someone that you find really attractive?

Did you ever get attracted to someone just because they were really sweaty?

Have you ever been attracted to another person for something really weird? What was it?

What's the funniest YouTube video you've ever seen?

What's the best internet meme you've ever seen?

Would you ever take part in a dirty movie?

Would you ever take dirty photographs?

Imagine your parents read your most recent text messages, what would they say?

Have you ever lied about your age to get something you wanted?

Did you ever try to steal something because you didn't have the money to pay for it?

Have you ever worn clothes and then returned them with the tag still on?

What do you think makes someone an adult? Besides age, what qualities make someone an adult person?

If your parents took truth pills and had to answer any of the random questions that you asked them, what questions would you be asking them?

Have you ever stalked an ex-boyfriend or girlfriend on social media?