I love a good road trip! My wife and kids and I love getting out on the open road whether we are only going an hour away or traveling for several days. And we have some good conversations in the car. Especially now that our kids are teenagers and always seem to be coming and going places when we are back at home.
We wanted a list of questions we could come back to time and time again, and we kept having to find different websites for new questions. So I went and grabbed some of my favorites and thought of a bunch more and made this huge list of questions so we could just bookmark it on our phones and come back to it time after time.
One way to do that is to save this page to your home screen on your cell phone. I included two videos at the end of this article that walk you through is how to do that on iPhone and Android devices.
Some of these are deep and others are funny and absurd and some of them are fantastic road trip conversation starters. I hope you enjoy them as much as our family has. Sometimes my wife and I break them out on date night and go through them as a couple.
Try them out during:
- First dates
- Family gatherings
- Getting to know someone
- Around the campfire, while camping
- On a flight, bus or other public transportation
- Game night
- Messaging on a dating site or dating app
- Texting your friends or a romantic interest
- A holiday party
- A coworker
- Work parties
- Dinner with your family or friends
You get the idea. Let’s get on with it.
The best road trip, date night, family, best friends questions
Within 5 minutes, how would you prove to someone that you are human and not an AI?
Among all the luxury items, which one is totally worth its price?
Can you tell me something you really hate paying for?
What do you appreciate?
When you were a kid, what did you want to be when you grew up?
Will you tell me a favorite memory of a birthday or Christmas you’ve had?
During your childhood, did you have any embarrassing moments?
Your best meal of all time?
If you could have any car for a road trip across the United States and Canada, what would you choose?
If you could make your house any shape you wanted, and you still need to be able to live in it, what shape would it be?
Would you rather go skydiving or bungee jumping?
Who is the most famous person you have met?
How many pairs of shoes do you own?
Where would you like your next trip to be?
What is the worst “buy one, get one free” deal ever?
Will you describe a tasty dish you aren’t able to eat easily?
Which three people have had the most impact on your life?
What famous actor or actress can’t play another character because they have played their best-known role too well?
Where are some of your favorite places in the United States of America?
If you could have three wishes, what would they be?
If you could say one sentence to your younger self, what would it be?
Where would you build your dream home, and what would it look like?
What is the scariest movie you would let your 10-year-old child see?
Are you worried about anything right now?
Do you remember any stories you’ve heard that have always disturbed you?
Are there any products or services that are much more expensive than they need to be?
What plans do you have for your next weekend break?
Is there any animal that, if it could speak, would be terrifying?
Have you ever missed any important appointments or deadlines?
In your opinion, should pineapple be put on pizza?
Where would you like a home to be if someone left you a cottage in the countryside?
When going on a date, what rules are most important to you?
Have you ever witnessed an animal doing something smart?
How many bones do you think are in the human hand?
Is there any movie universe you’d want to live your life in?
Is there any technology that you find creepy?
How would you like your life to look if you were forced to start all over again?
Which game have you ever been most addicted to?
Do you have a problem you’re trying to solve at the moment?
Do you prefer warm weather or cold?
What is the weirdest dream you’ve ever had?
If you could own a professional sports team which would it be?
Do you have a road trip playlist for long car rides? What kinds of songs are on it?
Related: How much does a plane weigh?
If you had to let someone else create the best road trip playlist for you to listen to on a five-hour car ride, who would you trust to create it?
Would you describe the mission and name of a new activist group you would start?
Do people gather in groups and create labels for each other because they learn to or genetic predisposition? Could this be overcome? How?
Is there something most people do not worry about that they really should?
Are you enjoying using this list of car trip questions?
Before you die, where are the five places you absolutely want to visit?
If you were to be on the local news, what is the most likely reason you would be there?
When was the last time you used Pinterest? What kinds of things have you pinned?
A long time ago it was not uncommon for people’s lives to be similar to their grandparents’ and grandchildren’s. Why do you think it is different these days?
Are you optimistic that AI will eventually lead to computers being more intelligent than humans?
Tell me about a time a fictional work taught you something?
What would you do with 1,000 acres of land that didn’t cost you anything, including taxes, but couldn’t sell?
Where do you normally get your news from?
Can you share any tips or tricks you have picked up from your job?
Is there anything that takes a lot of time but is totally worth it?
If you had to make the perfect burger or sandwich, what would it contain?
When was the last time you visited a beautiful beach?
If you dance, how often do you do it?
Is there a movie worthy heist you would pull if you knew you would get away with it?
Suppose you had the choice of one luxury item you could not sell, which one would you choose?
In a themed hotel, what kind of theme would you choose and what types of rooms would you build?
No matter how ridiculous it sounds, if you could choose one nickname and have people call you by it with complete seriousness, what would it be?
Could you imagine your life if you had to disappear and start over from scratch?
Do you think there’s anything that’s going unnoticed in society because not many people know about it or don’t realize it exists?
How would you describe the area/city/state you live in?
Do you have a favorite story about crazy coworkers?
Despite rarely being taught, what life skills are most valuable?
What are the appropriate times for censorship?
When it comes to couples, do you believe the best ones are more similar or more different? Is “opposites attract” a good foundation for a relationship, or not?
Have you ever heard of Route 66? What do you know about it?
Name some things we should never do every day but occasionally do?
In your opinion, what is the strangest or silliest problem you have currently?
What dance moves would you perform if you were threatened with death unless you impressed them with your moves?
If you could change anything about your company what would it be?
Will you finish the next sentence? “People who have their lives all mapped out…”
Which profession doesn’t get enough respect or credit?
What would you say to your fifteen-year-old self for twenty minutes?
If you could make any animal the size of a horse, what animal would be the coolest?
You ever hit golf balls at a driving range before? Did you enjoy it?
In the event of a zombie apocalypse, what are three things you would grab from your house and take with you?
Can you tell me your funniest car story?
In society, why is art important?
Is there a trend you’re tired of?
Have you ever been on a deep-sea dive?
Do you feel like you appreciate really great food?
How would you like to spend your retirement?
What would you want to be remembered for if you died today?
What are your criteria for judging someone?
In what game have you experienced the most rage?
Is there something you’ve never done that’s extremely common?
Is there a name that you would never choose for your child?
Which country has the strangest culture?
What color would you choose to survive if all colors had been lost except for one?
On a regular basis, what do you do that gives you the most anxiety?
Suppose you had to participate in gladiatorial combat and could only use weapons that aren’t traditional weapons. What weapon would you use?
How did you become a better person after going through a challenging time in your life?
What is something that everyone, everywhere, should be able to agree upon?
Which song did you sing along to last?
Do you prefer early mornings?
Which of your favorite foods may seem strange to others?
Have you ever bought anything ridiculous?
If you had to play a televised sport, what sport would you choose to play?
Is there anything that needs modernizing?
What was the last thing you Googled?
Will you tell me about you some best friends you had in your childhood?
How do you like to spend a typical day?
Imagine you could transport an army tank anywhere in history and assign it a mission. Where would you put it?
What system of your body would you control if you had the ability to control one aspect typically controlled by autoregulation?
Which animal would be rudest if it could talk?
Have you ever made a big mistake at work?
Who is the one person you have to make an effort to be nice to?
If you had to pick, would you rather live an exciting life or a boring one?
What is a typical experience for many people, but one you’ve never experienced?
Can you remember the last time something weird happened and everyone acted like it was no big deal, and you weren’t sure if you were crazy or everyone else was?
How does being an adult differ from what you expected it would be as a child?
How often do you use outdated slang?
What spell would you learn first if magic were real?
What advice would you give your parents before they were born if you could go back in time?
Do you know anyone who is particularly creative?
What jobs would animals be well-suited for if all animals gained human-like intelligence and were able to speak?
If you could be the first person to do something, what would that be?
What powers would you have if you were a chicken superhero?
Can you think of anything everyone in your circle of friends agrees on?
Is there a hairstyle that you have had that you regret?
What was the first talent you realized you had?
What are some jobs you would eliminate with robots if you could?
Which jobs don’t exist right now but you would like to exist in the future?
What was the best vacation you ever had?
Have you ever stayed up until dawn? When was the last time you did?
How did you achieve your most recent goal?
Who would you want to narrate your life’s documentary?
Have you ever urinated in a strange place?
If you were planning a huge project, and you had some help, how would you plan it?
When and where did you last eat your favorite cake?
If you had a favorite boyband, which would it be?
Which athlete do you admire most?
If you won a free car and had to drive it every day, would you rather have a Jeep, a Subaru, or a Ferrari which would it be? How come?
Is human nature good or bad? Why do you feel that way?
What’s currently legal will most likely not be in 25 years?
Do we perceive reality, or are our perceptions just constructs of our minds?
Is reality objective or do we make up our own reality?
What was a life-changing event that took a serious toll on you?
Have you ever borrowed something and not returned it?
How long has it been since you yelled at someone?
What’s the craziest video you’ve seen lately?
If hell played a loop of songs what would they be?
In a society that’s healthy, how important is morality?
Which moral values are most essential for people to possess?
Is there anything that schools should teach that they don’t?
Are there any apps you cannot believe haven’t been created yet?
What would you do if you knew you were going to die in a week?
How weird was the strangest thing you’ve found lying on the ground?
Can you share one insider tip only you have?
In your opinion, what is humanity not focusing on enough?
The fictional character you would hate to meet in real life, but is amazing in their book, show, or movie?
What is the best backhanded compliment you have heard or can think of right now?
Is there a celebrity you consider to be the most humble?
With an unlimited amount of resources, how could you attract the worst of humanity into one stadium simultaneously so you could destroy them?
How do you enjoy spending time outside?
Which has been the largest vehicle you have owned?
Are there any games you enjoy playing?
Which concert do you consider to be the best you’ve seen and why was it so good?
What was the worst or best prank you ever played?
Which are humans better at, creating or destroying?
Which international food is your favorite?
Which of your teachers was your favorite?
Does anything happen today that, 100 years ago, would have been incredibly horrifying?
What three questions would you ask to what historical figure?
What is your preferred writing instrument? Are you a pen or pencil person? Why?
Which catchy jingle or advertising campaign is still on you remember/recite today?
What would you like to dream about if you could control your dreams?
How do you prevent yourself from becoming the person you want to be?
Do you have any favorite documentaries?
How would you make someone behave if you had the power to possess their bodies?
Does going out to dance sound like a fun date night to you? What kind of dancing?
Are there any topics you could spend hours discussing?
Do you think cereal could be considered a soup? How come?
Would you open the envelope containing the date and time of your death if it were given to you?
If you could snap your fingers and be anywhere in the entire world, where would you go right now?
Is there something that’s less relevant now than it was once?
If you could have a two-hour video of any period in history, which two hours would you pick?
Cybernetic enhancements: what parts of your body would you have?
If you could make people scared of fun and interesting things with your superpower, what would they be scared of?
When was the last time you were speechless because something so unbelievable or unexpected happened?
What are your favorite public spaces?
How can we keep our minds and bodies young?
Do you like deep thinking questions?
Who or what do you consider an honorable person? Is it important to you?
Where is one place you have traveled to that you would like to go back to?
Did you ever find something you wished you hadn’t discovered while snooping?
What are the values you hold dearest?
When’s the last time you used a paper map? Have you ever used one?
Who are your favorite people to hang out with?
Is there anything you could purchase that might make a cashier uncomfortable?
Is there an animal you find the most annoying?
Which well-known individual helps the world the most?
How would you describe your taste in art?
Who have you met and talked with that was most interesting to you?
When people look back 40 years from now, what will they be nostalgic for?
The thing you own that makes you the most frustrated?
What invention would you erase from history if you could go back in time and uninvent it?
What would be the most unsettling sentence your dog or cat would ever say if they spoke one sentence and then stopped speaking?
What is your opinion of how much you rely on your phone? Would you say it is a necessity?
Has anyone ever had a strange name that you met? What is the strangest?
What interesting stories have you been told by the oldest person you ever met?
Would you mind telling me about the most interesting fact you know?
Would you ever buy a convertible? What kind?
Which argument would you win if you could go back and win it again?
In a perfect world, what would you dream about?
What would you do if you didn’t have to worry about money or practicality?
What is the coldest temperature you’ve ever experienced?
What is the worst campout you have ever been on?
Among the recent trends, which is your favorite?
When was the last time you had a bad shopping experience?
What if you completely understood that everything around you was a simulation? Would that change the way you act?
Describe something that has become popular right now, but will be embarrassing in ten years?
Was there a child’s movie scene that left you completely traumatized?
What invention has greatly improved the world, but doesn’t get much love?
Is there a technology around the corner you’re excited to try?
Do you have any talent for drawing?
Is there an unwritten rule at your workplace?
Do you have a movie or television series whose saddest scene you would like to describe?
When was the last time you ever saw someone getting upset over something kind of ridiculous or frivolous?
What is your favorite app?
When you were growing up, what was something your teachers and parents told you would be very important, but in reality, it hasn’t been?
Why are people drawn to ridiculous conspiracy theories?
If you found the same thing periodically in different places around your house, what would be the most unnerving to find?
How would you describe your perfect breakfast?
How would your perfect planet look if you could design it?
Would social media platforms be more or less popular if people had to post the bad as well as the good things that happened to them?
What are your sources of news?
What is your favorite brand?
Is there something that makes you roll your eyes at every mention of it?
What would you like your body to do when sleeping if you could accomplish simple tasks?
If you could bring any fantasy creature to life, what would it be?
How are you coping with the challenges you face now?
Which species would you kill off if you could snap your fingers and make it extinct?
How can you tell if someone is trustworthy?
How would you spend your time if you weren’t working because you were rich?
When passing a stranger, what would be the creepiest thing to say?
Are you good at fixing things? What types of things?
Describe what your tomb would look like if you were the king of an ancient civilization?
Where was the most comfortable bed you’ve ever been in?
Have you ever owned a pair of shoes that you particularly loved?
If you found out you could never be hurt, what would be the first few things you’d do?
If you were to die today, how would you like it to be?
Have you seen a cool slow-motion video recently?
Have you ever dreamed of trying a strange potato chip flavor you can’t find? What was it?
How would you use the power to know exactly how someone would die, but not alter their fate?
What are the common traits of all your friends?
If you could live in a cartoon world for a week, where would you live?
Do you know any interesting yet useless bit of trivia?
Which videogame would you choose to reside in if you could be an NPC?
Would you consider yourself a techie? Why?
In the event that you could discover the internet history of any person, which would it be?
Is it possible that humans will ever live harmoniously together?
Is there a word that you find fun to say?
Can you tell me about something that everyone does that looks stupid?
Do you have a favorite horrible movie?
Which memory would you like to erase if you could?
Where would you like to live if you could make a living wage anywhere?
On your bucket list is there a dream vacation?
Previously trashy items are now considered stylish?
Have you ever had a particularly memorable vacation?
Would you agree to dance on live television without music for two minutes for $4,000?
What is the first thing people ask you when they learn what you do or where you’re from?
What story do you think your children will ask you to tell them when they’re old?
In the event that you were able to create a medicine that could cure one thing, what’s the one thing you would cure?
What’s something you believed for way too long as a child? (movies, family, songs, grammar, school, business)
Which of your friends reminds you of a character in one of your favorite TV shows or movies?
What strange thing have you seen in someone else’s home?
During the night, when you are in bed and you hear a loud noise, what should you do?
What do you care about that most people don’t?
If you could hop in a time machine where would you travel to?
Would you rather own a new fancy car or an old classic?
Would you rather take on a road trip?
If you were designing your dream house, what would the overall aesthetic be?
Do you remember the first national park you ever went to?
What is the first thing you would do if you were given a million dollars tax-free?
What’s the best thing about road trips? What is the worst thing?
What is your least favorite company?
Which speaking accent sounds the most pleasant to you?
Do you have any funny pickup lines? What’s the best one?
What vehicle would you choose to drive for the night if you could drive anyone for free?
What language would you like to speak if you could be fluent in another one instantly?
When watching a TV show or a movie, what do you find most stressful?
Is there a comedy skit that you have found hilarious?
How do you treat hiccups?
Have you ever heard a really funny name used in real life?
Does the thought of being stranded on a desert island stress you out or excite you?
If your sheets had to be made of deli meat(s), which meat would you pick?
In which area do you perceive yourself as being significantly more skilled than you are?
Is there any question that makes you feel defensive, no matter how innocent it is asked of you?
Are you a theater-goer or a TV-watcher, and why?
What are your favorite sources for home decor ideas? Where do you then buy them?
Which non-horror film is the scariest to you?
Do you have a favorite TV show?
What was your first car like and where did you get it?
How would you describe the best thing you might reasonably expect to find under a bridge?
Do you have a favorite sport to either play or to watch or both?
As long as you had the ability and skill to do so, what would be your favorite sport to play professionally?
Which famous world monument would you choose to see on an all-expenses-paid trip?
Pick a fairytale. What would be different about it if it took place today, including the effects of technology, politics, and social issues?
How many pillows do you sleep with at night? How many are on your bed during the day?
Imagine a situation in which you could communicate to animals but you were unable to understand them. What would you then do with that power?
What true story has inspired you the most?
Is there a possibility of aliens actually existing?
Which of your friends is the most competitive?
What animal or plant would you want to carry your name if you had it renamed in your honor?
Which sense would you choose to lose if you had to?
Is there an animal that would be much cooler if it had scales?
Have you ever ridden on a motorcycle? Ever owned one?
Can you tell me a riddle?
What kind of party would you throw if money wasn’t an issue?
Which movies would you put on your top 10 or 20 list?
Have you ever wanted to go to Australia? Ever been there?
What is a thing that people think makes them look cool, but doesn’t?
What would you choose as your eternal haunt if you could only choose one?
Recently, have you binge-watched any good shows?
Can you tell me what sport is the most boring, and what would you do to make it interesting?
Do you have a favorite place to walk?
Is there a movie, picture, or video that you can watch over and over again and never get tired of?
What was your, or someone you know’s, best method of getting out of a speeding ticket?
Have you ever eaten something horrible because you were being polite?
What’s the movie you enjoy watching most over the holidays?
What is your favorite season, Spring, Summer, Fall or Winter?
Do you have any weird food combinations you’ve tried?
Was there a time when something started poorly for you but ended up being great?
Which animal is your favorite?
Is there any product out there that is overrated?
Can you tell me about a time when your tried something you believed would be easy, only to find it difficult?
Do you have any interesting strangers you have met?
During your commute to work, what are you usually doing?
How would you use a small amount of modeling clay if whatever you made was real until you desired it back to clay again?
What name would you submit if the government held a contest to name a new volcano?
Would you be willing to extend your life by 100 years, if you would continue to age?
How much planning and preparation do you do?
In your opinion, will your grandchildren have a better or worse life than yours?
As a superhero/villain, what powers would you choose and how would you name yourself?
Do you have a favorite drink?
Would you ever consider living in Europe for the rest of your life? Why or why not?
Is there someone you feel like you know even though you have never met them?
What is something a lot of people hope will happen but you don’t think ever will?
What would you teach someone who wanted to be your apprentice?
What is an incredibly cheap item or service you would not think twice about paying more money for?
Which method of transportation would you choose if you could use any, no matter how silly or impractical, to get around town?
If you had the money would you start a space tourism business?
Are there any functions that you wish a smartphone could perform that they don’t currently?
In the United States, if each state was represented by a different food, what would the food of your home state be? Or your home country? (if you are from another country.)
What was your favorite mode of transportation you ever had?
Can you tell me about an assumption you made and how it went horribly wrong?
Have you ever tried something you thought would be amazing only to be disappointed?
What have been your happiest and loneliest moments in the last ten years?
If you were wrongly placed in an insane asylum how would you convince them you shouldn’t be there?
Can you imagine turning into an intelligent person if it meant that you were generally unhappy?
How would you use a superpower to make any food you touched double in size?
What’s your favorite podcast or YouTube channel right now?
What would your pseudonym be if you worked in the entertainment industry?
Do you have any odd or bizarre traditions in your country? (Ones that Other countries don’t get)
If you had a giraffe that you needed to hide, where would you hide it?
What two countries would you choose if you could harmoniously unite them?
What would you be interested in doing if cartoon physics suddenly replaced real physics?
What would hide-and-seek be like if it were an Olympic sport?
How many hours have you spent playing your favorite game?
Imagine your ideal life. What would it look like?
How would you finish this phrase, “When I was a kid, we…”
Every day two new things magically appear in your backyard. They are random, but all start with the same letter. Which letter would you choose?
In your opinion, what food deserves more recognition?
Which is the best sporting event you’ve ever witnessed?
When separated, what two things are horrible, but when combined they’re fantastic?
What movie can you recall the most quotes from?
What’s the scariest creature or character from either a horror movie book?
What if you were permanently surrounded by one aroma (in addition to your natural smell) that followed you everywhere and everyone could smell; what scent would you pick?
Does money bring happiness?
In the event that you had to pack one carry-on suitcase for a move to another country, what would you take in your bag?
Is there a hobby you would really enjoy taking up?
Do you have a favorite restaurant?
What food would you be if you were turned into a food?
Would you hop in a spaceship right now and explore outer space without any training?
Have you ever trusted a brand or company but then you had a negative experience with them?
What superpower would you like to have?
How would you prove that you were from the future if you were transported 1,000 years back in time, naked, and didn’t have anything with you?
When you’re eating out for breakfast what is your favorite thing to order?
How would you design a crest or symbol to look that represented you?
Is there a sound that you find annoying?
How would you rate your work-life balance?
What could be done to make carousels at the fair more exciting?
How is the human race most likely to be exterminated? What can be done to prevent it?
Suppose you suddenly acquired world-class hacking knowledge and capabilities… What would you do first?
If you could introduce one rule to your favorite sport, what would it be?
Have you ever experienced any interesting or annoying neighbors? Tell me a story about them.
If you could be born in any period, what would it be?
Have you ever experienced something weird while working at your job?
Would it be worth it, hearing people’s thoughts, if you couldn’t turn it off?
If you could pick anyone in the world, who would you choose to be your friend?
Would you miss any particular sound the most if you became deaf?
What do you like and dislike about your car?
Have you ever met someone who was especially manipulative?
If a purple heart is awarded for bravery, what could other color hearts mean?
What is the worst job you’ve ever had?
What artists have really touched your soul?
How would you live your life if you left everything behind and followed your dreams?
When you want to get pumped, what music do you listen to?
Who has the worst fan base? (celebrity, band, politician)
Which slang do you regret seeing go out of style?
If you can’t make it, fake it! What’s your best example of doing that?
Would you ever like to climb Mount Everest?
Compared to most people, what is one thing you are better at and one thing you are worse at?
What are your favorite and least favorite brands?
How many times would you be willing to be punched in the face if someone offered you $20k each time?
What has been your most embarrassing fashion choice?
Have you ever been skinny-dipping? What was the experience like?
Which company would you choose to be CEO over if you could choose any company?
Suppose you were forced to perform a dance that had never been performed before or face death. What would you dance?
Do you use movie quotes on a regular basis?
Which animal would be the cutest if it were smaller than a dog?
Right now, what is your most creative insult?
If you were to start your own business, what would it be?
What would you be like as a peasant if you were born in medieval times?
Do you know any funny jokes you can tell me right now?
Will you tell me a story of a picture that you took that you are most proud of?
In what way do you contribute to a better world?
When was the last time you got a bad haircut?
If you could speak any language, what would it be?
Which of your physical feats is most impressive to you?
Has anyone ever done something shady to you?
When was the last time you ate something too spicy?
Do you think of yourself as ambitious? Why?
After a long day, what’s the best way for you to relax?
Will you tell me about a time where you had to escalate very quickly to try to get a problem solved?
Is humanity going to continue to become more technologically advanced or will we eventually fall back to how we used to live thousands of years ago?
Is there a fashion trend that needs to be brought back?
What’s the right way to load the toilet paper on the holder, over or under?
Is there any movie that would benefit from being adapted into a musical?
Suppose you had unlimited LEGOs. What would you build?
Do you prefer the day or the night?
Could you imagine what it would be like to write with a pen that contained magical ink? What would you have it do when it would write?
Which one of your skills did you take the longest to master?
Which is the hardest or worst job you’ve ever had?
Is there any movie that you can watch over and over and never gets old?
What would you do if you could actually have or get extra lives?
What crazy things would you do if you were the dictator of a small country?
Who is your most talented friend?
Would you prefer a live-in butler or maid if you were able to afford them?
What vehicle would you transform into if you were a transformer?
What’s your relationship with your neighbors like?
Do you have any experience repairing things?
Which types of food are you good at cooking or like to cook?
Would you rather have a dog or a cat? Tell me why.
Do you get seasick? Assuming you don’t, what would you name and how would you design your dream boat?
If you were a product developer for a major fast-food chain, what would you create?
Which approach is better about learning or explaining human nature: psychology, philosophy, or biology?
If you were able to create a crazy health trend, what would it be?
Your most memorable concert experience?
Growing up, what type of pets did you have?
What animal(s) would you want to follow if you were the next pied piper?
What has been the most depressing meal you’ve eaten?
What would the world be like if everyone was incapable of lying?
What are your thoughts on clowns?
Can you tell me a story of one of your worst procrastination moments?
Do you have a favorite month?
What is something our society or news/media is blowing out of proportion?
Have you ever farted in the most inappropriate or embarrassing place?
If you could choose another time to be born, when would you be born?
Have you ever eaten anything odd?
The favorite car you have ever owned is?
How would it feel to see all the organs working through translucent skin and muscles on all humans?
When was the last time you felt really excited?
You can remove one inanimate object from existence, what would it be?
What do you love most about road trips?
What do I need to know before going on a road trip with you?
If you had to start a secret society, what would it be?
Suppose you had to create something as an artist and submit it to a gallery. What would you create?
What types of movies do you like to watch? Why?
Which would you choose, become four times bigger or twenty-five times smaller? How come?
When it comes to food, what do you crave most often?
Are there any life goals that you are most passionate about? Are you making any progress toward achieving them?
Which of the following would you like to see grow on trees?
Is there anything from today that you think will last over the years?
We humans, are a successful species because of what aspects of our nature?
In what ways do emotions benefit humankind?
If the government made something illegal that is currently legal, what would it be?
What two completely normal things, if you do them back to back, become kinda weird?
The last time you lied, what was it?
Can you describe the craziest ride you’ve ever experienced at an amusement park?
How can today’s media be improved?
What is the best name you’ve ever heard for a Wi-Fi network?
Where did you grow up? What did you like/dislike about it?
Who is someone that seems to not have a filter between their brain and mouth?
Are there any memories that feel real to you but maybe false?
Which animal is opposite a koala?
What was your last facepalm moment?
We cry when we are exposed to tear gas, and we giggle when we are exposed to laughing gas… What other kinds of gases do you wish existed?
When were you totally out of your element or comfort zone last?
How do you like to watch the Olympics?
Have you ever seen a dark movie?
Do you have a favorite sandwich?
Have you ever read a book that left a lasting impression on you?
Which fictional character holds a special place in your heart?
What would peanut butter be called if it was not peanut butter?
What period of history most interests you?
What show or event would you like to attend if you could get a ticket to it?
In the event that you received a Ph.D., but didn’t gain any more knowledge than you do now, what academic degree would you choose?
What movie scene always gives you goosebumps?
Is there anything peculiar about modern life that we just accept as normal but is kind of weird?
Have you ever gone into a “rabbit hole” that was so deep it seemed impossible to climb out?
Which type of small museum would you create if you had five million dollars to open one?
Which way would you choose to die if you were on death row?
Is there anything that happens on a regular basis that is kind of a miracle?
Where would you want to be born again if you could choose any country, any race, and any gender?
What would your perfect house look like?
What would your perfect neighborhood look like?
Who or what do you recommend to people asking for music recommendations?
When I say the word ”classy,” what comes to your head?
Which charity or charitable cause would you give $10,000 to today?
Who is the most intelligent person you know?
Will you describe how you got one of your scars?
What would you do or where would you go if your employer gave you a gift vacation for three days?
When was the last time you saw someone severely overreact?
Do you have a favorite game?
What book or movie character would make the worst roommate?
Do you find it better to be completely transparent with people or hold a little bit back to protect them?
How would cheat codes work in life, if it was a video game?
What are you most excited about this year?
Can you describe the perfect city?
What was the best thing that happened to you recently?
What if every piece of wall in your house was covered in giant TVs but you could decide the channels you wanted to watch? What would you turn on each one?
Would you consider yourself good at photography?
If you could talk to one non-living person for five minutes, who would you talk to you and why?
Do you have any predictions about the near future?
Are there any smells that you really enjoy that other people might think are a little odd?
Do you have a favorite online activity to waste time?
Do you have a favorite app on your phone that you like to use to waste time?
Have you ever been geocaching before? What was it like?
If given the chance, would you fly in a zeppelin?
If you were to design the world’s most amazing obstacle course, what would be in it?
Is it possible for humankind to work together to accomplish a goal?
What kind of goal would it be?
Why are we not doing that?
Are you ever afraid you’re going to live a boring life?
Is an animal able to feel emotion?
Is it the same as feeling emotions in humans?
What makes them behave as they do?
What is your dream job?
The most annoying thing you have to pay for?
What does the internet look like in one sentence?
Is there someone in your life who uses technology the worst?
What would you do to a room in your house if you could decorate it any way you liked?
Which superpowers would have some downsides?
Do you like to do any physical activities?
Until you found out you were wrong, what were you completely certain of?
How did you come to learn you were wrong about it?
Do you remember the last time you slept longer than nine hours?
The money from your very first job, how did you spend it?
Have you ever met someone in a strange way?
Would your friends say you are an animated person?
What would people do with androids if they existed?
If you could make something you do strange socially acceptable, what would you do?
What would your identity and name be if you were a WWE wrestler?
Are there any things that make you feel old when you think about them?
Can you predict a big event that most people won’t be expecting soon?
Are you aware of anything you do routinely that’s kind of weird?
If you could save a million lives by giving up your own today, would you?
Do you think these are fun road trip questions?
When you were a kid, what was the most embarrassing story?
Who would you choose as a ghost if you had to be haunted by a ghost for the rest of your life?
What time of day are you the most productive? Could you, over time, adjust to a new schedule and get used to it?
Do you love to eat great food?
What would be a funny thing people could say after someone sneezes, instead of “Bless you?”
Is there a building you’ve seen or been in that is particularly interesting?
When it comes to consuming a good cup of coffee, where is the best place?
In your daily life, what red flags should you watch out for?
Would it be a good thing if everyone spoke everything they thought?
How has irony manifested itself in your life?
What role should the government play in making moral laws?
If you were able to choose how you would die, how would you like to go? What is one way you wouldn’t want to go?
Are you content with how you are now or would you rather be extremely witty and outgoing or intelligent and quiet?
Have you ever had a weird crush?
What type of government would you live under, if you could choose any?
Where do you see your life going?
What effect do you think names have on people’s lives?
When have you laughed the most at something inappropriate?
If you had the power to make school more fun while still being effective at helping students learn, what would you do differently?
Do you have a problem that might be completely unique to you?
Describe the cutest thing you’ve ever seen.
Could you please suggest a tagline for each month in the calendar year?
Will you suggest some click-bait titles for some popular movies?
No matter how long passes, what’s something that will always be fashionable?
What kind of charity would you start if you were able?
Would you prefer to cease to exist when you die or roam the earth forever, never being able to interact with anyone?
If zeppelins had become the predominant form of air travel, how would the world be different today?
Which reality TV show would you like to see on TV if it was guaranteed to air?
Is there anything you are most thankful for today?
During your day-to-day life, what takes up most of your time?
Which member of your family has the best sense of humor?
What three stats would like to show up if a HUD displayed those stats of every person you looked at?
Do you have a dream amusement park, one you would create if you could create any park and it would be successful?
Do you know of any creative ways people have used emojis?
What is the most unusual place you’ve been?
If you were driving your dream car right now, what would it be?
If you could insert only one word in any historical document, what would it be and where would it be placed?
Which food combination is your favorite?
What fashion trends would you wear if you were a fashion icon?
Have you overheard a crazy conversation?
Something that sounds right but is wrong?
How would you feel if you had the option of feeling zero pain forever?
Is human survival dependent on emotions? How come?
Do you have a good luck charm?
In what ways do you strive to improve yourself?
Without any preparation, what topic could you present for 15 minutes?
What is your comfort level when speaking to large groups? How about small ones?
What would you call any three animals if you could rename them?
Do you have any recommendations for how to achieve the best naps?
What is something you are horribly bad at?
Would you like to learn a particular skill or talent?
How many jokes do you know by heart?
What would not change if you won the lottery?
Which inanimate objects that play loud music while being used are the most annoying?
Is there any website or app you wish existed, but it doesn’t?
Would you like to be permanently invisible?
Which is the stupidest thing you’ve persuaded someone of?
Are there any gross foods that you just can’t stop eating?
If every person’s thoughts were displayed above their heads, would you want to live in that world?
When people used to be buried with items that they needed in the afterlife, what would you like to be buried with so you could use it after death?
Can you think of an outdoor activity you haven’t tried yet but would like to?
If any animal were changed to the size of a chihuahua, what would be the cutest?
Have you ever had an unusual guest at your home?
Which of your family members or friends has the best or worst luck?
At the moment, what’s your favorite thing in your life?
The last time you took a photo, what was it?
Do you remember any good long-term inside jokes you’ve been a part of?
In your opinion, what mythical creature would have the most positive effect on the world if it existed?
Is there a film that you never get tired of watching?
How would you use your tail if you were to get one? What type of tail would you like?
You would like to be able to do something the opposite sex does, but it’s either not anatomically possible or it’s socially frowned upon?
Which of your friends or family members is living life to the fullest?
If you knew you could not ever return to earth, would you join a colony on another planet?
What is your favorite household chore?
If there were a zombie apocalypse, how would you prepare and survive?
If you could merge two games together and make a new one, what games would you choose and what would be the result?
You can change the sounds your body makes (like sneezing, burping, yawning or farting). What new sound effects would you create for them?
If you could snap your fingers and travel to any point in history? Where would you go?
Was there ever a time that you acted nonchalantly whilst inside you were freaking out?
Would you have any regrets about your life if you died today?
How do you really see yourself? Are you really who you seem to the rest of the world, or do you feel like you wear a “mask” to project a version of you to the rest of the world? Tell me more?
Is one life more valuable than another?
How old is your ideal age?
Which of the islands you’ve visited is your favorite?
What has been your longest trip?
Do you have a story about someone you used to admire, but they failed you and you lost faith in them?
Have you ever been on a really big adventure?
Was there something you ate so much of now you don’t like it?
Have you ever eavesdropped on a conversation that you wish you hadn’t?
If your friends and family were told you were arrested, what would their first guess be as to why you were?
What’s one thing you want me to know about you?
Which would you prefer: spending time with others or spending time alone?
Which animal would you choose if you could give any animal wings?
What is a favorite childhood memory?
What is the best way to hang toilet paper, over or under?
Are there foods that you enjoy that get ruined when wrapped in a tortilla?
Is there anything that always makes you feel good when you think about it?
If you could make something illegal, what would it be?
If you actually lived in a virtual world you created, what would it be like?
What do you find most confusing about the opposite sex?
What is an example of a sexy name and a name that is not sexy?
Are there any aspects of becoming an adult that surprised you?
In order to receive 5 million dollars, would you press a button that killed 5 people that you didn’t know somewhere in the world? Would it matter if the button killed only one person? What if the people were people you knew?
What one secret or mystery would you like to find out the truth behind?
Do you have any weird food you really enjoy? What about any specific combinations of food?
Have you ever been to a haunted house? How did you know it was haunted?
Which animal on this planet is the most ridiculous?
Do you have any customers or coworkers with funny nicknames?
Do you have a favorite restaurant or store that is unique?
Which part of your body would you most like to be able to detach and reattach?
Is there a movie that has scared you the most or that you found the most unsettling?
What false memory would you implant in the minds of everyone if you could?
Is there a best-case scenario for the world’s development in the next 30 years? How can we get there?
What’s on the menu at an epic feast in your honor?
What travel advice would you give to a parent?
What theme park would you like to go to today if the weather was perfect and the price wasn’t an issue?
If you had to pick, beach or mountains?
Do you have a guilty pleasure?
What actor would play you in a movie about your life?
How much would you be willing to sacrifice to know your future?
Is there any advice you’ve ever received that you wish you had never heard?
In your opinion, what laws would change if you could make one thing illegal and one thing legal?
Can we colonize other planets? Would this be beneficial to humanity?
What was the worst fast food item you’ve eaten?
What would be the most annoying animal if animals could talk?
Without the constraints of money or skills, what kind of TV series or movie would you create?
Have you ever witnessed someone doing something courageous?
Would you like to know more about a certain sport?
What kind of restaurant would you want to own?
If humans laid eggs instead of giving birth, how would the world change?
Which three meals would you choose if every day all your breakfasts were the same and all your lunches and dinners were too?
Are people only responsible for helping themselves or should they help others?
What is your favorite and least favorite aspect of your country or state?
What positions would you want your hands to be frozen in if they were both stuck in those positions for the rest of your life?
If you could abolish any law, what would it be? If you could create any law, what would it be?
What has been your most creative moment?
In what movie has a great character been squandered because the actor they cast didn’t fit the role?
What changes would occur if all citizens, regardless of age, were allowed to vote?
Which holiday would you create if you had the chance, and what traditions would you include in it?
What is one of your silliest talents?
Did you ever do something funny while you were daydreaming?
What is the best trip you’ve ever been on?
What’s a word you always misspell?
What’s one you always mispronounce?
Should people earn their happiness or is it a right?
What country do you think you would be happiest living in? Why?
If you could start a secret society, what would it be and what would it do?
What’sSomething you have done that you would go back and change if you could? Free free
What do you hope will be the next big technological breakthrough?
Is there a plant or animal that you would like to rename?
From your parents, did you inherit any weird quirks?
What is the meaning of human life?
Do you have a mythical creature that you wish actually existed?
Do you have a favorite napping spot?
What non-edible thing would you make edible for humans if you could?
Will you tell me about the clumsiest thing you ever did?
What will you be like/act like when you are older?
What is one thing you’ve always wanted to do but fear you won’t be able to do before you die?
Have you ever witnessed an awe-inspiring natural phenomenon?
What is a silly fact you know?
Can human nature be molded by culture or is it constant? How much can culture or society affect human nature?
Do you have a favorite snack?
What is the worst name you’ve heard for a business or company?
Is there a social stigma that society needs to get over?
Is there anything you buy a lot more than most people?
Despite vast differences in culture, is it possible to live peacefully together? In what way?
Is there any sport you find the most boring or exciting to watch?
What makes a great party?
Where would you visit in the world if you could travel anywhere?
In your opinion, what would be the worst food to blend and drink through a straw?
If you could commit a crime and not be convicted of it, what would it be?
Which project or goal would you like to see every country in the world work on together?
In two words, how would you describe the human species as a whole?
What is the most exciting or intriguing material for a house floor?
If your five-year-old self suddenly inhabited your body today, what would they do?
What is your dumbest or most dangerous adventure?
When a car is replaced with new parts, does it cease to be the same car you bought? How come?
Is there an English word that sounds the most disgusting?
If you were suddenly able to cure people of cancer with just a teaspoon of your tears, what would you do tomorrow?
What gets you up in the morning? What do you live for?
What’s the difference between cereal and soup? Are you sure?
If money and ethics weren’t an issue, what crazy scientific experiment would you run?
Will you tell me a story about you or someone you know being sneaky and failing in an epic way?
When you think of a great day, what does that look like?
Do you have any paper maps? What are they of?
Would there ever be a scientific discovery that would completely change the face of humanity?
Which emotion has the greatest benefits? How about the most destructive?
Are there any times you have regretted something you said immediately after saying it?
What misconceptions do people have about one of your hobbies?
Will you name some actors or actresses that play the same character in almost every one of their movies or shows?
Is there a line from a book or movie that you especially love?
Was there a movie that scared you the most?
What computer would you hack if you had the skills to?
How would you redesign your country’s flag if you were asked to?
If you suddenly had the chance to be on the top tier of a professional sport, what sport would you choose and why?
What is the difference between a hotdog and a sandwich?
Even after all these years, What’s an experience you had that still makes you cringe?
What does your rebellious side oppose?
If you ran your favorite smartphone company, what smartphone feature would you be excited to have them work on and implement in the next version of that phone?
Which aspects of yourself would you increase, and which would you decrease if you could level up one aspect while decreasing another by the same amount?
Have you ever known someone with a funny real name?
Is there a smell you don’t like that others in your life don’t seem to mind?
Can you tell me about the strangest smell you have ever experienced?
Is your job subject to any common misconceptions?
Which names would you come up with if you had the charge of renaming some things so that they would be more accurate?
If you could ask Someone from 100 years in the future what questions would you ask?
Can you describe the type of beverage you would sell, how you would differentiate it, and what would you call it?
What Netflix series did you most recently binge watch?
Was there one toy you hated as a child?
What would be the most difficult habit or vice for you to give up?
Which piece of technology do you still use regularly that’s outdated?
Which new word would you put into the dictionary, and what would it mean?
Have you ever had a funny or horrible experience with a dentist?
Is there anything you wish existed right now from a sci-fi book, show or movie?
Is it ever justified to take someone’s life? When is it justified?
Do you have any guilty pleasures?
If the moon was made of cheese, how would we see space differently?
What cartoon character would be way more terrifying if they lived in the real world?
Which habit would you go back in time and convince yourself to start sooner than you did if you had the ability to time travel?
What is the most noble thing a person can devote their life to?
Do you have a favorite movie scene?
What parts would you add to or take away if you had the chance to redesign the human species?
Which machine do you have to deal with regularly that you find annoying?
Are governments responsible for protecting people from harming themselves?
Have you ever stayed in the most charming hotel or house during your vacation?
What is something that most people know very little about, but have very strong opinions about?
As you are about to undergo heart surgery, what would be the worst thing to hear?
Is there someone you would like to get back in touch with?
Is there anything that makes you uncomfortable on a regular basis?
What would you get tattooed over your entire body if you were legally required to have a full-body tattoo? Is there a practical joke you’ve played on someone or one you’ve been the victim of that you thought was pretty funny? Is there one you can think of that went horribly wrong?
Are you willing to be on the Army’s first-to-call list, to be the first human to interact with aliens if they show up on Earth one day?
Keeping a society functioning well depends on what factors? When a society is functioning well what does this mean to you?
Will you tell me a story of a time you told someone “I told you so.”?
Could countries settle their differences in a fun and interesting way instead of war? What are some examples of things they could try?
Have you ever attended a really great event?
Is it possible to kill a hippo with an infinite supply of hamsters?
Would you indulge in any weird eccentricities if you were obscenely wealthy?
If there were clones of you all over the world, how would you feel?
Do you have a favorite food?
If you could swap the sounds of two animals, which two would you choose?
When you were growing up, what was your favorite television show? Did you like others as well?
If you had to put together an outfit from clothes you own to get laughs, what would you choose?
Have you ever witnessed a kid doing something hilarious?
Are there any foods you have never tasted but would really like to?
Would you rather live with your spirit animal forever or have to play your favorite sport every day for the rest of your life?
What updates or patches does the universe need if it is just a simulation?
Is it okay to buy and sell organs, like kidneys?
Do you have any “old person’s” habits?
Could you tell me which animal you think is the most majestic?
Which pop culture elements will you always associate with your childhood?
How did you celebrate the holidays growing up?
Do you have any tips that help you to get to sleep when you aren’t able to do so easily?
What’s something that is about to get a whole lot better?
What is the single best purchase you have ever made?
What would you do with the extra money if tomorrow you made an extra $100,000 a year?
Can you think of an unethical experiment that would be the most beneficial to society?
What act or attraction would you be if you had to join the circus?
What three words describe your last romantic relationship?
Is there anything the average movie theater could do to make the experience better for their patrons?
Do you have anything that you recently realized you didn’t realize earlier that you are embarrassed about?
In the event that you were approached by someone and asked, “Hey, do that one thing again!”, what would they be referring to?
Imagine having your own intergalactic spaceship about the size of a house. What would you do with it?
Where’s the most extraordinary place you’ve been?
Did you have a favorite teacher growing up?
In the event that you discovered irrefutable evidence that God does not exist, what would you do? And what if there was all of a sudden bulletproof evidence God does exist?
Which show would you choose to bring back from among all the canceled TV shows?
If you could eat any animal that you haven’t already eaten, which would you choose?
What would your lifestyle look like if you didn’t have to worry about money? Which country would you choose to live in? What would you do?
If you could swap places with a TV show character for a week, who would it be?
Will you name one embarrassing thing that you’ve done in the past that you would do again right now to get out of having to answer any more of these deep road trip questions?
When food has expired but still smells and looks good, are you willing to eat it?
Are there foods you won’t touch after they expire?
Are you interested in learning more about any particular culture?
What disaster would you choose if you had to suffer through a major natural disaster?
The best beach you’ve ever been to?
To die well, what does that mean?
Do you like random road trip questions?
What was your most interesting / craziest teacher?
Which of the social media platforms do you use the most, and Which irritates you the most?
What’s one thing that became so popular that it was ruined?
What’s one common thing you do that you frequently need help with?
Are there certain songs that when you hear them you feel a wave of emotion or feel nostalgic in some way?
If you could create and bring to life one new creature, what would it be?
Is there anything weird you have nostalgia for?
What is the grossest bug story that you have?
What are your geeky interests?
Have you ever received a weird text or email?
When was the first time you were hit on by someone of your same gender?
How many strangers would you need to save for you to sacrifice your own life? And what if they were friends? Your loved ones?
If you took all your hopes and dreams and stuffed them inside a box, what would that box look like?
Would you take a weekend job for 45k a year to chase birds away from fields?
Is becoming a Jedi still an option for you if you really could but it meant you were forced to give up everything and never have a romantic relationship?
What is the importance of press freedom to a healthy society?
Can you share a horror story from a job you’ve held?
Is there a small change that greatly improves the appearance of a person?
What is one modern trend that you really cannot get on board with?
Have you ever been to the west coast of Africa? Would you like to someday? Why?
Would you want to know the truth behind every conspiracy if you could know it if knowing came with a condition… that if you told anyone anything about them, you would be instantly killed?
What is the most inappropriate movie you could make if you switched two movie characters?
In your lifetime, what has been the most historic event?
Which animal do you think you would be if you were reincarnated based on your personality?
What has been your most painful experience? (physical or emotional)
Do you know any useless facts?
If you could go back in time, what would you like to go learn more about?
What specific fashion trend makes you laugh every time you see it?
What element would you choose if you could control one – water, earth, air, or fire?
Is there anything you’re secretly good at?
Among the current trends, which do you think will last the longest?
Which song has the dumbest lyrics?
Which song has lyrics that you’ve never been able to quite figure out but you sing them as though you’re 100% certain?
Who are a few people you call by nicknames?
Have you ever argued with someone about something stupid?
It’s now possible for citizens to govern themselves directly with the advent of the internet, big data, and crowd-sourcing. Would it be better for the masses to direct their own governance or would it be better left to professional politicians?
Suppose 9/11 had not occurred? What would be different?
Have you ever broken anything expensive?
Could you slowly drive a roommate insane with notes alone if you deliberately left them around the house? What kind of notes would you leave, and where would you leave them?
Describe some of the rules that would be contained in a modern-day book of commandments.
Where would you take tourists to see what it’s really like where you live if you were hired to show them?
At the moment, what do you find most inspiring around the world? Where do you find the most tragedy?
What would you want in your zoo enclosure if aliens took over and placed humans in zoos?
How can countries resolve disputes besides war and diplomacy?
Have you ever uploaded anything to Tumblr? What was it?
In what ways have you been able to succeed due to your strengths?
If you have any faults, how have they hindered your success?
Where do you feel unwelcome?
English has many funny words, but which one is the funniest?
Who would you like to swap bodies with for 24 hours?
Which casino game is your favorite?
Which of your possessions is the oldest?
Have you ever seen someone resign or be fired in an epic way?
What’s your favorite wedding memory?
You have to type one text message and, which is no more than 160 characters, and is sent to everybody’s phone in the whole world in their native language. What is the message you would send?
Use these fun questions for traveling to get to know fellow travelers on your next road trip!
As you can see, these are questions anyone can answer.
Everyone can answer them and enjoy learning about each other or just have a good time.
Whether you’ve just met or are family, these questions will not only entertain you but facilitate your getting to know each other much better as well. It could become a new favorite family tradition, asking fun road trip questions around the dinner table. They are at least good conversation starters too.
TIP – If you want to make each question go even further, try answering each one with both a funny response and then a serious one.
You will be surprised at how much fun you can have and how much you will better know your travel mates!
Here are those videos I promised you for saving this page (or any website page) to your phone’s home screen:
For iPhone or IOS
For android phones
Read Also: What Are Weighted Blankets Made Of?