My list has 350 questions but I gave you 100 cuz I am nice.
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What weird food combinations do you really enjoy?
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What social stigma does society need to get over?
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What food have you never eaten but would really like to try?
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What’s something you really resent paying for?
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What would a world populated by clones of you be like?
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Do you think that aliens exist?
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What are you currently worried about?
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Where are some unusual places you’ve been?
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Where do you get your news?
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What are some red flags to watch out for in daily life?
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What movie can you watch over and over without ever getting tired of?
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When you are old, what do you think children will ask you to tell stories about?
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If you could switch two movie characters, what switch would lead to the most inappropriate movies?
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What inanimate object would be the most annoying if it played loud upbeat music while being used?
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When did something start out badly for you but in the end, it was great?
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How would your country change if everyone, regardless of age, could vote?
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What animal would be cutest if scaled down to the size of a cat?
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If your job gave you a surprise three day paid break to rest and recuperate, what would you do with those three days?
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What’s wrong but sounds right?
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What’s the most epic way you’ve seen someone quit or be fired?
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If you couldn’t be convicted of any one type of crime, what criminal charge would you like to be immune to?
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What’s something that will always be in fashion, no matter how much time passes?
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What actors or actresses play the same character in almost every movie or show they do?
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In the past people were buried with the items they would need in the afterlife, what would you want buried with you so you could use it in the afterlife?
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What’s the best / worst practical joke that you’ve played on someone or that was played on you?
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Who do you go out of your way to be nice to?
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Where do you get most of the decorations for your home?
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What food is delicious but a pain to eat?
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Who was your craziest / most interesting teacher
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What “old person” things do you do?
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What was the last photo you took?
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What is the most amazing slow motion video you’ve seen?
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Which celebrity do you think is the most down to earth?
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What would be the worst thing to hear as you are going under anesthesia before heart surgery?
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What’s the spiciest thing you’ve ever eaten?
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What’s the most expensive thing you’ve broken?
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What obstacles would be included in the World’s most amazing obstacle course?
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What makes you roll your eyes every time you hear it?
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What do you think you are much better at than you actually are?
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Should kidneys be able to be bought and sold?
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What’s the most creative use of emojis you’ve ever seen?
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When was the last time you got to tell someone “I told you so.”?
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What riddles do you know?
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What’s your cure for hiccups?
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What invention doesn’t get a lot of love, but has greatly improved the world?
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What’s the most interesting building you’ve ever seen or been in?
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What mythical creature do you wish actually existed?
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What are your most important rules when going on a date?
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How do you judge a person?
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If someone narrated your life, who would you want to be the narrator?
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What was the most unsettling film you’ve seen?
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What unethical experiment would have the biggest positive impact on society as a whole?
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When was the last time you were snooping, and found something you wish you hadn’t?
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Which celebrity or band has the worst fan base?
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What are you interested in that most people aren’t?
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If you were given a PhD degree, but had no more knowledge of the subject of the degree besides what you have now, what degree would you want to be given to you?
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What smartphone feature would you actually be excited for a company to implement?
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What’s something people don’t worry about but really should?
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What movie quotes do you use on a regular basis?
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Do you think that children born today will have better or worse lives than their parents?
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What’s the funniest joke you know by heart?
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When was the last time you felt you had a new lease on life?
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What’s the funniest actual name you’ve heard of someone having?
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Which charity or charitable cause is most deserving of money?
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What TV show character would it be the most fun to change places with for a week?
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What was cool when you were young but isn’t cool now?
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If you were moving to another country, but could only pack one carry-on sized bag, what would you pack?
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What’s the most ironic thing you’ve seen happen?
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If magic was real, what spell would you try to learn first?
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If you were a ghost and could possess people, what would you make them do?
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What goal do you think humanity is not focused enough on achieving?
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What problem are you currently grappling with?
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What character in a movie could have been great, but the actor they cast didn’t fit the role?
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What game have you spent the most hours playing?
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What’s the most comfortable bed or chair you’ve ever been in?
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What’s the craziest conversation you’ve overheard?
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What’s the hardest you’ve ever worked?
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What movie, picture, or video always makes you laugh no matter how often you watch it?
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What artist or band do you always recommend when someone asks for a music recommendation?
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If you could have an all-expenses paid trip to see any famous world monument, which monument would you choose?
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If animals could talk, which animal would be the most annoying?
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What’s the most addicted to a game you’ve ever been?
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What’s the coldest you’ve ever been?
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Which protagonist from a book or movie would make the worst roommate?
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Do you eat food that’s past its expiration date if it still smells and looks fine?
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What’s the most ridiculous thing you have bought?
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What’s the funniest comedy skit you’ve seen?
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What’s the most depressing meal you’ve eaten?
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What tips or tricks have you picked up from your job / jobs?
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What outdoor activity haven’t you tried, but would like to?
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What songs hit you with a wave of nostalgia every time you hear them?
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What’s the worst backhanded compliment you could give someone?
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What’s the most interesting documentary you’ve ever watched?
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What was the last song you sang along to?
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What’s the funniest thing you’ve done or had happen while your mind was wandering?
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What app can you not believe someone hasn’t made yet?
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When was the last time you face palmed?
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If you were given five million dollars to open a small museum, what kind of museum would you create?
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Which of your vices or bad habits would be the hardest to give up?
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What really needs to be modernized?