Random questions work so well because they throw your audience off balance in a conversation. That often makes people give more honest and genuine answers. And because of that, they’re powerful questions to ask to know, to help keep conversations interesting. We also have a great collection of Topics To Talk About & Questions to Ask a Girl.
Random Questions to Ask a Guy List
What was the last thing you created?
Who is a better cook your mother or grandmother?
What book do you wish would be turned into a movie?
Is there an app that you hate but use anyways?
What was the last thing that you fixed?
Could you survive in the wilderness for a month?
What are some songs you know by heart?
What piece of technology brings you the most joy?
If you could rename the street you lived on, what would you rename it?
What do your clothes say about you?
What’s your “going to bed” routine?
What animal best represents your personality?
What piece of clothing or accessory can someone wear that immediately makes you have a bad opinion of them as a person?
What’s the fullest you’ve ever been?
What behaviors make you think a person is creepy?
Who in the movie business seems the most down to earth?
What’s the funniest or most amazing cell phone cover you have seen?
Which musical artist is greatly overrated?
What company or franchise do you wish would go out of business?
What’s the perfect temperature to set the thermostat at?
Who around you has the worst luck?
What’s your favorite sounding word?
What’s the weirdest thing that has happened to you in a car?
If you could fit your whole life into one picture what would it look like?
What’s something that can’t be found or bought on the internet?
What should the first colony on another planet be called?
If you put out a magazine, what would you name it and what would be in it?
If you were challenged to a duel, what weapons would you choose?
What villain do you really feel for?
What is the most interesting thing you could do with 400 pounds of cheddar cheese?
What did you think you were good at but are actually quite bad at?
What in a trailer automatically makes you assume a movie will be horrible?
What game do you wish you could act out in real life?
What are you really happy about being terrible at?
What would be the funniest thing to fill a piñata with?
What is the most pleasant sounding name for either a boy or a girl?
What’s the most nightmarish creature you can imagine?
If there were internet Olympics, what sports would be in it?
What is the most interesting game concept you can come up with?
If the police raided your house right now, what is the most incriminating thing they would find?
What actor played their character so well that you can’t watch them in any other show or movie without seeing that character?
What is the most fun thing someone could have in their backyard?
If you had to break one world record in order to receive one million dollars, what world record would you try to break?
What first world problem do you have?
What would be put inside a mental health first aid kit?
What conspiracy theory do you actually believe?
What looks delicious but tastes terrible?
What three activities would you rate 10/10 would do again?
What song would you pay money to never hear again?
If you had to replace your hands with objects already in your house, what would you replace your hands with?
Random Questions to Ask a Girl List
What word do you always misspell?
Would you enjoy a vacation away from all of your technology?
What is the ugliest vegetable?
What product would you seriously stockpile if you found out they weren’t going to sell it anymore?
What is the absolute worst movie you have ever seen?
What food do you crave most often?
What is the grossest sounding English word?
What silliest thing you get nostalgic for?
When is lying the right thing to do?
What is your version of “There’s two types of people in this world…”?
If you could only eat one food for the rest of your life, what would it be?
What is your dream car?
If you opened a restaurant, what kind of restaurant would it be?
What quote do you (try to) live by?
What is your hometown famous for?
Do you think the world would be a better or worse place if everyone suddenly could read each other’s thoughts?
If you lived in a tribal society, what role would you play? (Hunter, gatherer, shaman, chieftain, etc.)
Which appliance can you not live without?
Whose advice do you always listen to?
Would you go to another planet even if it meant that you would never return to earth and eventually die on that planet?
Would you rather take a two week all expenses paid vacation right now or a one month all expenses paid vacation in one year?