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We’ve all been there, staring down the silence of a conversation with no clear path. This is where a set of random questions to ask comes in handy. Whether you’re among friends, a partner, or complete strangers, a random question being thrown into the air is a charming and quirky way to get the convo rolling again. You’ll never regret having a few conversation starters on hand! That’s as true of first dates and late-night conversations with your crush as it is of road trips with your bestie.
There’s also a pretty much endless number of random questions to ask people out there. Which are worth a spot in that overcaffeinated corner of your brain labelled “random” — you know, the part that houses all your half-baked thoughts and shower musings? Don’t worry too much about that because we’re here to help. Seriously, we’re all about asking questions that can take conversations in unexpected directions, whether you’re asking someone get-to-know-you questions over coffee or making a game out of putting fun icebreaker questions to a group. (If the latter is your speed, you’ll find plenty of random things to ask with a round of Never Have I Ever, Most Likely To, Would You Rather, or This or That.)
At the end of the day, the world needs curiosity more than it does awkward silences, and fun conversations often start out with a little randomness. So the next time the convo hits a lull, pull out one or two of these random questions to ask and see what happens.
In this article, you’ll find:
Random questions to ask your friends
- If you could be any age for the rest of your life, which would you choose?
- What’s a fictional world you think you would totally thrive in?
- What’s something completely ordinary you irrationally love (think gas-station coffee or cracking open a new notebook)?
- If you could only wear one color for the rest of your life, which one would you choose?
- What’s a smell that instantly takes you back to childhood?
- What’s your weirdest comfort show?
- Why are turtles green?
- What’s the best way to waste time?
- What is your go-to shower song to sing?
- You have to give a TED Talk on something you know way too much about. What’s the topic?
- Do you have a go-to karaoke song?
- Which emoji do you think best represents your current era of life?
- What’s your “Mandela Effect” hill — something you swear used to exist but apparently never did?
- What’s your go-to breakfast order?
- If you were a minor character in a TV show, what would your one recurring line be?
- What’s the best-named playlist you have saved?
- Which celebrity would you trust to babysit your pets and/or plants while you’re away?
- What’s an oddly specific red flag for you that no one else understands?
- What’s your favorite nickname you’ve been given?
- If you could bottle up one feeling forever — a single emotion or vibe — what would you choose?
- Which random store aisle do you always end up wandering in even if you don’t need anything there?
- What’s your favorite way to spend a Sunday?
- What’s your ultimate “if I had a time machine, I’d go back just to relive that” moment?
- Do you think money brings happiness?
- What’s something you learned embarrassingly late in life that everyone else seemed to already know?
- What’s the last book, movie, or TV show that made you cry?
- If you could make one small, weird change to everyday life (like reversing the direction of doors), what would it be?
- Hiking or video games?
- If you could design a video game about anything, what topic would you choose?
- What celebrity have you been told looks like you?
- If you could describe our friendship in three words, what would they be?
- What’s a conspiracy theory you secretly kind of believe?
- What’s your favorite Disney character?
- Who would you pay the most money to see in concert?
- What’s the most useless fun fact stuck in your brain forever?
- What random skill do you have that you’re unreasonably proud of?
- What is one thing you think is really overrated?
- If you could instantly teleport anywhere except your bed, where would you go right now?
- Personal uniforms or a different outfit every day?
- What’s your favorite family tradition?
- What was your favorite birthday party?
- What’s the weirdest item currently in your bag?
- If your friend group had credits like a movie, what would your role be?
- What do you think your aura looks like?
- Who was your favorite teacher and why?
- What was your favorite toy growing up?
- Who was your first celebrity crush?
- If your brain had background tabs like a computer, what would the oldest one still open be?
- Which random app or website do you waste the most time on?
- What’s a smell that should be bottled as a perfume but isn’t?
- If you could swap brains with anyone for a day just to see how they think, who would it be?
- If you could have a live feed of anything in the world (not creepy), what would you watch?
- What’s your most dramatic “I can’t believe that actually worked” moment?
- What’s a weird thought that lives rent-free in your head?
- What’s a completely normal thing that secretly gives you the ick?
- If you could trade places with any cartoon character for 24 hours, who are you picking?
- What’s the most random thing that can make you emotional out of nowhere?
- What’s the weirdest item you’ve ever impulse-bought?
- What’s your favorite form of procrastination?
- What’s a childhood fear that still low-key haunts you as an adult?
