120 Would You Rather Questions for Chatting With Someone New
Funny, hard, deep and travel-themed would you rather questions that work over text, all clean, with tips on turning each answer into a real conversation.
Last updated October 10, 2026
Why would you rather works so well
"Would you rather" is one of the easiest ways to get a conversation going with someone new. Every question comes with its own answer options, so nobody has to think of something to say from scratch. It isn't personal, so it feels safe with a stranger. And the reasons people give for their choices reveal far more about them than a list of hobbies ever would.
The rules are simple:
- One person asks a question with two options.
- The other picks one, even if both are terrible, and says why.
- Swap roles and keep going until the conversation takes off on its own.
The 120 questions below are all clean and grouped by theme. Start with the funny ones, and save the deep ones for when you're both comfortable.
Funny would you rather questions
Silly dilemmas with no right answer. Great for the first few minutes of a chat.
- Would you rather always have to sing instead of speak, or dance everywhere you walk?
- Would you rather have a rewind button or a pause button for your life?
- Would you rather sneeze glitter or hiccup bubbles?
- Would you rather have a permanent clown nose or permanent clown shoes?
- Would you rather only be able to whisper or only be able to shout?
- Would you rather have a pet dinosaur the size of a cat or a cat the size of a dinosaur?
- Would you rather always have a song stuck in your head or always feel like you've forgotten something?
- Would you rather fight one horse-sized duck or a hundred duck-sized horses?
- Would you rather have hands for feet or feet for hands?
- Would you rather have your thoughts appear as subtitles or have a narrator describe everything you do?
- Would you rather laugh at everything or never laugh again?
- Would you rather wear socks that are always slightly wet or a jumper that is always slightly itchy?
- Would you rather speak every language but only in a squeaky voice, or one language in a perfect radio voice?
- Would you rather have spaghetti for hair or sweat maple syrup?
- Would you rather live in a house made of chocolate or a house made of cheese?
- Would you rather have a nose that glows when you lie or ears that wiggle when you're nervous?
- Would you rather be followed everywhere by a friendly pigeon or a polite goose?
- Would you rather only eat food that is blue or only eat food that is round?
- Would you rather trip over every time you enter a room or forget everyone's name once a day?
- Would you rather have a talking dog that only tells bad jokes or a silent dog that does your chores?
Food would you rather questions
Everyone has opinions about food, which makes these some of the easiest questions to start a debate with.
- Would you rather give up rice or give up bread forever?
- Would you rather only eat sweet food or only eat savoury food?
- Would you rather eat your favourite meal every day or never eat it again?
- Would you rather have unlimited sushi or unlimited pizza?
- Would you rather never eat chocolate again or never drink tea or coffee again?
- Would you rather be a brilliant cook or have a personal chef?
- Would you rather only eat cold food or only eat hot food?
- Would you rather give up spicy food or give up desserts?
- Would you rather eat street food every day or fine dining every day?
- Would you rather try every cuisine in the world once or perfect one cuisine?
- Would you rather have breakfast for dinner or dinner for breakfast forever?
- Would you rather give up cheese or give up ice cream?
- Would you rather only drink water or only drink fizzy drinks?
- Would you rather eat a whole lemon or a spoonful of mustard?
- Would you rather cook for a hundred people or eat alone for a month?
Travel and adventure
Perfect for chatting with someone from another country. Their answers often turn into recommendations.
- Would you rather explore space or the deep ocean?
- Would you rather visit every country once or live in one foreign country for ten years?
- Would you rather travel only by train or only by boat?
- Would you rather spend a month in the mountains or a month on the beach?
- Would you rather go on a road trip with friends or a solo backpacking trip?
- Would you rather never leave your home country again or never return to it?
- Would you rather see the Northern Lights or a total solar eclipse?
- Would you rather live in a busy city or a quiet village?
- Would you rather speak the local language everywhere you go or never get lost?
- Would you rather camp under the stars or stay in a luxury hotel?
- Would you rather explore ancient ruins or futuristic cities?
- Would you rather have free flights for life or free hotels for life?
- Would you rather visit the past for a day or the future for a day?
- Would you rather travel with no plan at all or with every minute planned?
- Would you rather live by the sea or by a lake?
Superpowers and fantasy
Classic would you rather territory. Ask why, because the reasoning is the fun part.
- Would you rather be able to fly or be invisible?
- Would you rather read minds or see the future?
- Would you rather talk to animals or speak every human language?
- Would you rather teleport anywhere or freeze time?
- Would you rather have super strength or super speed?
- Would you rather never need sleep or never need to eat?
- Would you rather breathe underwater or survive in space?
- Would you rather control fire or control water?
- Would you rather have a photographic memory or be able to forget anything you want?
- Would you rather shrink to the size of an ant or grow to the size of a building, whenever you like?
- Would you rather live in a world of magic or a world of advanced technology?
- Would you rather have a dragon or be a dragon?
- Would you rather know every answer in a quiz or always win at board games?
- Would you rather be a wizard or a superhero?
- Would you rather have a time machine or a magic carpet?
Everyday life dilemmas
Realistic choices that say a lot about someone's habits and priorities.
- Would you rather work from home forever or in an office forever?
- Would you rather have more time or more money?
- Would you rather wake up at 5am or stay up until 2am?
- Would you rather have a long commute and a great job or a short commute and a boring job?
- Would you rather give up your phone for a month or give up music for a month?
- Would you rather have a clean house or a home-cooked meal every day?
- Would you rather always be ten minutes early or always be ten minutes late?
- Would you rather have a big group of friends or two very close ones?
- Would you rather never have to do laundry again or never have to wash dishes again?
- Would you rather live without the internet or without air conditioning and heating?
- Would you rather have a four-day week with longer days or a five-day week with shorter days?
- Would you rather be famous or be rich and unknown?
- Would you rather never wait in a queue again or never be stuck in traffic again?
- Would you rather have a quiet weekend at home or a busy weekend out?
- Would you rather always know the right thing to say or always know the right thing to do?
Films, music and games
Find out someone's tastes without asking for a list of favourites.
- Would you rather only watch films or only watch series for the rest of your life?
- Would you rather live inside your favourite film or your favourite video game?
- Would you rather listen to one song forever or never hear your favourite song again?
- Would you rather be a famous musician or a famous actor?
- Would you rather read the book or watch the film?
- Would you rather lose all your saved games or all your playlists?
- Would you rather see your favourite band live or meet your favourite author?
- Would you rather star in a comedy or an action film?
- Would you rather only play board games or only play video games?
- Would you rather have a soundtrack to your life or a laugh track?
- Would you rather watch every film ever made or read every book ever written?
- Would you rather be in a reality show or a cooking competition?
- Would you rather have to watch the same film every day or never watch a film again?
- Would you rather write a hit song or a bestselling book?
- Would you rather go to the cinema alone or watch at home with friends?
Deep and thoughtful
For when the conversation is relaxed and you both want something more interesting than small talk.
- Would you rather be loved or be respected?
- Would you rather know the truth even if it hurts or be happy not knowing?
- Would you rather change your past or know your future?
- Would you rather have a job you love that pays little or a job you dislike that pays a lot?
- Would you rather live a long ordinary life or a short extraordinary one?
- Would you rather be the smartest person in the room or the kindest?
- Would you rather have many good memories or one perfect memory?
- Would you rather always say what you think or never speak your mind?
- Would you rather be forgotten after you're gone or remembered for something you regret?
- Would you rather live in the moment or always plan ahead?
- Would you rather help one person a lot or many people a little?
- Would you rather be an expert in one thing or good at many things?
- Would you rather start over in a new city or stay close to everyone you know?
- Would you rather have the courage to try anything or the wisdom to know what to try?
- Would you rather feel everything deeply or stay calm about everything?
Would you rather for a text chat
Questions that play especially well when you are typing to someone you've just met.
- Would you rather only send voice notes or only send GIFs for a day?
- Would you rather chat with someone from the other side of the world or from your own city?
- Would you rather have every message you send auto-corrected badly or be unable to use emojis?
- Would you rather talk about the past or the future?
- Would you rather ask the questions or answer them?
- Would you rather chat at sunrise or at midnight?
- Would you rather learn a new word from every person you chat with or a new joke?
- Would you rather swap song recommendations or film recommendations?
- Would you rather only use capital letters or never use punctuation?
- Would you rather have a chat that lasts five minutes and is brilliant or one that lasts an hour and is fine?
Turning answers into a real conversation
The game works best as a springboard. When someone says they'd rather explore the deep ocean, ask whether they've ever been diving. When they choose unlimited pizza over sushi, ask where the best pizza they've ever had was. A good chat often leaves the game behind after five or six questions, and that's exactly what you want.
If you want a faster-paced version, try our this or that questions. For more open-ended prompts, see our list of questions to ask a stranger, and for tips on the first message itself, read how to start a conversation.
Common questions
How do you play would you rather over text?
Take turns asking a question with two options. The other person picks one and explains why. Then they ask you one. The explanation matters more than the choice, so ask a follow-up if an answer surprises you.
Are would you rather questions good for a first chat?
Yes. They are easy to answer, they aren't personal, and they get people talking about what they like and how they think. Start with funny ones and move to deeper ones only if the chat is going well.
What if the other person just answers with one word?
Ask why, or give your own answer with a reason to show the kind of reply you are hoping for. If they still only give one-word answers after a few tries, it's fine to say a friendly goodbye and try a new chat.
Play it with a stranger
Got a favourite question? Try it on someone new. Start chatting on StrangerYaar, a free, one-to-one text chat for adults aged 18 and over, with no sign-up. You can even play in voice notes or GIFs.