Would you rather questions: 60 funny, hard and absurd dilemmas
“Would you rather” might be the perfect conversation game. Each question takes five seconds to ask, there’s no wrong answer, and the best part isn’t the choice itself but the explanation that follows. That makes would you rather questions ideal for a video call with someone new, a date, or a chat with friends that’s running out of steam.
Below you’ll find 60 questions sorted by theme — funny, hard, travel, dating and completely absurd — plus a few tips for turning a simple choice into a real conversation.
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How to get the most out of would you rather
Anyone can read out a question. Getting a good conversation out of it takes a tiny bit of technique:
- Always ask “why?” The reason behind the answer is where you learn something about the other person.
- Answer your own question too. It turns a quiz into an exchange.
- Let them ask one back. People love inventing their own dilemmas, and theirs are often funnier.
- Match the mood. Start with funny questions and move to harder or more personal ones only if the chat is going well.
- Don’t rush. If one question sparks a five-minute story, that’s the game working, not failing.
Funny would you rather questions
- 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 every time someone says your name, or hiccup every time you laugh?
- Would you rather only eat pizza forever, or never eat pizza again?
- Would you rather have a personal theme song that plays when you enter a room, or a laugh track for your jokes?
- Would you rather talk to animals or speak every human language?
- Would you rather have fingers as long as your legs, or legs as short as your fingers?
- Would you rather always be ten minutes late or always be an hour early?
- Would you rather wear socks that are always wet or a jumper that is always itchy?
- Would you rather have your search history read out at a wedding or your messages read out at a job interview?
- Would you rather be famous for something embarrassing or unknown for something amazing?
- Would you rather have a cat with a human face or a human with a cat face?
- Would you rather only whisper or only shout for a whole day?
- Would you rather fight one horse-sized duck or a hundred duck-sized horses?
Hard would you rather questions
These take longer to answer and often lead to proper conversations about values, fears and dreams.
- Would you rather know when you will die or how you will die?
- Would you rather be loved by many people or deeply understood by one?
- Would you rather relive the best day of your life or skip the worst one?
- Would you rather have more time or more money?
- Would you rather lose all your old memories or never be able to make new ones?
- Would you rather be the smartest person in the room or the funniest?
- Would you rather always tell the truth or always know when someone is lying?
- Would you rather have a job you love with a low salary or a job you hate with a huge one?
- Would you rather go back in time to fix one mistake or see ten years into your future?
- Would you rather give up music or give up films forever?
- Would you rather be alone for a year or never be alone for a year?
- Would you rather be respected or be liked?
- Would you rather have a quiet, comfortable life or an exciting, unpredictable one?
- Would you rather forget your phone for a week or your keys every single day?
Travel would you rather questions
Great with someone from another country — they’ll often have answers you never expected.
- Would you rather explore a jungle or a desert?
- Would you rather travel the world for a year with no money or stay home with plenty of it?
- Would you rather visit every country once or one country every year for the rest of your life?
- Would you rather take a long train journey or a short flight?
- Would you rather live by the sea or in the mountains?
- Would you rather go on a road trip with no map or a holiday with every minute planned?
- Would you rather visit space or the bottom of the ocean?
- Would you rather eat only street food on holiday or only fancy restaurants?
- Would you rather be stuck in a tiny village where nobody speaks your language, or in a huge city where everybody does?
- Would you rather travel alone or with your most annoying friend?
- Would you rather have free flights forever or free hotels forever?
- Would you rather spend a winter somewhere snowy or a summer somewhere scorching?
Would you rather questions for dating and flirting
Playful questions that say a lot about someone’s idea of romance, without getting explicit. Keep them for when you’re both in a flirty mood.
- Would you rather go on a picnic date or a rooftop dinner date?
- Would you rather receive a handwritten love letter or a surprise weekend away?
- Would you rather have a partner who makes you laugh or one who cooks for you?
- Would you rather have the perfect first kiss or the perfect first date?
- Would you rather be texted good morning every day or called good night every night?
- Would you rather date someone who loves the same things as you, or someone who shows you new ones?
- Would you rather slow dance in the kitchen or sing karaoke together?
- Would you rather be asked out in public or in private?
- Would you rather meet someone through friends or completely by chance?
- Would you rather have a partner who is always early or always spontaneous?
- Would you rather fall in love quickly or slowly?
- Would you rather share dessert or have your own?
If you want to take the flirting further, our guide to flirting on video chat covers how to do it with respect.
Absurd would you rather questions
When you just want to laugh, the sillier the better.
- Would you rather have spaghetti for hair or sweat maple syrup?
- Would you rather be a giant hamster or a tiny rhino?
- Would you rather have a nose that honks or ears that whistle?
- Would you rather live in a house made of cheese or a car made of jelly?
- Would you rather have a talking fridge that judges your snacks or a mirror that gives honest fashion advice?
- Would you rather only be able to walk backwards or only sideways?
- Would you rather have a pet dinosaur the size of a cat or a cat the size of a dinosaur?
- Would you rather be followed by a narrator or by a marching band?
Playing would you rather on a video call
Would you rather is a lifesaver in a first video chat with a stranger, when you’re both still finding your feet — our conversation starters guide has more openers like this. On La Ruleta Caliente, a random 1-to-1 video chat for adults 18+, Would you rather is built into the call, so the questions appear on both screens and nobody has to think of one on the spot. You can switch to Truth or dare, Rock paper scissors or Draw and guess whenever you like, and playing earns chillies 🌶️. Find out more about games for video calls. As always, if a conversation turns uncomfortable, just press Next.
Frequently asked questions
What is a good would you rather question to start with?
Something light and quick to answer, like “Would you rather have a rewind button or a pause button for your life?”. Then ask why.
How do you make would you rather more interesting?
Always ask for the reason behind the answer, answer the question yourself and let the other person invent dilemmas too.
Can you play would you rather on a video call?
Yes, it works perfectly because it needs nothing but conversation. On La Ruleta Caliente the game is built into the call for adults 18+.
Are there would you rather questions for dates?
Yes. Questions about ideal dates, romantic gestures and first kisses are fun and flirty without being explicit.
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