Conversation tips
Would You Rather Questions for Video Chat With Someone New
Would you rather questions are the quickest way to get a stranger talking: two options, no wrong answer, and a built-in reason to ask "Why?" Ask one, give your own pick, and you have a conversation going in under ten seconds.
Here are 40 clean would you rather questions for adults, grouped by theme, plus a simple way to play them on video and how to turn a one-word answer into a real conversation.
How to play would you rather on video chat
- Ask the question out loud, or type it in the chat box so they can reread it.
- Count down from three and vote at the same time on camera: one finger for the first option, two for the second.
- Each person explains their pick in a sentence or two.
- Swap roles: they ask the next one.
Typing the question helps when the audio is laggy or when English isn't the other person's first language. On Omlet, the text chat sits right next to the video, so nobody has to leave the call.
Funny would you rather questions
Start here. Silly choices relax people fast and make the first laugh easy.
- Would you rather have to sing everything you say or dance everywhere you walk?
- Would you rather sneeze confetti or hiccup bubbles?
- Would you rather have a pebble in your shoe forever or a song stuck in your head forever?
- Would you rather talk like a pirate or a medieval knight for a full day at work?
- Would you rather be followed around by a narrator or a laugh track?
- Would you rather have a pet dinosaur the size of a cat or a cat the size of a dinosaur?
- Would you rather only be able to whisper or only be able to shout?
- Would you rather wear a permanent clown nose or permanent clown shoes?
- Would you rather announce everything you do out loud or have your thoughts appear as subtitles?
Clean would you rather questions for adults, by theme
Food and drink
- Would you rather give up coffee or give up chocolate?
- Would you rather eat only spicy food or only bland food for a year?
- Would you rather never eat cheese again or never eat bread again?
- Would you rather eat breakfast food for every meal or dinner food for every meal?
- Would you rather try every street food in one country or one famous dish from every country?
- Would you rather cook any dish perfectly or taste any dish once and know the recipe?
Travel and places
- Would you rather live by the beach or in the mountains?
- Would you rather explore outer space or the deep ocean?
- Would you rather travel for a year on a tight budget or take one luxury trip?
- Would you rather speak every language or teleport anywhere once a day?
- Would you rather visit the past or the future for one day?
- Would you rather always know the local language or always have a local friend to show you around?
Superpowers and fantasy
- Would you rather be invisible or be able to fly?
- Would you rather read minds or see five minutes into the future?
- Would you rather talk to animals or talk to machines?
- Would you rather never need sleep or never need to eat?
- Would you rather have a backpack that holds anything or shoes that take you anywhere?
- Would you rather live inside your favorite movie or your favorite video game?
Work, skills and everyday life
- Would you rather work four long days or six short ones?
- Would you rather instantly master an instrument or a sport?
- Would you rather never do laundry again or never wash dishes again?
- Would you rather give a speech to 1,000 people or sing alone on stage for 100?
- Would you rather your phone battery always be full or your Wi-Fi always be perfect?
- Would you rather be the funniest person in every room or the smartest?
Good would you rather questions that start real conversations
Once you've laughed a little, these trickier choices reveal how someone thinks. Save them for when the chat feels comfortable.
- Would you rather know how every story in your life ends or be surprised every time?
- Would you rather relive your best day once or forget your worst day completely?
- Would you rather be famous now and forgotten later, or unknown now and remembered for centuries?
- Would you rather have a rewind button or a pause button for your life?
- Would you rather have more time or more energy?
- Would you rather be excellent at one thing or pretty good at everything?
- Would you rather have a job you love that pays okay or a job you tolerate that pays a lot?
If a tough one sparks a long answer, you've found a topic worth staying on. For more questions in that spirit, see deep questions to ask someone.
How to turn an answer into a real conversation
The pick is just the doorway. The conversation is in the reasoning.
| Follow-up move | Example |
|---|---|
| Ask what drew them | "Mountains? What's the appeal for you?" |
| Find the tipping point | "What would make you switch to the beach?" |
| Connect it to real life | "Have you ever lived somewhere like that?" |
| Raise the stakes | "Okay, but the mountain town has no food delivery. Still?" |
| Share your own reasoning | "Same pick. I can't handle heat, so the beach was never an option." |
Here's how that sounds in practice. You ask: space or the deep ocean? They say ocean, because they've always loved diving. You ask where the best dive they've done was, and suddenly you're hearing about a trip that went sideways, which is far more interesting than the question itself.
Prefer something faster? This or that questions are the rapid-fire version, great for the first minute of a chat.
Write your own (and what to avoid)
Good ones follow a simple formula: two options that are both appealing, or both mildly terrible, in different ways. If one option is obviously better, there's nothing to talk about.
- Balance them. "Free flights or free food for life" works; "one dollar or a million dollars" doesn't.
- Keep it clean. Skip gross-out, sexual or violent options; they make a stranger uncomfortable fast.
- Keep it about ideas, not people. No options about the other person's looks, and no choosing between real people.
- Make it universal. Avoid choices that depend on one country's TV shows, sports teams or politics.
Would you rather is also one of the easiest games to play on video chat, and it pairs well with a round of funny icebreaker questions when you want to mix things up.