Conversation starters: 66 questions to ask a stranger
Stuck on “hey, what’s up”? Use the free generator below, or steal anything from the list. Works for chat apps, parties, first dates, and awkward elevators.
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Want openers for a specific topic and vibe? Try the conversation starter generator. For why some openers work and most fail, read our guide to conversation starters for strangers.
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Easy icebreakers
- What made you smile today?
- What are you supposed to be doing right now?
- Coffee, tea, or something else entirely?
- What's your go-to comfort food?
- What's the weather like where you are?
- Night owl or early bird?
- What's the last photo you took?
- What's a small thing that made your week better?
- What are you listening to these days?
- What's your favourite way to waste time?
- If your day was a movie genre, what would today be?
- What's something you're looking forward to?
Funny
- What's the most useless talent you have?
- What's the weirdest food combination you secretly enjoy?
- If animals could talk, which species would be the rudest?
- What's the most embarrassing song you know every word to?
- What's a hill you're willing to die on that absolutely does not matter?
- What would your villain origin story be?
- What's the dumbest way you've ever injured yourself?
- If you had to eat one meal every day forever, what would it be?
- What's a word you always misspell?
- What conspiracy theory would you start for fun?
- What's your most irrational fear?
- If your pet could review you, what would the review say?
Deep
- What do you think you were put on this earth to do?
- What's a belief you held strongly five years ago that you've changed your mind about?
- What does a perfect ordinary day look like for you?
- What's something you've never told anyone because it never came up?
- If you could ask your future self one question, what would it be?
- What are you most proud of that nobody knows about?
- What do you think happens after we die?
- What's the best advice you've ever ignored?
- When do you feel most like yourself?
- What's a memory you'd relive if you could?
- What scares you about the future — and what excites you?
- If nothing had a price tag, what would you do with your life?
Would you rather
- Would you rather always be 10 minutes late or 20 minutes early?
- Would you rather be able to fly or be invisible?
- Would you rather live without music or without movies?
- Would you rather know how you die or when you die?
- Would you rather have unlimited money or unlimited free time?
- Would you rather restart your life with your memories or keep going as you are?
- Would you rather never use social media again or never watch another series?
- Would you rather speak every language or play every instrument?
- Would you rather live in the mountains or by the sea?
- Would you rather always say what you think or never speak again?
Around the world
- What's something your country does better than anywhere else?
- What's a food from your region everyone should try once?
- What's a local custom that would confuse foreigners?
- If I visited your city for one day, what should we do?
- What's a festival or holiday you wish the whole world celebrated?
- What's a stereotype about your country that's completely wrong?
- What's one that's honestly kind of true?
- What time is it there right now, and what's everyone doing?
- What's a phrase in your language that doesn't translate?
- Where in the world do you want to go most?
Internet & fandom
- What's your most-used emoji, honestly?
- What's the best rabbit hole the internet ever took you down?
- Which fictional character do you defend like a personal friend?
- What's a fandom you fell into and never left?
- What's your controversial media take — the one that starts arguments?
- What was your first username ever, and what were you thinking?
- What's a video you rewatch when you need a laugh?
- If the internet disappeared tomorrow, what would you miss most?
- What's a game, show, or artist you'd erase your memory of just to experience again?
- What's the most niche community you've ever been part of?
Practice on a real stranger
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