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100 Would You Rather Questions for Fun Conversations

Would you rather questions are two-sided prompts you can read aloud, answer, and pass along. They are not scores. They are not a ranking of who is more interesting. They are a way to put two pictures on the table and let people pick one.

The one hundred questions on this page are taken from Either Way Studio’s original set of 240. Each line matches the live dataset, including both options. You can read them from the list, copy a line into a chat, or use the interactive question table to tap Option A or Option B.

How to use the questions

Read the whole sentence, then both options. Pause. Each person names A or B. If the group wants talk, ask why, or use the follow-up that lives with that question in the dataset. Then go to the next prompt. Anyone may skip. Skipping is not a loss.

Keep the room specific. “Which would you cook first?” is a better nudge than “What does this say about you?” The second question pretends the game is a test. It is not.

If you are playing on a screen, Next Question loads another prompt from the active category. Skip moves forward without storing a choice. Save stores the question ID on this device. Copy places the full text on the clipboard. Those four controls are enough for a living room.

If you are playing on paper, print a set from the printable cards tool. Cut along the dashed lines. Draw one card at a time. Put an unwelcome card at the bottom of the stack.

Adapting a round for different group sizes

Two people can linger. Use five to ten questions and the follow-ups. A pair can also keep a saved list of prompts that worked last time.

Four to six people should share the same question. Ten questions is a full round; six is enough if dinner is getting cold. Either Way Studio’s ten-question tool on the play page picks ten distinct prompts, shows 1/10 through 10/10, and lets you go backward without erasing earlier answers.

Eight or more people need a louder format. Read once, show of hands, one volunteer sentence, next question. Do not go around the entire circle on every card. That turns a ten-minute icebreaker into an endurance event.

A classroom should use one to three questions, preferably from School or Family. Project the text or write A and B on the board. Do not collect names with answers.

A mixed-age family should lock the category before you start. Family, Food, Everyday, and School are the safest four. Funny and Imagination are fine after you have previewed the list. Friends questions assume people choose each other’s company.

Funny questions

Use these when the table needs a picture they can laugh at without targeting a person. Thirteen from Funny Choices:

Would you rather have shoes that squeak with every step or a backpack that plays a tiny trumpet when opened? Option A: Have shoes that squeak with every step. Option B: Have a backpack that plays a tiny trumpet when opened.
Would you rather laugh so hard you snort or sneeze in a high squeak every time? Option A: Laugh so hard you snort. Option B: Sneeze in a high squeak every time.
Would you rather wear a rain hat indoors all day or carry an open umbrella on a clear afternoon? Option A: Wear a rain hat indoors all day. Option B: Carry an open umbrella on a clear afternoon.
Would you rather have a doorbell that moos or a kettle that whispers secret compliments? Option A: Have a doorbell that moos. Option B: Have a kettle that whispers secret compliments.
Would you rather speak only in rhymes for a week or clap once after every sentence? Option A: Speak only in rhymes for a week. Option B: Clap once after every sentence.
Would you rather have pockets that jingle with invisible coins or socks that never match on purpose? Option A: Have pockets that jingle with invisible coins. Option B: Have socks that never match on purpose.
Would you rather burp bubbles or hiccup tiny paper confetti? Option A: Burp bubbles. Option B: Hiccup tiny paper confetti.
Would you rather have a shadow that dances or a reflection that waves first? Option A: Have a shadow that dances. Option B: Have a reflection that waves first.
Would you rather walk like a duck when you are happy or hop once whenever you hear your name? Option A: Walk like a duck when you are happy. Option B: Hop once whenever you hear your name.
Would you rather own a mug that giggles when filled or a spoon that tap-dances in the drawer? Option A: Own a mug that giggles when filled. Option B: Own a spoon that tap-dances in the drawer.
Would you rather have hair that changes part with the weather or eyebrows that lift whenever you hear a pun? Option A: Have hair that changes part with the weather. Option B: Have eyebrows that lift whenever you hear a pun.
Would you rather sit on a chair that gently spins or a couch that sighs when you stand up? Option A: Sit on a chair that gently spins. Option B: Sit on a couch that sighs when you stand up.
Would you rather have a laugh that sounds like a bicycle bell or a yawn that sounds like a tiny trombone? Option A: Have a laugh that sounds like a bicycle bell. Option B: Have a yawn that sounds like a tiny trombone.

The rest of the funny set lives on Funny Choices and in the funny questions article.

Questions for friends

These thirteen are about time, planning, and showing up:

Would you rather plan a surprise day out with friends or let your friends plan one for you? Option A: Plan a surprise day out with friends. Option B: Let your friends plan one for you.
Would you rather share a long train ride with a close friend or a short hike with three friends? Option A: Share a long train ride with a close friend. Option B: Share a short hike with three friends.
Would you rather host a board-game night or join a potluck where everyone brings a story? Option A: Host a board-game night. Option B: Join a potluck where everyone brings a story.
Would you rather swap playlists with a friend or swap favorite walking routes? Option A: Swap playlists with a friend. Option B: Swap favorite walking routes.
Would you rather fix a friendship mix-up with a handwritten note or with a walk and a talk? Option A: Fix a mix-up with a handwritten note. Option B: Fix a mix-up with a walk and a talk.
Would you rather have a standing weekly call or a monthly full afternoon together? Option A: Have a standing weekly call. Option B: Have a monthly full afternoon together.
Would you rather introduce two friends who have never met or reconnect two friends who drifted? Option A: Introduce two friends who have never met. Option B: Reconnect two friends who drifted.
Would you rather share a silent craft hour or a noisy kitchen cooking session? Option A: Share a silent craft hour. Option B: Share a noisy kitchen cooking session.
Would you rather be the friend who remembers birthdays or the friend who shows up on ordinary Tuesdays? Option A: Be the friend who remembers birthdays. Option B: Be the friend who shows up on ordinary Tuesdays.
Would you rather take a friend to your favorite quiet cafe or to a busy street fair? Option A: Take a friend to your favorite quiet cafe. Option B: Take a friend to a busy street fair.
Would you rather share an inside joke that never gets old or start a new tradition this year? Option A: Share an inside joke that never gets old. Option B: Start a new tradition this year.
Would you rather ask a friend for honest feedback or ask them to help you practice a speech? Option A: Ask a friend for honest feedback. Option B: Ask them to help you practice a speech.
Would you rather split a long to-do list with a friend or tackle one hard task side by side? Option A: Split a long to-do list with a friend. Option B: Tackle one hard task side by side.

Open the full thirty on Questions for Friends.

Family questions

Thirteen household prompts. Preview before you read them to children; skip anything that names a relative who is not in the room in a way that stings.

Would you rather have a family movie night every Friday or a family breakfast outing every Sunday? Option A: Have a family movie night every Friday. Option B: Have a family breakfast outing every Sunday.
Would you rather cook one meal together each week or take a neighborhood walk together each week? Option A: Cook one meal together each week. Option B: Take a neighborhood walk together each week.
Would you rather tell family stories at dinner or look at old photos after dessert? Option A: Tell family stories at dinner. Option B: Look at old photos after dessert.
Would you rather have a rotating chore chart or a weekend reset hour that everyone joins? Option A: Have a rotating chore chart. Option B: Have a weekend reset hour that everyone joins.
Would you rather plant a small garden as a family or build a blanket fort as a family? Option A: Plant a small garden as a family. Option B: Build a blanket fort as a family.
Would you rather learn a card game from a grandparent or teach a younger relative a simple recipe? Option A: Learn a card game from a grandparent. Option B: Teach a younger relative a simple recipe.
Would you rather have a quiet reading hour at home or a noisy game hour at home? Option A: Have a quiet reading hour at home. Option B: Have a noisy game hour at home.
Would you rather pack picnic lunches for a park day or pack thermoses for a porch evening? Option A: Pack picnic lunches for a park day. Option B: Pack thermoses for a porch evening.
Would you rather choose the family playlist or choose the family board game? Option A: Choose the family playlist. Option B: Choose the family board game.
Would you rather write thank-you notes together or make a simple gift together? Option A: Write thank-you notes together. Option B: Make a simple gift together.
Would you rather have a no-screens breakfast or a no-screens walk after dinner? Option A: Have a no-screens breakfast. Option B: Have a no-screens walk after dinner.
Would you rather decorate one room for a season or decorate the table for every small celebration? Option A: Decorate one room for a season. Option B: Decorate the table for every small celebration.
Would you rather keep a family calendar on the wall or keep a shared notebook by the door? Option A: Keep a family calendar on the wall. Option B: Keep a shared notebook by the door.

Everyday and food questions

Twelve food prompts and twelve everyday prompts. These are useful when the group does not want fantasy and does not want to talk about relationships.

Would you rather eat your favorite breakfast for dinner or your favorite dinner for breakfast? Option A: Eat your favorite breakfast for dinner. Option B: Eat your favorite dinner for breakfast.
Would you rather always have warm bread nearby or always have cold fruit nearby? Option A: Always have warm bread nearby. Option B: Always have cold fruit nearby.
Would you rather cook with only a skillet or bake with only a sheet pan? Option A: Cook with only a skillet. Option B: Bake with only a sheet pan.
Would you rather share a giant salad or share a giant sandwich? Option A: Share a giant salad. Option B: Share a giant sandwich.
Would you rather learn five soup recipes or five pasta sauces? Option A: Learn five soup recipes. Option B: Learn five pasta sauces.
Would you rather pack crunchy snacks or pack creamy snacks? Option A: Pack crunchy snacks. Option B: Pack creamy snacks.
Would you rather have a kitchen that always smells like citrus or like toasted spices? Option A: Have a kitchen that always smells like citrus. Option B: Have a kitchen that always smells like toasted spices.
Would you rather eat outdoors at a picnic table or indoors at a window counter? Option A: Eat outdoors at a picnic table. Option B: Eat indoors at a window counter.
Would you rather try a new fruit each week or a new herb each week? Option A: Try a new fruit each week. Option B: Try a new herb each week.
Would you rather make pancakes in animal shapes or toast with silly faces? Option A: Make pancakes in animal shapes. Option B: Make toast with silly faces.
Would you rather have a thermos of soup or a thermos of cocoa on a cold walk? Option A: Have a thermos of soup. Option B: Have a thermos of cocoa on a cold walk.
Would you rather grow tomatoes in pots or grow mint on a windowsill? Option A: Grow tomatoes in pots. Option B: Grow mint on a windowsill.
Would you rather finish every small chore in five minutes or never misplace your keys again? Option A: Finish every small chore in five minutes. Option B: Never misplace your keys again.
Would you rather have a coat closet that never jams or a kitchen drawer that never sticks? Option A: Have a coat closet that never jams. Option B: Have a kitchen drawer that never sticks.
Would you rather always find a patch of shade or always find a dry bench? Option A: Always find a patch of shade. Option B: Always find a dry bench.
Would you rather have socks that stay paired or a charger that never tangles? Option A: Have socks that stay paired. Option B: Have a charger that never tangles.
Would you rather wake five minutes earlier feeling ready or sleep five minutes later feeling calm? Option A: Wake five minutes earlier feeling ready. Option B: Sleep five minutes later feeling calm.
Would you rather have a mailbox that never overflows or a recycling bin that never smells? Option A: Have a mailbox that never overflows. Option B: Have a recycling bin that never smells.
Would you rather wait in a short line that moves slowly or a longer line that moves quickly? Option A: Wait in a short line that moves slowly. Option B: Wait in a longer line that moves quickly.
Would you rather have windows that stay clean longer or floors that stay swept longer? Option A: Have windows that stay clean longer. Option B: Have floors that stay swept longer.
Would you rather remember every errand without a list or remember every name at a gathering? Option A: Remember every errand without a list. Option B: Remember every name at a gathering.
Would you rather have a kettle that boils at the right moment or a toaster that never burns the edge? Option A: Have a kettle that boils at the right moment. Option B: Have a toaster that never burns the edge.
Would you rather live near a quiet library or near a well-kept park? Option A: Live near a quiet library. Option B: Live near a well-kept park.
Would you rather fold laundry while a good radio show plays or wash dishes while a good podcast plays? Option A: Fold laundry while a good radio show plays. Option B: Wash dishes while a good podcast plays.

Travel, school, and imagination

Twelve travel, thirteen school, and twelve imagination prompts complete the hundred.

Would you rather explore a mountain village or spend a day on a quiet island? Option A: Explore a mountain village. Option B: Spend a day on a quiet island.
Would you rather take a slow ferry or a scenic train for a whole afternoon? Option A: Take a slow ferry. Option B: Take a scenic train for a whole afternoon.
Would you rather pack one great jacket or pack one great pair of walking shoes? Option A: Pack one great jacket. Option B: Pack one great pair of walking shoes.
Would you rather follow a river path or follow a coastline path? Option A: Follow a river path. Option B: Follow a coastline path.
Would you rather stay in a tiny cabin or a small room above a bakery? Option A: Stay in a tiny cabin. Option B: Stay in a small room above a bakery.
Would you rather visit a city market at opening or a museum in the late afternoon? Option A: Visit a city market at opening. Option B: Visit a museum in the late afternoon.
Would you rather learn three phrases in a new language or learn three local walking routes? Option A: Learn three phrases in a new language. Option B: Learn three local walking routes.
Would you rather camp under a clear sky or sleep on a train in a bunk? Option A: Camp under a clear sky. Option B: Sleep on a train in a bunk.
Would you rather take photos of doors or photos of trees on a trip? Option A: Take photos of doors. Option B: Take photos of trees on a trip.
Would you rather have a paper map with notes or a tiny notebook of addresses? Option A: Have a paper map with notes. Option B: Have a tiny notebook of addresses.
Would you rather wander a used-book street or wander a pottery street? Option A: Wander a used-book street. Option B: Wander a pottery street.
Would you rather have extra time at a station cafe or extra time at a park near the station? Option A: Have extra time at a station cafe. Option B: Have extra time at a park near the station.
Would you rather learn a new language through games or learn science through hands-on experiments? Option A: Learn a new language through games. Option B: Learn science through hands-on experiments.
Would you rather present with a poster or present with a short demonstration? Option A: Present with a poster. Option B: Present with a short demonstration.
Would you rather take notes by hand or record a voice summary after class? Option A: Take notes by hand. Option B: Record a voice summary after class.
Would you rather work in a pair on a project or work in a group of four? Option A: Work in a pair on a project. Option B: Work in a group of four.
Would you rather start the day with a quiet reading block or a short outdoor stretch? Option A: Start the day with a quiet reading block. Option B: Start the day with a short outdoor stretch.
Would you rather ask a question in writing or ask it out loud? Option A: Ask a question in writing. Option B: Ask it out loud.
Would you rather study with flashcards or study by teaching the idea to a friend? Option A: Study with flashcards. Option B: Study by teaching the idea to a friend.
Would you rather have extra time on a test or extra choice of which problems to try? Option A: Have extra time on a test. Option B: Have extra choice of which problems to try.
Would you rather decorate a classroom with student maps or with student plant experiments? Option A: Decorate a classroom with student maps. Option B: Decorate a classroom with student plant experiments.
Would you rather learn history through objects or through letters people wrote? Option A: Learn history through objects. Option B: Learn history through letters people wrote.
Would you rather practice math with puzzles or with real measurement tasks? Option A: Practice math with puzzles. Option B: Practice math with real measurement tasks.
Would you rather have a library corner with pillows or a standing desk by a window? Option A: Have a library corner with pillows. Option B: Have a standing desk by a window.
Would you rather give feedback with two stars and a wish or with a short audio note? Option A: Give feedback with two stars and a wish. Option B: Give feedback with a short audio note.
Would you rather have a room that changes color with your mood or a desk that organizes itself? Option A: Have a room that changes color with your mood. Option B: Have a desk that organizes itself.
Would you rather own a floating treehouse or a tiny library hidden behind a secret door? Option A: Own a floating treehouse. Option B: Own a tiny library hidden behind a secret door.
Would you rather talk to birds for one hour a week or understand trees for one hour a week? Option A: Talk to birds for one hour a week. Option B: Understand trees for one hour a week.
Would you rather have pockets that hold extra time or a window that shows yesterday’s weather? Option A: Have pockets that hold extra time. Option B: Have a window that shows yesterday’s weather.
Would you rather paint with light or sculpt with mist? Option A: Paint with light. Option B: Sculpt with mist.
Would you rather ride a bicycle that leaves a trail of flowers or a boat that leaves a trail of lanterns? Option A: Ride a bicycle that leaves a trail of flowers. Option B: Ride a boat that leaves a trail of lanterns.
Would you rather have a key that opens unused rooms or a map that shows unused paths? Option A: Have a key that opens unused rooms. Option B: Have a map that shows unused paths.
Would you rather keep a cloud as a pet or keep a small star in a jar? Option A: Keep a cloud as a pet. Option B: Keep a small star in a jar.
Would you rather write with ink that becomes a tiny path or erase mistakes into butterflies? Option A: Write with ink that becomes a tiny path. Option B: Erase mistakes into butterflies.
Would you rather live one floor above the clouds or one floor below a quiet meadow? Option A: Live one floor above the clouds. Option B: Live one floor below a quiet meadow.
Would you rather have shoes that walk on water or a coat that turns rain into music? Option A: Have shoes that walk on water. Option B: Have a coat that turns rain into music.
Would you rather borrow a dragon’s patience or a fox’s sense of direction? Option A: Borrow a dragon’s patience. Option B: Borrow a fox’s sense of direction.

Playing from the generator

If you do not want to read a list, use the homepage table, the random question station, or today’s prompt on the daily question page. Daily selection uses the UTC date, so everyone with this dataset sees the same card on the same calendar day. It is not personalized.

Rules for groups, printable decks, and what to do when people disagree are in How to Play Would You Rather in a Group.

FAQ

Are these one hundred questions all on the site?: Yes. They are copied from the same 240-question file the tools use. The remaining 140 live on the eight category pages.
Can I use them in a classroom?: You can read them aloud. Do not require personal disclosures. Prefer the School and Family groups.
Is there a score?: No. The round review lists what you picked. It does not rank you.
How do I get a random prompt instead of this list?: Use the Surprise Me station.