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200+ Would You Rather Questions to Help Break the Ice

Andrea has a background in Myers-Briggs and Western astrology. She mostly writes about relationships.

Sometimes you need some questions to break the ice. I have more than 200+ questions for you that can help you navigate all kinds of situations from funny to gross.

Sometimes you need some questions to break the ice. I have more than 200+ questions for you that can help you navigate all kinds of situations from funny to gross.

"Would You Rather" Questions

This article has a variety of "Would You Rather" questions. Some of these questions are very conversational, others are meant to spice up conversations, and some are meant to end conversations altogether.

I've separated the questions into six different categories:

  • Friendly: Use these if you need to break the ice or keep things light.
  • Flirtatious: You're dating and trying to get to know each other or get into the right mood.
  • For Long-Term Couples: You've been together for a while, you need to address some things, or segue into something you desire.
  • Mixed Bag: If you're wanting to start up a conversation and just see where it goes, these are great. These can be used in a number of scenarios.
  • Completely Random, Kind of Strange, Somewhat Funny: These are for friends and others who like abstract conversations and want to laugh, think a little, and engage in some weirdness. Some people like random questions; other people might find randomness off-putting.
  • Somewhat Uncomfortable and Gross: These are for people who want to talk about uncomfortable scenarios. They're more like what your 12-year-old cousin would ask you. These are inappropriate for dates. Use them if you need to get out of a date fast!
Friendly "Would You Rather" questions help you to get a conversation started or help you to better get to know someone.

Friendly "Would You Rather" questions help you to get a conversation started or help you to better get to know someone.

Friendly

A friend is someone with whom you can relate. This is someone you spend time with who has mutual interests. You show up for each other, you laugh at similar things, and you bond over your favorite things.

A friend could also be a sibling, cousin, niece or nephew, neighbor, or co-worker. Friends want to be in a good alignment with each other. They want positive interactions.

If you don't want to move out of the friend-zone or make things awkward, avoid flirty questions. Know what is an appropriate question vs. an inappropriate question when you get into a conversation with someone.

Synonyms for friend include: buddy, playfellow, playmate, chum, sidekick, ally, confidante, amigo, companion, homegirl, comrade, supporter, and bro.

Friendly Questions

  1. Would you rather go to Paris or London?
  2. Would you rather eat sushi or tacos?
  3. Would you rather dance or sing?
  4. Would you rather play baseball or football?
  5. Would you rather meet Taylor Swift or Shakira?
  6. Would you rather eat pie or cake?
  7. Would you rather have a dog or a cat?
  8. Would you rather travel to Oregon or New York?
  9. Would you rather drink beer or coffee?
  10. Would you rather have Fridays or Mondays off?
  11. Would you rather be an early bird or a night owl?
  12. Would you rather eat chicken or fish?
  13. Would you rather wear heels or flats?
  14. Would you rather go ice skating or rollerblading?
  15. Would you rather see sunrise or sunset?
  16. Would you rather go to the Grand Canyon or see a Broadway play?
  17. Would you rather it be spring forever or fall forever?
  18. Would you rather it be summer or winter?
  19. Would you rather learn how to play an instrument or learn a new language?
  20. Would you rather travel to a place you haven't been or somewhere familiar?
  21. Would you rather see a romantic comedy or a thriller?
  22. Would you rather cook or bake?
  23. Would you rather be a voice in a Disney animated movie or be an actor in a Marvel movie?
  24. Would you rather play Guitar Hero or Super Smash Bros.?
  25. Would you rather watch shows on Hulu or Netflix?
  26. Would you rather watch a sports game or a sitcom?
  27. Would you rather meet Dolly Parton or Cher?
  28. Would you rather meet David Bowie or Prince?
  29. Would you rather listen to podcasts or music?
  30. Would you rather watch a Halloween or Christmas movie?
  31. Would you rather watch the Olympics or the Miss America pageant?
  32. Would you rather go to Japan or Ireland?
  33. Would you rather paint a room or add wallpaper?
  34. Would you rather take a trip to the hardware store or the garden center?
  35. Would you rather go to a movie or have a picnic?
Flirty questions help you to better get to know your partner and their likes and dislikes.

Flirty questions help you to better get to know your partner and their likes and dislikes.

Flirtatious

The following "would you rather" questions are for dates, couples, and romantic occasions. These can be used to help steer conversations in the right direction or to help with planning dates.

The questions are meant to be engaging and to help set the mood. The questions should be helpful if you're trying to figure out your partner. They can be used at the beginning of a relationship or for long-term couples.

By flirtatious, what do I mean? I mean you're behaving in a manner to try to attract someone and appeal to them. You're trying to be romantic, intimate, personal, and charismatic.

Flirtatious Questions

  1. Would you rather have a first date at a coffee shop or a museum?
  2. Would you rather have a hug or a kiss?
  3. Would you rather go salsa dancing or take waltz lessons?
  4. Would you rather go on a date to make pottery or to paint a canvas?
  5. Would you rather go stargazing or walk along the beach to collect seashells?
  6. Would you rather hold my hand or hold my arm?
  7. Would you rather I keep my beard or lose it?
  8. Would you rather I surprise you with a trip or plan it with you?
  9. Would you rather receive chocolates or flowers?
  10. Would you rather go on a weekend trip and stay at a B&B or go on a camping trip?
  11. Would you rather I wear red or black?
  12. Would you rather I buy you big jewelry or something more subtle?
  13. Would you rather I call you or text you?
  14. Would you rather have a morning date or an evening date?
  15. Would you rather use handcuffs or blindfolds?
  16. Would you rather I use cologne or not?
  17. Would you rather I use perfume or not?
  18. Would you rather spend time in a hot tub or at the pool?
  19. Would you rather eat strawberries covered in chocolate or cheesecake?
  20. Would you rather elope or have a big wedding?
  21. Would you rather have a romantic candlelit dinner or go somewhere fancy for dessert?
  22. Would you rather receive love letters or chocolates?
  23. Would you rather go on a date to a symphony or a ball game?
  24. Would you rather I pay or we split the check down the middle?
  25. Would you rather someone propose in public or private?
  26. Would you rather hang out on the couch or go for a walk?
  27. What would you rather get on Valentine's Day: a fancy dinner at a 5-star restaurant or a professional chef cooks for you and your date at home?
  28. Would you rather do a love tarot reading or get your palm read?
  29. Would you rather have a date to an office Christmas party or a wedding?
  30. Would you rather I call you sweetie or honey?
  31. Would you rather play spin the bottle or Twister?
  32. Would you rather kiss under the mistletoe or at midnight on New Year's Eve?
  33. Would you rather I call you sweetheart or something more original?
  34. Would you rather go to a winery or join the bacon of the month club?
  35. Would you rather I wrote you a poem or serenaded you?
Sometimes you just need to keep your questions simple but a little playful.

Sometimes you just need to keep your questions simple but a little playful.

For Long-Term Couples

You've been together for a long time. You have split up the chores, but maybe you want to split up the chores even more. You want a little bit of spark in your relationship, but you don't need to kindle up a giant-sized bonfire at this time. You want to grow old together; you don't want to sound like a young, inexperienced couple.

We're Committed Questions

  1. Would you rather do the dishes or the laundry?
  2. Would you rather vacuum or mop the floors?
  3. Would you rather try one of our favorite restaurants or try something new?
  4. Would you rather save money this weekend or go on a date?
  5. Would you rather eat at home or go to a restaurant?
  6. Would you rather do a puzzle or play a game?
  7. Would you rather buy a massage chair or buy a new shower head with fancy settings?
  8. Would you rather have chocolate or cookies at home?
  9. Would you rather hang out with friends tonight or stay home?
  10. Would you rather start a garden or redesign a room?
  11. Would you rather have kids or no kids?
  12. Would you rather have a long bubble bath or get more sleep?
  13. Would you rather I make breakfast for you while you're in bed or I make you cookies?
  14. Would you rather go apple picking or go to a corn maze?
  15. Would you rather donate some clothes or some old dishes?
  16. Would you rather hold my hand or kiss my cheek?
  17. Would you rather stay up late or go to bed early?
  18. Would you rather have a big shower or more space in the bathroom?
  19. Would you rather have a date night with pizza or tacos?
  20. Would you rather have a picnic in the backyard or a park?
  21. Would you rather we save up money for a vacation or to remodel the kitchen?
  22. Would you rather spend Christmas in Disney World or with our extended family?
  23. Would you rather take a cooking class together or a pottery class?
  24. Would you rather ride bikes together or go rock climbing?
  25. Would you rather I kiss you in the morning or at night?
  26. Would you rather take out the trash or clean the toilets?
  27. Would you rather eat cake late at night or ice cream?
  28. Would you rather host Thanksgiving or go to someone's house?
  29. Would you rather play Scrabble or Catan?
  30. Would you rather mow the lawn or water the plants?
  31. Would you rather go to a wine tasting or a cheese tasting?
  32. Would you rather be more flexible or stronger?
  33. Would you rather be in a cute costume or a sexy costume?
  34. Would you rather get a puppy or a kitten?
  35. Would you rather learn how to play the piano or the guitar?
Are you on a long road trip? These questions can help you keep a conversation going and enthused.

Are you on a long road trip? These questions can help you keep a conversation going and enthused.

Mixed Bag

The mixed bag questions are for when you're not really sure where to take the conversation. You might be on a long road trip, a high school band outing, or you're stuck in a long line at an amusement park. These questions are all over the place and are mostly friendly. They're designed to get the conversation started or to think of things with a new perspective.

These questions are great if you need to stay up late or if you need to distract people during a board game.

Conversation Starters

  1. Would you rather live in the coldest part of the world or the hottest part?
  2. Would you rather dance for 24 hours straight or be locked into a jail cell for 24 hours?
  3. Would you rather spend a day with penguins or otters?
  4. Would you rather be trapped in a clown store or a closet of spiders?
  5. Would you rather go to the Moon or Mars?
  6. Would you rather eat fruity candy or chocolate?
  7. Would you rather teach Math or Art?
  8. Would you rather eat fried butter or a fried scorpion?
  9. Would you rather take a tour through a haunted New Orleans house or a haunted Welsh castle?
  10. Would you rather get your fortune read by a stockbroker or a doctor?
  11. Would you rather go bungee jumping or skydiving?
  12. Would you rather go on a vacation to Mexico to hit up the beaches or go skiing in the Alps?
  13. Would you rather go on a dinosaur dig or discover a planet?
  14. Would you rather go to Disney World or Universal Studios?
  15. Would you rather spend a week at your grandma's or spend an entire afternoon at the DMV?
  16. Would you rather grow your hair out as long as possible or shave your eyebrows?
  17. Would you rather be a dragon for a day or a unicorn for a day?
  18. Would you rather tame a lion or a crocodile?
  19. Would you rather date Joe Exotic or Donald Trump?
  20. Would you rather date Betty White or Queen Elizabeth?
  21. Would you rather bake a gigantic cake or build a super tall Lego tower?
  22. Would you rather see a baseball game with centaurs or go to a ballet of elves?
  23. Would you rather run to City Hall or do a workout to old Richard Simmons videos?
  24. Would you rather tell your great-grandparents how to use an iPhone or explain to a child how to get a second mortgage?
  25. Would you rather have the chance to talk to someone who has died or put a love spell on someone?
  26. Would you rather sit on the largest rocking chair in the world or eat an ice cream sundae with the largest spoon in the world?
  27. Would you rather be a contestant on a wild Japanese game show or be a contestant on the Amazing Race?
  28. Would you rather be interviewed by Jerry Springer or Maury?
  29. Would you rather be trapped in a bounce house or an escape room?
  30. Would you rather have a wax figurine of yourself at Madame Tussauds in London or have someone who has specialized in ancient sculptures create a replica of you?
  31. Would you rather be featured in a Studio Ghibli movie or a Pixar movie?
  32. Would you rather fly around the world in a hot air balloon or ride a horse along the West Coast?
  33. Would you rather take a trip to the Wild West or Victorian England?
  34. Would you rather you could hold a note while singing for three minutes or you could hold a squat position for three minutes?
  35. Would you rather suddenly turn into a pumpkin at midnight or be an anthropomorphic teapot?
A great "Would You Rather" question goes way outside the box. It delivers a premise that keeps the laughter and confusion going.

A great "Would You Rather" question goes way outside the box. It delivers a premise that keeps the laughter and confusion going.

Completely Random, Kind of Strange, Somewhat Funny

These questions are meant to be strange. People may look at you funny if you ask these. The questions could inspire some lively conversation, or they may stop the conversation altogether.

Yes, some of these might work as very creative pickup lines. You might also get someone's drink in your face, or someone might slowly and quietly find a way to get away from you.

Question askers beware: the following round of questions isn't for everyone. Think carefully about the other person before you start asking these. (Granted, many of them are hilarious.)

Bizarre Questions

  1. Would you rather turn into a cat with laser beam eyes or turn into a dog that can fly?
  2. Would you rather be able to travel to the core of the planet without getting harmed or shrink down to the size of an ant?
  3. Would you rather have carrots for ears or corn for hands?
  4. Would you rather be a leprechaun who can teleport or a gargoyle who sleeps during the day, awakens at night, and fights crime?
  5. Would you rather eat sour popsicles for an entire week and nothing else or sour hot soup for an entire month and nothing else?
  6. Would you rather go back in time to live a day from childhood or your college days?
  7. Would you rather be a scientist who finds a cure for something kind of pointless, like stopping ear hair growth, or be an inventor of a pointless product, like a banana cutter?
  8. Would you rather participate in a study to eat paper for a year or wear braces for a year?
  9. Would you rather be a fireball coming out of a dragon's mouth and headed to a village or a lightning bolt from Thor's hammer?
  10. Would you rather be purple for the rest of your life or green?
  11. Would you rather you could smell numbers or hear colors?
  12. Would you rather have to wear a bonnet every day or wear rain boots every day?
  13. Would you rather have a long title people have to announce every single time you arrive or no one talks to you for the first 30 minutes you're at a party?
  14. Would you rather have a plaid cat who levitates or a floral dog who walks through walls?
  15. Would you rather be an immortal genie who has to perpetually grant wishes or an immortal vampire who is asocial?
  16. Would you rather only be allowed to eat flowers for a year or eat pumpkins for a year?
  17. Would you rather be only allowed to speak in the first person or have to randomly end your sentences with trumpet noises?
  18. Would you rather randomly turn into a rainbow and sprinkle Skittles down on people or be a choo-choo train in a child's hand?
  19. Would you rather go to the dentist with bad breath or go get a pedicure when you have a severe toe fungus?
  20. Would you rather get lost in a scary corn maze or get lost in a maze of mirrors?
  21. Would you rather suddenly turn into a cartoon character or spend a year in a lucid dream?
  22. Would you rather switch jobs with the president or a racecar driver?
  23. Would you rather walk down the beach holding hands with a skunk or go on an inflatable gondola ride with a porcupine?
  24. Would you rather be a magical flute that grants people wishes or a fruit tree that reveals to people all the knowledge of good and evil?
  25. Would you rather work on a film score with Mozart or Beethoven?
  26. Would you rather be a world-renown Tetris player or a world-renown kazoo player?
  27. Would you rather turn into a bird or a fish?
  28. Would you rather be stuck at Times Square on New Year's Eve or in the middle of Montana for a week?
  29. Would you rather form a league of basketball-playing turtles or a league of baseball-playing deer?
  30. Would you rather dance with an ostrich or a monkey?
  31. Would you rather play cards with demons in hell or sing songs with angels in heaven?
  32. Would you rather have to explain quantum mechanics to fifth graders or have to explain the baby shark song for two hours to the president's cabinet?
  33. Would you rather have to go to the doctor because you inhaled sprinkles or because you handcuffed yourself to handcuffs?
  34. Would you rather live inside a giant burrito with windows or a giant pizza with doors?
  35. Would you rather believe in Santa Claus your whole life and be disappointed when he doesn't show up every year or would you rather have to tell people a conspiracy theory that's completely made up every time someone mentions JFK?
Sometimes we need a break from real life and a trip down memory lane. . . to our sixth-grade sense of humor.

Sometimes we need a break from real life and a trip down memory lane. . . to our sixth-grade sense of humor.

Somewhat Uncomfortable and Gross

These questions are not for dates unless you're in desperate need of repellent. These questions are gross. They're what you'd ask a close buddy who isn't too squeamish. These questions sound like they're from the mind of a 12-year-old boy.

These questions have the purpose of making people uncomfortable. Some are pretty gross; some are pretty bold.

Yucky Questions

  1. Would you rather have splinters constantly or boogers constantly?
  2. Would you rather live in an outhouse or a sewer?
  3. Would you rather fart or burp every time you end a sentence?
  4. Would you rather save all your nail clippings to get into heaven or save all your used contacts to get into heaven?
  5. Would you rather smear BBQ on your face or coleslaw before every date?
  6. Would you rather your hands produce mucus or bile?
  7. Would you rather be a slug smothered in salt or a tarantula missing four legs?
  8. Would you rather have to moan every time you blink or sneeze every time you blink?
  9. Would you rather smell like a skunk when you exercise or smell like a pig every time you sit still?
  10. Would you rather have to explain to your grandma that she can't drive anymore or explain to your five-year-old child that Santa isn't real?
  11. Would you rather have to sit through a six-hour opera or get a cavity filled?
  12. Would you rather have to wait to pee for an hour or miss work by 30 minutes?
  13. Would you rather get to an interview late or get to a plane late?
  14. Would you rather sit by someone who smells bad or eats too loud?
  15. Would you rather have to sleep during the day and be awake at night. . . or only eat one 300 calorie meal for the day?
  16. Would you rather accidentally break some glass heirloom of your mom's or get the flu?
  17. Would you rather step on a wet floor in your socks or eat scrambled eggs with eggshells.
  18. Would you rather sit on thumbtacks or a whoopie cushion? What about as a teacher?
  19. Would you rather tell your teenage daughter she can't date someone or tell your teenage son he didn't get accepted onto a sports team?
  20. Would you rather have your dishwasher fail or your laundry machine fail?
  21. Would you rather get stuck on a bad date or a bad interview?
  22. Would you rather crash your dad's car or get paint all over your mom's wedding dress?
  23. Would you rather get a root canal or nose surgery?
  24. Would you rather someone pick you up an hour late or an hour early?
  25. Would you rather eat bologna sandwiches every day through your nose for a year or eat rocks with your mouth for a year?
  26. Would you rather have an infestation of bed bugs or spiders?
  27. Would you rather go on a date to a gas station or the post office?
  28. Would you rather paint your house magenta and lime green or paint your car to look like a clown?
  29. Would you rather spend the next five years studying the mating cycles of maggots or spend the next five years researching earwax and its genetic traits?
  30. Would you rather chant magical incantations every time someone brought up life insurance or would you rather break into song and dance every time someone brought up apples?
  31. Would you rather have to crawl upstairs every time or do squats every time you rode an elevator?
  32. Would you rather have to park a spaceship outside your workplace (and never explain it) or drive an ice cream truck to work?
  33. Would you rather get stung by a bee or a jellyfish?
  34. Would you rather an airport loses your luggage or you have to travel everywhere in a golf cart?
  35. Would you rather skip exercising for the next year or eat only dessert for the next year?
  36. Would you rather have a freckle that talks to people or an eyeball that randomly changes colors?
  37. Would you rather accidentally stain sheets while at someone's house or vomit in their kitchen sink?
  38. Would you rather go on a date in stained clothes or with no shoes?
  39. Would you rather eat a smoothie that your 12-year-old son created that most definitely has pickles and turkey in it or let your 6-year-old daughter do your makeup for an interview?
  40. Would you rather spend a day with one of your hands taped to your shoulder or your legs are tied together?
  41. Would you rather have to spend the rest of your life in a bathroom or never be allowed in a bathroom again?
  42. Would you rather you can't use a fridge for the rest of your life or you can't use any knives to cut food ever?
  43. Would you rather be lost in a world entirely made of cheese or a world entirely made of corn?
  44. Would you rather eat roadkill or a ten-year-old hamburger?
  45. Would you rather have a malfunctioning toilet or malfunctioning garbage disposal?
  46. Would you rather lick the carpet or a frozen pole?
  47. For the next year, would you rather skip taking showers/baths or brushing your teeth?
  48. Would you rather have the farts of a walrus or the stench of a skunk?
  49. Would you rather win awards for your flaky skin or your fungus toes?
  50. Would you rather have to write a book report about the scandalous affairs of Benjamin Franklin or the hygiene habits of biblical characters?

© 2021 Andrea Lawrence

Comments

Umesh Chandra Bhatt from Kharghar, Navi Mumbai, India on October 08, 2021:

Very interesting. We use them often. Thanks for sharing.

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