105 “Would You Rather” Questions for Couples That Are Actually Fun to Ask

There are only so many times you can ask your partner what they want for dinner before you start to wonder if you’ve officially run out of things to talk about. You haven’t, obviously. But whether you’ve been together for three weeks or three years, sometimes you need a better conversation starter than “So...how was your day?” Enter: a good old-fashioned game of “would you rather?”Sure, “would you rather” might remind you of middle school sleepovers, but the game gets significantly more interesting when you play it with someone you’re dating. Suddenly, choosing between two ridiculous hypothetical scenarios can tell you a surprising amount about the person sitting across from you. According to relationship therapist Laura Caruso, asking each other “would you rather” questions can give couples a chance to enhance their connection and learn about each other in a new way.And depending on what you ask, things can get deeper than you’d expect. One minute, you’re debating whether you’d rather give up bread or wine forever; the next, you’re discovering how your partner feels about marriage, kids, boundaries, or what they’d be down to try in bed. Even if you’ve been together forever and are pretty sure you know everything there is to know about each other, their answers might surprise you.So whether you’re looking to fill a lull in conversation on date night, learn something new about your partner, or start an argument about whether you could actually survive a year without cheese, we’ve got you. Ahead, 100+ flirty, silly, deep, gross, and delightfully random “would you rather” questions for couples.Jump to:Flirty “Would You Rather” Questions to Ask Your PartnerRelationship-Related “Would You Rather” Questions to Ask Your PartnerLow-Stakes “Would You Rather” Questions to Ask Your PartnerDeep “Would You Rather” Questions to Ask Your PartnerGross “Would You Rather” Questions to Ask Your PartnerHoliday “Would You Rather” Questions to Ask Your PartnerSilly “Would You Rather” Questions to Ask Your PartnerLooking to make things a little more flirty? These questions cover everything from kissing and cuddling to date nights and attraction—without getting too personal.Would you rather go on a fancy date night out or have a romantic night in?Would you rather make out for an hour or cuddle all night?Would you rather always be the big spoon or always be the little spoon?Would you rather kiss in the rain or under the stars?Would you rather have your partner plan a surprise date or plan one for them?Would you rather get a love letter or a surprise gift?Would you rather recreate your first date or go somewhere completely new together?Would you rather have your partner be incredibly romantic or incredibly funny?Would you rather know every crush your partner has ever had or every person who’s ever had a crush on them?Would you rather have your partner post about you constantly or never post about you at all?Would you rather have an amazing kiss on a mediocre first date or a mediocre kiss on an amazing first date?Would you rather spend an entire weekend in bed together or take a spontaneous weekend trip?Would you rather have your partner always know exactly what you’re thinking or exactly what you want?Would you rather be kissed goodbye every morning or kissed goodnight every night?Would you rather receive compliments about your looks or your personality?Would you rather have your partner surprise you with flowers or your favorite food?Would you rather relive your first kiss or your best date together?Would you rather never cuddle again or never hold hands again?Would you rather have unlimited date-night money or unlimited vacation money as a couple?Relationship-Related “Would You Rather” Questions to Ask Your PartnerLearn more about your S.O. or potential partner with these love-related “would you rather” questions. Just remember to keep the lines of communication open if you disagree on a question—this is about talking, not judging.Would you rather commit a serious crime with your partner or turn them in for a serious crime they committed?Would you rather find out after the fact that your S.O. slept with your best friend or with your worst enemy?Would you rather get married after one month of dating or never get married?Would you rather outlive your partner or have your partner outlive you?Would you rather still be friends with an ex or never talk to them again?Would you rather have seven kids or no kids?Would you rather have a huge wedding or elope?Would you rather run into your most recent ex or both sets of parents on a first date?Would you rather only be able to kiss Spider-Man style (upside down) or The Notebook style (in the rain)?Would you rather marry your most recent ex or stay single forever?Would you rather know everything about your partner’s dating history or nothing at all?Would you rather never be able to have another date night or never be able to spend another holiday together?Would you rather be stuck in an elevator with your arch-enemy or your ex?Would you rather have to say “I love you” on a first date or have to wait five years?Would you rather never be able to have kids or never be able to have pets?Would you rather be cheated on or be the one cheating?Low-Stakes “Would You Rather” Questions to Ask Your PartnerIf you need a good warm-up before getting into more serious topics, asking some less-intense “would you rather” questions is a good way to get the creative conversation juices flowing.Would you rather be rich or famous?Would you rather give up bread or give up wine?Would you rather only be able to talk on the phone or only be able to text?Would you rather always be 30 minutes early or 30 minutes late?Would you rather always have to sleep with the TV on or never be able to sleep with a fan on?Would you rather have your browsing history or your texts published?Would you rather be really funny or really smart?Would you rather be more outgoing or more introspective?Would you rather be able to talk to your pet for one hour (they respond and everything) and lose a year of your life, or just go about your not-talking-to-your-pet life as usual?Would you rather only be able to listen to music or to podcasts?Would you rather there only be one season all year (think fall all year round) or all four seasons in one week?Would you rather never be able to read another book or never be able to watch another movie?Would you rather time travel 10 years into the future or 10 years into the past?Would you rather never have your favorite food again or never have your favorite drink again (yes, Diet Coke is included)?Would you rather only be able to bike everywhere or only be able to scooter?Deep “Would You Rather” Questions to Ask Your PartnerOnce you're in the WYR groove, it's time to get a little more serious. These questions can get surprisingly thought-provoking and emotional, so pick a few favorites or sprinkle them between questions from other categories. Unless you want your date night to turn into an existential crisis, in which case, by all means, proceed.Would you rather marry the person of your dreams or have the career of your dreams?Would you rather be able to see the future or read minds?Would you rather be remembered in history for doing something terrible or be completely forgotten after you die?Would you rather fulfill your greatest wish or resolve your biggest regret?Would you rather lose all the money you earned this year or lose all the memories you made this year?Would you rather trust everyone or trust no one?Would you rather do too much and feel burned out, or have tons of free time but get major FOMO?Would you rather go through life unable to forget anything or go through life unable to remember anything?Would you rather give up all technology (phones, computers, etc.) or give up all art (music, books, etc.)?Would you rather have never met your best friend or never have had your first love?Would you rather never be able to make another memory from this point on or be able to make memories but forget the ones you have now?Would you rather be successful or be well-liked?Would you rather give up all your childhood memories or all your teenage memories?Would you rather know how you’re going to die or know when you’re going to die (month and year, not day)?Would you rather never feel anger again or never feel sadness?Gross “Would You Rather” Questions to Ask Your PartnerGross “would you rather” questions are pretty much the bread and butter of this game. Think of these as mental Fear Factor: The options are horrifying, the stakes are nonexistent, and you might learn some surprisingly useful information about your partner’s fears, pet peeves, and tolerance for bodily fluids.Would you rather it rain slugs or snow mayo?Would you rather wear someone else’s dirty undies or use their toothbrush?Would you rather shower in syrup or expired milk?Would you rather have diarrhea during your wedding ceremony or on your wedding night?Would you rather cry pebbles (ouch) or sweat vinegar (ew)?Would you rather throw up anytime you pet an animal or fart anytime you hear music?Would you rather have really bad breath or really bad B.O.?Would you rather have to eat your own nail clippings or eat a stranger's leftovers?Would you rather have to wear the same pair of underwear for the rest of your life or never be able to wear underwear again?Would you rather run through a field of cow manure barefoot or get a gallon of bird poop poured on you?Would you rather be constantly sweating or constantly crying?Would you rather drink public toilet water or your partner’s sweat?Would you rather never be able to pick your nose again or never be able to clean your ears?Holiday “Would You Rather” Questions to Ask Your PartnerWhether you're killing time after Thanksgiving dinner or sitting around the fireplace in December, having a few holiday-related WYR questions ready is an easy way to learn some surprisingly interesting things about your S.O.—and potentially start a very heated debate about Christmas music.Would you rather spend every holiday with your (future) in-laws (but not your significant other) or spend every holiday alone?Would you rather make 1,000 homemade Christmas cookies or decorate 50 Christmas trees?Would you rather wear a turkey on your head (à la Monica Geller in Friends) or get pantsed in front of all your friends (also à la Monica Geller in Friends)?Would you rather be notoriously naughty or famously nice?Would you rather kiss one stranger under the mistletoe or let 20 strangers sit on your lap?Would you rather run naked through your office holiday party or through your significant other’s extended family holiday party?Would you rather have to wear an ugly holiday sweater every day in December or dress like Santa for every holiday party?Would you rather have to carve a pumpkin every day or go caroling once a week?Would you rather only be able to listen to holiday music or never listen to music again?Would you rather have to spend every holiday with your ex or with your ex-best friend?Would you rather only be able to eat holiday foods for every meal or never have a holiday dessert again?Would you rather only be able to celebrate your favorite holiday or be able to celebrate all the holidays but your favorite?Silly “Would You Rather” Questions to Ask Your PartnerAfter going deep, it's time to lighten the mood with some far-fetched, totally random “would you rather” questions. There’s no deeper meaning here (probably)—just two ridiculous options and an unnecessarily difficult decision to make.Would you rather be itchy or sticky for the rest of your life?Would you rather be able to speak and understand every existing language or know how to talk to animals?Would you rather give up cheese or give up dessert forever?Would you rather have legs as long as your fingers or fingers as long as your legs?Would you rather accidentally send your partner a screenshot of you complaining about them or accidentally send your boss a screenshot of you complaining about them?Would you rather never get tired or never have to go to the bathroom ever again?Would you rather be able to fly but not walk or be able to read minds but not talk?Would you rather never be able to pet a dog again or never be able to take another vacation?Would you rather go viral for something incredibly embarrassing or become famous for something you didn’t actually do?Would you rather go a year with no eyelashes or a year with no eyebrows?Would you rather have to change your name every day or change your hair color every day?Would you rather have scales or fur?Would you rather have to wear the exact same outfit every day or let your partner choose every outfit you wear?Would you rather always forget your keys or never be able to remember another song title?Would you rather be a Barbie or a Bratz doll?