Fun and Flirty Would You Rather Questions (300+)

Looking for flirty would you rather questions? ‘Would you rather’ is a fun game to play anytime! Whether it is a party, picnic, or a long wait in the car, having a list of would you rather questions can keep you entertained when you have the right company. If the questions are flirty, freaky, and unexpected, the fun doubles up. These ‘flirty would you rather questions’ can also be spicy conversation starters when you are running out of words.

Remember, there is no right or wrong answer to ‘would you rather’ questions, just have fun with these flirty questions that spark a good conversation!

Best flirty WYR questions

Would you rather live in a busy city or the romantic countryside?
Would you rather book a table in a known restaurant or try a new one?
Would you rather go to a restaurant for its food or ambiance?
Would you rather plan a date or do things according to your mood?
Would you go without love or TV for a year?
Would you rather have a doting partner or a best friend?
Would you have someone whom you trust but don’t love, or someone whom you love but don’t trust?
Would you have strawberries dipped in chocolate or strawberries dipped in honey?
Would you rather have a first date on a beach or a water park?
Would you rather have a good-looking or a good-smelling partner?
Would you rather have an underdressed or an overdressed partner?
Would you rather have a partner with smelly feet or smelly hands?
Would you rather have a partner who makes you laugh or whom you can amuse?
Would you rather hit the million-dollar jackpot or find a soulmate?
Would you rather talk for hours or text for hours?
Would you rather have a crush or not have one at all?
Would you rather get marooned on an island or get lost in a jungle?
Would you rather take morning walks or night strolls with your partner?
Would you rather go on a grand dinner date or a royal breakfast date?
Would you rather have a craft beer or red wine?
Would you rather have an introverted partner or an extroverted one?
Would you rather follow your head or heart?
Would you rather have one-night stands or strong, long-term relationships?
Would you rather wear matching earrings or have matching tattoos?
Would you rather be feared or loved?
Would you rather read or control someone’s thoughts?
Would you rather use your money for traveling or buying things?
Would you rather be occasionally lied to or be told the truth always?
Would you rather go clubbing or host parties at home?
Would you rather make your partner wait or wait for your partner?
Would you rather see your favorite team play or go on exotic vacations?
Would you rather wear clothes or paint your body?
Would you rather think for yourself or ask for your partner’s advice?
Would you rather cheat or be cheated upon?
Would you rather have one or many children?
Would you rather have children that look like you or your partner?
Would you rather be patient and have the best or have things immediately even if they are not the finest?
Would you rather break a heart or rob a bank?
Would you rather do something serious or naughty?
Would you rather spend money on upgrading the house or improving your looks?
Would you rather have extra brains or extra beauty?
Would you rather have a reputation or more wealth?
Would you rather be called by your name or addressed as your partner’s girlfriend/boyfriend?
Would you rather have a drinking date or a coffee date?
Would you rather play games or watch TV?
Would you rather date a person with a similar personality or quite the opposite?
Would you rather prank someone or be pranked?
Would you rather date a tall or a short person?
Would you rather date someone from another country or your own country?
Would you rather learn another language to impress someone or want someone to learn your language to impress you?

Expert advice: The “sexual strategies theory,” which arose in the 1990s suggests that laughter can be a strong signal to the opposite sex that you’re a worthy partner. What’s more interesting is that if you’re a man being funny to a woman, it’s really important that they show you that you’re funny, too. It’s this two way laughter that creates the connection. What does this mean for you? Use funny sentences, jokes, and other pickup lines.

Sexual and flirty WYR questions

Would you rather watch pole dance or striptease?
Would you rather pillow fight or role-play?
Would you rather go without underwear or wear your partner’s underwear?
Would you rather be a passionate lover or a pushy lover?
Would you rather have it on the couch or bed?
Would you rather have intimate moments with lights on or lights off?
Would you rather play emotionally stimulating games or physically engaging games?
Would you rather be a bad kisser or terrible in bed?
Would you rather not wear underwear or socks again?
Would you rather never use a car or sex toys again?
Would you rather never listen to your favorite music or never be able to come again?
Would you rather have a sugar daddy or be a sugar daddy?
Would you rather do it with your favorite porn star or your favorite celebrity?
Would you rather give up hugging or kissing?
Would you rather be called handsome or hot?
Would you rather be licked or kissed in your fantasy?
Would you rather sleep with your sensational boss or get a promotion?
Would you rather have numb private parts or have them gain a hundred pounds?
Would you rather have your toes replaced by nipples?
Would you rather receive a sexy message or a nude photo?
Would you rather live in a strip club or as a king in a castle?
Would you rather sleep with a stranger or do a threesome with people you know?
Would you rather be romantic or kinky in the bedroom?
Would you rather be aroused with melted chocolate or ice cubes?
Would you rather play the part of a sexy nurse or a dirty doctor?
Would you rather shower together in the bathroom or under the open sky in the rain?
Would you rather be handcuffed to the bedpost or be blindfolded?
Would you rather let your partner use a toy on you or would you use it on your partner?
Would you rather talk dirty over the phone or give a lap dance?
Would you rather make it slow and long-lasting or have a quickie?

Expert advice: According to researchers at the University of Kansas, facial expressions are a significant part of successful flirtation. What does this mean for you? If you’re using text messaging, try an emoji! While it’s not as effective as your face, it can help.

Flirty Q’s for a guy

Would you rather go on a candlelight dinner or go bungee jumping?
Would you rather go to a resto-bar or a strip club?
Would you rather get totally drunk or remain sober on a first date?
Would you rather choose a place for its popularity or hospitality?
Would you rather like to eat in the same restaurant or try different ones?
Would you rather have a peck on the cheek or a long kiss?
Would you rather have a girlfriend who is from this generation or a princess from a hundred years ago?
Would you rather have a cute or stunning girlfriend?
Would you rather have a pup or a baby?
Would you rather have a perfect skin or a perfect set of teeth?
Would you rather go for good looks or a good body?
Would you rather be with many partners or in a committed relationship?
Would you rather camp in a tent or spend a night in a cave with the woman of your dreams?
Would you rather live in captivity with the woman of your dreams or forever alone in a mansion?
Would you rather not have a girlfriend or own a car?
Would you rather have an indoor or outdoor date?
Would you rather know everything or be good at many skills?
Would you rather surprise your girlfriend with an expensive gift or pledge true love?
Would you rather be a villain or a superhero in a movie?
Would you rather be a partner of a business tycoon or a superstar?

Flirty Q’s for a girl

Would you rather go on a well-planned holiday or take a last-minute flight?
Would you rather have someone else pay for your meal or pay for it yourself?
Would you rather receive gifts or love on your birthday?
Would you rather be attractive or studious?
Would you rather go on a date with an author or a musician?
Would you rather date someone loud or someone shy and quiet?
Would you rather share a burger or have separate ones?
Would you rather have desserts first or starters?
Would you rather go out with me or spend the entire day at home?
Would you rather be extremely wealthy or find true love?
Would you rather share your blanket or your pillow with someone?
Would you rather have a good height or an ideal body weight?
Would you rather cook dinner with your partner or go out for a date?
Would you rather have a distant or clingy relationship?
Would you rather have a big fat wedding or elope?
Would you rather clone your boyfriend or your favorite actor?
Would you rather share your most embarrassing situation or darkest secret?
Would you rather pay rent for your partner or let him live in the streets?
Would you rather wear an uncomfortable push-up bra or uncomfortable stiletto heels for a day?
Would you rather stay home alone or spend time with your ex?

Flirty would you rather questions for a boyfriend

Would you rather sit in front of the TV or go on an adventure trip?
Would you rather not smoke or drink alcohol ever?
Would you want to know a secret or listen to juicy gossip?
Would you rather be handsome and stupid or ugly and intelligent?
Would you rather be hugged or give a hug first?
Would you rather kiss in private or in public?
Would you rather have morning snuggles or goodnight kisses?
Would you rather cook for your partner or order food?
Would you rather watch the sunrise or sunset with your partner?
Would you rather fight with your mother or me?
Would you rather keep your pet or me?
Would you rather make a farmhouse or a mansion for me?
Would you rather go on a cooking date or a camping date?
Would you rather not take a bath for a week or brush your teeth for a week?
Would you rather turn to your partner for help when in a tight situation or figure it out yourself?
Would you rather go for a drive together or watch a baseball game together?
Would you rather watch dolphins together or go swimming with them?
Would you rather be caught red-handed cheating on your partner or catch your partner cheating on you?
Would you rather be alone for life or in a strained relationship?
Would you rather stick to your country girlfriend or choose a hot city girl?

Flirty would you rather questions for a girlfriend

Would you rather star in an adventure movie or a romantic movie?
Would you rather date a guy who fancied you more than you fancied him?
Would you rather be similar to your boyfriend or be totally different?
Would you rather go for a lovey-dovey partner or someone who is not too sentimental?
Would you rather go on a surprise date or a well-planned one?
Would you rather go swimming or hiking?
Would you rather receive a hundred hugs or expensive gifts on your birthday?
Would you rather change your partner’s mind or read his mind?
Would you rather keep a connection with your exes or cut ties with them?
Would you rather have children or adopt pets?
Would you rather be trusted or admired?
Would you rather be called babe or cutie?
Would you rather date for a long time or get into a relationship soon?
Would you rather stay with me or your favorite actor?
Would you rather drink from my cup or Superman’s?
Would you leave a lipstick mark on my collar or cheek?
Would you rather live for two hundred years without me or fifty years with me?
Would you rather be with someone who is always checking your phone or someone who is always talking on the phone?
Would you rather go on a dancing date or a long walk date?
Would you rather choose a broke, sweetheart partner or an arrogant rich partner?
Would you rather have a partner who is an influencer on social media or someone who has no social media account at all?
Would you rather be trapped with your boyfriend in a haunted house or a zombie apocalypse?
Would you rather partner with an ex-convict or someone who is overcoming an addiction?
Would you rather choose a guy who is a party animal or an ardent traveler?
Would you rather partner with your partner’s ex or allow him to partner with your ex?
Would you rather get a handwritten poetic love note or a fancy romantic text?
Would you rather voice call or video call your boyfriend all night?
Would you rather sing an in-house karaoke or sing in a cafe with your partner?
Would you rather hold hands in public or keep your hands on your partner’s shoulders?
Would you rather spend a night in a premium boutique hotel with your partner or enjoy by the fireplace at home?

Flirty would you rather questions for a crush

Would you rather go to the beach with your crush or head to the jungle with your crush?
Would you rather get trapped with me or your favorite model?
Would you rather accidentally fall in the public or pour something accidentally on your crush?
Would you rather partner with your boss or Bestie?
Would you rather allow someone to check your text messages or your browser history?
Would you rather commit a crime or let your boyfriend commit it for you?
Would you rather earn more money than your boyfriend or let him earn more than you?
Would you rather get a massage from your partner or a professional masseuse?
Would you rather get a gift that you don’t like or no gift at all?
Would you rather have a baby at 17 or 70?
Would you rather have a partner with two front teeth missing or teeth that are yellow with stains?
Would you rather choose a partner with emergency funds or travel funds?
Would you rather allow your partner to date your arch-rival or your bestie?
Would you rather go on a date at night or in the morning?
Would you rather have a much younger crush or someone much older?
Would you rather watch a movie with your crush or enjoy watching the sunset?
Would you rather dress up for your crush or be in your pajamas?
Would you rather have weird dreams about your crush or never dream about your crush again?
Would you rather be jealous of your crush or angry at your crush?
Would you rather take your crush to an expensive quiet restaurant or an inexpensive casual restaurant?
Would you rather have a crush who loves pets or does not like animals at all?
Would you rather date a person who has a low emotional quotient or someone who has an obsessive-compulsive disorder?
Would you rather be someone who scares everyone or is mostly scared of everyone?
Would you rather not be able to eat fruits again or desserts again?
Would you rather go to a drive-in movie or night camping with your crush?
Would you rather laugh at other people’s jokes or have them laugh at your jokes?
Would you rather be forced to dance at a party or sing at a gathering?
Would you rather run away with your crush without a penny or have lots of money and not be able to win over your crush?
Would you rather spend a week with a stranger and have complete control over him/her or spend a month with a known person and have no control over him/her?
Would you rather watch hot models or live sports?

Flirty would you rather questions for adults

Would you rather wear fashionable outfits or go with casual dressing?
Would you rather have no relationship at all or put up with a bad relationship?
Would you rather press the pause button of your life, rewind, or fast forward it?
Would you rather hide your love for someone or propose even with the fear of rejection?
Would you rather drive a car or ride a horse to your wedding?
Would you rather go to a movie or exercise together?
Would you rather be on Captain America’s team or Wonder Woman’s team?
Would you rather win a million-dollar lottery next year or take fifty thousand dollars cash now?
Would you rather lose your memory or your speech?
Would you rather dive into a pool full of noodles or pizza?
Would you rather get lost in a desert or snow-capped mountain?
Would you rather act in a box office hit or an Oscar-bagging movie?
Would you rather be a part of the royalty a thousand years ago or be an average man in the present day?
Would you rather cuddle a panda or a dog?
Would you rather lose your front teeth or go bald?
Would you rather get a paper cut or bite your tongue?
Would you rather live in a cave or an igloo with your partner?
Would you rather cook together as a couple or prepare a special meal alone for your beau?
Would you rather receive a love letter or pen down a love letter?
Would you rather go on a date with your gardener or your house cleaner?

Freaky and flirty would you rather questions

Would you rather have an extra lip or an extra eye?
Would you rather have free WiFi or unlimited battery charge for life?
Would you rather clean the sea or the air for me?
Would you rather have the best pout or the best hair?
Would you rather have a BFF or unlimited money?
Would you rather be bitten by a monkey or a mouse?
Would you rather eat only meat or be vegan for a month?
Would you rather let me read all your text or see all your messages on your phone?
Would you rather be famous or fortunate in love?
Would you rather have a partner with warts or acne?
Would you rather eat my home-cooked meals for the rest of your life or eat at McDonald’s forever?
Would you rather listen to music you dislike for the rest of your life or not hear music at all?
Would you rather see my reflection in the mirror or my photos for the rest of your life?
Would you rather suck someone’s fingers or lick someone’s eyeballs?
Would you rather have a mermaid or a centaur as a partner?
Would you rather have acne or terrible body odor?
Would you rather go on a date with a vampire or an alien?
Would you rather have an accidental eyebrow waxing or get a rash from bikini waxing?
Would you rather be a subject of juicy gossip or not be talked about at all?
Would you like to be popular and unlucky in love or unpopular and lucky in love?
Would you rather wear a perfume that smells like radish or cabbage?
Would you rather go to the movies in your underwear or to the beach nude?
Would you rather get teleported to a nudist beach or an isolated island every time you sneeze?
Would you rather have someone remove something stuck to your teeth or your nose?
Would you rather receive hugs from the front or the back?
Would you rather be kissed on the neck or hugged tight in a meeting?
Would you rather look good yourself or let your partner look better than you?
Would you rather spend your life with your partner in the Sahara desert or abandon your partner in the Sahara desert?
Would you rather dance with your partner or drink with your partner for an hour?
Would you rather go commando or wear uncomfortably tight underpants for a date?

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Board reviewed by Marianne Tomlinson, LCSW (Couples and Family Therapy). Content is rigorously reviewed by a team of qualified and experienced fact checkers. Learn more.

About the author

Ryan Sanderson (LCSW) Ryan is a game and relationship enthusiast who enjoys all things quizzes, games, fun, love, relationships, and family. He's a licensed social worker and helps families, couples, and children in need. He's spoken about love and relationships on Salon.com, Forbes, and Mirror, to name a few.