The best would you rather questions: a definitive list

Cosmopolitan
Photo credit: Alice Cowling

From Cosmopolitan

Maybe you've got a Zoom birthday party to organise - joy! Or perhaps you're in charge of planning the "ice-breakers" for a work session - nothing like a bit of forced organised fun with colleagues, hey? Maybe you and your housemates have just utterly run out of conversation for the hundredth night in a row, given that you've probably barely left the house in that long. Awkward silence is not what we want to be serving as a side with our chicken fajitas. Either way, Would You Rather is a great game to get the conversation flowing.

Here's a definitive list of the best Would You Rather questions to see you through your next evening of fun. Take your pick from our exhaustive list and, in the meantime, check out our list of truth or dare questions too.

PS - the reasoning behind the decisions tends to get wilder after a cocktail or two.

Best would you rather questions

  • Would you rather accidentally call your partner by your ex’s name, or have them do that to you?
  • Would you rather have an unlimited gift card to McDonalds or Pret?
  • Would you rather have a lifetime unlimited supply of makeup and skincare from your favourite brands, or own your own home by age 30?
  • Would you rather sweat maple syrup or cry strawberry jam?
  • Would you rather end up with your childhood celebrity crush or with a teacher you used to have a crush on?
  • Would you rather be trapped in a small room with 10,000 tarantulas for 10 minutes, or eat 10 tarantulas in 10 minutes?
  • Would you rather have super slow internet or low phone battery?
  • Would you rather have your significant other look through all your text/chat/email history or your employer?
  • You can only hear one song for the rest of your life – would you rather 'Baby' by Justin Bieber, or 'Starships' by Nicki Minaj?
  • Which shoe would you rather wear every day for the rest of your life: pink Ugg boots or pink Crocs?
  • If you were going to live inside a Disney film, would you rather live under the sea in the Little Mermaid, or live in Aladdin’s world?
  • Would you rather breathe fire every time you talk, or have everything your hands touch turn to stone?
  • Would you rather get wildly famous and rich on social media but secretly know that you bought all of your followers, or earn a reasonable wage at a job you have been honest about?
  • Would you rather never age, or never need to sleep to function?
  • Would you rather get to travel the world for an entire year expenses paid, or get £50k cash to spend on anything you want except travel?
  • Would you rather have eyebrow hair that never stops growing, or knuckle hair that never stops growing?
  • Would you rather live inside your favourite childhood movie or book?
  • Would you rather all your dreams play out in real time on Snapchat, or all of your most embarrassing moments go viral on TikTok?
  • Would you rather tell all of your deepest and darkest secrets to your boss or to your parents?
  • Would you rather chew with your mouth open for the rest of your life, or always put your phone calls on speaker on public transport?
  • Would you rather have to wear stilettos to bed or have to wear slippers wherever you go?
  • Would you rather be unable to use search engines (like Google) ever again, or unable to use social media ever again?
  • Would you rather be a famous celebrity, or married to a famous celebrity (and you are unknown)?
  • Would you rather have to wear a wedding dress or a bikini every single day?
  • Would you rather people could hear your thoughts or have everything you do live-stream on Instagram?
  • Would you rather have a job you hate, but be able to retire comfortably in 10 years, or have your dream job, but have to work until you are 90?
  • Would you rather have the ability to fly or to be invisible?
  • Would you rather be able to do the perfect smokey eye or contour?
  • Would you rather fly to space and discover a new planet, or go on a deep submarine adventure and discover a new underwater kingdom?
  • If you could have a talent that could make you famous what would you rather: singing, acting, dancing, being an artist or influencer?
  • If you could only wear one makeup product for the rest of your life, would you rather it be bronzer or mascara?
  • Where would you rather be stranded in the middle of the ocean on a row boat or in the middle of the desert on foot?
  • Would you rather live in a tiny house on a nice street, or a big house on a less nice street?
  • Would you rather wake up in the morning as a bird or dolphin?
  • Would you rather have flawless skin or designer clothes?

    Would you rather have to start a new job every year until you retire, or have only 1 job for your entire career?

  • Would you rather live on a canal boat or in an RV for the rest of your life?
  • If you had to go on a reality show, would you rather Love Island or Love is Blind?
  • Would you rather wear a tracksuit every day or never be able to wear a tracksuit again?
  • Would you rather be stranded on a desert island with your ex or with your boss?
  • Would you rather marry the hottest or smartest person alive?
  • If you could only have one professional beauty treatment done for the rest of your life, would you rather it be hair or nails?
  • Would you rather achieve a picture-perfect domestic life by 30 but not love your partner, or stay single before meeting the love of your life at 50?


  • Would you rather never be able to hold hands again, or never be able to spoon again?
  • Would you rather swim with sharks or walk through a lion’s den?
  • Would you rather be an Olympic athlete or a world-famous scientist who cured a disease?
  • Someone is about to take over the world – would you rather it be aliens or robots?
  • Would you rather have fingers made of carrots or feet made of aubergines?
  • Would you rather spend your money travelling the world, but have few personal possessions, or have a really amazing house but never leave your home town?
  • Which would you rather was made illegal, fast food or alcohol?
  • If you could only choose one type of holiday for the rest of your life, would you pick beach or city break?
  • Would you rather eat a caterpillar every time you do your makeup, or chug a raw egg every time you get dressed?
  • Would you rather have Dolly Parton’s or Billie Eilish’s wardrobe?
  • Would you rather be royalty during medieval times, or a middle class person in the future?
  • Would you rather have horror films play on loop every time you shut your eyes, or have 'The Macarena' stuck in your head whenever you’re awake?
  • Would you rather give up vacations or not be able to own a pet for the rest of your life?
  • Would you rather have to sing 'Bootylicious' by Destiny’s Child every time you meet someone new, or have to twerk on the spot every time you speak in a meeting?
  • Would you rather be a centaur or mermaid/merman?
  • You have to give up one thing – would it be hand soap or loo roll?
  • Would you rather all your underwear fabric being slightly itchy or all your swimsuits slightly too small?
  • Would you rather live in a house covered in floral wallpaper or brightly coloured wall paint?
  • Would you rather have to wear all black every day for the rest of your life, or have to mix every colour of the rainbow into your outfit every day?
  • You’re in a gladiator ring – would you rather have to fight a lion or a rhino?
  • Would you rather your partner forget your anniversary every year, or you forget your partner’s birthday every year?
  • Would you rather live within walking distance to work/uni or live further out but have your own personal driver?
  • Would you rather find lasting true love early on but work in a job you hate for the rest of your life, or have a job you love for the rest of your life but never find true love?
  • Would you rather have your absolute dream wedding dress but hate the rest of your wardrobe, or absolutely hate your wedding dress but love the rest of your clothes?
  • Would you rather have to drink 10 raw eggs for breakfast every day, or eat cold soup for dinner for the rest of your life?
  • Would you rather be popular in school or have lots of friends as an adult?
  • Would you rather move to another city and have your dream job or stay where your family and friends are but have a less exciting job and social life?

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