85+ Hardest Would You Rather Questions | Love | Clean | Dirty | Dark 2024

Would you rather is a great way to have a good time with friends and family.

Therefore here are purposely designed hardest would you rather questions to make everyone think and engage.

Pick suitable questions that can be good conversation starters as well as icebreakers in some cases.

Funny Hardest Would You Rather Questions

Hardest Would You Rather Questions Funny

“Would you rather have to shave your head or have your nose pierced?”

“Would you rather be late for your own wedding or your best friend’s funeral?”

“Would you rather have a pet tiger or a pet lion?”

“Would you rather be trapped for an hour in a room full of mosquitoes or rats?”

“Would you rather fight a mermaid or a polar bear?”

“Would you rather be blind or castrated?”

“Would you rather have no taste buds or be color blind?”

Hardest Would You Rather Questions For Couples

“Would you rather go on Love Island or The Circle?”

“Would you rather end every sentence with ‘I love you’ or start every sentence with ‘hey mum’?”

“Would you rather endure your partner with a bad breath or body odor?”

“Would you rather be submissive or dominating?”

“Would you rather have morning s*x or late-night s*x?”

“Would you rather have more money or more time?”

“Would you rather be really beautiful or really smart?”

Hardest Would You Rather Questions That Are Deep

“Would you only be able to pick people up in bars or only be able to meet them on dating apps?”

“Would you rather know when you’ll die or how you’ll die?”

“Would you rather have more time or more money?”

“Would you rather be able to predict the future or forget anything you wanted from your past?”

“Would you rather be rich and hate what you do or have just enough to make ends meet and love what you do?”

“Would you rather find true love or find the thing in life you’re most talented at?”

“Would you rather be remembered for the wrong reason or completely forgotten?”

“Would you rather be able to see other people’s futures or be able to see your own?”

Hardest Would You Rather Questions About Love

“Would you rather live ten years longer with regrets or die ten years early with no regrets?”

“Would you rather have an ambitious partner or a funny one?”

“Would you rather have a major pay rise or move to the place of your dreams?”

“Would you rather always have sex in the dark or never be able to have sex in the dark again?”

“Would you rather be in an unbalanced relationship where you love them more or they love you more?”

“Would you rather have your partner dislike all your friends or your friends dislike your partner?”

Hardest Would You Rather Questions That Are Clean

“Would you rather have telepathy or telekinesis?”

“Would you rather be able to delete certain parts of your memory or be able to delete some parts of other people’s memories?”

“Would you rather have Google as your brain or the brain of Albert Einstein?”

“Would you rather be able to fast forward your life or rewind it?”

“Would you rather be famous for the wrong reasons or be unknown in a profession where face is the ultimate achievement?”

Hardest Would You Rather Questions For Adults

“Would you rather know when you’re going to die or how you’re going to die?”

“Would you rather cheat on your partner or get cheated by them?”

“Would you rather lose your sex organs or gain 200 pounds for the rest of your life?”

“Would you rather have your dead body be found with a pile of sex toys or with a pile of drugs?”

“Would you rather be able to go back in time or forward in time?”

“Would you rather completely give up on your love life or your work career?”

Hardest Would You Rather Questions That Are Dirty

“Would you rather be blindfolded or gagged?”

“Would you rather peg someone or be pegged?”

“Would you rather tie someone up or be tied up?”

“Would you rather only have very loud s*x or totally silent s*x?”

“Would you rather have teeth for hair or hair for teeth?”

“Would you rather accidentally send a s*xt to your mom or send a n*de to your ex?”

“Would you rather h00k up with your doctor or your boss?”

Hardest Would You Rather Questions That Are Dark

“Would you rather bite off someone else’s ear or bite off your own pinky toe?”

“Would you rather have a horn or grow a tail?”

“Would you rather be blind or castrated?”

“Would you rather have the lights on or off if you knew the room was full of snakes?”

“Would you rather have no taste or be colorblind?”

“Would you rather know the date of your death or the cause of your death?”

“Would you rather look at your mom’s search history or your dad’s search history?”

“Would you rather be a dwarf or a giant?”

“Would you rather be four years old your entire life or be 90 years old your entire life?”

“Would you rather be one-eyes or bald?”

“Would you rather be one-legged or one-handed?”

“Would you rather find a dead body or be a witness to a deadly assault?”

“Would you rather give up cursing forever or give up ice cream for 10 years?”

“Would you rather always have tangled hair or always have wet underarms?”

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