This article was reviewed by Seth Hall
and by wikiHow staff writer, Bailey Cho
. Seth T. Hall (ICF ACC, CLC, and MNLP) is a Certified Life Coach and Founder of Transformational Solutions, a Los Angeles-based life-coaching company that helps people achieve their toughest goals, find their own voice, and think outside the box. He has been a life coach for over 10 years, specializing in personal development, relationships, career and finance, and wellness. He has helped his clients break the negative cycles in their lives and replace them with a positive, proactive mindset. Seth believes that everyone has the potential to live a fulfilling and rewarding life, and works passionately to help them reach their full potential. With a deep understanding of how our minds work and the power of positive thinking, he encourages his clients to find their unique paths in life and find success on their own terms. He is a certified master practitioner of Neuro-Linguistic Programming, a featured co-author for WikiHow, and co-author of "The Mountain Method”, “The Happy Tiger”, and “The V.I.S.I.O.N.S. Program”.
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Looking to learn more about someone and strengthen your connection? Asking fun hypothetical questions is the best way to deepen your bond, whether you’ve just met or you’ve known them for years. From thought-provoking and juicy to funny and weird, here’s the ultimate list of deep “ would you rather ” questions for your next game night!
Steps
Hard
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Ask thought-provoking questions to break the ice and bond with someone. Whether you’ve just met someone or you’ve known them for years, asking tough “would you rather” questions is the perfect way to get to know someone better . [1] X Research source To come up with your own questions, think about two really awesome scenarios and pit them against each other.
- Would you rather give up salt or sugar?
- Would you rather be too hot or too cold?
- Would you rather be smart, pretty, or rich?
- Would you rather be able to control water or fire?
- Would you rather explore space or the deep sea?
- Would you rather never sing or never dance again?
- Would you never have a home or never go outside?
- Would you rather never see your friends or family again?
- Would you rather live next to a huge stadium or the airport?
- Would you rather be half your height or double your weight?
- Would you rather lose the ability to speak or the ability to read?
- Would you rather be granted one huge wish or 100 small wishes?
- Would you rather be one hour late or one hour early to everything?
- Would you rather be in jail for 5 years or be in a coma for 10 years?
- Would you rather always be stressed and busy or always be bored?
- Would you rather be stronger than average or smarter than average?
- Would you rather have your first child when you’re 19 or 50 years old?
- Would you rather always have a full phone battery or a full tank of gas?
- Would you rather not be able to buy coffee or order takeout for a month?
- Would you rather marry the person of your dreams or have the job of your dreams?
- Would you rather speak every language in the world or be able to speak to animals?
- Would you rather get a million dollars right now or $100,000 every year for 10 years?
- Would you rather lose a finger or have a headache every day for the rest of your life?
- Would you rather take back anything you say or hear any conversation that’s about you?
- Would you rather never be able to go out during the day or never be able to go out at night?
- Would you rather have eyes that can film everything or ears that can record everything?
- Would you rather have everyone be able to read your mind or everyone you know have access to your search history?
Deep
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Bring up risky and high-stakes scenarios to intensify the game. To take your conversation to the next level (and really pick at someone’s brain), think of situations where the other person might lose time, money, or their loved ones. These tricky questions always leave people stumped and make for a really entertaining game:
- Would you rather die before your spouse or after?
- Would you rather have more time or more money?
- Would you rather never age physically or mentally?
- Would you rather end world hunger or end all wars?
- Would you rather be a deep thinker or a deep feeler?
- Would you rather save 5 loved ones or 1,000 strangers?
- Would you rather have a pause or rewind button in your life?
- Would you rather win $20,000 or your best friend win $200,000?
- Would you rather have no one show up at your wedding or funeral?
- Would you rather have one close friend or many not-so-close friends?
- Would you rather live in a world where there’s no crime or no privacy?
- Would you rather always have to tell the truth or always have to tell a lie?
- Would you rather know the date of your death or the cause of your death?
- Would you rather be surrounded by people most of the time or alone most of the time?
- Would you rather go through life not being able to forget anything or remember anything?
- Would you rather lose all of your memories since birth or be unable to make new memories?
- Would you rather have the ability to see 10 minutes into the future or 150 minutes into the future?
- Would you rather lose all the money you’ve made this year or all the memories you’ve gained this year?
- Would you rather be the person who flips the switch during executions or the judge who decides who should be executed?
- Would you rather be famous when you’re alive and forgotten after death, or unknown when you’re alive and famous after death?
Juicy
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Crank up the heat with these spicy and suggestive questions. If you want to let your crush know that you’re interested in them or simply get closer to your best friends, these questions are for you! Ask away to gain more insight into their dating life , relationship history , and wildest fantasies:
- Would you rather give up kissing or cuddling?
- Would you rather be single or in a relationship?
- Would you rather skinny dip in the lake or ocean?
- Would you rather audition for The Bachelor or Love is Blind ?
- Would you rather suck someone’s earlobe or someone’s toes?
- Would you rather make out with a stranger or your best friend?
- Would you rather give a lap dance to a stranger or receive one?
- Would you rather eat sushi or ice cream off of someone's body?
- Would you rather marry the hottest or smartest person on Earth?
- Would you rather get it on while you’re covered in cat hair or sand?
- Would you rather go back to your most recent ex or never date again?
- Would you rather accidentally send a sexy text to your dad or your boss?
- Would you rather hook up with your classmate or your best friend’s sibling?
- Would you rather have your mom or your ex set up your dating app profile?
- Would you rather none of your friends like your partner or none of your partner’s friends like you?
- Would you rather be more attractive than your partner or have your partner be more attractive than you?
- Would you rather date someone who’s not over their ex or still be in love with your ex while in a relationship?
- Would you rather find out that your best friend’s boyfriend is your soulmate or have your boyfriend fall in love with your best friend?
- Would you rather only have 5 years with the love of your life and then never see them again, or find the love of your life but never be in a relationship with them?
Funny
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Ask goofy questions to make your loved ones laugh out loud. Invite the other person to take a closer look at the world around them with these silly, creative, and embarrassing scenarios. They’re sure to get the laughs going and spark a lively discussion!
- Would you rather be 3 feet shorter or taller?
- Would you rather be bald or have no eyebrows?
- Would you rather always shout or always whisper?
- Would you rather talk like Yoda or breathe like Darth Vader?
- Would you rather have a baseball or a watermelon as your head?
- Would you rather fight 100 second graders or a bear with shark arms?
- Would you rather fart every time you laugh or burp every time you cry?
- Would you rather live without wifi for a week or toilet paper for a week?
- Would you rather have a carrot for a nose or a cucumber for a tongue?
- Would you rather always have to wear orange Crocs or Big Red Boots?
- Would you rather clog the toilet on the first day or work or on a first date?
- Would you rather get into an argument with Morgan Freeman or Meryl Streep?
- Would you rather always feel like you have to sneeze or sneeze 500 times a day?
- Would you rather wear clothes that are too big for you all the time or too small for you?
- Would you rather have an exhibition of your middle school photos or your search history?
- Would you rather talk like Mickey Mouse when you’re angry or turn into Shrek when you’re turned on?
Weird
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Throw in odd and quirky questions to lighten the mood. If your game is getting a little boring, ask a weird or playful question to keep everyone entertained! These questions might be slightly strange, but they’re also incredibly creative and thought-provoking:
- Would you rather have horns or grow a tail?
- Would you rather be kidnapped by pirates or aliens?
- Would you rather eat a raw onion or an entire lemon?
- Would you rather always feel sticky or always feel itchy?
- Would you rather be allergic to sunlight or your own sweat?
- Would you rather wake up in the morning as a fish or a bear?
- Would you rather switch bodies with your ex or your grandpa?
- Would you rather have a house infested with rats or bedbugs?
- Would you rather sleep on a mattress made of jello or hot soup?
- Would you rather find a person or 1000 cockroaches in your attic?
- Would you rather only be able to eat food that starts with a P or B?
- Would you rather not cut your fingernails or your toenails for a year?
- Would you rather have gummy bears for toes or french fries for hands?
- Would you rather drink a glass of glue or eat a sandwich filled with sand?
- Would you rather eat ice cream-flavored poop or poop-flavored ice cream?
- Would you rather drink a bucket of someone's sweat or a bottle of their pee?
- Would you rather wear wet socks for a year or have sweaty armpits all the time?
- Would you rather lick the floor in the subway or the handle of a public bathroom stall?
- Would you rather have taste buds covering your hands or not be able to taste food again?
- Would you rather glow bright pink whenever you’re attracted to someone or glow bright red whenever you’re annoyed by someone?
For Couples
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Keep the spark alive with these fun and flirty questions. Looking for ways to spice things up and make your partner feel desired? Find out their sexual preferences and relationship goals to connect with them on a deeper level . [2] X Research source Asking these questions can build intimacy and attraction, strengthening your bond as a couple :
- Would you rather stay in or go out?
- Would you rather have no kids or 10 kids?
- Would you rather be submissive or dominant?
- Would you rather be the big spoon or little spoon?
- Would you rather handcuff me or tie me to the bed?
- Would you rather be kissed all day or teased all day?
- Would you rather never be able to kiss me or hug me?
- Would you rather have financial issues or sexual issues?
- Would you rather have a threesome or join the mile-high club?
- Would you rather have your dream wedding or your dream honeymoon?
- Would you rather never be able to hear my voice again or touch me again?
- Would you rather give me a sensual massage or feed me in a sensual way?
- Would you rather have average sex every day or incredible sex once a month?
- Would you rather be cheated on and never know, or cheat and never have the other person find out?
- Would you rather spend a year traveling around the world or stay in one place and build our dream home together?