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    Home»Mindset»‘Would You Rather’ Questions for Group Chats
    Mindset

    ‘Would You Rather’ Questions for Group Chats

    By July 12, 2025No Comments6 Mins Read
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    'Would You Rather' Questions for Group Chats
    "Would you rather" questions can break the ice and stir up meaningful conversations.

    Jakub and Jedrzej Krzyszkowski / Stocksy

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    Whether your group chat is made up of lifelong besties, close colleagues, or a new crew trying to get to know each other, a few saucy “Would you rather” questions can stir the pot and get things going. We’re talking juicy, funny, weird, “no-you-go-first” questions that’ll have everyone blushing, laughing, and maybe even spilling a few of their deepest, darkest secrets.

    “Would you rather” questions are a fun, engaging, and purposeful way to get to know each other, says Claudia de Llano, LMFT, family therapist and relationship expert.

    These questions present hypothetical scenarios that make you choose between two difficult choices, sparking creativity and critical thinking, says Clarissa Silva, a behavioral scientist and relationship coach.

    Ready to raise a few eyebrows and create some (good-spirited) chaos? These “Would you rather” questions are guaranteed to get your group chat blowing up.

    Questions About Love and Dating

    • Would you rather go on a date with someone who only talks in baby voice or someone who only communicates in singsong?
    • Would you rather have your crush find out your most embarrassing dating story or your most toxic habit?
    • Would you rather fall for your best friend or your closest colleague?
    • Would you rather kiss your crush in front of your ex or your ex in front of your crush?
    • Would you rather have a fling with a friend’s sibling or a sibling’s friend?
    • Would you rather date someone super romantic or super practical?
    • Would you rather date someone different every night or never date again?
    • Would you rather find true love or win the lottery?
    • Would you rather die before or after your partner?
    • Would you rather have a lifetime with your partner or a one-night stand with your celebrity crush?

    Questions About Awkward Situations 

    • Would you rather be caught singing in the shower or dancing in front of the mirror?
    • Would you rather accidentally send a flirty text to your boss or your parents?
    • Would you rather enter a meeting with food in your teeth or toilet paper on your shoe?
    • Would you rather trip and fall in public or spill food all over yourself?
    • Would you rather show up to a formal event wearing pajamas or show up to a casual event in a full tuxedo/ball gown?
    • Would you rather get caught wearing your shirt inside out or your pants backward?
    • Would you rather have your most embarrassing text messages accidentally published in a local newspaper or have a video of your worst dance moves go viral online?
    • Would you rather send a screenshot of a private conversation to the wrong person or back to the person it was about?
    • Would you rather read aloud your last five DMs or show the group the last five pictures in your camera roll?

    Questions About Personal Preferences

    • Would you rather read the book or watch the movie?
    • Would you rather live without music or without movies?
    • Would you rather live in a cave or a treehouse?
    • Would you rather cuddle with a panda or a koala?
    • Would you rather give up heating or air conditioning?
    • Would you rather go out only during the day or only at night?
    • Would you rather have unlimited free flights or unlimited free food for life?
    • Would you rather swim in a pool of melted chocolate or a pool full of maple syrup?
    • Would you rather get trapped in the middle of a food fight or a water balloon fight?
    • Would you rather have a personal chef or a personal assistant?
    • Would you rather lose your phone or your keys?
    • Would you rather have the ability to fly or the ability to read minds?
    • Would you rather be able to alter time or the weather?
    • Would you rather be the worst player on the winning team or the best player on the losing team?
    • Would you rather have hands for feet or feet for hands?
    • Would you rather be 12 feet or 12 inches tall?
    • Would you rather eat only extremely bland food or extremely spicy food for the rest of your life?
    • Would you rather watch only rom-coms or only horror movies for the rest of your life?

    Questions About Life and Death

    • Would you rather have more time or more money?
    • Would you rather have fame or fortune?
    • Would you rather have a rewind button or a fast forward button for your life?
    • Would you rather die at 20 with no regrets or live to 100 with lots of regrets?
    • Would you rather be remembered for something terrible or be forgotten completely after you die?
    • Would you rather know when you’re going to die or how you’re going to die?

    Questions That Are Kind of Gross 

    • Would you rather wear the same underwear or the same socks for a month?
    • Would you rather drink water from a toilet bowl or a litter box?
    • Would you rather find a rat in your kitchen or a lizard in your bed?
    • Would you rather have permanent bedhead or permanent bad breath?
    • Would you rather burp loudly or fart thunderously during a quiet moment in a meeting?
    • Would you rather be pooped on or puked on by your celebrity crush?
    • Would you rather have a perpetually runny nose or a permanent itch you can never scratch?

    “Would you rather” questions often involve imaginative scenarios that make you think outside the box and consider unique situations and solutions. This type of decision-making promotes creative thinking while helping you bond socially with each player.

    —
    CLARISSA SILVA, BEHAVIORAL SCIENTIST

    Key Takeaways

    Whether you’re looking to break the ice, spark some laughter, or stir up some chaos, these “Would you rather” questions are the perfect way to make it happen. They’re bold enough to get people talking, playful enough to be lighthearted, and just messy enough to keep things interesting. 

    Research shows us that making choices is a powerful way for us to express our preferences and set ourselves apart as individuals. Our decisions are very subjective—give two people the same options and they may make very different decisions, or they may make the same decision for very different reasons.

    The way you respond to “Would you rather” questions can offer a glimpse into your priorities, fears, and desires, says Silva.

    The best part about asking these questions is that they often lead to meaningful conversations and healthy debates about why one would choose one thing over another, says de Llano. So go ahead, drop one in the chat, and see where it takes you!

    Verywell Mind uses only high-quality sources, including peer-reviewed studies, to support the facts within our articles. Read our editorial process to learn more about how we fact-check and keep our content accurate, reliable, and trustworthy.

    1. Nanakdewa K, Madan S, Savani K, Markus HR. The salience of choice fuels independence: Implications for self-perception, cognition, and behavior. Proc Natl Acad Sci USA. 2021 Jul 27;118(30):e2021727118. doi:10.1073/pnas.2021727118

    2. Lee DG, Hare TA. Value certainty and choice confidence are multidimensional constructs that guide decision-making. Cogn Affect Behav Neurosci. 2023 Jun;23(3):503-521. doi:10.3758/s13415-022-01054-4

    By Sanjana Gupta

    Sanjana is a health writer and editor. Her work spans various health-related topics, including mental health, fitness, nutrition, and wellness.

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