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Parenting teenagers can sometimes be tough. One moment they are chatty, telling you their innermost secrets, the next they're locked in their rooms with headphones on. And if you ever feel the need to approach them in that state, they give you a look that makes you want to cower away in a little corner somewhere.
Well if you're looking for a way to break through the walls and connect with your teen without your head being bitten off, 'Would you rather" questions for teens might just be your secret weapon. These questions are more than just fun, they're an insight into understanding how your teens think, their values, and their dreams.
Asking "Would you rather" questions can spark meaningful conversations. Look at it as having a glimpse of their true personality. The one they've been trying to understand themselves and have been hiding from you. When I say, 'spark meaningful conversations', let me tell you that if that time is right, and they're being civil, and all the stars align, just one "would you rather" question might turn into an hour-long conversation. And trust me, you'll not be complaining.
So whether you're driving them to school, to practice, sitting at the dinner table, or just hanging out at home, these questions can turn mundane, ordinary moments into extraordinary opportunities to connect with your teens.
Here, you'll find 100 deep "would you rather" questions for teens designed to get them thinking and talking. These aren't your typical surface-level questions. They are thought-provoking, funny, and sometimes challenging.
You can certainly add them to your toolkit of conversation starters to help you connect with your teens on a deeper level.
Why "Would You Rather" Questions Work?
Teenagers are at that stage where they're figuring themselves out. What they like, what they believe in, and what really matters to them. They've got opinions (and lots of them!) and are more thoughtful than they sometimes let on. That's why "Would you rather" questions work so well, they tap into that curiosity in a fun, no-pressure way.
These questions don't feel serious, or feel like an interrogation. There's no right or wrong answer, so your teens won't feel judged or put on the spot. Instead, they get to think, laugh, and maybe even surprise themselves with what they choose.
For example, asking "Would you rather be famous for doing something you love or stay unknown but make a huge impact?" can tell you a lot about what's important to them, either recognition or making a difference. These kinds of questions also open the door for a real conversation, where you can share your own thoughts as well and possibly connect with them on a deeper level.
It's not only for parents to get a glimpse into their teen's mindset, but it also gives your teen an insight into things they might never have thought of before and how they feel about it.
81 Deep "Would You Rather" Questions for Teens
Here's a list of 100 thought-provoking "would you rather" questions to get one foot in the door in starting a conversation with your teens. You can use them as they are or change them up to fit your teen's interests.
Would you rather have unlimited money but no free time or unlimited free time but no money?
Would you rather live in a world without music or a world without movies?
Would you rather have a life full of love but no success or a life full of success but no love?
Would you rather be able to read minds or be invisible?
Would you rather have a job you love but barely make ends meet or a job you hate but be rich?
Would you rather live without your phone or without your best friend?
Would you rather be famous for something you love or be unknown but make a huge difference in the world?
Would you rather live in the past or the future?
Would you rather be able to talk to animals or speak all human languages?
Would you rather have a rewind button for your life or a pause button?
Would you rather always be cold or always be hot?
Would you rather lose your sight or your hearing?
Would you rather have a life full of adventure but no stability or a life full of stability but no adventure?
Would you rather be able to control fire or water?
Would you rather live in a big city or a small town forever?
Would you rather have a redo of your worst day or never experience your best day again?
Would you rather be able to fly or be super strong?
18. Would you rather be able to talk to historical figures or fictional characters?
Would you rather be able to control time or control people’s emotions?
Would you rather live in a world where everyone thinks like you or a world where no one thinks like you?
Would you rather be able to heal any illness or bring peace to the world?
Would you rather always know what’s going to happen or never know what’s coming?
Would you rather live in a world without art or a world without science?
Would you rather be able to talk to plants or control the weather?
Would you rather have a lifetime supply of your favorite food or never have to sleep again?
Would you rather have a life full of friends but no family or a life full of family but no friends?
Would you rather be able to speak to the dead or see the future?
Would you rather be able to live forever or live a short but incredibly meaningful life?
Would you rather have a life full of surprises or a life where everything goes as planned?
Would you rather be able to communicate with aliens or discover a new species on Earth?
Would you rather be able to change the past or shape the future?
Would you rather have a life full of challenges but no regrets or a life full of ease but many regrets?
Would you rather be able to control your emotions or control other people’s emotions?
Would you rather live in a world without books or a world without movies?
Would you rather live in a world without technology or a world without nature?
Would you rather be able to read minds or be invisible?
Would you rather be able to fly but only an inch off the ground or swim but only in circles?
Would you rather have a life full of adventure but no safety or a life full of safety but no adventure?
Would you rather be able to talk to animals or understand every language?
Would you rather live in a world without music or a world without color?
Would you rather be able to control fire or control water?
Would you rather have a life full of love but no money or a life full of money but no love?
Would you rather have a life full of challenges but no regrets or a life full of ease but many regrets?
Would you rather know the exact date you will die or the exact way you will die?
Would you rather be the smartest person in the world but never be able to communicate, or the most average person with perfect social skills?
Would you rather have your future self tell you one important secret or be able to erase one mistake from your past?
Would you rather be trapped in a room with your worst fear or be stuck in complete isolation for a month?
Would you rather have one perfect best friend or 100 acquaintances who all like you?
Would you rather live a short life filled with adventure or a long life with stability but no excitement?
Would you rather be incredibly lucky or incredibly talented?
Would you rather have to relive the same day over and over for a year or lose a year of your life?
Would you rather be rich and lonely or poor and surrounded by love?
Would you rather be able to remember every detail of your life perfectly or be able to erase any bad memory at will?
Would you rather always have bad luck in love or bad luck in money?
Would you rather have a job that pays really well but you hate, or a job you love that barely covers your bills?
Would you rather be stuck in a horror movie or stuck in a video game with no way out?
Would you rather have no internet for a month or no friends for a month?
Would you rather be able to erase one embarrassing moment from your past or get a chance to redo one moment in your life?
Would you rather be able to control the weather or be able to talk to ghosts?
Would you rather have all your dreams come true but be unhappy, or be happy but never achieve your dreams?
Would you rather always be underestimated or always be overestimated?
Would you rather be able to see one year into the future or one year into the past?
Would you rather always know when someone is lying to you or always be able to get away with lying?
Would you rather spend one week in total isolation or one week with people who annoy you?
Would you rather have the ability to instantly make someone happy or instantly calm someone down?
Would you rather always get what you want but never be satisfied, or always be satisfied but never get what you want?
Would you rather be an expert at one thing or decent at everything?
Would you rather be able to bring one person back to life or live forever?
Would you rather never experience heartbreak or never experience failure?
Would you rather live forever but watch everyone you love pass away or live a short life but with all your loved ones?
Would you rather wake up tomorrow with all the knowledge of a 50-year-old or wake up as a 5-year-old with everything you know now?
Would you rather never have homework but have twice as many exams or have daily homework but no exams?
Would you rather live in a world without social media or without video games?
Would you rather be famous for something that changed the world but ruined your personal life or live in peace but never impact the world?
Would you rather have an unlimited amount of money but never find true love or have true love but always struggle financially?
Would you rather live your life always chasing a goal but never reaching it, or reach your biggest goal but feel empty afterward?
Would you rather never be able to make a mistake or never be able to learn from your mistakes?
Would you rather be able to relive your happiest memories whenever you want or erase your worst memories permanently?
Would you rather live in a world where everyone loves you but you’re lonely, or a world where you’re loved deeply by only a few?
Would you rather be stuck in a bad situation but have the ability to change it, or be in a perfect situation but unable to make any changes?
Would you rather always feel like you're missing out on something or never know what you're missing out on?
The truth is, asking "would you rather" questions is a simple but effective way to connect with your teenager. They allow an opportunity for you and your teens to connect on a stress-free level, yet they help you understand their thoughts and values on a deeper level.
So the next time you're struggling to connect with your teens and when the time is right, try asking them a few of these questions. It might catch you by surprise how much they open up. And who knows? You might even learn something new about yourself in the process.
So start asking these "would you rather" questions for teens today and see where the conversation takes you!
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