73 Jewish Would You Rather Questions

Have you ever found yourself in a fun debate with friends, trying to figure out the "best" of two tricky choices? Well, get ready for a whole new world of decision-making with Jewish Would You Rather Questions! These aren't just any "would you rather" games; they're designed to make you think, laugh, and maybe even learn a little something about Jewish culture and traditions. From hilarious dilemmas to thought-provoking scenarios, Jewish Would You Rather Questions are a fantastic way to spark conversation and see how your friends would navigate some unique situations.

What Exactly Are Jewish Would You Rather Questions?

So, what makes a "Jewish Would You Rather Question"? Basically, it's a game where you're presented with two equally appealing or unappealing options, but with a Jewish twist. These questions often touch on holidays, traditions, food, historical figures, or even common Jewish experiences. They’re a fun way to explore different aspects of Jewish life in a lighthearted way. Think of it like a playful quiz that gets everyone involved and sharing their opinions.

These questions are super popular for a few key reasons. Firstly, they’re incredibly engaging. They force you to stop and really consider each option, often leading to hilarious debates and unexpected answers. Secondly, they can be a fantastic icebreaker at parties, family gatherings, or even within Jewish youth groups. They provide a common ground for discussion and can reveal interesting perspectives. Finally, they offer a unique opportunity to engage with and learn about Jewish customs and values in a memorable and entertaining way. It's like learning through laughter!

How are they used? Well, the possibilities are endless! You can use them for:

Brainstorming fun icebreakers for events
Sparking lively conversations at Shabbat dinners
Creating engaging content for social media or blogs
As a fun way to test your knowledge (or guess!) about Jewish traditions
Simply for a good laugh with friends and family

Or, if you prefer a more structured approach:

Start with a question
Have each person pick an answer
Discuss why you chose what you did
See if you can convince others to change their minds!

Holiday Hijinks Would You Rather

Would you rather have gefilte fish for every meal for a year, or latkes for every meal for a year?
Would you rather accidentally eat hametz on Passover for the entire holiday, or have to wear a giant matzah costume for Sukkot?
Would you rather only be able to sing Purim songs during Hanukkah, or only be able to light Hanukkah candles during Purim?
Would you rather have your Seder interrupted by a clown every year, or have to eat charoset that tastes like bitter herbs every year?
Would you rather have to wear a silly hat on Rosh Hashanah every year, or have to blow the shofar with a kazoo every year?
Would you rather have to fast for Yom Kippur by only eating apples, or have to wear a scratchy wool sweater during the entire holiday?
Would you rather only be able to eat foods shaped like hamantaschen for the rest of your life, or only be able to eat foods shaped like dreidels for the rest of your life?
Would you rather have to decorate the Sukkah with only socks, or have to decorate it with only mismatched buttons?
Would you rather your Chanukah gelt be all chocolate coins that melt instantly, or all pennies that are impossible to spend?
Would you rather have to say "Chag Sameach" in a squeaky voice for every holiday greeting, or have to bow deeply every time you say hello?
Would you rather your Erev Shabbat meal consist of only pickles and bread, or only soup and crackers?
Would you rather have to sing every prayer in a silly accent, or have to wear mismatched socks to synagogue every week?
Would you rather your Purim costume be a giant bagel, or a giant babka?
Would you rather have to explain the story of Jonah to a group of toddlers every year on Yom Kippur, or have to sing the Four Questions in opera style?
Would you rather your matzah always be slightly stale, or your challah always be slightly burnt?
Would you rather have to eat only black and white foods for Passover, or only foods that are red and green for Hanukkah?
Would you rather have your Sukkot decorations fall down every single day, or have to sing loudly every time you enter the Sukkah?
Would you rather have to eat your holiday meals standing up, or have to eat them while hopping on one foot?
Would you rather have to say "Shalom" in a different language every time you greet someone, or have to offer everyone a piece of your challah (even if it's the last piece)?
Would you rather have your entire family wear matching embarrassing outfits for every holiday photo, or have to re-enact a biblical story in pantomime every holiday?

Foodie Fiascos Would You Rather

Would you rather eat only knishes for a month, or only blintzes for a month?
Would you rather have your kugel always be too salty, or always be too sweet?
Would you rather only be able to eat challah bread for every meal, or only be able to eat pita bread for every meal?
Would you rather your matzah ball soup always taste like dishwater, or always be so thick you can stand a spoon in it?
Would you rather have to eat borscht every single day, or have to eat falafel every single day?
Would you rather have your rugelach always be burnt on the bottom, or always be undercooked on the inside?
Would you rather your chopped liver taste like disappointment, or your babka taste like cardboard?
Would you rather only be able to eat hot dogs with mustard, or only be able to eat bagels with cream cheese?
Would you rather have to eat gefilte fish with horseradish that makes your eyes water uncontrollably, or eat hamantaschen filled with only sour pickles?
Would you rather have your bagels always be slightly deflated, or your lox always be slightly fishy?
Would you rather have to put sprinkles on your matzah, or have to put ketchup on your challah?
Would you rather your hummus always be too tahini-heavy, or your babaganoush always be too eggplant-light?
Would you rather have to eat your sufganiyot plain, or have them filled with spicy mustard?
Would you rather your kishka always be dry and crumbly, or your tzimmes always be mushy and bland?
Would you rather only be able to eat foods that start with the letter "B" (bagel, babka, borscht), or only foods that start with the letter "L" (latke, lox, lemon)?
Would you rather have to eat a whole raw onion with your next meal, or have to eat a whole jar of pickled herring?
Would you rather your matzah brei always have the texture of soggy cereal, or your shakshuka always be missing the eggs?
Would you rather have to eat your challah without washing your hands first, or have to eat your gefilte fish without a fork?
Would you rather have your rugelach be filled with anchovies, or your hamantaschen be filled with olives?
Would you rather only be able to drink Manischewitz wine, or only be able to drink prune juice?

Cultural Conundrums Would You Rather

Would you rather have to explain Jewish jokes to people who don't get them for the rest of your life, or have to sing Jewish folk songs at the top of your lungs in public every day?
Would you rather accidentally show up to shul in pajamas, or accidentally wear your tzitzit outside your pants to a formal event?
Would you rather have to argue with a Rabbi about the proper way to slice a pickle for an hour, or have to lead a singalong of "Hava Nagila" to a group of uninterested tourists?
Would you rather only be able to communicate using Yiddish phrases, or only be able to communicate using Hebrew phrases?
Would you rather have your ancestors appear to you in a dream and give you unsolicited life advice every night, or have to wear a yarmulke that changes color based on your mood?
Would you rather have to apologize to every inanimate object you bump into, or have to say "mazel tov" to yourself every time you achieve something small?
Would you rather be known as the person who always brings the most awkward gifts to Jewish weddings, or the person who always tells the longest, most rambling stories at Bar Mitzvahs?
Would you rather have to explain the meaning of "chutzpah" to everyone you meet, or have to constantly ask for directions even if you know the way?
Would you rather your family history be recorded by a gossip columnist, or have your family tree be illustrated by a cartoon squirrel?
Would you rather have to wear a sign that says "I love kugel" everywhere you go, or have to perform a dramatic reenactment of the Ten Commandments every time you enter a room?
Would you rather only be able to speak in question form, or only be able to speak in exclamations?
Would you rather have to give everyone a Bar Mitzvah speech every time you meet them, or have to lead a group Hora dance whenever the music starts?
Would you rather your tzedakah box only accept compliments, or your Shabbat candles only light when you sing a lullaby?
Would you rather have to explain the plot of Fiddler on the Roof to someone who has never heard of it every day, or have to debate the merits of different types of challah with strangers?
Would you rather be able to understand and speak every language, but only in the context of Yiddish proverbs, or be able to predict the stock market, but only for kosher restaurants?
Would you rather have your dreams always be narrated by a Hasidic storyteller, or have your thoughts always be accompanied by a klezmer band?
Would you rather have to apologize for everything that goes wrong in the world, or have to take credit for everything that goes right?
Would you rather your life story be turned into a musical, but the main song is about your grocery shopping habits, or have your life story be turned into a documentary, but all the interviews are with your pet goldfish?
Would you rather have to wear a yarmulke made of cheese, or have to wear tzitzit made of spaghetti?
Would you rather be able to teleport, but only to your grandmother's kitchen, or be able to fly, but only at the speed of a snail?

Biblical Blunders Would You Rather

Would you rather have to cross the Red Sea on a shaky bridge, or have to carry the Ark of the Covenant while hopping on one foot?
Would you rather be stuck in the desert with only one very chatty camel, or be stuck in the desert with a map that is constantly changing?
Would you rather have to build Noah's Ark with only popsicle sticks, or have to lead the Israelites out of Egypt with only a kazoo?
Would you rather have to fight Goliath with a rubber chicken, or have to negotiate with Pharaoh using only interpretive dance?
Would you rather have to wear a fig leaf as your only clothing for a month, or have to eat only locusts and wild honey for a week?
Would you rather have to sing the Ten Commandments every morning, or have to recite the plagues of Egypt as a bedtime story?
Would you rather be trapped in the Garden of Eden with an overly friendly snake, or be trapped on Mount Sinai with a very grumpy Moses?
Would you rather have to churn butter with your bare hands for a week, or have to weave a tapestry of creation with your teeth?
Would you rather have to explain the story of Joseph's technicolor dreamcoat to a group of colorblind people, or have to convince the parting of the Red Sea was just a really big wave?
Would you rather have to wear sandals made of bread for the rest of your life, or have to wear a hat made of matzah?
Would you rather have to answer riddles posed by a talking bush, or have to carry water in a sieve from the Jordan River?
Would you rather be responsible for naming all the animals, but only get to use words that rhyme with "cat," or be responsible for creating all the constellations, but only using shapes of Jewish food?
Would you rather have to convince a talking donkey to carry you, or have to convince a burning bush to give you directions?
Would you rather have to eat manna that tastes like broccoli, or have to drink water from a rock that tastes like prune juice?
Would you rather have to decipher hieroglyphics that are actually just Yiddish jokes, or have to translate ancient Hebrew love poems into modern slang?
Would you rather have to rebuild the Temple using only Legos, or have to perform a miracle by turning water into… lukewarm tea?
Would you rather have to convince the Tower of Babel builders to stop building, or have to convince the parting of the Red Sea to re-part?
Would you rather have to wear a crown of thorns made of challah, or have to carry a cross made of matzah?
Would you rather have to be the voice of God for one day, but only be able to whisper, or have to be the voice of Satan for one day, but only be able to sing opera?
Would you rather have to convince everyone that the flood was just a really big rainstorm, or have to convince everyone that the Ten Commandments were actually just a suggestion list?

Modern Mishaps Would You Rather

Would you rather have your phone autocorrect every text message to "Oy vey," or have your GPS always navigate you through the most scenic, but also most inconvenient, route?
Would you rather have to wear a yarmulke that plays a loud fanfare every time you stand up, or have to wear tzitzit that constantly get tangled?
Would you rather have to explain the concept of a Bar Mitzvah to someone who has never heard of it on a first date, or have to sing the Four Questions at a karaoke bar?
Would you rather your dating app profile picture be of you eating a giant pickle, or have your bio say "Seeking someone to argue about the correct way to pronounce 'challah' with"?
Would you rather have to respond to every email with a Yiddish proverb, or have to sign every text message with "Shalom and be well"?
Would you rather have your social media feed filled only with pictures of challah, or only with videos of people dancing the Hora?
Would you rather have to wear mismatched socks to every important meeting, or have to hum a Jewish folk song whenever you're nervous?
Would you rather your entire playlist consist only of traditional Jewish music, or only of songs about bagels?
Would you rather have to apologize to your computer every time you shut it down, or have to thank your car every time you arrive at your destination?
Would you rather have to give a dvar torah (a short speech on a religious topic) before every meal, or have to perform a dramatic reading of the daily news?
Would you rather have to wear a t-shirt that says "I'm not arguing, I'm just explaining why I'm right" everywhere you go, or have to wear a hat that has a built-in menorah?
Would you rather have your smart home assistant always answer questions with Jewish jokes, or have your smart home assistant always suggest you make latkes?
Would you rather have to send a thank-you note for every compliment you receive, or have to send an apology note for every minor inconvenience you cause?
Would you rather have to wear a "Proud Jew" badge that glows in the dark, or have to wear a yarmulke that is also a miniature shofar?
Would you rather your coffee mug always say "Oy to the World," or your water bottle always say "Kvetching is my cardio"?
Would you rather have to explain the difference between Ashkenazi and Sephardi food to every delivery person, or have to teach everyone you meet the proper way to fold a tallit?
Would you rather have to have all your outgoing calls recorded and played back with a Yiddish accent, or have all your incoming calls answered by a chorus of people singing "Hava Nagila"?
Would you rather have to wear a kilt made of matzah, or have to wear a hat shaped like a bagel with a cream cheese brim?
Would you rather have your favorite show be replaced by a documentary about the history of gefilte fish, or have your favorite song be replaced by a lecture on the proper pronunciation of "Shema Yisrael"?
Would you rather have to explain the concept of "tsuris" to your boss every time something goes wrong at work, or have to sing a dramatic Yiddish opera about your commute every morning?

Philosophical Ponderings Would You Rather

Would you rather know the answer to every question about the meaning of life, but be unable to communicate it, or be able to communicate the meaning of life, but forget it as soon as you try?
Would you rather have perfect memory for all the good deeds you've ever done, but forget all the bad ones, or have perfect memory for all the bad deeds you've ever done, but forget all the good ones?
Would you rather have the ability to inspire profound empathy in everyone you meet, but never feel it yourself, or feel profound empathy for everyone, but be unable to inspire it in others?
Would you rather have the power to undo one mistake from your past, but be cursed with eternal bad luck, or live with your mistakes but have incredible good fortune?
Would you rather live a life of complete comfort and happiness, but never learn anything new, or live a life of constant challenge and struggle, but gain infinite wisdom?
Would you rather be able to speak to animals, but they only complain about their problems, or be able to understand the thoughts of plants, but they only talk about photosynthesis?
Would you rather have the power to change the past, but only to make things slightly worse for yourself, or have the power to change the future, but only to make it slightly worse for everyone else?
Would you rather have an endless supply of knowledge, but be unable to apply it, or have limited knowledge, but be a master of practical application?
Would you rather be able to see the future, but be unable to change it, or be able to change the future, but never know the outcome?
Would you rather have the ability to heal all physical ailments, but cause yourself immense emotional pain, or be able to alleviate all emotional suffering, but experience constant physical discomfort?
Would you rather live forever in a state of perpetual bliss, but never experience true love, or live a mortal life filled with deep love and profound loss?
Would you rather have the power to control your dreams, but they are always nightmares, or have no control, but they are always pleasant?
Would you rather know the exact moment of your death, but be unable to prevent it, or have no idea when you will die, but be able to prevent it?
Would you rather be able to read minds, but only the thoughts of people who are lying to you, or be able to tell when someone is lying, but not know what they are thinking?
Would you rather have the ability to make anyone laugh uncontrollably, but only at the most inappropriate times, or be able to make anyone cry with a single word, but only when they are already sad?
Would you rather live a life where every decision is made for you, but it always leads to a positive outcome, or live a life where you make all your own decisions, but they often lead to negative consequences?
Would you rather have the power to make yourself invisible, but only when you are singing, or have the power to fly, but only when you are upside down?
Would you rather be able to understand the language of the universe, but it only speaks in riddles, or be able to speak the language of your own heart, but it only speaks in metaphors?
Would you rather have the ability to grant one wish to anyone in the world, but the wish always backfires in a humorous way, or have the ability to prevent one disaster, but it always happens in a slightly different, equally inconvenient way?
Would you rather know the true nature of reality, but be unable to share it, or be able to share your perception of reality, but it’s completely false?

So there you have it – a whole range of Jewish Would You Rather Questions to get your brain buzzing! Whether you're trying to decide between two delicious holiday treats or pondering a deeply philosophical question with a Jewish spin, these questions are designed to be fun, engaging, and a great way to connect with others. The next time you're looking for a conversation starter, whip out some Jewish Would You Rather Questions and see where the delightful dilemmas take you!