150 Best Would You Rather Embarrassing Challenges That Will Make You Cringe and Laugh

Are you ready to dive into a world of awkwardness and laughter? “Would you rather embarrassing challenges” are the perfect way to spice up any gathering, sparking hilarious conversations and unforgettable moments.

These quirky dilemmas force you to choose between two cringe-worthy scenarios, pushing the boundaries of your comfort zone while leaving everyone in stitches. Whether for a party game or an icebreaker, these challenges reveal surprising truths and create bonds through shared embarrassment.

Best Would You Rather Embarrassing Challenges That Will Make You Cringe and Laugh

Would You Rather: Sing your most embarrassing childhood song in front of a crowd of strangers?

Option 1: Yes, and dance while singing it!

Option 2: No, I’d rather keep it a secret.

Would You Rather: Wear socks with sandals for an entire week?

Option 1: Yes, and pair them with the loudest patterns!

Option 2: No, I’d rather go barefoot.

Would You Rather: Accidentally send a love letter to your boss instead of your crush?

Option 1: Yes, and own up to it!

Option 2: No, I’d prefer to keep it under wraps.

Would You Rather: Share your most embarrassing moment on social media?

Option 1: Yes, hashtag it for more laughs!

Option 2: No, I’d keep that to myself forever.

Would You Rather: Have to announce every time you make a bathroom break in public?

Option 1: Yes, and add a funny commentary!

Option 2: No, I’d rather hold it in.

Would You Rather: Wear a bright pink tutu to a formal dinner?

Option 1: Yes, and make it the centerpiece of conversation!

Option 2: No, I’d stick with something more traditional.

Would You Rather: Attempt to juggle in front of your friends, but only with raw eggs?

Option 1: Yes, and try to impress them!

Option 2: No, I’d rather not risk the mess.

Would You Rather: Be forced to reenact a scene from your most cringeworthy high school play?

Option 1: Yes, with full enthusiasm!

Option 2: No, I’d rather forget that chapter.

Would You Rather: Have to wear a sign that describes your most embarrassing moment for a week?

Option 1: Yes, and let people ask me about it!

Option 2: No, I’d rather keep it hidden.

Would You Rather: Speak in rhymes for a whole day?

Option 1: Yes, and make it a fun challenge!

Option 2: No, I’d find it too awkward.

Would You Rather: Be caught singing in the shower by a roommate?

Option 1: Yes, and I’d invite them to join!

Option 2: No, I’d prefer my privacy.

Would You Rather: Accidentally spill a drink on your crush while trying to impress them?

Option 1: Yes, and laugh it off!

Option 2: No, I’d rather play it safe.

Would You Rather: Wear a shirt with a funny typo in public all day?

Option 1: Yes, and explain it to everyone!

Option 2: No, I’d feel too self-conscious.

Would You Rather: Show your embarrassing dance moves at a family gathering?

Option 1: Yes, and challenge others to join in!

Option 2: No, I’d rather keep it private.

Would You Rather: Have to eat something you find disgusting in front of friends?

Option 1: Yes, and try to make it entertaining!

Option 2: No, I’d rather skip the meal.

See Also – Engaging Would You Rather Questions for Fun Relationship Conversations

Exploring Hilarious Would You Rather Embarrassing Challenges for Parties

Get ready to unleash laughter at your next party with hilarious “Would You Rather” embarrassing challenges! From choosing between wearing a silly costume all night to singing karaoke in front of everyone, these light-hearted dilemmas spark unforgettable moments. Perfect for breaking the ice, they’re sure to create lasting memories and…

Would You Rather: Sing a karaoke song in a silly voice in front of everyone at the party?

Option 1: Yes, and go all out with dance moves!

Option 2: No, I’d rather just hum along quietly.

Would You Rather: Wear a costume that’s two sizes too small for the entire night?

Option 1: Yes, and embrace the awkwardness!

Option 2: No, I’d prefer to wear a clown wig instead.

Would You Rather: Accidentally send an embarrassing text to the group chat?

Option 1: Yes, and own it with a funny excuse!

Option 2: No, I’d rather spill a drink on myself.

Would You Rather: Do the Chicken Dance every hour on the hour?

Option 1: Yes, and teach everyone else the moves!

Option 2: No, I’d rather wear mismatched socks for a week.

Would You Rather: Trip and fall while trying to impress someone?

Option 1: Yes, and laugh it off like it was planned!

Option 2: No, I’d rather accidentally call someone by the wrong name.

Would You Rather: Have to recite a cheesy pick-up line to a stranger?

Option 1: Yes, and do it dramatically!

Option 2: No, I’d rather wear a silly hat for the evening.

Would You Rather: Show up to the party wearing two different shoes?

Option 1: Yes, and make it a fashion statement!

Option 2: No, I’d rather accidentally spill food on my shirt.

Would You Rather: Have to dance like nobody’s watching, but everyone is?

Option 1: Yes, and fully commit to the performance!

Option 2: No, I’d rather sing loudly off-key in the corner.

Would You Rather: Share an embarrassing childhood story with everyone?

Option 1: Yes, and make it a competition for the most embarrassing!

Option 2: No, I’d rather wear a funny mask for the night.

Would You Rather: Have to play a game of charades using only animal impressions?

Option 1: Yes, and go wild with exaggerated movements!

Option 2: No, I’d prefer to wear a sign that says “Ask me anything!”

Would You Rather: Attempt a magic trick that goes horribly wrong?

Option 1: Yes, and turn it into a comedy routine!

Option 2: No, I’d rather trip while trying to show off my dance moves.

Would You Rather: Speak in rhymes for the entire party?

Option 1: Yes, and challenge others to join in!

Option 2: No, I’d rather accidentally call the host the wrong name.

Would You Rather: Wear a ridiculous prop like a giant foam finger all night?

Option 1: Yes, and use it to direct conversations!

Option 2: No, I’d rather tell a cringe-worthy joke to everyone.

Would You Rather: Have to eat something really messy while trying to be sophisticated?

Option 1: Yes, and make it a hilarious spectacle!

Option 2: No, I’d rather accidentally break something valuable.

Would You Rather: Do a dramatic reading of the most boring text from a book?

Option 1: Yes, and make it sound super exciting!

Option 2: No, I’d rather answer a question incorrectly in front of everyone.

See Also – Ultimate Collection of 150 Fun Would You Rather Questions to Challenge Friends

Creative Would You Rather Embarrassing Challenges to Break the Ice

Creative “Would You Rather” embarrassing challenges are a fun way to break the ice in any social setting. These quirky dilemmas spark laughter and reveal hidden personalities, encouraging participants to share their most cringeworthy moments. From singing in public to wearing silly outfits, these challenges foster connection and unforgettable memories.

Would You Rather: Share a silly dance video of yourself online for everyone to see?

Option 1: Post it on social media for a week.

Option 2: Share it with just your closest friends.

Would You Rather: Sing karaoke in front of a large crowd?

Option 1: Choose a song you love but can’t sing well.

Option 2: Sing a song you hate but can nail perfectly.

Would You Rather: Wear socks with sandals for an entire day?

Option 1: Do it in public.

Option 2: Do it at a family gathering.

Would You Rather: Accidentally send a flirty text to your boss?

Option 1: Face them and explain it was a mistake.

Option 2: Ignore it and hope they don’t mention it.

Would You Rather: Have to wear a clown costume to work for a week?

Option 1: Go to meetings dressed as a clown.

Option 2: Only wear the costume during lunch breaks.

Would You Rather: Trip and fall in front of your crush?

Option 1: Spill your drink all over yourself.

Option 2: Knock over something valuable.

Would You Rather: Get caught talking to yourself in public?

Option 1: While passionately defending your favorite movie.

Option 2: While rehearsing your acceptance speech for an award.

Would You Rather: Post an embarrassing childhood photo online?

Option 1: Caption it with a funny story.

Option 2: Leave it uncensored for people to guess the context.

Would You Rather: Have to wear mismatched shoes for a whole day?

Option 1: Do it while running errands.

Option 2: Do it at a formal event.

Would You Rather: Accidentally walk into a wall while distracted?

Option 1: Do it in front of a group of friends.

Option 2: Do it in front of a crush.

Would You Rather: Forget a friend’s birthday and have to apologize publicly?

Option 1: Do it at a party.

Option 2: Do it on social media.

Would You Rather: Have a loud, embarrassing ringtone go off during a meeting?

Option 1: Let it play out.

Option 2: Fumble to silence it but fail.

Would You Rather: Have to eat a spoonful of a condiment you dislike in public?

Option 1: Mustard.

Option 2: Mayonnaise.

Would You Rather: Get caught singing in the shower by a friend?

Option 1: They record it and share it.

Option 2: They join in and make it a duet.

Would You Rather: Wear a sign that says something embarrassing about you for a day?

Option 1: “I still sleep with a teddy bear.”

Option 2: “I once cried during a cartoon.”

See Also – Embarrassing Would You Rather Questions for School Fun

The Psychology Behind Choosing Would You Rather Embarrassing Challenges

Choosing embarrassing challenges in “Would You Rather” taps into our curiosity and social dynamics. It encourages vulnerability and laughter, helping participants bond over shared discomfort. Psychologically, these challenges can boost self-esteem when faced head-on, fostering resilience while revealing personal values and boundaries, making the game both fun and revealing.

Would You Rather: Sing all your conversations for a day?

Option 1: Belt out tunes everywhere you go.

Option 2: Hum quietly while speaking.

Would You Rather: Wear socks with sandals for an entire week?

Option 1: Embrace the fashion faux pas publicly.

Option 2: Try to hide your feet at all costs.

Would You Rather: Accidentally send a personal text to your boss?

Option 1: Apologize and laugh it off.

Option 2: Pretend it was meant for someone else.

Would You Rather: Trip and fall in front of your crush?

Option 1: Laugh it off and make a joke.

Option 2: Run away in embarrassment.

Would You Rather: Have to dance awkwardly in public for 5 minutes?

Option 1: Go all out with your moves.

Option 2: Shuffle and sway nervously.

Would You Rather: Forget the name of someone you just met?

Option 1: Admit your forgetfulness immediately.

Option 2: Try to avoid using their name at all.

Would You Rather: Have a wardrobe malfunction during an important event?

Option 1: Play it cool and act like nothing’s wrong.

Option 2: Rush to fix it, drawing more attention.

Would You Rather: Wear a funny costume to a serious meeting?

Option 1: Own the outfit and be confident.

Option 2: Apologize for the mix-up repeatedly.

Would You Rather: Accidentally use a silly voice during a serious discussion?

Option 1: Laugh it off and keep talking.

Option 2: Try to correct it and sound more serious.

Would You Rather: Share an embarrassing childhood story in front of strangers?

Option 1: Relive the moment with humor.

Option 2: Avoid sharing and stay silent.

Would You Rather: Have your most embarrassing moment broadcasted on TV?

Option 1: Embrace the fame and own it.

Option 2: Hide away in shame forever.

Would You Rather: Slip on a banana peel in front of a large crowd?

Option 1: Get up and take a bow.

Option 2: Rush out of sight immediately.

Would You Rather: Forget your lines during a public speech?

Option 1: Make up something funny on the spot.

Option 2: Panic and freeze in silence.

Would You Rather: Mix up your words and say something completely unrelated?

Option 1: Laugh it off and make a joke.

Option 2: Try to explain what you actually meant.

Would You Rather: Walk around with toilet paper stuck to your shoe for an hour?

Option 1: Have fun with it and make jokes.

Option 2: Try to discreetly remove it without anyone noticing.

See Also – Top 150 Hilarious Would You Rather Icebreakers to Spark Laughter and Conversation

Top Would You Rather Embarrassing Challenges for Team Building Activities

Looking to spice up your team-building activities? Try “Would You Rather” embarrassing challenges! Picture your colleagues choosing between singing a silly song in public or sharing an awkward childhood story. These light-hearted dilemmas break the ice, spark laughter, and foster deeper connections. Embrace the awkwardness and watch your team’s camaraderie…

Would You Rather: Perform a karaoke song in front of your coworkers dressed in a silly costume?

Option 1: Sing a love ballad in a chicken suit.

Option 2: Rap a popular song while wearing oversized sunglasses.

Would You Rather: Attempt to dance like nobody’s watching in a public area?

Option 1: Breakdance in the office lobby.

Option 2: Do a silly interpretive dance at a coffee shop.

Would You Rather: Share an embarrassing childhood story with the team?

Option 1: Reveal the time you got caught in a funny outfit at school.

Option 2: Tell about the time you fell in front of your crush.

Would You Rather: Try to do a stand-up comedy routine for your colleagues?

Option 1: Tell jokes about office life.

Option 2: Share awkward personal anecdotes.

Would You Rather: Have to wear mismatched shoes for a day at work?

Option 1: Sport one flip-flop and one high heel.

Option 2: Wear two completely different sneakers.

Would You Rather: Take a silly selfie and share it on the company group chat?

Option 1: Pose with a funny filter.

Option 2: Make a goofy face while holding an office supply.

Would You Rather: Play a game of charades using only movie titles?

Option 1: Act out a famous romantic comedy.

Option 2: Mimic a well-known action film.

Would You Rather: Wear a funny hat for the entire team meeting?

Option 1: Don a giant foam cowboy hat.

Option 2: Sport a sparkly wizard’s hat.

Would You Rather: Talk in a funny accent for the rest of the day?

Option 1: Use a British accent.

Option 2: Speak in a pirate voice.

Would You Rather: Participate in a silly team relay race?

Option 1: Balance a balloon on your head while running.

Option 2: Hop on one foot while passing a spoon.

Would You Rather: Share your most embarrassing moment in a group setting?

Option 1: Discuss a wardrobe malfunction.

Option 2: Talk about an awkward date experience.

Would You Rather: Have to sing “Happy Birthday” in a ridiculous voice?

Option 1: Use a cartoon character voice.

Option 2: Sing it opera-style.

Would You Rather: Dress up as a famous fictional character for a team event?

Option 1: Go as a superhero.

Option 2: Dress as a cartoon villain.

Would You Rather: Do a dramatic reading of a cringe-worthy text message?

Option 1: Read a text from a friend that went wrong.

Option 2: Share an old romantic text you sent.

Would You Rather: Have to eat a meal with a funny food combination in front of everyone?

Option 1: Try pickles dipped in chocolate.

Option 2: Eat spaghetti with peanut butter.

See Also – 150 Challenging and Embarrassing Would You Rather Questions to Ponder

Memorable Would You Rather Embarrassing Challenges for Social Media Fun

Looking to spice up your social media feed? Try memorable “Would You Rather” embarrassing challenges! From choosing between singing in public or dancing like no one’s watching, these fun dilemmas spark laughter and create unforgettable moments. Perfect for bonding with friends, they’re guaranteed to bring out your silliest side!

Would You Rather: Sing a karaoke song in public while wearing a silly costume?

Option 1: A giant chicken suit

Option 2: A sparkly unicorn onesie

Would You Rather: Let your friends post an embarrassing childhood photo of you online?

Option 1: At your most awkward age

Option 2: During your most embarrassing school event

Would You Rather: Accidentally send a flirty text to your boss?

Option 1: While trying to text your crush

Option 2: While discussing a work project

Would You Rather: Have to dance in a public place for 10 minutes straight?

Option 1: To a song of your friends’ choosing

Option 2: While wearing a ridiculous hat

Would You Rather: Share an embarrassing secret on social media?

Option 1: About a past crush

Option 2: About a silly fear

Would You Rather: Wear mismatched shoes for an entire week?

Option 1: Out in public

Option 2: Only at work

Would You Rather: Trip and fall in front of a large crowd?

Option 1: While trying to impress someone

Option 2: While carrying something heavy

Would You Rather: Record yourself reading a cringe-worthy poem and post it online?

Option 1: Written by you at age 12

Option 2: A famous love poem with a twist

Would You Rather: Show up to a fancy event in casual clothes?

Option 1: In your pajamas

Option 2: In workout gear

Would You Rather: Have to wear a funny sign around your neck for a day?

Option 1: “I love pineapple on pizza”

Option 2: “I sing in the shower”

Would You Rather: Forget your best friend’s birthday on social media?

Option 1: And have to apologize publicly

Option 2: And have to make it up with a video

Would You Rather: Post a video of you attempting a viral dance challenge?

Option 1: With a group of friends

Option 2: Solo, with no practice

Would You Rather: Share your most embarrassing moment in a live stream?

Option 1: To just your friends

Option 2: To all your followers

Would You Rather: Have to wear a chicken hat for a week?

Option 1: At work

Option 2: When meeting new people

Would You Rather: Play a prank on someone that backfires hilariously?

Option 1: In front of a small group

Option 2: In a crowded setting

See Also – Hilarious Embarrassing Would You Rather Stories That Will Make You Laugh

Would You Rather Embarrassing Challenges: How to Make Them Safe and Enjoyable

“Would You Rather” embarrassing challenges can spark laughter and create unforgettable memories, but safety and comfort should always come first. To keep the fun flowing, set clear boundaries, encourage light-hearted scenarios, and ensure everyone consents. This way, you’ll foster a joyful atmosphere where everyone can enjoy the challenge without feeling…

Would You Rather: Sing loudly in public while wearing a silly costume?

Option 1: Dress as a giant banana?

Option 2: Wear a tutu and fairy wings?

Would You Rather: Have to dance like no one is watching in front of a crowd?

Option 1: Do the Macarena?

Option 2: Breakdance?

Would You Rather: Share an embarrassing childhood story with strangers?

Option 1: Talk about your first crush?

Option 2: Describe the time you tripped in front of a crush?

Would You Rather: Eat a piece of food that’s stuck on your face all day?

Option 1: A piece of spinach?

Option 2: A dollop of whipped cream?

Would You Rather: Wear mismatched shoes for an entire day?

Option 1: One flip-flop and one sneaker?

Option 2: Two different high heels?

Would You Rather: Accidentally send a personal text to the wrong person?

Option 1: Your boss?

Option 2: Your crush?

Would You Rather: Be caught singing in the shower by a friend?

Option 1: Singing your favorite pop song?

Option 2: Singing a cheesy ballad?

Would You Rather: Trip and fall in front of your crush?

Option 1: While carrying a stack of books?

Option 2: While trying to impress them with a dance move?

Would You Rather: Have to tell a joke that always makes you cringe?

Option 1: A dad joke?

Option 2: A pun that’s way too corny?

Would You Rather: Wear a sign that describes your most embarrassing moment?

Option 1: For a week?

Option 2: For a day in public?

Would You Rather: Forget your lines during a public speech?

Option 1: During a wedding toast?

Option 2: While giving a presentation at work?

Would You Rather: Accidentally send a voice message instead of text?

Option 1: Singing a silly song?

Option 2: Sharing a funny secret?

Would You Rather: Get caught talking to yourself in the mirror?

Option 1: While practicing a speech?

Option 2: While giving yourself a pep talk?

Would You Rather: Have your most embarrassing photo go viral?

Option 1: From a family gathering?

Option 2: From a vacation mishap?

Would You Rather: Spend a day wearing a shirt with an embarrassing slogan?

Option 1: “I love cats and I don’t care who knows it”?

Option 2: “I still sleep with stuffed animals”?

See Also – Hilarious Would You Rather Questions to Uncover Embarrassing Secrets

Unique Would You Rather Embarrassing Challenges for Family Gatherings

Family gatherings can often benefit from a touch of humor, and unique “Would You Rather” embarrassing challenges are the perfect icebreakers! Imagine choosing between singing loudly in a public spot or wearing mismatched socks all day. These playful dilemmas spark laughter, create unforgettable memories, and strengthen family bonds in a…

Would You Rather: Sing the chorus of your favorite song at the top of your lungs in front of the family?

Option 1: Yes, but only if everyone else joins in.

Option 2: No, I’d rather keep my singing talent a secret.

Would You Rather: Wear a silly costume for the entire family gathering?

Option 1: Absolutely, the sillier, the better!

Option 2: No way, I prefer to stay in normal clothes.

Would You Rather: Dance like nobody’s watching in the middle of the living room?

Option 1: Yes, I’ll show my best moves!

Option 2: No, I can’t handle that kind of attention.

Would You Rather: Share an embarrassing childhood story that everyone doesn’t know?

Option 1: Definitely, it’s time to spill the beans!

Option 2: No, I’d rather keep those secrets buried.

Would You Rather: Eat a food combination that sounds gross but is surprisingly good?

Option 1: Sure, I’m up for the challenge!

Option 2: No, I’ll stick to what I know I like.

Would You Rather: Let someone else give you a silly hairstyle for the day?

Option 1: Yes, I’ll rock whatever they come up with!

Option 2: No, my hair is off-limits.

Would You Rather: Have to speak in a funny accent for the entire gathering?

Option 1: Bring it on, I love accents!

Option 2: No, I’d rather keep my natural voice.

Would You Rather: Try to juggle three random objects in front of everyone?

Option 1: Yes, I’ll give it my best shot!

Option 2: No, I’ll likely drop everything.

Would You Rather: Write a heartfelt poem about your family and read it aloud?

Option 1: Of course, I’ll wear my heart on my sleeve!

Option 2: No, that’s too personal for me.

Would You Rather: Have to play a game of charades with the most embarrassing actions?

Option 1: Yes, I’m all in for the fun!

Option 2: No, I’d rather not make a fool of myself.

Would You Rather: Wear a sign around your neck stating your most embarrassing moment?

Option 1: Sure, it’s time to embrace it!

Option 2: No, I’d rather keep my dignity intact.

Would You Rather: Record a funny skit with family members and share it online?

Option 1: Absolutely, let’s go viral!

Option 2: No way, that’s too risky for me.

Would You Rather: Tell a joke that always flops to see if it gets a laugh?

Option 1: Yes, I’m ready for the groans!

Option 2: No, I’ll save my better material.

Would You Rather: Attempt to recreate a viral dance challenge?

Option 1: Yes, I’ll give it my all!

Option 2: No, I’m not ready for that kind of embarrassment.

Would You Rather: Have to ask a family member an awkward question everyone is thinking?

Option 1: Yes, let’s break the ice!

Option 2: No, I’ll just let it be.

See Also – Hilarious Would You Rather Party Questions for Fun and Laughter

The Ultimate List of Would You Rather Embarrassing Challenges for Game Nights

Looking to spice up your game nights? Dive into “The Ultimate List of Would You Rather Embarrassing Challenges!” Packed with hilarious scenarios that push boundaries and spark laughter, these challenges are perfect for breaking the ice. Get ready for unforgettable moments as friends choose between cringe-worthy dilemmas and outrageous truths!

Would You Rather: Sing everything you say for a day?

Option 1: Belt out show tunes in public.

Option 2: Rap every conversation you have.

Would You Rather: Wear a clown costume to a formal event?

Option 1: Complete with oversized shoes and a red nose.

Option 2: Dress as a chicken and try to blend in.

Would You Rather: Do the chicken dance every time you hear a bell?

Option 1: In front of your friends.

Option 2: In front of your boss or colleague.

Would You Rather: Have to talk in a British accent for a week?

Option 1: Even when you’re alone.

Option 2: Only around strangers.

Would You Rather: Accidentally send a text meant for your crush to your mom?

Option 1: With a flirty emoji included.

Option 2: With a detailed confession of feelings.

Would You Rather: Dance like nobody’s watching, but you know everyone is?

Option 1: At a crowded party.

Option 2: In the middle of a quiet street.

Would You Rather: Wear mismatched shoes for an entire day?

Option 1: Colorful and outrageous.

Option 2: One high heel and one sneaker.

Would You Rather: Have to eat a spoonful of mayonnaise in public?

Option 1: While explaining your choice to everyone.

Option 2: While doing a silly dance.

Would You Rather: Have a permanent wedgie for a week?

Option 1: While trying to act normal.

Option 2: While wearing a swimsuit.

Would You Rather: Recite the alphabet backward in front of a crowd?

Option 1: While standing on one leg.

Option 2: While doing jumping jacks.

Would You Rather: Forget your best friend’s birthday for a week?

Option 1: Then have to publicly apologize.

Option 2: Then have to plan a surprise party immediately.

Would You Rather: Have to wear a sign that says “I love cheesy puns”?

Option 1: For a whole month.

Option 2: For a day at work.

Would You Rather: Trip and fall in front of your crush?

Option 1: While carrying a stack of books.

Option 2: While trying to impress them with a story.

Would You Rather: Have to take a selfie with a mannequin?

Option 1: And post it on social media.

Option 2: And send it to your family group chat.

Would You Rather: Accidentally spill your drink on someone at a restaurant?

Option 1: And then blame it on a waiter.

Option 2: And then try to clean it up with a napkin.

See Also – Ultimate Collection of 150 Clean Would You Rather Questions for Fun Conversations

How to Personalize Would You Rather Embarrassing Challenges for Different Age Groups

Personalizing “Would You Rather” embarrassing challenges can be a blast! Tailor questions based on age groups: for kids, use silly scenarios like “Would you rather wear a clown wig to school or sing in a funny voice?” Teens might enjoy more cringe-worthy dilemmas, while adults can tackle humorous workplace quandaries….

Would You Rather: Sing loudly in public but with no music playing?

Option 1: Belt out your favorite song in a crowded café.

Option 2: Perform an opera piece on a busy street corner.

Would You Rather: Wear mismatched shoes for an entire week?

Option 1: Sport one red shoe and one blue shoe.

Option 2: Go with two completely different styles of shoes.

Would You Rather: Accidentally shout a funny word during a serious meeting?

Option 1: Yell “Banana!” at the top of your lungs.

Option 2: Shout “Pudding!” right when the boss is speaking.

Would You Rather: Have to dance like no one is watching in front of your crush?

Option 1: Break out into a silly dance in the middle of a café.

Option 2: Perform a dramatic slow dance on the sidewalk.

Would You Rather: Forget the name of someone you just met at a party?

Option 1: Call them by the wrong name for the entire evening.

Option 2: Ask them for their name repeatedly throughout the night.

Would You Rather: Have a loud, embarrassing ringtone go off during a quiet event?

Option 1: Have it play “Baby Shark” at a funeral.

Option 2: Let “The Chicken Dance” ring out at a wedding.

Would You Rather: Wear a bright, neon outfit to a formal dinner?

Option 1: Show up in a neon green suit.

Option 2: Don a hot pink dress with glow-in-the-dark accessories.

Would You Rather: Slip and fall in front of a group of friends?

Option 1: Land in a funny pose that makes everyone laugh.

Option 2: Go down dramatically, as if you were in a movie.

Would You Rather: Speak in rhymes for an entire day?

Option 1: Create silly couplets for every conversation.

Option 2: Make up a limerick about everything you see.

Would You Rather: Accidentally send a text meant for your best friend to your parents?

Option 1: Send a funny meme that makes them question your sanity.

Option 2: Share an inside joke that leaves them confused.

Would You Rather: Have to wear a silly hat for a whole month?

Option 1: Sport a giant foam finger everywhere you go.

Option 2: Rock a sparkly wizard hat in public.

Would You Rather: Get caught singing in the shower by a roommate?

Option 1: Be belting out an emotional ballad.

Option 2: Be rapping to a favorite hip-hop song.

Would You Rather: Have food stuck in your teeth during a date?

Option 1: Have spinach caught in your teeth.

Option 2: Get a piece of pepper stuck after a spicy meal.

Would You Rather: Accidentally spill a drink on yourself in front of everyone?

Option 1: Drench yourself in soda at a party.

Option 2: Splash coffee all over your shirt during a meeting.

Would You Rather: Have to wear pajamas to a job interview?

Option 1: Go in your favorite cartoon-themed pajama set.

Option 2: Show up in fuzzy slippers with matching pants.