130+ Best This or That Questions For Fun Conversations For All Ages

You might think you know someone pretty well — their favorite snack, their go-to drink, or how they spend a weekend. But sometimes, it’s the little things we never think to ask that reveal the most. Would they rather live in a treehouse or a castle? Watch cartoons or read a comic book? These small choices can spark big laughs and even better conversations. “This or That” questions are a playful way to discover fun facts, share stories, and connect with others—whether it’s a new friend or someone you’ve known for years. They’re perfect for car rides, classroom chats, or cozy evenings at home. It’s one of my favorite games to play with kids because it’s simple, silly, and always makes everyone smile.

How To Play The Game of This or That Questions

Rules of Playing the This or That Game

The rules for playing the “This or That” game are super easy and exciting! One person asks a question with two choices, like “Ice cream or cake?” Then, the other person (or everyone in the group) picks which one they like better. You can also talk a little about why you picked that choice if you want to!

The most important rule is to have fun and respect everyone’s answers. There’s no right or wrong—everyone just gets to share what they like! You can ask as many questions as you want, and it’s a great way to learn more about each other and have some laughs along the way.

This or That Question Funny

Always have bad breath or always have sweaty hands?
Dance everywhere you are or sing everything you speak?
Wear socks with sandals forever or crocs with tuxedos forever?
Get chased by a goose once a week or have a squirrel live in your hair?
Only whisper or only shout everything you say?
Be stuck in a room with a mime or with a karaoke machine on repeat?
Have spaghetti for hair or marshmallows for fingers?
Trip every time you say “hello” or sneeze every time someone says your name?
Be followed around by dramatic background music or cartoon sound effects?
Only eat food that’s blue or only drink drinks that are chunky?
Laugh like a goat or hiccup every time you blink?
Have to wear clown makeup to every serious event or a chicken costume to every casual hangout?
Lose your phone in a vat of jelly or your dignity in a public dance-off?
Be haunted by a ghost who won’t stop giving you fashion advice or one who critiques your cooking?
Only be able to walk backwards or only speak in rhymes?
Wake up every day to a kazoo alarm or a rooster named Kevin who won’t shut up?
Have your GPS speak in pirate slang or Shakespearean English?
Always smell faintly of cheese or glitter every time you move?
Only eat cold pizza or only drink warm soda?
Fight one horse-sized duck or 100 duck-sized horses?
Wear clown shoes every day or a tutu to work?
Be stuck in a room full of mosquitos or one with a yodeling goat?
Have spaghetti hair or maple syrup sweat?
Burp every time you speak or fart every time you laugh?
Always walk backwards or only be able to whisper?
Only be able to use spoons or only be able to use forks for everything?

This or That Question For Friends

Eat a whole lemon or drink pickle juice?
Wear socks with sandals or crocs with formal clothes?
Accidentally like your crush’s old photo or accidentally send a weird selfie to your boss?
Laugh in serious moments or cry when someone tells a joke?
Hoodie or jacket?
Beach day or mountain hike?
Text first or wait and see?
Pizza night or taco night?
Late nights or early mornings?
Messy bun or sleek ponytail?
Sneakers or slides?
Group hangout or one-on-one chill?
Ghost stories or rom-coms?
Netflix binge or spontaneous road trip?
Ice cream cone or milkshake?
TikTok scroll or YouTube deep dive?
City lights or starry skies?
Matching outfits or totally unique?
Inside jokes or secret handshakes?
Spill the tea or zip the lips?
Win an argument or win a bet?
Share your location or keep ’em guessing?
Be the DJ or pick the snacks?
Plan the party or just show up?
Have a pet dinosaur or a pet dragon?
Always forget your best friend’s birthday or always get them the worst gift ever?
Be stuck in a group chat that never ends or have no one ever reply to your texts?
Trip in public once a day or get caught singing in the bathroom every morning?
Only speak in movie quotes or only speak in song lyrics?
Share a toothbrush with your best friend or wear their socks for a week?

This or That Questions For Teens

Text with only emojis or talk in internet slang all day?
Go viral for a cringey dance or be totally unknown forever?
Only be able to use your phone at 1% battery or only have Wi-Fi in public places?
Wear pajamas to school or dress like it’s prom every day?
Lose all your followers or accidentally post an embarrassing selfie?
Only be able to watch old cartoons or only be able to listen to elevator music?
Lose your phone for a day or your charger for a week?
Snap streaks or TikTok scrolls?
Crush reads your diary or sees your camera roll?
Pop quiz or pop song stuck in your head forever?
Be ghosted or be left on read?
Only be able to text in emojis or only in GIFs?
Trip in front of your crush or call your teacher “mom”?
Have bad Wi-Fi at home or no AC in summer?
Never skip ads or never skip class?
Spill your drink in class or fart during a presentation?
Be TikTok famous for a weird dance or go viral for an awkward fail?
Wear Crocs to prom or PJs to school?
Always have a cracked phone screen or a super slow phone?
Sit next to the loud kid or the kid who never showers?
Forget your headphones or forget your deodorant?
Only speak in slang or speak like a Shakespeare character?
Be forced to post every meal or every outfit?
Have your mom follow you on every social or your teacher?
Be late to everything or super early to everything?
Laugh-snort in front of your crush or have spinach in your teeth all day?
Forget your headphones on a long bus ride or forget your charger during a sleepover?
Laugh-snort every time you laugh or hiccup every time you’re nervous?
Eat cereal with water or pizza with chocolate sauce?
Have a talking backpack or a phone that randomly meows?

This or That Question For Kids

Playing with a Ludo or Carrom board?
Hello Kitty or Bluey?
Elsa or a regular princess?
Eat a sandwich made of jelly beans or spaghetti-flavored ice cream?
Have a pet dinosaur or a pet unicorn?
Become a pro of Free Fire or PUBG?
Walk like a robot or talk like a parrot?
Live in a house made of LEGOs or a castle made of cookies?
Bubble bath or water balloon fight?
Ice cream cone or popsicle?
Super speed or invisibility?
Ride a rollercoaster or a giant slide?
Pajama day or backwards day?
Pet a zebra or hug a sloth?
Bounce on a trampoline or jump in a ball pit?
Rainbow shoes or glow-in-the-dark shirt?
Talk to animals or breathe underwater?
Giant sandwich or tiny pizza?
Build a snowman or a sandcastle?
Be a pirate or a superhero?
Eat spaghetti with your hands or cereal with a fork?
Live in a candy house or on a cloud?
Wear a silly hat forever or giant shoes for a week?
Be best friends with a dragon or a giant bunny?
Slide down a rainbow or fly with balloons?
Play in the mud or roll in the leaves?
Dance like a chicken or sing like a goat?
Favorite Movie MATILDA or Harry Potter?
Have hair that changes color with your mood or shoes that light up when you dance?
Only be able to hop everywhere or roll like a ball?
Be friends with a superhero or be a superhero yourself?

This or That Question For Adults

Morning coffee or evening wine?
Cancel plans or show up but check your phone the whole time?
Work from a beach cabin or a mountain lodge?
Electric car that takes forever to charge or gas car with sky-high prices?
AI coworker who’s smarter than you or a human coworker who won’t stop talking?
Deepfake of you doing karaoke or your actual voice on a viral TikTok fail?
Wear AR glasses 24/7 or get all your news from your fridge screen?
Be in a self-driving Uber with no brakes or stuck in traffic with your ex?
A text from your boss at 2 AM or a FaceTime from your mom during a meeting?
Watch movies only on your smartwatch or only in 3D VR goggles?
Get replaced by a robot at work or promoted to manage the robots?
Lose power during a Zoom call or during a gaming tournament?
Drive a flying car with ads playing non-stop or a silent smart scooter with no brakes?
Stream 4K movies on 1 bar of Wi-Fi or go back to DVDs forever?
Be in a group chat with your parents or on a shared playlist with your coworkers?
Every mirror you look into gives you AI beauty filters or AI brutally honest feedback?
Be stuck in the “Barbie” movie world or the “Dune” universe for a week?
Have your smart home randomly lock doors or talk to you in a sassy tone?
Only charge your phone once a week but it’s always at 15% or charge daily but it’s hot enough to cook an egg?
Go viral for a hilarious self-driving car fail or a bad Metaverse outfit?
Use a dating app where everyone’s AI-generated or one where only your exes show up?
Watch only AI-generated sitcoms or only reboots of 2000s movies?
Attend a Zoom wedding or a Metaverse baby shower?
Always forget people’s names or always forget important dates?
Unlimited free flights or unlimited free dinners?
Have a personal chef or a personal masseuse?
Text your ex or accidentally call your boss?
Never get stuck in traffic again or never wait in line again?
Be the most creative person in the room or the most confident?
Forget your wallet or forget your phone when leaving anywhere?

This or That Questions For Couples

Movie night in or dinner out?
Beach vacation or mountain getaway?
Love at first sight or soulmates who grow over time?
Slow dancing under the stars or cuddling during a thunderstorm?
Breakfast in bed or a candlelight dinner?
Surprise weekend getaway or a planned dream vacation?
Handwritten love letters or late-night voice notes?
Watching the sunset together or stargazing all night?
Share one dessert or order two and swap bites?
Kiss in the rain or hug in the snow?
Hold hands all day or steal kisses every hour?
Matching pajamas or surprise couple gifts?
A partner who writes poems or one who sings to you?
Stay in and watch movies or dress up and go dancing?
Couple’s spa day or adventurous road trip?
Saying “I love you” with words or with little actions?
Growing old together in the city or countryside?
Heartfelt “good morning” texts or long “good night” calls?
Date nights every week or deep talks every night?
Be each other’s first love or last love?
Rewatch your love story as a movie or relive your first date?
Always laugh together or always cry happy tears together?
Text all day or talk on the phone all night?
Surprise date or planned date?
Cooking together or ordering takeout?
Morning cuddles or evening hugs?
Watch a comedy or watch a thriller?
Share a dessert or have your own?
Stay up late or wake up early?
Dance in the kitchen or sing in the shower?

Looking for something more sweet and funny? Try these romantic questions to ask your boyfriend to make him laugh for a lighthearted connection.

This or That Food Questions

Sweet snacks or salty snacks?
Pizza with pineapple or pizza without pineapple?
Sweet breakfast or savory breakfast?
Spicy ramen or cheesy pasta?
Eat only appetizers or only desserts forever?
Waffles with syrup or pancakes with whipped cream?
7 Brew or Starbucks?
KFC or McDonald’s?
Chick-fil-A or Popeyes?
Taco Bell or Chipotle?
Domino’s or Pizza Hut?
Dunkin’ or Krispy Kreme?
Deep dish pizza or thin crust?
Bubble tea or milkshake?
Nachos with extra cheese or extra guac?
Midnight ice cream or 2 AM leftover pizza?
Cook at home with bae or dine out at a 5-star?
Be a food critic or a cooking show contestant?
Eat everything with chopsticks or with your hands?
Cereal with milk or cereal dry as a snack?
Five Guys or In-N-Out?
Subway or Jimmy John’s?
Wingstop or Buffalo Wild Wings?
Wendy’s Frosty or Dairy Queen Blizzard?
Panera Bread or Einstein Bros. Bagels?
Shake Shack or Culver’s?
Arby’s curly fries or Checkers seasoned fries?
Sonic slushies or 7-Eleven Slurpees?
Applebee’s or Chili’s?
IHOP pancakes or Waffle House waffles?
Raising Cane’s or Zaxby’s?
Cold Stone Creamery or Baskin-Robbins?
Little Caesars or Papa John’s?
Starbucks Pink Drink or 7 Brew Energy?
Chocolate ice cream or vanilla ice cream?
Spicy food or mild food?
Burgers or tacos?
Pancakes or waffles?
Coffee or tea?
French fries or onion rings?
Sushi or pasta?
Smoothie or milkshake?

This or That Question of Fashion and Style

Sneakers or boots?
Bright colors or neutral tones?
Smart fabric jacket that changes color or shoes that self-clean?
Oversized neon hoodies or sleek metallic crop tops?
Virtual reality fashion shows or AI-designed custom outfits?
Transparent bags or holographic backpacks?
Sneakers with built-in fitness trackers or heels with adjustable height?
Sustainable recycled denim or glow-in-the-dark leggings?
Minimalist monochrome or bold mixed prints?
Wearable tech jewelry or LED-lit watches?
3D printed hats or classic wide-brim fedoras?
Tie-dye comeback or futuristic chrome fabrics?
Digital tattoos or temporary glowing makeup?
Gender-neutral streetwear or retro glam?
Vintage thrifted finds or cutting-edge designer wear?
Smart masks with expression displays or classic bandanas?
Adaptive clothes that fit all body types or customizable patches and pins?
High-tech winter coats or ultra-lightweight rain jackets?
Statement sneakers or luxury loafers?
Bold hair accessories or sleek hats?
Eco-friendly fashion or high-tech performance wear?
Classic trench coats or oversized puffer jackets?
Vintage clothes or futuristic fashion?
Big sunglasses or tiny sunglasses?
Hats or scarves?
Denim jacket or leather jacket?
Bold patterns or solid colors?
High heels or comfy flats?
Statement jewelry or minimal accessories?
Casual streetwear or classic elegance?

This or That Question Fantasy and Imagination

Live in a floating castle or an underground crystal cave?
Have wings like a dragon or gills like a mermaid?
Speak with animals or control the weather?
Travel through time or travel between dimensions?
Own a magical talking book or a glowing enchanted sword?
Ride a holographic unicorn or soar on a cyber dragon?
Live in a floating crystal castle or a high-tech enchanted fortress?
Wield a glowing digital spellbook or a plasma sword?
Be a techno-wizard who hacks reality or a cyber-knight with powered armor?
Shape-shift into any animal or upload your consciousness to any body?
Have a robotic owl sidekick or a nano-dragon pet that breathes fire?
Discover magical artifacts or decrypt mystical quantum codes?
Speak every language or understand alien and mythical creatures?
Cast spells with hand gestures or use voice commands via neural implants?
Befriend a fairy drone or a mermaid with augmented reality fins?
Live in an endless digital summer or a frozen virtual winter wonderland?
Reside underwater in a bio-dome or fly in a floating sky city?
Ride a giant jet-powered eagle or a mythical armored wolf?
Grow a magical biotech garden or hide in a secret AI-guarded lair?
Battle a rogue AI sorcerer or a cybernetic dragon overlord?
Drink a potion of invisibility or activate a stealth cloaking device?
Train at a wizard’s academy or enroll in virtual reality combat school?
Have wings made of light or gills to breathe in space?
Control the weather with ancient runes or through your smartphone?
Would you rather parachute out of a plane or race through a jungle on a zipline?
Have a pet phoenix or a pet shadow cat?
Walk through walls or become invisible?
Create a world with your imagination or explore one created by someone else?

Hard This or That Question

Choose your dream life with no friends or an average life surrounded by friends?
Always say what you’re thinking or never speak again?
Sacrifice happiness for success or sacrifice success for happiness?
Be remembered for changing the world or for loving deeply?
Long and steady life or short and thrilling life?
Forget your past or never form new memories?
Be the inspiring leader or be the trusted helper?
Always get what you want but lose what you love or keep what you love but never get what you want?
Have unlimited time or unlimited money?
Fix your biggest regret or erase your biggest fear?
Always be alone or always be in a crowd but feel lonely?
Know how the world ends or never know how it ends?
Be loved by many but never find your soulmate or find your soulmate but be disliked by many?
Give up all your technology or give up all your privacy?
Change one major event in history or prevent one major disaster?
Would you prefer to lose your voice forever or lose your sense of hearing?
Never feel pain but never feel joy or feel all emotions deeply but suffer more?
Be famous for a mistake or forgotten for a masterpiece?
Always be the teacher or always be the student?
Would you prefer a life with clear rules and structure or a life full of unpredictability and freedom?

This or That Question For Students

Drawing with crayons or drawing with markers?
Reading outside or reading inside?
Studying with a group vs. Studying alone
Online classes vs. In-person classes
Watching cartoons or watching documentaries?
Taking notes on paper or on a tablet?
Study in the library or study at a coffee shop?
Group project or solo assignment?
Morning classes or evening classes?
Digital notes or handwritten notes?
Online classes or in-person classes?
Multiple-choice test or essay test?
Math or English?
History or science?
Sports team or school club?
Early graduation or gap year?
Unlimited snacks or unlimited coffee?
Textbooks or eBooks?
Study with music or study in silence?
School dance or school trip?
Wear uniform or dress code freedom?
Pop quiz or final exam?
Tutor help or figure it out alone?
Field trip or guest speaker?
Weekend study session or binge-watch favorite show?
Sleep in late or wake up early for class?
Eating lunch in the cafeteria or outside in the playground?
Wearing sneakers or sandals to school?
Having a class pet or a class plant?
Playing chess or playing checkers?

This or That Question about Technology

Quantum Computing vs. Classical Computing
Augmented Reality (AR) vs. Virtual Reality (VR)
Neural Networks vs. Traditional Algorithms
5G Networks vs. Wi-Fi 6
Blockchain vs. Cryptocurrency
Edge Computing vs. Cloud Computing
Artificial Intelligence (AI) vs. Machine Learning (ML)
Self-Driving Cars vs. Electric Cars
Digital Twins vs. Smart Cities
Smart Home Automation vs. Wearable Tech

Sports This or That Question

Football vs. Basketball
Running vs. Cycling
Swimming vs. Surfing
Tennis vs. Table Tennis
Golf vs. Mini Golf
Boxing vs. Wrestling
Yoga vs. Pilates
Baseball vs. Softball
Snowboarding vs. Skiing
Soccer vs. Rugby

This or That Question of Coworker, Team on Work

Remote Work vs. In-Office Work
Team Collaboration Tools (e.g., Slack) vs. In-Person Meetings
Flexible Hours vs. Fixed Schedule
Morning Team Meetings vs. Afternoon Team Meetings
Solo Work vs. Collaborative Work
Emails vs. Instant Messaging
Brainstorming Sessions vs. Individual Work Time
Weekly Check-Ins vs. Monthly Reviews
Task Management Software (e.g., Trello) vs. Spreadsheets
Quick Chats vs. Formal Updates

Conclusion:

This or That questions are a simple yet powerful way to spark fun, meaningful, or even hilarious conversations. Whether you’re playing with friends, your partner, your kids, or just using them as an icebreaker, these questions help people open up, think quickly, and learn more about each other in a lighthearted way.

From deep life choices to silly imagination games, there’s a This or That question for every mood and moment. So the next time you’re looking for a way to connect, challenge someone’s thinking, or just pass the time, pull out a few of these and get the conversation flowing!

FAQs

What are some good this or that questions?

Here’s a great list of good This or That questions—a balanced mix of fun, thought-provoking, and easy-to-answer options for any setting:

General & Fun Questions

Chocolate or vanilla?
Cats or dogs?
Summer or winter?
Morning person or night owl?
Netflix or YouTube?
Texting or calling?
Coffee or tea?
Pizza or burgers?
Books or movies?
Sneakers or sandals?

Deep & Thoughtful Questions

Love or success?
Change the past or see the future?
Be respected or be liked?
Follow your heart or follow your head?
Know the truth or stay comfortable?
Be rich and lonely or poor and loved?
Speak all languages or talk to animals?
Live in the city or countryside?
Trust easily or question everything?
Always be honest or always be kind?

Funny & Silly Questions

Only whisper or only shout?
Wear your clothes backward or inside out?
Eat a bug or sing in public?
Have spaghetti hair or broccoli fingers?
Always have to hop or always have to dance?

What's a funny this or that question to ask?

Here’s a fun and simple question to ask:

“Well settled life with a good career or leisure life with no career?”

It’s easy to understand, sparks imagination, and works for all ages!

What are 10 good questions?

Here are 10 good and simple questions that are fun, friendly, and great for conversation:

What’s your favorite food?
Do you like the beach or the valleys more?
What’s your favorite movie or cartoon?
Adventure now and comfort forever?
What’s one thing that always makes you smile?
Do you like summer or winter better?
If you had a superpower, what would you want to change from the world?
What’s your favorite game to play?
Would you rather fly or be invisible?
If you get a free visa anywhere in the world, where would you go?

What are 20 random questions?

What’s your favorite snack?
Power to rewind one day or make a good plan for the future ?
Do you like rainy days or sunny days more?
What’s the weirdest food you’ve ever tried?
If you could live the life of someone else, whose life would you choose?
What’s your favorite song to dance to?
Would you prefer to have incredible speed or extraordinary strength?
Which time of the past would you visit if you could?
Do you like chocolate or vanilla more?
What’s the last thing that made you laugh?
If animals could talk, which one would you choose?
What’s your dream job?
Would you rather live in a palace alone or in a jungle with friends?
What’s something you’ve never done but want to try?
What’s your favorite holiday?
Power or wisdom?
What cartoon character do you like the most?
Have you ever met someone famous?
Do you prefer night or morning?
What’s one super silly thing you’ve done?

What's a good thing for 20 Questions?

A good thing to choose for 20 Questions is something familiar but not too obvious — it should be fun to guess!

Here are some great ideas to use:

Good Things to Use for 20 Questions:

Toothbrush
Airplane
Elephant
Laptop
Ice cream
Sun
Backpack
Book
Bicycle
Pizza
Guitar
Spider
Soccer ball
Robot
Tree
Candle
Rainbow
Clock
Cactus
Kangaroo

These objects are fun, clear, and allow for good yes-or-no questions like:
“Is it alive?”, “Can you eat it?”, “Is it bigger than a chair?”

Savvanah Blaze

Savvanah Blaze is a master of wit and humor, bringing sharp comebacks and clever roasts to every conversation. With a background in directing and writing comedic short films, she knows how to craft the perfect punchline. At GOOD ROAST, she shares the best funny roasts and witty replies for any situation, making sure you’re always ready with the perfect comeback.