406 Best This or That Questions to Spark Fun Conversations

Dive into the ultimate list of creative, funny, and deep 'This or That' questions to inspire lively conversations with friends, family, or even at work.

Written by Sneha Tete, Integrated MA, Certified Relationship Coach
Last Updated on

 

Whether you’re at a party, a family gathering, game night with friends, or just want to know someone better, This or That questions always get people talking. This extensive list covers all scenarios – from lighthearted laughs to thought-provoking debates. Use these questions as fun icebreakers, conversation starters, or a way to liven up any moment.

Table of Contents

What Are This or That Questions?

This or That questions are simple prompts that give two options, asking someone to choose one. They encourage spontaneous answers and often reveal surprising or funny preferences. These questions help people open up, find common ground, and spark endless conversations – making them ideal for any get-together or icebreaker situation.

How to Play This or That

  • Classic Game: Ask someone a ‘this or that’ question and have them choose one answer as quickly as possible. No explanations needed (unless you want to discuss!)
  • Group Game: Go around the room and have each person answer the same question, or let each person ask the next one.
  • Written Game: Distribute a printed or digital list and let everyone choose their answers. Tally up and see whose preferences align!

There’s no ‘right’ way to play. The more creative or unexpected the questions, the more entertaining the responses!

Funny This or That Questions

Get ready for laughs with these lighthearted and silly questions. Perfect for breaking the ice!

  • Would you rather have a pet dinosaur or a pet dragon?
  • Always speak in rhymes or always sing instead of speak?
  • Be invisible every Tuesday or fly every Thursday?
  • Eat pizza with chocolate topping or ice cream with ketchup?
  • Never stop dancing or never stop singing?
  • Have spaghetti for hair or sweat maple syrup?
  • Communicate only by memes or only by emojis?
  • Wear clown shoes every day or a clown wig every day?
  • Always have to skip everywhere or always have to walk backwards?
  • Have to use a giant foam finger for everything or tiny tweezers for everything?

Best This or That Questions

Test your preferences with some of the most universally fun questions.

  • Coffee or tea?
  • Cats or dogs?
  • Morning person or night owl?
  • Mountains or beach?
  • Books or movies?
  • Summer or winter?
  • Chocolate or vanilla?
  • Texting or calling?
  • Salty or sweet snacks?
  • Netflix binge or outdoor adventure?
  • Money or free time?
  • Pizza or burgers?
  • Introvert or extrovert?
  • Stay in or go out?
  • Fiction or non-fiction?

Find out what your friends or family like with these trendy choices.

  • Instagram or TikTok?
  • Android or iPhone?
  • Shopping online or in-store?
  • City life or country living?
  • Sunrise or sunset?
  • Work from home or office life?
  • Concerts or movies?
  • Reading or writing?
  • Grocery shopping or eating out?
  • Travel by car or by plane?
  • Home-cooked meal or takeout?
  • Super strength or mind reading?
  • Apple or orange juice?
  • Hot coffee or iced coffee?
  • Patterned clothes or plain?

Hard This or That Questions

Put your friends on the spot with hard-to-choose dilemmas!

  • Would you rather go back in time or travel to the future?
  • Lose your sense of taste or your sense of smell?
  • Have unlimited money or unlimited love?
  • Be able to change the past or see the future?
  • Be able to read minds or teleport?
  • Be constantly too hot or constantly too cold?
  • Live without music or without movies?
  • Always say what’s on your mind or never speak again?
  • Give up social media or streaming services?
  • Be famous for something embarrassing or be completely unknown?

Deep This or That Questions

Prompt meaningful conversations and get to know someone’s inner thoughts and values.

  • Forgive and forget or get even?
  • Truth or happiness?
  • Change yourself or change the world?
  • Follow your head or your heart?
  • Live without regrets or live without doubt?
  • Success or satisfaction?
  • Loyalty or honesty?
  • Lead or follow?
  • Think before you speak or speak before you think?
  • Long life with mediocrity or short life with greatness?

Food This or That Questions

Discover what everyone loves to eat with these delicious dilemmas!

  • Pancakes or waffles?
  • Burger or sandwich?
  • Fries or onion rings?
  • Spicy or mild?
  • Chocolate cake or fruit pie?
  • Coffee or tea?
  • Pizza or pasta?
  • Ice cream or cake?
  • Tacos or burritos?
  • Soup or salad?
  • Eat only sweet dishes or only salty ones forever?
  • Vegan or never eat vegetables?
  • Hot sauce or ketchup on everything?
  • Restaurant dining or homemade food?
  • Breakfast for dinner or dinner for breakfast?

Dating and Couple This or That Questions

Find out your romantic preferences and see what you and your partner have in common.

  • Romantic dinner at home or fancy restaurant date?
  • Sunset walk or movie night?
  • Gifts or quality time?
  • Texting or calling?
  • Stay in or go out for date night?
  • Adventure sports or cozy cuddles?
  • Long road trip or weekend staycation?
  • Public displays of affection or private only?
  • Spontaneous plans or well-planned dates?
  • Share everything or keep some secrets?

Holiday This or That Questions

Bring out the festive cheer and see how people like to celebrate!

  • Christmas or Halloween?
  • New Year’s Eve party or quiet reflection?
  • Gifts or experiences?
  • Home for the holidays or travel away?
  • Give gifts or receive gifts?
  • Traditional meals or exotic feasts?
  • Early shopping or last-minute shopping?
  • Family reunions or friends’ get-togethers?
  • Decorating or cooking?
  • Fireworks or fairy lights?

School and College This or That Questions

Bring these to your next study group or campus hangout for an instant connection!

  • Multiple choice or essay questions?
  • Math or science?
  • Group project or solo project?
  • Library study or coffee shop study?
  • Online class or in-person class?
  • Early classes or late classes?
  • Homecoming or prom?
  • Sports day or cultural fest?
  • Dorm living or off-campus living?
  • Graduation party or quiet celebration?

Workplace This or That Questions

Lighten up your office or virtual meetings and understand your colleagues better!

  • Team projects or solo tasks?
  • Office or remote work?
  • Email or instant messaging?
  • Video calls or phone calls?
  • Organized scheduling or flexible hours?
  • Brainstorming sessions or written proposals?
  • Dressing up or casual wear?
  • Working lunch or break room break?
  • Stay late or come in early?
  • Icebreaker games or straightforward meetings?

Rapid Fire: More This or That Questions for Every Situation

Here are additional random questions to spark more spontaneous answers, perfect for big groups or quick rounds!

  • Be a hero or a villain?
  • Go without your phone or go without dessert for a week?
  • Binge-watch a show or read a whole book in a day?
  • Time travel or freeze time?
  • Always be early or always be late?
  • Have a rewind button or a pause button on your life?
  • Winter holiday or summer holiday?
  • Go camping or stay in a hotel?
  • Watch sports or play sports?
  • Classic art or modern art?

Frequently Asked Questions (FAQs)

What are the benefits of playing This or That?

This or That questions foster communication, build connections, break the ice, and help people learn about each other’s preferences in a fun, non-intimidating way.

Can This or That questions be used in work or educational settings?

Absolutely. They are excellent as icebreakers in meetings, workshops, or classrooms to build rapport and encourage participation.

How do I make my own This or That questions?

Pick any topic and come up with two contrasting choices. Make sure they’re both interesting or amusing so people enjoy choosing.

What’s the difference between ‘This or That’ and ‘Would You Rather’?

This or That questions are usually about simple preferences, while Would You Rather often involves picking between two challenging or imaginative scenarios.

Can children play This or That?

Yes! Just tailor the questions to suit their age and interests. It’s a great way to get kids talking and thinking.

Get Started and Have Fun!

Use this extensive list of 406 This or That questions to break the ice, get conversations flowing, and share plenty of laughs. Whether you’re with friends, family, or coworkers, there’s a question here for every occasion.

Sneha Tete
Sneha TeteBeauty & Lifestyle Writer
Sneha is a relationships and lifestyle writer with a strong foundation in applied linguistics and certified training in relationship coaching. She brings over five years of writing experience to thebridalbox, crafting thoughtful, research-driven content that empowers readers to build healthier relationships, boost emotional well-being, and embrace holistic living.

Read full bio of Sneha Tete
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