Last Updated on 21/10/2025
This or That questions are quick, fun prompts where you choose between two options like “Coffee or Tea?” or “Movies or Music?”. They’re perfect icebreakers for parties, classrooms, and team meetings, helping people connect instantly without pressure or awkward silence.
You’ve been there, the awkward silence before a meeting starts, the moment everyone’s staring at each other waiting for someone to speak.
I’ve been there too, and it’s painfully quiet. That’s when I learned the magic of This or That questions, simple, quick choices that make people laugh, open up, and start talking.
Think about it: “Coffee or tea?” sounds small, but it tells you more about someone than a dozen forced introductions.
Before you know it, you’re swapping opinions, laughing at weird preferences, and forgetting that this was supposed to be an icebreaker.
Whether you’re leading a team, hosting a party, or trying to make your next virtual call less robotic, this list of 300 This or That questions will help you turn awkward pauses into easy conversations.
What Makes “This or That” Questions So Fun?
Let’s be honest, people crave connection, but small talk drains everyone. You’ve probably seen it happen: someone asks, “So… how’s everyone doing?” and the room goes silent.
But throw in a quick “Pizza or burgers?” and suddenly everyone has an opinion. That’s the secret simplicity that sparks engagement.
“This or That” questions work because they don’t pressure anyone to think too hard. You’re giving choices, not essays. It’s easy, fast, and a little competitive.
You learn tiny details that make people human, who prefer beach vacations over mountains, or cats over dogs.
And that’s the beauty of it. These questions aren’t just for laughs; they break down walls. Whether you’re with colleagues, students, or friends, you’ll start seeing how quick choices can lead to great conversations, even friendships.
How to Use These Questions Effectively
Here’s the thing: it’s not about asking questions, it’s about creating moments. Whether you’re in a boardroom or on a couch with friends, the right “This or That” question can change the energy in the room.
If you’re leading a team meeting, try starting with something light: “Coffee or tea?” or “Early bird or night owl?” Within seconds, people smile, loosen up, and forget about the agenda for a minute. That’s when teamwork starts to feel human again.
At a party, you can make it a fun challenge. Go around the room rapid-fire style, no time to think, just answer.
You’ll see personalities shine, laughter break out, and strangers turn into friends faster than you’d expect.
For teachers or parents, these questions are gold. Kids love picking sides: “Ice cream or cake?” “Math or art?” They’ll answer before you even finish asking. It’s the easiest way to get kids talking and thinking without feeling like a lesson.
And if you’re online, you can turn them into polls or story games, Instagram, Zoom, Slack, it doesn’t matter. The key is to keep it short, spontaneous, and fun.
The Ultimate List of 300 This or That Questions
You’ve got the vibe, now you just need the list, the fun part.
I’ve broken these This or That questions into simple categories so you can jump straight to what fits your moment.
Whether you’re running a team huddle, hosting game night, or keeping kids entertained on a road trip, there’s a set for you here.
Let’s dive in:
1. Funny & Random This or That Questions
These are perfect when you want to lighten the mood. No deep thoughts here, just quick, ridiculous choices that spark laughter instantly.
- Coffee first or chaos first?
- Cats plotting or dogs drooling?
- Late-night snack or early regret?
- Netflix binge or spontaneous nap?
- Forget your phone or forget your wallet?
- Text all day or talk for five minutes?
- Pancakes on Monday or pizza for breakfast?
- Always 10 minutes early or fashionably late?
- Laugh at your own joke or wait for validation?
- Sleep all day or dream all night?
- Accidentally reply-all or forget to reply?
- Dance like no one’s watching or sing like everyone is?
- Lose your keys or lose your sanity?
- Ice cream in winter or soup in summer?
- Get lost in a mall or stuck in an elevator?
- Always hungry or always sleepy?
- Talk to plants or argue with Wi-Fi?
- Wear mismatched socks or inside-out shirt?
- Autocorrect your boss’s name or your crush’s?
- Laugh at a funeral or cry at a birthday?
- Trip on stage or spill coffee on a stranger?
- Be invisible in a Zoom call or muted forever?
- Forget your best friend’s birthday or your own?
- Be chased by ducks or stared at by pigeons?
- Watch the same movie forever or forget every ending?
- Eat spaghetti with a spoon or cereal with chopsticks?
- Sleep through your alarm or wake up too early?
- Always rhyme when you talk or sing every sentence?
- One eyebrow or no eyebrows?
- Use dial-up internet or live without Wi-Fi?
- Marry a meme lord or a movie snob?
- Always wear sunglasses indoors or socks with sandals?
- Be famous for one day or unknown forever?
- Forget how to read or forget how to type?
- Have a parrot that roasts you or a cat that judges you?
- Talk in movie quotes or song lyrics?
- Always sneeze mid-sentence or hiccup during interviews?
- Be allergic to weekends or coffee?
- Step on Lego or spill coffee on your laptop?
- Be stuck in traffic or stuck in a group chat?
- Own 100 shoes or one that fits every outfit?
- Have a rewind button or a pause button in life?
- Constantly drop your phone or your food?
- Be stuck in the ‘90s or fast-forward to 2050?
- Have your ex as your boss or your boss as your roommate?
- Always say what you think or never speak again?
- Be followed by a laugh track or dramatic music?
- Forget your password or your wedding anniversary?
- Talk to AI all day or explain AI to everyone?
- Have your life narrated by Morgan Freeman or your mom?
2. Work & Team-Building Questions
If you’ve ever been in a meeting where no one talks, this list saves the day. These are safe, fun, and perfect for team icebreakers or remote calls.
- Work from home or office vibes?
- Coffee breaks or brainstorming breaks?
- Team lunch or solo sandwich?
- Early meetings or late deadlines?
- Open office or private cubicle?
- Zoom calls or face-to-face chats?
- Formal dress code or comfy hoodie?
- Office snacks or coffee machine?
- Short Fridays or long weekends?
- Praise in public or feedback in private?
- Work smarter or work harder?
- Flexible hours or fixed schedule?
- Group projects or solo missions?
- Quick emails or long meetings?
- To-do lists or sticky notes?
- Leadership role or support role?
- Deadlines or extensions?
- Brainstorming chaos or organized planning?
- Big goals or small wins?
- Office parties or team outings?
- Daily stand-up or weekly sync?
- Slack messages or in-person talks?
- Recognition awards or pay raise?
- Mentor someone or be mentored?
- Plan everything or wing it?
- Coworking space or corner desk?
- Celebrate milestones or move to the next goal?
- Constructive criticism or silent judgment?
- Overachiever or under-promise & over-deliver?
- Coffee chats or performance reviews?
- Motivational posters or memes on the wall?
- Delegate tasks or do it yourself?
- Clear goals or creative freedom?
- Job security or career growth?
- Internal promotions or new hires?
- Tight deadlines or loose planning?
- Silent workspace or background music?
- Lunch breaks together or quiet recharge time?
- Manage a team or be part of one?
- Company retreat or conference trip?
- Constructive feedback or constant praise?
- Celebrate birthdays or project completions?
- Shared goals or individual KPIs?
- Daily reports or weekly updates?
- Email threads or project dashboards?
- Brainstorm in person or virtually?
- Big picture thinker or detail-focused?
- Startup culture or corporate structure?
- Take risks or play it safe?
- End the week with pizza or performance reviews?
3. Friends & Family Questions
Want to know your people better? These spark conversations that feel personal but light, perfect for family dinners or long drives.
- Family dinner or movie night?
- Game night chaos or chill Netflix evening?
- Inside jokes or deep talks?
- Call your best friend or text your cousin?
- Cook together or order takeout?
- Beach vacation or mountain getaway?
- Borrow clothes or never share?
- Sibling prank war or family photo day?
- Homemade gifts or store-bought surprises?
- Laugh till you cry or cry till you laugh?
- Cousins as besties or siblings as rivals?
- Go camping or stay at a resort?
- Old family photos or new TikToks?
- Mom’s advice or dad’s jokes?
- Sunday brunch or midnight snacks?
- Help move furniture or babysit the kids?
- Road trip together or flight adventure?
- Karaoke night or board game night?
- Big family reunion or small get-together?
- Inside jokes or embarrassing stories?
- Sibling roast or sibling compliment battle?
- Babysit your niece or walk the family dog?
- Friendsgiving or family BBQ?
- Childhood memories or new adventures?
- Family gossip or friendly secrets?
- Movie marathon or outdoor picnic?
- Forget birthdays or forget anniversaries?
- Group selfie or candid moments?
- Favorite cousin or favorite sibling (choose wisely)?
- Call mom or text dad?
- Family WhatsApp group or silent mode?
- Borrow your sibling’s stuff or lose your own?
- Cook the meal or clean the mess?
- Stay up talking or fall asleep mid-conversation?
- Friend drama or family drama?
- Be the funny one or the chill one?
- Help a friend move or drive your parents around?
- Share your food or guard your plate?
- Family talent show or trivia night?
- Sleepover with friends or family, road trip?
- Roast your best friend or hype them up?
- Tell the truth or make them laugh?
- Babysit your friend’s kid or pet-sit their cat?
- Group vacation or solo trip?
- Gift surprises or honest wishlists?
- Be the host or the guest?
- Friend’s wedding or family reunion?
- Old memories or new beginnings?
- Laugh over pizza or cry over coffee?
- Stick with family or choose your own tribe?
4. Kids & Students This or That Questions
Kids are the easiest to entertain and the hardest to keep focused. These questions make learning feel like play and keep their minds curious without them even realizing it.
- Recess or lunch break?
- Math test or art class?
- Pencil or pen?
- Ice cream or chocolate?
- Homework or house chores?
- Super speed or invisibility?
- Field trip or fun fair?
- Online class or school bus ride?
- Group project or solo study?
- Early dismissal or no homework?
- Read a book or watch a movie?
- Favorite teacher or favorite subject?
- Science experiment or history quiz?
- Backpack full or locker mess?
- Sports day or talent show?
- Pop quiz or oral test?
- Pizza party or ice cream truck?
- Playground or video games?
- Art class or music class?
- Spelling bee or math marathon?
- Sit in the front row or back bench?
- Paper airplane or origami crane?
- Wear uniform or casual dress?
- Summer holidays or winter break?
- Big school or small class?
- Teacher’s pet or class clown?
- School trip or staycation?
- Write an essay or give a speech?
- Share your lunch or trade it?
- Notebook doodles or classroom notes?
- Science fair or school play?
- Quiz competition or art contest?
- Play dodgeball or soccer?
- Favorite teacher forever or no exams forever?
- Carry a heavy backpack or forget your homework?
- Study alone or with friends?
- Funny teacher or strict teacher?
- Win a medal or get a gold star?
- Pencil case or smart tablet?
- Library day or sports day?
- School bus ride or parent drop-off?
- Sit next to your best friend or your crush?
- Lunchbox surprise or cafeteria food?
- Clean the board or ring the bell?
- Art project or science project?
- Long lecture or group activity?
- Funny substitute teacher or no teacher at all?
- Win a spelling bee or ace a math quiz?
- Recess games or lunchtime stories?
- Graduate early or stay with friends another year?
Pro tip: Teachers love using these as warm-ups. Parents can turn them into bedtime chats that actually make kids talk.
5. Couples & Relationship This or That Questions
You think you know your partner… until you ask whether they’d rather skip breakfast or skip Netflix. These playful prompts keep things light, honest, and just a bit flirty.
- Morning cuddles or midnight talks?
- Movie night or dinner date?
- Long drives or cozy weekends?
- Matching hoodies or surprise gifts?
- Coffee together or late-night dessert runs?
- Beach walk or mountain hike?
- Cooking together or eating out?
- Inside jokes or deep conversations?
- Text all day or talk once at night?
- Old love songs or new playlists?
- Slow dancing or binge-watching?
- Love letters or flirty texts?
- Sunrise date or stargazing night?
- Stay-in Sundays or spontaneous road trips?
- Handwritten notes or funny memes?
- Share dessert or order your own?
- Double dates or time alone?
- Picnics in the park or candlelight dinners?
- Playful teasing or sweet compliments?
- First kiss memory or first vacation memory?
- Netflix marathon or board game night?
- Public displays or private affection?
- Hold hands or arm around shoulders?
- Romantic comedy or action movie?
- Say “I love you” or “I’ve got your back”?
- Photo albums or live-in-the-moment?
- Long phone calls or quick check-ins?
- Supportive silence or constant chatter?
- Hugs that last or surprises that count?
- Plan everything or go with the flow?
- Travel together or build something together?
- Cook breakfast or bring coffee to bed?
- Favorite restaurant or try something new?
- Celebrate anniversaries big or small?
- Be each other’s cheerleader or challenger?
- Old-school romance or modern love?
- Late-night confessions or morning laughter?
- Share a playlist or share a secret?
- Laugh until you cry or cry until you laugh?
- Watch the sunset or chase the sunrise?
- Stay up talking or fall asleep holding hands?
- Talk things out or give space to think?
- Romantic gestures or quiet understanding?
- Send a text or show up in person?
- Be each other’s best friend or biggest fan?
- Plan surprises or hate surprises?
- Laugh at mistakes or fix them fast?
- Give flowers or plant them together?
- Spontaneous dates or planned adventures?
- Love language: words or actions?
Tip: Use these on date nights or long drives; they turn small questions into great conversations.
6. Deep & Thoughtful This or That Questions
When you want real conversations, not small talk, these are the ones. Perfect for late-night chats, journaling sessions, or deep talks with friends.
- Success or happiness?
- Truth or comfort?
- Forgive or forget?
- Be loved or respected?
- Logic or intuition?
- Past or future?
- Dream big or live small?
- Change the world or change yourself?
- Speak your mind or stay silent?
- Follow your head or your heart?
- Peace or passion?
- Control or trust?
- Adventure or stability?
- Take risks or play it safe?
- Be remembered or stay unknown?
- Give advice or take it?
- Stay loyal or stay honest?
- Ask questions or find answers?
- Live forever or love once?
- Lose everything or never try?
- Be strong or be soft?
- Perfection or progress?
- Fast success or slow growth?
- Share your story or keep it private?
- Follow your dreams or family expectations?
- Be independent or interdependent?
- Focus on goals or on gratitude?
- Truth that hurts or lie that heals?
- Destiny or free will?
- Work for money or purpose?
- Regret what you did or what you didn’t do?
- Lead the way or follow with faith?
- Control your future or accept your fate?
- Save someone else or save yourself?
- Be understood or be accepted?
- Start over or keep going?
- Love yourself or love others first?
- Memories or new experiences?
- Know too much or feel too deeply?
- Silence or conversation?
- Win the argument or keep the peace?
- Grow alone or grow together?
- Lose time or lose people?
- Trust again or protect yourself?
- Comfort zone or chaos?
- Be right or be kind?
- Old friendships or new connections?
- Listen more or speak less?
- Faith or logic?
- Focus on now or plan ahead?
Try this: Use them to open up honest discussions. You’ll be surprised by what people share when the question feels simple. Pro Tips to Make It Interactive
Here’s the thing: a list of questions is great, but the magic happens in how you use them. I’ve seen people turn a regular team meeting or dinner party into something unforgettable, all because they made these “This or That” questions interactive.
If you’re hosting a team call, don’t overthink it. Drop a question in the chat and let everyone react with emojis. It’s fast, fun, and keeps engagement alive. You’ll be surprised how much personality comes out in those quick choices.
When you’re with friends or family, turn it into a challenge. Set a timer. Everyone has to answer in three seconds, no explanations, no thinking. You’ll get honest, funny, and sometimes ridiculous answers that make the room light up.
For teachers or event hosts, create a live poll using tools like Mentimeter or Kahoot. Watching results appear in real-time brings energy and laughter to even the quietest group.
And if you’re a content creator, this is your goldmine. “This or That” posts on Instagram or YouTube Shorts always pull engagement because people love sharing their opinions. You’re not just posting, you’re starting conversations.
The goal isn’t to ask all 300. It’s to pick a few that fit your vibe and let the answers bring people together. That’s the part most lists miss: the connection.
Final Thoughts
If you’ve made it this far, you’ve already got more than just a list of This or That questions; you’ve got a simple way to make people connect again.
In a world full of screens and distractions, sometimes all it takes is one question, “Coffee or tea?” to remind us that real conversations still matter.
Whether you’re using these prompts in a classroom, a team call, or a cozy night with friends, the goal is always the same: connection over perfection.
When I started using these, I wasn’t trying to “break the ice.” I was trying to understand people better, and that’s what makes these questions timeless.
So, go ahead, pick your favorites, start asking, and watch how fast laughter, stories, and memories start to flow.
And if you loved this list, share it with someone who could use a smile today because sometimes, that’s all it takes to start a great conversation.
Loved these “This or That” questions? Here’s one for you: Traffic or Conversions?
At Marketing Lad, we make sure you don’t have to choose.
Contact us to get both.
Frequently Asked Questions
They’re short, fun prompts where you choose between two options, like “Summer or winter?” or “Cats or dogs?” Simple, low-pressure, and perfect for breaking the ice or sparking laughs anywhere.
Start meetings with one fun question; it lightens the mood and gets people talking. Remote teams love it too; just drop a question in chat or a poll to see instant reactions. It’s engagement without the awkward small talk.
Absolutely. They’re great for developing quick thinking and communication skills. Plus, kids love picking sides. You’ll get answers before you even finish asking!
“This or That” is about preferences, simple choices like “Tea or coffee?”. “Would You Rather” goes deeper, often hypothetical or funny (“Would you rather fly or be invisible?”). Both are fun, but “This or That” is faster and easier to play anywhere.
Definitely, they’re perfect for polls, reels, and stories. People love sharing their picks, which naturally boosts engagement. Try posting a few daily; you’ll be amazed at how many comments roll in.
