List
250+ Fun This or That Questions to Liven Your Conversations in 2025
Whether you’re hanging out at a friend’s birthday, swiping through a new dating app, or breaking the ice at work, there’s one playful trend that continues to dominate conversations in 2025: this or that questions. Simple in form but surprisingly powerful, these fun pick-one-only prompts have evolved into a go-to social tool for connection. And it’s not hard to see why.
With just two options to choose from—coffee or tea, sunrise or sunset, karaoke or game night, this or that questions spark curiosity, laughter, and even vulnerability. The best part? There’s no right answer, just personality, preferences, and a chance to see a new side of someone you thought you already knew.
So why are these quirky either-or questions suddenly everywhere? And what makes them such a powerful way to deepen relationships? Let’s take a closer look.
What Makes “This or That” So Addictive in Conversations?
There’s something uniquely engaging about the simplicity of this or that questions. At their core, they remove pressure. You’re not being asked to tell your life story or make a case—you must choose between two relatable things. That makes it easy for introverts and extroverts alike to jump in.
Additionally, the binary structure encourages quick answers, which keeps the conversation’s rhythm light and playful. Whether you’re choosing between waffles or pancakes, Marvel or DC, or being stuck in IKEA overnight or a haunted house, every answer reveals a little something about who you are.
Psychologists suggest that these prompts work so well because they tap into micro-preferences—tiny truths about what we like and dislike that can build rapport faster than deep, probing questions. They’re perfect icebreakers, conversation starters, and even stress relievers.
Why Gen Z and Millennials Are Hooked on This Game
This or That-Gen Z Millennials.
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While this or that questions aren’t new, their rise to social stardom can largely be credited to Gen Z and millennials, who’ve made them a mainstay on Instagram Stories, TikTok captions, and viral challenges.
Whether it’s a rapid-fire Q&A between influencers or a cozy “get to know me” moment between couples on YouTube, viewers love watching people squirm over fun decisions—dogs or cats, night in or night out, gold or silver. The relatability is real.
Dating apps have also embraced the format. In 2025, platforms like Hinge, Bumble, and Feeld have built entire profiles around “either/or” selections. Users swipe not just on looks but on shared choices like “staycation or vacation,” “text or call,” or “karaoke or movie night.”
This or That Questions Are Making Their Way into Relationships Too
Beyond dating, couples—especially new ones—are turning to this or that questions as a way to explore each other’s quirks, humour, and intimacy levels. It’s now common to see romantic partners exchange questions like:
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“Cuddles on the couch or hand-holding on a walk?”
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“Sunrise kisses or late-night talks?”
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“Pizza and wine or breakfast in bed?”
Even long-term partners use them as a playful date night ritual. The questions might feel simple, but they often spark deeper conversations about values, routines, and compatibility—without ever feeling too serious.
Many couples say they’ve found more joy in these games than in traditional checklists or compatibility tests. Why? Because they make learning about your partner feel fun and pressure-free.
How Parents and Teachers Are Using These Questions for Kids
Questions for Kids.
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It’s not just adults getting in on the fun. Parents and educators are also embracing “this or that questions” questions as a tool for sparking creativity, improving communication skills, and helping children express themselves in safe and simple ways.
Questions like “Ice cream or cake?”, “Dinosaurs or robots?”, or “Play inside or outside?” give kids a chance to think critically and articulate preferences. For younger kids, it’s a fun way to discover their interests. For teens, it becomes a subtle form of emotional check-in.
Classrooms are even using themed question-of-the-day boards, with students taking turns choosing their side and explaining why. It’s helping to build community, boost confidence, and maintain high engagement—even on a Monday morning.
Friends Are Turning Them Into Party Games
Forget traditional party icebreakers. In 2025, this or that questions are the star of game nights, bridal showers, and birthday celebrations.
Groups use categories like “funny,” “spicy,” “weird,” and “relationship-themed” to take turns answering questions like:
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“Have fingers as long as your legs or legs as long as your fingers?”
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“Fight a bear or 50 chickens?”
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“Be stuck in IKEA or a theme park overnight?”
The laughter is endless, especially when the questions get absurd. It’s also a great way to discover who in your group has the wildest imagination or the most unexpected logic. Some groups have even added drinks or dares to the game, turning it into a grown-up version of truth or dare—without the awkward silence.
Social Media Trends Are Amplifying the Craze
In today’s content-driven world, this or that questions fit perfectly with quick-scroll platforms. Instagram users post side-by-side photos—“Mountains or Beach?”—and ask their followers to vote. TikTokers film couples or besties answering 50 questions in 30 seconds. YouTubers create entire challenges based on themed rounds, such as food, love, lifestyle, or personal values.
And it’s not just entertainment. Influencers are using their choices to express personality, build authenticity, and invite connection. After all, when a creator reveals they’re a “vanilla over chocolate” kind of person or prefers “morning coffee over nightcap,” fans feel like they’re learning something real—even if it’s small.
The Psychology Behind the Connection
Dogs or Cats.
Source: Canva/Unsplash
Experts note that while this or that questions may seem surface-level, they serve a deeper purpose. According to psychologists, shared preferences build feelings of closeness, while differences spark curiosity and conversation. This balance is key to forming and deepening connections.
What’s more, these questions require quick decisions, which can reveal authentic personality traits in real-time. It removes the performative pressure often seen in more formal settings.
When used intentionally—such as during a first date or team-building session—these playful prompts can break down barriers and encourage more natural dialogue.
Where to Use “This or That” in Real Life
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On a first date: Instead of diving straight into career talk, ask “Dogs or cats?” or “Sunset or sunrise?”
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At work: Break the ice at morning meetings with fun questions like “Coffee or tea?” or “Mac or PC?”
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With friends: Use themed rounds on game nights to stir laughs and deep convos.
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In family chats: Use kid-friendly versions like “Unicorns or dragons?” or “Snow or rain?”
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In content creation: Prompt your followers with visually styled polls and engage in comments.
This or that questions are more than just a fun game — they’re a way to discover who your friends, loved ones, or even coworkers really are. Whether you’re breaking the ice at a party, looking for flirty fun with a crush, or deepening a family bond, these questions can bring unexpected laughs and surprising insights.
From hilarious hypotheticals to cozy couple convos, we’ve gathered 250+ of the best this or that questions grouped into thoughtful categories to match every mood and setting.
Classic This or That Questions
These classic “This or That” questions are perfect to start with—easy, fun, and great for anyone.
- Coffee or tea?
- Cats or dogs?
- Sweet or salty?
- Early bird or night owl?
- Books or movies?
- Summer or winter?
- Netflix or YouTube?
- Pancakes or waffles?
- Pizza or burgers?
- Ice cream or cake?
- Rain or snow?
- Beaches or mountains?
- Text or call?
- Fiction or nonfiction?
- Board games or video games?
- Big party or small gathering?
- Gold or silver?
- Fast food or homemade?
- Music or podcasts?
- Sunglasses or hats?
- Road trip or plane ride?
- Indoor or outdoor activities?
- Shopping online or in-store?
- Sneakers or sandals?
- Comedy or horror movies?
- Milkshake or smoothie?
- Singing or dancing?
- Window seat or aisle seat?
- Chocolate or vanilla?
- Breakfast or dinner?
Kids’ This or That Questions
Great for family game nights or car rides with the little ones.
- Superheroes or cartoons?
- Dinosaurs or robots?
- Pizza or tacos?
- Inside or outside play?
- Unicorns or dragons?
- Swimming or running?
- Drawing or reading?
- Ice cream cone or sundae?
- Roller coasters or merry-go-round?
- Singing or dancing?
- Legos or Play-Doh?
- Zoo or aquarium?
- Batman or Superman?
- Disney or Pixar?
- Cake or chocolate?
- Fast food or homemade?
- Big dogs or small dogs?
- Snowball fight or water balloon fight?
- Halloween or Christmas?
- Ice skating or rollerblading?
- Jungle animals or sea animals?
- Merry-go-round or bumper cars?
- Trick or treat or Easter egg hunt?
- Fairy tales or superhero stories?
- Crayons or markers?
- Bubble bath or shower?
- Hide-and-seek or tag?
- Watching a movie at home or in a theatre?
- Pajamas or costumes?
- Sandwiches with or without crust?
Teens’ This or That Questions
These questions help teens connect over trends, favorites, and fun choices.
- TikTok or Instagram?
- Studying or hanging with friends?
- Summer vacation or winter break?
- Night owl or early bird?
- iPhone or Android?
- Group chat or one-on-one conversation?
- Concert or music festival?
- Books or e-books?
- Laptop or tablet?
- Hoodie or jacket?
- Sneakers or boots?
- Road trip or flight?
- Snapchat or WhatsApp?
- Hot chocolate or coffee?
- Netflix binge or YouTube spiral?
- Window shopping or buying spree?
- Gym or spa day?
- Hoodie or denim jacket?
- Spicy chips or sweet candy?
- Cooking or ordering takeout?
- Science or literature?
- Fantasy or sci-fi?
- Math or history?
- Romantic comedy or action movie?
- City skyline or forest view?
- Dorm room or live at home?
- Bike or skateboard?
- Ice cream or frozen yoghurt?
- Public speaking or writing an essay?
- Mall hangout or gaming night?
Friends’ Night Questions
Awesome for friend groups to dig deep or get goofy.
- Stay in or go out?
- Game night or movie night?
- Pizza or Chinese takeout?
- Drinks or dessert?
- Karaoke or charades?
- Costume party or pajama party?
- Bowling or mini golf?
- Chill night or themed night?
- Trivia or truth or dare?
- Matching outfits or funny T-shirts?
- TikTok dance challenge or prank wars?
- Silent disco or loud party?
- Fire pit or hot tub hangout?
- Card games or board games?
- Road trip playlist or movie soundtrack?
- Inside jokes or wild dares?
- Dessert first or after the meal?
- Movie marathon or spontaneous adventure?
- Music blast or deep convos?
- Flashlight tag or hide-and-seek?
- Roller rink or arcade?
- Ice cream bar or candy bar?
- Matching nails or matching shoes?
- Pool party or bonfire night?
- Selfie challenge or dance-off?
- Share secrets or swap stories?
- Pictionary or charades?
- Popcorn or chips?
- Elevator selfie or mirror selfie?
- Emoji texting or voice notes?
Couples’ This or That Questions
Lighthearted yet revealing—perfect for couples to build a connection.
- Breakfast in bed or dinner out?
- Netflix and chill or movie theatre?
- Cuddles or kisses?
- Texting or calling?
- Hand-holding or hugging?
- Surprise date or planned itinerary?
- Cooking together or ordering in?
- Kisses in the rain or under the stars?
- Sweet messages or flirty memes?
- Road trip or staycation?
- Stargazing or beach walk?
- Singing together or dancing together?
- Shared hobbies or opposite interests?
- Long convos or quiet cuddles?
- Favorite meal or new cuisine?
- Double date or solo time?
- Spa night or adventure date?
- Reading together or watching TV?
- Matching PJs or T-shirts?
- Surprise gifts or heartfelt notes?
- Big romantic gestures or small acts of love?
- Romantic getaway or cozy weekend in?
- First kiss or first “I love you”?
- Dancing in the kitchen or slow dancing outside?
- Cute selfies or goofy ones?
- Inside jokes or meaningful memories?
- Candlelit dinner or stargazing picnic?
- Cheesy romance or slow-burn love?
- Holding hands in public or private?
- Silly teasing or deep emotional talks?
- Beach sunset or mountain sunrise?
- Matching playlists or photo albums?
- Watching the sunrise or sleeping in?
- Movie marathon or board game duel?
- Saying “I love you” daily or writing it down?
- Flirty texts or surprise hugs?
- Laughing till it hurts or crying happy tears?
- Morning cuddles or goodnight kisses?
- Cozy hoodies or fancy outfits?
- Love letters or voice notes?
Creative and Random Fun
These questions are downright ridiculous—but that’s the point.
- Puzzle or riddle?
- Balloons or confetti?
- Fireworks or laser show?
- Pirates or ninjas?
- Time travel or mind reading?
- Super speed or invisibility?
- Aliens or robots?
- Bigfoot or mermaid?
- Flying carpet or magic wand?
- Haunted house or escape room?
- Comedy show or magic show?
- Theme park or zoo?
- Hidden talent or famous skill?
- Live in the past or future?
- Paintball or laser tag?
- Reality show or game show?
- Spaceship or submarine?
- Stand-up or improv?
- Carnival or circus?
- Talent show or spelling bee?
- Flying or teleportation?
- Daydream or deep thought?
- Outer space or deep ocean?
- Time machine or cloning?
- Write a book or direct a movie?
- Giant cake or endless pizza?
- Campfire stories or flashlight games?
- Alien encounter or ghost sighting?
- Haunted hotel or abandoned amusement park?
- Dream job or dream home?
Work & Productivity Questions
Perfect for getting to know someone on a more meaningful level.
- Remote work or office?
- Emails or meetings?
- Team project or solo task?
- Brainstorm or execute?
- To-do list or calendar?
- Coffee break or power nap?
- Business casual or dress down?
- Morning shift or night shift?
- Deadlines or flexibility?
- Work from café or home?
- Typing or writing?
- Open office or private space?
- Motivation playlist or silence?
- Text chat or video call?
- Multitasking or deep focus?
- Job security or adventure?
- Startups or corporations?
- Weekly goals or daily tasks?
- Commute or telecommute?
- Boss-led or self-managed?
- Work smarter or work harder?
- Side hustle or full-time grind?
- Learning new skills or mastering one?
- Dress code or free style?
- 1-on-1s or team meetings?
- Stand-up desk or seated desk?
- Coffee first or check emails first?
- Weekly reports or monthly check-ins?
- Video call or phone call?
- Manual or automation?
Travel & Lifestyle Questions
- Backpacking or luxury trip?
- Cruise or road trip?
- Train ride or flight?
- City tour or jungle safari?
- Airbnb or hotel?
- Guided tour or explore alone?
- Beachfront or forest cabin?
- Travel light or overpack?
- Local cuisine or fast food abroad?
- Morning hike or sunset stroll?
- Mountains or oceans?
- Group travel or solo adventure?
- Staycation or international travel?
- New culture or familiar place?
- Ice hotel or desert camp?
- Bungee jump or zipline?
- Travel for work or travel for fun?
- Rent a car or public transport?
- Try new foods or stick to what you know?
- Touristy places or hidden gems?
- Maps or GPS?
- Sunrise hike or midnight stroll?
- Travel in summer or winter?
- Pack early or last-minute?
- Learn phrases or use a translation app?
- Cultural immersion or relaxing break?
- Local souvenirs or digital memories?
- Instagram stories or travel journal?
- Photo album or scrapbook?
- Spontaneous or well-planned trip?
FAQs
What is the purpose of “This or That” questions? They help spark conversations and reveal personal preferences in a fun, low-pressure way. Great for icebreakers, team-building activities, or casual conversations.
Can this or that questions be used for all ages? Yes! With proper categorisation, the questions can be tailored to be age-appropriate for kids, teens, adults, or couples.
How do you make the game more engaging? Set a timer for quick-fire rounds, guess each other’s answers, or turn it into a competition with points.
Are there rules to follow? Not really — it’s meant to be flexible. You can use these for bonding, as conversation starters, or even on social media.
Can it be used in remote or virtual settings? Absolutely. These questions are perfect for virtual team building or Zoom hangouts.
