This compilation provides an extensive 1 inventory of 500 questions, covering various categories. These questions serve as a pathway to engaging and enlightening discussions with friends, dates, and family members.

What do “This or That Questions” entail?

A “This or That Question” involves each person selecting one of two given choices. These questions serve as a lighthearted method to add fun to any conversation and assist in breaking the ice. 

Whether utilized in team meetings or as conversation starters, they can be surprisingly revealing. 

Whether posed in quick succession or discussed to understand the reasoning behind the choices, you can anticipate laughs and surprises along the way.

25 Best This or That Questions

1. Coffee or tea?
2. Morning person or night owl?
3. Cats or dogs?
4. Fiction or nonfiction?
5. Beach vacation or mountain retreat?
6. Sweet or savory?
7. Action movie or comedy?
8. Book or e-reader?
9. Summer or winter?
10. Pizza or pasta?
11. Early bird or night owl?
12. City life or countryside?
13. Android or iPhone?
14. Netflix or Hulu?
15. Comedy club or live music?
16. Introvert or extrovert?
17. Pancakes or waffles?
18. Comedy or drama?
19. Sunsets or sunrises?
20. Road trip or flight?
21. Hiking or biking?
22. Cake or pie?
23. Music or podcasts?
24. Rain or snow?
25. Classic or modern?

This or That Questions for Couples

1. Movie night in or dinner date out?
2. Calling or texting?
3. Plan the date or be surprised?
4. Affirmation or gifts? 
5. Quality time or acts of service?
6. Plan it or wing it? 
7. Cooking together or ordering takeout?
8. Board games or video games?
9. Logic or emotions? 
10. PDA or no PDA? 
11. Meet the parents or meet the ex? 
12. Fancy dinner or takeout and a movie? 
13. Growth or security? 
14. Comedies or horror films?
15. Long walks or long talks?
16. Dinner at a fancy restaurant or homemade dinner by candlelight?
17. Morning cuddles or goodnight kisses?
18. Sharing dessert or getting separate treats?
19. Surprise gift or planned gift?
20. Early morning cuddles or late-night talks?
21. Adventure vacation or relaxing getaway?
22. Homemade breakfast or brunch at a cafe?
23. Dancing in the living room or at a club?
24. Joint bank account or separate finances?
25. History museum or haunted house?

Expert Tip: Explore beyond simple choices and discover a plethora of dynamic questions to engage your girlfriend or boyfriend!

Emotionally Deep This or That Questions

1. Vulnerability or strength?
2. Forgiveness or apology?
3. Silence or expression?
4. Solitude or companionship?
5. Truth or comfort?
6. Acceptance or change?
7. Gratitude or ambition?
8. Empathy or assertiveness?
9. Healing or understanding?
10. Past reflections or future aspirations?
11. Mind or heart decisions?
12. Listening or sharing?
13. Individual growth or shared experiences?
14. Open communication or unspoken connection?
15. Intuition or logic?
16. Emotional support or practical help?
17. Empowerment or reassurance?
18. Inner peace or passionate pursuit?
19. Letting go or holding on?
20. Authenticity or diplomacy?
21. Courage or patience?
22. Legacy or pleasure?
23. Adventure or contentment?
24. Innovation or tradition?
25. Spirituality or science?

Funny This or That Questions

1. Ninja skills or pirate charm?
2. Pillow fights or food fights?
3. Alien invasion or zombie apocalypse?
4. Unicorn pet or dragon sidekick?
5. Teleportation or time travel?
6. Super strength or super speed?
7. Dancing in the rain or singing in the shower?
8. Flying carpet or invisible cloak?
9. Circus performer or secret agent?
10. Talking animals or talking objects?
11. Chocolate-covered insects or pickle-flavored ice cream?
12. Magic wand or magic carpet?
13. Clown shoes or giant sunglasses?
14. Bubble wrap suit or duct tape armor?
15. Singing telegram or interpretive dance telegram?
16. Rubber chicken or whoopee cushion?
17. Mustache or monocle?
18. Marshmallow catapult or watermelon cannon?
19. Silly string or confetti cannon?
20. Rubber ducky or rubber chicken?
21. Disco ball or lava lamp?
22. Juggling chainsaws or fire breathing?
23. Bananas in pajamas or penguins in tuxedos?
24. Sock puppet theater or finger painting gallery?
25. Alien language lessons or monster etiquette classes?

This or That Food Questions

1. Pizza or burgers?
2. Tacos or sushi?
3. Pancakes or waffles?
4. Spaghetti or lasagna?
5. Ice cream cone or ice cream sundae?
6. French fries or onion rings?
7. Nachos or mozzarella sticks?
8. Popcorn or nachos at the movies?
9. Chocolate cake or cheesecake?
10. Chicken wings or chicken tenders?
11. Donuts or croissants?
12. Burritos or enchiladas?
13. Bagels or muffins?
14. Fried chicken or grilled chicken?
15. Macaroni and cheese or grilled cheese?
16. Shrimp cocktail or oysters on the half shell?
17. Caesar salad or Greek salad?
18. Lobster or crab?
19. Hot dog or bratwurst?
20. Steak or ribs?
21. Chow mein or fried rice?
22. Falafel or gyro?
23. Pad Thai or sushi rolls?
24. Beef tacos or fish tacos?
25. Clam chowder or lobster bisque?

This or That Questions for Work

1. Email or phone call for quick communication?
2. Laptop or desktop computer?
3. In-person meeting or video conference?
4. Casual dress code or formal attire?
5. Coffee or tea for a productivity boost?
6. Sticky notes or digital reminders?
7. Google Docs or Microsoft Office?
8. Agile or waterfall project management?
9. LinkedIn or Twitter for professional networking?
10. Remote work or office environment?
11. Teamwork or individual projects?
12. Excel or PowerPoint for data presentation?
13. Scrum or Kanban for task management?
14. Pen and paper or digital note-taking?
15. Slack or Microsoft Teams for team communication?
16. Flexible hours or fixed schedule?
17. Standing desk or traditional desk?
18. Company-provided laptop or bring your own device?
19. Webinars or workshops for skill development?
20. Brainstorming sessions or structured meetings?
21. Performance bonuses or salary increases?
22. Employee of the month recognition or team awards?
23. Project management software or whiteboard planning?
24. Mentorship program or self-directed learning?
25. Quarterly reviews or continuous feedback?

This or That Questions for Kids

1. Cake or ice cream for dessert?
2. Playground or amusement park?
3. Swimming pool or beach?
4. Superhero or princess dress-up?
5. Bike or scooter for outdoor fun?
6. Storytime or movie night?
7. Pizza or hamburgers for dinner?
8. Hide and seek or tag?
9. Color pencils or crayons for drawing?
10. Zoo or aquarium visit?
11. Teddy bear or doll for bedtime cuddles?
12. Building blocks or LEGO?
13. Hot chocolate or fruit smoothie?
14. Camping in the backyard or sleepover indoors?
15. Soccer or basketball to play?
16. Pajama party or costume party?
17. Board games or card games?
18. Trampoline or swing set in the backyard?
19. Science experiments or art projects?
20. Pirate treasure hunt or fairy scavenger hunt?
21. Jump rope or hopscotch?
22. DIY slime or homemade playdough?
23. Karaoke or dance party?
24. Indoor fort or outdoor tent?
25. Magic show or puppet theater?

This or That Questions for Gen Z

1. Snapchat or Instagram Stories?
2. TikTok dances or Instagram Reels?
3. Netflix binge or YouTube binge?
4. AirPods or over-ear headphones?
5. iPhone or Android?
6. Twitch streaming or esports gaming?
7. VSCO or vs. Instagram filters?
8. Spotify or Apple Music?
9. Instagram shopping or Amazon Prime?
10. Gen Z slang or classic expressions?
11. Online shopping or thrift store finds?
12. Podcasts or audiobooks?
13. Virtual hangouts or in-person meetups?
14. Memes or GIFs?
15. Sustainable fashion or fast fashion?
16. Selfies or group photos?
17. DIY skincare or skincare brands?
18. Food delivery or cooking at home?
19. Remote work or gig economy jobs?
20. Meditation apps or workout apps?
21. Crypto investments or traditional banking?
22. Influencer culture or content creation?
23. Online learning or traditional education?
24. Twitch live streams or YouTube gaming channels?
25. Self-expression through fashion or music?

This or That Questions for Millenials

1. Netflix or Hulu for streaming?
2. Avocado toast or brunch?
3. Instagram or Facebook for social networking?
4. Craft beer or fancy cocktails?
5. Selfies or group photos for Instagram?
6. Uber or Lyft for ridesharing?
7. Podcasts or audiobooks for commuting?
8. Student loan debt or credit card debt?
9. Yoga or CrossFit for fitness?
10. Traveling abroad or staycations?
11. Airbnb or traditional hotels?
12. Mobile banking or visiting the bank in person?
13. Meal kits or meal prep?
14. Harry Potter or Lord of the Rings?
15. Spotify or Pandora for music streaming?
16. Instagram influencers or YouTube vloggers?
17. Coffee shop or coworking space for remote work?
18. Renting or homeownership?
19. Online dating or meeting someone organically?
20. Side hustles or traditional 9-5 jobs?
21. Food trucks or fine dining?
22. Online forums or book clubs for discussions?
23. Sustainable living or convenience?
24. Thrifting or designer brands?
25. Social media detox or digital detox?

This or That Questions for Gen X

1. Vinyl records or cassette tapes?
2. Classic rock or 80s pop?
3. Atari or Nintendo?
4. Saturday morning cartoons or after-school specials?
5. Walkman or boombox?
6. Mixtapes or CDs?
7. VHS tapes or DVDs?
8. Arcade games or board games?
9. John Hughes movies or Steven Spielberg films?
10. Grunge fashion or preppy style?
11. MTV or VH1 for music videos?
12. Landline phones or pagers?
13. Roller skating or rollerblading?
14. Jean jackets or leather jackets?
15. Polaroid cameras or disposable cameras?
16. New Wave music or punk rock?
17. Breakfast club or Ferris Bueller’s Day Off?
18. Rubik’s Cube or Simon Says?
19. Boomers or Millennials for generational debates?
20. High-top sneakers or combat boots?
21. “Where’s the beef?” or “I’ve fallen and I can’t get up”?
22. Pac-Man or Space Invaders?
23. Walkie-talkies or secret hand signals?
24. Trapper Keepers or three-ring binders?
25. Billy Idol or Madonna?

This or That Questions for Boomers

1. Beatles or Rolling Stones?
2. Woodstock or Monterey Pop Festival?
3. Rotary phones or landline phones?
4. Drive-in movies or indoor theaters?
5. LP records or 8-track tapes?
6. Elvis Presley or Frank Sinatra?
7. Hippies or Beatniks?
8. Black-and-white TV or color TV?
9. Drive-in restaurants or diners?
10. Soda fountains or milkshakes?
11. Newsprint or digital news?
12. Encyclopedia sets or Google searches?
13. Classic cars or muscle cars?
14. Jukeboxes or live bands?
15. Poodle skirts or bell-bottoms?
16. Typewriters or word processors?
17. Sock hops or disco dances?
18. Family dinners at home or eating out?
19. Polaroid cameras or Kodak Instamatic?
20. Hula hoops or yo-yos?
21. The Ed Sullivan Show or The Tonight Show with Johnny Carson?
22. 1950s sitcoms or 1960s sitcoms?
23. AM radio or FM radio?
24. Pet rocks or mood rings?
25. Wood paneling or shag carpeting?

This or That Questions for College Students

1. All-nighter study session or early morning study session?
2. Coffee or energy drinks for late-night cramming?
3. Laptop or tablet for note-taking?
4. Dorm life or off-campus housing?
5. Ramen noodles or frozen pizza for quick meals?
6. Library or coffee shop for studying?
7. Group study sessions or solo study sessions?
8. Lecture halls or small seminar classes?
9. Printed textbooks or e-books?
10. Campus job or internship off-campus?
11. Greek life or student clubs?
12. Campus gym or outdoor workouts?
13. Public transportation or bike for getting around campus?
14. Netflix binge or movie night out?
15. Campus events or house parties?
16. Student discounts or budgeting apps?
17. Student loans or part-time job to pay for expenses?
18. Career fair or networking events?
19. Study abroad or exchange program?
20. Research paper or group project?
21. Campus food court or local restaurants?
22. College sports games or intramural sports?
23. DIY dorm decor or pre-made room sets?
24. Volunteer work or campus activism?
25. Freshman orientation or welcome week events?

Travel and Adventure This or That Questions

1. Beach vacation or mountain getaway?
2. Backpacking or luxury resort?
3. Road trip or international flight?
4. Camping in the wilderness or glamping in a cabin?
5. Scuba diving or skydiving?
6. Solo travel or group tour?
7. Cultural immersion or sightseeing tour?
8. Trekking through jungles or hiking in the desert?
9. Snorkeling or surfing?
10. Historical landmarks or natural wonders?
11. Foodie tour or outdoor adventure?
12. Wildlife safari or urban exploration?
13. Remote island escape or bustling city break?
14. Traveling by train or by plane?
15. Skiing in the Alps or snowboarding in the Rockies?
16. Staycation or exploring a new city?
17. Hot air balloon ride or helicopter tour?
18. Roadside attractions or hidden gems?
19. Couchsurfing or Airbnb?
20. Traveling light with a backpack or packing everything in a suitcase?
21. Exploring ancient ruins or modern architecture?
22. Volunteer vacation or wellness retreat?
23. Cruise ship or sailing yacht?
24. Camping under the stars or stargazing in an observatory?
25. Food market tour or cooking class?

Tech and Gadgets This or That Questions

1. iPhone or Android?
2. Mac or PC?
3. Laptop or tablet?
4. Smartwatch or fitness tracker?
5. Bluetooth headphones or wired headphones?
6. DSLR camera or mirrorless camera?
7. Virtual reality headset or augmented reality glasses?
8. Gaming console or gaming PC?
9. Smart home assistant: Amazon Alexa or Google Assistant?
10. E-reader or physical books?
11. Wireless charger or fast charger?
12. Noise-canceling headphones or true wireless earbuds?
13. Electric car or hybrid car?
14. Smart thermostat or smart light bulbs?
15. Robot vacuum or handheld vacuum?
16. Smart fridge or smart oven?
17. Drone with camera or action camera?
18. 4K TV or OLED TV?
19. Smart doorbell or smart lock?
20. Solar-powered gadgets or battery-powered gadgets?
21. Gaming laptop or gaming desktop?
22. Portable Bluetooth speaker or smart speaker?
23. Fitness app or personal trainer?
24. Home security camera system or video doorbell?
25. Mechanical keyboard or membrane keyboard?

Social Media and Communication This or That Questions

1. Facebook or Twitter?
2. Instagram Stories or Snapchat Stories?
3. LinkedIn or Reddit for professional networking?
4. WhatsApp or Facebook Messenger for messaging?
5. YouTube or TikTok for video content?
6. Pinterest or Tumblr for visual inspiration?
7. Discord or Slack for group communication?
8. Clubhouse or Twitter Spaces for live audio conversations?
9. Skype or Zoom for video calls?
10. Email or instant messaging for work communication?
11. Telegram or Signal for encrypted messaging?
12. Blogging or vlogging for content creation?
13. Emojis or GIFs for expressing emotions?
14. Instagram Live or Facebook Live for live streaming?
15. Podcasts or audiobooks for on-the-go listening?
16. Twitter threads or Instagram carousels for storytelling?
17. Facebook Groups or LinkedIn Groups for community engagement?
18. Voice messages or text messages?
19. Instagram Reels or YouTube Shorts for short-form videos?
20. Video calls or phone calls for keeping in touch?
21. Twitter polls or Instagram polls for engagement?
22. Stories or posts for sharing updates?
23. Instagram DMs or Twitter DMs for private messaging?
24. Snapchat streaks or Instagram streaks for daily interaction?
25. Bitmojis or Animojis for personalized avatars?

Daily Lifestyle This or That Questions

1. Morning person or night owl?
2. Shower in the morning or at night?
3. Coffee or tea to start the day?
4. Yoga or cardio for morning exercise?
5. Breakfast at home or on-the-go?
6. Newspaper or news app for staying informed?
7. Casual attire or business attire for work?
8. Home-cooked meals or takeout for dinner?
9. Reading books or watching TV before bed?
10. Journaling or meditation for mental clarity?
11. Walking or cycling for daily commute?
12. Grocery shopping in-store or online?
13. Homemade lunch or eating out?
14. Podcasts or music during commute?
15. Daily planner or digital calendar for organization?
16. Cooking dinner or ordering delivery?
17. Indoor plants or fresh flowers for home decor?
18. Meal prep on Sundays or cooking daily?
19. Evening walk or evening run?
20. Digital detox on weekends or staying connected?
21. DIY projects or home improvement?
22. Gardening or indoor succulent care?
23. Evening skincare routine or quick wash-up?
24. Family dinner at the table or in front of the TV?
25. Meditation or exercise for stress relief?

Personal Growth This or That Questions

1. Self-help books or motivational podcasts?
2. Setting goals or going with the flow?
3. Journaling or mindfulness meditation?
4. Seeking feedback or self-reflection?
5. Stepping out of comfort zone or staying within it?
6. Embracing failure or fearing it?
7. Learning a new skill or refining existing ones?
8. Gratitude journaling or visualization exercises?
9. Seeking mentors or learning independently?
10. Time management techniques or energy management techniques?
11. Taking risks or playing it safe?
12. Embracing vulnerability or maintaining a facade?
13. Prioritizing self-care or productivity?
14. Accepting imperfections or striving for perfection?
15. Actively seeking challenges or avoiding them?
16. Balancing work and life or integrating them?
17. Actively listening or speaking up?
18. Practicing empathy or assertiveness?
19. Embracing change or resisting it?
20. Engaging in personal development workshops or online courses?
21. Mindful eating or intermittent fasting?
22. Developing emotional intelligence or logical reasoning?
23. Joining personal growth communities or going solo?
24. Embracing solitude or seeking social connections?
25. Practicing self-compassion or self-discipline?

Relationships and Social Life This or That Questions

1. Quality time or acts of service as love language?
2. Date night at home or dinner at a restaurant?
3. Deep conversations or lighthearted banter?
4. Movie night in or live performance outing?
5. Texting or calling to stay in touch?
6. Meeting new people through events or mutual friends?
7. Introvert or extrovert in social settings?
8. Planning outings together or spontaneous adventures?
9. Traveling solo or with a partner?
10. Board game night or game night out?
11. Supporting each other’s hobbies or sharing common interests?
12. Meeting the parents early on or waiting a while?
13. Sharing chores or dividing them equally?
14. Sending handwritten letters or digital messages?
15. Remembering anniversaries or celebrating milestones?
16. Giving gifts or offering experiences?
17. Public displays of affection or private moments?
18. Attending weddings together or romantic getaways?
19. Hosting dinner parties or attending social events?
20. Maintaining separate friend groups or integrating them?
21. Resolving conflicts through communication or time apart?
22. Sharing passwords or respecting privacy?
23. Pet names or using each other’s real names?
24. Cooking together or ordering takeout?
25. Supporting each other’s goals or providing constructive criticism?

Fashion and Style This or That Questions

1. Casual streetwear or classic elegance?
2. Sneakers or loafers for everyday wear?
3. Jeans or trousers for bottoms?
4. T-shirt or button-up shirt for tops?
5. Statement accessories or minimalistic jewelry?
6. Backpack or messenger bag for daily use?
7. Sunglasses or hats for accessorizing?
8. Leather jacket or denim jacket for outerwear?
9. Skirt or dress for a night out?
10. High heels or flats for formal events?
11. Vintage thrifted finds or designer labels?
12. Statement piece or neutral tones?
13. Scarf or beanie for cold weather?
14. Layering clothes or keeping it simple?
15. Monochrome outfit or color blocking?
16. Statement socks or plain socks?
17. Belt or suspenders for holding up pants?
18. Watch or bracelet for wrist accessories?
19. Skinny jeans or wide-leg pants?
20. Crop top or oversized sweater?
21. Sneakers with dresses or heels with jeans?
22. Matching sets or mix-and-match separates?
23. Statement coat or statement shoes?
24. Graphic tee or plain tee?
25. Boho chic or minimalist style?

Holiday This or That Questions

1. Christmas or Halloween?
2. Thanksgiving at home or Thanksgiving at a relative’s house?
3. New Year’s Eve party or New Year’s Day brunch?
4. Summer vacation at the beach or winter vacation in the mountains?
5. Fourth of July barbecue or fireworks display?
6. Easter egg hunt or Easter brunch?
7. Valentine’s Day romantic dinner or Galentine’s Day celebration?
8. St. Patrick’s Day parade or pub crawl?
9. Family camping trip or luxury resort getaway?
10. Hanukkah or Diwali?
11. Mardi Gras in New Orleans or Carnival in Rio de Janeiro?
12. Labor Day weekend road trip or staycation?
13. Christmas tree: real or artificial?
14. Trick-or-treating or Halloween costume party?
15. Fireworks on Independence Day or Christmas Eve?
16. Memorial Day picnic or Memorial Day parade?
17. Family game night or holiday movie marathon?
18. Spring break in a tropical destination or exploring a new city?
19. Pumpkin pie or pecan pie for Thanksgiving dessert?
20. Secret Santa gift exchange or white elephant gift exchange?
21. Christmas lights: colorful or white?
22. Christmas morning brunch or Christmas dinner feast?
23. Elf on the Shelf or Advent calendar?
24. Winter sleigh ride or summer horseback riding?
25. International travel for the holidays or staying close to home?

This or That FAQs

What do “this or that” questions entail?

“This or that” questions serve as conversation starters, prompting individuals to select between two options. While they can be humorous or light-hearted, these questions often unveil underlying emotions and viewpoints. Some “this or that” questions purposely lack specificity, inviting diverse interpretations and adding to the enjoyment of the exchange.

How should you pose “this or that” questions?

A recommended approach is to impose a 5-second time limit for responses. When playing in a group, ensure everyone swiftly shares their choice. For one-on-one interactions, these questions can serve as engaging conversation starters.

What are the guidelines for posing “this or that” questions?

The rules are straightforward: you need at least two participants, and each person has a 5-second window to respond. Optionally, you can form teams and predict each other’s choices. Earn a point for each correct guess.

What qualifies as good this or that questions?

Good this or that questions are those that ignite conversation, showcasing personal preferences and provoking thought or amusement. Examples include “Coffee or tea?” or “Travel the world or have a dream home?”

More Great Questions!

Hopefully, you have enough this or that questions to last you a while! PRODUCT MARKET FIT

1. https://www.hbs.edu/faculty/Pages/item.aspx?num=52115