250 ‘This or That’ Questions You Can Ask Your Coworker

Building connections with coworkers is essential for creating a positive work environment and fostering collaboration. One fun and engaging way to get to know your coworkers better is by playing the “This or That” game. It’s a simple, quick game that sparks conversation, reveals personalities, and often leads to surprising discoveries about one another.

Here’s a list of 250 ‘This or That’ questions in 25 categories you can ask your coworkers to break the ice, lighten up a meeting, or simply enjoy a casual chat during a coffee break.

1. Classic Questions

2. Work-Related

3. Food & Drink

4. Technology Preferences

5. Entertainment Choices

6. Lifestyle & Travel

7. Personal Preferences

8. Style & Fashion

9. Seasonal & Holiday Fun

10. Health & Wellness

11. Creative & Artistic Choices

12. Relationships & Socializing

13. Random Fun

14. Career & Ambition

15. Nostalgia & Memories

16. Productivity & Focus

17. Personal Growth & Development

18. Home & Living

19. Pets & Animals

20. Weekend Plans

21. Eco & Sustainability Choices

22. Music & Arts

23. Dreams & Aspirations

24. Leisure & Hobbies

25. Random Fun Extras

    Classic Questions

26. Coffee or Tea?

27. Early bird or Night owl?

28. Sweet or Savory?

29. Winter or Summer?

30. City or Country?

31. Books or Movies?

32. Beach or Mountains?

33. Cats or Dogs?

34. Sunrise or Sunset?

35. Pizza or Burger?

Work-Related

1. Remote work or Office work?

2. Email or Slack?

3. Working alone or Working in a team?

4. Paper planner or Digital planner?

5. Brainstorming or Researching?

6. Open office or Private office?

7. Business casual or Formal attire?

8. Desk lunch or Going out?

9. PowerPoint or Google Slides?

10. Meeting in the morning or Meeting in the afternoon?

Food & Drink

1. Chocolate or Vanilla?

2. Ice cream cone or Ice cream sundae?

3. Wine or Beer?

4. Spicy or Mild?

5. Salty snacks or Sweet snacks?

6. Breakfast or Dinner?

7. Cake or Pie?

8. Smoothie or Milkshake?

9. French fries or Onion rings?

10. Sushi or Tacos?

Technology Preferences

1. iPhone or Android?

2. Mac or PC?

3. Online shopping or In-store shopping?

4. Netflix or Hulu?

5. Social media or No social media?

6. Digital books or Printed books?

7. Streaming music or Radio?

8. Bluetooth headphones or Wired headphones?

9. Google or Bing?

10. Smartwatch or Fitness tracker?

Entertainment Choices

1. Comedy or Drama?

2. Superhero movies or Rom-coms?

3. Concert or Movie theater?

4. Sports game or Theater play?

5. Netflix binge or Reading a book?

6. Karaoke or Dance party?

7. Reality TV or Documentary?

8. Horror movies or Science fiction?

9. Podcast or Audiobook?

10. Board games or Video games?

Lifestyle & Travel

1. Adventure vacation or Relaxation vacation?

2. Camping or Glamping?

3. Road trip or Flying?

4. Hotel or Airbnb?

5. Traveling alone or Traveling with a group?

6. Backpacking or Luxury travel?

7. Visiting museums or Exploring nature?

8. Theme park or National park?

9. Staycation or Travel abroad?

10. Guided tour or Explore on your own?

Personal Preferences

1. Introvert or Extrovert?

2. Planning ahead or Being spontaneous?

3. Organized or Messy?

4. Minimalist or Maximalist?

5. Morning workout or Evening workout?

6. Saving money or Spending money?

7. Call or Text?

8. Book smart or Street smart?

9. Homemade or Takeout?

10. Cook or Clean?

Style & Fashion

1. Sneakers or Boots?

2. Jeans or Sweatpants?

3. Bright colors or Neutral tones?

4. Gold or Silver?

5. Designer brands or Thrifted finds?

6. Sunglasses or Hat?

7. Trendy or Timeless?

8. Simple jewelry or Statement pieces?

9. Casual Friday or Dress-up Friday?

10. Classic or Modern?

Seasonal & Holiday Fun

1. Halloween or Christmas?

2. Fall or Spring?

3. Snowboarding or Skiing?

4. Hot chocolate or Eggnog?

5. Trick or Treat?

6. Thanksgiving or New Year’s Eve?

7. Fireworks or Parade?

8. Haunted house or Corn maze?

9. Holiday music or Holiday movies?

10. Pumpkin spice or Peppermint?

Health & Wellness

1. Yoga or Pilates?

2. Cardio or Strength training?

3. Running or Walking?

4. Vegan or Keto?

5. Meditation or Journaling?

6. Bubble bath or Long shower?

7. Sleep in or Wake up early?

8. Organic or Non-organic?

9. Fitness class or Solo workout?

10. Essential oils or Scented candles?

Creative & Artistic Choices

1. Painting or Drawing?

2. Photography or Videography?

3. Singing or Dancing?

4. Writing or Reading?

5. DIY or Buy?

6. Scrapbooking or Journaling?

7. Sculpture or Painting?

8. Classical music or Modern music?

9. Poetry or Short stories?

10. Digital art or Traditional art?

Relationships & Socializing

1. Big party or Small gathering?

2. Double date or Group date?

3. Phone call or FaceTime?

4. Giving gifts or Receiving gifts?

5. Sharing a meal or Going for drinks?

6. Talking or Listening?

7. Making new friends or Keeping old ones?

8. Public speaking or One-on-one conversation?

9. Dinner date or Movie date?

10. Surprise party or Planned party?

Random Fun

1. Aliens or Ghosts?

2. Bigfoot or Loch Ness Monster?

3. Dinosaurs or Dragons?

4. Teleportation or Time travel?

5. Super strength or Invisibility?

6. Outer space or Deep sea?

7. Robots or Zombies?

8. Unicorns or Mermaids?

9. Chocolate fountain or Cheese fountain?

10. Superhero or Villain?

Career & Ambition

1. High salary or Job satisfaction?

2. Start your own business or Work for a company?

3. Leadership role or Support role?

4. Job stability or Risky opportunities?

5. Creative job or Analytical job?

6. Full-time or Part-time?

7. Work-life balance or Career advancement?

8. Flexible hours or Fixed schedule?

9. Learning on the job or Formal education?

10. Remote meetings or In-person meetings?

Nostalgia & Memories

1. 90s music or 80s music?

2. Saturday morning cartoons or After-school specials?

3. Childhood friends or College friends?

4. Disney movies or Pixar movies?

5. Classic board games or Modern board games?

6. Arcade games or Console games?

7. Reading under the covers or Watching TV past bedtime?

8. Playing outside or Video games?

9. School dances or Sports games?

10. Homemade snacks or Store-bought snacks?

Productivity & Focus

1. To-do list or Calendar?

2. Multitasking or Focusing on one thing?

3. Noise-cancelling headphones or Background music?

4. Working in silence or Working with music?

5. Task delegation or Doing it yourself?

6. Morning person or Night person?

7. Meeting deadlines or Going with the flow?

8. Breaks throughout the day or One long break?

9. Coffee break or Walk break?

10. Set goals or Go with the flow?

Personal Growth & Development

1. Reading self-help books or Listening to podcasts?

2. Learning a new language or Learning a new skill?

3. Mentorship or Self-guided learning?

4. Taking risks or Playing it safe?

5. Setting goals or Going with the flow?

6. Seeking feedback or Self-assessment?

7. Continuous learning or Mastering one thing?

8. Online courses or In-person workshops?

9. Personal growth or Professional growth?

10. Journaling or Meditation?

Home & Living

1. City apartment or Country house?

2. Modern decor or Vintage decor?

3. Open floor plan or Cozy nooks?

4. Big kitchen or Big living room?

5. Hardwood floors or Carpet?

6. Bright colors or Neutral tones?

7. Minimalist or Eclectic?

8. Plants or No Plants?

9. Balcony or Backyard?

10. Home gym or Home office?

Pets & Animals

1. Dog or Cat?

2. Fish tank or Birdcage?

3. Reptiles or Mammals?

4. Farm animals or Exotic animals?

5. Pet adoption or Breeder?

6. Walks with pets or Playtime indoors?

7. Pet grooming or Pet training?

8. Feeding schedule or Free feeding?

9. One pet or Multiple pets?

10. Pet photos or No pet photos?

Weekend Plans

1. Sleeping in or Getting up early?

2. Going out or Staying in?

3. Day trip or Weekend getaway?

4. Binge-watching or Reading?

5. Cooking at home or Dining out?

6. Shopping or Sightseeing?

7. Exercise or Relaxation?

8. Catching up on work or Disconnecting completely?

9. House projects or Outdoor activities?

10. Planning ahead or Being spontaneous?

Eco & Sustainability Choices

1. Recycling or Composting?

2. Reusable bags or Plastic bags?

3. Solar energy or Wind energy?

4. Electric car or Hybrid car?

5. Organic food or Non-organic food?

6. Second-hand shopping or New items?

7. Vegan diet or Vegetarian diet?

8. Low waste or Zero waste?

9. Public transport or Driving?

10. Energy-efficient appliances or Standard appliances?

Music & Arts

1. Rock or Pop?

2. Classical or Jazz?

3. Live music or Recorded music?

4. Music festivals or Art galleries?

5. Dancing or Singing?

6. Guitar or Piano?

7. Concerts or Plays?

8. Vinyl records or Digital music?

9. Painting or Sculpture?

10. Ballet or Opera?

Dreams & Aspirations

1. Dream big or Keep it realistic?

2. Pursue passion or Pursue stability?

3. Travel the world or Settle down?

4. Learn many things or Master one thing?

5. Write a book or Direct a movie?

6. Build a legacy or Live in the moment?

7. Public recognition or Private satisfaction?

8. Mentor others or Be mentored?

9. Achieve work-life balance or Maximize career success?

10. Work abroad or Stay local?

Leisure & Hobbies

1. Reading or Writing?

2. Gardening or Cooking?

3. Hiking or Biking?

4. Playing sports or Watching sports?

5. DIY projects or Buying ready-made?

6. Crafting or Painting?

7. Collecting or Minimalism?

8. Yoga or Meditation?

9. Playing an instrument or Singing?

10. Photography or Videography?

Random Fun Extras

1. Aliens or Dinosaurs?

2. Robots or Wizards?

3. Time travel or Teleportation?

4. Chocolate or Vanilla?

5. Sweet or Salty?

6. Mountains or Beach?

7. City or Countryside?

8. Super strength or Super speed?

9. Comedy or Drama?

10. Sunrise or Sunset?

Wrapping Up

Playing “This or That” with your coworkers is more than just a fun way to pass the time—it’s a powerful tool for team bonding. These questions range from light-hearted to thought-provoking, allowing everyone to share a bit about themselves and learn more about their teammates in return.

So, the next time you’re looking for a way to lighten the mood or simply get to know your coworkers better, whip out this list of 250 ‘This or That’ questions and watch the conversations unfold!