75 Fun This or That Questions for Friends, Classrooms, and Teams

This or that questions are one of the easiest ways to get people talking fast. They work because the format is simple, the stakes are low, and almost anyone can answer without overthinking. Whether you need a classroom warm-up, a team icebreaker, or a fun party conversation starter, a good this or that prompt gets the room moving in seconds.

Below you will find 75 ready-to-use prompts split by setting, plus a tool that generates random this or that questions on demand.

Why This or That Works So Well

The format forces a quick binary choice, which removes the pressure of open-ended questions and keeps conversation moving. It reveals personality, preferences, and shared values in a way that feels more like a game than an interview. Because there is no wrong answer, it is genuinely low-risk. And because the format is consistent, you can run through many prompts quickly without losing momentum.

This or that questions also scale well. They work for two people or two hundred. They work in person, on video calls, in Slack channels, and in classrooms. The format needs no explanation and no warm-up time.

This or That Questions for Classrooms

These work well as bell-ringers, warm-ups, or speaking prompts. They are low-stakes enough for students who are quiet or new to the group.

1. Morning class or afternoon class?
2. Group project or solo assignment?
3. Open-book test or closed-book test?
4. Presentation or essay?
5. Hands-on activity or lecture?
6. Field trip or movie day?
7. Study hall or free period?
8. Partner quiz or self-quiz?
9. Writing by hand or typing?
10. Short answer or multiple choice?
11. Work in silence or with background music?
12. Finish early or use every minute?
13. Indoor break or outdoor break?
14. Read alone or listen to someone read aloud?
15. Learn by doing or learn by watching?
16. Debate or discussion?
17. Take notes or just listen?
18. School uniform or dress code?
19. Longer school day, shorter week, or standard schedule?
20. More homework or harder tests?
21. Science or history?
22. Art or music?
23. Maths or English?
24. Library or computer lab?
25. Whiteboard or projector?

This or That Questions for Friends

These are good for groups of friends hanging out, parties, or any informal setting where you want conversation to flow naturally.

1. Beach or mountains?
2. Tea or coffee?
3. Early bird or night owl?
4. Cook at home or eat out?
5. Road trip or flight?
6. City or countryside?
7. Text or call?
8. Dogs or cats?
9. Summer or winter?
10. Comedy or thriller?
11. Books or films?
12. Busy weekend or quiet weekend?
13. Big party or small gathering?
14. Plan everything or go with the flow?
15. Window seat or aisle seat?
16. Sweet or savoury?
17. Pizza or sushi?
18. Sleep in or wake up early?
19. Gym or outdoor run?
20. Netflix or a night out?
21. Spend now or save for later?
22. Surprise gifts or gifts you asked for?
23. Big city holiday or remote cabin?
24. Introvert evening or social event?
25. Rewatch a favourite or try something new?

This or That Questions for Teams

These work well as meeting openers, remote team icebreakers, or onboarding activities. They reveal working style without getting too personal.

1. Remote work or office?
2. Async updates or daily standups?
3. Slack or email?
4. Brainstorm together or think alone first?
5. Detailed brief or open brief?
6. Short deadlines or long runways?
7. Celebrate wins publicly or privately?
8. Feedback in the moment or in review?
9. Video call or voice call?
10. Start early or work late?
11. One big project or several smaller ones?
12. Fixed schedule or flexible hours?
13. Weekly one-on-ones or monthly catch-ups?
14. Detailed documentation or quick verbal handoff?
15. Team lunch or team activity?
16. Work music or silence?
17. Desk setup or hot-desking?
18. Status updates or trust and check in when needed?
19. Shipped fast and iterated or perfected before launch?
20. Annual review or ongoing feedback?
21. Casual dress code or smart casual?
22. Fewer tools or more tools?
23. Hire for skill or hire for attitude?
24. Internal promotion or external hire?
25. Long-term strategy or short-term results?

Generate More with the Tool

Want a random prompt right now? Use the This or That Generator to get instant prompts for your group. You can paste your own custom list or use the built-in starter set. For a simple two-choice format you can also use as a game, try Pick A or B. To involve a visual element, the Random Wheel Generator works well for classrooms and live events where everyone can see the result.