Would You Rather: Fun Dilemmas & Icebreaker Questions
Pose fun and thought-provoking dilemmas to the group. Spark lighthearted debates and reveal personalities with this classic game.
How to Play This Icebreaker Game
- 1Prepare a list of 'Would You Rather' questions (e.g., 'Would you rather have the ability to fly or be invisible?').
- 2Take turns asking the questions to the group.
- 3Allow for some debate and discussion on why people chose their answers.
Variations
- Poll Mode: Use chat reactions or polling tools to gather instant responses for large groups.
- Work-Safe Pack: Pre-vet 50+ questions focused on work styles, collaboration, and preferences.
- Lightning Round: Rapid-fire 5 questions with no debate, then pick one for 2-minute discussion.
Facilitator Guide
Opening Script:
We're going to play Would You Rather! I'll pose dilemmas with two choices, and everyone shares which they'd pick and why. There are no wrong answers - we're just learning about each other's thinking. Let's have fun with it!
Closing Script:
It's interesting how we all think so differently! These questions reveal our values and priorities in fun ways. Thanks for playing along and sharing your reasoning!
Why This Works
Why this icebreaker game works: Easy either‑or choices cut hesitation and reveal preferences and values. Because it’s hypothetical, it’s easy to share. Light debate keeps energy up without raising the stakes.
Best For
Ideal icebreaker situations for this game include:
- Quick warm-ups (5-10 minutes)
- Large groups (everyone can answer simultaneously)
- Virtual meetings (use reactions or polls)
- Teams of all types and familiarity levels
- Low-pressure, fun environment
Important Notes
- Avoid questions that could be divisive or touch on sensitive topics (religion, politics, etc.)
- Keep questions lighthearted and work-appropriate
- Don't pressure anyone to justify their choice if they don't want to
- Have 10-15 questions prepared to maintain energy
Game FAQ
How to avoid awkward or divisive questions?
Curate a list in advance and avoid sensitive areas (politics, religion, personal finances). Keep it light and inclusive.
How many questions should I prepare?
For 5–10 minutes, prepare 10–15. For longer sessions, 25–30 with a mix of fun and thoughtful prompts.
