Five concrete examples of the Would You Rather Generator in real use. Each one shows the situation, what you put in and what comes out, so you can copy the structure, swap in your details and adapt it this week.
Example 1: Breaking the ice at a dinner party
The task: Breaking the ice at a dinner party. You start from the theme or difficulty of dilemmas you want, plus any custom pairs you add to the pool.. The tool returns a single pair of dilemmas shown side by side, waiting for the group to choose., giving you a conversation starter that gets a whole table arguing in seconds. you can edit rather than a blank page.
Make it yours: add one detail the tool cannot know - a real number, a name, a constraint - then read the result once end to end before you keep it.
Example 2: Running a road trip question round
The task: Running a road trip question round. You start from the theme or difficulty of dilemmas you want, plus any custom pairs you add to the pool.. The tool returns a single pair of dilemmas shown side by side, waiting for the group to choose., giving you a conversation starter that gets a whole table arguing in seconds. you can edit rather than a blank page.
Make it yours: add one detail the tool cannot know - a real number, a name, a constraint - then read the result once end to end before you keep it.
Example 3: Adding a poll to a group chat
The task: Adding a poll to a group chat. You start from the theme or difficulty of dilemmas you want, plus any custom pairs you add to the pool.. The tool returns a single pair of dilemmas shown side by side, waiting for the group to choose., giving you a conversation starter that gets a whole table arguing in seconds. you can edit rather than a blank page.
Make it yours: add one detail the tool cannot know - a real number, a name, a constraint - then read the result once end to end before you keep it.
Example 4: Warming up a classroom discussion
The task: Warming up a classroom discussion. You start from the theme or difficulty of dilemmas you want, plus any custom pairs you add to the pool.. The tool returns a single pair of dilemmas shown side by side, waiting for the group to choose., giving you a conversation starter that gets a whole table arguing in seconds. you can edit rather than a blank page.
Make it yours: add one detail the tool cannot know - a real number, a name, a constraint - then read the result once end to end before you keep it.
Example 5: Comparing answers across a friend group
The task: Comparing answers across a friend group. You start from the theme or difficulty of dilemmas you want, plus any custom pairs you add to the pool.. The tool returns a single pair of dilemmas shown side by side, waiting for the group to choose., giving you a conversation starter that gets a whole table arguing in seconds. you can edit rather than a blank page.
Make it yours: add one detail the tool cannot know - a real number, a name, a constraint - then read the result once end to end before you keep it.
A Full Worked Example
Input: Silly themed pack selected
A pair of silly dilemmas shown side by side for the group to pick between.
The pattern behind every example above: context and constraints go in, structure comes out, and your edit makes it true.
How to Build Your Own Examples
- Take a task already on your calendar for this week.
- Write the brief in two sentences: the job and the audience.
- Generate, compare against the version you would have written manually.
- Save the prompt alongside the result so the second run takes seconds.
Getting More From Each Example
Most people stop at the first result. Generate a second version with one changed variable - length, tone or angle - and compare. The better version usually appears on the second run, not the first.
Frequently Asked Questions
How many dilemmas are included?
Each themed pack holds many pairs, and you can add your own to keep the game going as long as you like.
Can we add our own dilemmas?
Yes - type a custom pair and it joins the pool for the session so the next draw can land on it.
Is there a right answer?
No - the pairs are built to spark debate, so the fun is in hearing why each person picks their side.
Are our custom pairs stored?
No - they stay in the page for the session only and are not uploaded anywhere.
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