Prompt library · Story time
The worst idea I've ever had…
Self-deprecation, executed with confidence.
How to answer it
A storytelling prompt disguised as a confession. The best answers are fully-owned disasters told with zero shame and maximum economy — set-up and punchline in one breath. If it still makes your friends bring it up, it belongs here.
Example answers
“Cutting my own fringe the night before a wedding. My wedding outfit had a hat by morning.”
“Two-for-one oysters from a van. I have seen things.”
“"We don't need to book, it's a Tuesday." It was not quiet. It was a festival.”
What to avoid
- Stories that need context, apology, or a lawyer.
- A humblebrag wearing a disaster costume.
Why it works: Laughing at yourself is high-status behaviour, and a good disaster story begs exactly one reply: "okay, I need the full version."