Mine are all boring shit like my insurance deciding how many relapses of cancer my mom was allowed to fight or them challenging my surgery a month before despite having gotten pre approval or needing pre approval at least once a year for a med I’d been on for a decade.

But a friend had an actually entertaining one, she had trans bottom surgery and they paid for everything except for the “removal of the penis” which they demanded to know why it was necessary

Edit: sorry thought it said health insurance story