Not strictly humour, but makes you wonder:
An ex-military chopper pilot once told me how he was flying around in the Caribbean (I think) and got caught up in some pretty bad weather. Anyway, he called the controller and asked for a weather update, to which the controller replied (in the best possible Jamaican accent) "well, the weather is fine, skies clear, 20 mile visibility and winds calm", the chopper pilot replied “What are you talking about! I’m at 500ft, it’s absolutely pissing down, I’m getting blown left, right and centre and I can’t see the ground!!!", the controller replied, "Oh yaaah maaaan, I know, but I’m just reading it of my sheet!"