When a breeze kicks up and your umbrella becomes either uncontrollable, inverts itself in your hands, or flies from your grip.
Synonyms: urban kite, umbrella sail, umbrella kite
"Umbrellas are a pain in the ass. Sure, they protect your head and shoulders from the rain, but the second the slightest breeze kicks up, you suddenly find yourself the unwitting mast for an urban sail that, best case scenario, inverts itself in your hands, and worst case scenario, flies from your grip, whips down the street and spears the Pope in the neck." - Tracy V.
Source: Cracked.com, Tracy V. (Invictus99)