This is an adjectival expression best used to describe people, places, things, moments, and events that are so annoying/stupid/ridiculous/grating that patience diminishes, moods deflate, and the threat of violence increases. Basically, this phrase can be used to describe anything or anyone that grates on your last nerve.
The fact that we are having a departmental meeting to discuss cover sheets and TPS reports really makes my ass hurt.
A phrase the homies use after they're super drunk and all sleep in a bed together, unknowingly having sex.
Homie 1: Yo last night was crazy bro.
Homie 2: Yeah man I barely remember anything.
Homie 3: Yeah we gotta go home now man.
Homie 4: Why are we all sleeping in the same bed?
Homie 2: It doesn't matter bro.
Homie 3: Why does my ass hurt?
Homie 1: It's nothing man.
Homie 1 Had total recollection and was actually the one who had a fivesome with the homies
A Shackteau is a humble, weather-beaten, structurally questionable shelter located in a spectacular or highly coveted place—Wales, Jackson Hole, Sun Valley, Crested Butte, coastal Maine, the Alps—where the building itself may be worth almost nothing, but the dirt, view, access, and mythology make it absurdly valuable.
In use:
Shackteâu - We thought it was an abandoned shed until the realtor called it a rare alpine Shackteâu with unobstructed views and listed it for $2 million.