Much like a black hole from which light cannot escape, when enough Stupid accumulates in a small enough space, it reaches a critical density and collapses into a Stupid Hole; from which no intelligent thoughts can escape.
That was so dumb your brain has finally collapsed and become a "Stupid Hole"; your skull is the event horizon.
The spaces on a car above the front tires and below the wheel rim. Because the area heats up during the winter, stray cats will often crawl into the space and perish when unsuspecting car owners start their cars without first checking the spot.
"Her cat died after it crawled into the dead cat hole on her dad's car."
A rhetorical question asked to indicate that a person has been thoroughly schooled, reamed, or taken to the house. Pretty much means, "That must have hurt!"
A short, more polite form of, "How's your cornhole?" To make it less offensive/obvious, you mayadd "...family" or something similar to the end of "How's your hole?"
Banker 1: "I'm in equities, what do you do?"
Banker 2: "I'm in subprime mortgage trading?"
Banker 1: "Ooooh...how's your hole?"
Prisoner 1: "Man, I dropped the soap again last night."
Prisoner 2: "Ooooh...how's your hole...family?"
Yuppie 1: "I just got hit up for $5 on this half-gallon of organic milk and $10 a pound for this free-range chicken at Whole Foods."
Yuppie 2: "Ooooh...how's your hole...foods?"