On ADS-L, Wilson Gray reported getting an announcement of a contest in which the prizes were Sutliff cornhole boards. Wilson was taken aback by this; obviously, the cornhole of cornhole board wasn’t the cornhole (an anatomical noun and a related sex-act verb) he was familiar with. Respondents pointed Wilson to information about a lawn game — called, among other things, cornhole — in which participants toss weighted bags at round holes in boards.
From NOAD:
noun cornhole: 1 a game in which small bags filled with dried corn are tossed at a target consisting of an inclined wooden platform with a hole at one end: many are introduced to cornhole at a tailgate or family outing. 2 vulgar slang the anus.
verb cornhole: [with object] vulgar slang have anal intercourse with (someone).
So there’s the vulgar cornhole ‘anus, asshole’ or ‘to bugger’ — call this anal cornhole — which is about a hundred years old, and there’s cornhole naming a lawn game — call this ludic cornhole, which is on the order of 35 years old. What they share is the round hole and the act of putting something through that hole: ludic cornhole is clearly a metaphorical development from anal cornhole, a development encouraged by the fact that the bags in the game are often filled with dried corn (beanbags will serve as well, and plastic pellets, though not traditional, make a durable alternative to corn or beans as stuffing).
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