Etymology
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ass-head (n.)

also asshead, "stupid person, dullard," late 15c., asse hede, from ass (n.1) + head (n.). Related: Ass-headed.

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fiddle-head (n.)

also fiddlehead, "one with a head as hollow as a fiddle," 1854 (fiddleheaded), from fiddle (n.) + head (n.). As a name for young fern fronds, from 1877, from resemblance to a violin's scroll. Earliest use is nautical, "carved ornamental work at the bow of a ship in the form of a scroll or volute" (1799).

There are three kinds of heads,—1st The Figure-head is one on which is placed the figure of a man, woman, or the like, &c.; 2d, The Billet-head, or Scroll-head is one finished with two scrolls or volutes ...; and 3d, the Fiddle-head, which is finished with only one scroll or volute, having the spirals turning inwards to the vessel. [Peter Hedderwick, "Treatise on Marine Architecture," Edinburgh, 1830]
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head-dress (n.)

also headdress, 1703, from head (n.) + dress (n.) in the older, more general, sense.

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head-hunter (n.)

also headhunter, 1800, "a savage who raids for the purpose of procuring human heads as trophies or for use in religious ceremonies," from head (n.) + hunter. Extended sense "person who finds and recruits desirable workers employed elsewhere to fill job positions" is suggested or in occasional use from 1918, frequent from 1961. Related: Head-hunting (1817).

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head shop (n.)

emporium for stoner gear, by 1969 (noted in 1966 as the name of a specific shop in New York City selling psychedelic stuff), from head (n.) in the drug sense.

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beach-head (n.)

also beachhead, "a position on a beach taken from the enemy by assault from the sea and used as a base for further attack," 1940, in reference to German military tactics in World War II, from beach (n.) + head (n.). On the model of bridgehead, but the image doesn't quite work; worse is the attempt at airhead.

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letter-head (n.)

also letterhead, "sheet of paper with a printed or engraved logo or address," 1868, short for letterheading (1867); from letter (n.1) + heading (n.) in the printing sense. So called because it was printed at the "head" of the sheet of paper.

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mast-head (n.)

also masthead, 1748, "top of a ship's mast" (the place for the display of flags), hence, from 1838, "top of a newspaper" (where its name, etc. appears; the nameplate itself is commonly the flag), from mast (n.1) + head (n.).

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arrow-head (n.)

also arrowhead, "the head of an arrow," late 15c., from arrow + head (n.). Ancient ones dug up were called elf-arrows (17c.).

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