shit-head n.

Middle English shit "diarrhea," from Old English scitte "purging, diarrhea," from source of shit (v.). The general sense of "excrement" dates from 1580s (Old English had scytel, Middle English shitel for "dung, excrement;" the usual 14c. noun for natural discharges of the bodies of men or beasts seems to have been turd or filth). As an exclamation attested in print by 1920 but certainly older. Use for "obnoxious person" is by 1508; meaning "misfortune, trouble" is attested from 1937.

Shit-faced "drunk" is 1960s student slang; shit list is from 1942. Shit-hole is by 1937 as "rectum," by 1969 in reference to undesirable locations. Shitload (also shit-load) for "a great many" is by 1970. Shitticism is Robert Frost's word for scatological writing.  

Up shit creek "in trouble" is by 1868 in a South Carolina context (compare the metaphoric salt river, of which it perhaps a coarse variant). Slang not give a shit "not care" is by 1922. Pessimistic expression same shit different day is attested by 1989. To get (one's) shit together "manage ones affairs" is by 1969. Emphatic shit out of luck is by 1942.

The expression when the shit hits the fan "alluding to a moment of crisis or its disastrous consequences" [OED] is attested by 1967.

The expression is related to, and may well derive from, an old joke. A man in a crowded bar needed to defecate but couldn't find a bathroom, so he went upstairs and used a hole in the floor. Returning, he found everyone had gone except the bartender, who was cowering behind the bar. When the man asked what had happened, the bartender replied, 'Where were you when the shit hit the fan?' [Hugh Rawson, "Wicked Words," 1989]

Old English heafod "top of the body," also "upper end of a slope," also "chief person, leader, ruler; capital city," from Proto-Germanic *haubid (source also of Old Saxon hobid, Old Norse hofuð, Old Frisian haved, Middle Dutch hovet, Dutch hoofd, Old High German houbit, German Haupt, Gothic haubiþ "head"), from PIE root *kaput- "head."

Modern spelling is early 15c., representing what was then a long vowel (as in heat) and remained after pronunciation shifted. Of rounded tops of plants from late 14c. Meaning "origin of a river" is mid-14c. Meaning "obverse of a coin" (the side with the portrait) is from 1680s; meaning "foam on a mug of beer" is first attested 1540s; meaning "toilet" is from 1748, based on location of crew toilet in the bow (or head) of a ship.

Synechdochic use for "person" (as in head count) is first attested late 13c.; of cattle, etc., in this sense from 1510s. As a height measure of persons, from c. 1300. Meaning "drug addict" (usually in a compound with the preferred drug as the first element) is from 1911.

To be over (one's) head "beyond one's comprehension" is by 1620s. To give head "perform fellatio" is from 1950s. Phrase heads will roll "people will be punished" (1930) translates Adolf Hitler. Head case "eccentric or insane person" is from 1966. Head game "mental manipulation" attested by 1972.