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tail (n.1)

"hindmost part of an animal," Old English tægl, tægel "a tail," from Proto-Germanic *tagla- (source also of Old High German zagal, German Zagel "tail," dialectal German Zagel "penis," Old Norse tagl "horse's tail," Gothic tagl "hair"), from PIE *doklos, from suffixed form of root *dek- (2) "something long and thin" (referring to such things as fringe, lock of hair, horsetail; source also of Old Irish dual "lock of hair," Sanskrit dasah "fringe, wick").

According to OED, the primary sense, at least in Germanic, seems to have been "hairy tail," or just "tuft of hair," but already in Old English the word was applied to the hairless "tails" of worms, bees, etc. But Buck writes that the common notion is of "long, slender shape." As an adjective from 1670s.

Meaning "reverse side of a coin" (opposite the side with the head) is from 1680s; that of "backside of a person, buttocks" is recorded from c. 1300; slang sense of "pudenda" is from mid-14c.; that of "woman as sex object" is from 1933, earlier "act of copulation" with a prostitute (1846). Of descending strokes of letters, from 1590s.

Tails "coat with tails" is from 1857. The tail-race (1776) is the part of a mill race below the wheel. To turn tail "take flight" (1580s) originally was a term in falconry. The image of the tail wagging the dog is attested from 1907. Another Old English word for "tail" was steort (see stark).

tail (n.2)

"limitation of ownership," a legal term, early 14c. in Anglo-French; late 13c. in Anglo-Latin, in most cases a shortened form of entail.

tail (v.)

1520s, "attach to the tail," from tail (n.1). Meaning "move or extend in a way suggestive of a tail" is from 1781. Meaning "follow secretly" is U.S. colloquial, 1907, from earlier sense of "follow or drive cattle." Related: Tailed; tailing. Tail off "diminish" is attested from 1854.

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Definitions of tail from WordNet
1
tail (n.)
the posterior part of the body of a vertebrate especially when elongated and extending beyond the trunk or main part of the body;
tail (n.)
the time of the last part of something;
the tail of the storm
Synonyms: fag end / tail end
tail (n.)
any projection that resembles the tail of an animal;
Synonyms: tail end
tail (n.)
the fleshy part of the human body that you sit on;
Synonyms: buttocks / nates / arse / butt / backside / bum / buns / can / fundament / hindquarters / hind end / keister / posterior / prat / rear / rear end / rump / stern / seat / tail end / tooshie / tush / bottom / behind / derriere / fanny / ass
tail (n.)
a spy employed to follow someone and report their movements;
Synonyms: shadow / shadower
tail (n.)
(usually plural) the reverse side of a coin that does not bear the representation of a person's head;
tail (n.)
the rear part of an aircraft;
Synonyms: tail assembly / empennage
tail (n.)
the rear part of a ship;
Synonyms: stern / after part / quarter / poop
2
tail (v.)
go after with the intent to catch;
Synonyms: chase / chase after / trail / tag / give chase / dog / go after / track
tail (v.)
remove or shorten the tail of an animal;
Synonyms: dock / bob
tail (v.)
remove the stalk of fruits or berries;
From wordnet.princeton.edu