underpants (n.)

Old English under (prep.) "beneath, among, before, in the presence of, in subjection to, under the rule of, by means of," also, as an adverb, "beneath, below, underneath," expressing position with reference to that which is above, from Proto-Germanic *under- (source also of Old Frisian under, Dutch onder, Old High German untar, German unter, Old Norse undir, Gothic undar), from PIE *ndher- "under" (source also of Sanskrit adhah "below;" Avestan athara- "lower;" Latin infernus "lower," infra "below").

Productive as a prefix in Old English, as in German and Scandinavian (often forming words modeled on Latin ones in sub-). Notion of "inferior in rank, position, etc." was present in Old English. With reference to standards, "less than in age, price, value," etc., late 14c. As an adjective, "lower in position; lower in rank or degree" from 13c. Also used in Old English as a preposition meaning "between, among," as still in under these circumstances, etc. (though this may be an entirely separate root; see understand).

Under the weather "indisposed" is from 1810. Under the table is from 1913 in the sense of "very drunk," 1940s in sense of "illegal" (under-board "dishonest" is from c. 1600). To keep something under (one's) hat "secret" is from 1885; to have something under (one's) nose "in plain sight" is from 1540s; to speak under (one's) breath "in a low voice" is attested from 1832.

"trousers, drawers," 1840, see pantaloons. The word was limited to vulgar and commercial use at first.

I leave the broadcloth,—coats and all the rest,—

The dangerous waistcoat, called by cockneys "vest,"

The things named "pants" in certain documents,

A word not made for gentlemen, but "gents";

[Oliver Wendell Holmes, "Urania: A Rhymed Lesson," 1846]

Colloquial singular pant is attested from 1893. To wear the pants "be the dominant member of a household" is by 1931. To do something by the seat of (one's) pants "by human instinct" is from 1942, originally of pilots, perhaps with some notion of being able to sense the condition and situation of the plane by engine vibrations, etc. To be caught with (one's) pants down "discovered in an embarrassing condition" is from 1932.