1859, "to mock, mimic" (as a monkey does), from monkey (n.). Meaning "play foolish tricks" is from 1881. To monkey (with) "act in an idle or meddlesome manner" is by 1884. Related: Monkeyed; monkeying.
also shmooze, "to chat intimately," 1897 (schmoos), from Yiddish shmuesn "to chat," from shmues "idle talk, chat," from Hebrew shemu'oth "news, rumors." As a noun from 1939. Related: Schmoozed; schmoozing. Agent noun schmoozer is by 1909.
"debauchee, libertine; idle, dissolute person; one who goes about in search of vicious pleasure," 1650s, shortening of rakehell. Hogarth's "Rake's Progress" engravings were published in 1735. Generally of men but also used by 1712 of women of similar character.
"habitual loafer, idle man about town," 1854, from French flâneur, from flâner "to stroll, loaf, saunter," probably from a Scandinavian source (compare Old Norse flana "to wander aimlessly," Norwegian flana, flanta "to gad about"), perhaps from PIE root *pele- (2) "flat; to spread." Related: flânerie.
also clamjamfery, etc., contemptuous word for "a collection of persons, mob," 1816 (as clanjamfrie), of unknown origin; first in Scott, so perhaps there's a suggestion of clan in it, or perhaps clam, clem "mean, low, worthless." Second element seems to be related to Scottish jamph, jampher "to mock, scoff; be idle."