Lollipop

Lollipop (pronounced lol-ee-pop)

(1) A (usually disc-shaped) piece of hard candy attached to the end of a small stick, held in the hand while the candy is sucked or licked.

(2) In computer networking, a routing protocol using sequence numbering starting at a negative value, increasing until zero, at which point it switches indefinitely to cycle through a finite set of positive numbers.

(3) In the labeling of the Android operating system, v5.0 to 5.1.1.

(4) In the slang of fashion and related photography, a term for very thin models whose heads appear disproportionately large.

(5) In the slang of musical criticism, a short, entertaining, but undemanding piece of classical music.

1784: A creation of Modern English of uncertain origin.  It simply be the construct of lolly + pop, lolly from the Northern English dialect loll (dangle the tongue) and pop an alternative name for “slap”.  It was essentially a toffee-apple without the apple or the stick; a stick dipped in toffee. 

Lindsay Lohan enjoying giant lollipop.

The alternative theory is it’s borrowed from Angloromani (literally "English Romani"), the language combining aspects of English and Romani, which was the language spoken by the Romani (gypsy, traveler, Roma et al) people in England and Wales.  Displaced by English in the early twentieth century, its traces remain in the English used by modern Romani.  Theory is that root is the Angloromani loli phabai or lollipobbul (red or candy apple), from the Middle Indic lohita (from Sanskrit) and loha (red), drawn from reudh with Indo-European roots.  Among etymologists, the Angloromani connection has most support.Originally, lollipop seems to have referred just to the boiled sweet with the meaning "hard candy on a stick" not noted until the 1920s.  In commerce, the spelling varies including lollipop, lollypop, loli-pop, lollypopp and lolly-pop.