Meaning

noun ice cream or water ice on a small wooden stick

noun hard candy on a stick

originBy surface analysis, loll (“laze, hang loose”) + y + pop (“shot, try, burst, enter”); likely through lolly (“head, tongue”). Attested from 1784. Compare lollygag and lollypoop. An unlikely derivation is from Romani loli (“red”) + phabaj (“apple”); candy apples are often red and placed on a stick to keep the person's hands dry, similar to lollipops. However candy apples were not well-known until a…

Etymology from Wiktionary, CC BY-SA 3.0