Chirillo Lollipop Share definition Flag When a female or male sticks thier finger up your ass then pulls it out and licks it like a lollipop. "This chick was fingering my ass and she did a Chirillo Lollipop" Chirillo Lollipop by AnalAssassin August 14, 2007 0 0 Get merch Get the Chirillo Lollipop mug. Buy Now — $32.95 See more merch