Hobo lollipop Share definition Flag A cigarette butt with a delicious used gum top. Tyrone Biggums treasured the hobo lollipop he made from ashtray findings. Hobo lollipop by SueDonim77 December 12, 2010 0 0 Get merch Get the Hobo lollipop mug. Buy Now — $32.95 See more merch