The smile that a longterm crackhead/cokehead displays due to missing teeth. The remaining teeth are spaced out with the gaps from missing teeth very obvious, thus resembling a classic Jack O' Lantern carved mouth.
I once worked with a supercokehead, Andycaine, who has a Crack O' Lantern grill.
Performing a sexual act with a Mag Lite Normal in the Anus, sometimes in the vagina. The light side should be on the outside so the light can be flashed around the room.
Jermahl: hey Ryan it is dark in here, have you seen my maglite?
Ryan: hold on let me pull my pants down and I will break out with the "Old Brooklyn Lantern"