The act of insterting a man's penis into a woman's vagina during her menstrual period. When his penis is covered in blood, the man insterts his penis into the woman's anus. When he removes his penis, it looks as if the woman was shot and is bleeding.
Mandy was cranky but Luca cheered her up when he gave her a Chicago Bullethole.
by JonnyChicago April 20, 2009
Get the Chicago Bullethole mug.