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
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Another means of describing the 'brown star'. Taken from the anus' likeness to the aforementioned rusty bullethole.
She liked it in the rusty bullethole
by Al Bundy August 28, 2003
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