What is Chicago Workboot?
1.
While she's asleep, shit in her shoes. Hide in the closet in the morning, and masturbate almost to the point of ejactulating. When she puts on her shoes, she'll slip and fall and when she is on the ground, spooge on her face.
I totally gave that skank a Chicago Workboot this morning
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Random Words:
1.
Not real surgery, as opposed to surgery, which is real.
"Shaun got dental surgey; but he went back to school soon after."..
1.
a person who can't keep a job for very long.
John quit his job again; he is a revolving forsythe..
1.
Refers to the act of removing one's pants and ripping ass on or in the general direction of a person.
"She broke up with me a..
