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.
People that combine quality and quantity, and stick to what this site should be...a dictionary for slang words, not a site bashing kids ..
1.
An abnormally small penis.
Girl: "Let's see what we have here..."
*zip*
"Oh shit, how do you expect to fuck me wi..
