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.
A smoother variation on fuck that, which basically means "No" or "Forget that".
Another example is bitch please.
J..
1.
When a man goes an extremely long time without getting laid and/or is a virgin, he will have a cuddle deficit: a strong desire to be cud..
