The act of defecating through the open windshield of a car.
Jimmy McGill unknowingly pulled a Chicago Sunroof on a car full of children in Better Call Saul.
by EKACNAP April 7, 2015
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Placing your penis on the head of a unsuspecting person especially a bears fan in a public place
I totally gave Mike Ditka a Chicago sunroof
by dirty beaner February 17, 2015
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Positioning one's rectum directly onto the air intake of the victim's sleep apnea machine then farting, thereby pressurizing the evil stench before slamming it at a high rate of speed and pressure through the mask , nose and lungs of the unlucky victim.
After stealthily entering the abode of mine enemy with the intent and malice aforethought of delivering unto him a Chicago Sunroof, I looked upon him did see that he wore a sleep apnea mask. And this was bad, for a mask would surely be of hindrance to said delivery. And so I thought hastily and did contrive of a new delivery system. A system even more heinous than usual. And hence I did drop trou and placed my rectum directly upon the air intake of his sleep apnea machine and did unleash the darkness that dwells within my bowels, hence, inventing the Chicago Sunroof Turbo.
by Seven62 February 22, 2015
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It is a sunroof on the top of a car in Chicago.
Oh damn, he be rocking the Chicago Sunroof drip!
That car is dripped out with the Chicago Sunroof!
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When a man is laying down and his “thing” is sticking out of his zipper.
I’ve got my head out the sunroof.
by WheezyCheeze August 3, 2022
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When a man, woman or the like takes an anal creampie, then poops the cream into someones open sunroof.
I gave a complete stranger a San Francisco Sunroof, I was surprised to see a dog in the back seat. Damn dog cleaned up after me.
by 0712 September 2, 2022
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When a man lays back, unzips his zipper, and sticks his “head” out the sunroof.
I’ve got my head out the sunroof.
by WheezyCheeze July 20, 2022
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