Chicago Sunroof 

The act of hovering directly over the face of a sleeping or otherwise unsuspecting person while spreading your ass cheeks as wide as your ballon-knot permits. Next, proceed to unleash a monster fart directly on them, thus producing a stench filled wind indicative of the Windy City itself.

After a long night of felching for duckbutter, Lou Skunt decided to pay his gay lover back by giving him a Chicago Sunroof, so he cocked his hemorrhoid infested asshole over his nose and fluttered a gale force ass-bomb so windy that it permanently parted his mustache.

Chicago Sunroof by FupaGunt February 16, 2015

Chicago Sunroof 

The act of masturbating while standing on an overpass or tall building, while attempting to ejaculate onto vehicles passing below.

Rahm Emmanuel left the gay club stoned and alone. Full of self pity, he stood on his balcony slapping his giblet until he Chicago Sunroofed over a passing garbage truck.

Chicago Sunroof by KissMyWookiee February 19, 2015

Chicago Sunroof 

Masturbating while wearing a condom.

My parents went out for the night so i stole a condom from my dad and pulled off a Chicago Sunroof.

Chicago Sunroof by Webstar's English Nonsense February 26, 2015

Chicago Sunroof Turbo

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.

Chicago Sunroof Turbo by Seven62 February 21, 2015

Chicago Sun Roof

When you take a big 'ol steamy shit into the sun roof of someone else's vehicle.

"Yo wtf I just got Chicago Sun Roof'd and now I gotta clean it up."

Chicago Sun Roof by I_DankStep January 9, 2022