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A person who constantly swerves from left to right while slowly walking on the sidewalk. This behavior often results from a preoccupation with a cell phone, gaping at skyscrapers, or a general lack of awareness.
Windy City Drifters are commonly encountered in crowded areas of Chicago and block the path of walking pedestrians. They have the greatest impact on foot traffic during rush hour but are an annoyance at all times of the day.
It took forever to walk from the train to the office today. There were windy city drifters everywhere. I felt like punchin' someone in the back of the head.
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tits that howl when they blow in the wind.
-"look at her tits blowing in the wind. ...and listen... they're howling!"
-"nice she has windy wolf tits."
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The act of blowing air into another person’s asshole
Hey baby, flip over and let me give you a Windy City Whistle
Blowjob in a porta-potty
At the Bears game, I got a Windy City Shitter from this drunk chick during tailgating.
Nickname of the Chicago Bears Devin Hester.
The Windy City Flyer goes 84 yards for a touchdown!!
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Another variation of the Cincinnati bowtie, where the giver flatulates in the victim's face. Only this time, the flatulation becomes a shart, and the victim receives a ferocious spray to the face, similar to a Hot Carl. However, no seran wrap is involved. If the shart comes out as hot brown lumps dribbling on the neck, the carl becomes a Windy City Steamer.
"My girl is giving me hell. I think I'm gonna give that bitch the Windy City Carl."
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(n) When one has breast intercourse facing the feet, completes ejaculation, and farts in their partners face.
I tit f***ed her and gave her a windy city rambler.
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