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Windy City Salad 

The act of licking the anus and it's surrounding areas while the receiver lets loose a mixture of gases that are byproducts of the digestion process known as flatulence.
Your mom asked if she could toss my salad. I told her I had 3 supreme tacos and double beef burrito for lunch. Therefor it will be of the Windy City Salad variety.
Windy City Salad by RoundhouseKick September 24, 2009

Windy City Drifter 

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.

Windy city apple turnover 

When semen is farted out after anal sex, with little poo pieces mixed in.
Hey man don't touch that wall, it got sprayed last night with a windy city apple turnover.

Windy City Shitter 

At the Bears game, I got a Windy City Shitter from this drunk chick during tailgating.

Windy City Whistle 

The act of blowing air into another person’s asshole
Hey baby, flip over and let me give you a Windy City Whistle
Windy City Whistle by Pharr February 23, 2019

Windy City Flyer 

Nickname of the Chicago Bears Devin Hester.
The Windy City Flyer goes 84 yards for a touchdown!!
Windy City Flyer by Pirate Pete September 11, 2006