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Chicago Waffle

A Feline with Pitched Black And Creamed White Fur
by MayDayMeh June 16, 2018
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Chicago Cheek Spread

When two people sleep butt to butt and interlock butt cheeks to conserve bed space.
J.T. and Kelton shared a bed last night in Abilene. They did the Chicago Cheek Spread because the bed was too small.
by turkeymuffins3 March 28, 2011
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Chicago latent homo

typical pampered spoiled mid-western boy with mommy issues. Would rather be alcoholic, pill popper than admit his homosexuality. Marries older, foreign woman to keep his cover with parents
That Johh M. from Palentine Illinois, sure is a tyical Chicago latent homo
by Mark does John M July 14, 2008
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Chicago Style Hotdog

When you take a girl out for mexican food, then assfuck her afterwards. It makes your hot dog feel like its in Chicago, the windy city.
Awesome Person:Why does your room smell like a chicago style hotdog?
Awesomer Person:Because your girlfriend just left.
by successfulheterosexual June 15, 2010
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Chicago Cherry Popsicle

When a man has sex with a virgin, and continues to hump her while her vaginal blood is spilling all over his genital.
Man, i ended up pulling a chicago cherry popsicle, didnt know she was a virgin....
by Crastof Nikolayov January 19, 2008
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preppy chicago teens

A species on its own, the preppy chicago teens. You can find these kids at certain schools around chicago, and with an exception of the kids who were too broke to go to private school but still consider themselves “preppy” and “upper class”. Ignatius, loyola, parker, latin, regina are full of preppy individuals. These kids wear vineyard vines EVERYTHING, girls usally have a vera bradley id, lily pulitzer skirt or shorts and tory burch sandals or jack rogers. When wintertime hits chicago the preppies wear a Patagonia jacket and Patagonia snap-T fleece underneath to keep extra warmth. Boat shoes are common and girls wear hunter boots or uggs. The preppies of chicago all live in Lincoln park, gold coast, river north, lakeview and somewhat around there. On the weekends they hangout in a large group with their other preppy friends and go get tonys burrito mex (a local taco place) around lakeview. Some preppy boys don’t hangout becuase they are too busy playing hockey for a triple A team. Most preppies also have a membership to midtown, east bank club or a local country club. Usally the girls on the weekends go out to eat at summer house santa Monica, hampton social or any place with a cute wall or sign for their insta.
Hey, i wonder why there are 20 girls trying to take a photo by the “rosé” wall?
Oh thos are the preppy chicago teens ignore them
by welikechickenfried November 22, 2018
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Chicago Union Station

A train station in Chicago that serves Amtrak trains from all over the US and Metra trains.
"Chicago Union Station is like Grand Central but in the Midwest."
by Milwaukeeboi148 December 18, 2018
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