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a private high school in Chicago, it is so freaking awesome! It is the best school i have ever being ! _Vinny L
Tony: Have you heard about Chicago hope academy?
Kenny: H*ll Yeah It's the best high school in Chicago!
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
When a dude places his balls in a girls ass crack therefore making it a Chicago meatball sub
Jimmy made a Chicago meatball sub with my ass last night
What Minnesota Twins fan call the White Sox. There jerseys are black, and white, and they stink like shit.
"The Minnesota Twins are going to own the weak ass Chicago White Skunks in 2009."
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The act of sucking fecal matter off of a penis immediately after anal sex.
So my boyfriend gave me a Chicago chimney sweep...I was surprised when I found out it was basically ass to mouth.
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a person from the suburbs of Chicago, who claim that they are from Chicago, but are not.
Most people from Evergreen Park, Oak Lawn, Palos, Orland, Blue Island, Chicago Ridge, Burbank, Alsip, Hometown, Bridgeview and other surrounding suburbs think that they are from Chicago but they're not and every real Chicagoan hates them.
People who wish that they lived in Chicago, but they are to big of pussies to move there.
I asked this guy who said he was from Chicago what neighborhood he was from and he said Orland. So I called him a Chicago Suburban fagot, and told him to go to his nice, rich, white suburb.
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during the act of heterosexual love-making, the man often tends to want to pull a fast one on his female partner. these "pranks" are often filthy and possibly harmful... but even so, its funny as fuck. but one way he might do so is give his bad bitch the "red hot chicago," which means to soak your condom in frank's red hot before the act of sex. when she notices during and starts to writhe in pain, you then proceed to slap her titties to take her mind off the agonizing burn of your spicy weiner. this, my fellow friends and scholars, is the definition of "red hot chicago."
Man: (thinking to himself) this hoe ate all my fucking bbq porkrinds... what a jerk. she is boutta earn herself a red hot chicago..."
or
Man: "what, you think im some fast-ass nigga? go'n, girl... bend that ass over so i can hook it up wit' a red hot chicago."
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