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!
Kenny: H*ll Yeah It's the best high school in Chicago!
by Vinnnny L November 1, 2017

when you strip down butt naked and run down a freeway while laying a trail of shit behind you that can cause cars to slide off the road.
"hey john did you hear that jonathan and jerome got caught pulling a Chicago Wind Runner last night?"
"man thats insane!"
"man thats insane!"
by Bigpimpin0909 February 25, 2022

by a deaf guy November 22, 2022

What Minnesota Twins fan call the White Sox. There jerseys are black, and white, and they stink like shit.
by Twinsrule2 January 20, 2009

So my boyfriend gave me a Chicago chimney sweep...I was surprised when I found out it was basically ass to mouth.
by Kzooprophet October 14, 2009

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.
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.
by SNJ July 6, 2006

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."
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."
by MastaTheif April 1, 2011
