Chicago penetration

The act of sticking your glock up your loved ones ass ...letting her shit on it then sticking the glock down her throat

I have my girl a Chicago penetration last night

by Randomshit34 February 9, 2017

Chicago Shit Gobbler

The Chicago Shit Gobbler is a sexual act (fetish) for when a person uses a dildo within their own anus, covers it in feces, and has someone give oral sex to the aforementioned dildo.

I just gave my wife the nastiest Chicago Shit Gobbler

by TheLiteralFish December 1, 2025

Chicago back handy

When a female relative who owns a Chicago style pizza place uses the leftover grease from a pizza to give you a hand job after closing time.

“Hey Aunt Beatrice, do you have the time to give me a Chicago back handy, I saw some leftover grease in the kitchen”

by Gripster August 29, 2023

chicago line

A Chicago line is where a group (5people +) sit in a circle and pass 2-4 blunts. It's something commonly done at parties, and can get you really high.

Person1: Yo, did ou get high in that Chicago line last night ?
Person2: Yeah, all 6 of us did. It was pretty dank.

by MouthyGal420420 June 18, 2016

Chicago Sunrise

The process of inserting fentanyl into the rectum by dipping a tampon into the fent and then once inserted, lighting it on fire by the pull string. Thus, letting it expand and burn in the users rectum.

Back up, I’m bout’ to hit a Chicago Sunrise!

Bro did you hear? He just hit a Chicago Sunrise!

by Phfanny Smellmore May 21, 2024

Chicago promise

Certain people like giving out promises without the intent of carrying them out. For some reason, a significant amount of such people populates Chicago. This kind of people is called bullshitters, and the kind of bullshit promises they give out is called a Chicago promise.

-- This dude said he'll bring over some molly this Friday.

-- You sure it wasn't a Chicago promise?

by othra May 13, 2024

Chicago Leprechauns

When something gets the shit beat out of it and you have no idea what the hell just happened, but shit got fucked up!

We went to the tavern to grab some pizza and beers, next thing you know is you’re waking up in bed not knowing how you got there and what the hell even happened to you. The Chicago Leprechauns made a visit and fucked your shit up!

by Joosey August 28, 2025