Chicago Soft Serve

When you disguise shit as chocolate soft serve

I pranked Sam so hard when I gave him my Chicago Soft Serve

by JustLib July 17, 2022

The Chicago Bear

The Chicago Bear is when you have received a Green Bay Packer rectally, from the Bear variety of men; you then find a football field and just shit all over it.

"In Illinois, people of large numbers gather in a stadium to watch local heroes perform The Chicago Bear, in person."

by Verbius VonMasturbate August 12, 2021

Chicago style bun

The situation in which in order to improve friction during sexual interference the genitalia is covered in poppy seeds.

- Honey, could you make a chicago style bun? I 'm not satisfied enough.

by kubik23_23 February 11, 2018

Chicago Waterboarding

When someone holds a shot of Malort in their mouth pulls their shirt over their face and has someone pour Gatorade on them.

Man did you hear Tony almost died from one too many Chicago Waterboardings

by James "charles" Whirlpool December 30, 2019

Chicago Carwash

When one dedicates in another’s opened car sunroof.

Johnny left his sunroof open and Mike gave him a Chicago Carwash

by Butternts63 June 6, 2018

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 Chili cheese dog

when you drop a deuce on a hookers chest and then proceed to have sex with said breasts while talking like the Super Fans from SNL, the hooker is laying there eating cheese

Man I gave the chick a mean Chicago Chili cheese dog this weekend.

by Crispy713 November 22, 2021