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 10, 2017
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Chicago Drive

When you take a dog into the mountains or a neighboring town and let them out and drive away
When i was a kid my dad took my dog on the Chicago Drive.
by Miklyn February 07, 2024
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Chicago department store

A misogynistic (but hilarious) drinking song often sung by Rugby types that uses a play on words to convey nefarious sexual acts upon a woman coming into the department store for an object
Chicago Department Store

Person: One day a woman came into the store asking for a KitKat

Everyone else: a KitKat, from the store?

Person: a KitKat she wanted, 4 fingers she got

Everyone: oh I used to work to work I Chicago in an old department store, I used to work in Chicago I don't work there anymore
by Bornator September 26, 2022
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Chicago Hope Kid

A kid who is academically better than others and better at sports that kids from other schools.Hahahahhahha
You’re Not a Chicago Hope Kid
by Tåtyäńå October 23, 2019
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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
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Chicago cumshot

When a guy blows his load into the barrel, chamber, or loaded magazine of a firearm then uses that firearm to blow the load onto/into the face of another person.
I got kicked out of the gun club when i gave the range safety officer a chicago cumshot.
by Jay64 July 07, 2022
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chicago salad

a bed of iceberg lettuce with either a pork chop or cut up hot dogs on top
I'll order a Chicago salad as I'm trying to healthier.
by Oceanic16 November 08, 2021
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