Chicago Dog 

When you take your penis and have sex with only a person's butt cheeks. Sliding back and forth like a hotdog in a bun. Eventually climaxing and releasing the spicy mustard.

That lady has such a wonderfully round ass, I would love to give her a chicago dog.

Chicago Dog by PlumpFrankfurter March 5, 2010

Chicago Dog 

During the act of anal sex, a man will pull his penis out of another mans anus and insert the poop covered wiener into the armpit of the reciver. He will then continue to make love to the armpit untill an ejaculation is achieved. At this point the man will ejaculate into his hand and rub it onto his penis. To complete the Chicago Dog the man will insert his poopy, armpit, sperm covered wiener into the mouth of the reciever.

Jesus, your breath smells terrible! Did you just eat a Chicago Dog?

Chicago Dog by Joey Bagel October 21, 2011

Chicago Dog 

A Chicago dog can only happen after a long night in Chicago. You can’t shower, and then your cum receptacle has to eat your Chicago dog.

I just had a long Chicago night and I been thinking my balls smell. I think I need get the old lady a Chicago dog

Chicago Dog by Horsecockenbukkake October 5, 2019

Chicago dog 

When you're little spoon and someone with a penis is big spoon and you let it rip so the penis flaps around in your fart.

Man. Last night my boyfriend farted so loud at dinner that I had to get revenge. So when we were spooning I have him the ol' Chicago Dog.

Chicago dog by Windy Wendy October 15, 2021

chicago dog 

while fucking a person in the anus, you punch them in the kidneys untill the shit or deficate on your cock

I was drilling the bitch and gave her a chicago dog and she gave me all the fixin's

chicago dog by MlLF Hunter May 8, 2006

Double Chicago Dog Special

The act of two men eating junk food and drinking copious amounts of alcohol until they become sick, and then vomiting on each others' penises. The two males then enjoy the bounty of fully loaded man meat.

"This weekend, Stephen and I had the Double Chicago Dog Special."

Double Chicago Dog Special by Chief Wannaseemydick April 30, 2010

Chicago Hot Dog Stand 

When you fuck your girl in the ass between her buns with your “hot dog “ while squirting ketchup and mustard over her ass. Then shoot your load over her back mixing it all together with your dick between her ass cheeks. A perfect hot dog for her.

My boy Billy’s woman, Sabrina wouldn’t stop complaining how hungry she was. So he decided to give her the ole Chicago Hot Dog Stand to shut her up.

Chicago Hot Dog Stand by spideyskin May 26, 2021