Philly Cowboy

When a group of men each ejaculate into a pair of boots then randomly select one of the men to chase the others while wearing said boots until eventually catching one and shouting “Philly Cowboy”. The one who is caught then has to repeat the cycle and the game goes on.

This game originates in the streets of Philadelphia (1960s), however it is less popular there now. It is most popular in cities such as: Albuquerque, New Mexico, and Chicago, Illinois.

“Hey guys, who's down for a few rounds of Philly Cowboy?”

by Philly Cowboy lover May 8, 2022

Philly

A nickname for Philadelphia

Southern philly person: Philly is great!
Northern philly person: okay

by Imfromthere April 7, 2019

Philly

Short word for Philadelphia

Greatest city in the world, North, Northeast, south, west they all tuff as shit. It’s the best city but every bouls goal is to make it out the trenches. People from philly stick by each other and don’t fuck w the fags from jersey or New York.

Philly people r tuff as shit and so is the city itself.

by Philly boul215 December 11, 2017

North Philly

Where I'm born and grow up in.

Skyler: I'm from North Philly, sweetheart where are you from.
Them: Illinois, Missouri, Maryland.

Them:

by Skyler Jenkins August 3, 2025

Philly pop

The act of a professional wrestling promotion bringing in a wrestler who formerly worked for Extreme Championship Wrestling (which was based in Philadelphia) to get a cheer from the crowd while in Philly.

Ring of Honor brought in Stevie Richards for the Philly pop

by GaelicSoxFan May 14, 2019

Philly pipeline

When you insert the contents of a Philly Cheese Steak into a condom and freeze it. Once solid the protected Philly is then inserted vaginally or anally. As the protected cheese steak approaches room temperature and softens it should penetrate both the anus and vagina simultaneously.

I have a really bad yeast infection because my boyfriend gave me a Philly pipeline.

by binzington November 23, 2023

Philly Brotherly Love

During a 3 way, when the other man’s dick falls out, you reach down and guide it back in, and in the process of doing so, you give his dick a few extra strokes to bring him back up to speed.

Me and my bro Vinnie were tagging this hood rat when I noticed his junk fell out, so I reached down and gave him some Philly Brotherly Love.

by Clam Digger December 3, 2023