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?”

Philly Cowboy by Philly Cowboy lover May 8, 2022

cucumber cowboy 

A HOMOSEXUAL MAN WHO ACTS VERY STRAIGHT BUT REALLY LIKES COUNTRY MUSIC AND COCK.

Burt a super nice guy to drink but beware! He's a real cucumber cowboy

cucumber cowboy by The Original Uncle Filthy July 13, 2022

keyboard cowboy 

Someone that goes FUCKING CrAzY behind a Twitter post or email or text but is totally harmless and rather sweet in real life.

The keyboard Cowboy walks in and says

“I need to see you immediately”. Walks into the room…. “Hi! How are things?!”

keyboard cowboy by silviasm September 2, 2022

Himalayan Cowboy 

When you take turns frosting your friends in your horse ejaculate like the snow on the himalayan mountains

Aww man, I really wish me and dixon would've been doing the Himalayan cowboy together, but I got stuck with this bitch Sheryllen

Himalayan Cowboy by WalnUUUUUT September 8, 2022

rotten.cowboy 

an extreme ghost from mw2 kinnie
fucking twink and loser tbh

"yo look, it's rotten.cowboy, the twink!"

rotten.cowboy by YOOOOOOOOOOOOO SUCK IT GREEN November 16, 2022

Cocaine cowboy 

A drug trafficker who illegally stores and traffics crack cocaine from one location to another, like a Cowboy who herds cattle. Hence the name, Cocaine cowboy.

"Before his incarceration, Jimmy was a Cocaine cowboy who shipped crack from Columbia to the south coast US.

Cocaine cowboy by Psssuuuuu December 14, 2022

Inverse cowboy

When the guy sits reverse cowgirl on top , sticks it i her and shits on her belly

Bro I worked the inverse cowboy on that cowgirl and she loved it

Inverse cowboy by Ndizzle78 December 28, 2022