urban calgary cowboy

Someone who wears cowboy gear to stampede and has never stepped foot on a farm or horse .

Lots of urban calgary cowboys at this event.

Usually wear a cowboy hat for max of 9 hours or one night a year .

by THE ORIGINAL STRETCH July 9, 2022

lazy cowboy

When you yee-haw turns into a yee-nah

Tractor Boy: Im not bothered. It a yee-nah day. ima lazy cowboy

by reilei February 16, 2019

cowboy cut

When a group of other inmates hold someone down take their pants off. And with a razor cut them deep from their asshole to their dick and run a train on them till they bleed out.

You better not leak the group chat with the boys or we will cowboy cut you

by anonymous July 27, 2024

Canadian Cowboy Hat

A Canadian Cowboy Hat is when you when you wear some who just gave birth's placenta as a hat.

I did a Canadian Cowboy Hat when my wife gave birth to out first-born.

by POROMONHATER1 December 11, 2024

White collar cowboys

The best heken band ever

-Yo doggy did you cop the dirty mountain cd by the white collar cowboys?
-yeah doggy’s it’s amazig

by Big daddy Dave June 12, 2018

reverse astronaut cowboy

when to people are advance the go to space just to do reverse cowgirl, but its 2022 so we call it reverse cowboys cause we do it better.

see glex, twitch glexplays

chxxryblxxsm: Glex what position do you wanna do tonight I’m thinking reverse cowgirl what about you
glex: how about reverse astronaut cowboy

by misshap. September 12, 2022

Cowboy

A “Cowboy” (In this specific terminology, i first heard it in Northwest Indiana) Is typically a highly-motivated Gangster from a small town anywhere in the US. Cowboys Usually grow up in there small but dangerous town gangbanging, selling drugs, and going to JDC. Now that they’re 18, They likely have a car and freedom so instead of sitting around, they hit the road for Weeks and often Months at a time, Going to other small town ghettos or big cities, Mostly to commit different crimes to make money. This helps because they’re not local, it’s harder for the police to find them and it’s easier to backdoor people they meet along the way to benefit their own pockets. Between the time they begin doing this, and the time they inevitably go to jail, They often come back to their hometown hoods to provide Money, Guns, And drugs for their people to sell and use on the streets. Stay AWAY from cowboys.

Jaylen : “Yo, Where K3 been at ?”
Jonny : “I don’t know, probably ATL. He’s a cowboy now, Road Runnin.”
Jaylen : “Damn, I can’t wait till i turn 18 and OG get off my ass, we gon’ hit the road too”
Jonny : “Man shut yo cryin ass up my nigga, You gon be with ya dukes till you 40.”

by eg1100 July 9, 2025