Cowboi

A "cowboi" epitomizes the blend of vintage Western grit with contemporary urban charisma. These avant-garde trendsetters don cowboy-inspired attire, seamlessly merging the charm of the old West with the pulse of cities like New York, Boston, Austin, and Portland. Whether drawing from authentic ranching roots or crafting a unique metrosexual statement, their presence is unmistakable in hip clubs, bars, and streetscapes. Icons such as Elon Musk, Kacey Musgraves and Orville Peck might have ignited this movement, but cowbois are truly the vanguards of a new cultural frontier, where heritage meets innovation and tradition dances with novelty.

"Introducing their innovative tech product at the Austin expo, the team adopted a cowboi theme, blending the city's Western heritage with its modern tech boom, making a memorable impression on attendees."

by Gordon0022 September 24, 2023

Commonwealth cowboy

A "Commonwealth Cowboy" refers to men from smaller communities within Commonwealth nations (UK, Ireland, Canada, Australia, New Zealand) who embody a blend of rugged practicality and quiet confidence. They are typically sturdy and dependable individuals, known for their willingness to work hard and their genuine, straightforward communication style. Unlike those focused on image, they possess practical skills and a grounded nature, offering a sense of security and respect through their competence and kindness. This archetype represents a refreshing authenticity rooted in real-world abilities rather than superficial displays.

Woman: On our way to dinner, my date pulled over to change a strangers tire, just said, “can’t leave ‘em stranded”. I swear men from the prairies are built different.

Friend: sounds like he’s a commonwealth cowboy

by I H8 City Boys April 13, 2025

Cowboy Creampie

When someone is wasted enough to eat a hot steamy whippet load in his Halloween cowboy hat

Josh got cowboy creampied after the club on halloween

by FirelordOG November 1, 2021

Cowboy casanova

When girls fuck more than 1 more at a time all night long

I fucked Jared and jensen last night for 5 hours as a cowboy casanova.

by Madisonxo March 27, 2021

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

cowboy up

( an insult used between men only: to metaphorically 'grow an extra pair of balls' and take ones responsibilities like a grown man

Incompetent teen son: dad I got my girlfriend pregnant. What do I do?

Father: cowboy up and be a dad. And btw, I am busy ( slams door in son's face)

by Sexydimma April 24, 2021

Thirsty cowboy

Similar to the "falcon" and "dragon" sexual acts but the opposite. It involves one gentleman fingering two vagina's near his face while shaking his head with his tongue out.

Kris: Yo bro, what happened last night when you disappeared with Carmen and Louise?

Jeff: Haha we went upstairs and I did the thirsty cowboy!

Kris: No way? Unbelievable Jeff!

by DJ Fuck January 25, 2014