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cowboy up 

(an insult used between men): to metaphorically " grown an extra pair of balls" and assume your responsibilities like a grown
Not very bright teenage son: dad I got my girlfriend pregnant. What do I do?

Father: all you have to do is cowboy up son, and btw, I am busy ( closes the study door in son's face)
cowboy up by Uncle Dimma May 30, 2016

Cowboy Bebop 

Once upon a time, in New York City in 1941... at this club open to all comers to play, night after night, at a club named "Minston's Play House" in Harlem, they play jazz sessions competing with each other. Young jazz men with a new sense are gathering. At last they created a new genre itself. They are sick and tired of the conventional fixed style jazz. They're eager to play jazz more freely as they wish then... in 2071 in the universe... The bounty hunters, who are gathering in the spaceship "BEBOP", will play freely without fear of risky things. They must create new dreams and films by breaking traditional styles. The work, which becomes a new genre itself, will be called... COWBOY BEBOP
Cowboy Bebop is a good show.
Cowboy Bebop by Wumbus September 30, 2018

cowboy style shit 

taking a dump while stradling the comode reverse. So as to lean your elbows on the tank, or in a public restroom, grab the pipe like the reigns or of bull. AKA reverse shit, you have to mount & dismount the toliet.
hey bubba, i had to shit so bad after that taco bell, i took a cowboy style shit to hold on, my ass blew up and i almost bucked off.
cowboy style shit by YDNA RunDPMG November 17, 2006

Cowboy Casanova 

n.a fake ass cowboy hailing from SE Oklahoma who thinks he has charm, romance, and wit to score with attractive females.But doesn't!
Cowboy Casanova by Big Earn November 5, 2005

cowboy stretch 

Catching a quick/short nap during the day. It usually involves you sleeping during your work hours, and wearing you work clothes including your shoes.
I am just going to catch a cowboy stretch underneath my desk so that I can get some energy for the rest of the day.

Cowboy cocaine 

The act of masturbating to ejaculation, shooting the ejaculate onto a coffee table or other small table, waiting until it dries, and then cutting the ejaculate up with a credit card and snorting it.
Hey Dustin, wanna come to my place this weekend, watch some movies, and do a little bit of cowboy cocaine?
Cowboy cocaine by Olkrustypackage August 31, 2016