going cowboy

Going against the rules or set of norms. Breaking the mold, usually in a spirited or rebellious manner. Similar to "going rogue". Often times reckless or careless in their pursuits.

"Why do we have so many office supplies? 2000 red pens? 500 boxes of staples? We only have 10 employees!"
"Bob from accounting must be going cowboy with the credit card again."

by Pappa Wayne May 23, 2019

Cowboy Chillers

Full flavored Marlboro Menthols compared to Marlboro Reds, Cowboy Killer's.

Hey Shelby, did you smoke all of my Cowboy Chillers? You owe me a pack.

by This is andey April 14, 2019

coattail cowboy

One who excels at the act of coattailing. A professional coattailer.

After my presentation, the coattail cowboy was trying to take credit for my work.

by MowMow February 3, 2015

bitumen cowboy

Derogative term used to describe a sub class of vehicle owner in Australia.Commonly recognized as driving a ute or 4WD with huge bull bar,Kenworth mud flaps,CB antenna that could touch the sky,with RM Williams and Bundy Rum stickers covering every square inch of paint work.Driver usually aged between 17-30 and wears a cowboy hat even though he has never been near a horse.An essentially urban red neck,he breathes country living even though he would never dream of taking his vehicle off the road for fear of getting it dirty.

"Good luck trying to trade in your ute with all that crap stuck to it,you stupid bitumen cowboy"

by drongo September 5, 2006

cowboy clan

An online group of retards who'd like to be cool, but in reality just sit around posting memes and insulting eachother. This group tends to have many inside jokes and will turn on eachother at moments notice.

Dude: what the fuck is this place

Cowboy1: wtf ^

Cowboy2: shut up

Cowboy3: posts meme
Dude: Oh shit its a cowboy clan

by Anarchist Superstar August 10, 2019

Russian cowboy

When a female is bent over the toilet throwing up, a gentlemen puts his genitals into her

I Russian cowboy' d the shit out of her!

by Bloodymary12 March 20, 2017

Smoking Cowboy

When you put the butt of a cigarette in your urethra and a little cowboy hat on the head of your penis and flex your penis to exhale smoke from your urethra.

Damn Dave I could really rip off the drawers and go for a smoking cowboy if you have a cigarette on hand.

by PinkVaquero July 29, 2019