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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
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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
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Related Words

crane cowboy

A person that has the skills to pay the bills when it comes to heavy lifting and shady rigging principles. This person has the shadiest rigging technique and can sneak it by an osha inspector and usually wears a cowboy hat hard hat.
That Larry is a serious crane cowboy when it comes to gettin shit done, all he needs now is a mic ultra and his horse
by TyroneJefferson February 22, 2021
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nullagine tandem cowboy shitwank

Whilst one man is having a standard shit wank, a second man sits on his lap cowboy style and shits between his legs, whilst simultaneously jerking them both off with theirs cocks pressed up against each others
I was having a sneaky shitwank when my man lover Plunky sat down on my lap and joined me for a good ol nullagine tandem cowboy shitwank of monstrous proportions. We simultaneously owned the toilet whilst setting off jizz fireworks all of the bathroom ceiling
by Bumfluff June 25, 2014
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Drugsto Cowboy

A popular internet blogger, vlogger, and music video comedian, The Drugsto Cowboy is the self-proclaimed "most color-coordianted rapper to ever come out of Sheboygan, WI."
The Drugsto Cowboy has more game than a Jewish Community Center on BINGO night.
by Ross Bailer January 4, 2009
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Queen's Cowboys

RCMP (Royal Canadian Mounted Police)
The National police force of Canada. They originally rode horses back when cars & roads weren't quite up to modern standards. These days they prefer to ride in air-conditioned comfort of Ford Crown Vic Interceptors. The horses are generally only taken out for crowd control, parades, and musical ride.
The Queen's Cowboys pulled me over for speeding and asked for a non-voluntary donation to the National coffers.
by mk-1 July 12, 2007
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cowboy poker

n. - a rodeo event played with a card-table, a deck of cards, four contestants, four folding chairs, and a bull. The rules are: the last cowboy to set down his cards and leave the table wins.
Some contests require skill; others require cajones. Cowboy Poker is one of the latter.
by Fuzzy June 17, 2006
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