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Dirt Box Cowboy

A gentleman who is a bit light in the Loafers, who is also an avid member of the Cheesy Wheelbarrow Pushers Club.
While playing cricket over the weekend I was asked if I'd bat for the other team. "no way!" I replied. "I ain't no Dirt Box Cowboy".
by Adlof Hilter February 28, 2023
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Corporate Cowboys

Individuals who work for money for the sake of money. Take care of business for business' sake. Renegades within corporate ranks, fucking up all kinds of bottlenecks and complacency. Rocks the boat and follows the money. Takes "In God We Trust" to literally mean our, the royal "We", trust held in fiat currency. Will break rules AND take credit for it. Not afraid to catch flak. Cutthoat. Guilty by association. Wet you up from the neck up. Originated in the US of A. Pioneered in the Wild West. There is no final frontier...
Example

Person 1: License and registration, please.
Person 2: *hands them papers*
Person 1: Do you know why I pulled you over?
Person 2: Just doing your job?
Person 3: *chuckles*
Person 1: You being smart with me?
Person 2: You pulled ME over.
Person 3: *chuckles*
Person 1: Okay, I see the registered owner's name and the name on your ID do not match. Care to explain?
Person 2: This... is a company car-
Person 3: Would you like a business card. We're Corporate Cowboys tonight.
Person 1: Oh...Uhhh, no. That won't be necessary. I'm aware of who y'all are... Just doing your job, too, huh?
Person 3: We can't disclose that information.
Person 1: So the owner of this is uhh..?
Person 2: We can't disclose that information.
Person 3: *chuckles*
Person 2: Well, let's wrap this up-
Person 1: W-would you like my name and badge number? My sergeant doesn't have to hear about this...
Person 2: Easy, Officer... We're on the same side here. Technically, we're all Corporate.
Person 3: Yeah, you are the "loss prevention" to our "collections". We never cross, because we never fuck up.
Person 1: So am I being detained?
Person 2: ...
Person 3: ...redacted? Do we take their name and badge?
Person 1: Please?
Person 2: Have a quiet night, Officer. Drive safe.
by el socio October 12, 2018
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Cowboy Bebop

\ˈkau̇-ˌbȯiˈbē-ˌbäp\n. See also SPACE JAZZ (𝘢𝘳𝘤𝘩𝘢𝘪𝘤):
The work which becomes a new genre itself...
The original Blade Runner movie is a cowboy bebop.
by Profound Mercenary October 29, 2022
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Auction Cowboy

A person who looks at legal goods and pays for as many as 50 items. He goes to an auction and makes 3x.
You need $50 to cover the rent? Call an auction cowboy.
by silverseal September 18, 2011
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Cowboy RyRy

This one sexy ass sex-worker
Yooo Cowboy RyRy is that bottom bitch
by Heyyuhhhhhh May 23, 2025
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tube cowboy

When you justify purchasing dope cowboy boots for a Texas wedding by wearing them when you get home on the tube in London… nice work bobo!
D-Rock didn’t Google “tube cowboy” but if he had, he would have found this…
by OGProperSean December 3, 2021
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walk the cowboy

Man wearing a cowboy hat while his female partner is holding his legs up and fornicating him with a dildo.
My boyfriend and I are going to walk the cowboy tonight! It was the first time I was in control!
by StellaNaughtBerry October 2, 2021
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