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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Idiot cowboy is one of three founders of paperbag inc. And is in good relations with paperbag man, he can be located in the city of Los Santos and can be seen wearing a leather jacket, Jeans, cowboy hat,and cowboy boots, he typically drives motorcycles and mucle cars and reeks of a stench so foul it might have caused Chernobyl, he is also a complete and total dumbass, oh and he also has a private army of tactical cowboys.
Person 1: hey have you heard of idiot cowboy?

Person 2: yeah hes the dumbass who owes paperbag man $1.62

Person 1: we've been trying to reach you about your cars extended warranty
by Idiotcowboy69 November 8, 2021
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Typically used to describe a dirty ol' redneck that aspires to be as monumentally stout as an Absolute Unit. Wears Ariat boots with faded blue jeans. Wears hats as often as possible. Probably to cover his bald spot.
Damn y'all look at Bradley walking down the hall like a Cowboy Unit. That guy is a poser -- he's no Absolute Unit!
by absoluteunit9000 October 15, 2018
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Those dam suede high heel boot things that Chelsea's wear
DAAMM Chelsea back at it again with dem Cowboy Clogs
by Big Daddy Walrus October 26, 2018
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A sexual phenomenon performed by 2 guys w big cocks. One male lies on the floor on his back while the other stud mounts him deep inside while facing away from him an rises his cock like a cowboy
Buddy and Joey love to ride each other’s pony’s in reverse cowboy .

Buddy rides all the homies DP and reverse cowboy
by Bullsryche January 14, 2020
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One whose eye is known to oogle in the direction of a wayward breast, particularly when displayed on the skype window in the upper corner of a screen.
Look at the glimmer in the trash cowboy's eye. Looks like he's caught a glimpse of some nubile young flesh.
by farthole May 29, 2012
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When you think he's going to grab his saddle but he grabs your balls instead
I though we'were going to take the the horses out and Gary went for a cowboy reach around
by Kleptokleptic June 20, 2017
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