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7:30 Cowboy

A rancher or person from Texas who watches NTR having there cows jack them off at 7:30PM every day.

Did you hear George is a 7:30 Cowboy?

by lord of biffs August 1, 2024


Cowboy Freight Train

When a group of men engage in the act of standing in a line with a person both in front of them and behind them; as the line starts to progress across an area all the men involved simultaneously insert their penis into the anus of the man in front of them, place their hands on the shoulders of the man in front of them, and walk, dance, and thrust to the rhythm of the music that is playing.

Rules:
1) Making train noises with your mouth is encouraged but not required.

2) Women with strap-ons are allowed to participate depending on who is taking part, but it is always looked down upon.

Guy 1:"Hey man, would you like to take a seat?"

Guy 2:"Thank you, but I can't, me and a couple of other gentlemen had a Cowboy Freight Train last night and I'm afraid I won't be sitting down for a while."

by Jimbo McDoodle Snout June 6, 2011


Cowboy Clogs

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


Idiot cowboy

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


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


Wantagh Cowboy

A big burly bad boy who is equally comfortable in a saloon or camping in the 'Daks.
He knows that everyone wants to be an outlaw until there is outlaw shit to do. Armed with that information he still attends country music concerts on a regular basis at Mulcahy's and Jones Beach. He meanders along the Wantagh Parkway and Sunrise Highway aboard his trusty steed Rav4 or square body pickup. Dreaming of a class B.
He will whisper or shout while telling you a story in excruciating detail.
If you run across him tread lightly,
kindly purchase him a cadillac margarita, tip your hat and mosey on along.

The saloon doors flew open and coming in hot a figure entered. We all gasped, it was the "Wantagh Cowboy"!
He sauntered up to the bar, his bride at his side with empty six shooter hands and shouted, "Yee Haw" while ordering a Cadillac Margarita. "Don't forget the triple sec he exclaimed."

by Days1 June 24, 2024


cowboy george

cowboy George is a guy that has a small penis. he is a not nice guy. he thinks he's the the shit. he's not the smartest.

that must be a cowboy George

by big farmer man December 14, 2023