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 01, 2024

Cowboy Unit

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

Grindstone Cowboys

In every Little League, two dads always do the work of 80 volunteers.

Sheila said, "Travis & Chris work the field for every game, even the ones their own kids don't play in!" Bob replied, "They are the Grindstone Cowboys."

by Kobayish June 25, 2024

Reverse cowboy

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

Canadian Cowboy Hat

A Canadian Cowboy Hat is when you when you wear some who just gave birth's placenta as a hat.

I did a Canadian Cowboy Hat when my wife gave birth to out first-born.

by POROMONHATER1 December 12, 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 06, 2011

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