Whipped Cream Cowboy

A most fearless and whimsical fellow, with a penchant for making tigers purr using his playful wiles.

Raspberry Tigers sure do melt when that Whipped Cream Cowboy rolls into town.

by raspberrytigerrawr May 5, 2022

urban calgary cowboy

Someone who wears cowboy gear to stampede and has never stepped foot on a farm or horse .

Lots of urban calgary cowboys at this event.

Usually wear a cowboy hat for max of 9 hours or one night a year .

by THE ORIGINAL STRETCH July 9, 2022

Gas station cowboy

Christopher Prinz

You look at a gas station cowboy

by Jean_23 September 3, 2022

reverse astronaut cowboy

when to people are advance the go to space just to do reverse cowgirl, but its 2022 so we call it reverse cowboys cause we do it better.

see glex, twitch glexplays

chxxryblxxsm: Glex what position do you wanna do tonight I’m thinking reverse cowgirl what about you
glex: how about reverse astronaut cowboy

by misshap. September 12, 2022

Sina (pahtoohee) [like a cowboy spitting]

Tall bearded man that wakes up in the morning, looks in the mirror, stroke his beard and goes "BOO YAH! Beard is on FLEEK today!"

Girl: OMG Sina (pahtoohee) like a cowboy spitting is so hot, his beard is on FLEEK today

Girl2: The things I would do to feel that stubble brush against my clitoris

by emma from taft December 5, 2022

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

Knock-Off Cowboy

Farmers who identify as "cowboys" by utilizing phrases like "cowboys don't care" and acting as though it's a personality trait. In addition to wearing paddy caps and dealer boots, these individuals also known to get their eyebrows pierced. These so-called "cowboys" are con artists, not at all like the real thing.

“ Look at the man sporting a paddy cap over there. He definitely considers himself a "knock-off cowboy," I'm sure of it. Where is his cowboy hat, ffs?” “That eyebrow piercing is an ick” “Wait till they face the real deal in Texas they’ll be weak to their brittle knees”

by Jbunni March 10, 2023