A long distance moving truck drivers and crew, who drink, smoke weed, trip, or roll, while on the driving and on the job. Sometimes pejorative.
by FreakyreD October 13, 2020

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

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 November 9, 2012

by Cowboy Shocker December 24, 2019

a plastic cowboy is a suburban person who larps as a cowboy in really lame ways. thinks driving on a gravel road once a month and listening to their local country music station on occasion makes them a cowboy. probably wears a hat and boots to their indoor job.
Like a bud light cowboy but worse.
Like a bud light cowboy but worse.
by SmashTheState August 20, 2023

Literal poetry disguised as a song. Absolutely breathtaking in a way I cannot even begin to fathom. It is not just a song. This song is gorgeous and i can’t even explain how I find this song magnificent.
Someone; “Cowboy Like Me is the best song off Taylor’s Swift’s Evermore Album”
Someone else; “I agree! Taylor swift is the shit!”
Someone else; “I agree! Taylor swift is the shit!”
by Taylor swiftian April 18, 2023

a person who only wears classic leather cowboy boots, occasionally a big hat, and denim, especially jean jackets
by m305 October 15, 2019
