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Massachusetts Cowboy 

A person who was born and lives in Massachusetts, but for some reason dresses like a cowboy. Usually a symptom of dementia from too many years of drinking.
Person 1: Why are you wearing cowboy boots and a cowboy hat?

Person 2: Because I grew up on a farm in Massachusetts.

Person 1: Oh, your a Massachusetts Cowboy.

Person 2: Baaaaaaaahhh!!!

Job for a Cowboy

-noun

One of the worst bands I have ever heard next to "A Fallen Aesthetic." It's nothing but a bunch of sloppy, overly-distorted guitar riffs, and the drums are so bad you could pick up some sticks and bang a drumset and it would sound just the same. And their songs and lyrics are about things like eating a taquito and subsequently taking a dump. Stupid.
"Man, Job for a Cowboy sucks! But I'd rather let my ears suffer cause A Fallen Aesthetic is just gay. And the only thing more gay than the band 'A Fallen Aesthetic' is the name."

"Job for a Cowboy is so stupid. I heard their song that was about eating a taquito and taking a dump and it made me want to bash my face into the sidewalk."
Job for a Cowboy by Asawisper August 7, 2008

cocaine cowboy 

A person who does cocain all day everyday no matter what. Parties every night!!!
Henrick is sniffing mad dope tonight. Look at that dope ring around Head Ham's nose. Flim Flam is a dope head. Henrick sure is a cocaine Cocaine Cowboy
cocaine cowboy by V-Blob December 26, 2010

crisco cowboy

a gay person who likes to dress in cowboy gear.
Damn look at all the CRISCO COWBOYS and the CW bar tonight !
yeah honey they are HOT ! but they'll never give us a spangle neckless, they only want to eat their OWN beef chowder !
crisco cowboy by pooter September 15, 2004

sick cowboy 

1) A cowboy that is ill
2) A Cowboy that fucks barnyard animals
1) Man that is one sick cowboy, he's been throwing up for 3 days now
2) That is one sick cowboy, fucking that sheep on a bail of hay
sick cowboy by #38 November 1, 2007

The Legendary Stardust Cowboy

Artist who has performed novelty songs including the hit "Paralyzed". The artist gives the illusion during the song that he has gone completely mad.
"Did you hear The Legendary Stardust Cowboy singing? Man what's his problem?"