Drugsto' Cowboy

A popular internet blogger, vlogger, and music video comedian, The Drugsto' Cowboy is the self-proclaimed "most color-coordianted rapper to ever come out of Sheboygan, WI."
"The Drugsto' Cowboy has more game than a Jewish Community Center on BINGO night."
by Dave Lahna December 31, 2008
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Yooper Cowboy

People from the U.P who dress in a flannel, work boots, and a Stormy Kromer while sometimes carrying a gun.
Yo what's with all these Yooper Cowboys lately?
You can tell when it's buck season because the Yooper Cowboys come out in full force.
by tilsby November 13, 2018
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kotex cowboy

1. A person who is a pussy
2. Someone bitches a lot
3. A person acting in a cunt like manner
by God's Gift To Electrical December 18, 2013
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river cowboy

Rugged men who work on the inland river system- loading, unloading, and towing barges of cargo. They can tie a line, fetch a wire, and will work 365 days a year.
“Hey, It’s time to switch these barges out at the dock. I’m gonna need some river cowboys to help flip this load out and tumble one of those empties in”
by Flat Dick October 05, 2018
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Go Cowboys!

It’s the answer to dumb questions or questions you do not want to answer. Mostly to personal questions, but this is the answer to any serious question.
Frank: Hey Gary how do you feel about the upcoming election?
Gary: Go Cowboys!
by Thatplayer58 January 21, 2021
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Vaccine Cowboy

Someone who drive your hours or longer to get a Covid vaccination.
I thought I would have a short wait to get a local vaccination, but when I arrived at the vaccination site there was one Vaccine Cowboy after another who had ridden in from god knows where, standing in line in front of me.
by LaughingAloud April 04, 2021
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Penis Cowboy

Somebody who rides the penis much like a cowboy rides his horse
Wow... look at tim cook... such a penis cowboy.
by TheFridgeMaster December 01, 2009
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