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Somebody who is a dusty and fake country boy. Pretending to be from the sticks but really just rolled in a dustpan.
Doug was being such a dustpan cowboy last night
by Bobzeller67 July 9, 2025
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a guy who adopts a pseudo-country aesthetic and personality while living in a suburban area. can be seen cruising around the subdivision in their unbeaten lifted chevy silverado, listening to morgan wallen with their blonde spray tanned girlfriend in the passenger seat. probably has fluffy well kept hair and works for their dad's contracting company.
He's never felt dirt on his hands in his life, he's just a subdivision cowboy!
by 123890567 July 19, 2025
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A facial hair style consisting of a handlebar mustache with a soul patch
I saw a dude out snowmobiling who has a wicked queer cowboy
by Fred Q Smith October 21, 2025
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To ride a horse as if it were a girl riding you.. on the other sideee… Well you get the point
I walked into the barn and i screamed “HOLY SHIT!!” at the top of my lungs because nicco was giving the horse a nigerian cowboy. Damn, his ass hole must be very tolerant because 13 inches… damn..
by Darkening m’coon December 3, 2025
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Hitting two shots, a cigarette, and a joint at the same time.
Joe walked up to the bar and asked the bartender if they could get the California Cowboy.
by Edhouser January 24, 2026
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New England Cowboy

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Someone who dresses like a cowboy without having ever seen a cow or lived in the country.
"Hey, you see that guy with the bolo tie and the riding boots? I wonder if he's from Texas."
"Nah, he's from Boston--total New England cowboy."
by alexseymour October 26, 2014
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Won-Ton Cowboy Hat

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When a woman's vagina your head and neck whole getting a Chinese massage.
Man she climbed on the table, started rubbing my back & gave me a Won-Ton Cowboy Hat.
by Lib-Lab June 9, 2017
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