A man who hangs around drugstores, mainly to impress woman.
Drugstore cowboys are not really cowboys at all. They are womanizers.
by Light Joker July 4, 2004
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Rebecca met her drugstore cowboy in the alley that night.
by Justin April 6, 2005
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An individual that frequently scams or burgularizes pharmacies for the purposes of using or selling narcotic perscription drugs.
I robbed that bitch ass pharmacy for 500 oxycontins, I'm a mother fuckin' Drugstore Cowboy!!!
by G mannn May 18, 2006
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A young man that hangs out at drugstores or any other place that suits his loafing and usually wears elaborate clothing during the roaring 20's.
The drugstore cowboy was wearing a big floppy hat and fur coat as he sipped on his ice cream soda.
by Jojo Turk April 1, 2008
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A popular internet blogger and vlogger, known for his retellings of near-misses with the moderately attractive "ho's" that he attempts to score with throughout the San Fernanado Valley.
The Drugstore Cowboy is recognised for his creative vocabulary when identifying different types and attributes of the female and her anatomy.

See also "Drugsto' Cowboy" in Urban Dictionary.
"She started askin me all kinda questions about Terrance but I wanted to keep the conversation on the two of us so I broke teh news to her about his lazy eye and how he smells like Fritos."
-From the blog, "Ho's and the Olympics" by The Drugstore Cowboy
by Ryan Bodel January 4, 2009
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