Upon anal penetration, clutch your partner's hair and whisper into his or her ear, "your sister f*!#* better than you!" and hold on for 8 seconds.
After giving her the cowboy maneuver, the relationship was down hill from there. But a strawberry shortcake won her back.
by Michael O' Neal May 30, 2006
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Wild, impulsive, living on the edge and taking risks without worrying about the consequences.
"That cowboy sure did leave a mess behind didn't he?"
by Anonymous A.D. October 11, 2007
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“Cowboy”
“C o w b o y”
by Cowboy_ April 30, 2021
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A cowboy is the ideal American figure because he comes packing with two Colt .45 Revolvers, and a double barrel shotgun, plus a 1HP...Horse.
It'd be cool if I was a cowboy.
by Border Brother October 21, 2003
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A young, boyish gay male (boi) who dresses in the rugged, cattle-rancher style of the old West. This may be due either due to the guy's upbringing on a ranch or a desire to achieve the urban cowboy look through a particular style of metrosexuality.

Cowbois can be seen on the streets of New York and Boston and in some gay clubs and bars. Perhaps some have been newly inspired by cowbois Heath Ledger and Jake Gyllenhaal from the film Brokeback Mountain.
1) I love watching cowbois make out... yee haw!

2) We cowbois sure know how to slap leather.

3) OMG, what is he wearing? Sure, the hat, tight jeans, and boots, are kinda sexy, but why's he suddenly going all cowboi on us? I liked him better when he was just a twink.
by mgeyer2006 February 15, 2006
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1. an adventurous hero
2. a hired man who tends cattle and performs many of his duties on horseback
John Wayne, Tex Ritter, Roy Rogers, Gene Autry were some of the most famous cowboys.

"I should've been a Cowboy
I should'be learned to rope and ride
Wearing my six-shooter riding by pony on a cattle drive
Stealing the young girl's hearts
Just like Gene and Roy
Singing those campfire songs
I should've been a cowboy"
by Swarsfanatic May 10, 2005
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