a man who likes to cum in a lot of women.
joe never brings rubbers on a date he is a real creampie cowboy
by nastynikk September 21, 2020
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i guy who does not use rubbers just let it rip..
joe dates alot of women i hear he is a real creampie cowboy.
by nastynikk September 25, 2020
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when a truck with a large exhaust chooses to blow black smoke (queef)
Did you see that truck blow a cowboy queef? Dude must have a shrimp dick.
by yolkmart December 17, 2021
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a large callibor revolver such as .45 long cult , 44 magnum, .50 S&W
I just got this new cowboy canon chambered for the 44 magnum round
by Riot strike June 17, 2020
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When someone is wasted enough to eat a hot steamy whippet load in his Halloween cowboy hat
Josh got cowboy creampied after the club on halloween
by FirelordOG November 1, 2021
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When a group of men engage in the act of standing in a line with a person both in front of them and behind them; as the line starts to progress across an area all the men involved simultaneously insert their penis into the anus of the man in front of them, place their hands on the shoulders of the man in front of them, and walk, dance, and thrust to the rhythm of the music that is playing.

Rules:
1) Making train noises with your mouth is encouraged but not required.

2) Women with strap-ons are allowed to participate depending on who is taking part, but it is always looked down upon.
Guy 1:"Hey man, would you like to take a seat?"

Guy 2:"Thank you, but I can't, me and a couple of other gentlemen had a Cowboy Freight Train last night and I'm afraid I won't be sitting down for a while."
by Jimbo McDoodle Snout June 6, 2011
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