Female on all fours, male standing behind. As if snatching a revolver from a holster at noon, male raises finger-pointed hand rapidly and pushes extended digit into female's anus.
"What's the matter Mary?"
"Oh Jim gave me a Cowboy Brown last night"
by Boysie May 20, 2015
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This is the act of ejaculating deep inside a girls asshole without her knowing it's about to happen. As she becomes comfortable with a little fingering of the Brown eye as you fuck her, you make your move! Pull your pistol and saddle up her back door for the ride of a lifetime! It's certain to end with a bang! If she likes it, then youll know you found your philly!
The Brown Cowboy is the act of ejaculating in a girls ass without her knowing it's about to happen. Also used as a test to see if she's a keeper.

Bro! I think I'm I'm love! I pulled the Brown Cowboy last night and she liked it!
by Sean Day Lou Swahili Swag September 1, 2016
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When a man is fucking his partner doggy style, he suddenly pulls out and rams his un-lubed dick into his partner's ass. He then grabs their hair and pulls it while fucking their ass. The goal is to see if he can stay in for eight seconds.
I was getting bored while banging my girlfriend last night so I pulled a brown cowboy.
by Nacho Cespedes December 2, 2014
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