To be doing any activity in the same vein as the old pioneers of the 1800s. Usually by being stupid,reckless or dangerous though most of the time all three.
Man #1 "That mf Skiing down mt everest is suicidal!"
Man #2 "Nah bra he on some cowboy shit"
by BIG HERCS BIG UNCLE March 9, 2021
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to do something reckless without concern for the consequences.
This nigga Rob was on some wild cowboy shit last night til the cops showed up.
by Chain6an6James February 14, 2014
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MAsturbating with a sandpaper glove hopping up and down pon your partner then saying fuck you three times and kicking her boobs. Have fun
Example should include the word "upside down triple cowboy shit"
by hdhSHSDHAVBHvklVfDHLcvjkfvbxcj December 22, 2011
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taking a dump while stradling the comode reverse. So as to lean your elbows on the tank, or in a public restroom, grab the pipe like the reigns or of bull. AKA reverse shit, you have to mount & dismount the toliet.
hey bubba, i had to shit so bad after that taco bell, i took a cowboy style shit to hold on, my ass blew up and i almost bucked off.
by YDNA RunDPMG November 17, 2006
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