Cowboy shit 

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"

Cowboy shit by BIG HERCS BIG UNCLE March 9, 2021

cowboy shit 

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.

cowboy shit by Chain6an6James February 14, 2014

upside down triple cowboy shit 

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"

upside down triple cowboy shit by hdhSHSDHAVBHvklVfDHLcvjkfvbxcj December 27, 2011

cowboy style shit 

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.

cowboy style shit by YDNA RunDPMG November 17, 2006

nullagine tandem cowboy shitwank 

Whilst one man is having a standard shit wank, a second man sits on his lap cowboy style and shits between his legs, whilst simultaneously jerking them both off with theirs cocks pressed up against each others

I was having a sneaky shitwank when my man lover Plunky sat down on my lap and joined me for a good ol nullagine tandem cowboy shitwank of monstrous proportions. We simultaneously owned the toilet whilst setting off jizz fireworks all of the bathroom ceiling

nullagine tandem cowboy shitwank by Bumfluff June 25, 2014

shitsale cowboy 

n. A person who wanders flea markets, yard sales or other junk sales in boots, jeans or overalls, and the required cowboy hat. "vintage" (worn out) rock or country tour t-shirts are common. Unkempt, hairy appearance is a must. This person may smell of beer and cigarettes. He or she will never buy anything but may offer a ridiculously low bid on an item just to appear to have money.

I can smell that shitsale cowboy from 50 feet, and he'll probably offer me $5 for this tool box too.

shitsale cowboy by bigdealer May 21, 2009