The Naked Cowboy

Famous dude who stands in Times Square with his guitar in his underwear as a tourist attraction. Despite what the name would imply, he's not actually naked.

While we were touring around the city we got our picture taken with the naked cowboy!

by YoungNaturistsAmerica January 28, 2011

cowboy the fuck up

1. To grow a tough skin quickly or suck it up.
2. Punchline to a brilliant lyric in Deathboy's "The 80s are Dead"

3. Credited as 'Astrid's bit.

"Stop being a sissymary motherfucker, and just cowboy the fuck up already"

by titled November 5, 2003

The winking cowboy

When you cum on a girl as you say “it’s high noon baby” in a southern accent and do finger guns

This girl and I did the winking cowboy last night...didn’t sleep for weeks!

by 5zach_69 January 25, 2020

The Domesticated Cowboy

A sexual act where the female gets down on all fours. The male then proceeds to mount the female, tie a belt around her neck, and kick her in the sides whilst violently snapping the makeshift reins. The act ends when the man screams “You’re alright girl”,before aggressively ejaculating all over the back of the woman

Person one: hey wanna go get some Italian.
Person two: I can’t I’m still recovering from the Domesticated Cowboy

by Arthur Morgan 1889 March 2, 2020

The crazy cowboy

When a men ties his penis in a knot, and spins around with two fully loaded pistols in both hands

Hey mommy look i can do the crazy cowboy just like daddy

by Jhonny Turner August 27, 2009

riding the cotton cowboy

When a girl is horny and straddles their pillow and grinds on it to get herself off..

I got caught riding the cotton cowboy, so I was told to wash all the pillows now

by JuicyTroll June 21, 2015

The angry cowboy

When in dallas a girl licks a man's member until her rangles a lassow of semen onto her forehead.

Wow Jenny didn'nt mean to hit you with The angry cowboy so soon!!!!!!!

by Cazmanman August 2, 2007