midwest cowboy

Getting fucked in the ass by Bojack Horseman

man , that Midwest Cowboy definitely gave me a pink sock last night.

by wooollas September 4, 2021

Dirt Box Cowboy

A gentleman who is a bit light in the Loafers, who is also an avid member of the Cheesy Wheelbarrow Pushers Club.

While playing cricket over the weekend I was asked if I'd bat for the other team. "no way!" I replied. "I ain't no Dirt Box Cowboy".

by Adlof Hilter February 28, 2023

Nautical cowboy

Sex on a jet ski in cowgirl position while on the ocean

After I rolled her from her starboard side, she rode me in the nautical cowboy till the seals came home

by Nickrad158 July 27, 2018

Cowboy Bob

A snarky, priveleged & sadistic old timer that got checked. Yippie kie Yo MTF!

After years of being stalked & terrorized she finally checked Cowboy Bob.

by Cashcowstampede August 31, 2025

Sina (pahtoohee) [like a cowboy spitting]

Tall bearded man that wakes up in the morning, looks in the mirror, stroke his beard and goes "BOO YAH! Beard is on FLEEK today!"

Girl: OMG Sina (pahtoohee) like a cowboy spitting is so hot, his beard is on FLEEK today

Girl2: The things I would do to feel that stubble brush against my clitoris

by emma from taft December 5, 2022

cowboy

an american man who typically wears a hat

that cowboy john wayne

by lilfluzi December 23, 2021

Inverse cowboy

When the guy sits reverse cowgirl on top , sticks it i her and shits on her belly

Bro I worked the inverse cowboy on that cowgirl and she loved it

by Ndizzle78 December 28, 2022