Penis Cowboy

Somebody who rides the penis much like a cowboy rides his horse

Wow... look at tim cook... such a penis cowboy.

by TheFridgeMaster November 30, 2009

cowboy hard

Condition in which one worked so hard he can't get a full erection, but the callouses developed riding in the saddle makes the penis feel hard.

Mike: After all these years on horseback I think I may have given myself ED.

Jane: yeah but at least you're cowboy hard

Mike: *silence*

by Gonna Be Dumb, Better be Tough April 21, 2014

Yooper Cowboy

People from the U.P who dress in a flannel, work boots, and a Stormy Kromer while sometimes carrying a gun.

Yo what's with all these Yooper Cowboys lately?
You can tell when it's buck season because the Yooper Cowboys come out in full force.

by tilsby November 12, 2018

Internet Cowboy

A term coined in November of 2020 referring to the men on social media pretending to be cowboys, or pretending to do activities most generally considered to be those of actual landowners and beef producers. They most generally live in a populated urban center (town), renters, drive a truck that has the suspension altered in way to guarantee life-long front end problems, gives free advertising to hunting/outdoor companies (Salt Life) in the form of stickers on the back windshield of said wore-out truck, wears apparel designed for those who rodeo and/or work cattle when in actuality they are sacred of large animals. Other characteristics: Avid hunters of other people’s land, over extended on credit, 50% chance non-completion of high school, when asked what there favorite music is...it’s always Red Dirt.

Kyle, Chad, and Derek have really turned into a bunch of internet cowboys since they retired from gay porn.

by Tipofthedtoya November 10, 2020

Space Cowboy

Someone, who can zone out in every situation.

They are bad at multitasking, but have thousands of thoughts at the same time.

“Hello?! Are you listening to me? Come back to Earth! You are a literal Space cowboy…”

by Space cowboy itself October 14, 2021

Vaccine Cowboy

Someone who drive your hours or longer to get a Covid vaccination.

I thought I would have a short wait to get a local vaccination, but when I arrived at the vaccination site there was one Vaccine Cowboy after another who had ridden in from god knows where, standing in line in front of me.

by LaughingAloud April 4, 2021

Sticky Cowboy

A homosexual male that has the ejaculate of other men on his face, while riding other men's penises for large periods of time, encompassing entire days.

Flopniller plays the part of Sticky Cowboy err day at the gay bar.

by HazardousHap November 24, 2010