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Cowboy Freight Train

When a group of men engage in the act of standing in a line with a person both in front of them and behind them; as the line starts to progress across an area all the men involved simultaneously insert their penis into the anus of the man in front of them, place their hands on the shoulders of the man in front of them, and walk, dance, and thrust to the rhythm of the music that is playing.

Rules:
1) Making train noises with your mouth is encouraged but not required.

2) Women with strap-ons are allowed to participate depending on who is taking part, but it is always looked down upon.

Guy 1:"Hey man, would you like to take a seat?"

Guy 2:"Thank you, but I can't, me and a couple of other gentlemen had a Cowboy Freight Train last night and I'm afraid I won't be sitting down for a while."

by Jimbo McDoodle Snout June 6, 2011


Cowboy Kiss

This requires two men to be performing the cowboy position on their sexual partners. They also have to be perfectly aligned with each other because when the two men ejaculate simultaneously they kiss, hence Cowboy Kiss.

Joe: WASSSSUPPPPPP!
Chris: Nothing, just chilling out relaxing after a few cowboy kisses with Mateo.
Joe: Dude, you're fucked up....

by Two Spoon Destroyer November 30, 2020

1👍 2👎


walk the cowboy

Man wearing a cowboy hat while his female partner is holding his legs up and fornicating him with a dildo.

My boyfriend and I are going to walk the cowboy tonight! It was the first time I was in control!

by StellaNaughtBerry October 3, 2021


Canadian Cowboy Hat

A Canadian Cowboy Hat is when you when you wear some who just gave birth's placenta as a hat.

I did a Canadian Cowboy Hat when my wife gave birth to out first-born.

by POROMONHATER1 December 12, 2024


Cowboi

A "cowboi" epitomizes the blend of vintage Western grit with contemporary urban charisma. These avant-garde trendsetters don cowboy-inspired attire, seamlessly merging the charm of the old West with the pulse of cities like New York, Boston, Austin, and Portland. Whether drawing from authentic ranching roots or crafting a unique metrosexual statement, their presence is unmistakable in hip clubs, bars, and streetscapes. Icons such as Elon Musk, Kacey Musgraves and Orville Peck might have ignited this movement, but cowbois are truly the vanguards of a new cultural frontier, where heritage meets innovation and tradition dances with novelty.

"Introducing their innovative tech product at the Austin expo, the team adopted a cowboi theme, blending the city's Western heritage with its modern tech boom, making a memorable impression on attendees."

by Gordon0022 September 24, 2023


cowboi

A person (usually a man) riding on a horse he had in the back (🤠) wearing a cowboy hat, in a country vest with boots that's black to match.

* walking down the old town road*
person 1: "yo did you see that cowboi?"
person 2: "yeah! he had a noice hat!"

p1: "did he cheat on his baby?"
p2: "yeah, you can go and ask her!"

by drinkyouryeeyeejuicekiddos May 30, 2019


Emo Cowboy

A boy who wears cowboy boots, a cowboy belt, and a cowboy hat but is also tired and sad and shows no emotion. Also known as mike or mike & Ike

AVA: "look at mike & Ike over there, he is SUCH an emo cowboy"
CHASTER: "for REALLL"

by UglyRAtAYEE February 17, 2022